Fiction: the. Blackmailed Stepfather (FF/M)

The following is a story idea sent to me from a long time reader (since 2012!). He really loved my recent Stepdaughter story (said it and CE2027 are his two favourites). He suggested a related story idea that I run with here. Thank you, pumper! I really like this one. Here’s hoping it becomes a new classic!

It was a quiet Saturday morning in the Hartley mansion, the kind of serene day where nothing seemed amiss. The sprawling estate was alive with sunlight filtering through expansive windows, glinting off crystal chandeliers and marble floors. But in the private quarters of 18-year-old Lila, fury simmered just beneath the surface.

She stared at the damning evidence on her stepfather’s phone—a series of texts, photos, and messages detailing his numerous affairs. Lila’s mother, Caroline, had trusted her husband, James, a charming but otherwise ordinary man, to share her life, unaware of his betrayal.

But now, Lila knew.

She scrolled through the evidence one last time, ensuring she had backed it all up to her own devices. The marriage was a lie. And James, with his glossy charm and carefully curated facade, had made a fool of her mother.

Lila didn’t just want him gone; she wanted him humiliated.

——

James was in his home office when Lila stormed in, her presence cutting through his pretense of industriousness.

“Lila,” he said, startled. “What’s the matter?”

She held up her phone, her lips curled in disdain. “This is the matter,” she hissed, showing him a series of incriminating screenshots. His face paled, the blood draining from his confident veneer.

“Where did you—how did you get that?” he stammered.

“Oh, you mean your phone? The one you left in the kitchen while you took a call on the patio? Let’s just say your security skills are as pathetic as your morals.”

He surged forward, but she stepped back, raising a hand to stop him. “Don’t even think about it, James. I have backups in places you’ll never find. Now, sit down.”

Reluctantly, James sank into his chair, his jaw clenched. “What do you want, Lila?”

“Here’s the deal,” she said, crossing her arms. “I could take this straight to Mom. We both know what’ll happen then. That prenup she made you sign? You walk away with nothing. No mansion, no trust fund, not even your precious car collection.”

James swallowed hard. He knew she wasn’t bluffing.

“But I’m willing to give you an alternative,” she continued, her voice sharp as a blade. “You’re going to confess to Mom. Not to the affairs—oh, no, that’s too easy. You’re going to tell her you’re a submissive. That you’ve been hiding it from her because you’re embarrassed, but deep down, you crave… discipline.”

James gaped at her, speechless.

“Oh, it gets better,” Lila added, her smirk widening. “You’re also going to tell her you have a thing for being feminized. You’ll beg her to take charge—make you wear women’s clothes, punish you when you step out of line. You’ll plead for her to dominate you completely. I even have a script for you on exactly what to say.”

His face burned with humiliation, a mix of disbelief and anger. “You’re insane,” he muttered.

“No,” Lila said coolly. “I’m giving you a choice. You either become the submissive, emasculated husband Mom deserves, or I send her these screenshots and let her lawyers chew you up and spit you out.”

James sat frozen, the weight of her ultimatum pressing down on him. Lila leaned in closer, her voice softening but losing none of its edge.

“What’s it going to be, James? Do you want to keep your life, even if it means swallowing your pride? Or do you want to lose everything?”

——

James sat stiffly on the edge of his chair, his face pale and tense. Lila stood over him with a smug grin, holding a neatly typed sheet of paper in her hand. She extended it toward him, waving it impatiently when he hesitated.

“Go on, take it,” she said. “This is your script. Every word is carefully crafted, so don’t even think about going off-book.”

With a sigh that sounded more like a growl, James snatched the paper from her and began reading. His eyes widened as he scanned the humiliating lines.

“You can’t be serious,” he muttered, glaring up at her. “I’m not saying this.”

“Oh, you’re saying every word,” Lila replied, crossing her arms. “And you’ll say it convincingly, or I’ll know. You’ll have your phone in your pocket while you ‘confess,’ and I’ll be listening the entire time. If I even sense that you’re holding back or being insincere, I’ll storm in with all the evidence and let Mom know what you’ve really been up to.”

“This is ridiculous!” he snapped, his voice taut with anger. “I’m not submissive, Lila. I’m not into… being feminized or humiliated or any of this garbage you’re making me say. You know it’s a lie!”

“That’s the point, James,” Lila replied coolly, barely glancing up from her phone. “You don’t have to actually be into it. You just have to convince Mom you are.”

He ran a hand through his hair, pacing like a caged animal. “Why? Why would I ever—”

“Because it’s the perfect punishment,” she cut in sharply, sitting up and fixing him with a withering stare. “You think I don’t see through you? You’re all about control. Always have been. You lord over Mom like you’re the big man of the house when it’s her money keeping you afloat. The affairs? That’s just you proving to yourself that you can get away with anything.”

She leaned forward, her voice dripping with venom. “But this? Admitting to her that you’re not some big, dominant alpha male but a pathetic, submissive husband who craves being feminized and punished? It’ll destroy you. And that’s exactly what you deserve.”

James glared at her, his fists clenched. “You’re sick. You’re completely twisted.”

“Am I?” Lila shot back, standing to meet his gaze. “You cheated on Mom—my mom. Over and over again. And now you’re mad because you’re going to have to lie about who you are to keep your precious little life intact? Boo hoo.”

“This isn’t justice,” he growled. “It’s sadistic.”

“No, James,” she said, stepping closer, her voice dropping to a hiss. “It’s balance. You took everything you could from Mom—her trust, her love, her dignity—and I’m giving her the upper hand. The power. She deserves it. And you? You deserve to squirm.”

He turned away, his jaw tight, the weight of her words sinking in.

Lila tilted her head, her tone softening but still razor-sharp. “So, what’s it going to be, James? You can argue with me all you want, but the deal stays the same. Either you play the pathetic, submissive husband or you lose everything. Honestly, I’m fine with either outcome.”

James didn’t respond, his face a storm of anger and despair. Lila smiled, satisfied with the silence.

“Thought so.” She turned and sat back down, “Now, read it. Out loud. From the beginning.”

James scowled but did as he was told, his voice dripping with reluctance as he began. “‘Caroline, I’ve been keeping something from you for a long time. Something I’ve been too ashamed to admit.’” He paused, looking up at Lila. “This is ridiculous.”

“Keep going,” she barked.

He sighed again and continued, his voice flat. “‘I’ve always felt… submissive. Like I’m not cut out to be the dominant man you deserve. Deep down, I crave… discipline.’” He stopped, his face burning with humiliation.

“Awful,” Lila declared, shaking her head. “You sound like a robot. Mom’s not going to believe a word of it.”

“Because it’s not true!” he snapped.

“That doesn’t matter,” she shot back. “What matters is that you make her think it’s true. Now, again. And this time, try sounding like you’re on the verge of tears. You’re confessing a deep, shameful secret. Sell it.”

James clenched his fists but started over, this time trying to put more emotion into his voice. By the end of the paragraph, his face was beet red, his voice trembling—not from acting but from sheer mortification.

Lila clapped her hands mockingly. “Better. Still not great, though. Let’s work on that delivery. You need to sound more desperate when you say, ‘I crave discipline.’ Like your life depends on her understanding your shame. Try again.”

For the next hour, she put him through his paces, making him repeat the script over and over. Each time, she critiqued him harshly, pointing out every perceived flaw in his tone or phrasing.

“Too rushed.”

“Not enough sincerity.”

“Your voice cracked at the wrong time. It needs to crack when you admit you want her to take control.”

By the time she finally deemed it “good enough,” James was mentally and emotionally drained. He dropped the paper onto the chair, glaring at her with raw hatred.

“Now,” Lila said with a saccharine smile. “I want you to copy it out by hand. In your handwriting. It’ll make it look like you poured your heart and soul into this confession. When you read it to Mom, she’ll think you slaved over every word, wrestling with your shame. It’ll make the whole thing seem that much more believable.”

His mouth opened in protest, but she raised a finger, silencing him.

“And don’t even think about arguing.” She slid a pad of expensive stationery and a pen across her desk toward him. “Go on. Start writing.”

James hesitated for a moment before snatching the pen and sitting at the desk with a huff. His hand hovered over the page as if he were bracing himself for impact.

“‘Caroline,’” he began, muttering the words as he wrote them down. “‘I’ve been keeping something from you for a long time. Something I’ve been too ashamed to admit.’”

As the minutes ticked by, the room was filled with the sound of the pen scratching against the paper. Lila hovered nearby, occasionally leaning over his shoulder to scrutinize his progress.

“Don’t rush it,” she chided. “Your handwriting needs to look natural, not like you’re racing through it to get this over with.”

James gritted his teeth and slowed down, the humiliation of the task eating away at him with every word he wrote. By the time he finished, his hand ached, and his nerves were frayed.

“Done,” he said curtly, sliding the paper across the desk to her.

Lila picked it up and read it over carefully, nodding as she inspected his work. “Not bad,” she admitted. “But you’re going to read this to me again. With the handwritten copy this time, as if you’re practicing for the real thing.”

James groaned, but she held up her phone, wagging it like a threat. “Need I remind you who holds all the cards here? Now stand up. Stand in the middle of the room. Read it.”

Defeated, he stood up, picked up the handwritten script, moved to the center of the room, and began to read aloud. His voice was shaky, and the pauses between sentences seemed almost painful.

“‘Caroline,’” he started again, his voice cracking as he forced emotion into his tone. “‘I’ve been keeping something from you for a long time. Something I’ve been too ashamed to admit…’”

As he read through the script yet again, Lila gave pointed feedback.

“Pause longer before the word ‘ashamed.’ Make her feel the weight of it.”

“Slow down when you say, ‘I crave discipline.’ Like you’re choking on the words.”

“Put more tremor in your voice when you beg her to take control.”

James obeyed each directive with mounting resentment, but Lila wouldn’t stop until every line was perfect. By the time she finally nodded in approval, he felt utterly drained.

“Good,” she said, snatching the handwritten copy from his trembling hands. “Keep this safe. When you read it to her tomorrow, you’ll hold this up as proof of how deeply you’ve wrestled with your so-called feelings. She’ll eat it up.”

James stood, his fists clenched at his sides. “You’re really enjoying this, aren’t you?”

“Oh, you have no idea,” Lila replied with a grin, waving the script in front of his face. “And don’t forget—your phone will be on, and I’ll be listening the entire time. So if you screw this up, you’ll wish you hadn’t.”

James didn’t respond. He just turned and walked out of the room, the humiliation of what lay ahead hanging over him like a storm cloud. Behind him, Lila chuckled softly, already envisioning how perfectly her plan was going to unfold.

——

Caroline,

I’ve been keeping something from you for a long time. Something I’ve been too ashamed to admit. It’s something I’ve struggled with, something I’ve been deeply ashamed of, but I can’t keep it inside anymore. You deserve honesty from me, even if it’s hard for me to say this out loud.

For as long as I can remember, I’ve felt… different. There’s a side of me I’ve always hidden because I was terrified of what you might think. I’ve tried to ignore it, suppress it, but it’s always there, deep down. And I can’t live with the guilt of keeping this from you anymore.

The truth is… I crave discipline. I mean real, strict discipline. Such as spankings and whippings on my bare butt. I feel like I’ve been pretending to be this strong, confident man, but inside, I’ve always wanted to surrender control. To be corrected. To be… punished. I’ve always felt… submissive. Like I’m not cut out to be the dominant man you deserve. Deep down, I crave… discipline.

I realize this might come as a shock to you because of how I’ve acted in the past. I know I’ve always tried to present myself as the ‘macho’ type—confident, dominant, in control. But the truth is, that’s all been an act. A mask I put on to hide what I was really feeling inside. I thought if I could just convince everyone, including you, that I was strong and capable, maybe I could convince myself.

But the truth is, I was overcompensating. All the bravado, the insistence on being in charge, even the way I’ve carried myself in this house—it was all a way to hide how much I’ve struggled with my true self. I thought if I acted the part, maybe I could bury these feelings. But I can’t anymore.

I’ve spent so much of my life ashamed of this, but the truth is, I want you to take charge of me. To set rules for me and punish me when I break them. I need that. And not just spankings, though that’s a big part of it. I’ve fantasized about being disciplined in other ways—things that humiliate me. Even things like… like having objects put up my butt, to remind me of my place.

There’s more, though. And this is the hardest part to admit. Deep down, I want to feel like… like a girl. I know how crazy that sounds, but it’s the truth. I’ve always wanted to be feminized, to wear women’s lingerie and be made to act and look the part, to be used with a giant strap-on dildo. It’s not just about the clothes, though—it’s about being stripped of all my pride, all my masculinity. I want to feel small, vulnerable, and humiliated.

Sometimes, I’ve even imagined it being… public. Not everyone knowing, of course, but enough to keep me in line. Maybe the domestic staff, or even Lila, anybody you trust to help you keep me accountable, so I can’t hide who I really am.

I don’t expect you to understand right away, and I know this might change the way you see me. But I’m begging you, Caroline, to help me. I need you to take control. To lead me. To discipline me. I want to be better for you, to be the husband you deserve. And I believe that the only way I can do that is by giving myself over to you completely.

I’m so sorry I’ve kept this from you for so long. I was afraid of how you’d react, afraid of losing you. But I can’t hide this anymore. I need your help to become the person I’m meant to be.

Please tell me you can forgive me and that we can find a way forward together. I love you more than anything, and I’m willing to do whatever it takes to earn your trust.”

——

James stood outside the sitting room, his heart pounding in his chest. Lila’s phone app was live, transmitting the audio straight to her. She’d even insisted on testing it first, forcing him to rehearse saying, “Caroline, I need to confess something deeply personal,” in different tones so she could judge how he sounded on the recording.

He wiped his clammy hands on his trousers, clutching the handwritten letter like it was a lifeline. His face burned with humiliation. It was one thing to repeat the script to Lila under duress—it was another to confront Caroline with these fabricated confessions. He felt utterly trapped.

Taking a deep breath, he pushed open the door and stepped into the elegant sitting room. Caroline was curled up on the couch with a book in her lap, a half-empty cup of tea on the side table. She glanced up at him, her expression soft but curious.

“James?” she said, setting her book aside. “You look… nervous. Is something wrong?”

He hesitated, throat dry. For a moment, he thought about running, about tearing up the letter and facing Lila’s wrath instead. But then he remembered the backups she had of the evidence—and the gleam in her eyes when she’d promised to ruin him if he disobeyed.

“C-Caroline,” he began, his voice cracking. “I… I need to confess something. Something I’ve been keeping from you for a long time.”

Caroline straightened, concern flickering across her face. “James, you’re scaring me. What is it?”

He unfolded the letter with shaking hands, his eyes glued to the page. “I’ve, um… I’ve struggled with this for years,” he stammered. “But I can’t hide it anymore. You deserve the truth.”

He began to read, his voice trembling as he spoke the words Lila had forced him to write. “‘For as long as I can remember, I’ve felt… different. There’s a side of me I’ve always hidden because I was terrified of what you might think. I’ve tried to ignore it, suppress it, but it’s always there, deep down.’”

He chanced a glance at Caroline. She didn’t look horrified—just curious, her brow slightly furrowed as she listened.

“‘The truth is… I crave discipline,’” he continued, his cheeks burning as he read the next lines. “‘I mean real, strict discipline. I’ve tried to be the strong, confident man you deserve, but deep down, I’ve always wanted to surrender control. To be corrected. To be… punished.’”

Caroline leaned forward slightly, her eyes narrowing. James hesitated, but her silence forced him to go on.

“‘I know I’ve always acted like the macho type—confident, dominant, in control. But that’s all been an act. A mask to hide what I was really feeling inside.’”

He paused to swallow, his mouth dry as sandpaper. “I—um—‘I’ve fantasized about being disciplined in ways that… humiliate me. Even things like having objects used on me to remind me of my place.’” His voice faltered, barely audible now. “‘I want you to take charge of me. To lead me. To feminize me.’”

As he reached the section about his desire to feel like a girl, Caroline’s expression changed. Her lips curved into a faint smile, and she tilted her head slightly, watching him with an intensity that made his stomach twist.

When he finally reached the end, finishing with, “‘Please tell me you can forgive me and that we can find a way forward together. I love you more than anything, and I’m willing to do whatever it takes to earn your trust,’” the room went silent. James’s ears buzzed, his face on fire.

Caroline stood, her movements slow and deliberate. She walked over to him and took the letter from his trembling hands, scanning it quickly before folding it neatly and setting it on the table.

“Well,” she said after a moment, her voice calm but firm, “I can’t say I’m completely surprised.”

James blinked at her, his mouth opening and closing in shock. “Y-you’re not?”

“No,” she replied, crossing her arms and giving him a knowing look. “Your machismo has always seemed a bit forced, like you were trying too hard. I’ve often wondered what you were hiding underneath all that posturing.”

James’s heart sank, and he glanced nervously at her, unsure of what to say. Caroline didn’t give him the chance.

“I think it’s admirable that you’ve finally been honest with me,” she continued, her tone steady but commanding. “If this is truly who you are, I’m willing to… explore this side of you. But it will be on my terms.”

James’s stomach lurched. “Y-your terms?” he echoed weakly.

“Yes,” she said firmly. “If you want discipline, then I’ll give it to you—but don’t think for a second that it’ll be easy. If you want to surrender control, you’ll do so completely. No complaints, no hesitation. You’ll follow my rules without question. Do you understand?”

He hesitated, his mind reeling. He couldn’t believe what he was hearing. Caroline was actually agreeing to this—embracing it, even. But the way she looked at him made it clear that she wasn’t going to be lenient.

“I—I understand,” he stammered, his voice barely above a whisper.

Caroline crossed her arms and studied James, her expression a calm but commanding blend of curiosity and restrained amusement. Her voice was even, but the edge beneath it was unmistakable.

“Tell me something, James,” she began, tilting her head slightly. “Have you ever indulged these thoughts? Fantasized about them? Maybe even… acted on them privately?”

In the other room, Lila sat cross-legged on her bed, her headphones on and phone in hand, listening to the conversation in real time through the app she’d installed on both their devices. She grinned wickedly as she heard Caroline’s question. Here it comes, she thought, leaning in closer.

Back in the sitting room, James froze, the color draining from his face. “I—I don’t know what you mean,” he stammered weakly, though the heat rushing to his cheeks betrayed him.

“Oh, I think you do,” Caroline replied coolly, arching an eyebrow. “Let me make it simple for you. Have you ever masturbated to these fantasies? The idea of being disciplined, feminized, humiliated? Is that what you’ve been doing during all those late nights in your office?”

James felt his stomach churn. He knew Lila was listening to every word. The slightest hesitation or denial would be fuel for her, and he could already imagine her mocking laughter. His voice cracked as he admitted, “Yes.”

Lila snorted audibly in her bedroom.

Caroline took a slow, deliberate step closer to James, her faint smile dripping with satisfaction. “I see,” she said. “That explains quite a bit. I’ve been wondering why your sex drive with me has been so lackluster lately. Too busy indulging your private little fantasies to focus on your wife, hmm?”

In her room, Lila laughed softly, rolling her eyes. She’s got him cornered. Poor baby probably thinks he’s dying inside.

James stammered, “I—I’m sorry, Caroline, I—”

“Oh, don’t apologize,” she interrupted, her voice sharp and dismissive. “What matters now is that I understand the full extent of this… interest of yours. Here’s what I want you to do. Go upstairs, sit down with your computer, and make me a detailed list of the kinds of porn you look at when you’re indulging these fantasies. Categories, specifics, and links. I want you to email it to me when you’re done so I can follow the links myself and… study it.”

James’s mouth fell open in horror. “Y-you want me to—?”

“Yes, James,” Caroline said firmly, her tone leaving no room for argument. “If this is truly who you are, then I need to understand it completely. And I mean completely. No half-measures, no omissions. If I suspect you’re holding anything back, we’ll have a serious problem.”

Lila’s jaw dropped for a moment before she burst into delighted laughter. Oh my God, this is perfect, she whispered, grabbing her laptop. She immediately began compiling a list of the most graphic, humiliating femdom, domestic discipline, feminization, chastity, and cuckolding porn sites she could find. Let’s see how Mom reacts when these pop up, she said to herself, typing furiously. Every link was chosen to make James’s supposed preferences seem as degrading as possible.

Meanwhile, in the sitting room, James stood frozen, his mind spinning. “I-I understand,” he finally mumbled, his voice barely above a whisper. “I’ll do it.”

“Good,” Caroline replied with a faint smile. “When you’re done, send it to me immediately. I’ll decide how we proceed from there. We’ll start tomorrow. I’ll let you know what I expect of you.”

James nodded stiffly and turned to leave, his legs shaking as he climbed the stairs.

——

As James trudged upstairs, his face burning with shame, he felt the crushing weight of what had just transpired. Caroline’s calm but commanding demeanor had left him humiliated, but knowing Lila had been listening to every word made it infinitely worse.

He entered her room hesitantly, knocking softly before stepping inside. Lila was seated at her desk, her laptop open, her expression smug and triumphant. She swiveled toward him, tilting her head with a mockingly sweet smile.

“Well, well, well,” she began, her voice dripping with amusement. “That was even better than I hoped. You really sold it down there, James. Mom must be thrilled with your little confession.”

James stood awkwardly in the doorway, his fists clenched. “I did what you wanted. Can we be done with this now?”

“Not even close,” Lila replied, her smirk widening. “Have a seat.”

Reluctantly, James sat down in the chair across from her desk. Lila turned her laptop to face him, revealing the start of a detailed and humiliating list she had been compiling. Porn sites, forums, blogs—each one worse than the last. Femdom fantasies, domestic discipline how-tos, feminization guides, cuckolding stories—every link would be calculated to paint the most degrading picture possible.

James’s stomach churned as he skimmed the list. “What the hell is this?”

“This,” Lila said, gesturing at the screen, “is your new project. You’re going to submit this list to Mom—exactly as it is. No changes, no omissions. You’re going to email it to her like the obedient little husband you’re pretending to be.”

James stared at her in horror. “I can’t—”

“Oh, you can,” she interrupted, her voice sharp and firm. “And you will. Unless, of course, you’d like me to let her know all about your cheating ways.”

James opened his mouth to argue, but Lila raised a hand to stop him. “Actually, you know what? Let’s save us both some time.” She turned her laptop back toward herself. “Give me your email password. I’ll send it for you.”

His heart sank. “You can’t—”

“I can,” Lila snapped, her tone icy. “And unless you want me to copy her on every sordid detail I already know about you, you’ll give me that password right now.”

James hesitated, his pride and fear warring within him. Finally, he muttered, “Fine.”

Lila smirked as he recited his password, then quickly logged into his email on her laptop. She pasted the humiliating list into a new message, adding a subject line that twisted the knife further: “Caroline, my private confessions and resources.”

“There,” she said, her fingers flying over the keyboard. “Let’s just add a little note at the top to make it more… personal. Something like, ‘Caroline, here’s everything I’ve ever looked at or fantasized about. I thought this would help you understand me better.’ That should do it.”

“I’ll gather up a few more and send it in an hour or so.” Lila leaned back in her chair, looking utterly pleased with herself. “Mom’s going to be so impressed with how thorough you are.”

James’s face burned as he stood, humiliated beyond words. “I hope you’re happy.”

“Oh, I’m ecstatic,” Lila replied with a grin. “And I’m sure Mom will be too. Now run along, James. I’m sure she’ll want to discuss this list with you soon. Don’t disappoint her.”

As James shuffled out of the room, his humiliation hanging heavy around him, Lila turned back to her laptop. She couldn’t wait to see how Caroline would react to the email—and how thoroughly James’s life would unravel under her and Caroline’s combined control.

——

James stood at the bottom of the staircase, his stomach churning with dread. From the living room, he could hear Caroline moving about, the sound of her calm, deliberate steps only amplifying the storm of anxiety in his chest. He gripped the banister tightly, his palms slick with sweat, as Lila sauntered up beside him, her expression smug and brimming with triumphant glee.

“Alright, James,” she began in her mockingly sweet tone, “you’re about to have a very important conversation with Mom. And just so we’re crystal clear—you’re going to play your part perfectly.”

James swallowed hard, glancing at her nervously. He opened his mouth to plead, but his voice faltered as the vivid memory of the email flashed in his mind. Lila’s carefully curated list of vile, perverse links still haunted him: femdom humiliation, chastity play, cuckolding scenarios, spanking blogs, and things he could barely stomach. Things Caroline now thought he was desperate to experience. A cold wave of humiliation washed over him as he realized what she might demand next.

“Lila,” he whispered shakily, “please, this is too much. You know I—”

She cut him off with a sharp, condescending laugh, stepping closer and lowering her voice to a threatening murmur. “Oh, spare me,” she said coldly. “This is exactly what you signed up for the moment you started screwing around behind Mom’s back. She already has the email ‘you’ sent—complete with all those lovely, detailed links. She’s expecting answers, James. And you’re going to give them.”

James’s heart plummeted as he stared at her, his throat tightening. He’d seen the disgustingly humiliating material Lila had planted, and now he had to pretend it was his deepest fantasy. The thought of telling Caroline he wanted her to dominate him, lock him in chastity forever, or have him kneeling before some stud while she watched made his stomach churn. And that was just the beginning. He’d barely scratched the surface of the twisted world Lila had painted for him.

“Lila,” he croaked, his voice cracking, “I can’t—”

“Yes, you can,” she snapped, her eyes narrowing dangerously. “And you will. I’ll be listening in, James. Every word. Every groveling confession, every pathetic ‘yes, Caroline.’ If you so much as hesitate to admit interest in anything Mom asks about or shows you, I’ll send her everything. Every text. Every photo. Every bit of proof of your disgusting infidelity.”

His blood ran cold as he imagined Caroline’s face if she saw the evidence—every damning message, every betrayal exposed in brutal detail. He’d lose her, lose his home, lose everything. He nodded slowly, barely able to meet Lila’s gaze. “I-I understand,” he whispered.

“Good,” she said, her voice softening into mock sweetness. “So here’s what’s going to happen. When Mom asks if you’ve fantasized about something, you’ll tell her yes. When she shows you something horrifyingly degrading and asks if you like it? You’ll nod and say it’s exactly what you’ve always dreamed of. You’ll agree to everything, James. Everything. No matter how humiliating or disgusting. Got it?”

James hesitated, his thoughts spiraling. He knew where this would inevitably lead. The perverted links Lila had assembled were a roadmap to his ruin. Caroline would see the most extreme things—strap-ons, cuckolding scenarios, forced feminization—and she would believe it all. She would make him live it all. His humiliation would become his daily reality, all because of a list he hadn’t even made.

When he didn’t respond, Lila reached into her pocket and held up her phone, her thumb hovering over the screen. “Or,” she said coldly, “I can hit send right now. Let’s see how Mom feels about your secret girlfriends.”

“No!” James gasped, panic rising. “Please, don’t. I—I’ll do it.”

“Good boy,” she said mockingly, slipping the phone back into her pocket. She patted his cheek with condescending affection, her grin widening. “Now get in there and make me proud.”

James turned toward the living room, his legs feeling like lead. Each step brought him closer to the inevitable, the humiliating confrontation where he’d have to embrace every perverse thing Lila had planted. He imagined Caroline’s questions—her demands—and the terrifying certainty that he’d have no choice but to obey.

With one last glance at Lila, who stood watching him with a satisfied smirk, he took a deep breath and stepped into the room, bracing himself for the nightmare ahead.

——

James—humiliated and reduced to standing obediently at attention—watched as Caroline sat at her ornate desk, scrolling through the email he had “sent.” Her demeanor was calm, her posture straight, but the slight raise of her eyebrows and the occasional soft sound of surprise told him she was taking in every word, every link, with more than casual interest.

He dared not move or speak. The tension in the room was unbearable as Caroline clicked on one of the links, her lips tightening as the page loaded. She scrolled slowly, her sharp eyes scanning the content.

“Well,” she said finally, breaking the silence. “This is… thorough.”

James winced. He knew exactly how thorough it was, though he had Lila to thank for much of the horrifying specificity. Still, hearing Caroline acknowledge it out loud sent a fresh wave of shame through him.

She glanced over at him, her eyes narrowing. “You’ve certainly been busy, haven’t you? Some of these interests…” She gestured at the screen, her voice cool but edged with disbelief. “They’re not exactly casual curiosities, are they?”

James stammered, “I—I didn’t mean for it to—”

“Quiet,” she interrupted, her tone icy. “I haven’t asked you to speak.”

He snapped his mouth shut, standing stiffly as Caroline clicked on another link. Her lips pursed as she took in the content—feminization fantasies, detailed stories of submissive husbands forced into humiliating situations, chastity, instructional guides on domestic discipline. The list went on, each page more shocking than the last.

“You know,” she said after a long moment, her tone conversational but sharp, “I always suspected there was something off about the way you acted. All that macho posturing, trying so hard to seem in control. But this…” She turned the screen slightly toward him, displaying an especially graphic blog post about cuckolding and humiliation. “This goes far beyond anything I would have guessed.”

James’s face burned as he avoided looking at the screen. “I—I didn’t—”

“I said quiet,” Caroline snapped, her tone brooking no argument. She clicked on another link, scanning the page quickly before turning her attention back to the email itself.

“What amazes me,” she continued, her voice growing colder, “is how much time you must have spent on all of this. These aren’t the interests of someone who stumbled across something out of curiosity. This is a… collection. A carefully curated library of perversity.”

James’s stomach churned, but he remained silent, his hands clenched at his sides. Caroline leaned back in her chair, her eyes fixed on him.

“Did you ever think to share any of this with me?” she asked, her voice low and deliberate. “Or was this just your dirty little secret?”

James swallowed hard. “I—I was ashamed,” he lied, his voice barely above a whisper.

Caroline arched an eyebrow. “Ashamed enough to keep it from me, but not ashamed enough to stop indulging in it,” she said dryly. “Interesting.”

She turned back to the screen, her fingers drumming lightly on the desk as she scrolled further. “And these themes… feminization, public humiliation, cuckolding…” Her gaze flicked toward him again, piercing. “You’ve been fantasizing about losing all control, haven’t you? About being stripped of your pride, your masculinity.”

James didn’t answer, unsure of how to respond without digging himself into an even deeper hole. Caroline’s sharp laugh cut through the silence.

“Ah,” Caroline murmured, her lips curling into a sly smile as she clicked on a particularly striking image. She turned the screen slightly, beckoning James closer with a tilt of her head. “Come here, James. I want your thoughts on this.”

James hesitated, his stomach knotting as he stepped closer to her desk. He leaned forward just enough to see the screen, and his breath hitched when the image came into view.

The photo depicted a scene of total humiliation. A handsome woman, clearly the dominant figure, sat confidently on a high-backed chair, her expression calm but firm as she spanked her completely naked husband across her lap. His bare bottom was a deep red, his face contorted with embarrassment and pain. Surrounding the pair were several onlookers—other women, all laughing and chatting as if they were at a casual social gathering. Some were mature, but others were strikingly young, perhaps as young as Lila. One of them even held a smartphone, clearly filming the scene.

“Well?” Caroline asked, her voice tinged with amusement. “What do you think of this?”

James’s throat felt tight, and his words came out as a stammer. “I—I don’t—”

“Don’t lie to me, James,” she interrupted sharply, her eyes narrowing. “Is this the kind of thing you’ve been fantasizing about? Being taken over my knee, stripped bare, and spanked in front of an audience? Perhaps even in front of someone like… Lila and her friends?”

The mention of Lila made his stomach churn. He shifted uncomfortably, his face burning with shame. “I—I don’t know what to say,” he managed, his voice barely above a whisper.

Caroline arched an eyebrow, her smile growing colder. “Oh, I think you do. Tell me the truth. Is this what you’ve been craving, James? Total humiliation? Having every ounce of your pride stripped away while others watch and laugh?”

James lowered his gaze, unable to meet her piercing stare. He knew Lila would be listening to every word through the app, and he could almost hear her mocking laughter in his mind. He swallowed hard, his voice trembling as he finally admitted, “Yes, Caroline.”

Her eyes lit up with triumph, and she chuckled softly. “I thought so. The thought of being spanked like a naughty little boy, completely exposed, with women half your age looking on… it really gets to you, doesn’t it?”

James shifted again, his mortification palpable, but he said nothing.

“Well,” Caroline continued, turning the screen back toward herself and studying the image thoughtfully, “I have to say, I find this idea… intriguing. A gathering of women, all in on the fun, watching you squirm and cry while you’re disciplined properly. It’s so… fitting.”

She looked up at him again, her expression cool but commanding. “Perhaps it’s time we stopped pretending that you’re anything other than what you truly are, James—a submissive, humiliated little man who desperately needs someone to take control. Wouldn’t you agree?”

“Yes, Caroline,” he mumbled, his face blazing with embarrassment.

“Good,” she said, her voice light but firm. “Because I’m starting to see how all of this could work quite nicely.”

James’s heart sank as Caroline leaned back in her chair, clearly reveling in his discomfort. The image of the spanked husband surrounded by laughing women was burned into his mind, a grim reminder of just how far his humiliation might go.

As Caroline settled back into her chair, her fingers hovered briefly over the touchpad before she clicked on one of the links labeled Cuckolding and Domestic Discipline: Real-Life Stories and Resources. The page loaded, revealing a blog post accompanied by a series of photos that immediately caught her attention.

The images were striking: handsome, confident men with broad shoulders and chiseled features standing proudly beside the wives, who looked radiant in luxurious lingerie or elegant dresses. In stark contrast, the husbands in the background were a different story entirely—pale, trembling, and often wearing little more than chastity cages, red-bottomed from obvious punishment, their faces streaked with tears. The juxtaposition was striking and, in its own way, fascinating.

Caroline clicked on one of the articles titled “A Wife’s Journey to Taking Control: How My Husband Became a Better Man in Chastity.” She read with growing interest, taking in the wife’s account of asserting her dominance in the relationship, implementing discipline, and bringing in a strong, virile lover to satisfy her needs while her submissive husband watched helplessly.

Her eyes flicked to a photo on the page—a stunning man with piercing blue eyes and a confident smirk, standing shirtless beside the woman who was clearly his lover for the evening. The caption beneath the photo read, “Why settle for less when you can have the best?” In the background, the woman’s husband was kneeling, his face a mask of humiliation, his reddened backside on full display.

Caroline let out a soft chuckle, tapping her chin thoughtfully. “Now this is interesting,” she murmured. Her gaze lingered on the handsome man in the photo for a moment before returning to the article. She couldn’t help but admire the raw confidence radiating from the “bulls,” as they were often referred to in the cuckolding community. Their presence exuded strength and power, a stark contrast to the humiliated, submissive husbands in chastity cages.

The dynamic intrigued her. She leaned forward, clicking through more links that delved into the psychology behind the arrangement. One article detailed the emotional and physical benefits for women who embraced cuckolding relationships, describing how empowering it was to claim their sexual independence while maintaining full control over their husbands.

As Caroline scrolled, she let her mind wander. She imagined James kneeling at the foot of the bed, his face flushed with shame, forced to watch as a real man—someone strong and handsome, the opposite of the facade James had worked so hard to project—took over in the bedroom. The thought sent a thrill through her, surprising her with its intensity.

She clicked on another photo, this one showing a chastity-caged husband standing in the corner, his bottom bright red, as his wife lounged on the bed with her lover. The caption read, “Discipline and control: the key to a happier marriage.”

Caroline smirked, her lips curling into a mischievous smile. “Now this,” she murmured to herself, “is something I could really get into.”

Caroline glanced up from her laptop, her sharp eyes locking onto James, who was still standing awkwardly at attention. His face was already red, but as she clicked deeper into the cuckolding material, she saw him shift nervously, his hands fidgeting at his sides.

“This is fascinating,” Caroline said, her tone light but laced with authority. She leaned back slightly in her chair, gesturing toward the screen. “These women look so… empowered. Confident. Completely in control. And their husbands?” She gestured at one of the photos, smirking. “Well, they look exactly like I’d imagine you in this situation—blushing, embarrassed, utterly humiliated.”

James swallowed hard, his throat dry. He opened his mouth to protest but quickly snapped it shut, knowing Lila was listening through the app. He could almost feel her presence in the room, silently daring him to slip up.

Caroline tapped her chin thoughtfully, her gaze flicking between him and the screen. “Tell me, James,” she said, her voice soft but commanding. “Is this really what you fantasize about? Watching me with someone like…” She clicked on a photo of a handsome, muscular man lounging beside a glamorous woman in lingerie. “…this? While you sit in the corner with your little cage, your bottom red from punishment?”

James’s face burned as he stammered, “I—I—”

“Speak up,” Caroline interrupted sharply, her eyes narrowing. “I want the truth, James. Are you into this or not?”

He hesitated, his mind racing. He couldn’t admit to something so degrading, but if he denied it, Lila would tell Caroline everything. She had made that much clear. She was waiting, listening, ready to pounce if he faltered. His heart pounded as he realized he had no choice.

“Yes,” he said finally, his voice barely above a whisper. “I—I’m into it.”

Caroline’s lips curled into a slow, knowing smile. “Oh, really?” she said, her tone laced with amusement. “You’re into this? Watching me with a real man, while you’re reduced to… what, exactly? A servant? A toy? A pathetic little audience member?”

James’s face was on fire, his humiliation palpable. “Y-yes,” he stammered again, unable to meet her eyes.

Behind her desk, Caroline crossed her legs and studied him intently, clearly enjoying his discomfort. She clicked on another image—this one showing a chastity-caged husband kneeling beside a bed while his wife and her lover shared a kiss.

“You’re telling me you’d want this?” she asked, gesturing at the screen. “To watch me with someone like him? Someone stronger, more confident, more… capable?”

James hesitated for a split second too long. Caroline arched an eyebrow, and he blurted out, “Yes, Caroline.”

She tilted her head, her smile widening. “Interesting,” she murmured, turning back to the screen. “I have to say, this… intrigues me. The idea of having someone who could actually satisfy me while you… well, let’s just say you’d be doing what you’re best suited for.”

James shifted uncomfortably, his mortification deepening. Caroline let the silence linger for a moment before she looked up at him again.

“You know, James,” she said, her voice taking on a thoughtful tone, “if this is truly what you want, I might be willing to explore it. But don’t think for a second that it’ll be on your terms. This will be my decision, my rules, and my satisfaction. Do you understand?”

“Yes, Caroline,” he mumbled, his voice trembling.

“Good,” she said briskly, closing the laptop with a decisive snap. “For now, I want you to think very carefully about what you’ve admitted today. Because if we move forward with this—and I’m not saying we will—it will require absolute honesty and obedience from you. No more hiding. No more lies.”

James nodded, his face still blazing with shame.

The more she had read, the more it had appealed to her. She had spent years tolerating James’s posturing, his faux machismo, his insistence on playing the part of the dominant husband. But now, with this new information in hand, she saw an opportunity to completely reshape their relationship—and her own happiness.

“Well,” she said, “you’ve certainly given me a lot to think about. I’ll need some time to… digest all of this.”

James looked up, confused. “What… what does that mean?”

“It means,” Caroline said, standing and smoothing her dress, “that you’ve handed me the keys to a very interesting dynamic. If this is truly who you are, James, then I believe it’s time I started exploring my role in all of this.”

Her smile was cool, almost predatory, as she stepped closer to him. “For now, you may go. I’ll let you know when I’ve decided how we’re going to proceed. And James?”

“Yes?” he managed, his voice trembling.

“No more masturbation,” she said, her tone turning icy. “Because if I find out you’ve been less than honest with me—about that or anything—I will make sure you regret it.”

James nodded quickly, retreating from the room as fast as he could without outright running. As the door clicked shut behind him, Caroline leaned back in her chair, a faint smile playing on her lips. She tapped a finger against the laptop, her mind already racing with possibilities.

——

As James went through his ordeal, Lila reclined comfortably on her bed, her phone in hand, the listening app running smoothly. She had angled the screen so she could glance at it periodically, just to ensure the connection held steady, but it was her Mom’s and James’s voices filtering through the speaker that had her attention.

At first, Lila listened with a smirk, propping her head up on her hand as Caroline’s calm, confident voice carried through the room. She could almost hear James’s trembling responses, the hesitation in his voice, the forced words he had no choice but to say. The thought of him squirming under Mom’s questions was enough to make her snicker softly.

By the time Caroline started probing more deeply into the links, Lila sat up straighter, her smirk growing into a grin. Caroline’s tone had shifted, her curiosity mixed with amusement, and James’s mumbled responses were almost inaudible beneath the rising pitch of his wife’s interest. Lila clasped her hand over her mouth to stifle a laugh as the conversation took its inevitable turn.

When Caroline’s voice grew sharper, pressing James for details about one of the more extreme links, Lila burst out laughing, unable to contain herself. She leaned back on her bed, kicking her legs lightly as the absurdity of James’s forced confessions hit her in waves. His stammering, halting attempts to sound sincere made her stomach ache with laughter.

As Caroline’s voice turned more incredulous—likely confronting James with a particularly outrageous fetish from the list—Lila rolled onto her side, clutching her ribs. Her laughter spilled freely now, uncontrollable and loud, echoing in her room. She could picture the scene perfectly: James’s flushed face, his awkward, humiliated posture, the way he must have been wringing his hands or fiddling with the hem of his shirt as he forced himself to agree.

It only got better. Caroline’s tone had shifted again, this time teasing, almost playful, and Lila could practically feel James’s misery through the app. His attempts to justify the links or to explain why he was “interested” made Lila laugh so hard that tears started streaming down her face. She rolled onto the floor, clutching her phone and gasping for air as Caroline’s voice reached a crescendo of incredulous delight.

“God, I can’t breathe,” Lila choked out to herself, wiping her eyes as she struggled to compose herself. But then Caroline’s voice rang out again, clearly pressing James further, and Lila dissolved into another fit of laughter. She slapped the floor with her palm, her entire body shaking as she imagined James’s pathetic attempts to maintain the facade while his world crumbled around him.

By the time the conversation wound down, Lila lay sprawled on the floor, her cheeks flushed from laughing so hard. She wiped her eyes with the sleeve of her shirt, still giggling as she reached for her phone to stop the recording.

“That was even better than I expected,” she said to herself, a satisfied grin spreading across her face. “That little shit. He’s going to wish he’d never even looked at another woman.”

Still chuckling, she sat up and stretched, her mind already buzzing with ideas for how to escalate things further.

——

Caroline, her mind abuzz with possibilities and revelations, decided she needed to confide in someone. There was only one person she trusted implicitly—Lila. Her daughter had always been mature beyond her years, and this bizarre situation with James was too extraordinary to keep to herself.

She found Lila in her room, sitting on her bed with her laptop open. Lila looked up as her mother entered, her expression calm and curious, though her heart was racing. She’d heard everything through the app but now had to play her part perfectly.

“Hey, Mom,” Lila said, closing her laptop. “What’s up? You look… I don’t know, serious.”

Caroline let out a long sigh, sitting on the edge of the bed. “Lila, I need to talk to you about something. Something… surprising. It’s about James.”

Lila tilted her head, feigning curiosity. “James? What’s going on? Is he okay?”

Caroline hesitated for a moment, as if searching for the right words. “He… confessed something to me today. Something deeply personal and, frankly, shocking.”

Lila leaned forward, her expression expertly arranged into one of concern. “What? What did he say?”

“Well…” Caroline began, lowering her voice slightly. “He admitted that he has certain… fantasies. Very specific fantasies about being disciplined, feminized, humiliated. He even admitted to fantasizing about me being with other men—while he watches.”

Lila’s eyes widened, and she let out a gasp, perfectly balanced between shock and disbelief. “Wait, what? James said that?”

Caroline nodded, looking both exasperated and bemused. “I couldn’t believe it either. He said he’s been hiding these feelings for years, that he’s been ashamed of them. But he couldn’t keep it bottled up anymore. And the things he’s been fantasizing about…” She trailed off, shaking her head. “It’s… intense.”

Lila bit her lip as if trying to process this newfound information. Inside, she was practically bursting with glee but maintained her concerned expression. “Wow, Mom. That’s… a lot. How are you feeling about all this?”

Caroline sighed again. “Honestly? I don’t know yet. Part of me is disgusted—how could he keep something like this from me for so long? But another part of me is… curious. If this is truly who he is, maybe it’s worth exploring. I just don’t know.”

Lila reached out and placed a comforting hand on her mother’s arm. “Mom, listen. If this is what James is into, I think you should go all-in. If you’re going to do this, don’t just tolerate it—own it. Make it something that works for you. You deserve to feel empowered in this situation.”

Caroline looked at her daughter, her brow furrowing slightly. “You really think so?”

“Absolutely,” Lila said with a nod. “And if he’s into humiliation and being dominated, you should give him exactly that. Go over and above. Push him to his limits. Make him realize what it really means to give up control.”

Caroline’s lips curved into a small, thoughtful smile. “That’s an… interesting perspective.”

“And, Mom,” Lila added, her tone steady but supportive, “if you ever want help with this—whether it’s advice, ideas, an audience for him, or even just an extra pair of hands—I’m here for you. I mean, it’s weird, sure, but if this is what James wants and it makes you happy, I’ll do whatever I can to support you.”

Caroline chuckled softly, shaking her head. “You’ve always been so wise beyond your years, Lila. I wasn’t sure if I should even tell you about this, but I’m glad I did.”

Lila smiled warmly, hiding the satisfaction bubbling beneath the surface. “You can always talk to me, Mom. And seriously, if you need me, I’m here for you.”

——

Lila closed the door to her room behind her, her warm, supportive smile vanishing the moment she was out of Caroline’s sight. Her expression twisted into a smug grin as she made her way down the hall to find James. She knew exactly where he’d be—holed up in his study, wallowing in his humiliation after his latest ordeal.

She didn’t bother knocking. Throwing the door open, she found James sitting stiffly at his desk, his head in his hands. He looked up, startled, as Lila stepped in, closing the door behind her with deliberate force.

“Well, look at you,” she said, her tone dripping with mockery. “The picture of a broken man. You really are pathetic, aren’t you?”

James scowled but said nothing. Lila crossed her arms and leaned against the door, her smirk widening as she let the silence hang for a moment before speaking again.

“Mom just came to me,” she began, her voice cool and sharp. “She told me everything. Your little confession, your ‘fantasies’, all of it. She’s in shock, you know. She can’t believe the ‘strong, dominant husband’ she married is actually some submissive little worm who gets off on being humiliated.”

James’s face turned red, and he shifted uncomfortably in his chair. “I didn’t—” he started, but Lila cut him off with a raised hand.

“Save it,” she snapped. “I know you’re not into any of this. The reason you’re playing along is because you know if you don’t, I’ll make sure Mom finds out about all those women you’ve been screwing behind her back. Isn’t that right?”

James’s mouth opened, but no words came out. He knew she was right and that any denial would be pointless. He hung his head, his misery palpable.

“That’s what I thought,” Lila said smugly, pushing off the door and stepping closer to him. “Here’s the thing, James. You’ve made your bed, and now you’re going to lie in it. Mom and I are going to put you through hell. And you? You’re going to take it. All of it. No complaining, no arguing, no hesitation. Because the moment you refuse anything—anything at all—I’m hitting send on an email to Mom with all the evidence of your cheating. Do you understand?”

James clenched his fists, his jaw tightening as he nodded reluctantly. “Yes, Lila,” he muttered.

“Good,” she said, her tone sweet but condescending. “Because the way you behaved, if you’re out of our lives without a dime, I really couldn’t even give a shit. Just try me, please. You deserve every second of what’s coming to you. And trust me, we’re not going to go easy on you. Mom’s already talking about how she’s going to explore your ‘interests’ in ways you never even imagined. And I’ll be right there to help her every step of the way.”

James looked up at her, his eyes filled with dread. “Why are you doing this to me?” he asked weakly.

Lila let out a sharp laugh. “Because you’re a lying, cheating scumbag, James. You betrayed my mom, and now you’re paying the price. And let’s be honest—you deserve it.”

She leaned in closer, her voice dropping to a whisper. “You think you’re miserable now? Just wait. Mom and I are going to make sure every day of your life is a living nightmare. You’ll wish you’d never even met us.”

James swallowed hard, the weight of her words settling heavily on his shoulders. He could already imagine the pain, misery, and humiliation that lay ahead—an endless cycle of degradation with no escape.

Lila straightened up, brushing imaginary dust off her hands. “Now, get ready. Mom will be calling on you soon, and you’d better be on your best behavior. Remember, James, this is your only option.”

With that, she turned and walked out, leaving James alone with his thoughts. He sat there in silence, his mind racing with visions of what Caroline had planned for him. The shame, the helplessness, the humiliation—it was all too much to bear. But he had no choice. The future he dreaded was now inevitable.

——

James hesitated outside the living room, every fiber of his being screaming at him to turn and run. But he knew he couldn’t. Lila’s voice echoed in his mind, reminding him that the moment he refused anything Caroline demanded, the evidence of his infidelity would be laid bare. And he believed her, completely and with good reason. Lila was vindictive. He swallowed the lump in his throat and pushed the door open, stepping inside with dread weighing heavy on his chest.

Caroline sat on the leather sofa, her posture composed and commanding. Beside her, Lila perched on the armrest, her arms crossed and a smirk playing on her lips. James knew she was savoring every moment of his humiliation. She had orchestrated this entire nightmare, and now he had no choice but to endure it.

“Come in and stand in front of me,” Caroline ordered, her voice calm but with an edge of authority that brooked no disobedience.

James shuffled forward, his gaze fixed firmly on the floor. He stood before them, his fists clenched at his sides, his humiliation already suffocating.

“Given your earlier confession,” Caroline began, her tone measured, “I’ve decided it’s time we embrace your… needs. I’m willing to accommodate you, James, but let me be very clear: this will be on my terms. From now on, you will obey me in everything, without hesitation. Is that understood?”

James hesitated, his stomach churning. “Y-yes, Caroline,” he mumbled, his voice barely audible.

“Good,” she said briskly. Then, without preamble: “Strip.”

His head shot up, his eyes wide with shock. “W-what?”

“You heard me,” she said evenly. “Everything off. Now.”

James glanced at Lila, who met his gaze with a delighted smirk. She leaned back, clearly relishing his discomfort.

“C-Caroline,” James stammered, his voice shaking, “please… can we do this privately? I mean, does Lila really have to be here?”

Caroline raised an eyebrow, her eyes narrowing slightly. “Privately?” she repeated, her tone sharp. “James, Lila already knows everything. She knows about the email, the links, your ‘fantasies.’” She gestured toward Lila with a calm hand. “I’ve shared everything with her. She’s here for moral support. Don’t you think that’s fair?”

James’s face burned, and he cast a desperate glance at Lila, who was watching him with an amused expression. “But… but this is different,” he said weakly, his voice barely above a whisper. “It’s—humiliating.”

Caroline leaned forward, her tone softening slightly but carrying a dangerous edge. “Humiliating?” she said mockingly. “But isn’t that what you want, James? To be humiliated? Isn’t that part of the fantasy?”

James’s stomach churned, and he shook his head quickly, trying to deny it. But before he could speak, Lila stepped forward, her arms still crossed, her smirk widening. She raised an eyebrow at him, her gaze challenging.

“Well?” Lila asked, her voice dripping with mockery. “Isn’t it?”

James froze, his breath catching in his throat. He felt the weight of both their gazes on him, the pressure mounting until he could barely think straight. If he said the wrong thing, he’d be exposed. Finally, he nodded, his face flushing a deep crimson. “Y-yes,” he whispered, his voice trembling. “It… it is.”

Caroline smiled, satisfied, and leaned back against the sofa. “There you go,” she said smoothly. “You’re already embracing it. See? This is exactly what you’ve been craving.”

Lila chuckled softly, shaking her head. “Good answer,” she said, her tone light but teasing. “I’m definitely staying.”

His heart sank as he realized there was no escape. Slowly, his hands trembling, he began unbuttoning his shirt. Every movement felt like a death knell to his dignity.

Piece by piece, his clothes came off. His undershirt, shoes, socks, and pants were discarded in a pile. When he was left standing in just his boxers, he hesitated, his face burning with shame.

“All of it,” Caroline said sharply. “Don’t make me repeat myself.”

James’s hands hovered at the waistband of his boxers, his humiliation complete as Lila’s smirk grew wider. He could feel her eyes on him, waiting for the ultimate moment of his degradation. Finally, with no other choice, he pushed them down, stepping out of them and standing completely naked before them.

He instinctively moved to cover himself, but Caroline’s stern voice stopped him. “Hands at your sides. Now.”

Reluctantly, James dropped his hands, his bare body fully exposed. Lila’s gaze dropped to his groin, and her smirk widened. “Well,” she said, her tone light and mocking, “that explains a lot. Overcompensating much?”

James’s face burned hotter than ever. He hated every second of this, every lingering glance, every word. There was no arousal, no hidden pleasure—just pure, unrelenting humiliation. And the worst part was knowing that Caroline believed this was what he wanted, what he’d asked for. She had no idea about the blackmail, no idea that Lila was forcing him into this under threat of exposing his infidelity.

“Over my knee,” Caroline said, picking up a heavy wooden hairbrush from the coffee table. “Now.”

James’s stomach dropped. He shuffled forward, his legs weak, and awkwardly lowered himself over her lap. His skin crawled with shame as he felt her thighs beneath him. The knowledge that Lila was watching, likely enjoying every second of his humiliation, made it all so much worse.

“You’ve been a very bad husband, haven’t you?” Caroline said, her voice calm but firm.

“Yes, Caroline,” James muttered, his voice barely above a whisper.

“Then it’s time for your punishment,” she said, raising the brush.

The first swat landed with a sharp crack, and James flinched, a pained yelp escaping his lips. She didn’t pause, delivering swat after swat with methodical precision. His skin burned as the sting of each blow intensified, but the pain was nothing compared to the humiliation. He hated every moment of it, hated the situation he’d been trapped in, hated Lila for blackmailing him into this farce.

The spanking continued relentlessly, the sound of the heavy wooden hairbrush striking flesh echoing loudly in the room. Each swat was firm and deliberate, delivered with a level of precision that left no inch of his bottom untouched. James squirmed and kicked, his body jerking with each stinging blow, but Caroline’s grip on his waist was unyielding, keeping him firmly in place over her lap.

“Hold still,” she ordered sharply, her voice calm but authoritative. “You’re taking every stroke I give you, James. This is what you wanted.”

James whimpered, his voice breaking as he tried to stifle his cries. “C-Caroline, please!” he gasped, his face buried in his hands. “No more!”

“Oh no, we’re not nearly done,” Caroline replied evenly, her arm rising and falling with unwavering rhythm. The brush cracked against his skin again and again, leaving deep, angry-red marks that quickly began to darken. His bottom was on fire, the pain radiating outwards with each strike.

Lila, still perched on the armrest of the sofa, watched the scene unfold with a delighted smirk. She crossed her legs and leaned back, her eyes gleaming as James’s yelps grew louder. “He really can’t take much, can he?” she remarked casually, her tone dripping with mockery. “For someone who claims to crave this, he sure is squirmy.”

Caroline didn’t respond to Lila’s taunt, but the corner of her mouth twitched upward in amusement as she intensified her efforts. The spanking became faster, harder, the blows landing in rapid succession. James cried out loudly, his voice cracking as the pain became unbearable.

“Caroline, please!” he wailed, his legs kicking helplessly. “I—I can’t take it! Please, stop! Please!”

Caroline didn’t pause. “You’re begging already?” she said, her tone calm but firm. “We’re just getting started, James. This is what you wanted, remember? To be disciplined. To be humiliated. I’m just giving you exactly what you asked for.”

James sobbed openly now, his tears flowing freely as the brush continued its punishing rhythm. “I’m sorry!” he cried, his voice high-pitched and desperate. “Please, I’ll be good! I’ll do anything! Just stop, please!”

Lila chuckled softly, shaking her head. “You’re really making a scene, James,” she said mockingly. “It’s almost like you don’t want this. But that can’t be right, can it?”

Caroline paused briefly, only to shift her grip and adjust his position, ensuring his bottom was fully exposed. “We’re far from done,” she said, her voice calm but unyielding. “You’ve got plenty left to learn, James.”

The spanking resumed with even greater intensity, each strike landing squarely on the most tender parts of his bottom. James’s cries turned into full-throated sobs, his body shaking with each blow. He was begging now, openly and loudly, his voice trembling as he pleaded for mercy.

“Please, Caroline!” he cried, his voice cracking. “I’ll be good! I’ll do anything you want! I’ll—”

“Of course you will,” Caroline interrupted smoothly, her brush landing with another sharp crack. “That’s the whole point of this, James. To make sure you understand your place.”

James’s cries reached a desperate pitch, his body writhing on Caroline’s lap as the hairbrush continued its merciless rhythm. Tears streamed down his face, and his voice cracked with pain and humiliation.

“Caroline, please!” he wailed, his voice raw and trembling. “I can’t take it anymore! Please, I’m begging you—just stop! Please!”

Caroline paused mid-swing, her brow furrowing in apparent frustration. She adjusted her grip on the brush and looked down at him with a mixture of confusion and annoyance. “I don’t understand, James,” she said sharply. “Isn’t this exactly what you wanted? You’ve made it very clear you crave humiliation and punishment, and yet here you are, begging me to stop like you didn’t ask for this.”

James opened his mouth to protest, but Lila interrupted, her tone dripping with mockery. “Oh, Mom, don’t you see?” she said, leaning forward from her perch on the armrest. “Part of his little… kink is to beg for it to stop and still have it continue. That’s the real thrill for him—feeling powerless and knowing he has no control.”

Caroline raised an eyebrow, her expression contemplative. “Is that true, James?” she asked, her voice cold but curious. “Do you beg just to make it feel more real? Is this all part of the fantasy?”

James froze, his stomach churning as both women stared down at him. He wanted to scream that it wasn’t true, that he wanted nothing to do with this, that he was only here because of Lila’s blackmail. But the weight of her threats loomed over him, silencing any resistance.

Lila smirked, her eyes gleaming as she leaned closer. “Well, James?” she said pointedly, her tone laced with mockery. “Isn’t that right?”

James clenched his teeth, his body trembling as he forced himself to nod. “Y-yes,” he croaked, his voice barely audible. “It’s… it’s part of the fantasy.”

Caroline sighed, shaking her head as if in exasperation. “Well, if that’s the case,” she said briskly, lifting the hairbrush again, “I suppose I shouldn’t stop. You’ve been begging so beautifully, after all. It would be a shame to deny you the full experience.”

Lila chuckled, sitting back with a satisfied grin. “Exactly, Mom. He loves it. Just listen to him—he’s practically screaming with joy.”

James’s heart sank as Caroline raised the brush and resumed the spanking with renewed vigor. The sharp crack of wood against flesh filled the room once more, and James let out a strangled cry, his body jerking with each blow. The pain was unbearable, and he couldn’t stop himself from begging again, the words spilling out in a desperate torrent.

“Please, Caroline!” he wailed, his voice breaking as fresh tears streamed down his face. “I can’t take it! Please, stop! I’m sorry! Please, no more!”

Caroline didn’t pause, her strikes growing faster and harder. “Oh, no, James,” she said evenly, her tone almost amused. “I’m not falling for that again. You wanted this, remember? You love it.”

Lila laughed outright, clapping her hands in mock delight. “He really does,” she said, her tone light and teasing. “Just listen to him! You’re doing such a great job, Mom—he’s absolutely thrilled.”

James sobbed uncontrollably, his body trembling as the relentless spanking continued. Every fiber of his being screamed for it to stop, but he knew he couldn’t do anything to end it. His cries of pain and humiliation filled the room, only adding to the women’s amusement.

“That’s it,” Caroline said, her voice calm but commanding. “Keep begging, James. I know how much you love it. And don’t worry—I’ll make sure you get exactly what you deserve.”

Lila leaned back, crossing her arms with a satisfied smirk. “Poor James,” she said mockingly. “All that begging, and it’s still not stopping. Isn’t that just perfect for you?”

James could only sob in response, his voice hoarse and broken as the punishment continued. For Caroline and Lila, his cries were the ultimate proof of his supposed enjoyment. For James, they were the sound of his utter defeat.

The spanking continued for what felt like an eternity, until James was a blubbering, broken mess over her lap. His bottom was a deep, angry crimson, the heat radiating off it palpable. When Caroline finally stopped, she rested the brush on the coffee table and gently patted his back.

“There,” she said, her tone almost soothing. “That’s what discipline feels like, James. And it’s only the beginning.”

“Mom, you missed a spot,” Lila said with mock helpfulness, pointing to James’s upper thighs. “Make sure he really feels it.”

“Thank you, dear,” Caroline replied smoothly, picking up the hairbrush again and adjusting her aim and landing several hard swats on James’s thighs. He whimpered, biting back the urge to beg her to stop.

When it was finally, finally over, Caroline pushed him off her lap. He stumbled to his feet, his hands instinctively moving to rub his sore bottom.

“Hands at your sides,” Caroline snapped. “Unless you’d like another round.”

James obeyed instantly, his humiliation complete. Lila stood and approached, holding something small and pink in her hands. His stomach churned as he realized what it was—a pair of lacy pink panties.

“These will have to do until we can get you some proper lingerie,” Caroline said, her tone brisk. “Lila, hold them out for him.”

Lila’s smirk widened as she stepped closer, holding the panties open in front of him. “Step in,” she said sweetly, her voice dripping with mockery.

James hesitated, his humiliation reaching a fever pitch as he glanced at Caroline, then at Lila. “I… I don’t…”

“Step in,” Caroline repeated, her voice cold and sharp. “It’s what you crave, isn’t it?”

His heart sank, and he knew he had no choice. Slowly, he lifted one foot, then the other, stepping into the panties as Lila pulled them up his legs. She took her time, making sure they fit snugly, her grin widening at the sight.

“There,” Lila said, stepping back to admire her handiwork. “Don’t you look precious?”

James stared at the floor, his fists clenched at his sides, every fiber of his being screaming in misery and humiliation. Caroline stood, her presence towering over him.

“This is just the beginning, James,” she said coolly. “You wanted this, and now you’ll have it. But make no mistake—I am in charge now.”

James stood trembling, his hands clasped in front of him in a vain attempt to hide his humiliation. His face was a deep crimson, a perfect match for the redness of his freshly spanked bottom, visible both through the sheer pastel panties and beyond their delicate edges.

——

“And now, James,” Caroline said smoothly, her tone light but dripping with mockery, “I think it’s time we retired to the bedroom. You’ve had your discipline, and now it’s time for you to use that mouth of yours. Don’t think for a second you’re done for the night.”

James’s head snapped up, his eyes wide with dismay. “C-Caroline,” he stammered, his voice cracking. “Please, I—”

“Please, what?” Caroline interrupted, raising an eyebrow as she picked up the hairbrush from the coffee table. She tapped it lightly against her palm, a silent but unmistakable reminder of what awaited him if he resisted. “Don’t tell me you’re going to protest. We both know that tongue of yours has work to do tonight, don’t we?”

James’s face burned hotter, shame spreading through him like wildfire. He avoided her gaze, staring at the floor as he swallowed the lump in his throat. The thought of using his mouth on her—his tongue on her—was a nightmare. As a man who once prided himself on his toxic machismo, he’d always scoffed at the idea, insisting that licking a woman was beneath him. And now, here he was, about to be forced into it.

“Don’t keep her waiting, James,” Lila interjected sweetly from her spot by the arm of the sofa. Her smirk widened as she crossed her arms, watching him squirm. “You wouldn’t want to disappoint her. You know how much she’s looking forward to it.”

James’s stomach twisted into knots. Lila’s veiled threat hung in the air—unspoken but unmistakable. He knew she was likely listening for any sign of disobedience, ready to remind him of the blackmail she held over his head. There was no way out.

Caroline stepped closer, her smirk growing. “Come here,” she said sharply, reaching out and grabbing him by the ear. James flinched, stumbling slightly as she gave it a firm tug. “You’re coming to the bedroom, and you’re going to make yourself useful. That tongue of yours has a lot to make up for.”

“Caroline, please,” James stammered, trying to pull back, but her grip tightened.

“Oh, no,” she said with a mocking laugh. “Don’t even try that. You’ve been fantasizing about this for weeks, haven’t you? Playing the reluctant submissive, pretending to resist so I’ll force you. That’s what you want, isn’t it?”

“No, I—” James started, but she silenced him with another sharp tug on his ear.

“Enough,” she said firmly, her voice leaving no room for argument. “I know you’re just waiting for me to take charge. You want to be forced, James, and I’m more than happy to oblige.”

With the hairbrush in one hand and James’s ear firmly in the other, Caroline began marching him toward the bedroom. James stumbled along behind her, his face a mask of dismay as his sheer panties shifted awkwardly with every step, the redness of his well-spanked bottom painfully visible. He tried to keep up, but Caroline’s pace was unrelenting.

“Caroline, please,” he tried again, his voice tinged with desperation. “I… I’m not sure about this…”

“Oh, you’re sure,” Caroline replied, her tone calm but brimming with authority. “You want to use that tongue of yours, don’t you? To lick me properly, the way you’ve always dreamed. Don’t worry, James—I’ll make sure you live out every little fantasy.”

Lila laughed from the sofa, her voice light and teasing. “Have fun, James! Remember to give it your all. You don’t want Mom to think you’re slacking!”

James’s face burned hotter with every step, his dread mounting as they reached the bedroom. The thought of what awaited him—Caroline’s expectant gaze, her demands for his tongue, and the ever-present threat of the hairbrush—made his stomach churn. This was no fantasy for him; it was a nightmare. But with Lila’s blackmail hanging over him like a noose, there was no escape. He was trapped, and the night was far from over.

——

Caroline strode confidently into the bedroom, her grip on James’s ear unrelenting as he stumbled behind her, his face flushed a deep crimson. The pastel panties Lila had chosen clung awkwardly to him, offering no cover for the vivid redness of his freshly spanked bottom. Every step reminded him of his utter humiliation, and the dread of what was coming next churned in his stomach.

Once inside, Caroline released his ear and stepped back, gesturing toward the center of the room with her hairbrush. “Stand there,” she commanded, her voice firm. James hesitated for a moment, but the sharp click of the hairbrush against her palm made him shuffle into place without a word.

Caroline smiled, a predatory edge to her expression, as she reached for the waistband of her skirt. With deliberate slowness, she slid it down her hips, revealing her toned legs and the plain, practical underwear she wore beneath. She tugged her panties off just as effortlessly, kicking both garments aside before standing upright again.

Now completely bare from the waist down, she planted her feet firmly apart, spreading her legs in a stance of confident dominance. She held the hairbrush in one hand, tapping it lightly against her palm, as she pointed to the ground directly in front of her.

“Get on your knees, James,” she ordered, her voice calm but leaving no room for argument. “That pussy isn’t licking itself.”

James froze, his breath catching in his throat as he stared at her. His entire body tensed, his mind racing with panic and humiliation. For a moment, he considered protesting, trying one last, desperate attempt to talk his way out of it. But the memory of Lila’s threats, the image of her smirking as she hovered over her phone, ready to ruin him, stopped him cold.

Swallowing hard, his face burning hotter than ever, James dropped to his knees. The hard floor pressed uncomfortably against his skin, a stark reminder of his helplessness as he lowered himself before Caroline. She loomed over him, the hairbrush still in her hand, her stance unyielding as she waited.

“That’s better,” Caroline said, her tone softening slightly, though the edge of mockery remained. “Now, be a good boy and get to work. I want you to use that mouth of yours properly. And don’t you dare stop until I’m satisfied.”

James’s stomach churned as he leaned forward, his humiliation swallowing him whole. His hands trembled as he rested them lightly on her thighs, his face inches from her. He hesitated, the final barrier of his pride screaming at him to resist, but a sharp tap of the hairbrush on her palm snapped him out of it.

“Now, James,” Caroline said firmly, her voice calm but commanding. “Don’t make me remind you what happens when you disobey.”

James closed his eyes, his entire body trembling, and pressed his tongue hesitantly against her. The sharp scent and taste hit him immediately, sending another wave of humiliation crashing over him. As a man who had once scoffed at the idea of licking a woman, thinking it beneath him, he was now fully entrenched in his punishment—a punishment he couldn’t escape.

Caroline let out a pleased sigh, her hand coming to rest lightly on the top of his head. “That’s it,” she murmured, her voice dripping with satisfaction. “I knew you’d come around. Keep going, James. Make it good.”

As James complied, his face flushed with shame, his mind screamed in protest. But with the hairbrush looming above him and Lila’s blackmail hanging over his head, he had no choice.

——

James’s tongue moved awkwardly at first, his inexperience painfully obvious as he tried to figure out what Caroline wanted. His trembling hands rested uncertainly on her thighs, and his hesitant efforts only underscored how unskilled he was at something he had once dismissed as beneath him.

Caroline’s satisfied sigh quickly turned to a sharp groan of irritation as she looked down at him, her grip tightening on the hairbrush. “James,” she said sharply, tapping the brush against her palm, “what do you think you’re doing? That’s pathetic. I told you to lick properly. Is this your idea of effort?”

James froze, his tongue halting mid-motion as he looked up at her, his face flushed with humiliation. “I-I’m sorry,” he stammered, his voice trembling. “I—I don’t know—”

Caroline cut him off with a roll of her eyes. “Of course you don’t,” she said with exasperation. “You’ve probably never done this properly in your life, have you? You were too busy pretending to be some macho man to learn how to actually please a woman.”

She sighed, shaking her head. “Well, consider this part of your education, James. And if you can’t do it right, I’m more than happy to add a little encouragement.”

Before James could respond, Caroline bent at the waist, gripping the hairbrush tightly as she brought it down with a sharp crack across his pantied bottom. James let out a muffled yelp, his face pressed against her as the sting of the spanking shot through him.

“Keep licking,” Caroline ordered, her voice firm. “And I don’t want to feel hesitation this time. You’ll do it properly, or we’ll stay here all night.”

James whimpered, his hands clutching her thighs as he resumed his efforts, his tongue moving more deliberately now, though still clumsy. Caroline straightened back up, her expression softening slightly as she felt him trying harder. “That’s better,” she murmured. “But don’t think I won’t remind you again if you slack off.”

As James continued, his face burning with humiliation, Caroline reached down and placed a firm hand on the back of his head. “Stay there,” she commanded, her voice calm but filled with authority. She guided his movements slightly, adjusting him as needed, her grip tightening when he faltered.

“Don’t be shy,” she said sharply, her fingers curling in his hair as she pressed him closer. “Get in there. Use that tongue like you mean it.”

James’s humiliation deepened as Caroline began to push him harder into her, her grip on the back of his head unrelenting. She rocked her hips slightly, her breath quickening as his mouth worked against her. “Yes,” she gasped, her voice thick with satisfaction. “Just like that. Keep going.”

Her movements became more insistent, her body tensing as she held him firmly in place. James struggled to keep up, his face pressed tightly against her as she thrust against him, her moans growing louder. His inexperience no longer mattered; she was taking what she wanted, and he had no choice but to endure.

Caroline’s breathing grew heavier, her grip on the back of James’s head tightening as his clumsy tongue worked against her. Despite his inexperience, her arousal built steadily, fueled by the control she wielded over him. Her hips began to rock, pressing his face deeper into her as her voice grew breathier. “Don’t stop,” she murmured, her tone laced with authority. “Keep going, and don’t even think about pulling away.”

James whimpered, his muffled sounds vibrating against her, but she didn’t care. As her pleasure climbed, her mind wandered back to earlier in the day, replaying the vivid memory of him sprawled helplessly over her knee. She could still feel the weight of him, the sharp crack of the hairbrush against his bare, quivering bottom, and the way he’d kicked and cried, humiliated in front of Lila. He hadn’t fought back, hadn’t protested, just took it like the pathetic little submissive he was.

The memory made her breath hitch, her lips curling into a satisfied smirk as she thrust harder against his face. “You were such a good little bitch earlier,” she gasped, her eyes fluttering shut. “Crying, kicking… just taking it while Lila watched. That’s exactly where you belong.”

Her grip on his head tightened, pulling him in harder as her arousal surged. Her body trembled, her legs tensing as the thought of his earlier humiliation pushed her closer to the edge. The sheer dominance of it, the power she’d exerted, combined with the current scene of him kneeling obediently between her legs, sent her over the top.

With a loud, shuddering cry, Caroline climaxed hard. Her hips jerked forward as her body convulsed, her wetness gushing into James’s mouth and all over his face. She pulled him tightly against her, holding him in place as wave after wave of pleasure crashed over her. “Take it,” she gasped, her voice breaking as she rode out her orgasm. “Take it all, you little bitch.”

James gagged slightly, her arousal flooding him as he struggled to keep up. The wetness coated his lips, his cheeks, dripping down his neck and soaking his chest. His humiliation was absolute, but he dared not stop, not with her grip still firm on the back of his head.

Finally, Caroline’s body relaxed, her breathing slowing as she released her hold on him. She stepped back slightly, looking down at him with a mixture of satisfaction and mockery. Her legs still trembled faintly as she reached for a nearby towel, dabbing at herself lazily before tossing it aside.

“Well,” she said, smirking as she surveyed the mess she’d made of him, “you’re a disaster, but I suppose that’s fitting. Maybe next time you’ll be a little better at this.”

James sat back on his heels, gasping for air, his face glistening with her arousal as he stared at the floor in shame. The weight of his humiliation pressed down on him, but he knew this was only the beginning. Caroline’s expectations—and demands—were far from over.

——

James stumbled back to his study, his face still sticky and glistening with Caroline’s release, his legs trembling with exhaustion and shame. He managed to close the door behind him before collapsing into the chair at his desk, burying his face in his hands. His body shook as the tears came, silent and uncontrollable, the overwhelming humiliation of the night crashing down on him all at once.

He was still wearing nothing but the pastel panties, the delicate fabric clinging awkwardly to his skin, a constant reminder of his subjugation. His freshly spanked bottom throbbed against the hard chair, the pain mixing with the bitter humiliation of being forced to kneel and service his wife.

What have I become? he thought miserably. How did it get to this?

His tears flowed freely now, his muffled sobs filling the quiet study. But the relative privacy was short-lived. The door suddenly swung open, and James looked up in alarm, his tear-streaked face turning toward the doorway.

Lila stood there, her arms crossed, her smirk widening as she took in the sight before her. Her eyes gleamed with amusement as she stepped into the room, closing the door behind her without breaking her stride.

“Wow,” she said, her tone dripping with mockery as her gaze swept over him. “Look at you. You’re a mess.” She walked closer, tilting her head to examine his tear-streaked face and the sticky remnants of Caroline’s orgasm still clinging to his cheeks. “Oh my God,” she burst out, doubling over with laughter. “She really did a number on you, didn’t she? You look ridiculous.”

James turned his face away, his cheeks burning as fresh tears welled up. Lila’s laughter filled the room, her amusement unrelenting as she leaned against his desk.

“Come on, James,” she said, her voice teasing. “Don’t get all shy on me now. You’re the one who begged for this, remember? Isn’t this what you wanted? To be humiliated, to be put in your place? Well, congratulations—you got it.”

He shook his head, his voice trembling as he whispered, “I didn’t want this…”

Lila’s laughter stopped abruptly, and her tone turned sharp. “Oh, don’t start with that,” she said, straightening up and glaring at him. “You made your bed, James. You’re the one who cheated on Mom, remember? You’re the one who lied and sneaked around. This is the price you pay for being a selfish little bastard.”

James flinched at her words, his shoulders slumping further. Lila crossed her arms again, her expression hard as she continued.

“And how’s Mom’s naughty little husband’s bottom feeling?”

James clenched his fists, not daring to look at her. “Just go away,” he muttered.

“Oh, don’t be so grumpy,” she said with mock sweetness, stepping closer and circling him like a predator sizing up its prey. “I just thought I’d check in, see how you’re adjusting to your new role. I mean, watching you over Mom’s knee like that? Priceless.” She let out a delighted laugh. “And those panties? They suit you.”

James bristled but said nothing, his humiliation deepening as Lila leaned casually against his desk, blocking his escape.

“Speaking of Mom,” she continued, her tone taking on a conspiratorial edge, “she’s still figuring out how to handle all this, you know. But she’s committed to giving you exactly what you want—or, at least, what she thinks you want.”

James glared at her, his voice low and tense. “You’re the one who’s making me go through this. None of this is what I want.”

“Of course it isn’t,” Lila said with a roll of her eyes. “But Mom doesn’t know that, does she? As far as she’s concerned, this is your deepest, darkest fantasy. And if you want to keep it that way—if you want her to stay in the dark about your little… extracurricular activities—you’re going to have to play along. Completely.”

James swallowed hard, the weight of her words settling heavily on him.

“Here’s what you’re going to do,” Lila said, her smirk returning. “When Mom talks to you about all of this, you’re going to tell her it was great. Exactly what you wanted. You’re going to thank her for spanking you so thoroughly, and then you’re going to ask her for more.”

James stared at her in disbelief. “You’re joking.”

“Do I look like I’m joking?” she shot back, her tone sharp. “You’re going to tell her you’d like the spankings to be even longer and harder next time. Maybe throw in that you’d like her to use a paddle or a strap, just to mix things up.”

His face burned with humiliation as he imagined himself saying those words to Caroline.

“And don’t stop there,” Lila added, her eyes gleaming with mischief. “You’re also going to ask for more lingerie. Tell her you’d love to wear stockings, garter belts, maybe even a nice padded bra. Make it sound like you’re dying to feel even more feminine. Oh, and don’t forget to ask if she’ll take you shopping for it.”

James shook his head, his voice tight with anger. “You can’t be serious.”

Lila leaned in closer, her smirk turning into a grin. “Oh, I’m very serious. I’ll be listening using the phone bug I installed. If you don’t do exactly what I’ve just said—if you so much as hesitate or make it seem like you’re not fully on board—then I’ll make sure Mom knows the real reason you’ve been so eager to play the submissive husband lately. I don’t think she’ll be nearly as understanding about your cheating as she is about this.”

James’s stomach churned as he realized she had him exactly where she wanted him.

——

At bedtime, James and Caroline found themselves alone in their bedroom.

“James,” she said warmly, closing the door behind her. “I wanted to talk to you. Are you all right with everything we did?”

He nodded automatically, his throat tight. “Yes, Caroline,” he muttered, having no choice in the matter

She walked over to him, her posture calm and her tone more caring than he expected. “I know today must have been… overwhelming for you. I just want to make sure that this is truly what you want. What we did earlier—was that what you imagined? Did it… satisfy your fantasies?”

James froze, his mouth dry as he struggled to find the words. He knew Lila was listening. She had told him to say exactly what she wanted, and he knew the consequences of refusing.

Caroline looked at him expectantly, her kind smile laced with genuine curiosity. “You can be honest with me, James. I want to make sure I’m giving you what you need.”

He swallowed hard, his heart pounding. “Yes, Caroline,” he said, his voice trembling. “It… it was exactly what I wanted.”

Caroline’s smile brightened, and she tilted her head slightly. “Really? The spanking, the exposure, the panties, Lila watching, the cunnilingus—you enjoyed all of that?”

James’s face burned as he forced himself to continue. “Y-yes,” he stammered, his humiliation growing with every word. “It was… it was perfect. Just what I wanted.”

Caroline’s expression softened further. “I’m glad to hear that,” she said gently. “I must say, I enjoyed it more than I thought I would. But if there’s anything more I can do to make it better for you, you just need to tell me. Are there other things you’d like to explore?”

James’s stomach churned. He knew what he had to say next—Lila had made it very clear. He hesitated, and for a moment, he thought he could hear her voice in his mind, urging him on. His heart pounded in his chest, each beat like a drum signaling his doom. He didn’t want this. He hated this. The humiliation, the pain, the constant loss of dignity—it wasn’t something he craved. But the image of Lila with her finger poised over the incriminating evidence flashed in his mind, and he knew he had no choice.

“I… I was wondering,” he began, his voice barely above a whisper, “if the spankings could be… longer. And harder. Maybe with a paddle or a strap, next time.”

The moment the words left his mouth, he wanted to disappear, to melt into the floor and escape the nightmare he was trapped in. His horrified thoughts swirled in his mind: What have I just done? What have I invited? How much worse is this going to get? My ass is already so sore…

Caroline’s eyebrows rose slightly, but her smile didn’t falter. “I see,” she said thoughtfully. “I can certainly do that if that’s what you want.” Then, she let out a soft chuckle, shaking her head slightly. “But, I must say, James, I wasn’t expecting that,” she said, her tone light but tinged with disbelief. “I thought what I gave you earlier was quite thorough. Your bottom was already crimson and bruised by the time we were finished.”

James’s face burned as he stared at the floor, wishing he could disappear.

“But if you really want longer and harder spankings…” she continued, a sly smile spreading across her face, “who am I to deny you? Just understand, James, that if I give you what you’re asking for, you might not sit comfortably for a week—or longer.”

He winced at the thought, but he couldn’t bring himself to respond. Caroline tilted her head, studying him with a mix of curiosity and amusement.

“Are you sure that’s what you want?” she asked, leaning forward slightly. “Because if so, I won’t hold back, James. If you’re asking for more, you’ll get it. And I won’t stop until I’m absolutely certain I’ve satisfied your… needs.”

“Yes,” James muttered, his voice barely above a whisper. “It’s… what I want.”

Caroline chuckled again, shaking her head in wonder. “You really are full of surprises,” she said. “But if that’s what makes you happy, I’ll make sure it happens. Just don’t come crying to me when you can’t sit down for days afterward. We’ll make sure your next punishment is… everything you’re asking for.”

Her amusement was clear, and James hated every moment of it. He could feel her trying to process his supposed desires, trying to reconcile the man she thought she knew with the submissive figure sitting before her. But what made it worse was knowing that she believed him completely—that she thought this was something he genuinely wanted and needed.

James felt sick, but he knew he wasn’t finished. He forced himself to go on, every word dragging him deeper into his humiliation.

“And… and I was wondering if… if I could have more… lingerie,” he muttered, his face flaming. “Stockings, garter belts, maybe… maybe a bra.”

Caroline blinked, clearly processing his words, but her kind expression remained. “You’d like more feminine things to wear?” she asked gently.

“Yes,” James mumbled, his voice cracking. “And… maybe we could go shopping for them together.”

Caroline reached out, resting a hand on his shoulder. “Thank you for telling me, James. It means a lot that you trust me enough to share this with me. I want you to feel comfortable being yourself, no matter what that looks like.”

He nodded miserably, unable to meet her eyes. Caroline stood, her demeanor warm and reassuring.

“I’ll start planning for next time,” she said, her tone kind but decisive. “And we’ll make sure you have everything you need to feel… fulfilled.”

She got into bed. “Thank you for being honest with me, James. I’m proud of you.”

James slumped into bed as well, burying his face in his hands. He knew Lila had heard every word through the phone app, and he could already imagine her gloating over how perfectly he’d delivered his lines. The thought of what lay ahead—longer, harder punishments, shopping trips for lingerie—filled him with dread.

James clenched his fists tightly, his nails digging into his palms as the weight of his humiliation pressed down on him. This wasn’t about fantasy, no matter how much Caroline seemed to believe it. This was punishment—calculated, unrelenting punishment for his infidelity. For his betrayal. And as much as he wanted to protest, to beg for an end to this nightmare, he knew Lila’s blackmail left him no room to refuse.

He couldn’t help but think back to the James he had been—confident, self-assured, and, he now realized, recklessly selfish. How had it come to this? How had his choices led him here, to a point where his punishment was being paraded through a lingerie boutique and dressed like a humiliated caricature of himself?

The worst part was the knowledge that it wouldn’t end with the shopping trip. The delicate fabrics wouldn’t stay confined to the drawer or boutique; they’d become part of his everyday life. He’d have to wear them under his clothes, feeling the straps of a padded bra digging into his shoulders, the tightness of lace panties against his skin, and the garters pressing against his thighs. Every step, every moment would be a reminder of his failure, his shame, and his complete lack of control.

As Caroline hummed contentedly from her side of the room, already planning their outing for tomorrow, James lowered his head into his hands, his shoulders slumping under the weight of it all.

This is what I deserve, he thought bitterly. This is the price I pay for what I’ve done.

But even as he tried to justify it, the dread of the impending humiliation gnawed at him, unrelenting and merciless.

He hated every second of this nightmare, but he knew there was no escape. Lila had him completely under her thumb, and Caroline, oblivious to the truth, was fully committed to “helping” him embrace a life he loathed.

——

The next morning, James was nursing his bruised pride and still-stinging bottom when Caroline appeared in the doorway of his study. She was dressed immaculately in a tailored blazer and pencil skirt, her makeup flawless and her hair pinned back in a way that exuded authority. She smiled at him, though it was a smile that carried no warmth—just determination.

“Come with me, James,” she said briskly. “We’re going out.”

He blinked at her, confused. “Where?”

“Lingerie shopping,” she said matter-of-factly. “We have an appointment at one of the best boutiques in town. I want you properly outfitted, and we’ll need to make sure everything fits perfectly.”

James’s stomach sank, and he felt his face grow hot. “Lingerie shopping? Do I… really have to—”

Caroline’s sharp gaze cut him off mid-sentence. “Yes, James. You said this is what you wanted, remember? Or are you already changing your mind?”

Her words, calm but laced with menace, made it clear that backing out wasn’t an option. He nodded miserably and followed her out to the car, his heart pounding the entire drive.

When they arrived at the boutique, James felt his anxiety spike. It was an elegant, high-end shop with frosted glass doors and a discreet By Appointment Only sign. Caroline led the way inside, where they were greeted warmly by the shop’s matron, a well-dressed older woman with an air of sophistication. She was flanked by two younger assistants, both stunningly pretty and impeccably put together, as if straight out of the pages of a fashion magazine, their smiles as polished as their appearances.

“Mrs. Hartley,” the matron greeted, extending her hand. “Welcome. We’re delighted to assist you today. And this must be your husband you mentioned on the phone?”

Caroline smiled and nodded. “Yes, this is James,” she said, her voice calm and pleasant. “And I need your help outfitting him. You see, he’s recently embraced some… unique preferences, and he’s decided he’d like to wear lingerie regularly.”

James’s face turned scarlet as the matron and her assistants exchanged delighted glances.

“Well,” the matron said, her tone professional but with a hint of amusement, “we’re more than happy to assist. Ladies?”

The younger assistants stepped forward, their eyes sparkling with barely concealed mirth. One of them, a blonde with a soft, lilting voice, gestured to James. “We’ll need to take your measurements first, sir,” she said cheerfully. “So if you could please undress?”

James froze, his face burning. “I… I have to undress here?”

The brunette assistant chimed in, her tone light but firm. “Yes, sir. There’s no fitting room in this boutique. All our fittings are done right here—it ensures everything is perfectly tailored.”

He hesitated, glancing around the room, which offered no privacy. “I—I don’t think—”

Caroline’s sharp voice cut through his weak protest. “James, don’t be ridiculous. This is exactly what you asked for, isn’t it? To be dressed in proper lingerie? Now stop wasting everyone’s time and do as they say.”

He swallowed hard, his humiliation reaching a new peak, but he still hesitated, his embarrassment intensifying. “Here? Now?”

The blonde chimed in, her tone firm but pleasant. “Yes, sir. We don’t have a changing area—everything is done right here to ensure precision. It’s standard practice.”

James hesitated, glancing at Caroline for support. Instead, she fixed him with a sharp look. “James, don’t you dare waste these ladies’ time. Strip.”

He swallowed hard, his hands trembling as he began unbuttoning his shirt. Every movement felt excruciating, the weight of the assistants’ eyes on him making his humiliation even worse. Piece by piece, his clothes came off until he was standing in just his boxers, his face burning.

“All of it, James,” Caroline said calmly, her voice cutting through his reluctance. “They can’t measure you properly if you’re not completely undressed.”

James’s stomach churned, but he nodded miserably and pushed down his boxers, stepping out of them and standing fully nude before the three women. He instinctively moved to cover himself.

“I’ll need you arms outstretched to your sides, Sir,” the blonde said. 

Blushing furiously, James obeyed, his humiliation complete as the assistants exchanged subtle smiles and the blonde stepped forward with a tape measure.

“Let’s begin, then,” she said brightly.

But before she could take a single measurement, Caroline reached into her purse and pulled out the wooden hairbrush. James didn’t notice at first, too consumed by his embarrassment, until he heard the distinct sound of the brush tapping against her palm.

“Before we start,” Caroline said, her tone deceptively calm, “I think we need to address something.”

James turned, his stomach dropping as he saw the hairbrush in her hand. “C-Caroline, what—”

She took a seat on one of the boutique chairs, gesturing for him to come closer. “I didn’t like how you hesitated earlier, James. When these ladies asked you to undress, you resisted. That’s not acceptable, and you know it.”

The assistants exchanged amused glances, their smiles widening as they realized what was about to happen.

“Caroline, please,” James stammered, his face blazing. “Not here—”

“Now, James,” she interrupted, patting her lap. “Over my knee. Don’t make this worse for yourself.”

Humiliated beyond belief, James shuffled forward, fully aware of the three women watching his every move. He lowered himself awkwardly over Caroline’s lap, his skin crawling with shame as he felt her shift to secure him in place.

The first swat of the brush landed hard, the sharp crack echoing through the boutique. James let out a startled yelp, his hands gripping the legs of the chair as Caroline continued, each blow precise and deliberate.

“You will follow instructions without hesitation,” she said calmly, punctuating her words with firm swats. “If you’re going to wear lingerie, you’ll do so properly—and that includes cooperating fully during fittings.”

James squirmed, his bottom burning, but there was no escape. The assistants giggled softly, their amusement barely concealed as they whispered to each other, their eyes fixed on the humiliating scene.

By the time Caroline finished, James’s bottom was a deep red, and his face was streaked with tears of humiliation. She pushed him off her lap, and he stumbled to his feet, his hands moving to rub his sore backside.

“There we go,” Caroline said, her tone satisfied. “Ladies, he’s ready for his measurements.”

The blonde assistant stepped forward again, her smile impossibly sweet. “Of course, Mrs. Hartley. Let’s get started.”

James stood stiffly, his face crimson as the brunette assistant knelt in front of him with a tape measure, her movements precise and clinical despite the smirk tugging at her lips. His burning bottom made it impossible to forget the spanking he’d just endured, and now, with the two young women so close to his exposed body, his humiliation reached unbearable levels.

“Hold still, please,” the brunette said sweetly, sliding the tape around his hips. Her hand brushed against his bare skin as she adjusted the tape, and James winced, unable to suppress a small flinch.

“Perfect,” she said, jotting down the numbers on a small notepad. “Now for the inseam and crotch.”

James’s heart pounded as the blonde assistant stepped closer, her own tape measure in hand. “Spread your legs a little,” she said lightly, her tone professional but with a hint of amusement.

James hesitated, his entire body stiff with embarrassment, but one glance at Caroline’s sharp eyes reminded him that disobedience wasn’t an option. Slowly, he widened his stance, his hands trembling at his sides.

The blonde crouched, sliding the tape measure upward, her fingers brushing the sensitive skin of his inner thigh. She measured carefully, adjusting the tape until it rested snugly between his legs, far closer than James was comfortable with. Her lips twitched in a barely concealed smile.

“Got it,” she said cheerfully, standing and exchanging a knowing look with her colleague. “I think we have everything we need.”

The two young women stepped aside, whispering softly to each other as they walked to the shelves lining the boutique. They began selecting a variety of panties—silk, lace, satin, and everything in between—each more delicate and feminine than the last.

Caroline remained seated, her legs crossed elegantly as she watched them work. “Make sure to choose a variety of styles,” she instructed. “James should have plenty of options for different occasions.”

The assistants nodded, their eyes sparkling with amusement as they pulled down items. Within moments, they returned with a stack of panties in pastel colors, floral patterns, and delicate lace trim.

“We’ve selected a few options in his size,” the brunette said, placing the stack on a nearby table. “Would you like him to try them on?”

Caroline smiled. “Absolutely. Let’s see how they fit.”

James’s stomach churned as the blonde plucked the first pair from the stack—a pair of light pink silk panties with delicate lace detailing. She held them out to him, her grin widening. “Here you go, sir. Step into these.”

James’s hands trembled as he took the panties, his humiliation complete. He glanced at Caroline, silently pleading for mercy, but her expression was calm and expectant.

“Go on, James,” she said lightly. “We don’t have all day.”

With no other choice, James stepped into the panties, pulling them up over his hips. The soft silk clung to his skin, the feminine cut accentuating his discomfort. He stood stiffly as the assistants circled him, appraising the fit.

“Perfect,” the blonde said, stepping back and giving Caroline a satisfied nod.

“Lovely,” Caroline said, gesturing for him to turn. “Let’s see the back.”

James obeyed, turning slowly to show the full fit. The assistants exchanged a few whispers, their expressions amused but professional.

“Next pair,” the brunette said, selecting a white pair with intricate floral lace. She handed them to James, her smile never faltering. “Try these.”

James removed the pink panties, his face burning as he pulled on the next pair. The process repeated with every pair the assistants had brought out—a soft lavender satin pair, a powder blue thong, and even a daring black pair with sheer panels.

By the time James had modeled every pair, his humiliation was complete, and his burning bottom only added to his misery. Caroline, however, seemed delighted.

“We’ll take them all,” she declared, her tone decisive.

The matron beamed. “All excellent choices, Mrs. Hartley.”

“Now I wonder,” Caroline said smoothly, her voice carrying an air of curiosity. “What about crotchless panties? Do you have those in stock?”

James’s head shot up, his face a deep shade of crimson. His stomach dropped as the blonde assistant’s face lit up with excitement.

“Oh, absolutely, Mrs. Hartley!” she replied, her tone eager. “We carry several styles—lace, satin, even ones with playful detailing. They’re quite popular, especially for someone looking to explore more… adventurous options.”

“Excellent,” Caroline said, her smile widening. “Bring me a selection. I think they could add a certain flair to James’s wardrobe, don’t you agree?”

The brunette assistant nodded enthusiastically, already heading to the racks. “Of course! I’ll grab a few to select from.”

James’s stomach churned, his humiliation mounting. “C-Caroline,” he stammered, his voice shaky. “Do we really need—”

Caroline fixed him with a sharp look. “James, you’re the one who wanted this, remember? You asked to embrace your feminine side fully. Crotchless panties are part of that experience. Or are you going to start being selective about which parts of your ‘fantasy’ you want to live out?”

Within moments, the assistants returned with a small selection of crotchless panties in various styles—delicate lace, sheer mesh, and silk with ornate detailing. They laid the options out on the table, the open designs making James’s humiliation spike further.

“These are some of our most popular styles,” the brunette explained, holding up a pair of black lace panties with a generous opening at the crotch. “This one is particularly flattering.”

Caroline nodded approvingly. “James, try those on first.”

James froze, his entire body stiff with shame. “C-Caroline, do I really—”

Her sharp gaze cut him off. “Yes, James. You wanted this, remember? Now step into them. Or do I need to remind you what happens when you disobey?”

James’s face felt like it was on fire as the assistants approached. The brunette stepped forward first, holding out the waistband of the panties. “Step out of the ones you’re wearing, please,” she said cheerfully.

He hesitated, his hands trembling as he fidgeted with the lace panties he already had on. Caroline’s sharp tone cut through his hesitation.

“Now, James,” she said, her voice firm. “Or would you like me to pull out the hairbrush again? You’re not here to drag your feet.”

Swallowing his pride, James slid the panties down his legs and stepped out of them, fully exposing himself once again. His face burned as the assistants exchanged amused glances, their eyes inevitably flicking downward.

The assistants stood nearby, watching him with barely concealed amusement. The brunette held the panties open, waiting for him to comply. With no other choice, James stepped forward, lifting one leg and then the other as she slid the panties up his thighs.

“Hold still,” the brunette instructed, crouching slightly as she adjusted the fit. Her fingers brushed against his bare skin as she worked, ensuring the waistband sat snugly against his hips.

The blonde stepped closer, inspecting the front of the panties with a critical eye. “Hmm,” she murmured, reaching out to adjust his position. Her hands moved without hesitation, gently but firmly repositioning his genitals to sit properly in the opening.

James flinched at her touch, his face burning with humiliation. “P-please, I—”

“Relax,” the blonde said sweetly, her tone light but tinged with mockery. “We just want to make sure everything is centered properly. There we go.” She stepped back, her smile widening as she stepped back, appraising James with a playful yet professional glint in her eye. “Perfect,” she said brightly, gesturing toward Caroline. “What do you think, Mrs. Hartley? Quite the fit, don’t you think?”

Caroline leaned back in her chair, crossing her legs elegantly as she surveyed him. Her gaze was both amused and satisfied, lingering on James’s trembling form. The crotchless panties left him utterly exposed, the open design framing him in a way that was both humiliating and deliberate. His face burned brighter than ever as Caroline took her time studying the effect.

“Yes,” she said finally, her tone calm but with a sharp edge. “Exactly what I had in mind. He looks ridiculous… but also exactly as he should.”

James swallowed hard, his hands twitching at his sides, unsure of where to place them. His humiliation deepened as he noticed the assistants whispering to one another, their glances darting toward him and their muffled giggles making him feel even smaller.

But before he could fully process the situation, a new, horrifying sensation crept over him. His body betrayed him completely, and despite the utter shame coursing through him, he felt himself growing hard. The delicate fabric of the crotchless panties left nothing to the imagination, and his erection pushed prominently through the open section, making the entire situation even worse.

The blonde assistant noticed first, her eyes widening slightly before she burst out laughing. “Oh my God,” she said, covering her mouth with her hand. “Look at that!”

The brunette joined in, her laughter soft but audible as she shook her head. “Well, I guess someone’s enjoying themselves,” she teased, her tone dripping with mockery.

James froze, his face practically glowing with shame as he tried in vain to cover himself, only to be stopped by Caroline’s sharp voice.

“Hands at your sides, James,” she said coldly. “Don’t you dare try to hide. You wanted this, didn’t you? You wanted to be humiliated.”

James’s stomach churned as he lowered his hands obediently, his erection now fully on display for all to see. He could feel the eyes of everyone in the room on him, the assistants giggling uncontrollably, and Caroline’s smirk growing sharper.

“Well,” Caroline said smoothly, tilting her head as she regarded him. “I suppose this settles it, doesn’t it? All that fuss earlier, all that whining… and yet here you are, clearly enjoying yourself. You’re pathetic, James.”

The matronly lady, who had been watching the scene with a bemused yet professional detachment, finally stepped forward, her heels clicking softly on the polished floor. She adjusted her glasses and fixed James with a sharp, no-nonsense gaze. Her tone was calm but carried an air of authority that immediately silenced the giggling assistants.

“Well, this is certainly unexpected,” she said, her voice smooth but tinged with amusement. “I understand we’re dealing with some… unconventional preferences here, but this sort of reaction is most unbecoming for a fitting. We do need to maintain a level of decorum.”

James cringed under her stern gaze, his face burning as he stared at the floor. The matronly lady’s sharp eyes didn’t waver as she took another step closer, standing directly in front of him.

“It seems,” she continued, her tone growing firmer, “that we need to address this little problem before we can proceed. Hold still, sir.”

Before James could respond or process what she meant, she raised her hand and delivered a sharp, well-aimed flick with her fingers to the tip of his erection. The sudden, stinging sensation made him gasp, his body jolting slightly as the blood rushed from his face—and, much to his embarrassment, from elsewhere.

“There we go,” she said briskly, stepping back and brushing her hands off as if she’d just completed a mundane task. “Problem solved. Now we can focus on the fitting without any unnecessary distractions.”

The assistants stifled their laughter, their cheeks flushed with the effort to stay composed, though their sparkling eyes betrayed their amusement. Caroline, meanwhile, leaned back in her chair, watching the scene unfold with a smirk.

“Thank you,” Caroline said, her tone light but full of mockery. “I knew he needed a firm hand. That was quite effective.”

The matron nodded, her professionalism unwavering. “It’s not the first time I’ve dealt with… excitable clients,” she said smoothly. “Now, let’s continue.”

Caroline’s eyes sparkled with amusement as she gestured for James to turn around. “Let me see the back.”

James obeyed, his movements stiff and awkward. The assistants giggled softly, exchanging whispers as they admired the fit.

“Lovely,” the brunette said, stepping closer to adjust the waistband again. “This style suits him perfectly.”

James wanted to die of embarrassment. The open design framed his genitals perfectly, drawing attention to his pathetically dangling penis and testicles, which the assistants could hardly avoid noticing.

Caroline nodded, her expression pleased. “It does suit him. Let’s see the others.”

The process repeated with each pair of crotchless panties the assistants had selected. They worked efficiently, their hands brushing against him as they adjusted the fit and ensured everything was properly displayed. James’s humiliation deepened with every touch, every whispered comment, and every approving nod from Caroline.

By the time they finished, James’s face was scarlet, his humiliation complete. Caroline, however, seemed delighted.

“We’ll take all of them,” she declared, her tone brisk.

The matron nodded, her professional demeanor masking the faint amusement in her eyes. “Of course, Mrs. Hartley.”

“Ladies,” Caroline continued, her tone casual but firm, “now, do you have any crotchless panties that also leave the… back accessible? Specifically, something designed to expose the bumhole?”

James’s heart sank, his humiliation hitting a new low. His face turned an even deeper shade of crimson as the blonde assistant perked up, clearly delighted by the request.

“We certainly do, Mrs. Hartley,” she replied, her voice bright. “We have several designs that leave the back fully accessible. Perfect for… specialized needs.”

The brunette assistant chimed in, grinning as she moved toward a nearby rack. “Let me grab a few options for you. I think we have some styles that will work beautifully.”

James stood frozen, his hands trembling at his sides as he silently prayed for some kind of reprieve. But his hopes were dashed as the assistants returned moments later with a small collection of panties designed for maximum exposure.

The matron stepped forward, holding up one pair in particular—a delicate black lace design with an open crotch and a keyhole cutout in the back. “This is one of our best-sellers,” she explained, turning the panties to display the rear. “The back opening is perfectly positioned for… access, and the lace adds a touch of elegance.”

“Lovely,” Caroline said with a nod. “Let’s try those on him.”

The brunette approached James, holding the panties out with a cheerful smile. “Step out of the ones you’re wearing, please,” she said sweetly.

James hesitated, his hands shaking as he fumbled with the waistband of his current panties. He felt every eye in the room on him as he slid them down and stepped out, leaving himself completely exposed once again. His humiliation was compounded as the assistants exchanged amused glances, clearly relishing the spectacle.

“Step into these,” the blonde said, crouching slightly to guide the new pair up his legs. The lace slid up his thighs, snugly framing his bare genitals and leaving his backside exposed through the small cutout. James wanted to disappear as the assistants adjusted the fit, ensuring the openings were properly aligned.

“Bend over, please,” the matron instructed, her tone professional but firm. “We need to ensure the back opening is positioned correctly.”

James froze, his stomach churning. “Do I really—?”

“Now, James,” Caroline said sharply. “Don’t make this harder than it needs to be.”

With a deep sense of dread, James bent over, his face burning as the movement left him utterly exposed. The assistants stepped closer, their hands gently adjusting the fabric to ensure the keyhole aligned perfectly with his anus.

“Hold still,” the brunette said, suppressing a grin as she knelt to inspect the fit. “We need to make sure it’s centered.”

The blonde chuckled softly, tilting her head as she looked up at Caroline. “Mrs. Hartley, does this placement work for you? Or would you prefer we adjust the size or position of the opening?”

Caroline stood and walked over, her heels clicking against the polished floor. She leaned down slightly, examining the exposed area with a critical eye. “No adjustments needed,” she said decisively. “It’s perfect. This will make disciplinary insertions much more efficient.”

James’s ears burned, and he felt as though he might collapse from sheer humiliation. The assistants exchanged delighted smiles, clearly enjoying the spectacle.

“Excellent,” the matron said, straightening up. “Shall we set aside several pairs in this style for you, Mrs. Hartley?”

“Absolutely,” Caroline replied with a satisfied smile. “He’ll need a variety, of course.”

James remained bent over, his face flaming as the assistants moved around him, gathering more options and occasionally patting the lace to ensure a snug fit. His humiliation was complete, and he knew with absolute certainty that this nightmare was far from over.

The air in the boutique seemed to grow heavier as the assistants moved on to the next step of James’s humiliating ordeal. His bottom still burned from the spanking Caroline had delivered in full view of the staff, and the quiet whispers and amused smiles of the assistants only deepened his shame. He stood awkwardly, naked except for the crotchless panties they had slipped onto him, trying to ignore the mocking gazes of the women.

“Let’s move on to the bras,” Caroline said.

“Of course,” the blonde assistant said brightly, pulling a measuring tape from around her neck. “We’ll need to get his chest measurements to ensure a proper fit. Mrs. Hartley, do you have a specific cup size in mind for him?”

James’s head snapped up, his face flushing a deeper shade of red. Caroline didn’t hesitate, placing a thoughtful finger to her lips as she regarded him critically.

“I think something… noticeable,” she said after a moment. “Nothing subtle. Perhaps a DD cup? What do you think, ladies?”

The brunette assistant nodded enthusiastically. “A DD cup would be perfect for him. It’ll give a nice, feminine silhouette.”

James squirmed, mortified as they discussed him like a mannequin. “C-Caroline, please—”

“Hush, James,” Caroline said sharply, silencing him with a glance. “You wanted this, remember? If you’re going to wear a bra, it should be done properly. Now stand still and let them work.”

The blonde stepped closer, looping the measuring tape around his chest just under his pectorals. Her hands brushed against his skin, and he flinched, earning a soft chuckle from her.

“Relax,” she said with mock sweetness, tugging the tape snugly. “This will only take a moment.”

She jotted down the measurements, then moved the tape higher, just above his chest. James stood stiffly, his face burning as she adjusted the tape and noted the numbers.

“All done,” she said, stepping back. “A 36 band size. Now, let’s find some bras in a DD cup to try.”

The assistants moved to a nearby rack, pulling out an assortment of bras in various styles and colors—delicate lace, satin, and even a floral print. They returned with an armful of options, their excitement palpable as they laid them out on the counter.

“Mrs. Hartley,” the brunette said, holding up a bright red lace bra, “what do you think of this one? It’s bold and eye-catching.”

Caroline smiled approvingly. “I like it. Let’s try that one first.”

The blonde gestured to James. “Arms up, please.”

James hesitated, but a sharp look from Caroline spurred him into compliance. He raised his arms, wincing as the assistant slid the straps over his shoulders and adjusted the band around his chest. She fastened the hooks at the back, stepping back to assess her work.

“Hmm,” she said, tilting her head. “It fits well, but let’s add the inserts for a fuller look.”

James felt his humiliation deepen as the assistants slipped padded inserts into the cups, giving him the appearance of a full bust. They adjusted the straps and straightened the bra, stepping back with satisfied smiles.

“There we go,” the brunette said. “What do you think, Mrs. Hartley?”

Caroline leaned back in her chair, studying James with a critical eye. “It’s a good start,” she said. “But I think I’d like to see something softer—perhaps the white satin one?”

The assistants swapped out the red bra for a white satin option, repeating the process of adjusting and padding it. Each change brought new comments and suggestions, and James’s embarrassment grew with every word.

“This one really highlights the shape,” the blonde said, adjusting the straps. “And it complements the panties nicely.”

James stood there, utterly humiliated, as the assistants and Caroline discussed his appearance with enthusiasm. He hated every second of it, but the memory of Lila’s threats kept him silent and compliant. This was his reality now, and there was no escape.

“And finally,” Caroline said, “stockings and garter belts.”

“Our pleasure, Madam.”

The assistants returned with a selection of stockings and garter belts, their enthusiasm palpable as they spread the delicate items across the counter. The sheer fabrics shimmered under the boutique’s soft lighting, adding to James’s growing sense of dread. He stood awkwardly, his cheeks flushed, still wearing the crotchless panties and the padded bra the assistants had just fitted him with.

“Now, we need to complete the look,” the blonde assistant said brightly, holding up a pair of sheer black stockings. “Mrs. Hartley, do you have a preference for the style of stockings and garter belt?”

Caroline considered for a moment, her gaze flicking between the items. “Let’s go with something classic and feminine,” she said. “The black stockings with lace tops, and a matching garter belt in satin.”

The brunette nodded, picking up a black satin garter belt with delicate lace trim. “Excellent choice, Mrs. Hartley. It’s elegant and flattering.”

James’s stomach churned as the assistants approached him, the garter belt in one hand and the stockings in the other.

“Step into this, please,” the brunette said, holding the garter belt open for him.

James hesitated, the sheer indignity of the situation making his head spin. He glanced at Caroline, hoping for a reprieve, but her expression was firm.

“James,” she said sharply, “you’re the one who insisted on this. Don’t embarrass yourself further by refusing now.”

Swallowing his pride, James stepped into the garter belt, lifting one foot and then the other as the brunette pulled it up to his waist. She adjusted it carefully, fastening the hooks at the back and making sure it sat snugly just above the waistband of his crotchless panties.

“Perfect,” the brunette said, stepping back with a satisfied smile. “Now for the stockings.”

The blonde knelt in front of James, unrolling one of the sheer black stockings. She held it open and guided his foot into it, sliding it up his leg with practiced ease. James flinched at the sensation of the delicate fabric against his skin, his face burning with humiliation as the stocking was smoothed into place.

“Hold still,” the blonde said, her tone sweet but firm, as she clipped the stocking to the garter belt’s suspenders. She repeated the process with the other stocking, her hands brushing against his thighs as she worked. When she finished, she stood back to admire the result.

“There,” she said, clapping her hands together. “Doesn’t he look lovely?”

As James stood in the center of the boutique, his face a blazing red and his body trembling with humiliation, the assistants made the final adjustments to his ensemble. The garter belt sat snugly around his waist, holding up sheer black stockings that clung to his legs in a way he couldn’t ignore. The crotchless panties left him utterly exposed, his genitals framed by the delicate lace, while the additional opening at the back allowed for easy anal access. The crowning humiliation, however, was the padded DD bra that sat high on his chest, pushing out an unmistakably feminine silhouette.

Caroline surveyed him with satisfaction, then addressed the matron. “He’ll wear what he has on now,” she said firmly. “Please remove the tags.”

“Of course, Mrs. Hartley,” the matron replied with a professional smile. The assistants stepped forward, removing the tags from James’s bra, panties, and garter belt. Their hands brushed against him as they worked, their barely concealed smirks driving his humiliation deeper.

James’s face burned as he glanced at his reflection in the mirror on the wall. The bra’s thick padding gave the illusion of full, round breasts, incongruously feminine against his otherwise masculine build. It wasn’t subtle. Even with his shirt on, the exaggerated shape of the bra would be excruciatingly visible to anyone who looked his way. He felt sick imagining the stares, the double-takes, the judgment of strangers. His humiliation wasn’t just private—it was about to become public.

As the assistants stepped back, Caroline smiled approvingly. “Perfect. He’s shaping up beautifully, isn’t he?”

The brunette nodded, her tone light and teasing. “Oh, absolutely.”

James flinched at the words, his shame cutting even deeper. He wanted none of this—none of the lingerie, none of the exposure, none of the mockery. But Lila’s blackmail had left him with no choice. Every protest, every moment of hesitation only risked the destruction of his marriage and his reputation.

Caroline turned back to James, her voice calm but commanding. “Get dressed,” she instructed. “We have errands to run, and I don’t want to waste any more time.”

James picked up his clothes with trembling hands, his humiliation reaching a fever pitch as he pulled his trousers over the garter belt and stockings. His shirt, however, was much worse—it strained over the padded bra, the DD cups pushing outward in a way that would be obvious even to a casual observer.

He turned to Caroline, his voice shaking. “Caroline… please… can I at least take off the bra? People will notice. It’s… it’s too obvious.”

Caroline tilted her head, her lips curving into a faint smile. “Take it off?” she repeated, her tone dripping with mockery. “Don’t be absurd, James. This is what you wanted, isn’t it? To feel humiliated, feminized, completely exposed? I won’t have you ruining the experience you begged for.”

“I didn’t beg—” James began, but she cut him off sharply.

“Enough,” she snapped. “You made it very clear this is your fantasy, James. To be humiliated. To feel vulnerable. To show the world exactly who you are. Now stop complaining and embrace it.”

James’s stomach twisted as her words struck home. He wanted to scream that it wasn’t true, that he hated every second of this, but he knew the consequences of defying her—or, worse, Lila. Instead, he nodded miserably, unable to meet her gaze.

“Good,” Caroline said briskly, standing and smoothing her skirt. “You’ll wear this home, James. And I expect you to behave perfectly. Any complaints, and we’ll revisit the hairbrush as soon as we get back.”

The assistants beamed as they handed James the neatly packaged purchases. “It’s been a pleasure assisting you, Mrs. Hartley,” the matron said warmly. “And James has been such a cooperative customer.”

Caroline smiled. “Thank you. I’m sure we’ll be back soon.”

As they stepped out of the boutique, James felt the full weight of his humiliation. The exaggerated shape of the bra pushed visibly against his shirt, unmistakable even from a distance. It contrasted sharply with his otherwise masculine appearance, a glaring signal to anyone who looked that he wasn’t just feminized—he was utterly under control, a brassiere-trained and likely panty-trained husband at his wife’s command.

As James followed behind his wife, his arms loaded with packages, the humiliation of the situation weighed on him even more heavily than the bags themselves. Each bag contained pieces of his new, feminized wardrobe—bras, panties, garter belts, stockings—all carefully wrapped and labeled by the boutique staff. The sight of the elegant, ribboned shopping bags in his arms only amplified his shame. Anyone who saw him would instantly know what they contained and who they were for.

Caroline strode ahead confidently, her heels clicking against the pavement as she made her way toward the car parked several blocks away. She didn’t look back to see if James was keeping up; she simply assumed he would follow, as obedient as ever.

James struggled to keep up, the bulky packages awkward in his arms, the bags digging into his fingers as he tried to maintain his grip. The padded bra he was forced to wear pressed prominently against his shirt, its exaggerated shape visible to anyone who glanced his way. The garter belt and stockings beneath his trousers chafed with each step, and the crotchless panties offered no comfort, serving only as a constant reminder of his exposed vulnerability.

Passersby glanced at him curiously, their eyes darting to the shape of his chest and the unmistakable lingerie boutique branding on the bags he carried. James flushed, his face burning as he avoided meeting anyone’s gaze. Every step felt like a spotlight was on him, highlighting his ridiculous, humiliating appearance for the world to see.

“Hurry up, James,” Caroline called over her shoulder, her tone brisk. “I don’t have all day.”

He quickened his pace, his legs trembling with both effort and humiliation. The packages swayed precariously in his arms, and he fought to keep them balanced as he trotted after her. The feel of the lingerie against his skin—the snug bra, the stockings clinging to his legs, the garter belt tugging slightly with each movement—made every step an excruciating reminder of his predicament.

“Careful with those bags,” Caroline added sharply. “If you drop anything, you’ll regret it.”

“Yes, Caroline,” James muttered, his voice barely audible. He adjusted his grip on the packages, his fingers numb from the weight and strain.

The walk seemed to stretch on forever, each block filled with stares from strangers, each second of exposure dragging out his humiliation. The sound of Caroline’s confident strides only emphasized the disparity between them—her composed, commanding presence contrasting sharply with his awkward, burdened shuffle.

Finally, they reached the car. Caroline unlocked it with a click and turned to James, her expression calm but expectant. “Put the bags in the back seat,” she instructed. “Carefully. I don’t want anything damaged.”

James obeyed, his arms trembling as he loaded the packages into the car. His face burned as he caught sight of his reflection in the car’s window—the padded bra pushing prominently against his shirt, his shoulders slumped in defeat.

Once he had finished, Caroline gestured toward the passenger seat. “Get in. We have more errands to run.”

James hesitated for a moment, glancing nervously at her. “C-Caroline… do I have to wear this for the rest of the day? People will—”

She cut him off with a sharp glare. “Yes, James. You’re wearing it for the rest of the day. You wanted this, remember? To be humiliated? To feel vulnerable? Now get in the car.”

Defeated, James climbed into the passenger seat, the padded bra pressing uncomfortably against the seatbelt as Caroline started the engine. The walk back to the car had been humiliating enough, but now, as they drove off, he realized the day was far from over. Each passing moment would bring new stares, new exposure, and new humiliations he couldn’t escape. And through it all, Caroline’s calm authority ensured there was no room for argument, no hope of reprieve.

——

Back at home, James’s humiliation continued to deepen as Caroline carried the bags into the bedroom and laid them out neatly on the bed. The packages were opened one by one, the delicate lingerie carefully unfolded and displayed. James stood awkwardly in the corner, his face flushed as Caroline surveyed the array of garments with satisfaction.

“James,” she said briskly, snapping him out of his stupor. “Get undressed. You’re going to put on a proper fashion show for Lila. I want her to see everything we picked out.”

His stomach churned. “C-Caroline, please, can’t we—”

Her sharp glare silenced him instantly. “James, you told me this is what you wanted. Now you’re going to embrace it. Get undressed. Now.”

Defeated, James began to strip, his hands trembling as he removed his clothes and stood in nothing but the lingerie he had been wearing since they left the boutique: the garter belt, stockings, crotchless panties, and padded bra that exaggerated his chest in a way that was impossible to ignore.

Caroline called for Lila, who entered moments later with a smirk that widened the moment she saw him. “Wow,” she said, her voice dripping with mockery. “Mom, you weren’t kidding—he really is all-in on this, isn’t he?”

“He certainly is,” Caroline replied with a faint smile. “And now he’s going to show you all the lovely pieces we picked out today. James, start with the red lace set. Let’s see how it looks.”

James swallowed hard, his humiliation fresh and raw as he stepped forward and began changing into the red lace bra and matching crotchless panties. The padding of the bra pushed his chest into an unmistakably feminine shape, and the delicate lace clung snugly to his body.

“Turn around,” Caroline instructed, her tone firm but calm.

James obeyed, his movements stiff as he turned to give Lila a full view. Her laughter was soft but cutting. “He really pulls off the look,” she said sarcastically, crossing her arms. “Don’t you think, Mom?”

“I do,” Caroline replied with satisfaction. “Now try the lavender set, James. Let’s keep moving.”

He changed again, each new outfit more humiliating than the last. The stockings clung to his legs, the garter belts accentuated his exposed form, and the bras pushed his chest out in ways that made him feel utterly ridiculous. Lila’s smirking commentary only added to his misery, her sharp observations digging into his already battered pride.

Midway through the fashion show, the door to the room opened, and their maid, Maria, stepped in carrying a basket of laundry. James froze, his face turning a deep shade of red as Maria’s eyes widened at the sight before her.

“Maria,” Caroline said, her tone light and casual as though nothing were out of the ordinary. “Come in. I’d like to explain something to you.”

James wanted to disappear. He stood frozen in place, clad in nothing but a pale pink lace bra and matching crotchless panties with a garter belt and stockings, as Maria stepped hesitantly into the room.

“Yes, Mrs. Hartley?” Maria said, her voice unsure as her eyes darted toward James.

“James has recently embraced a new side of himself,” Caroline explained, her tone calm but firm. “He’s discovered that he has a penchant for humiliation and discipline, and part of that involves wearing lingerie. All of these”—she gestured toward the bed and the garments James had modeled—“belong to him. I’d like you to make sure they’re stored properly in his drawers from now on.”

Maria’s eyebrows shot up, and she glanced at James, whose face was crimson with shame. “O-of course, Mrs. Hartley,” Maria stammered, clearly unsure of how to respond.

“And if you see him wearing anything like this around the house,” Caroline continued, “don’t be surprised. This is his preference, after all.”

James cringed, his humiliation reaching new depths as Maria nodded and quickly turned her attention to the laundry, trying to suppress the faint smile tugging at her lips.

“Thank you, Maria,” Caroline said, dismissing her with a wave of her hand. “That will be all for now.”

As the door closed behind the maid, James let out a shaky breath, his body trembling with humiliation. Lila’s smirk widened as she leaned against the wall, her eyes sparkling with amusement.

“Looks like Maria’s got a whole new perspective on you now,” Lila said with a laugh. “Better get used to it, James. This is who you are now.”

Caroline nodded in agreement, her tone calm but authoritative. “Exactly. This is the life you wanted, James, and you’ll live it fully. Now, try the black satin set. We’re not finished yet.”

James obeyed, his hands trembling as he changed into the next set, his heart heavy with the knowledge that there was no escape from the nightmare he was living.

——

Midafternoon, James was in his study trying to distract himself from the lingering humiliation of the previous day when Caroline’s voice echoed from downstairs.

“James, come to the sitting room. Now.”

The sharpness in her tone sent a chill down his spine, and he reluctantly made his way down the stairs, dread pooling in his stomach. As he stepped into the sitting room, his heart sank further. Caroline stood in the center of the room, her posture commanding, the new rattan cane she had purchased the day before in her hands. She flexed it lightly, testing its suppleness, her expression a mix of calm authority and quiet menace.

“Close the door behind you,” she instructed, her tone leaving no room for argument.

James obeyed, his hands trembling as he stood before her, his eyes darting nervously to the cane.

“James,” she began, her voice firm, “I’ve been thinking about a lot of things over the past few days. About your years of lies, your lack of honesty about your so-called ‘fantasies,’ and especially about the consequences of those lies. Do you know what I realized?”

He shook his head, his voice trembling. “N-no, Caroline.”

Her gaze sharpened, and she took a step closer, tapping the cane lightly against her palm. “I realized how selfish you’ve been. All these years, you’ve kept the truth about your perversions from me. And worse, your hidden masturbation—your constant need to indulge yourself—has left your libido for me absolutely lackluster. You’ve denied me as a wife while indulging your own shameful habits in secret.”

James’s face burned with humiliation as she continued, her words cutting like a knife.

“You should have told me the truth from the beginning, James,” she said coldly. “But since you chose to hide it, I’m left with no choice but to discipline you for it. Today, you’re going to receive twenty-four strokes of the cane—one for every quarter you’ve lied to me and denied me the truth.”

His stomach churned, and he opened his mouth to protest, but her sharp glare silenced him.

“Strip,” she commanded, her tone leaving no room for argument. “Down to your lingerie.”

James hesitated, his hands trembling at his sides. “C-Caroline, please—”

“Now,” she snapped, her voice ringing with authority. “Don’t make me repeat myself.”

Defeated, James slowly removed his clothes, his face blazing as he stood before her in just the lavender lace panties from the day before, his bra, and his stockings and garter belt. The humiliating garments clung to him, emphasizing his vulnerability.

“Over the back of the chair,” she instructed, pointing to the armchair in the center of the room.

James obeyed, bending over the back of the chair, the padded bra he still wore pressing against the fabric. His trembling hands gripped the seat as Caroline stepped behind him, her heels clicking softly on the floor. She reached down and lowered his panties to his knees, exposing his bare bottom, framed perfectly by his stocking tops, garter belt, and suspenders.

Before she began, she moved to the door. James’s heart sank further as she opened it wide, allowing a clear view of the sitting room from the hallway. Moments later, he heard the faint sound of footsteps—Maria and one of the much younger maids’ assistants had paused in the hallway, their soft murmurs indicating their curiosity.

“James,” Caroline said loudly, her voice carrying through the open door, “your punishment today is a result of your selfishness, your dishonesty, and your failure to be the husband I deserve. Let this be a lesson to you.”

He stiffened as he realized the maids were now witnesses to his humiliation. His face burned, and his body trembled as Caroline stood behind him, the cane poised.

“Count each stroke,” she instructed, her voice firm. “And thank me after every one.”

The first stroke landed with a sharp crack, and James cried out, the sting intense and immediate. His grip on the chair tightened as he gasped, “One, thank you, Caroline.”

Caroline didn’t pause, delivering the next stroke with equal precision. “Two, thank you, Caroline,” James choked out, his voice shaking.

From the hallway, he could hear the faint murmurs of the maids, their voices tinged with shock and, worse, amusement. Each stroke felt like not just a physical punishment, but a public spectacle, his shame laid bare for all to see.

Caroline continued methodically, each strike perfectly placed, her voice calm and unwavering as she counted along with him. By the time she reached the twenty-third stroke, James was trembling, his bottom a searing canvas of red and welts.

As the final stroke landed with a sharp crack, James let out a trembling gasp, his bottom searing with pain. “Twenty-four,” he choked out, his voice barely audible. “Thank you, Caroline.”

Caroline stepped back, her expression calm and satisfied as she surveyed his vividly striped bottom, each welt standing out in angry red lines. Without a word, she turned and walked slowly to the open door. James could hear the faint murmurs of the maids in the hallway, their voices tinged with curiosity and amusement.

Caroline paused in the doorway, turning to face the maids. Her lips curled into a faint smirk, her gaze cool and authoritative. Then, slowly, deliberately, she reached for the door and began to close it. The last thing the maids saw was James bent over the chair, his lace panties at his knees, his viciously striped bottom on full display framed by his lingerie.

The door clicked shut, leaving James alone with Caroline, the humiliation of his punishment etched deeply into his reddened skin—and his very soul.

——

The next morning, James woke to a heavy knot in his stomach, the memory of the previous day’s humiliations flooding back the moment his eyes opened. Every fiber of his being rejected this nightmare, but he knew he had no choice. If he resisted—if he didn’t play the part of the willing submissive—Caroline would find out the truth about his infidelity, thanks to Lila’s blackmail. The consequences of that would be far worse.

Caroline appeared in the doorway of their bedroom, already impeccably dressed and wearing an expression of calm authority. “James, get dressed. We’re going out.”

He sat up, his heart sinking. “Where are we going?” he asked hesitantly.

She walked over to the dresser, pulling out a pair of delicate lavender lace panties and handing them to him. “You’ll find out soon enough. But start with these.”

James hesitated, his face burning as he took the panties from her. He hated the feel of them—the soft fabric clinging snugly to him, their feminine cut an ongoing humiliation—but he knew better than to argue. He dressed in silence, his hands trembling as he pulled on his trousers and shirt over the lingerie, wishing desperately that he could turn back time and undo every decision that had led him here.

The drive was silent except for the sound of the tires on the road. James sat stiffly in the passenger seat, his hands clenched in his lap as Caroline drove with an air of calm determination. When they pulled into the parking lot of a discreet boutique with the neon sign Kink Emporium glowing faintly above the entrance, his stomach churned.

“Caroline,” he began weakly, “why are we here?”

Her eyes didn’t even flicker as she turned off the engine. “We’re here to ensure you have everything you need to embrace your fantasies fully,” she said, her tone matter-of-fact. “I’ve done some research, and there are a few items we need to pick up. Now, come along.”

James felt a surge of panic. “Caroline, please, I—”

“Enough,” she snapped, her voice cutting. “You said this is what you wanted. You’ll cooperate, or we’ll revisit this discussion at home—with the hairbrush.”

He swallowed hard and got out of the car, every step toward the boutique feeling like he was walking to the gallows. He didn’t want this. He hated every second of it. But Lila’s threats hung over him like a storm cloud, and he knew resistance would only make things worse.

Inside, the boutique was sleek and modern, but James barely noticed the polished displays or the faint floral scent masking the sharp tang of latex and leather. His heart pounded as a young woman with bright blue hair approached them, her cheerful smile only making his dread grow.

“Hi there! Welcome to Kink Emporium,” she said brightly. “Can I help you find anything today?”

Caroline smiled back, her tone composed. “Yes, actually. My husband and I are looking for a few items to expand his experiences. Specifically, we need butt plugs, nipple clamps, a chastity device, and a strap-on dildo. Oh, and some disciplinary tools—paddles, straps, and canes.”

James’s heart sank further, his face burning as the assistant’s smile widened. “Oh, I can definitely help with that,” she said enthusiastically. “Follow me.”

He trailed behind Caroline and the assistant like a man condemned, his hands trembling as the assistant led them to a wall filled with anal plugs. The sight of the display made his stomach churn, and he wished he could sink into the floor.

“For the butt plugs,” the assistant said, turning to Caroline, “are you looking for something simple to start with, or are we jumping straight into the more… advanced options?”

“Something simple to start,” Caroline replied, glancing at James with a faint smirk. “He’s new to this, so we’ll want a progression—small, medium, and large.”

James’s humiliation deepened as the assistant selected a set of silicone plugs and handed them to Caroline along with some anal lube. “These are great for beginners,” she said brightly. “Comfortable, easy to clean, and perfect for training.”

Caroline nodded approvingly, and James’s chest tightened. The thought of those items waiting for him at home was unbearable, but he forced himself to stay silent, knowing any protest would only dig him deeper into this nightmare.

The assistant guided them through the store, showing them clamps, chastity devices, and a strap-on harness. With each item Caroline inspected and added to their growing collection, James’s humiliation grew. The worst part wasn’t just the physical items—it was the assistant’s assumption that this was what he wanted, that he was a willing participant in this grotesque fantasy.

As they approached the disciplinary tools, James’s dread reached a new peak. Caroline tested a leather paddle with a firm swat against her palm, the sound sharp and menacing. “We’ll take this,” she said calmly, adding it to their haul. The assistant handed her a supple strap and a rattan cane next, both of which Caroline accepted with a nod of approval.

As James stood at the checkout counter, his arms loaded with the humiliating assortment of items Caroline had chosen, the blue-haired assistant grinned at him, her eyes sparkling with mischief. “You’re such a lucky little subby,” she teased, her voice light and sing-song. “Mistress here is spoiling you with all these new toys. I bet you’re just so excited to try them out, aren’t you?”

James gritted his teeth, the heat of humiliation rising to his face. He wanted nothing more than to snap back, to deny everything, but Caroline’s sharp gaze caught his, freezing him in place.

“Answer her, James,” Caroline said calmly but firmly, her tone leaving no room for argument. “And make sure you sound properly grateful.”

He swallowed hard, his voice barely above a whisper as he forced the words out. “Y-yes, I’m… very lucky. Thank you, Mistress.”

The assistant let out a delighted laugh, clapping her hands together. “Aww, he’s adorable! So obedient.”

Caroline smirked, clearly pleased with his performance. “He’s learning,” she said lightly. Then, with a quick motion, she reached over and tugged the waistband of his panties up, pulling them above the top of his trousers and into full view.

The assistant’s laughter grew louder as she caught sight of the delicate lavender lace. “Oh my God, those are precious,” she said, her tone dripping with mockery. “You’ve got him wearing panties too? You really don’t miss a detail, do you?”

Caroline’s smile widened. “Of course not. He’s been panty-trained since the day before yesterday. And I’m sure he appreciates the extra reminder of his place, don’t you, James?”

James’s face burned as he nodded, his throat tight with humiliation. “Y-yes, Mistress.”

The assistant tilted her head, her grin turning mischievous. “You know,” she said to Caroline, “if you really want to give him the full experience, we could have him go home butt plugged. I’d be happy to demonstrate a safe insertion in our private room.”

Caroline considered for a moment, then nodded. “That sounds perfect. Let’s do it.”

James’s stomach dropped, and he opened his mouth to protest, but Caroline cut him off with a sharp look. “Not a word, James. You wanted this, remember?”

The assistant led them to a small private room in the back of the store, the walls lined with instructional posters and shelves of items for demonstration. A padded table stood in the center, its purpose unmistakable.

“Alright,” the assistant said cheerfully, setting down a small bottle of lubricant and the smallest plug from the set they had purchased. “Let’s get started. Pants and panties down, James. Over the table.”

James hesitated, his hands trembling as he fumbled with his belt. Caroline’s voice snapped him into motion. “Now, James. Don’t make the nice young lady repeat herself.”

He lowered his trousers and panties, his face blazing with shame as he bent over the table, fully exposed. The assistant stepped forward, the plug in hand, but Caroline raised a hand to stop her.

“Wait,” she said, her tone thoughtful. “Before we do this, I’d like to test out a few of the new disciplinary tools. After all, he’s been less than enthusiastic today.”

The assistant grinned, stepping back to give her space. “Be my guest, Mistress. This is your show.”

Caroline retrieved the leather paddle from the bag, running her fingers over the surface before giving it a firm swing against her palm. The sharp crack echoed in the small room, making James flinch even before it connected with his skin.

“Let’s start with this,” she said, positioning herself beside him. Without further warning, she brought the paddle down hard on his bare bottom. The sound was sharp, the sting immediate, and James let out an involuntary yelp.

Caroline spanked him methodically, each strike firm and deliberate, leaving his already sensitive skin a deep, angry red. The assistant watched with clear amusement, occasionally commenting on Caroline’s technique.

“Great swing, Mistress,” she said with a laugh. “You’re a natural.”

Caroline switched to the strap next, the supple leather landing with a loud crack that made James gasp. By the time she picked up the cane, his bottom was a mottled red, and his humiliation was complete.

“You say this one’s supposed to be very effective?” Caroline asked, tapping the rattan cane against her palm before delivering a swift, stinging stroke across his bottom. James cried out, his voice muffled by the table.

When she finally stepped back, James’s entire body was trembling. Caroline handed the cane back to the assistant with a satisfied smile. “Now we’re ready for the plug.”

As James bent over the padded table, his pants and panties pooled around his ankles, he felt the weight of his humiliation pressing down on him like never before. The assistant, her cheerful demeanor unfaltering, stood behind him with the smallest plug from the set they had purchased and a bottle of lubricant.

“Alright, James,” she said brightly, squeezing a generous amount of lube onto the plug. “This is going to be easy if you just relax. I’ll guide it in slowly.”

James tensed instinctively, every muscle in his body tightening as she approached. The cool air of the room against his exposed skin only amplified his embarrassment. He wanted to bolt, to run far from this mortifying situation, but the threat of Lila’s blackmail kept him rooted in place.

The assistant paused, glancing at him with a raised eyebrow. “Wow, you’re really tense,” she said, her tone a mix of amusement and concern. “Have you ever had a toy up here before?”

James’s face burned, his voice barely above a whisper. “N-no,” he stammered, his hands gripping the edges of the table for dear life.

She let out a delighted laugh, shaking her head as she positioned the plug at his entrance. “Really? Not even once? I thought this was your thing.” She glanced at Caroline, who was watching the scene with an amused smirk. “You’ve got a real newbie here, Mistress. No wonder he’s so nervous.”

Caroline’s smile widened. “He’s full of surprises,” she said dryly. “But he’ll learn.”

The assistant chuckled, returning her attention to James. “Alright, newbie,” she said, her tone playful. “This might feel a little strange at first, but I’ll be gentle. Just take a deep breath.”

James clenched his jaw, his humiliation complete as he obeyed, trying to breathe steadily. The assistant pressed the tip of the plug against him, the cool, slick surface feeling utterly foreign. He flinched, his body instinctively resisting.

“Relax,” she said again, her voice soothing but firm. “If you keep clenching like that, it’s going to make this a lot harder. Just let it happen.”

Caroline stepped forward, her voice cutting through his discomfort. “James, don’t be difficult. This is part of what you wanted, isn’t it? You’ll thank me for this later.”

James squeezed his eyes shut, his shame overwhelming as the assistant began to ease the plug in. The pressure was intense, his body resisting every millimeter of the intrusion.

“Wow, you’re really tight,” the assistant commented, her tone teasing. “This is just the smallest one, too. I can’t imagine how you’ll handle the larger sizes.”

James let out a small, involuntary whimper as the plug slid in further. His face burned as he heard the assistant chuckle softly.

“There we go,” she said, her tone triumphant as the plug finally settled into place. “That wasn’t so bad, was it?”

James didn’t answer, too humiliated to speak. The sensation of the plug was foreign and uncomfortable, a constant reminder of his exposed vulnerability. He wanted to disappear, to escape the mocking laughter and the amused glances, but there was no reprieve.

The assistant stepped back, admiring her handiwork. “All done. You’ll definitely feel it, but you’ll get used to it.”

Before James could pull even his panties back up, Caroline raised a hand to stop him. “Wait,” she said calmly, her tone laced with authority. “Before you get dressed, I’d like to see how the chastity device works. It would be a shame not to take this chance to learn how to use it properly.”

James’s heart sank, the humiliation he already felt compounding as the blue-haired assistant’s eyes lit up with interest. “Oh, great idea, Mistress!” she said cheerfully. “It’s really easy to put on, and I’d be happy to show you.”

“Thank you,” Caroline said smoothly, taking the chastity device from one of the bags and handing it to the assistant.

James shifted uncomfortably, his hands trembling as he stood there, his trousers and panties still pooled around his ankles. “Caroline, please—” he began, his voice trembling.

“James,” she interrupted sharply, her gaze cutting into him, “this is what you wanted. Stop resisting, or I’ll ensure your punishment is far more memorable once we get home. Now, stand still.”

Defeated, James stood silently as the assistant approached, the chastity cage in hand. She knelt slightly, her demeanor professional but with a glint of amusement in her eyes as she inspected him.

“Alright,” she said brightly, holding up the base ring. “We’ll start with this. It goes around the base of his testicles, like this.”

James flinched as her hands moved to position the ring. The cold material and her casual touch made him want to shrink away, but he forced himself to remain still, his humiliation complete.

“You’ll need to stay nice and soft for this to fit properly,” the assistant said, glancing up at Caroline with a knowing smile. “First-time wearers sometimes have trouble relaxing. But he’s pretty soft. Almost as if he’s not even into it. But we know that’s not true! Ha ha! Just nervous I guess.”

The assistant chuckled softly as she adjusted the ring, ensuring it was snug but not too tight. “There we go,” she said. “Now for the cage.”

James felt the blood drain from his face as she picked up the cage itself, a sleek plastic design meant to completely encase him. She slid it into position, her fingers deftly working to secure it in place. The click of the lock was sharp and final, and James’s heart sank as he realized there was no way out.

“All done,” the assistant said, standing and stepping back to admire her work, handing the key to Caroline. “How does it feel?”

James didn’t answer, his face burning as he stared at the floor. The device was snug, the cage pressing against him uncomfortably, a constant and humiliating reminder of his helplessness.

“He’s quiet, isn’t he?” the assistant teased, turning to Caroline. “That’s a good sign—it means it’s doing its job.”

Caroline smirked, clearly pleased. “It looks perfect. I think we’ll leave it on for now, just to help him adjust.”

James’s head shot up, his eyes wide with panic. “C-Caroline, please, I—”

“Enough,” she said firmly, her tone brooking no argument. “You’ll wear it, James. This is part of the lifestyle you begged for, and I expect you to embrace it fully. Now, pull up your pants and thank the nice lady for her help.”

His hands trembled as he obeyed, pulling his lace panties back into place over the cage and then struggling into his trousers. The device pressed against him uncomfortably with every movement, a constant, humiliating presence.

Once dressed, he turned to the assistant, his face crimson. “Th-thank you,” he stammered, his voice barely above a whisper.

“You’re very welcome,” she said with a wink. “You’re going to love this—it’s such a great way to stay focused on what really matters.”

As James stood awkwardly, his lace panties now snugly pulled up over the chastity cage, the assistant gave him a final once-over, her hands on her hips and a knowing grin on her face. She tapped the cage lightly with a finger, making James flinch at the sharp reminder of his predicament.

“Well,” she said brightly, looking up at Caroline, “with his little cock locked away nice and securely, I guess that means he’ll need to focus on… other ways of pleasing you now, Mistress.”

James’s stomach dropped, and he felt his face burn hotter than ever. He dared to glance at Caroline, who raised an eyebrow, her lips curling into a faint smile.

“I mean,” the assistant said with a smirk, turning her gaze back to James. “Since he won’t have access to that anymore, he’ll need to develop his oral skills. After all, a good submissive should know how to serve his Mistress properly, shouldn’t he?”

James’s hands clenched at his sides, his humiliation complete. The thought of being discussed so casually, as if he were an object or a tool, made his stomach churn.

“That’s an excellent point,” Caroline said, nodding thoughtfully. “James, did you hear that? You’ll need to start focusing on becoming more proficient in… other areas of service.”

James’s throat tightened, and he couldn’t bring himself to meet her eyes. “Y-yes, Caroline,” he mumbled, his voice barely audible.

The assistant laughed, clearly enjoying his discomfort. “Don’t worry, sweetie,” she said mockingly. “Practice makes perfect. And I’m sure Mistress will make sure you get plenty of practice while you’re all locked up, and plenty of discipline if you screw up, but you want that, don’t you?”

Caroline smirked, her tone turning light but firm. “Oh, I have no doubt about that. James is going to be very busy in the coming days, aren’t you, darling?”

James swallowed hard, his humiliation swallowing him whole as he nodded miserably. “Yes, Caroline,” he whispered.

The assistant gave him one last teasing smile before handing Caroline the receipt. “Well, Mistress, you’re going to have so much fun with him. If you ever need any more advice—or accessories—just let me know.”

“Thank you,” Caroline replied smoothly, her gaze shifting back to James. “Now, let’s go. We have plenty more to do today.”

As they left the store, James felt the weight of the cage, the plug, and now the added humiliation of the assistant’s parting words pressing down on him like a storm cloud. He hated every second of this, but with no way to fight back, all he could do was endure—and dread what lay ahead.

——

Back at home, James followed Caroline inside, carrying the heavy bags of humiliating purchases. His every step was a reminder of the plug inside him, shifting uncomfortably with each movement, and the chastity cage snugly encasing him, pressing against the delicate lace of his panties. He dreaded what was coming next but knew there was no escaping it.

“Lila!” Caroline called out as she set the bags down on the kitchen counter. “Come see what we got for James today!”

James’s stomach churned as he heard Lila’s footsteps approaching. She entered the room moments later, her smirk already in place. “Ooh, what did we get?” she asked, her eyes sparkling with anticipation as she glanced at James, taking in his defeated posture.

Caroline smiled, her tone light and cheerful. “Let’s show her, James. Strip.”

James froze, his hands trembling at his sides. “Caroline, please—”

“Now, James,” she interrupted sharply, her smile vanishing. “You wanted this, remember? You don’t want me to repeat myself.”

Reluctantly, James began to undress, his humiliation growing with every piece of clothing he removed. His shirt, trousers, and socks were quickly discarded, leaving him standing in just the lavender lace panties. Caroline gestured impatiently, and he hesitated only for a moment before sliding them down as well, exposing the chastity cage and plug to Lila’s view.

Lila’s eyes widened slightly as she took in the sight, then her smirk deepened. “Well, well,” she said, crossing her arms and leaning against the counter. “Looks like someone had quite the shopping trip.”

Caroline chuckled, clearly pleased. “He’s fully outfitted now,” she said, stepping closer to James and giving the chastity cage a light tap with her fingernail. “The cage ensures he stays focused on being the submissive husband he claims he wants to be. Isn’t that right, James?”

James flinched at the tap, his face burning. “Y-yes, Caroline,” he mumbled, his voice barely above a whisper.

“And is that a plug in his ass?” Lila asked, glancing behind at his clenched cheeks.

“Oh, of course,” Caroline replied, reaching down to give the base of the plug a light tug, making James squirm. “He’s going to get used to this, and it’ll ensure he remembers his place. Bend over James, let Lila see.”

Lila stepped closer, her smirk growing as she noticed the faint, angry red line across James’s bottom. “Is that a cane mark?” she asked, her tone mockingly surprised.

Caroline laughed softly, nodding. “It is. I wanted to test out some of the new disciplinary tools we bought, and I must say, the cane is remarkably effective. James seemed to feel it quite deeply, didn’t you?”

James clenched his jaw, his face blazing with shame as he nodded. “Yes, Caroline,” he whispered.

Lila tilted her head, her eyes gleaming with amusement. “I have to say, Mom, I’m impressed. He’s really embracing his new role, isn’t he?”

“Oh, absolutely,” Caroline said with a smile. “But there’s still plenty of room for improvement. He’ll be getting lots of practice with his new toys and learning how to better serve.”

James stood there, naked and exposed, his chastity cage and plug a constant reminder of his utter lack of control. He hated every second of this, every mocking glance, every sharp comment, but he knew better than to resist. With Lila’s blackmail hanging over him and Caroline fully believing this was his “fantasy,” he had no choice but to endure the ongoing nightmare—and dread what came next.

Caroline then reached into one of the shopping bags, her smile widening as she pulled out the strap-on harness and dildo. The sleek, realistic design of the dildo made James’s stomach twist, and his humiliation deepened as Lila’s smirk grew.

“Oh, this is one of my favorite purchases,” Caroline said brightly, holding the harness up for Lila to see. “The assistant at the boutique recommended it. She said it’s perfect for making him feel completely… feminine.”

Lila laughed, her eyes darting to James, who stood frozen, his face crimson and his hands trembling at his sides. “Oh my God, Mom. That’s perfect. Look at him—he’s already dying just seeing it.”

James opened his mouth to protest, but Caroline raised a hand, cutting him off. “James, this is all part of what you wanted, isn’t it? To be feminized? To feel humiliated? This will help you fully embrace that fantasy.”

“I-I never—” he began, his voice shaky, but Caroline’s sharp glare stopped him cold.

“Enough, James,” she said firmly. “You asked for this lifestyle, and now you’re going to live it. Lila and I are here to help you become the submissive, feminized man you claimed you wanted to be.”

Lila stepped closer, her tone dripping with mockery. “You know, Mom, this really will make him feel like a woman. I mean, if he’s going to wear bras, panties, and stockings, he might as well take the full experience, right?”

Caroline chuckled, holding the strap-on harness up and examining it thoughtfully. “Exactly. I think this will be an excellent addition to his training. James, don’t you agree?”

James shook his head weakly, his voice trembling. “Caroline, please, I—”

“James,” she interrupted sharply, her tone cutting through his protest. “Answer the question. Don’t make me use the cane again.”

He swallowed hard, his throat tight with humiliation. “Y-yes, Caroline,” he whispered, his voice barely audible.

Lila let out a delighted laugh. “Oh, this is going to be so much fun. Just think, James—you’ll really get to feel like one of the girls. Isn’t that what you wanted?”

James didn’t respond, his face burning as the weight of his humiliation pressed down on him like never before.

As Caroline placed the strap-on back into the shopping bag, Lila leaned closer, her smirk widening into a grin. “Mom,” she began, her tone dripping with mockery and excitement, “you have to let me watch when you use that on him for the first time. Please, I need to see it.”

James’s head shot up, his face blazing red. “W-what?” he stammered, his voice cracking. “No, that’s not—”

Caroline silenced him with a sharp look. “James, you’ll speak when spoken to,” she said coolly before turning her attention back to Lila. “You want to watch?”

“Of course I do,” Lila said with a laugh, gesturing toward James. “Look at him—he’s practically shaking already. Imagine how much more humiliating it’ll be for him to know I’m there. And wasn’t that the whole point of his so-called ‘fantasy’? Public humiliation? Isn’t that what he begged for?”

Caroline tilted her head thoughtfully, her lips curling into a smile as she considered Lila’s words. “You’re absolutely right,” she said, glancing at James. “He did make it very clear that he craves humiliation—especially when it’s more public. Having you there would fit perfectly into what he claimed he wanted.”

James shook his head, his voice trembling with desperation. “Caroline, please, I never—”

“James,” she interrupted sharply, her tone cold and final. “You don’t get to argue about this. You’ve made your desires clear, and I’m simply helping you achieve them. If you truly want to be feminized and humiliated, and being treated fully like a woman, in every way conceivable, then having Lila present will only enhance the experience.”

Lila clapped her hands together, her excitement barely contained. “Oh, this is going to be amazing,” she said, her eyes gleaming with delight. “Can he wear the stockings and garter belt for it? And maybe the bra, too? You know, to complete the look.”

Caroline chuckled softly, clearly enjoying the idea. “I think that’s an excellent suggestion. James, when the time comes, you’ll wear your lingerie. Stockings, garter belt, and bra. You won’t be needing your panties. And Lila will be right there to witness it all.”

James felt his stomach churn, his face hot with humiliation as he tried to process her words. “Caroline, please,” he whispered, his voice cracking. “This isn’t—”

“This is exactly what you asked for,” she said firmly, cutting him off. “And I’m going to make sure you get it in full. Now, no more arguments. You’ll do as you’re told, and you’ll thank me for it.”

Lila laughed, stepping back to lean against the counter. “This is going to be so much fun,” she said, her gaze locked on James. “Don’t worry, James—I’ll be very supportive. You’re going to love it.”

James stood frozen, his humiliation so overwhelming that he couldn’t speak. The thought of what was to come—the lingerie, the strap-on, Lila’s mocking gaze—was almost too much to bear. But he knew there was no escape. Lila’s blackmail and Caroline’s belief in his supposed desires left him completely trapped, and he could only endure the nightmare that lay ahead.

——

Throughout the day, James’s misery only deepened as Caroline continued her campaign to “prepare” him. The first time she summoned him to the bedroom, her calm and commanding voice made it clear that resistance wasn’t an option.

“James, come here,” she said, gesturing toward the bed, where the next size up in the butt plug set waited on the nightstand. The larger plug looked far more intimidating than the one he was already wearing, and his stomach churned at the sight of it.

“Caroline, please,” he began weakly, his voice shaking. “Is this really necessary?”

Her sharp gaze silenced him instantly. “It’s for your own good,” she said firmly, picking up the larger plug and coating it with lubricant. “If you want to handle the strap-on later—and you will—you need to be properly prepared. Now, pants down.”

Trembling, James obeyed, his hands shaking as he lowered his trousers and panties. He bent over the edge of the bed as Caroline removed the smaller plug, making him gasp at the sudden emptiness. Before he could recover, she pressed the tip of the larger plug against him.

“Relax, James,” she said evenly, her voice calm but leaving no room for argument. “This will only hurt more if you resist.”

Despite her instruction, James couldn’t stop his body from tensing as she began to ease the plug in. The stretch was intense, and he let out a strained moan as she worked it deeper. His hands gripped the bedspread tightly, his face buried in the fabric as he whimpered.

“Stop making such childish noises,” Caroline said sharply, giving the base of the plug a final push until it settled into place. “You wanted this, remember? You should be thanking me for helping you.”

“Th-thank you, Caroline,” James stammered, his voice muffled by the bedspread.

She stepped back, admiring her work as James struggled to straighten up. “We’ll move to the largest one before dinner,” she said matter-of-factly. “It’s important that you’re ready.”

——

By the time dinner rolled around, James was sitting at the table with the largest plug firmly in place. The fullness was overwhelming, making every movement uncomfortable. He squirmed in his seat, trying desperately to find a position that eased the pressure, but it was impossible.

Lila, seated across from him, smirked as she watched him shift and fidget. “What’s the matter, James?” she asked sweetly, her tone laced with mockery. “Can’t get comfortable?”

James’s face burned as he avoided her gaze. “I’m fine,” he muttered, his voice barely audible.

Caroline looked up from her plate, a faint smile on her lips. “He’s adjusting to the largest plug,” she explained to Lila, her tone calm and conversational. “It’s all part of his preparation for later.”

Lila laughed, her eyes gleaming with amusement. “Oh, that’s right. The strap-on’s coming after dinner, isn’t it?” She tilted her head, her smirk widening. “Well, I guess he’ll have plenty of practice sitting through discomfort. Isn’t that right, James?”

James squirmed again, his humiliation complete as he nodded, his face flaming red. “Y-yes, Lila,” he mumbled, his voice shaking.

“Good boy,” Lila teased, her tone dripping with mockery. “Just think—you’ll be so much better at this by the end of the night.”

Caroline chuckled softly, clearly enjoying Lila’s commentary. “Exactly. And the more he practices, the more comfortable he’ll become. It’s all for his own good.”

James sat in silence, his humiliation swallowing him whole as he pushed the food around his plate. The fullness of the plug, the constant teasing, and the looming dread of what awaited him after dinner made it impossible to focus on anything else. He hated every second of it, but with Lila’s blackmail and Caroline’s belief in his supposed fantasies, he had no choice but to endure the ongoing nightmare.

After dinner, as the plates were cleared away, James barely had time to catch his breath before Caroline’s voice called him to attention.

“James,” she said firmly, her tone calm but with an unmistakable edge of authority. “Go upstairs and change into your new lingerie. Stockings, garter belt, and bra. No panties this time. Then come back down to the living room.”

His stomach twisted with dread. “Caroline, please, I—”

“Now, James,” she interrupted sharply, fixing him with a glare. “Do not test my patience.”

Defeated, James nodded miserably and made his way upstairs. His hands trembled as he pulled the lingerie from his drawer—the delicate lace garter belt, sheer black stockings, and the heavily padded bra that exaggerated his chest into an unmistakably feminine silhouette. Dressing in it felt like sealing his fate, every piece a layer of humiliation he couldn’t escape. Without the panties, the chastity cage remained fully visible, its cold, unyielding presence a constant reminder of his helplessness.

Once he was fully dressed, he made his way back to the living room, each step filled with dread. Caroline and Lila were waiting for him, their expressions a mix of amusement and anticipation. Lila let out a low whistle as she saw him.

“Wow,” she said, her smirk widening. “Don’t you look precious? A proper little lady.”

“Come here, James,” Caroline said, gesturing to the sofa. “Bend over the arm and get comfortable. You’ll be here for a while.”

His heart sank as he approached, his legs trembling. He bent over the arm of the sofa as instructed, his face burning as the padded bra pressed against the cushions, the stockings and garter belt framing his exposed backside. The plug was still firmly in place, adding to his discomfort and humiliation.

Behind him, he could hear Lila giggling as Caroline unpacked the strap-on. “It’s huge,” Lila said, her tone filled with mockery. “Look at it, Mom—it’s bigger than anything this little virgin girl has ever seen.”

Caroline chuckled, her voice calm and amused. “I think it’s perfect,” she said. “It’ll make sure he feels every inch of this lesson.”

James whimpered softly, his face buried in the cushions as he heard the sound of the harness being adjusted. The two women continued to giggle and tease as they figured out how to attach the strap-on to Caroline’s hips, their laughter filling the room.

“Hold still, James,” Lila called mockingly. “You don’t want to ruin the moment, do you?”

When they were finally ready, Caroline stepped forward, her new “cock” swaying slightly with each step. Lila let out another laugh as she admired the sight. “Oh my God, this is amazing. Look at you, James—about to take it like a proper little lady.”

Caroline placed a firm hand on James’s back, holding him in place as she removed the plug. He gasped at the sudden emptiness, his body tensing as the cool air hit his exposed skin.

“Relax, James,” Caroline said evenly. “You wanted this, remember? You begged for it. Now you’re going to get exactly what you asked for.”

James flinched as he felt the tip of the dildo press against him, the sheer size of it making him instinctively resist. Caroline tutted softly, her hand pressing harder on his back.

“Stop clenching,” she said sharply. “If you make this difficult, I’ll have no choice but to bring out the cane again.”

“Come on, James,” Lila added, her voice dripping with mockery. “Be a good little girl and take it. Isn’t this what you’ve always wanted?”

He whimpered again, his entire body trembling as Caroline began to push forward. The stretch was intense, the pressure overwhelming as the strap-on began to fill him. He let out a pained moan, his fists clenching the cushions tightly.

“There we go,” Caroline said, her tone calm but firm. “See? You’re doing just fine.”

As she began to thrust, James’s humiliation reached new heights. The movements were slow and deliberate, each one driving the strap-on deeper. Behind him, Lila leaned against the wall, her arms crossed and her smirk widening.

“Look at you,” she teased, her tone mocking. “Taking it like a proper little lady. Aren’t you proud of yourself, James?”

He let out another whimper, his face burning as Caroline’s thrusts grew more forceful. The room was filled with the sound of her steady movements, Lila’s laughter, and James’s muffled moans of pain and humiliation.

“You wanted this, remember?” Lila continued, her voice filled with mockery. “This is exactly what you begged for. To be humiliated. To be feminized. To be used. And now you’re getting it.”

Caroline’s hands firmly grabbed James’s hips as she continued, her voice calm and composed. “This is just the beginning, James,” she said. “You’re going to learn what it means to truly submit.”

As the ordeal went on, James’s humiliation swallowed him whole. He hated every second of it, every mocking comment, every humiliating thrust. But he knew there was no escape. Lila’s blackmail and Caroline’s belief in his supposed desires left him trapped, completely at their mercy.

As Caroline continued her steady, deliberate thrusts, Lila stepped closer, her smirk deepening as she crouched down near James’s head, her voice low and mocking. “Come on, James,” she purred, brushing her fingers lightly along his exposed back. “You’re awfully quiet for someone living out their deepest fantasy. Shouldn’t you be moaning and begging for more?”

James buried his face in the sofa cushion, his body trembling. “P-please,” he whimpered, his voice muffled and shaky.

“Oh, no, no,” Lila said, her tone dripping with mockery as she pulled his head up by his hair. “That’s not good enough. If this is what you wanted so badly, let us hear it. Beg for more, James. Show us how much you love it.”

Caroline chuckled softly from behind, her thrusts remaining steady and firm. “She’s right, James. If this is your fantasy, you should be thanking us and asking for more. Isn’t that what a good little submissive does?”

James’s face burned as the weight of their words pressed down on him. He wanted to scream that this wasn’t his fantasy, that he hated every second of it, but the threat of Lila’s blackmail kept him frozen. He knew there was no way out.

“Go on,” Lila coaxed, her voice mockingly sweet. “Say it. Say, ‘Please, Mistress, give me more cock.’”

James’s stomach churned, the humiliation suffocating him as he stammered, his voice barely audible. “P-please, Mistress… give me more c-cock.”

Lila burst into laughter, clapping her hands together. “Oh my God, Mom, did you hear that? He’s perfect.”

Caroline’s smirk widened as she leaned forward slightly, pressing the strap-on deeper with a firm thrust that made James gasp. “Good girl, James,” she said coolly. “Now, say it again—louder this time. Let us hear how much you want it.”

James squeezed his eyes shut, his entire body trembling as he forced the words out. “P-please, Mistress, give me more cock,” he said, his voice cracking with shame.

“There we go,” Lila said with a delighted laugh, crouching down again to meet his gaze. “See? That wasn’t so hard, was it?”

Caroline’s thrusts grew deeper and more deliberate, the steady rhythm designed to maximize James’s humiliation. The padded bra pressed into the sofa arm beneath him, his garter belt tugging against the stockings that framed his exposed, reddened bottom. James whimpered softly, his voice cracking under the weight of his shame.

“Look at her, squirming like a little virgin girl,” Lila said mockingly, standing next to her mother. “Come on, James, you can do better than that. Let’s hear you moan for it.”

Caroline smirked, leaning forward slightly as her voice took on a teasing, exaggerated tone. “That’s right, James,” she cooed mockingly. “Take every inch like a good little girl. Isn’t this what you wanted? To be filled up properly?”

James shook his head weakly, his face burning as he stammered, “P-please, Mistress… I—I can’t—”

“Oh, but you can,” Caroline interrupted, her tone dropping into a deeper mockery. “Because this is what little girls like you crave, isn’t it? To be stretched, to feel every inch of this cock inside you.”

Her thrusts quickened, the sound of her hips hitting his reddened bottom echoing in the room. Then, she began to simulate the sounds of a male orgasm, her voice a mixture of grunts and groans. Lila burst into laughter, clapping her hands in delight as Caroline’s performance escalated.

“Take it all!” Caroline growled mockingly, gripping James’s hips firmly as she drove the strap-on to the hilt. “Take every inch, like a good little girl. That’s it—yes! I’m cumming inside you, James. Spasmodic jets, filling you up completely. You feel that? You feel it, little lady?”

James whimpered, his face buried in the cushions as Caroline mimicked the final spasms of climax, her thrusts slow and deliberate as though “finishing” deep inside him.

Lila doubled over in laughter, clutching her stomach as she applauded her mother. “Oh my God, Mom, that was perfect. You’ve got the male orgasm routine down—grunting, thrusting, and all! That’s hilarious.”

Caroline straightened, pulling back slightly as she patted James’s quivering backside. “You see, James? That’s how a real man does it. You could learn a thing or two—if you weren’t locked up, of course.”

Lila smirked, stepping closer and crouching down to look James in the eye. “Did you enjoy that, James? Did you love taking it like a proper little girl? Because from where I’m standing, you were made for this.”

James didn’t respond, his throat tight with humiliation and his body trembling under the weight of the experience. His only comfort was the thought that this nightmare must end eventually—but with Lila and Caroline’s taunting laughter echoing in his ears, even that seemed far away.

——

That night, after Lila had finally left the room, laughing all the way upstairs, James remained seated on the sofa, still in his humiliating lingerie, the strap-on ordeal fresh in his mind. His body ached from the day’s constant humiliations, but worse than the physical discomfort was the unbearable weight of his shame. Every word, every mocking comment, every touch had reminded him of the trap he was in.

He hated every second of it, but with Lila’s blackmail hanging over his head, he had no choice but to endure.

Caroline returned a short while later, her expression softer now but still holding the calm authority that had carried her through the day. She sat beside him, smoothing her skirt as she crossed her legs.

“Well,” she began, her tone lighter than it had been during the day’s events, “I think today was quite the success, don’t you?”

James tensed, his face burning as he stared at the floor. “Y-yes, Caroline,” he murmured, his voice barely above a whisper.

She tilted her head, her eyes studying him closely. “I’ve been thinking about everything you’ve told me,” she continued. “About your fantasies, your desire for humiliation, submission, feminization… and I want to make sure I’m doing a good job fulfilling them.”

James’s stomach twisted at her words, the reminder of the fabricated “fantasies” he’d been forced to confess to under Lila’s blackmail making him feel sick. He didn’t want any of this—none of the lingerie, the spanking, the strap-on—but he knew he couldn’t tell her the truth. Lila’s threat to expose his infidelity loomed over him like a storm cloud.

“Am I doing a good job, James?” Caroline pressed, her tone patient but firm. “I want to make sure I’m giving you everything you need. Are you satisfied?”

James swallowed hard, his throat dry as he nodded miserably. “Y-yes, Caroline,” he stammered, his voice trembling. “You’re… you’re doing an excellent job.”

Caroline smiled, her satisfaction evident as she leaned back against the sofa. “Good,” she said calmly. “Because I’ve put a lot of thought and effort into this. I want to make sure you’re fully satisfied, James. This is your dream, after all.”

He nodded again, his hands trembling in his lap. “Th-thank you, Caroline,” he whispered.

“You’re welcome,” she replied, reaching out to pat his knee. “And since you’re so happy with everything, I’ll make sure to keep it up. There’s so much more we can do to deepen your experiences—new ways to explore your submission, new challenges to push your boundaries.”

James felt his stomach sink further, the dread of what was to come weighing heavily on him. He wanted to protest, to beg her to stop, but the threat of Lila’s blackmail kept him silent.

Caroline stood, smoothing her skirt as she looked down at him with a faint smile. “You’ve been such a good little husband today, James. Get some rest—you’ll need it for tomorrow. I have big plans for you.”

As she left the room, James remained seated, his head in his hands. He felt utterly trapped, his humiliation complete and his future filled with the certainty of more to come. There was no escape from the nightmare Lila and Caroline had built around him, and all he could do was endure.

——

It had been weeks since James’s new regime began, and his humiliation had become an everyday ordeal. The chastity cage remained firmly in place, a constant and unyielding reminder of his submission. Under Caroline’s strict guidance—and with the aid of frequent discipline—James’s tongue had been trained to absolute perfection, ensuring he could serve her needs whenever she commanded.

One evening, as James was cleaning up in the kitchen, Lila burst through the door with a huff, tossing her purse onto the counter. She was dressed to impress, her makeup immaculate and her figure accentuated by a tight black dress, but her expression was one of frustration.

“Mom, you won’t believe this,” Lila said as she stormed into the adjoining living room. James froze, keeping his head down and pretending not to hear. He had learned to stay as unobtrusive as possible during conversations like these.

Caroline’s calm, amused voice followed. “What happened, sweetheart?”

“That jerk stood me up!” Lila fumed. “I got all dressed up, went to meet him, and he ghosted me. I can’t believe I wasted my time on him!”

Caroline sighed sympathetically. “I’m sorry, darling. That’s incredibly rude. Men can be so disappointing.”

“I was really looking forward to tonight, too,” Lila said, collapsing onto the couch. “I needed a good fuck, and now I’m stuck here, frustrated as hell.”

Caroline was quiet for a moment before her tone shifted into something more teasing. “Well,” she said thoughtfully, “it’s not quite the same, but I could lend you James for the evening.”

James’s stomach dropped, and he froze mid-scrub, his heart pounding as he strained to hear their conversation.

Lila laughed incredulously. “Seriously? Him?”

“Oh, don’t underestimate him,” Caroline said smugly. “I’ve trained him well. His tongue is exceptional now. And don’t worry about him getting any ideas—he’s locked up.”

Lila’s laughter grew louder. “Oh, my God. Really? You actually think he’d be good for something like that?”

Caroline chuckled. “I know he is. Trust me. And with him in lingerie, it’ll feel more like a little lesbian fling. That doesn’t count, does it?”

Lila smirked. “You know what? That’s not a bad idea. I might just take you up on that.”

James felt his throat tighten as he heard Lila’s footsteps approaching the kitchen. Moments later, she appeared in the doorway, her grin predatory.

“James,” she said sharply, crossing her arms, “Mom says your tongue is worth something. And lucky me, I’ve got some frustrations to work out. So, guess what? You’re coming with me.”

James’s face burned, and he stammered, “I—I don’t think—”

“Not your call,” she interrupted, gesturing for him to follow her. “Let’s go. Now.”

Reluctantly, James set down the cleaning cloth and followed her upstairs, his steps heavy with dread. When they reached her bedroom, she shut the door behind them and turned to him with a smirk.

“Strip,” she commanded, her tone leaving no room for argument. “Let’s see what Mom’s got you wearing under there.”

James hesitated, his hands trembling at his sides. “Lila, please, I—”

“Do I look like I’m asking?” she snapped, taking a step closer. “Don’t make me call Mom up here to help convince you.”

James shed his outer clothes, revealing his bra, crotchless panties, pink cock cage, stockings and garter belt.

“That will do,” Lila said with a smirk.

Lila got up on her bed and leaned casually against the headboard, her frustration from the evening having melted into a smirk of anticipation. Without a hint of embarrassment or hesitation, she slipped her thumbs into the waistband of her panties and slid them down her legs, letting the delicate fabric fall off her feet. She hiked up her dress, baring her toned thighs, and spread her legs confidently, her posture one of complete authority and ease.

“Come on, James,” she said, her tone sharp but laced with mockery. She gestured to the foot of the bed where he knelt in his lingerie, trembling and avoiding her gaze. “Crawl over here and put that mouth of yours to work. Mom says you’re the best tool for the job, so let’s see if she’s right.”

James hesitated, his cheeks burning as he stared at the ground. “Lila, please—”

She cut him off with a mocking laugh. “Please? What do you think this is? A negotiation? You’re here for one reason, James, and that’s to get me off. Now crawl.”

His humiliation complete, James lowered himself to his hands and knees and obeyed, inching forward across the carpet until he reached the bed. Lila watched him with an amused grin, her fingers tapping lightly against her thigh as if waiting for a servant to complete their task.

“Good boy,” she said mockingly as he reached the edge of the mattress. “Now, up. Between my legs. I don’t have all night.”

James climbed onto the bed, his garter belt pulling tightly against his stockings with every movement, and positioned himself between her spread thighs. The padded bra he wore pressed uncomfortably against the bedspread, another layer of humiliation added to his already unbearable situation.

Lila reached out, grabbing a fistful of his hair and guiding him into position. “Start here,” she ordered, her voice cold. “And don’t stop until I say so.”

James obeyed, his face flushing as he began to service her, his tongue moving with precision. Lila’s head fell back against the headboard, a satisfied sigh escaping her lips. “Hmm,” she murmured, her tone dripping with condescension. “Maybe Mom wasn’t exaggerating after all.”

For the next hour, she used him relentlessly, her commands coming in sharp, impatient bursts. “Faster,” she demanded, tightening her grip on his hair. “No, not there—here. Yes, right there. Don’t you dare stop.”

James’s jaw ached, his entire body trembling with exhaustion and shame as Lila rode wave after wave of satisfaction. Her moans filled the room, each one a cruel reminder of his complete subjugation.

Lila leaned back against the headboard, her smirk widening as she looked down at James, who knelt at the edge of the bed, his head hanging low in humiliation. Her flushed cheeks and satisfied glow didn’t stop her from pressing further. Stretching lazily, she tilted her head and issued her next command.

“Alright, James,” she said, her voice sharp with mockery. “One more. Lie down. Face up.”

James hesitated, his stomach twisting into knots. “L-Lila, please, I—”

She cut him off with a cold glare. “Do I look like I’m asking? Lie. Down. Now.”

Defeated, James flipped over and lay down, his lingerie-clad body trembling as he obeyed, lying flat on his back and staring at the ceiling. His padded bra pressed uncomfortably against his chest, his garter belt and stockings a constant reminder of his humiliation. The anticipation of what was to come made his skin crawl.

Lila stood, lifting the hem of her dress with a casual flick before straddling his chest. She crawled forward until she hovered just above his face, her bare thighs framing his vision. “This time,” she said with a smirk, “you’re going to put that tongue to work somewhere new. Let’s see how well Mom trained you. Get ready.”

James’s heart sank as the meaning of her words hit him. “Lila,” he whispered, his voice cracking with shame. “You… you can’t mean—”

“Of course, that’s what I mean,” she interrupted, narrowing her eyes. “What, you think you’re above this? Let me make something clear—you’re not. Now, start, and make it good.”

His entire body tensed in protest, but he knew there was no point in resisting. Swallowing his humiliation, he braced himself as she lowered herself onto his face, pressing her anus firmly against his lips. The intimacy of the act was overwhelming, the raw degradation almost too much to bear.

Lila leaned back slightly, adjusting herself to ensure he was positioned exactly where she wanted him. “Start slowly,” she ordered, her voice sharp. “Gentle circles. And don’t mess this up, James.”

His tongue moved reluctantly, the taste and act itself sending waves of shame through him. He couldn’t believe he was doing this—reduced to something so demeaning, with Lila treating him like an object to satisfy her whims.

“Circles,” she said sharply. “Slow, wide circles. No, slower. God, are you always this dense?”

His tongue moved reluctantly, following her commands as the taste and intimacy of the act sent waves of humiliation crashing through him. His cheeks burned, and his hands gripped the sheets tightly as she continued her sharp commentary.

“Now up,” she barked, tilting her hips slightly. “Higher. No, not there—here. Yes, right there. Good. Keep it steady.”

Lila’s smirk deepened as she felt him obeying her every word. “That’s it,” she said mockingly. “You’re getting the hang of this. Now down. Slower. Much slower.”

James’s tongue traced every direction she commanded—back and forth, up and down, and around and around—as her voice became increasingly breathy but no less demanding. “Harder,” she said. “Press into it. Yes, just like that.”

Suddenly, she shifted slightly. “Alright, now push,” she commanded, her tone leaving no room for negotiation. “Inside. I want to feel your tongue inside me.”

James froze, his entire body stiffening with dread. He used his hands to lift her ass slightly “Lila, please, I—”

“Push. Now,” she snapped. “Do I need to remind you who’s in charge here?”

Swallowing his mortification, James obeyed, spreading her cheeks with his hands, his tongue pressing forward. The sensation made him feel sick with shame, but Lila let out a pleased hum, rocking her hips slightly as she adjusted her position.

“There we go,” she purred. “Deeper. And don’t stop until I tell you.”

Her commands became sharper, her satisfaction more obvious as she used him relentlessly. “Faster now,” she gasped. “Harder. Don’t you dare stop.”

James’s jaw ached, and every nerve in his body screamed with humiliation as she rode him, her pleasure building with every movement. Finally, with a sharp cry, she tensed, her body shaking as she reached her final climax. She held him there for a moment, breathing heavily, before finally pulling herself off of him.

“Not bad,” she said dismissively, standing and smoothing her dress as if nothing had happened. “Still plenty of room for improvement, though.”

James lay there, gasping for air, his face flushed and damp with the evidence of her satisfaction. Lila glanced at him with a smirk. Then, without sparing him another glance, she reached back and unzipped her dress, letting it slip from her shoulders to pool at her feet. She stood there in just her bra, completely unbothered by his presence, before reaching behind her to unhook her bra and let it fall away.

James averted his eyes, his face burning as she peeled off. She stretched leisurely, her movements slow and confident, before turning and walking toward her en suite bathroom.

“You can leave now,” she said over her shoulder as she turned on the shower. “Go clean yourself up, or don’t—I really don’t care. I’m done with you.”

James slowly climbed off the bed, his entire body trembling as he adjusted his lingerie and left the room. Every step back to his own space was filled with shame, the memory of what she had made him do seared into his mind. He had been reduced to nothing more than an object for her amusement, and there was no escaping the constant degradation that now defined his life.

——

After James cleaned himself up, he reluctantly followed Lila downstairs. His cheeks still burned with the humiliation of what had just happened, but he knew better than to hesitate or linger too long. Lila, by contrast, seemed entirely at ease, her smirk intact as she sauntered into the living room where Caroline sat reading a book.

Caroline looked up from her reading glasses as they entered, her expression curious. “Well,” she began, folding the book closed and resting it on the coffee table. “How was he?”

Lila plopped herself onto the arm of the sofa with a theatrical sigh, leaning back casually. “Not bad,” she said with a shrug. “Mom, you’ve trained him really well when it comes to pussy work. His tongue work… really good. He got the job done, at least. Multiples, even.”

Caroline raised an eyebrow, a small smile tugging at her lips. “Good. Is there anything he could he have done better?”

Lila tilted her head, her smirk deepening. “Well, Mom, let’s just say he’s still a bit of a neophyte when it comes to eating ass.”

Caroline blinked, surprised, her brow furrowing. “Eating what?” she asked, adjusting her posture slightly as if she hadn’t heard correctly.

Lila grinned, clearly enjoying her mother’s reaction. “Oh, come on, Mom. Don’t act so shocked. All the younger girls are into it these days. Getting your ass eaten out is kind of a standard thing now.”

Caroline set her glasses down, leaning back in her chair with an incredulous look. “Really?” she said, tilting her head. “I had no idea. I mean, I’d heard rumors, but… it’s actually a thing?”

Lila laughed, crossing her legs. “A big thing. And let me tell you, it’s amazing when done right. It’s a level of attention you don’t get anywhere else. You should totally try it.”

Caroline regarded her daughter for a moment, her expression thoughtful. “Hmm,” she mused, tapping a finger against her chin. “I suppose if it’s such a trend, it might be worth exploring. And you’re saying James is… lacking in that area?”

“Oh, absolutely,” Lila said, rolling her eyes. “He’s so hesitant. I had to give him so much direction just to get him to do anything halfway decent. He’s got potential, but he needs way more practice.”

Caroline’s lips curved into a small, thoughtful smile as she turned her gaze to James, who stood awkwardly in the corner, his face crimson. “Well,” she said evenly, “if Lila says you need more practice, James, I suppose we’ll have to work on that. I expect nothing less than perfection from you, no matter what the task.”

James swallowed hard, his humiliation swallowing him whole as Lila laughed softly, giving him a teasing wink. “Don’t worry, James,” she said mockingly. “I’m sure you’ll get the hang of it eventually. I bet you’ll get plenty of practice soon enough.”

Caroline chuckled, her smile widening. “I will give it a try,” she said lightly. “I can’t have you lacking in any area, James. That simply wouldn’t do.”

James stood frozen, his throat tight as he realized there was no escaping the humiliation and training that lay ahead. His future was filled with the relentless demands of both Caroline and Lila, and he had no choice but to endure.

——

Caroline quickly settled into a rhythm with James’s punishments, creating a structure and routine that suited her sense of order and amplified James’s humiliation to the fullest. Every infraction, no matter how minor, led to a spanking. And every spanking followed with the same detailed ritual, leaving no doubt about who held the power in their household.

After each spanking—delivered with precision and a firm hand, whether over Caroline’s knee or bent over the back of a chair—always in bra, stockings, and garter belt, with newly acquired high heels—James would be ordered to stand in the corner. There, with his bare, reddened bottom on display, thrust out in his heels, framed by his garter belt and stockings, he would remain until Caroline decided he had sufficiently reflected on his behavior. Lila often passed by during these moments, pausing to smirk or mock him, her teasing remarks about the vivid color of his backside or predictions about what Caroline would make him do next leaving him even more mortified.

When Caroline deemed his corner time complete, she would call him out with a snap of her fingers. “Come here, James,” she’d say, her tone calm but authoritative.

James would shuffle out of the corner, his face flushed with shame, and kneel before her. He would lower his head and take her outstretched hand in his trembling fingers, pressing his lips to it in a submissive kiss. “Thank you for the spanking, Caroline,” he would murmur, his voice trembling with humiliation.

Caroline always nodded approvingly, a faint smirk playing on her lips. These first parts of the ritual were performed in shared areas of the house, where Lila or the staff might see.

Often, as James stood in his assigned corner, his cheeks flushed from both his freshly spanked bottom and the overwhelming humiliation of his attire, the quiet murmurs and soft giggles of the maids would echo faintly through the room. The sound made his skin crawl with shame. By now, his corner punishments had become a common sight for them—a near-daily reminder of the new hierarchy in the household.

Dressed in his padded bra, stockings, garter belt, and the recently added high heels that Caroline insisted he wear to “perfect his posture,” James was a picture of utter submission. His bare, crimson-painted bottom was thrust out by the heels, framed obscenely by the delicate garter straps. The absurdity of his feminized appearance contrasted painfully with the proud, “master of the house” image he’d once tried to project.

The maids often walked by deliberately during his corner time, no longer bothering to suppress their knowing smiles or amused glances. A soft giggle broke the silence as one of them passed by, carrying a folded stack of laundry. She paused briefly, casting a glance over her shoulder.

“Looks like he’s been a naughty boy again,” she whispered to her companion, who stifled a laugh as she peered around the doorway.

“Red as ever,” the second maid murmured, her eyes twinkling with amusement. “And in those heels, too. I’d be mortified if I were him.”

Their whispers weren’t subtle—deliberately loud enough for James to hear—but neither made any move to quiet them. If anything, the teasing was encouraged. They knew Caroline didn’t just tolerate their little jabs; she practically expected it.

“Do you think she’ll make him do the full routine tonight?” one of the maids asked slyly as she folded a hand towel.

“Oh, absolutely,” the other replied. “She always does. You know what comes after the spanking. I bet he’s going to be on his knees for a while.”

James winced, his humiliation deepening as he realized they weren’t just aware of his corner punishments—they also knew about his humiliating bedroom duties. The maids made no effort to hide their speculation, their giggles growing louder as they walked away.

Because, indeed, the ritual never ended there. Grabbing him by the ear, Caroline would pull him up with firm authority, ignoring his winces as she led him down the hallway. “To the bedroom,” she would say sharply, her grip ensuring there was no escape. “We’re not done.”

The maids, who had lingered in the vicinity under the guise of tidying up, immediately perked up at the sight of their “master” being hauled off in such a demeaning fashion. The first maid, dusting a nearby shelf, paused mid-swipe, her lips twitching into an amused grin.

“There he goes,” she whispered to her companion, who was folding linens at the other end of the hallway. “Off to fulfill his… duties.”

The second maid glanced up, her eyes sparkling with barely concealed mirth as she caught sight of James’s reddened bottom peeking out from beneath his garter belt. “It’s the ear pulling for me,” she replied, smirking. “Like a naughty little schoolboy being dragged to detention.”

Both women stifled their laughter as Caroline marched past them, her grip firm and her expression cool. James, on the other hand, stumbled slightly in his heels, his face crimson with shame as the maids’ giggles reached his ears. He kept his gaze fixed on the floor, praying they wouldn’t say anything more.

“Those stockings really bring out the color in his cheeks, don’t they?” the first maid quipped in a hushed tone, her words followed by a soft snicker.

“And I mean both sets of cheeks,” the second added, bursting into quiet laughter as she tucked the last linen into the stack.

Caroline didn’t slow her pace, but the faintest hint of a smirk played on her lips. She was fully aware of the maids’ teasing and made no move to stop it. If anything, their reactions only reinforced her authority, turning James’s humiliation into a shared spectacle.

As they passed the kitchen doorway, another maid poked her head out, her curiosity piqued by the familiar sound of James’s heels clicking against the floor. Her eyes widened slightly at the sight of his reddened bottom and feminized attire, and she quickly covered her mouth to stifle a laugh.

“Oh, sir,” she called out softly, her tone dripping with mock sympathy. “Off to be a good little helper for Mrs. Hartley?”

James flinched, his face burning even hotter as Caroline tightened her grip on his ear, tugging him forward with renewed determination. The maid’s teasing laugh echoed behind them, a final blow to his already shattered pride.

As they disappeared down the hallway toward the bedroom, the maids exchanged knowing glances, their laughter bubbling over as they resumed their tasks.

“I bet he’ll be in there for quite some time,” one of them said, shaking her head in amusement.

“And I dare say it won’t be him getting any satisfaction,” the other replied with a grin. “Poor thing probably doesn’t know whether to cry or thank her.”

With that, they returned to their work, the image of their feminized, red-bottomed “master” being dragged off bare bum by his ear lingering in their minds and fueling their amusement for the rest of the day.

Once inside, Caroline would release his ear and stand before him, exuding control. “Undress me,” she commanded, her tone leaving no room for hesitation.

With trembling hands, James complied. He would remove her heels, unbutton her blouse, unfasten her bra, slide her skirt down her hips, and gently remove her stockings and panties. Each step was excruciatingly deliberate, his face burning as he worked. Finally, Caroline would recline onto the bed, her body completely bare as she spread her legs confidently.

“Now,” she’d say with a smirk, gesturing toward her exposed pussy. “Get busy. As I’ve told you many times before, that pussy isn’t licking itself.”

James knelt between her legs, his humiliation complete as he began using his tongue. Caroline, ever demanding, insisted on at least two orgasms, and any clumsiness on his part was met with sharp instructions or the occasional threat of the hairbrush.

Once she was thoroughly satisfied, Caroline would shift, climbing up onto her knees on the bed. “Lie back,” she ordered, her tone calm but firm. James obeyed, his stomach churning as she settled herself directly over him, her backside hovering mere inches from his face.

“Now for the rest,” she said mockingly, looking over her shoulder at him. “Stick out your tongue. I want you inside my ass.”

James’s face burned hotter as she lowered herself onto him, her full weight pressing his head into the mattress as she adjusted her position. He whimpered, but with no other choice, he began to lick her as ordered, his tongue trembling as it moved against her.

“Deeper,” she commanded, her tone firm. “You’re not just licking—you’re going in.”

With a muffled groan, James complied, pushing his tongue as deep as he could up her bumhole. The sensation was overwhelming, and the humiliation was suffocating, but Caroline wasn’t done yet.

“Now,” she said, her voice dripping with mockery, “thank me for the discipline. Ten times, with your tongue where it belongs.”

James froze for a moment, the full weight of her demand sinking in. But the subtle shift of her hips, pressing him harder into the mattress, left him no room to resist. He began, his voice muffled and distorted by the humiliating position.

“Thnnk you fuhhh theh dihshhhuplihhn,” he managed, his tongue trembling inside her.

“That’s one,” Caroline said calmly. “Keep going.”

“Thnnk you fuhhh theh dihshhhuplihhn,” came the second, his voice growing more strained.

Caroline chuckled softly, her hand reaching back to grip the top of his head, holding him firmly in place. “Deeper,” she instructed. “And make it sincere.”

“Thnnk you fuhhh theh dihshhhuplihhn,” he repeated, his tongue pressing further as his voice grew more muffled.

“Better,” Caroline said, rocking her hips slightly. “Keep going.”

“Thnnk you fuhhh theh dihshhhuplihhn,” he repeated a fourth time, his words slurred and barely audible.

The humiliation deepened with each repetition. His muffled voice was barely recognizable, his face burning with the effort and shame as he continued.

“Thnnk you fuhhh theh dihshhhuplihhn,” came the fifth, his voice trembling.

“Halfway there,” Caroline said mockingly, her tone light. “Let’s finish strong.”

“Thnnk you fuhhh theh dihshhhuplihhn,” came the sixth, his breath coming in short gasps between repetitions.

“Thnnk you fuhhh theh dihshhhuplihhn,” came the seventh, his voice barely a whisper now.

“Thnnk you fuhhh theh dihshhhuplihhn,” came the eighth, his words muffled and slurred.

“Thnnk you fuhhh theh dihshhhuplihhn,” came the ninth, his tongue trembling with exhaustion.

“Thnnk you fuhhh theh dihshhhuplihhn,” came the tenth, his voice cracking as he finished.

Caroline finally lifted herself off him, standing and looking down at him with a smirk. “Good boy,” she said mockingly, adjusting herself as she stepped away. “We’ll work on your delivery next time.”

James lay there, gasping for air, his face flushed and his tongue sore. The weight of his humiliation pressed down on him, but he knew this was far from the last time he’d endure this routine. For Caroline, it was discipline; for James, it was a living nightmare. And he was utterly trapped.

After finishing her satisfaction with a contented sigh, Caroline reclined back on the bed, utterly at ease. Meanwhile, James went back to kneeling on the floor, his face glistening and flushed from his humiliating duties. The sticky evidence of his wife’s arousal was a constant, undeniable reminder of his complete submission. His chest heaved with exhaustion and shame.

“Well,” Caroline said at last, her voice calm but filled with mockery, “you’re dismissed, James. Go wash your face—you’re a mess.”

James winced at the command, knowing exactly what awaited him. He was not allowed to use the ensuite, he needed to go to the guest bathroom. The gauntlet of maids had become a regular part of this humiliating routine, and their teasing was only getting bolder with each passing day. He rose unsteadily, his legs shaky, the soft click of his high heels on the floor reminding him of just how far he’d fallen.

Caroline smirked, watching him shuffle toward the door. “Oh, and James,” she added casually, “try not to look so embarrassed. After all, this is your fantasy, isn’t it?”

James didn’t reply, his humiliation swelling as he opened the bedroom door and stepped out into the hallway. As expected, the maids were already lingering nearby, their chores conveniently placing them in prime locations to witness his walk of shame.

The first maid spotted him immediately, her eyes lighting up with delight as she took in his appearance—his reddened bottom framed by the garter belt and stockings, the high heels forcing his posture into an awkward sway, and, most obviously, the glistening wetness on his face. She nudged her companion, barely suppressing a laugh.

“Here he comes,” she whispered, her voice loud enough for James to hear. “The star of the show.”

Another maid leaned out of a nearby doorway, her lips twitching with amusement. “Didn’t quite clean up in there, did you, sir?” she called teasingly. “Looks like you missed a spot—or two.”

The third maid, adjusting a vase of flowers, glanced up and tilted her head in mock sympathy. “Poor thing,” she said with a grin. “Still no satisfaction for you, huh?” Her eyes flicked to the prominent erection framed obscenely by the garter belt straps.

James’s face burned hotter, and he tried to quicken his pace, but the sound of his heels clicking against the hardwood floor only drew more attention. The first maid stepped into his path, her smile widening.

“ Thnnk you fuhhh theh dihshhhuplihhn,,” she said, her voice high-pitched and muffled as she mimicked him. “Thnnk you fuhhh theh dihshhhuplihhn,,” she repeated, laughing as her companions joined in, their distorted voices echoing mockingly through the hallway.

The sound of their laughter followed him as he approached the spare bathroom, his humiliation complete. He reached the door and slipped inside, shutting it behind him with trembling hands. He leaned heavily against the door, his chest heaving with shame and frustration.

The mirror over the sink reflected his humiliating state back at him: the stockings and garter belt, the reddened glow of his spanked bottom just barely visible, and, most prominently, the sticky wetness smeared across his face. With shaking hands, he turned on the faucet, splashing cold water onto his cheeks as he scrubbed at the evidence of Caroline’s satisfaction.

James froze mid-splash, the sound of dripping water from the faucet the only noise in the room as the bathroom door swung open. His heart sank as one of the younger maids stepped inside without knocking, holding his chastity cage in one hand and a small bowl of ice in the other. Her expression was a mixture of mock professionalism and barely concealed amusement.

“Mistress sent me,” she said sharply, closing the door behind her with her hip. She held up the cage with an exaggerated flourish, her smirk widening. “She said you’d need a little help getting this back on. And she made it very clear—if you’re uncooperative, you’ll earn yourself thirty-six strokes of the cane. I’d suggest you behave.”

James’s face burned crimson, and his hands instinctively moved to cover himself, though his humiliating attire—bra, stockings, and garter belt—left little to the imagination. “I-I can do it myself,” he stammered, his voice trembling. “There’s no need for—”

The maid cut him off with a condescending laugh, setting the bowl of ice on the counter. “Oh, no, you don’t,” she said mockingly. “Mistress was very specific. I’m here to make sure it’s done right. Now, stop wasting time unless you want that caning?”

James hesitated, his eyes darting toward the door as though considering escape, but the thought of a caning quickly doused any hope of resistance. He nodded miserably, his voice barely audible. “I—I’ll cooperate.”

“Good boy,” the maid said, her tone dripping with mockery. She plucked a few ice cubes from the bowl, holding them up with a sly grin. “This will help calm things down. We can’t have you all swollen and making a fuss.”

James flinched as she stepped closer, the cold from the ice sending a shiver through him before it even made contact. She crouched slightly, her movements deliberate and unhurried as she pressed the ice directly to his testicles. The sudden chill made him gasp and take a sharp step back, but her free hand shot out to steady him.

“Hold still,” she said firmly, her smirk deepening. “It’s just a little ice. This will help shrink you down so we can get everything tucked in properly.”

His humiliation was almost unbearable as she continued, moving the ice over his testicles and then up to his rapidly softening penis. The cold was excruciating, making him wince, but he dared not pull away. The maid worked efficiently, her fingers brushing against him as she alternated between the ice and positioning the chastity cage.

“There we go,” she murmured, sliding the base ring into place and pulling his testicles through one at a time. “Almost done. Just need to fit the cage over that pathetic little thing.”

James swallowed hard as she maneuvered the cage into position, her hands steady as she locked it in place with a decisive click. The sound echoed in the small bathroom, sending a jolt through him as the cold, unyielding device pressed against him.

“All done,” she said brightly, stepping back and admiring her handiwork. She gave his testicles a playful pat, making him flinch. “Nice and snug, just like Mistress likes.”

James’s face burned with humiliation as the maid twirled the small key between her fingers, her smirk widening. “Mistress will be pleased. You’re back where you belong.”

With that, she turned on her heel and headed for the door, pausing in the doorway to look back over her shoulder. “I’ll return this to Mistress,” she said lightly, dangling the key. “And I’ll let her know you were such a good little boy for me. No need for the cane… this time.”

The door closed behind her, leaving James alone once more. The cold, unyielding weight of the chastity cage pressed against his testicles and penis, a constant reminder of his submission. He stared at his reflection in the mirror, his face red and tear-streaked, his body trembling with shame. The maid’s mocking laughter echoed faintly in his ears as the reality of his situation settled over him like a suffocating fog.

After James finished cleaning himself up, he dried his tear-streaked face and adjusted the garter belt and stockings that clung to his trembling legs. The cold, unyielding weight of the chastity cage pressed against his testicles and penis, a humiliating reminder of his subjugation. With his face burning and his heart heavy, he opened the bathroom door and stepped into the hallway.

It didn’t take long for the maids to notice him. Their conversations fell silent as their gazes turned toward him, their lips curling into smirks. The first to speak was the young maid who had locked him up, her arms crossed as she leaned against the wall.

“Well, well,” she said sweetly, her tone dripping with mockery. “Look who’s all cleaned up and ready to face the world. Feeling comfortable in your little cage, sir?”

James flinched at the pointed emphasis, his cheeks burning as the other maids exchanged knowing glances.

“Oh, it’s adorable,” another maid said, stepping forward with a smirk. “A little locked cock, dangling uselessly between those legs. Just how Mistress likes it.”

A burst of giggles erupted from the group, and James’s humiliation deepened. He tried to walk past them quickly, his heels clicking against the hardwood floor, but the sound only seemed to draw more attention.

“Careful, Master,” one of them called out, her voice tinged with mock sweetness. “Don’t trip in your heels. Wouldn’t want you to scuff them—Mistress might not be pleased.”

James’s fists clenched at his sides as he kept his gaze fixed on the floor, determined not to engage. But the maids weren’t done yet.

“Not much of a man anymore, are you?” another maid teased, her voice soft but cutting. “More like a little lady in her pretty stockings and cage.”

“I wonder what it feels like,” the first maid mused, tilting her head as she gave James an exaggerated once-over. “To know you’re so… unnecessary. No pleasuring yourself, no pleasuring anyone else. Just a locked-up little pet.”

More laughter followed, and James’s humiliation swelled to unbearable levels. One of the maids stepped into his path, forcing him to stop. She gave him a mock bow, her eyes sparkling with amusement.

“After you, Master,” she said, her tone dripping with sarcasm. “Wouldn’t want to get in the way of someone so… important.”

The group erupted into laughter again as James shuffled past her, his face burning brighter than ever. His heels clicked against the floor with every step, a humiliating reminder of his feminized state, and the weight of the chastity cage seemed to grow heavier with each passing second.

By the time he reached his bedroom, James was trembling with a mixture of anger, shame, and despair. He closed the door behind him and leaned against it, his chest heaving as he tried to calm himself. The sound of the maids’ mocking laughter still echoed faintly through the hall, a cruel reminder that there was no escape from his humiliation—not in this house, and not from his new reality.

——

About a month or so after it all started, James was on his hands and knees in the living room, scrubbing the baseboards. He wore his usual humiliating uniform: a caged chastity device beneath delicate lace panties, a padded bra creating the illusion of a full chest, and over that, some newer acquisitions: a short plaid schoolgirl skirt and a crisp white blouse. To complete the ensemble, Caroline had tied a frilly white apron around his waist. Every movement made the skirt swish slightly, and every swish sent a fresh wave of humiliation crashing over him.

He was wiping furiously when the sound of the front door opening made him freeze in place. Caroline’s voice drifted through the house, bright and cheerful.

“Right this way,” she said. “I think you’ll find the arrangement quite interesting.”

James felt his stomach churn as another voice answered—a deep, confident male voice. “Can’t wait to see this,” the man said with a chuckle.

Caroline and the man entered the living room, and James dared a glance over his shoulder. His heart sank when he saw the stranger—a tall, well-built young man with broad shoulders and an easy, charismatic grin. His sharp features and neatly styled hair gave him the look of someone who was effortlessly handsome, the kind of man James could never hope to compare to, even before his current predicament.

The man stopped in his tracks when he saw James, his eyebrows shooting up in surprise. Then, with a loud, booming laugh, he turned to Caroline. “Is this him?” he asked, gesturing at James. “This is the ‘husband’ you told me about?”

Caroline smiled serenely, stepping past James and placing a hand on the man’s arm. “Yes, this is James,” she said smoothly. “He’s been adjusting to his new role quite well, don’t you think?”

The man grinned, shaking his head in disbelief. “You weren’t kidding when you said you had him trained. Look at him—he’s even in a schoolgirl outfit. That’s priceless.”

James’s face burned as he kept his head down, wishing desperately for the ground to swallow him whole. The man’s laughter echoed in his ears, each chuckle a painful reminder of his utter humiliation.

Caroline’s smile widened as she gestured toward James. “James, why don’t you greet our guest properly?” she said, her tone firm but pleasant.

James hesitated, his throat tightening, but he knew better than to disobey. Slowly, he turned to face the man, sitting back on his heels and folding his hands in his lap. “H-hello,” he stammered, his voice barely above a whisper. “Welcome.”

The man burst out laughing again, clapping a hand on Caroline’s shoulder. “Wow,” he said, shaking his head. “You’ve really got him under control. This is incredible.”

Caroline smirked, clearly enjoying the man’s reaction. “Oh, you’ve only seen the beginning,” she said lightly. “James is a work in progress, but he’s coming along nicely.”

James lowered his gaze, his cheeks blazing with embarrassment as the man continued to chuckle. He couldn’t fathom how much worse this could get, but he knew enough to expect that the worst was yet to come.

Caroline gave James a sharp look, her smile widening as she turned back to the man. “You see, James has some very… unique fantasies,” she said smoothly, her voice laced with amusement. “He’s always dreamed of being punished, humiliated, and, well… cuckolded.”

The man raised an eyebrow, his grin turning even more mischievous. “Is that right?” he asked, folding his arms as he looked down at James. “Punished and humiliated I can see, but cuckolded too? That’s a bold fantasy.”

James felt his stomach churn, his heart pounding in his chest. He opened his mouth to protest, to deny everything, but Caroline’s sharp gaze silenced him before he could speak.

“Go on, James,” she said firmly, her tone leaving no room for argument. “Tell our guest the truth. Don’t be shy.”

James swallowed hard, his throat dry as he forced himself to respond. “Y-yes,” he stammered, his voice barely audible. “I… I have those fantasies.”

He could barely get the words out, the shame of the lie swallowing him whole. He didn’t want any of this—none of the punishments, the humiliation, or the degrading outfits. And certainly not this. But with Caroline’s unwavering authority and Lila’s blackmail hanging over him, he knew there was no way to escape.

The man let out a low whistle, shaking his head in mock disbelief. “Well, I’ve got to say, James,” he said with a chuckle, “you’re one-of-a-kind. Most guys would be jealous, but you’re practically asking for it.”

Caroline’s smile turned sly as she placed a hand on the man’s arm. “And that brings us to why you’re here,” she said, her tone calm but with an edge of excitement. “You see, James has been so insistent about living out his fantasies that I thought it was time to indulge him fully. And who better to help with that than someone like you?”

James felt the blood drain from his face as her words sunk in. He knew what was coming next, and the dread coiled tightly in his stomach. He wanted to bolt, to protest, to do anything to stop this, but he was frozen in place.

Caroline turned her attention back to James, her gaze sharp and commanding. “James, you’ve been asking for this, haven’t you?” she said, her voice deceptively sweet. “To be properly cuckolded by someone who can give me what I deserve?”

James’s face burned, and his hands clenched tightly in his lap as he stammered, “Y-yes, Caroline.” The words tasted bitter on his tongue, the shame of the lie nearly unbearable.

The man let out a deep laugh, shaking his head in disbelief. “You weren’t kidding, Caroline. This guy really is one for the books. So, what’s the plan?”

Caroline smiled, her eyes gleaming. “Oh, I have something special in mind,” she said lightly. “But first, let’s let James finish his cleaning. We’ll need everything to be perfect for what comes next.”

James lowered his head, his hands trembling as he picked up his cleaning supplies. The humiliation was suffocating, the dread of what was to come weighing heavily on him. He couldn’t escape, couldn’t protest, and couldn’t do anything but obey. The nightmare was only just beginning.

Caroline clapped her hands together, her smile widening as if she’d just had a delightful idea. “You know,” she said, her voice light but with a razor-sharp edge, “before we move on to the main event, it would only be fitting for you to help James prepare.”

The man raised an eyebrow, smirking. “Prepare?” he asked, leaning back casually. “What exactly do you have in mind?”

Caroline gestured toward James, who stood awkwardly, clutching his cleaning supplies with trembling hands. “James is all about discipline and humiliation,” she explained smoothly. “And there’s nothing quite like a good, thorough spanking to set the tone. Don’t you think?”

The man’s smirk widened as he glanced over at James. “You’re serious?” he said, a note of amusement in his voice. “You want me to spank him?”

“Absolutely,” Caroline replied without hesitation. “James has been begging for this kind of treatment, haven’t you, dear?”

James’s heart sank as all eyes turned to him. He shook his head slightly, but Caroline’s sharp glare silenced him. “James,” she said firmly, “tell our guest how much you’ve been looking forward to this.”

Humiliated and trapped, James swallowed hard. “Y-yes, Caroline,” he whispered, his face burning. “I’ve… been looking forward to it.”

The man chuckled, shaking his head. “Well, this is definitely something new,” he said, standing and pulling one of the living room armchairs out. Sitting down, he patted his lap, grinning. “Alright then, let’s see what you’ve got. Over my knee, Britney,” he said mockingly in reference to her short schoolgirl skirt.

James froze, his legs trembling as he stared at the man, his mind racing. Caroline’s voice cut through his hesitation like a knife. “You heard him, ‘Britney’. Over his knee. Now.”

Defeated, James shuffled forward, his short plaid schoolgirl skirt swishing with each step, a cruel reminder of his outfit. When he reached the man, he hesitated, his stomach twisting into knots.

“Don’t make him wait,” Caroline said sharply. “You’ve wanted this, haven’t you?”

James bit his lip, his humiliation swallowing him whole as he draped himself over the man’s lap. The position alone was mortifying, but it got worse when the man flipped up his skirt, baring the lace panties stretched over his bottom.

“Well, this is a sight,” the man said with a chuckle, adjusting James slightly. “But these are in the way.”

With a casual tug, the man yanked James’s panties down to his knees, exposing his bare bottom. James whimpered softly, his face burning as the man placed a heavy hand on his exposed skin.

“That’s better,” the man said, giving the bare flesh a light pat before raising his hand high. The first smack came down like a crack of thunder, the sheer force of it leaving James gasping.

“Thank him,” Caroline instructed from the corner, her tone firm.

“Th-thank you,” James stammered, his voice shaking.

The next smack was even harder, the man’s hand feeling like iron as it connected with James’s flesh. The sound echoed in the room, and James let out an involuntary yelp. The strikes came down relentlessly, one after another, each one harder than the last.

“Louder,” the man said mockingly, bringing his hand down again with a sharp crack. “I want to hear it.”

“Th-thank you!” James gasped, tears stinging his eyes as the heat in his bottom intensified.

The spanking continued without pause, the man’s hand methodical and unyielding. James squirmed and kicked, but there was no escape from the relentless punishment. His bare bottom quickly turned a vivid red, the iron-like strikes leaving angry marks with every smack.

Caroline watched with a satisfied smile, nodding approvingly. “That’s the kind of discipline he needs,” she said calmly. “Keep going. He can take more.”

The man chuckled, landing another punishing strike that made James cry out. “He better be able to,” he said. “Because I’m not holding back.”

By the time the spanking was over, James was trembling, his bottom a deep, angry crimson and radiating heat. The man gave him a final, stinging smack before pushing him off his lap.

“Not bad,” the man said, leaning back in the chair with a grin. “You weren’t kidding, Caroline. He’s got potential.”

Caroline stepped forward, her smile widening as she surveyed James’s trembling form. “That was exactly what he needed,” she said. “Now that he’s properly warmed up, we can move on to the next part.”

James knelt on the floor, his hands trembling as he tried to process the relentless punishment he had just endured. The humiliation of being spanked like a child—and in front of his wife—was almost too much to bear. But deep down, he knew this was only the beginning. The worst was still yet to come.

——

Caroline clapped her hands together, breaking the silence that had settled in the room after James’s spanking. “Well, I think that’s enough spanking for now,” she said lightly, as though the events of the past half-hour had been nothing more than casual fun. “Why don’t we all repair to the bedroom? I think it’s time to move on to the next part of the evening.”

James’s stomach churned at her words, dread creeping into every fiber of his being. He remained kneeling, his bottom still throbbing and burning, his cheeks wet with tears of humiliation. The man chuckled, standing up and stretching his broad frame as if he’d just finished a workout. “Lead the way,” he said with a smirk.

“James,” Caroline said sharply, her tone snapping him out of his stupor. “Get up and follow us. You’ll need to be present for this.”

Trembling, James struggled to his feet, his hands instinctively reaching back to adjust his skirt. Caroline and her guest led the way upstairs, laughing softly and speaking in hushed tones. James trailed behind them, his steps slow and heavy with dread, the swish of his skirt and his 36DD boobs a cruel reminder of his humiliation.

When they reached the bedroom, Caroline turned to him, her eyes gleaming with authority. “Strip,” she commanded simply.

James hesitated for a moment, his hands trembling as he stared at her in disbelief. “C-Caroline, please—”

“Now,” she interrupted sharply, her voice cold and final. “Don’t make me repeat myself.”

Reluctantly, James obeyed, his face burning as he removed his blouse, skirt, and lingerie piece by piece. The padded bra came off last, leaving him completely exposed except for the chastity cage that encased his ‘manhood’. The device gleamed mockingly in the soft light of the bedroom, a physical representation of his helplessness.

Caroline smiled in satisfaction as she surveyed him, standing awkwardly in the corner, his hands trembling at his sides. “Perfect,” she said smoothly. “Now stand there and watch quietly. You don’t move unless I say so.”

Before James could process her words, Caroline turned to her guest with a sly smile. “Now, where were we?”

The man grinned, stepping closer to her. “Right about here, I’d say,” he murmured, sliding his hands around her waist and pulling her into a deep kiss. Caroline responded immediately, her body pressing against his as their lips moved together in an intimate dance. Her hands ran up his chest, slowly unbuttoning his shirt and pushing it off his broad shoulders.

James watched, frozen in place, as the man’s hands moved over Caroline’s body, unzipping her dress and letting it fall to the floor. She stood there in her lacy black lingerie, her curves accentuated perfectly, as the man reached behind her to unhook her bra. It slipped from her shoulders, baring her to him completely.

The two of them continued their passionate exploration, undressing each other piece by piece until they were both completely nude. Their hands roamed freely, their bodies pressed together as they moved toward the bed. Caroline let out a soft laugh, glancing over her shoulder at James, who stood in the corner like a chastised schoolboy.

“Enjoying the view, James?” she asked mockingly, her voice laced with amusement. “This is exactly what you’ve been asking for, isn’t it?”

James couldn’t respond, his throat tight with shame and humiliation. His eyes darted between the two of them, their intimacy a stark contrast to his own powerlessness. The chastity cage pressed uncomfortably against him, a cruel reminder of how thoroughly he had been stripped of any agency.

Caroline and her guest climbed onto the bed, their laughter and soft moans filling the room as James stood there, his heart sinking lower with every passing moment. He wanted to look away, to escape the unbearable humiliation, but he knew better than to disobey. Trapped in his cage and his role, all he could do was watch as the nightmare unfolded before him.

Caroline pushed the man back onto the bed with a confident smile, her fingers trailing down his chest as she knelt between his legs. James stood frozen in the corner, his arms awkwardly at his sides, the tight cage around his own manhood a constant, uncomfortable presence. His cheeks burned as he realized what was about to happen, but he couldn’t look away.

The man leaned back casually, his hands resting behind his head as Caroline wrapped her fingers around his erection, stroking him slowly. James’s stomach churned as his eyes were drawn, unwillingly, to the size of the man’s penis. It was large—impossibly so—and the sheer difference between his caged state and the man’s freedom only added to the humiliation.

Caroline smiled wickedly as she glanced back at James, catching him staring. “See something you like, James?” she teased, her voice dripping with mockery. “I thought you’d appreciate this. After all, this is part of your little fantasy, isn’t it?”

James opened his mouth to protest, to deny her words, but no sound came out. He swallowed hard, his throat tight as his wife turned her attention back to the man. Slowly, she leaned forward, her lips parting as she took him into her mouth.

The man groaned softly, his hands running through Caroline’s hair as she worked him with enthusiasm. Her movements were precise and exuberant, her tongue tracing along his length with practiced ease. James’s stomach twisted painfully as he watched, unable to tear his eyes away from the scene before him.

Caroline seemed to relish her task, her head bobbing rhythmically as she took the man deeper with every motion. The wet sounds of her efforts filled the room, mixing with the man’s satisfied sighs and occasional murmurs of approval. James’s face burned hotter with each passing moment, his humiliation complete as his wife lavished attention on someone else with an enthusiasm she had never shown him.

The man chuckled, glancing over at James. “He’s really into this, isn’t he?” he said with a smirk, gesturing vaguely toward the caged man in the corner.

Caroline paused briefly, looking up at the man with a mischievous glint in her eyes. “Oh, he’s loving every second of it,” she said, her tone mocking. “Aren’t you, James?”

James’s face burned even brighter, his hands trembling at his sides. He wanted to shout, to deny her words, to escape from the nightmare, but he knew better than to disobey. “Y-yes, Caroline,” he stammered weakly, his voice barely audible.

“Good boy,” Caroline said with a smirk before turning her attention back to the man. She resumed her efforts, her pace quickening as her hands worked in tandem with her mouth. The man groaned louder, his fingers gripping her hair as he leaned back, fully enjoying her attentions.

James stood in silence, his shame swallowing him whole as he watched his wife perform with an exuberance and enthusiasm he had never experienced himself. The size of the man, the sheer confidence with which he carried himself, and Caroline’s obvious delight in pleasing him were all stark reminders of James’s powerless position.

Trapped in his cage and forced to bear witness, James could do nothing but endure the scene, each passing moment carving his humiliation deeper into his soul.

——

Caroline paused mid-motion, wiping her mouth with the back of her hand as she looked up at the man with a playful glint in her eyes. “You know,” she began casually, her voice light but laced with mischief, “I’ve been meaning to ask. Would you mind if James gave you a try?”

The man raised an eyebrow, clearly intrigued. “James?” he repeated, glancing over at the caged, trembling figure in the corner. “You’re serious?”

Caroline nodded, sitting back on her heels as she rested a hand on the man’s thigh. “Completely serious. I’ve been training him to deep throat my strap-on,” she explained with a smirk, “but it’s not the same. It’s high time he learned what the real thing feels like.”

James’s stomach dropped, his legs nearly buckling as the weight of her words hit him. He opened his mouth to protest, but the man’s booming laughter cut him off.

“You’ve got to be kidding me,” the man said, shaking his head in disbelief. “You’ve been training him for this?”

“Oh, absolutely,” Caroline replied, her tone calm and matter-of-fact. “James has been so eager to embrace his fantasies, and this is an important part of his development. Don’t you think?”

The man chuckled, leaning back further on the bed as he gave James a considering look. “Well, I don’t mind,” he said with a smirk, spreading his legs slightly. “Let’s see what the little guy can do.”

James froze, his entire body trembling as Caroline turned to him, her expression expectant. “James,” she said firmly, her voice cutting through his panic. “Come here. Now.”

“C-Caroline, please—” James stammered, his voice cracking with desperation.

“James,” she interrupted sharply, her tone brooking no argument. “You’ve been training for this. Don’t tell me you’re going to disappoint us now.”

Tears stung James’s eyes as he forced himself to take a step forward, his legs shaky and his face burning with shame. Every instinct screamed at him to stop, to run, to do anything but obey, but he knew there was no escape. With Caroline’s authority and the ever-present threat of Lila’s blackmail, he was utterly trapped.

When he reached the bed, Caroline gestured for him to kneel. “That’s right,” she said, her tone softening slightly as if she were encouraging a pet. “Now, let’s see all that practice pay off.”

James knelt slowly, his knees sinking into the plush carpet as he stared at the man’s impressive length. His stomach churned, his cage pressing uncomfortably against him as Caroline placed a firm hand on his shoulder.

“Remember what I taught you,” she said calmly. “Start slow. Use your tongue. And don’t even think about gagging.”

The man smirked, watching the scene unfold with amusement. “This should be interesting,” he said, resting a hand casually behind his head. “Go on, little guy. Show me what you’ve got.”

James swallowed hard, his humiliation complete as he leaned forward, his hands trembling. He closed his eyes, trying to block out the scene, but the sound of Caroline’s encouraging voice and the man’s amused chuckles made it impossible to escape the reality of his situation.

As he began, following the steps Caroline had drilled into him with her strap-on, his face burned hotter than ever. Each passing second felt like an eternity, his shame swallowing him whole as he struggled to obey their commands and meet their expectations.

Caroline smiled, her voice light and mocking as she encouraged him. “Good boy,” she said softly. “See? You’re not completely useless after all.”

As James hesitated, his face flushed with humiliation, the man’s smirk widened. “Not bad,” he said, his voice dripping with mockery, “but you’re taking your sweet time. Let me help you out.”

Before James could react, the man reached out and grabbed the back of his head with one large, firm hand. James’s eyes widened in panic as the man guided him forward, his grip unyielding.

“Relax,” the man said with a chuckle, his tone casual but commanding. “You’ve been practicing, haven’t you? Let’s see if you can handle the real thing.”

James whimpered, his hands instinctively flying up to brace against the man’s thighs, but the man’s grip was iron. He pushed James’s head forward without hesitation, forcing him to take the full length in one swift motion. James gagged, his body tensing as the sheer size overwhelmed him, but the man didn’t let up.

“There we go,” the man said, his voice low and amused. “All the way. See? Not so hard.”

James’s throat burned as tears pricked at the corners of his eyes. He struggled to breathe, his entire body trembling, but the man held him firmly in place, his grip unwavering.

Caroline watched from the side, her arms crossed and a satisfied smile on her face. “That’s more like it,” she said approvingly. “James, this is exactly what you’ve been working toward. Aren’t you proud?”

James couldn’t respond, his voice muffled as the man began to guide his head in a slow, deliberate rhythm, forcing him to take the length again and again. Each motion was relentless, leaving James gagging and gasping for air as the man chuckled above him.

“See, Caroline?” the man said with a grin. “You weren’t kidding. He’s been trained well. He’ll get the hang of this in no time.”

Caroline nodded, her smile widening. “He’s a quick learner,” she said lightly. “And I have no doubt he’ll be an expert soon enough.”

James’s humiliation was complete as the man continued to hold him in place, using his mouth with a casual dominance that left no room for protest. Each movement drove the reality of his powerlessness deeper into his mind, the weight of his degradation unbearable.

James struggled and kicked as the man held his head so deep that his upper lip pushed up against the man’s abdomen and his lower lip into his giant balls.

When the man finally released him, James fell back onto his knees, gasping for air and trembling from head to toe. The man laughed, brushing off his hands as if he’d just finished a simple task.

“Not bad,” he said, his tone amused. “But he’s still got a lot to learn.”

Caroline stepped forward, placing a hand on James’s shoulder as she looked down at him with a mix of satisfaction and amusement. “Don’t worry,” she said soothingly. “You’ll have plenty of opportunities to practice.”

James didn’t respond, his humiliation swallowing him whole as he stared at the floor, knowing this was only the beginning of the nightmare.

——

Caroline smirked, stepping away from James, who remained kneeling on the floor, trembling and gasping for air. She looked over at the man, her eyes gleaming with satisfaction and anticipation. “Well,” she said, her voice smooth and commanding, “I think it’s time we moved on to the main event, don’t you?”

The man chuckled, running a hand through his hair as he leaned back on the bed. “I’m more than ready,” he said with a grin, his confidence radiating. “What about him?” He gestured toward James, who was still kneeling, his face flushed with humiliation.

Caroline glanced down at James, her smile turning playful. “Oh, don’t worry about James,” she said casually. “He’s been looking forward to this part. Haven’t you, darling?”

James’s stomach churned, and he opened his mouth to protest, but Caroline’s sharp gaze silenced him instantly. “James,” she said firmly, her tone leaving no room for argument. “Go stand in the corner. You’ll stay there and watch quietly. I want you to see what a real man can do.”

Defeated, James slowly rose to his feet, his legs trembling as he shuffled toward the corner of the room. His cage pressed uncomfortably against him with every step, a constant, humiliating reminder of his helplessness. When he reached the corner, he turned reluctantly, his face burning as he looked back toward the bed.

Caroline, now fully in control, turned her attention to the man, a mischievous smile playing on her lips. She climbed onto the bed, straddling his lap and wrapping her arms around his neck. “I want you to give me everything,” she purred, her voice low and sultry. “I want you to fuck me like I deserve.”

The man grinned, his hands running over her curves as he pulled her closer. “You’ve got it,” he said confidently, his voice thick with desire. “Let’s show him how it’s done.”

James’s heart sank as he watched them come together, their passion intense and uninhibited. Caroline leaned in, capturing the man’s lips in a deep, fervent kiss as her hands roamed over his body. The man responded eagerly, his strong hands gripping her hips and pulling her against him.

Within moments, their movements became more urgent, their breathing heavier. Caroline threw her head back, letting out a soft moan as the man positioned himself beneath her. She lowered herself onto him with a slow, deliberate motion, her body arching as she gasped in pleasure.

James could do nothing but watch, his humiliation complete as his wife rode the man with an enthusiasm he had never seen before. Her moans filled the room, mixing with the man’s deep groans of satisfaction. Their bodies moved together with an intensity that left James feeling utterly powerless.

Caroline glanced over her shoulder at James, her smirk returning as she caught his gaze. “Pay attention,” she said mockingly, her voice breathless but commanding. “This is what it looks like when a woman is truly satisfied.”

The man chuckled, gripping her hips tighter as he thrust upward, eliciting another moan from Caroline. “You’re lucky, little guy,” he said, his tone dripping with mockery. “You get a front-row seat to the show.”

James’s cheeks burned, his humiliation swallowing him whole as he stood frozen in the corner, forced to bear witness to the scene before him. The sound of their passion filled the room, each moan and gasp a cruel reminder of his own powerlessness.

——

As Caroline’s cries of pleasure grew louder, James felt the weight of his degradation pressing down on him like never before. There was no escape from the nightmare, no reprieve from the humiliation. All he could do was watch as his wife took her pleasure, completely and utterly at his expense.

Caroline let out a loud, uninhibited moan as her body tensed, her climax crashing over her. Simultaneously, the man groaned deeply, gripping her hips tightly as he reached his own release. Their movements slowed but remained synchronized, their mutual pleasure filling the room with the unmistakable sounds of satisfaction.

James stood frozen in the corner, his face burning with humiliation as he watched his wife and the man collapse onto the bed in exhaustion, their bodies tangled together. Caroline rested her head on the man’s chest, her breathing ragged but her expression radiant with satisfaction. The man’s arm draped lazily around her shoulders, his grin smug and self-assured.

After a few moments of silence, Caroline turned her head slightly, her gaze falling on James, who still stood trembling by the wall. Her smile turned predatory as she sat up, brushing her hair back from her face.

“James,” she said sharply, snapping her fingers to grab his attention. “Over here. Now.”

James hesitated, his legs feeling like lead as he forced himself to move toward the bed. He stopped at the edge, his hands trembling at his sides as he avoided looking directly at them.

Caroline smirked, leaning back slightly as she gestured toward the man. “Cleanup duty,” she ordered.

James’s stomach churned as the man chuckled, propping himself up on one elbow to watch the scene unfold. “You heard her,” he said, his tone dripping with mockery. “Get to work, little guy.”

Caroline spread her legs slightly, leaning back against the pillows as she gestured between herself and the man. “Start here,” she said, pointing toward the man’s softened cock. “And then alternate. I want everything cleaned up and swallowed—everything.”

James’s throat tightened as he crawled up onto the bed, his face blazing with shame. Slowly, reluctantly, he leaned forward, his stomach twisting as his tongue made contact with the man’s length. The taste of their combined fluids was overwhelming, and he fought the urge to gag as he worked to clean every inch.

“Good,” Caroline said approvingly, her voice laced with amusement. “Now me.”

Trembling, James shifted his attention to her, his tongue hesitantly trailing along her thighs before moving to her center. The taste of her arousal mixed with the man’s release was almost unbearable, but he continued, his humiliation swallowing him whole.

“Back to him,” Caroline instructed after a moment, her tone sharp. “I said alternate.”

James obeyed, his movements slow and mechanical as he went back and forth between the man and Caroline, his humiliation growing with every second. The man laughed softly, leaning back against the pillows as he watched James’s efforts.

Caroline stretched languidly, her body still glowing from the exertion, as she gazed down at James kneeling by the bed. A wicked smirk played across her lips as she ran a hand through her tousled hair.

“Don’t neglect his balls, James,” Caroline said, her voice smooth but firm, gesturing lazily toward the man. “I imagine they’re quite musky after all that exertion. You’ll want to clean him properly, won’t you?”

James’s stomach churned, and he opened his mouth to protest, but Caroline’s sharp gaze silenced him instantly. “Don’t make me repeat myself,” she said coldly. “Get to it.”

The man laughed softly, leaning back against the pillows as he spread his legs slightly more. “You heard her,” he said, his tone dripping with mockery. “These bad boys aren’t going to clean themselves.”

James swallowed hard, his hands trembling as he leaned forward, his humiliation swallowing him whole. Slowly, he brought his tongue to the man’s balls, the musky scent growing stronger. His stomach twisted as he reached the man’s balls, the taste salty and pungent from the exertion.

“Don’t shy away,” Caroline said sharply, watching him intently. “Use that tongue of yours. Make sure they’re thoroughly bathed.”

The man chuckled again, his amusement evident as James reluctantly obeyed, his tongue trailing along the man’s balls with deliberate movements. The taste and scent made him want to gag, but he forced himself to continue, his shame pressing down on him like a weight.

“Thoroughly,” Caroline instructed, her voice calm but commanding. “Lift them delicately. Get underneath I don’t want a single inch left untouched.”

James’s face burned brighter as he complied, his humiliation complete as the man groaned softly, clearly enjoying the degrading spectacle. “Not bad,” the man said with a smirk, glancing at Caroline. “You’ve trained him well.”

Caroline smiled, her satisfaction evident. “Of course,” she said lightly. “James is nothing if not dedicated to his role.”

“I’m getting horny again, watching this,” Caroline said

The man chuckled, grinning as James hesitantly finished his degrading task. With a mockingly thoughtful tone, he said, “well, Caroline, should we make him eat ass?”

Caroline’s eyes lit up at the suggestion, her smirk deepening as she turned to look at James. “I like the way you think,” she said, her tone playful but dripping with mockery. “James, don’t just stand there like a statue. You’ve got more work to do.”

——

James’s stomach twisted into knots as Caroline shifted forward, flipping over onto her stomach. She arched her back slightly, positioning herself comfortably and spreading her legs just enough to expose herself fully. Resting her chin on her hands, she glanced over her shoulder with a wicked grin.

“Well?” she said, raising an eyebrow. “You heard him. Get to it.”

The man sat up straighter, his grin widening as he motioned to James. “Go on,” he commanded, his voice sharp and mocking. “And let’s see some enthusiasm. You’re not just here to pretend—you’re here to please.”

James obeyed reluctantly, sinking to his knees behind Caroline. Every movement of his caged body reminded him of his complete powerlessness. He leaned forward, his face burning as his tongue made hesitant contact, the intimacy of the act almost unbearable.

“Slower,” the man instructed, sitting up a bit straighter. “Take your time. She deserves to be savored.”

James’s humiliation deepened as he followed the command, his tongue tracing slow, deliberate circles around his wife’s anus. The man watched with keen interest, his grin widening as he leaned over Caroline. His large hand slipped beneath her, cupping her breast and squeezing gently. Caroline let out a soft sigh, clearly enjoying the attention.

“Good,” the man murmured, running his thumb over Caroline’s hardened nipple. “Now,” he directed James, “start working your way in.”

Caroline moaned softly, her body relaxing further into the bed as the man’s other hand slipped down her stomach. His fingers found her clit, teasing it with slow, deliberate motions. She arched her back slightly, her breath hitching as his touch complemented James’s reluctant efforts.

“Deeper,” the man said firmly, his tone laced with mockery as he glanced at James. “Get right into her ass. Don’t hold back now. She deserves your absolute best.”

James’s entire body tensed, his humiliation swallowing him whole as he pushed his tongue deeper. Caroline let out a low, satisfied hum, her hips pressing slightly against the bed as the man continued to stroke her clit with practiced ease.

“That’s it,” the man said with a chuckle, his fingers working in rhythm with James’s reluctant tongue. “Keep it steady. Don’t stop until she’s completely satisfied.”

Caroline’s voice was tinged with pleasure and amusement as she murmured, “This is exactly what I’ve been missing. It’s almost… luxurious having both of you work for my pleasure.”

The man laughed softly, tweaking her nipple as his other hand circled her clit with greater intensity.

——

James’s face burned hotter with every moment, his humiliation compounded by the man’s effortless dominance and Caroline’s obvious satisfaction. The sounds of their pleasure and mocking laughter filled the room, carving his shame deeper into his soul. Trapped and powerless, he had no choice but to endure.

The man leaned back slightly, his hand still teasing Caroline’s breast, his other expertly circling her clit as James worked dutifully behind her. His smirk widened as he glanced down at the trembling, caged figure of James, whose tongue hesitantly moved against Caroline with reluctant precision.

“You know,” the man said, his tone dripping with mockery, “it’s really something to see. You, down there, with your tongue buried in your wife’s ass, doing all the work. Meanwhile, you’ve got no hope of relief yourself. How’s that feel, little guy?”

James froze momentarily, the weight of the man’s words cutting through his humiliation. His face burned, but he didn’t dare stop or respond, knowing Caroline would demand even more if he hesitated.

The man chuckled, his hand slipping lower to squeeze Caroline’s breast firmly. “Bet it eats you up, doesn’t it? Knowing she’s getting everything she needs, and you’re stuck there, locked up, completely useless except for that tongue.”

Caroline let out a soft laugh, glancing over her shoulder at James as she adjusted her position slightly to give him better access. “Oh, he doesn’t mind,” she said teasingly. “This is exactly what he wanted, isn’t it, James?”

James’s stomach churned, and he murmured a muffled, “Y-yes, Caroline,” his voice barely audible as he continued his degrading task.

The man grinned, shaking his head. “Of course he does,” he said mockingly. “Look at him—completely broken, doing exactly what he’s told. I have to admit, it’s impressive. You’ve really got him trained.”

Caroline moaned softly, her hips pressing into the bed as she relaxed further under their combined attention. “He’s a quick learner,” she said, her voice calm but with an edge of amusement. “And this is exactly where he belongs.”

The man’s laughter filled the room as he flicked his thumb over her nipple, his other hand increasing the pressure on her clit. “Enjoy it while it lasts, James,” he said mockingly. “Because this is all you’re ever going to be—a tongue for her pleasure, nothing more. No relief, no satisfaction, just this. Day in and day out.”

James’s humiliation was complete as the man’s words sank in, his position beneath his wife and her lover solidifying his powerlessness. The sound of their pleasure, the mocking tone of their voices, and the unrelenting reality of his situation pressed down on him like a crushing weight. There was no escape, no reprieve, and no end to the nightmare.

——

The man’s smirk widened as he suddenly pulled his hands away from Caroline, leaving her breathless and momentarily confused. He stood up from the bed, towering over James, who remained kneeling behind Caroline with his tongue obediently buried where they had directed it.

“Hold that position,” the man barked, his tone commanding and sharp. “Don’t you dare move a muscle.”

James froze, his heart racing as he realized something new and terrible was about to happen. His body trembled, his humiliation only deepening as he remained kneeling on the bed, his tongue lodged deep in his wife’s bumhole.

The man walked to the corner of the room where his trousers lay draped over a chair. With a casual flick of his wrist, he slid his belt free from the loops and folded it in half, the sharp snap echoing through the room as he tested its strength.

“Let’s see how well you can handle this, little guy,” the man said, his grin almost predatory as he returned to the bed. “You like serving your wife, don’t you? Let’s make sure you’re truly committed.”

James whimpered softly but didn’t dare pull back. His tongue stayed in place, trembling as Caroline shifted slightly under him, letting out a soft, amused moan. “Oh, this is going to be fun,” she murmured, her voice thick with anticipation. “Don’t disappoint us, James.”

The man stood over James with his belt in hand. He raised it high and brought it down with a sharp crack across James’s up-thrust bottom. The sting was immediate and brutal, sending a shock through James’s entire body. He let out a muffled cry, his tongue faltering for a moment.

“Stay still,” the man growled, landing another strike. “Don’t you dare take that tongue out of her asshole.”

James’s humiliation was complete as the belt rained down on him, the sharp, stinging strikes forcing his body to writhe involuntarily. His movements only seemed to please Caroline further, her soft moans turning into breathless gasps as she adjusted herself against him.

“Yes,” she murmured, her hand slipping between her legs to tease herself. “Keep him right there. Oh, this is perfect.”

The man chuckled darkly, landing another strike that made James flinch and whimper. “Look at you,” he said mockingly. “Completely helpless, completely humiliated. This is exactly where you belong.”

James’s ass burned with the sting of the belt, his entire body trembling as he fought to keep his tongue moving. Each strike sent a fresh wave of pain through him, but he didn’t dare pull away, knowing the punishment would only worsen if he disobeyed.

Caroline’s moans grew louder, her body tensing as she worked herself closer to release. “That’s it,” she gasped, her voice breaking with pleasure. “Keep going. Don’t stop.”

Caroline moaned softly, her fingers working steadily between her legs as James knelt behind her, his tongue buried where she directed. She glanced over her shoulder at the man, her eyes gleaming with satisfaction but also a hunger for more.

“Harder,” she demanded, her voice sharp and commanding. “He needs to feel it. Really give it to him.”

The man grinned, clearly enjoying her enthusiasm. “You want me to intensify it?” he asked, snapping the belt in his hands for effect.

“Yes,” Caroline replied without hesitation, her breath quickening as she rocked slightly against James’s trembling face. “Make him scream if you have to. I want him crying into me while he keeps that tongue right where it belongs.”

The man chuckled darkly, adjusting his stance behind James. He raised the belt high and brought it down with a resounding crack across James’s already sore and reddened bottom. James let out a muffled yell, his voice swallowed into Caroline as he struggled to keep his tongue moving inside her ass.

“That’s more like it,” the man said with a smirk, raising the belt again. This time, he delivered a rapid flurry of strikes, each one landing with brutal precision on James’s exposed bottom. The sound of leather meeting skin echoed through the room, each strike more punishing than the last.

James’s cries grew louder, his muffled sobs vibrating against Caroline, who let out a deep, satisfied moan. “Oh yes,” she gasped, her hips grinding back against him. “That’s perfect. Don’t stop.”

The man didn’t hold back, his strikes coming faster and harder, targeting the same tender spots until James was sobbing openly, his cries spilling into Caroline with every punishing stroke. His body trembled violently, but his tongue stayed buried, desperately trying to obey even through the pain and humiliation.

Caroline’s breathing grew heavier, her moans turning into sharp gasps as she reached the edge. “Keep going,” she urged, her voice breaking with pleasure. “Don’t stop. Make him scream for me.”

The man delivered another relentless barrage of strikes, his strength unyielding as he brought the belt down on James’s burning, striped bottom. James let out a guttural, muffled wail, his body jerking uncontrollably as tears streamed down his face. The vibrations of his cries sent a shiver through Caroline, who threw her head back with a loud, uninhibited moan.

“Oh, God,” she gasped, her body tensing as she finally reached her climax. Her ass pressed back firmly against James’s face as her own hand worked her to the peak of pleasure, her cries filling the room. The combination of James’s desperate cries and the man’s unrelenting strikes sent her over the edge, her entire body shuddering with release.

As her breathing slowed, she let out a long, satisfied sigh, her fingers trailing lazily along her thigh. “That,” she said, her voice breathless but commanding, “was exactly what I needed.”

The man delivered one final, brutal strike, the sound echoing through the room as James let out a muffled cry.

Caroline let out a final satisfied sigh, glancing back over her shoulder at James. “Well done,” she said mockingly, her tone calm but laced with amusement. “You’ve been very useful tonight.”

The man laughed, tossing the belt onto the bed as he sat back down. “You’re lucky she’s satisfied,” he said to James, his voice dripping with disdain. “But don’t think this means you’re off the hook. There’s always more to learn.”

James remained kneeling, his body trembling and his humiliation complete. The sharp sting of the belt, the sound of their laughter, and the overwhelming intimacy of the act carved his shame deeper into his soul. He knew there would be no reprieve, no escape from the relentless degradation they inflicted upon him.

——

After the man dressed and left with a casual pat on Caroline’s shoulder and a mocking glance at James, Caroline turned to the trembling, naked figure kneeling beside the bed. She stood, straightening her robe with a satisfied smirk, and pointed toward the door.

“James,” she said sharply, her tone firm but dripping with amusement, “go to the living room. Stand in the corner, naked. I want to admire the masterpiece we’ve created back there.”

James whimpered softly, his entire body trembling from the humiliation and pain. His burning, welt-covered bottom throbbed with each step as he shuffled out of the bedroom, his chastity cage and tear-streaked face a testament to his utter subjugation. He made his way to the living room, moving slowly, and positioned himself in the corner as instructed. His head hung low as he pressed his nose against the wall, the shame of his punishment overwhelming.

Caroline followed him a few minutes later, her stride confident as she carried a glass of wine. She leaned against the back of the sofa, sipping leisurely as her eyes roamed over the latticework of angry red welts that crisscrossed his backside. The intricate patterns left by the belt were a mix of deep bruises and raised welts, a vivid reminder of his ordeal.

She was still admiring her work when the front door opened, and Lila’s voice echoed through the house. “Mom? I’m home!” Lila called out, stepping into the living room before stopping abruptly at the sight of James standing naked in the corner, his battered bottom on full display.

Her eyebrows shot up, and she let out a low whistle. “Wow,” she said, crossing her arms and grinning as she turned to Caroline. “Did you do that? Because, Mom, that’s impressive.”

Caroline chuckled, taking another sip of her wine. “As much as I’d like to take credit,” she said with a sly smile, “I actually had a guest. A very handsome, very skilled young man who knows how to handle things.”

Lila’s grin widened as she stepped closer, her eyes gleaming with curiosity. “A guest?” she asked, clearly intrigued. “A hunk, huh? Do tell. What happened?”

Caroline gestured toward the sofa, inviting Lila to sit beside her. “Well,” she began, her tone light but filled with satisfaction, “I thought it was high time James experienced the full extent of his little fantasy. So, I brought in someone who could show him what a real man is capable of.”

Lila gasped dramatically, her excitement palpable. “You mean… you cuck’d him? Oh, my God, I need all the details. What was he like? What did you do?”

Caroline laughed softly, leaning in as if sharing a juicy secret. “He was tall, muscular, and confident,” she said, her voice dripping with satisfaction. “And let’s just say he knew exactly how to take care of me. James was right here, of course, watching the entire time.”

Lila let out a delighted laugh, her eyes darting back to James in the corner. “No wonder his ass looks like that,” she said, shaking her head. “And I’m guessing our guest wasn’t shy about making James participate?”

“Not at all,” Caroline replied with a smirk. “He made poor James give him very deep-throated head. Plus a few more lessons, including this little work of art you see there.” She gestured toward James’s welted bottom with her wine glass. “And you should have heard James crying into me while it happened. It was almost poetic.”

“What else?” Lila asked eagerly.

“Well,” Caroline began, swirling the wine in her glass, “after we finished, of course, there was a bit of cleanup to be done. And who better to handle that than our dear James? He was very thorough—swallowing every drop, licking everything clean.” She cast a mocking glance toward James’s trembling figure in the corner. “He even gave our guest’s balls some extra attention. You know how musky they get after a good session.”

Lila gasped, covering her mouth as her eyes widened in delight. “No way,” she said, her voice bubbling with laughter. “You had him licking the guy’s sweaty balls? Mom, you’re savage.”

Caroline chuckled, taking another sip of her wine. “Oh, darling, it was delightful,” she said, a wicked grin spreading across her face. “And James was very obedient—though I must admit, the poor thing did gag a few times. But he pushed through. He’s such a dedicated little cleaner.”

Lila’s laughter filled the room as she leaned closer, her curiosity getting the better of her. “But what about the whipping?” she asked eagerly. “I mean, just look at his ass. That’s some serious work.”

Caroline’s smile deepened as she set her glass down on the table. “Ah, yes, the whipping,” she said, her tone almost reverent. “You see, James was in the perfect position—kneeling on the bed, his tongue buried deep in my ass, exactly where it belonged. Our guest took his belt and gave James a proper lashing while I enjoyed a little dessert orgasm.”

Lila’s eyes widened further, and she burst out laughing. “His tongue was in your ass while he was being whipped?” she repeated, clearly delighted. “Oh my God, that’s genius! No wonder you came.”

Caroline leaned back, crossing her legs as she looked over at James with a satisfied smirk. “It was glorious,” she said, her voice dripping with mockery. “Every time that belt landed, James would writhe and cry, and the vibrations were… well, let’s just say they were exactly what I needed to push me over the edge.”

Lila shook her head in amazement, her laughter bubbling over. “Mom, you’re incredible. Way to go!”

Caroline raised her glass in a mock toast, her eyes gleaming. “Thank you, darling,” she said smoothly.

James remained in the corner, his face burning with humiliation as their laughter echoed through the room. Every word of their conversation carved his shame deeper into his soul, the vivid recounting of his degradation leaving him trembling and powerless.

——

Caroline and Lila’s laughter eventually subsided as they exchanged a few more delighted comments about the evening’s events. Meanwhile, James remained frozen in the corner, his shoulders shaking with quiet sobs. The humiliation of hearing their gleeful recounting of his degradation was more than he could bear, and his muffled cries filled the room like the soft, pitiful whimpers of a defeated animal.

Caroline sighed dramatically, glancing toward him with a mixture of amusement and mild impatience. “Oh, James, do stop sniveling,” she said sharply, setting her wine glass on the table. “You’re embarrassing yourself more than usual.”

When he didn’t respond, she rolled her eyes and waved her hand dismissively. “Fine. Go cry in the guest room if you must. I can’t have you disrupting the ambiance in here. Come back when you’ve pulled yourself together.”

James sniffled, wiping at his eyes as he shuffled out of the room, his body trembling with exhaustion and pain. The red latticework of welts on his bottom stood out starkly against his pale skin as he disappeared down the hallway, leaving Lila and Caroline alone.

For a moment, Lila chuckled, shaking her head in amazement at her mother’s unapologetic confidence. But as she glanced toward the empty hallway where James had vanished, a twinge of guilt flickered in her chest. She crossed her arms, her expression softening as she looked back at her mother.

“Mom,” she said hesitantly, “don’t you think maybe you went a little too far tonight?”

Caroline raised an eyebrow, clearly surprised by Lila’s sudden change in tone. “Too far?” she repeated, her voice tinged with amusement. “Darling, James lives for this. You know that. Everything we did was exactly what he wanted.”

Lila frowned, her brow furrowing slightly. “I don’t know,” she said softly. “I mean, yeah, he agreed to all of this, but look at him. He’s a mess. Maybe you should… I don’t know, ease up a little.”

Caroline sighed, leaning back against the sofa and looking at her daughter thoughtfully. “What are you suggesting?” she asked, her tone curious but skeptical.

Lila hesitated, then shrugged. “Well, his butt is a wreck,” she said, gesturing toward the hallway. “Maybe you could put some cold cream on it or something. And, I don’t know, maybe let him out of his cage for a little… relief? Just a handy or something. It’s not like it’s a big deal.”

Caroline tilted her head, considering the suggestion, though her smirk didn’t falter. “Cold cream,” she said thoughtfully, swirling the wine in her glass. “I suppose that would help.” She fingered the key around her neck, clearly weighing her options. “And maybe some relief wouldn’t be the worst thing…”

“Exactly,” Lila said quickly, her tone encouraging. “Just give him a quick little handy, something to take the edge off. He’d probably be a lot easier to handle tomorrow.”

Caroline sighed dramatically, setting her glass down on the table and stretching her arms out. “Lila, you’re absolutely right,” she said, her tone shifting to a conspiratorial warmth. “But honestly, I’m completely rung out from earlier. It was quite the night, after all. Do you mind…?” she asked.

Lila laughed, surprised. “Sure, Mom, I can handle that.”

“Thank you, darling. You always have such good advice,” Caroline said, taking the key off and handing it to her daughter.

Lila took the key, nodding as she stood. “No problem,” she said, slipping the key into her pocket. “He’s probably in the guest room crying his eyes out. I’ll go check on him.”

Caroline leaned back with a satisfied sigh, picking up her wine glass again. “You’re a good sport, Lila,” she said with a chuckle.

Lila smirked faintly as she turned toward the hallway, her heart feeling heavier than she let on. While she had thoroughly enjoyed watching James squirm under her and her mother’s control, even she had to admit that tonight had been a lot—perhaps too much. It was time to give him a small reprieve, whether he deserved it or not.

——

Lila grabbed the jar of cold cream from the bathroom cabinet and headed toward the guest room without hesitation. The key to James’s chastity cage sat in her pocket, a constant reminder of her mother’s unexpected request. She didn’t bother knocking as she pushed open the door and stepped inside.

James lay face down on the bed, completely naked, his crimson, welt-covered bottom raised slightly in the air. The discomfort was evident in the way he avoided letting the covers touch his skin, his face buried in his arms as he tried to stifle quiet sobs. His entire body tensed at the sound of the door opening, but he didn’t turn to look.

Lila stopped in her tracks and let out a laugh, shaking her head at the sight. “Wow,” she said, her voice thick with amusement. “You’re a real sorry sight, you know that? Mom really had you worked over good.”

James sniffled, glancing back at her with a mix of embarrassment and apprehension. “W-what do you want?” he murmured weakly, his voice trembling.

Lila smirked, holding up the jar of cold cream. “Relax,” she said teasingly. “Mom sent me to soothe you, so count yourself lucky.”

James turned his face away again, too humiliated to respond. Lila walked over to the bed, setting the cold cream on the nightstand before sitting down next to him. She unscrewed the lid, the soft scent of the cream filling the air as she scooped some onto her fingers.

“Alright,” she said with mock authority. “Stay still. Let’s see if we can fix this mess.”

She began applying the cold cream to his bruised and welted bottom, her fingers working gently over the angry red marks. James flinched at first, the cool sensation startling against his burning skin, but the relief was undeniable. He let out a soft sigh, his body relaxing slightly under her touch.

“There we go,” Lila said, her tone softer now, though her smirk remained. “See? Not so bad, is it?”

She continued massaging the cream into his skin, her movements deliberate but firm, ensuring every welt was covered. When she was satisfied with her work, she leaned back and tapped his hip lightly. “Alright, turn over,” she said, her tone shifting to something almost playful. “Face up.”

James hesitated, clearly reluctant, but Lila rolled her eyes. “Don’t make this harder than it has to be,” she said firmly. “Come on. Mom’s orders.”

With a groan of discomfort, James slowly turned over, wincing as he adjusted his position on the bed. He avoided meeting her gaze as he lay flat, his caged manhood now fully exposed. Lila raised an eyebrow, her smirk widening as she reached into her pocket and pulled out the small key.

“Let’s get this over with,” she said, unlocking the chastity cage with a quick twist of the key. The device came off easily, and James’s now-freed member stirred slightly despite his humiliation. Lila chuckled softly, setting the cage aside.

“Cold cream works wonders,” she said teasingly, scooping more onto her fingers. “Might as well put it to good use, huh?”

As James’s cock sprang free, the sudden release almost palpable. The cool air against his bare skin heightened the sensation, and despite his overwhelming humiliation, his body responded instantly. After being confined for a full month, the desperate need for relief surged through him, overpowering any shame or reluctance.

His erection was immediate, standing strong and painfully hard as if making up for lost time. The sheer sensitivity of his neglected flesh made every moment excruciatingly intense. James whimpered softly, his breath catching in his throat, his body trembling under the weight of desire he hadn’t been allowed to satisfy.

Lila smirked, clearly amused by the intensity of his reaction. “Wow,” she said with a laugh, wrapping her slick, cold-cream-covered hand around him. “You weren’t kidding. This thing is really desperate.”

She began stroking him with deliberate precision, her grip firm but smooth. The slickness of the cold cream combined with the cool sensation sent shocks of pleasure through James’s entire body. His hips bucked involuntarily, and he let out a helpless groan, his face flushing crimson.

“Easy there,” Lila teased, her voice light and mocking. “I haven’t even done anything yet, and you’re already about to lose it.”

Her words only added to his humiliation, but the desperate need for release overpowered everything else. His cock twitched in her hand, his breathing growing erratic as her steady strokes pushed him closer to the edge. It had been so long—too long—and his body was entirely unprepared for the onslaught of sensation.

Within moments, James gasped sharply, his body tensing as his climax hit him like a tidal wave. He came hard, thick ropes of cum spurting powerfully from him, each one accompanied by a muffled groan of relief. The force and volume of his release were almost comical, and Lila couldn’t help but giggle as she watched.

“Jeez,” she said, laughing softly as another spurt erupted, splattering onto his stomach. “You really were pent up. Look at this mess.”

James turned his face away, his cheeks burning with embarrassment as his body continued to tremble with the aftershocks. The intensity of his release left him breathless, the overwhelming sensation of relief mingling with the sharp sting of humiliation at Lila’s mocking tone.

Lila’s smirk widened, and a wicked glint appeared in her eyes as she reached down, scooping a thick glob of his cum onto her fingers.

“Can’t let this go to waste,” she said mockingly, holding her fingers up so the sticky strands glistened in the light. James turned his face away, his cheeks blazing with fresh humiliation, but Lila wasn’t having it.

“Open your mouth,” she commanded, her tone sharp and teasing. “Come on. You made the mess—you can clean it up.”

James hesitated, his stomach churning with dread, but the authority in her voice left no room for argument. Slowly, reluctantly, he turned his face back toward her and opened his mouth, his lips trembling as he obeyed.

“Good boy,” Lila said with a laugh, slipping her fingers into his mouth. The salty, sticky taste coated his tongue as she made sure he swallowed every drop. “That’s it. Clean it all up.”

James’s face burned hotter as he sucked obediently, his tongue swirling around her fingers as she watched with obvious amusement. When she was satisfied, she pulled her hand back and scooped up another glob from his stomach, repeating the process.

“You’re really good at this,” she teased, her grin widening. “No wonder Mom keeps you around. You’re like a little vacuum cleaner.”

James let out a muffled whimper, his humiliation complete as he swallowed another mouthful, the taste making his stomach twist. Lila continued until every last drop was gone, her laughter filling the room as she fed him every humiliating reminder of his release.

When she was finished, she wiped her fingers on the towel and leaned back, crossing her arms as she looked down at him. “There,” she said, her tone mockingly sweet. “All cleaned up. You should be proud of yourself.”

James turned his face away again, his body trembling with the weight of his shame. Lila chuckled softly.

——

As Lila sat there beside him on the bed, her smirk faded slightly as she looked at him. His bruised and welted backside pressed awkwardly against the mattress, and his softened and spent genitals remained exposed, a pitiful reminder of his earlier humiliation. He avoided her gaze, his face turned away, but Lila wasn’t finished with him yet.

“You know, James,” she began, her tone sharper now, her arms crossed over her chest, “it’s easy to forget why you’re in this position to begin with. But let me remind you—it’s because you’re a cheating little bastard. If you hadn’t been sneaking around on Mom, none of this would’ve happened.”

James flinched at her words, his stomach churning with guilt and shame. He didn’t dare respond, knowing it would only make things worse.

“Do you have any idea how lucky you are that I didn’t tell her the full truth?” Lila continued, her voice rising slightly. “If Mom knew about all the women you’ve been with, you’d be out on the street with nothing. Absolutely nothing. Instead, I gave you a chance—a chance to stay here, keep your life, and pay your penance.”

She leaned in closer, her sharp gaze boring into him. “And make no mistake, you are paying. Every welt on your ass, every humiliating moment you endure, it’s all because you couldn’t keep it in your pants. So don’t you dare forget that.”

James swallowed hard, his throat tight as her words sank in. He remained silent, his humiliation swallowing him whole as Lila glared at him.

“That said,” she continued, her tone softening slightly, “I think you’ve paid enough for now. At least as far as I’m concerned. Mom’s been getting a little carried away, and I’m willing to give you some breathing room.”

James glanced at her uncertainly, unsure of where this was going.

“But here’s the deal,” she said firmly, her eyes narrowing. “You can start pushing back against her a little—but only a little. Make it gradual. If you do it too fast, she’ll get suspicious, and everything will come crashing down. Do you understand me?”

James nodded slowly, his voice barely above a whisper. “Y-yes, Lila.”

“Good,” she said sharply. “But don’t think for a second that you’re free. I still have all the evidence—every text, every photo, every email. I’ve hacked into all your devices, James. I can see everything you do, track every move you make. And don’t forget, I can listen in anytime I want with the phone bug I installed. So if you even think about stepping out of line again, I’ll know.”

Her voice dropped slightly, becoming colder. “And if I catch you so much as thinking about cheating again, I won’t just tell Mom—I’ll make sure your life is destroyed. Do I make myself clear?”

James nodded again, his heart pounding. “Y-yes, Lila,” he stammered.

“Good,” she said, her tone lightening slightly. “Now, let’s get a few other things straight. You’re still going to wear panties—every day. No exceptions. You’re still going to accept every spanking Mom or me gives you, no matter how hard or humiliating it is. And you’re going to profess your love for them every single time. Got it?”

James’s face burned, and he nodded once more. “Y-yes, Lila.”

“Perfect,” she said with a satisfied smirk. “Just remember, James—you’re still my little bitch. And as long as I have that evidence, you always will be.”

With that, she rose and walked to the door, pausing briefly to glance back at him. “Now clean yourself up,” she said dismissively. “You look pathetic.”

As the door closed behind her, James lay motionless on the bed, the sharp sting of his welts and the sticky remnants of his humiliation still clinging to him. Yet, as Lila’s footsteps faded down the hall, his mind began to shift. He wasn’t the same man who had walked into this nightmare weeks ago.

The arrogance that had driven him to infidelity, the entitlement that had once shaped his every move, had been stripped away—layer by layer—by the relentless humiliation and discipline he had endured. For the first time, he was forced to confront the consequences of his selfishness, to reckon with the pain and betrayal he had caused.

He felt no defiance, no bitterness, only the weight of his own guilt and a strange, aching clarity. This wasn’t about humiliation anymore, not really. It was about penance. About paying the price for the man he had been and trying to become someone better—even if the road was unbearable.

James closed his eyes, letting out a shaky breath. He didn’t know what kind of man he would be by the end of all this, but one thing was certain: he would never be the man who betrayed his wife again.