Chapter 1: The Plan
Ella and Claire sat across from each other in their favorite downtown cafe, sipping their lattes and discussing their upcoming plans. Both sisters had busy lives filled with responsibilities—Ella ran a successful interior design business, and Claire was a high-powered corporate attorney. They hadn’t had a real vacation together in years, and it was high time for a well-deserved break. The idea of lounging on a Mexican beach, soaking up the sun with no worries, sounded like paradise.
“We deserve the best,” Claire said, setting down her cup. Her eyes sparkled with excitement as she looked at her sister. “We should make this vacation unforgettable.”
Ella grinned, already imagining the perfect trip. “I couldn’t agree more. In fact, I think we should go all out. Let’s hire someone, a cute boy maybe, to take care of everything so we can just… completely unwind.”
Claire raised an eyebrow, intrigued. “Like a personal assistant?”
“More like a valet,” Ella said with a mischievous smile. “Someone who will handle every little task for us—running errands, bringing us drinks, setting up our loungers by the pool… anything we might need.”
Claire tapped her fingers thoughtfully, then smirked. “And since he’ll be sharing a suite with us, we’d need to make sure he stays… focused on his job.”
Ella’s eyes widened with understanding, a slow grin spreading across her face. “You’re thinking what I’m thinking, aren’t you?”
“Absolutely.” Claire leaned in, lowering her voice. “We advertise for a subby boy. We could insist he wear a chastity device. If he’s going to be staying close to us, he needs to understand his role and know he’s there to serve, nothing more, unless we want more, not him.”
They both chuckled, amused by the idea. Both were experienced tops. It was daring, perhaps even a little outrageous, but they loved the thought of having a young man completely at their disposal, submissive and willing to follow their every instruction. After a few minutes of discussion, they agreed on the plan: they’d find a suitable candidate to be their valet on FetLife, someone who would wear the device and be subject to any discipline they deemed necessary. It would be a once-in-a-lifetime vacation, both for them and for him.
Chapter 2: Crafting the Perfect Ad
Back home that evening, Ella set to work on the ad with Claire by her side, carefully wording each line to attract the ideal candidate:
Seeking Submissive Male for Exclusive Beach Resort Vacation: Generous Fee, Discretion Required
We are two professional sisters in our 30s looking for a respectful, attentive, and service-oriented young man, 18-24, to accompany us on a luxurious beach vacation. Your primary role will be as a valet, handling daily tasks, arranging our beach and pool setups, fetching drinks, and attending to any needs we may have. In return, we are offering room, board, and a generous fee.
Applicants must understand and agree to the following terms:
- A chastity device will be worn at all times. We will retain the keys, ensuring your full focus on your duties.
- You will be subject to any disciplinary measures we deem necessary to maintain standards.
- Complete discretion and professionalism are a must. Only candidates with a respectful attitude need apply.
To be considered, please submit a recent photo along with a 500-word essay on why you would be the perfect candidate for this role.
Once the ad was live on FetLife, the response was almost immediate. The combination of the generous fee and the unique requirements attracted dozens of replies. Some were too flippant, others overly eager, and a few simply weren’t taking it seriously. But after sifting through the responses, the sisters found several that piqued their interest.
Chapter 3: Reviewing the Essays
Ella and Claire set aside an evening to go over the essays and photos of the top candidates. They sipped wine and read each submission with interest, looking for the right mix of sincerity, respect, and a genuine understanding of what the role entailed.
One essay stood out immediately for its thoughtfulness. Tom, a young man in his early twenties, wrote about his interest in serving others and his commitment to upholding boundaries. However, he mentioned feeling nervous about the discipline aspect, which gave the sisters pause.
Another essay, from Jared, was filled with over-the-top language about how honored he would feel to serve two beautiful women. While flattering, it seemed to miss the point. The sisters were looking for someone who was focused on service, not the idea of being around them.
Finally, they came to an essay from Luke. At twenty-one, Luke’s submission was polite, well-written, and to the point. He included a recent photo, showing a clean-cut young man with an open, honest expression. His essay described his experience working in hospitality and his understanding of the value of service. He also addressed their specific requirements directly, noting that he would have no issues with the chastity device and that he respected the discipline aspect as a necessary part of maintaining a high standard.
Ella set the essay down, sharing a look with Claire. “I think we’ve found our valet.”
Chapter 4: Video Interview
To confirm their choice, the sisters set up a video interview with their chosen candidate.
The video call opened with Luke’s face filling the screen, his expression calm yet attentive as he took in the sight of the two women seated side by side. Ella and Claire, with their striking blonde hair and commanding blue eyes, exuded an effortless confidence that immediately captivated him. Though they appeared relaxed, there was an undeniable air of authority that left no question as to who would be in charge.
“Thank you for making time to speak with us, Luke,” Claire began, her tone warm but measured. “We were impressed with your essay. You seem to have a clear understanding of what this role entails, and we appreciate the respect you conveyed.”
Luke nodded, doing his best to maintain his composure. “Thank you. I took time to review the expectations carefully, and I understand the importance of staying focused on your needs.”
“Good,” Ella said, her gaze sharp as she appraised him. “One thing we value in a valet is having the proper appearance so as not to embarrass us. If you’re going to be by our side at a luxury resort, we need to know you’re polished and fit for the role. Would you mind removing your shirt so we can get a better look?”
Luke hesitated for only a moment before reaching to pull off his shirt, revealing his lean, toned physique. Standing before them, he felt a mixture of vulnerability and exhilaration under their scrutiny.
“Give us a spin, please,” Claire instructed, her tone gentle but unmistakably in command.
Luke turned slowly, aware of their eyes assessing him with quiet intensity. Facing them once again, he waited, feeling the weight of their gaze as they shared a brief, satisfied look.
“You certainly look the part,” Ella said approvingly, her lips curving into a subtle smile.
“Now, Luke, let’s go over a few key points, just so everything is absolutely clear,” Claire continued, her voice taking on a serious edge. “This isn’t a typical valet role. You’ll be responsible for our comfort and relaxation, available to fulfill any request without question or hesitation. That includes wearing a chastity device at all times.” She paused to let her words sink in. “There will be no expectation of removal. The keys will remain with us, ensuring you stay focused and mindful of your duties.”
Luke swallowed, absorbing the full implications of her words. “Understood,” he said, nodding. His heart was pounding, both with the weight of her commands and an undeniable thrill at the firm structure of his new role.
Claire’s gaze remained steady. “We also reserve the right to implement discipline at any time if we feel your behavior or focus isn’t meeting our standards. That discipline may take different forms, including corporal punishment or even more… public measures, should we see fit. Humiliation, for instance, is something we won’t hesitate to use if it serves as a necessary reminder.”
Luke felt his cheeks flush, both from the firmness of her tone and the clarity of their expectations. “I understand completely. I’ll do everything I can to ensure your satisfaction, and I’m prepared to accept any consequences if I fall short.”
Ella and Claire exchanged a glance, clearly pleased by his calm and respectful response. Ella leaned forward, her eyes gleaming with satisfaction. “You have the look, the demeanor, and the understanding we’re looking for,” she said, her tone both approving and authoritative. “We’d like to officially welcome you aboard, Luke. We’ll take care of the arrangements so that you’ll be ready to begin your duties on arrival.”
Luke’s heart raced with a mix of pride and anticipation. He met their gaze, feeling a powerful sense of submission under their commanding presence. “Thank you both. I won’t let you down.”
Claire’s lips curved into a slight smile, her tone warm but edged with authority. “Good. Because once we hold the keys, we expect nothing less than complete commitment. Be prepared to fulfill every expectation without hesitation.”
With that, they ended the call, leaving Luke with their approving, confident expressions imprinted in his mind.
Chapter 5: Luke’s Reaction
As the screen went dark, Luke leaned back in his chair, exhaling a long, shaky breath. His heart was still racing, his mind flooded with a mix of excitement, nerves, and pure disbelief. He could hardly believe what had just happened. Ella and Claire—two absolutely stunning, confident women with an authority that made his stomach flip—had chosen him, out of all the applicants, to serve them on this exclusive getaway.
It felt like a fantasy come true. Luke had always harbored submissive tendencies, quietly fantasizing about being under the control of a powerful woman. The idea of surrendering fully to someone else’s wishes, of giving up his independence to fulfill someone else’s desires, had always sparked something deep within him. But never in his wildest dreams had he imagined an opportunity like this: two beautiful sisters, as glamorous as they were intimidating, each with eyes that seemed to see straight through him, had laid out exactly how they would keep him in his place.
He shook his head, barely able to process it all. Not only were they drop-dead gorgeous, with a poise and elegance that had captivated him from the first moment, but they were also offering him an experience that catered perfectly to his submissive fantasies. They’d left no doubt in his mind that he would be entirely under their control—physically, mentally, and emotionally. And he knew he was willing to accept that, even if he didn’t yet fully understand what the coming week might demand of him.
Of course, the generous pay they’d offered was no small factor. He needed the money—badly. With tuition looming over him, this payment could be the answer to his worries, buying him time and helping him focus on his studies. A week of work for a generous stipend felt like a dream scenario, and getting to do it in a luxurious beach resort only sweetened the deal. He would have a chance to relax in between duties, enjoy the sun and the ocean, and all while staying in one of the most beautiful places he could imagine.
But as thrilling as it all sounded, he felt a nagging sense of apprehension. The rules they had set were firm, and the chastity device was a requirement that he wasn’t sure how he’d manage. The thought of being locked, denied any relief and fully at their mercy for the entire week, both excited and unsettled him. He wondered how he would handle the frustration and the vulnerability that came with being locked—especially knowing they held the keys and could decide his fate as they pleased.
Then there was the mention of discipline. Their tone had left no doubt that discipline would be real and firm. Corporal punishment and humiliation, used at their discretion, lingered in his mind, making his pulse quicken. He didn’t know how he would react if he were called out for a mistake or if they found him lacking in any way. The idea of being corrected by these powerful women both thrilled and terrified him, a cocktail of emotions he couldn’t quite shake.
Yet, as he considered the opportunity, he knew he couldn’t pass it up. Every nerve in his body was on edge, yes, but he felt the pull of surrender, the allure of giving up his control to two women who seemed as though they could read his thoughts, knew his weaknesses, and would guide him wherever they wanted. He’d be at their mercy, living out a fantasy that most would only dare to imagine. And, he reasoned, with a deep breath, wasn’t that exactly what he wanted?
Chapter 6: Preparing the Valet
Details were exchanged and contracts signed. The compensation detailed in the contract was even higher than they had discussed, much to his delight. The ladies sent him a coach ticket to fly to them, and then paid for an Uber to take him to their home. They were to set off the next morning to the vacation spot.
As the Uber dropped him off, Luke found himself standing nervously outside Ella and Claire’s home. The upscale neighborhood and elegant architecture were fitting reflections of the sisters’ style and confidence. He had dressed neatly, hoping to make a good impression, even though he knew that his attire might be the least important thing on their minds today.
He rang the bell and the door swung open, and Ella greeted him with a warm smile. “Luke, welcome. Come on in.”
Claire appeared in the hallway, giving him an appraising look. “It’s good to finally meet you in person, Luke,” she said, her voice smooth and controlled. “I trust you’re ready to begin following instructions immediately?”
“Yes, of course,” Luke replied, trying to keep his voice steady.
“Good,” Ella said, gesturing for him to follow them into the spacious living room. The sisters took seats on a plush sofa, crossing their legs elegantly, while Luke stood before them, feeling their eyes assessing him with quiet amusement.
After a moment, Claire spoke, her tone commanding. “We’re going to ensure everything is set up exactly as we planned before we head to Mexico. You understand that, don’t you, Luke?”
“Yes, ma’am,” he replied, his pulse quickening under their cool, confident gazes.
“Excellent. Then let’s get started,” Claire said, a faint smile on her lips. “Please remove your clothes, Luke. We’d like to see exactly what we’re working with.”
Luke hesitated for just a second, then nodded, beginning to unbutton his shirt. He could feel both sisters’ eyes on him, watching intently, and he understood that this was a test—a challenge to see if he was fully prepared to follow instructions without question. As he slipped off his shirt, then his pants, he could feel his cheeks warming. Standing there in his boxers, he felt both vulnerable and a surprising spark of excitement. Slowly, he slid his boxers down, leaving him completely bare before the sisters.
Ella and Claire exchanged a glance, their eyes brightening with interest as they took in his lean, muscular physique, admiring every detail. As their eyes drifted over him, he felt an undeniable surge of arousal, his body reacting instinctively to the intensity of their gaze. He tried to maintain his composure, but the quiet thrill of standing nude before these two beautiful women was impossible to suppress, and his cheeks flushed deeply as he noticed their gazes lingering.
Claire’s mouth curved into a slight smirk, clearly noticing his erection. “Well, it seems you’re eager to begin,” she commented, raising an eyebrow.
Ella chuckled softly. “It’s understandable. I imagine this is… an unusual situation for you.”
Luke managed a nod, his heart pounding. “Yes, ma’am.”
“I suppose this sort of arrangement excites you?” asked Claire.
“Yes, ma’am,” he said, blushing deeply.
“Do you find us… attractive, young man?” asked Ella.
“Oh… yes ma’am.”
“Well, that’s why, as part of your agreement, you’ll be wearing a chastity device for the duration of the trip,” Claire continued, watching him closely. “Since you’ll be sharing a suite with us, we need to ensure you remember your role and stay focused on your duties.”
Luke nodded, cheeks still flushed. The mention of the device brought his attention back to the reality of the arrangement, and he felt a mix of apprehension and excitement as Claire retrieved a small velvet-lined box from the coffee table. She opened it, revealing a sleek, polished steel chastity cage.
“Don’t think you’ll be let out of this for even a minute, Luke. This trip is not for your amusement, but for ours. Do you understand?” insisted Claire.
Luke nodded nervously.
“But how will we ever fit that big hard cock into this tiny little cage?” asked Claire, sarcastically.
Ella smirked and went to the kitchen to retrieve a handful of ice cubes. “Hold still, Luke,” she said.
The cold sensation jolted him, a sharp contrast to the warmth he’d been feeling moments earlier, and he did his best to stay still as she pressed the ice cube against his penis and testicles with gentle precision. The shock of the chill subdued his reaction, though he could see the amusement in both sisters’ eyes as they continued their task.
After a few moments, Ella set the ice aside and gave a small nod to Claire, who took the device and began fitting it into place. The cool metal pressed against his skin, and he could feel the weight of it as she locked it securely. Claire looked up, meeting his eyes with an authoritative gaze.
“Comfortable?” she asked, though her tone made it clear that his comfort was only of minor concern.
“Yes, ma’am,” Luke replied, his voice steady but his face still flushed.
The sisters exchanged another pleased look before standing, circling him for one last inspection. “You look perfect,” Ella remarked, folding her arms as she stepped back to admire their handiwork. “This is exactly how we expect you to be at all times during our trip.”
Claire nodded approvingly, her eyes lingering on him with a quiet satisfaction. “And remember, Luke,” she said in a low, commanding voice, “you agreed to this willingly. From here on out, you’ll follow our every instruction without hesitation. Are we clear?”
“Yes, ma’am,” he replied, feeling both nervous and exhilarated, knowing that he was now completely under their control.
“Good,” Ella said with a satisfied smile.
Chapter 6: Expectations Made Clear
With the device securely in place, Luke stood before the sisters, feeling the weight of it both physically and mentally. The chastity cage served as a constant reminder of their control, but the look in Ella and Claire’s eyes suggested that there was more he needed to understand about their arrangement.
Claire folded her arms, looking at him with a cool, assessing gaze. “Now, Luke, there’s one more aspect of your role that we need to make very clear before we head off to Mexico.”
Luke straightened, listening intently.
Ella’s expression was equally serious, though a hint of amusement lingered at the edges of her mouth. “While we expect complete obedience, there will be consequences if you fail to meet our expectations. We won’t tolerate anything less than your best,” she said, her tone both calm and firm.
“Do you understand, Luke?” Claire asked, stepping closer, her gaze piercing.
“Yes, ma’am,” Luke replied, swallowing, feeling a flicker of apprehension mixed with an unusual thrill at the discipline they were describing.
Ella nodded approvingly, though her gaze held a hint of a challenge. “Good. But words alone won’t do,” she said, her voice lowering. “We believe in being very clear about what discipline means to us. If your performance is lacking in any way, you will be paddled. A proper reminder.”
Luke felt his cheeks flush, but he nodded. “I understand, ma’am.”
“Excellent. Let’s ensure you fully grasp what a paddling will entail,” Claire said, picking up a paddle that had been lying on a nearby table, a sturdy, polished wooden implement that looked built for the purpose. “This way, there won’t be any confusion.”
Ella gestured to the sofa behind him. “Bend over, Luke.”
His pulse quickened as he looked between them, realizing they intended to demonstrate the consequences right here and now. Taking a steadying breath, he moved to the sofa, leaning over as instructed, positioning himself across the cushions, his hands gripping the edge.
He felt the cool air on his exposed skin, his vulnerability heightened as he awaited their next move. Claire stepped forward, her hand steady on the paddle, giving it a few experimental taps against his bare backside. The sound was sharp in the quiet room, and each tap sent a subtle reminder of the control they held.
“This is your warning, Luke,” Claire said, her voice calm yet authoritative. “Any lack of obedience, and this is what you’ll receive.”
Without further preamble, she drew back the paddle and brought it down with a sharp smack. Luke gasped as the sting registered, his hands tightening on the edge of the sofa. Claire didn’t wait for him to fully process the impact before delivering another swift swat, each one sending a warm, burning sensation through his skin. She repeated the strikes until she reached an even dozen.
Ella stepped forward, taking the paddle from Claire with a satisfied smile. “We’ll make sure you’re ready for this.”
She took her turn, delivering a dozen quick, firm swats, each one landing with precision and leaving a warm, tingling heat across his skin. As she continued, Luke could feel his cheeks flush, both from the paddling itself and from the awareness that he was utterly at their mercy, his body responding to each strike as they alternated cheek to cheek, their rhythm unrelenting.
After what felt like an eternity, Ella finally paused, stepping back to inspect their work. His skin was bright red, the warmth radiating across his backside as he remained bent over, feeling both chastised and humbled.
Claire leaned down, her tone almost gentle. “This is the standard punishment, Luke. But it can get much worse. Understood?”
“Yes, ma’am,” he replied, his voice steady despite the sting.
Ella nodded approvingly, setting the paddle aside. “Good. Now, get dressed. Tomorrow, we leave for paradise, and we expect only the best behavior from our valet.”
As Luke slowly straightened up from the sofa, he felt the warmth radiating across his freshly paddled skin, the sting from the sisters’ disciplined handiwork still vivid. He adjusted his stance, trying to mask the deep blush that crept across his face. But as he stood, both sisters’ gazes fell downward, their eyes zeroing in on the unmistakable strain of his arousal pressing desperately against the confines of the chastity cage.
Chapter 7: Painfully Aroused
Claire raised an eyebrow, a hint of amusement flickering across her face as she observed the futile attempt of his body to respond, the device containing him with uncompromising restraint. “Well, well,” she murmured, her voice laced with a mix of surprise and satisfaction. “It seems you might be having some… difficulty adjusting to our arrangement.”
Ella chuckled softly, her eyes twinkling with mirth as she looked him up and down, taking in the visible discomfort. “That looks rather painful, doesn’t it, Luke?” she asked, tilting her head in feigned sympathy. “Perhaps a little too much excitement for your first lesson?”
Luke swallowed, trying to keep his composure, but the heat on his face only deepened. “Yes, ma’am,” he managed, feeling the pressure of the cage as it refused to yield, amplifying the ache of arousal against the unrelenting steel.
As Luke stood there, locked into the chastity device, he could feel every inch of his body reacting to the presence of Ella and Claire. His arousal was involuntary, undeniable, and entirely out of his control, and the tight metal cage around him seemed to grow even more constrictive as he felt his excitement pressing against it. The cold, unyielding metal held him firmly, but his body fought against it, straining to accommodate his growing desire, pressing painfully against the bars.
“Look at that,” Claire murmured, a wicked glint in her eye as she noticed his discomfort. “Trying so hard to get excited, aren’t you, Luke? But that cage isn’t letting you go anywhere, is it?”
Luke could feel his face heating up, his cheeks burning with embarrassment as his arousal grew against his will. The cage seemed to press tighter, his attempt at an erection painfully stretching against the unrelenting metal, and his testicles felt the added strain as they were pulled away from his body. Every inch of him felt vulnerable and helpless, entirely at their mercy.
Ella leaned closer, folding her arms as she watched him with an amused smile. “Poor thing,” she teased, her voice dripping with mock sympathy. “It must be so uncomfortable, feeling everything trapped and unable to… go anywhere.”
Her fingers trailed along the length of the cage, sending a shiver through him, though his body had no room left to react. “Is it painful, Luke?” she asked, her tone a mixture of teasing and fascination. “Trying to get hard with nowhere to go?”
He could only manage a slight nod, his breath catching as the device held him firmly, making any response difficult. “Yes… a little,” he stammered, his voice barely a whisper.
“A little?” Claire laughed softly, leaning in close. “I think it’s more than a little, don’t you? Look at you straining, trying so hard to get hard, and yet… absolutely nothing is going to happen for you.” She reached out, letting her fingers also brush along the cage, a touch that only heightened his sensitivity and the ache that came with it.
The sensation sent another wave of frustrated arousal through him, intensifying the strain. Every inch of him was throbbing, pulsing against the unyielding metal, and he could feel his testicles pulled tight, adding to the growing, painful tension. He felt utterly at their mercy, every part of him locked away and unable to do anything about it.
Ella chuckled, watching him with a predatory smile. “Get used to it, Luke. This is your new reality,” she whispered, leaning in just close enough that he could feel her breath against his cheek. “No release, no relief. Just you, locked away and struggling, while we hold the keys.”
Claire smirked, giving his shoulder a gentle squeeze. “And we’re going to have so much fun watching you struggle.” She gave him one last teasing look, letting the weight of their control settle fully over him before stepping back, leaving him standing there, trapped and helpless in his painfully confined state.
Luke could do nothing but stand there, his body straining uselessly against the cage, fully aware that he was at their mercy—and that they were more than willing to keep him exactly where he was.
Claire exchanged a smirk with Ella before giving Luke an appraising look. “I think you could use a moment to… cool off,” she suggested, her tone light yet firm. “Why don’t you go take a cold shower? That might help shrink you down to size.”
Ella nodded, her amusement evident. “Yes, a few minutes under cold water should set you right,” she said with a knowing smile. “We’ll expect you back here in exactly five minutes, ready to behave.”
Luke nodded, murmuring his thanks, though he knew the suggestion was more of a command. As he headed toward the bathroom in the direction they indicated, he could still feel the sisters’ eyes following him, their quiet laughter lingering in the air as he moved.
Luke turned on the shower, wincing as the icy stream cascaded over him, shocking his body into submission. The cold water numbed his skin, and every attempt at arousal faded quickly as the temperature forced his body to retreat from any excitement he might have felt before. The relentless chill seeped into him, cooling the fire he’d felt moments ago and bringing him back to a state of humility and restraint. It was uncomfortable, to say the least, but he knew it was necessary if he was to meet the sisters’ standards.
As the water continued to pour down, he couldn’t help but glance down, seeing his cock—stripped of any hint of excitement—held tightly within the unforgiving metal of the cage. The once-pressing strain had subsided, and he could see how the cage encased him entirely, keeping him small, controlled, and undeniably vulnerable. His testicles, which had been stretched painfully before, had now drawn up slightly in reaction to the cold, adding to the image of complete confinement.
When he finally stepped out of the shower, his skin was still chilled, a slight shiver running through him as he dried off. He took a deep breath, steadying himself before heading back to present himself to Ella and Claire. The sensation of the metal cage felt even more restrictive as he walked, a constant reminder of the limits they had imposed on him.
Entering the room, he saw them both waiting, their expressions expectant and slightly amused as they watched him approach. He stood before them, head bowed slightly, feeling the weight of their gaze as they inspected him. The coolness of his skin and the shrunken, caged state of his cock and balls made him feel even smaller, more exposed under their scrutiny.
Claire leaned in, a faint smirk on her lips as she took in the sight. “Much better,” she murmured, her eyes lingering on the chastity device as it held him firmly. “The cold seems to have settled you down… exactly as we wanted.”
Ella circled him slowly, her gaze appraising, her satisfaction evident. “Look at you, completely controlled,” she said, her tone low and teasing. “This is how we expect to see you—humble, restrained, and absolutely no trace of… excitement.”
They shared a glance, clearly pleased with his appearance. The cold shower had done its work, and he was now presented to them exactly as they had intended: subdued, obedient, and fully at their mercy.
“Now, get dressed. We leave tomorrow morning, and you’ll be expected to be ready bright and early.”
As Luke dressed, he felt the weight of the chastity device—a constant reminder of the authority the sisters held over him. With his heart racing, he glanced back at Ella and Claire, realizing that this was only the beginning of what promised to be a truly unforgettable trip.
Chapter 8: Off to Mexico
The next morning, the scene was as luxurious as it was demanding. Luke found himself balancing two large, expensive Louis Vuitton bags, each heavier than he’d anticipated, along with several smaller pieces of luggage. He strained under the load, glancing occasionally at the sisters, who appeared effortlessly chic in their designer travel wear, each of them looking fresh, confident, and completely unfazed by the weight of their belongings.
Ella and Claire, for their part, seemed to revel in his struggle, occasionally glancing over their shoulders with amused smiles as he maneuvered the bags toward the sleek black limousine waiting outside the house. He could feel the chastity device—a constant, unyielding presence beneath his clothing—adding a quiet, personal reminder of his submission with every step. The previous night’s icy shower and firm instructions had left him humbly aware of his place, and he was determined to prove himself capable, despite the strain.
As they settled into the limo, Luke carefully stowed the bags, closing the trunk before slipping into the front seat as directed, leaving the back seat entirely to the sisters. The ride to the private air terminal was smooth, and Luke sat quietly, listening to the soft hum of their conversation in the back. He couldn’t make out every word, but their laughter and relaxed tone only emphasized their absolute control over the day’s plans. He was, in every sense, along for the ride—just as they had planned.
Once they arrived at the private terminal, Luke moved quickly, stepping out to open the door for them and gather the bags once more. The sisters stepped out of the limo with practiced elegance, taking in their surroundings with a satisfied air before leading the way toward the sleek private jet waiting on the tarmac.
The jet gleamed in the morning light. The pilot greeted them at the steps, nodding deferentially to Ella and Claire as they approached. Luke, struggling slightly with the weight of the bags, followed in their wake, feeling every inch the subordinate as the sisters ascended the steps gracefully, entering the plush interior of the jet.
Inside, the jet was a world of opulence—soft leather seats, a fully stocked bar, and wide windows that offered a stunning view of the runway and beyond. Ella and Claire settled into their seats as Luke found his own seat toward the back, where he would be less in view but still available if they needed anything during the flight. As he buckled himself in, he couldn’t help but glance toward the sisters, watching as they chatted, their laughter and ease underscoring the contrast between their position and his own. They were in complete command of this experience, setting the tone for what would undoubtedly be a week like no other.
A stewardess appeared from the galley, her polished uniform and professional demeanor fitting the elegance of the private jet. She approached Ella and Claire with a warm smile, bowing her head slightly in a gesture of respect.
“Good morning, ladies. My name is Mia, and I’ll be your stewardess for the duration of the flight. If there’s anything you need, please don’t hesitate to let me know.”
Ella returned Mia’s smile, her tone effortlessly gracious. “Thank you, Mia. I’m Ella, and this is my sister, Claire.”
Claire nodded, her eyes briefly scanning Mia with a hint of curiosity and approval. “It’s a pleasure, Mia. I’m sure we’ll be in good hands with you.”
Mia’s smile widened, clearly pleased to be tending to such composed and elegant passengers. Then her eyes shifted to Luke, who sat quietly near the back, his posture respectful, hands resting neatly on his knees.
“And this is Luke,” Claire continued, a slight smirk tugging at her lips. “He’s our valet. He’ll be taking care of any additional needs we might have once we reach our destination.”
Mia’s gaze lingered on Luke for a moment, a faint hint of curiosity flashing in her eyes as she nodded politely. “Of course. It’s lovely to meet you, Luke.”
Luke managed a polite nod in return, feeling both aware of his role and slightly exposed under Mia’s attentive gaze. She clearly noted the difference in his position compared to the sisters, and her brief but knowing smile only underscored the hierarchy Ella and Claire had so firmly established.
“If there’s anything I can provide for you or your valet, please just let me know,” Mia said, her tone respectful but with a subtle undertone of understanding.
Ella exchanged a glance with Claire, each sister smiling slightly, sharing an unspoken satisfaction. Luke was, after all, here in service to them, and Mia’s respectful acknowledgment of the arrangement only highlighted his place in their dynamic.
“Thank you, Mia,” Ella replied smoothly, her tone conveying authority and ease. “We’ll be sure to let you know if we need anything further. For now, though, I think we’re perfectly comfortable.”
With that, Mia gave a final nod, her professional demeanor never faltering as she disappeared back into the galley, leaving the sisters to relax, their drinks in hand, and Luke to sit quietly, fully aware of his position among them as they continued their flight toward the exclusive escape that awaited.
The jet took off smoothly, leaving the city behind as they soared into clear blue skies. Luke felt a mix of excitement and nerves, fully aware of the journey ahead and the role he’d agreed to play. This wasn’t just a vacation—it was an immersion into a life of luxury, control, and submission, one where he would be constantly at their service, confined by their rules and subject to their expectations.
As the flight continued, Ella glanced back, catching his eye. She gave him a slight nod, a reminder that even now, high above the clouds, he was theirs—locked, restrainedn, and at their beck and call. He could only nod in return, feeling the weight of his commitment settle over him, as steady and unyielding as the plane itself, carrying them toward a resort experience like no other.
Chapter 9: Embarrassed in front of the Stewardess
As the flight continued, Ella and Claire reclined comfortably, exchanging the occasional amused glance as they sipped their drinks. Mia moved between them, ensuring they had everything they needed, her professional demeanor steady, though her curiosity about their dynamic was unmistakable.
After a while, Claire leaned forward slightly, her eyes gleaming with a hint of mischief as she whispered something to Ella. They shared a quiet laugh, and then Ella turned, glancing back at Luke, who sat obediently in his seat, watching them attentively. He could sense the playful mood and felt a flicker of anticipation, knowing well enough that their call would soon follow.
“Luke,” Ella called softly, her voice carrying a gentle authority that he was well-trained to respond to. He rose immediately, walking over and standing beside them with a respectful bow of his head, eyes lowered slightly.
“Yes, Miss Ella?” he asked, his voice soft and deferential.
“Now, Luke,” Claire began, feigning a thoughtful expression, “Miss Ella and I were just talking, and it occurred to us that Mia here might enjoy knowing a bit more about… your role.” She gave a small, knowing smile, casting a glance toward Mia, who had stopped nearby, curiosity clearly sparking in her eyes.
“Oh, of course,” Mia responded, a polite smile gracing her lips, though Luke could see the intrigue growing behind her calm demeanor.
Ella leaned back, a smile dancing across her face. “In fact, Luke, why don’t you tell Miss Mia exactly what you’re wearing… under your pants?”
Luke felt the heat rise in his cheeks, his face flushing with embarrassment as he realized what they were asking. He stole a glance at Mia, who looked openly intrigued, her eyebrow arched in a mixture of amusement and curiosity. There was no escape; the sisters’ gaze was steady, their silent command unmistakable.
After a brief pause, he cleared his throat, keeping his gaze respectfully down. “I… I’m wearing a chastity device, Miss Mia,” he murmured, his voice barely above a whisper as the words left his lips, his heart pounding as he fought the urge to fidget.
Mia’s lips curved into a slight, surprised smile, her professional demeanor briefly slipping to reveal her intrigue. “Oh,” she murmured, her voice tinged with genuine surprise, though she kept her tone calm and composed. “Well, that’s… quite a unique arrangement.” She looked between the sisters with a new understanding, a subtle admiration evident in her gaze.
Claire gave a small, satisfied nod, her eyes never leaving Luke. “You see, Mia, we like to make sure Luke stays… focused. It’s essential for his role as our valet.”
Mia chuckled softly, her smile widening in amusement. “I suppose that would keep one very focused indeed,” she said, casting Luke a long, appraising glance. There was a hint of both sympathy and playful enjoyment in her eyes as she took in his vulnerable, humble demeanor.
Ella reached over, placing a possessive hand on Luke’s arm, her touch light but commanding. “He’s done quite well with it so far, haven’t you, Luke?” she asked, her tone both approving and teasing.
Luke nodded quickly, his cheeks still flushed as he replied, “Yes, Miss Ella. I’m… I’m very focused, thank you.” He kept his voice soft, unable to bring himself to meet Miss Mia’s eyes, his embarrassment only heightened by their attention.
“And under what conditions does it… come off?” asked Mia teasingly.
Ella leaned forward, her tone encouraging but with an edge of command. “Go ahead, Luke. Tell Miss Mia.”
Luke’s voice was barely a whisper as he felt their eyes on him, forcing himself to answer, “It… it doesn’t come off, Miss Mia. Not for the entire trip.”
Mia raised her brows, clearly entertained, a sly smile tugging at her lips. “Not at all?” she asked, as if testing him.
He shook his head, his voice steady but resigned. “No, Miss Mia. Not at all.”
The sisters exchanged a satisfied look, clearly enjoying his admission. Claire reached over to give Mia a conspiratorial wink. “We find it helps keep his mind exactly where it needs to be: on us and his duties.”
Mia chuckled, casting a sympathetic but teasing glance at Luke. “Well, that’s certainly… effective.” She offered him a smile layered with both pity and amusement. “You, poor boy, though,” she murmured, her eyes sparkling with mischief. “Locked up like that, and you’re surrounded by two such beautiful mistresses. That must be… quite frustrating, hmm?”
Luke felt his cheeks flare, his throat tightening as he looked down, unable to meet her gaze. “Yes, Miss Mia,” he replied softly, his voice barely audible.
Mia laughed. “They must be awfully strict with you,” she said, her tone dripping with mock pity as she looked him up and down. “I imagine it’s… difficult to keep yourself in check around them.”
Ella smirked, crossing her legs elegantly as she settled back, clearly entertained. “That’s exactly the idea, Mia,” she said, a satisfied glint in her eye. “We like to make sure he knows his place. A little discomfort goes a long way in keeping him focused.”
Mia nodded, her gaze returning to Luke, her smile widening as she leaned a bit closer, lowering her voice as if confiding a secret. “I can’t imagine how tempting it must be for you,” she whispered, “being so close to them and having no relief whatsoever. Such a poor little boy… all that frustration, and nowhere for it to go.”
Luke swallowed, his embarrassment only deepening as he forced himself to nod, his voice barely a whisper. “Yes, Miss Mia.”
She laughed softly, clearly delighted by his reaction. “Well, you’re certainly devoted,” she teased, giving him one last look filled with playful pity. “Just remember… they’re in control, and there’s nothing you can do about it.”
She stepped back, heading toward the galley with a certain playful satisfaction, leaving Luke blushing furiously and acutely aware of his place—not only under Ella and Claire’s command but now subject to the whims of Miss Mia as well.
Chapter 10: Touchdown
As the jet touched down on the secluded airstrip just outside the luxury resort, Ella and Claire stepped off first, descending the steps with unhurried elegance. The warm tropical air greeted them, along with a small team of resort staff ready to escort the guests to the main compound. Unlike the guests, however, any accompanying staff—such as Luke—were required to pass through a security checkpoint before being allowed onto the property.
Luke trailed behind, dutifully carrying the sisters’ bags as they moved forward. Ella and Claire were ushered directly toward a waiting shuttle, bypassing security entirely, while Luke was directed to the metal detector set up nearby. He could feel a prickle of nervousness, fully aware of the chastity device beneath his clothes and the potential complications it might cause.
Sure enough, as he passed through the metal detector, it emitted a loud, unmistakable beep, drawing the attention of the security guards. One of the guards, a no-nonsense woman with a clipboard, stepped forward, eyebrows raised as she glanced from the detector to Luke.
“Please step aside,” she said firmly. “We’ll need you to identify the source of the metal.”
Ella and Claire, leaning against the shuttle, watched with amusement from only a short distance away. Claire smirked, folding her arms as she called over to Luke, her voice carrying just enough for the guards to hear.
“Go on, Luke. Explain to them what must have set it off.”
Luke swallowed, feeling his cheeks heat as he faced the guards, aware of their expectant looks. He cleared his throat, casting a brief, embarrassed glance toward the sisters before turning back to the guard. “I… I’m wearing a metal… ummm… chastity device,” he murmured, his voice barely above a whisper.
The guard’s eyebrows lifted, a flicker of surprise in her eyes, though she maintained her professional demeanor. “A chastity device?” she repeated, glancing at the other guards, who exchanged looks of mild amusement.
“Yes, ma’am,” Luke replied, his face turning redder by the second. He felt every ounce of his submission in that moment, knowing he was exposing not only his situation but his obedience to Ella and Claire’s authority.
As Luke stood awkwardly at the security checkpoint, cheeks flushed with embarrassment after admitting the source of the metal detector’s alarm, the guard raised an eyebrow, casting a curious glance toward Ella and Claire. The female guard, maintaining her professional composure but clearly intrigued, nodded slowly.
Claire watched with evident satisfaction, giving the guard a polite, nonchalant nod. “He’s with us, and the device is part of his role,” she added, her tone dismissive. “Please, feel free to confirm.”
“Well,” she said, her tone calm and steady, “if you’re wearing a metal device, we do need to verify it. Standard procedure. There’s a private room just a few minutes away. I’ll have one of our male guards assist with a full inspection.”
Ella’s brows lifted, a flicker of impatience flashing across her face. She glanced at Claire, then back to the guard with a small, dismissive smile. “Oh, that won’t be necessary. Luke doesn’t require privacy,” she said, her voice carrying an edge of authority. “You’re welcome to inspect him here. We’d like to avoid any unnecessary delays.”
The guard hesitated, clearly not used to such direct insistence. “Are you certain?” she asked, her tone respectful but uncertain.
“Absolutely,” Claire cut in, her gaze fixed firmly on Luke. “Luke, you have no objections, do you? It’s best to get this handled quickly. Let the guards do what they need to.”
Luke swallowed, feeling his cheeks heat even further under the weight of their expectant stares. With a small nod, he replied softly, “No objections, Miss Claire.”
The guard, sensing the firm resolve of the sisters, gave a curt nod and gestured for Luke to step aside. “Very well, then. Please lower your pants and undergarments so we can proceed with the inspection,” she instructed, her voice steady and direct.
Luke’s heart pounded as he fumbled with his waistband, feeling every pair of eyes on him as he lowered his pants and boxers, exposing the chastity device snugly secured around him. His face burned as he stood there, vulnerable and exposed, fully aware of the attention his predicament was drawing.
As he complied, a second guard—a male—approached, his expression neutral as he joined the inspection. The female guard explained the situation to him in a low voice, gesturing toward the chastity device with a faint, almost bemused smile. He nodded in understanding, moving closer to confirm the device’s structure and ensure it posed no security risk.
Luke stood still, his gaze fixed on the floor, feeling every second stretch painfully as they inspected the device, tugging gently to ensure it was secure, their hands working methodically to complete the check. He could sense Ella and Claire’s eyes on him, their quiet amusement and satisfaction with his compliance evident in their expressions.
“Looks innocuous enough, but I’m afraid procedure says we’ll have to have it off for inspection,” says the male guard.
Without missing a beat, Ella reached into her handbag and produced a small silver key, holding it out to the female guard with a composed smile. “Here’s the key, then. Take your time; we want to be thorough, after all.”
Luke felt his heart race as the guard took the key, gesturing for him to step to a more open area beside the security desk. His face was burning as he realized there would be no privacy for this “inspection.” He could feel the eyes of others nearby lingering on him as he moved to comply.
With steady hands, the guard unlocked the chastity device, the click of the lock echoing louder than he could have imagined. As she removed the device, Luke’s bare, vulnerable state was exposed, his penis hanging freely in the open air. His face grew impossibly red, every inch of his skin tingling with the awareness of his exposure.
The guard held the device in her hand, turning it over and inspecting each part meticulously. She looked over each component with care, ensuring there was nothing within that might interfere with security. The thoroughness of her inspection left Luke standing, exposed and humiliated, for what felt like an eternity.
As she completed her check, he noticed movement out of the corner of his eye. Mia, the stewardess from their flight, was passing by, her gaze catching on the scene with an amused, knowing smile. She slowed her steps, taking in the situation with thinly veiled delight, her eyes dancing as she observed Luke’s predicament.
Behind her, one of the pilots also passed, glancing over with a raised eyebrow before continuing on, trying and failing to hide a small smirk. The awareness that his exposure was not only necessary but openly observed by others only deepened Luke’s mortification.
“All right,” the guard said, her voice firm. “We need to make sure nothing else is setting off the alarm, so you’ll need to walk through the metal detector again—without the device on.”
Luke blinked, the implications of her words settling in, but before he could react, Ella called out, “Do hurry up, Luke! Leave your pants and underwear where they are. Put your hands on your head and step through.”
The security guards looked over to the two wealthy guests with a grin. They were not unused to servants treated badly, but this took the cake. None of their business, though. The customers, especially the wealthy ones, were always right.
He swallowed hard, feeling his cheeks flush even redder. Glancing over at Ella and Claire, he saw their faintly amused expressions, giving him silent encouragement to comply without hesitation. Taking a deep breath, he left his pants and boxers pooled around his ankles, placing his hands on his head as instructed.
With every nerve in his body heightened by the sheer vulnerability of the situation, he took small, shuffling steps forward, his bare legs exposed, feeling the cool air against his skin. Each step seemed to draw out the moment, and as he approached the metal detector, he was acutely aware of the eyes on him—from the security team to the sisters, and even passing resort staff who slowed down, casting curious and entertained glances in his direction.
The detector stayed silent this time, confirming that the chastity device had indeed been the only item responsible for the initial alarm. The guard watched him carefully as he passed through, her expression neutral but with a glint of subtle amusement.
“All clear,” she said, a faint smirk tugging at the corners of her mouth. “We’ll need to secure this back in place now.”
Ella and Claire exchanged pleased smiles, nodding in silent approval as the guard approached Luke, the chastity device gleaming in her hand. She gestured for him to keep his hands on his head, maintaining his exposed and vulnerable stance.
“Stay still,” the guard instructed, her tone firm and professional as she crouched down, positioning the device carefully. Luke could feel every nerve in his body alight with humiliation as she worked, securing him back into the cold, restrictive cage with unceremonious efficiency. She fastened it tightly, giving each component a final check before locking it into place with a decisive click, the sound echoing louder than he could have anticipated.
Once the lock was secured, the guard stood up, handing the key back to Ella with a nod. “He’s good to go, ma’am,” she said, her voice steady, as though this were nothing out of the ordinary.
“Thank you,” Ella replied smoothly, slipping the key back into her bag with a satisfied smile. “We appreciate the thoroughness.”
The guard nodded, giving Luke a final, almost sympathetic look. “You may pull up your pants now,” she added, her tone a mixture of authority and faint amusement as she watched him dress, clearly entertained by his flustered state. “You’re free to join your… employers.”
Once he was fully dressed again, Luke gathered himself and the luggage, trying to regain some composure as he returned to his position behind Ella and Claire. His face burned, the weight of the device newly intensified by the guard’s firm reattachment.
Chapter 11: Checking In
Arriving at the resort, Ella and Claire were welcomed with the utmost luxury—a private entrance, personal concierge, and a seamless check-in process that was reserved for only the most exclusive guests. Luke, trailing slightly behind with the luggage, marveled at the sheer opulence of their suite as they entered. Expansive windows overlooked the beach, sunlight pouring in to reveal plush furniture, a private hot tub, and personal touches that reflected the resort’s commitment to luxury and privacy.
Once they were settled, Ella and Claire exchanged a quick, knowing look. With a slight smile, Claire retrieved a small bag from her luggage and turned to Luke, her eyes twinkling with a hint of mischief.
“Now, Luke,” she said smoothly, “you’ve done well so far. But we have a specific attire we’d like you to wear during the day.” She held out a small garment, unfolding it to reveal a tiny black Speedo. The swimsuit was minimal, leaving little to the imagination, cut high on the sides with the back designed to reveal the lower half of his ass cheeks.
Luke’s cheeks flushed as he took in the tiny garment, realizing just how little it would cover. The thin fabric would cling tightly to his body, leaving his chastity device unmistakably outlined beneath it.
“Consider this your uniform for the duration of the trip,” Ella added, clearly relishing his reaction. “We want you to look the part of our valet, and this,” she gestured to the swimsuit, “will help remind you of your position.”
Luke swallowed, feeling a mixture of apprehension and reluctant acceptance as he nodded. “Yes, Miss Ella,” he replied, trying to keep his voice steady.
“Good,” Claire said, her tone soft but authoritative. “Change into it now. Let’s see how it looks.”
He took the Speedo and stepped into the suite’s spacious bathroom, quickly stripping down and pulling on the tiny swimsuit. As he adjusted it, he realized just how revealing it truly was; the fabric clung to him snugly, molding around his body, emphasizing his confinement. The chastity device was clearly defined beneath the fabric, an undeniable reminder of his submission, and he could feel the back riding up, exposing the lower half of his backside.
With a deep breath, he opened the bathroom door and stepped back into the suite, standing before Ella and Claire, hands at his sides, cheeks tinged red as he waited for their reaction.
The sisters looked him over with obvious satisfaction, their eyes lingering on every detail of the suit, taking in how it clung to him, accentuating the chastity device and leaving his backside partially exposed.
“Perfect,” Claire murmured, a satisfied smile tugging at her lips. “You’ll wear this whenever you’re with us during the day. It suits you, don’t you think?”
Luke nodded, his face flushed as he managed a quiet, “Yes, Miss Claire.”
Ella smirked, clearly pleased with his response. “Good. Now, let’s head to the pool. We’ll need you to set up our loungers and bring us refreshments.”
As they gathered their things and made their way toward the suite’s private pool, Luke trailed behind, acutely aware of the skimpy suit hugging his body. The sensation of exposure and the unmistakable outline of his confinement were ever-present reminders of his position, and he couldn’t shake the feeling that his role had only just begun to unfold under the sisters’ watchful, approving eyes.
Chapter 12: Poolside
With a slight smirk on her lips, Claire handed Luke a large beach bag filled with all the essentials—towels, books, sunglasses, and refreshments—along with a small, almost child-sized portable chair that looked more like a stool than a proper lounger. Luke’s face flushed as he realized this “chair” was meant for him, a subtle but undeniable reminder of his status.
As they made their way to the hotel pool, Luke trailed slightly behind, feeling the eyes of other guests on him as he walked in his tiny Speedo, which left little to the imagination. The chastity device pressed snugly beneath the fabric, its outline unmistakable. With each step, he felt the soft tug of the swimsuit on his backside, leaving him fully aware of how exposed he was.
The sisters chose a prime spot by the pool, spreading out their towels on two comfortable loungers with umbrellas to shade them from the sun. Luke set up their area as requested, laying out the towels and unpacking the bag with a quiet efficiency, feeling his own chair—his tiny stool—beside them as an ever-present reminder of his place.
“Luke,” Ella called softly as she settled onto her lounger, glancing at him with a faint smile. “We need sunscreen. Make sure to cover us thoroughly.” The ladies both turned onto their tummies inviting the application.
He nodded, retrieving the bottle of sunscreen from the bag. Starting with Ella, he knelt beside her, feeling the heat rise in his cheeks as he began applying the lotion to her shoulders, smoothing it over her skin. As he worked his way down her arms and across her back, he couldn’t help but feel the gentle curve of her skin beneath his fingers, her quiet confidence only intensifying his awareness of her presence.
“Don’t forget our butts, Luke,” Ella said.
Each touch sent an undeniable wave of arousal through him, his body responding instinctively even as he tried to stay focused on his task. The chastity device, however, did not allow for any reaction. He felt his penis strain futilely against the metal, the device pressing tightly in response, sending a dull ache through him as it held him in check.
“Is everything all right, Luke?” Claire asked with a smirk, clearly noticing his discomfort as he worked his way over to her lounger.
“Y-yes, Miss Claire,” he managed, his voice slightly strained as he forced himself to focus, his hands smoothing the sunscreen over her arms, her shoulders, and down her legs. But each movement only intensified the pressure, the chastity device serving as a constant reminder of his helpless state.
Claire chuckled softly, exchanging an amused glance with Ella. “You seem a bit tense, Luke,” she observed, her tone playfully mocking. “Are you sure you’re all right?”
Luke nodded, though the tension in his body was unmistakable. “Yes, Miss Claire,” he repeated, but he could feel the pressure building, his body’s reaction out of his control as he struggled to maintain his composure.
As Luke continued applying the sunscreen, his cheeks flushed with embarrassment, Ella shifted on her lounger, giving a soft, contented sigh as his hands moved lower. “Mmm, that’s nice, Luke,” she murmured, her voice carrying a hint of playfulness. “But don’t stop there. You’ll need to get right under the edges of my bikini bottoms… I wouldn’t want any missed spots, after all.”
He swallowed, feeling his face burn as he carefully slid his fingers just beneath the hem of her bikini bottoms, his hands moving slowly and deliberately, his touch gentle but thorough. Ella’s eyes fluttered closed, a quiet, satisfied moan escaping her lips as he worked the lotion over her skin, lingering on her curves. Each touch sent another wave of tension through him, the confines of his chastity device pressing tightly, painfully, as he fought to keep his composure.
“Make sure to do the same for me,” Claire chimed in, her voice a mix of command and amusement. She shifted, arching her back slightly to give him access to her own bikini line, casting a glance over her shoulder as she added, “Right under the edge, Luke. We need to be… fully protected.”
Hands trembling slightly, he moved to Claire, sliding his fingers under the sides of her bikini bottoms, feeling the heat radiating from her skin. She gave a soft moan, a playful smile tugging at her lips as she observed his discomfort with evident satisfaction. “Good boy,” she murmured, her voice rich with teasing approval. “Now don’t miss any spots. We’re counting on you.”
Each touch only intensified the dull ache pressing against him, his body straining against the device that held him firmly in place. The sisters’ quiet moans and approving sighs left him even more aware of his vulnerability, every inch of his submission magnified under their teasing guidance.
The ladies turn over. “Now our fronts, Luke.”
As they turn, Ella and Claire both let their bikini tops fall away, baring their chests to the sunlight, Luke felt a wave of both embarrassment and undeniable arousal flood through him. He knew what they expected, and with trembling hands, he took the bottle of sunscreen, his heart pounding as he approached them, painfully aware of the chastity device constricting him even tighter with each passing second.
“Go on, Luke,” Ella said softly, reclining with an amused glint in her eye. “You don’t want to miss a single spot, now, do you?”
Swallowing hard, Luke applied a small amount of sunscreen to his hands and began rubbing it gently over Ella’s collarbone, trying his best to maintain composure. But as his hands moved lower, spreading the lotion over her bare breasts, the confinement of the chastity device became almost unbearable. His body reacted instinctively, straining hard against the unyielding metal, sending waves of sharp pain through him.
Unable to hold back, Luke let out a faint moan, his face twisted in a mixture of pain and humiliation as his arousal fought against the confines of the device. The ache was intense, and his eyes stung with tears, his body wracked by the contradiction between desire and denial.
Ella noticed his struggle, her lips curving into a satisfied smile. “Oh, poor thing,” she murmured, watching as he fought to continue. “Does it hurt, Luke? Is it that painful to be this close and know you can’t do anything about it?”
A tear slipped down his cheek as he nodded, his voice choked as he managed, “Yes… Miss Ella. It… it hurts.”
“Well, you’re almost done with me,” she replied, feigning sympathy as she leaned back, clearly enjoying his torment. “But remember, you still need to make sure Miss Claire is covered too.”
With his cheeks wet from silent tears, Luke moved to Claire, whose eyes sparkled with the same mischievous glint. “Be thorough, Luke,” she instructed, her tone low and teasing. “Every inch. And take your time.”
As he applied the sunscreen to Claire’s bare skin, moving over her breasts, the pain intensified, his arousal trapped and pressed tightly within the unforgiving device. His breath hitched, and he let out another involuntary moan, his face contorted as more tears slid down his cheeks. Each touch was agony, the aching reminder of his restraint heightened by the intimacy of his task.
Claire let out a soft, satisfied sigh, her smirk deepening. “Good boy,” she murmured, her voice thick with amusement as she watched his reaction. “I can see just how much this is affecting you.”
By the time he finished, Luke’s face was flushed, his cheeks damp, and his body was trembling with the strain of his confinement. The sisters exchanged a pleased glance, clearly delighted by his visible torment, fully satisfied with the exquisite control they held over him.
As Luke’s trembling hands continued to apply sunscreen to Ella and Claire’s chests, the sisters finally shared a satisfied nod, each clearly entertained by the tension etched across his face, the thin sheen of sweat on his brow, and the unmistakable glint of tears in his eyes.
“That’s enough on our chests, Luke,” Ella said with a smirk, her voice soft but commanding. She leaned back a little, stretching out luxuriously on her lounger. “Now, work your way down… and make sure you’re thorough around our bikini lines. We wouldn’t want to miss those sensitive areas.”
Luke swallowed hard, feeling his pulse quicken as he shifted his attention lower. His hands, already unsteady, moved to Ella’s stomach, spreading the sunscreen gently over her smooth skin. His heart hammered as he neared the edge of her bikini, his fingers brushing just along the line where the fabric met her skin. The sisters watched him intently, their eyes gleaming with amusement as he hesitated, acutely aware of every inch he was covering.
“Don’t be shy,” Claire teased from her lounger, her voice rich with playful authority. “Get right up to the edges, Luke. We can’t risk a burn, now can we?”
Biting his lip, Luke let his hands move carefully along the line of Ella’s bikini bottoms, his fingers skimming beneath the fabric ever so slightly to ensure full coverage. The device around him pressed tighter with each touch, his body reacting despite the painful restraint. A low whimper escaped his lips, the ache intensifying, leaving him torn between the intimacy of his task and the torment of his confinement.
Ella sighed contentedly, watching his every move. “There we go. Nice and thorough, Luke,” she murmured, clearly reveling in his discomfort. “Now, the same for Miss Claire.”
Luke turned to Claire, his face flushed, his breaths shallow as he repeated the process, spreading the lotion across her stomach, moving lower, his fingers brushing along the sensitive skin near her bikini line. Every touch heightened the unbearable pressure, the metal device around him unrelenting as he struggled to focus.
“Right up to the edge,” Claire reminded him softly, her tone both commanding and amused. “Don’t miss a spot.”
As Luke’s hands hovered uncertainly at the edge of Claire’s bikini line, she leaned back, her gaze steady and filled with quiet authority. Her lips curved into a pleased, knowing smile as she watched him, clearly relishing his hesitation.
“Deeper, Luke,” she murmured, her voice soft but commanding. “You’re barely even at the edge. I told you to be thorough. Don’t stop until every inch is covered… and don’t leave any part of me untouched.”
Swallowing hard, Luke hesitated, feeling his heart pound as he moved his fingers just beneath the fabric of her bikini. His fingertips grazed the soft, sensitive skin, carefully working the sunscreen deeper until he brushed along the delicate edges of her labia. The sensation was intensely intimate, and his cheeks flushed a deep red as he forced himself to keep going, doing exactly as she asked.
Claire sighed softly, a low, contented sound escaping her lips as she arched her back slightly under his touch. “Yes, just like that,” she murmured, her voice thick with satisfaction as her eyes half-closed. “I knew you could be obedient. Make sure you cover… everything.”
A quiet, involuntary moan of pain escaped Luke’s lips as his body reacted, straining against the confines of the chastity device. The pressure and discomfort were almost unbearable, his arousal pressing tightly against the unforgiving metal, making every touch a sharp reminder of his restraint and helplessness.
Ella looked on with a pleased, knowing smirk, clearly enjoying his evident discomfort. “Such a good boy,” she murmured, her tone laced with mock sympathy. “Following instructions perfectly, even when it’s… difficult.”
Luke’s face burned with embarrassment as he continued, his fingers brushing just along the edges of Claire’s most intimate folds, the tension building as her satisfied sighs mingled with his own quiet discomfort. When he finally finished, his hands shook slightly, and his breath was unsteady, his face damp from the strain and humiliation of his task.
Ella, watching Luke’s every movement with an amused gleam in her eye, leaned forward on her lounger, clearly not about to let Claire have all the enjoyment. She stretched, shifting herself slightly to settle back against the cushion, her gaze fixed intently on Luke’s flushed face.
“Now, Luke,” she said, her voice calm but edged with that unmistakable command he knew all too well, “I think you’re forgetting someone. You wouldn’t want to show favoritism, would you?”
Luke’s cheeks burned deeper, but he nodded obediently, taking another small amount of sunscreen and moving to Ella’s side. She relaxed back, the faintest smirk on her lips as she watched his nervous movements. He knelt beside her, hands trembling slightly as he started at her stomach, carefully applying the lotion, working his way down.
“Remember, Luke,” she murmured, her voice soft but with a glint of expectation, “I said every inch. I don’t want any part of me left unprotected.”
Luke’s hands slid lower, reaching the edge of her bikini, his breath catching as he carefully tucked his fingers under the fabric. His fingertips brushed along the sensitive skin beneath, tracing the edge with the same care he’d shown Claire, but Ella, watching him closely, gave a soft, contented sigh.
“Deeper,” she instructed, her voice a low murmur of pleasure, her eyes never leaving his face. “Make sure you reach everywhere…”
His heart raced as he followed her command, his hands moving carefully, thoroughly, as he let his fingers brush against the delicate skin of her labia. The chastity device pressed hard against him, the intensity of his arousal sending sharp, painful reminders with each touch, but he forced himself to stay focused, feeling both humiliated and entranced by the power they held over him.
Ella closed her eyes, a soft moan escaping her lips as he worked, clearly reveling in his gentle, obedient touch. She arched subtly beneath his hands, her pleasure in stark contrast to his visible discomfort and strain.
“Good,” she murmured, a satisfied smile on her lips. “Now that’s the thoroughness I expect. Perhaps this will remind you of just how complete your service is to us.”
When he finally finished, Luke knelt back, his face flushed, his entire body aching from the tension held captive within him. The sisters exchanged a pleased, satisfied glance, each clearly delighted by his obedient, pained attentiveness. To them, every moment of his restraint was a reminder of his place, held completely under their control, his every touch entirely at their command.
As he finished, the sisters exchanged a satisfied look, each clearly entertained by his ordeal. They stretched out on their loungers, enjoying the sun, while Luke sat beside them, humbled, breathless, and fully aware that his submission—and every pang of his restraint—was entirely theirs to command.
Ella raised an eyebrow, clearly amused. “If you can’t manage to sit still, you may take a quick dip in the pool to… calm yourself down,” she allowed, her tone both teasing and condescending.
Grateful for the reprieve, Luke nodded quickly, moving toward the pool and slipping into the cool water. The cool immediately helped to diminish his arousal, the water soothing the strained ache as he floated for a moment, allowing the tension to fade. He took a few deep breaths, feeling the sensation ebb away, his mind refocusing on his place and the tasks ahead.
Once he felt composed, he climbed out, returning towards his tiny stool beside their loungers. Ella and Claire exchanged pleased glances, each clearly entertained by his obedience and the careful control they held over him.
Chapter 13: Luke’s Turn
Before he was able to sit, Ella called out. “Luke, you’ll need sunscreen as well. We wouldn’t want you getting burned on your very first day.”
Luke nodded, feeling a familiar flush rise to his cheeks. He reached into the bag to retrieve the sunscreen, and as he uncapped it, he could already feel the sisters’ eyes on him, watching with barely concealed amusement.
“Make sure to cover everything,” Claire said with a smirk, leaning back in her lounger, her eyes tracking his every move. “You wouldn’t want any part of you left vulnerable to the sun, especially with how… exposed that swimsuit is.”
Luke felt his face heat as he began rubbing the sunscreen over his chest, feeling their gaze fixed on him. His hands moved hesitantly, covering his arms and shoulders, but the sisters weren’t about to let him off that easily.
“Don’t forget your legs,” Ella added, her voice lilting with playful authority. “All the way up—yes, that’s right. And make sure to get under the edges of the Speedo, so there’s no risk of a burn line.”
Luke swallowed, his face reddening further as he awkwardly pulled at the waistband of the Speedo to apply sunscreen to the edges, feeling the fabric stretch tightly against his skin. The sisters exchanged a quick, amused glance, each enjoying his discomfort.
“Luke, turn around,” Claire instructed, her voice soft but firm, an undeniable command laced with mischief. “You’ll need to cover every inch. And I mean every inch.”
He hesitated but complied, turning his back to them as he began to rub the sunscreen over his shoulders. The sisters exchanged an amused look, clearly enjoying his hesitancy.
“Lower,” Claire urged, her tone half-mocking, half-playful. “All the way down, Luke. Those tiny suit bottoms aren’t covering much, are they?”
With a deepening flush, Luke’s hands moved to his lower back, rubbing the lotion in as instructed. He paused, unsure how to proceed, but Ella’s voice chimed in again, low and teasing.
“Don’t forget your cheeks,” she said smoothly, watching him with satisfaction. “You don’t want a sunburn there, do you?”
Luke felt his face burn even hotter as he moved his hands over his backside, rubbing the sunscreen into the exposed areas of his cheeks. The tight Speedo left little covered, and he did his best to follow their instructions, hoping to get through this moment as quickly as possible. But the sisters weren’t about to let him off that easily.
“Now, make sure you’re thorough,” Claire added, feigning concern but with a glint in her eye. “Get it under the edges of the suit. We wouldn’t want any awkward burn lines, would we?”
Luke swallowed, fingers trembling as he lifted the edge of the suit in the back, rubbing sunscreen along the lower curves of his cheeks. The sisters’ gaze remained fixed on him, their smirks growing as he complied with each instruction, his movements both self-conscious and submissive.
“Perfect,” Claire murmured, her tone filled with amusement as she watched him finish his bum.
As Luke continued applying the sunscreen to his body under the sisters’ watchful eyes, he struggled to reach the middle of his back, twisting awkwardly. Ella, noticing his difficulty, gave an exaggerated sigh and rose from her lounger, strolling over with the bottle of sunscreen in hand.
“Let me help you with that,” she said, her voice dripping with playful authority. “We can’t have you missing spots, can we?”
Luke nodded, swallowing hard, his face reddening. He felt her hands on his shoulders first, her touch firm as she began rubbing the lotion in, working her way down his back with a thoroughness that left him acutely aware of her every movement.
As her hands moved lower, she tugged down the waistband of his small swimsuit, exposing the top of his backside without hesitation. Her hands dipped below the fabric, her palms spreading the cool lotion over his cheeks, massaging it into his skin with a practiced, almost methodical thoroughness.
“There we go,” she murmured, her voice teasing as she worked. “We wouldn’t want any part of you left exposed to the sun, now, would we?”
Luke’s cheeks flushed, feeling her hands move with a confidence that only emphasized his vulnerability. Just as he thought she was done, Ella gave his backside a light, playful slap, the sound sharp in the quiet air.
“Perfect,” she said with satisfaction, stepping back to admire her work. “All set now.”
He turned back around, feeling the lingering warmth on his skin and the unmistakable reminder of her touch, his face burning with a mixture of embarrassment and submission. Ella returned to her lounger, clearly pleased with the effect her “help” had had on him, leaving him with the unmistakable understanding that he was, in every way, theirs to command.
Chapter 14: The Teenage Girls
As Luke stood beside Ella and Claire, they were interrupted by the arrival of a trio of teenage girls. Clearly privileged and entitled, they wore designer swimwear and carried themselves with the confidence that only wealth and exclusivity could inspire. Their eyes soon landed on Luke, taking in his revealing Speedo and quiet, attentive stance beside the sisters’ loungers.
One of the girls, a blonde with oversized sunglasses and a mischievous smirk, nudged her friends and then looked directly at Ella and Claire, curiosity sparking in her gaze. “What’s with him?” she asked, her tone dripping with amusement. “Is he, like… your pool boy or something?”
Ella glanced over at Claire, sharing an amused look before replying, “Something like that.”
The girls exchanged glances, their eyes lighting up with interest. Another girl, a brunette with a sly smile, let out a giggle, covering her mouth as she looked Luke up and down. “And you make him wear… that?” she asked, stifling a laugh as her gaze zeroed in on the tight Speedo that left very little to the imagination.
Claire, clearly enjoying their fascination, gave a nod. “Absolutely,” she replied, her tone matter-of-fact.
The blonde raised an eyebrow, intrigued. “What’s going on under there?” she asked, leaning closer with a smirk. “There’s something… weird, like what is that?” She tilted her head, her friends watching eagerly.
Claire didn’t miss a beat. Reaching over, she hooked a finger into the waistband of Luke’s Speedo, pulling it down just enough to reveal the chastity device nestled tightly around him, the metal unmistakably holding him in place. The girls’ eyes widened, taking in the unusual sight with a mixture of surprise and outright amusement.
“Oh my god,” the blonde gasped, unable to contain her laughter. “He’s… locked up? Like, actually locked up?”
The brunette covered her mouth, snickering as she stared, her eyes gleaming with disbelief. “You mean he can’t even… you know… do anything?” she whispered, looking between the sisters and Luke with wide eyes. “That’s… amazing.”
The third girl, a redhead with an amused smirk, tilted her head, observing the device with a raised eyebrow. “How does he… function like that?” she asked, half curious, half mocking. “It looks so… tiny… and tight.”
Ella chuckled, letting the waistband snap back into place, and gave Luke an approving look as he stood there, blushing furiously. “It keeps him exactly where we want him,” she said smoothly, casting him a satisfied smile. “No distractions. Just obedience.”
The girls burst into laughter, covering their mouths as they exchanged glances, clearly entertained by the spectacle.
“We need one of those for ourselves,” the redhead said, nudging her friends with a grin. “Can you imagine having a boy following us around like that? So… devoted?”
“You know,” Claire began smoothly, turning back to the girls, “if you need help applying sunscreen, we can loan him to you for a bit.”
Luke’s cheeks flushed deeper as he kept his gaze lowered, aware of the attention directed at him. The girls burst into laughter, unable to contain their amusement.
The girls exchanged delighted, mischievous glances, thrilled by the novelty of the situation. “Come on, then,” the brunette said with a grin, gesturing for Luke to follow. “We could use some sunscreen, boy.”
Obediently, Luke trailed after them, acutely aware of Ella and Claire’s satisfied smiles as he followed the trio to their loungers. The girls settled down, lounging on their towels, their bikini-clad bodies stretched out, waiting with expectant smiles. The blonde handed him a bottle of sunscreen, looking up at him with a teasing smirk.
“Go on, boy,” she instructed, her voice playful but commanding.
Luke nodded, taking the sunscreen and beginning to apply it to her nubile young body, his hands slightly trembling under their watchful, amused eyes. The tight chastity device made every movement a constant, subtle strain, a reminder of his helplessness in their presence. As he worked his way down her back, he could feel the heat of their attention, each girl watching him with unabashed curiosity.
“What’s with the face, boy?” the blonde teased, nudging her friends as she glanced back at his tense expression. “You look like you’re in pain or something.”
The brunette giggled, glancing at his obviously uncomfortable expression. “Is it because of… you know… the cage?” she asked, leaning closer with a wicked grin. “Does it hurt that much?”
Luke swallowed, nodding slightly as he forced himself to continue. “Yes, a bit, Miss,” he admitted softly, his voice barely audible, feeling each touch of his hands against their skin press against the confinement of the device, heightening the tension.
The redhead rolled onto her back, her smirk widening. “Well, keep going, boy,” she murmured mockingly, flipping her hair back. “Make sure you do a good job.”
Luke dutifully applied the sunscreen to her front, his hands working over her stomach, shoulders, legs, and cleavage, aware of their stifled laughter and teasing whispers. They took turns, each one presenting their front and back to him, clearly enjoying his discomfort, teasing him all the while.
“Do you always have to be this frustrated, boy?” the blonde asked with a sly smile as he finished applying sunscreen to her legs. “Must be torture.”
Luke nodded, his face flushed as he lowered his eyes, the laughter and amusement clear in their voices. When he finished, the girls exchanged glances, giggling as they watched him stand there, humbled and flustered.
“Thanks, boy,” the brunette said, waving him off with a dismissive grin. “Very… thorough.”
As Luke turned to leave, the blonde, still thoroughly amused, called after him again, her voice laced with curiosity and playful malice. “Hey, boy! One more question.”
He stopped, swallowing, and turned to face the trio, who were lounging back with smirks on their faces, eyes alight with intrigue.
The brunette leaned forward, grinning. “Do you get punished when you’re… bad? Or, you know, when you mess up?”
Luke hesitated, his cheeks flushing as he glanced back toward Ella and Claire, who seemed to be watching the interaction from afar with approving smiles. He cleared his throat, knowing there was no point in hiding the truth, especially under his mistresses’ watchful eyes.
“Yes, Miss,” he replied softly. “I… I do get punished.”
The girls burst into delighted giggles, clearly reveling in the idea. The redhead cocked her head, curiosity mingling with amusement as she asked, “How do they punish you, exactly?”
Luke’s face grew warmer, and he shifted slightly, hesitating as he felt their eyes on him, relentless in their amusement. He forced himself to answer, his voice low but audible enough for them to hear.
“With a paddle, Miss,” he admitted, his words barely above a whisper. “If I’ve been… disobedient or made a mistake.”
The girls gasped, covering their mouths in mock shock before dissolving into another round of laughter. The brunette gave him a once-over, shaking her head in disbelief. “So, they actually… paddle you? Like, bent over, or over their knees?” She could barely contain her laughter as she spoke, her eyes glinting with amusement.
Luke nodded, feeling utterly exposed, knowing each answer only fueled their amusement further. “Yes, Miss,” he replied, his gaze downcast.
“Oh, that’s priceless,” the blonde said, still giggling. “I think I’d die laughing if I had a valet who got paddled for messing up. They must really keep you in line. And with only that tiny swimsuit barely covering your backside, boy,” she teased, “we’d all know right away if you’d been paddled. I mean, just look at it! Half your rear is on display!”
The girls laughed, sharing knowing looks. The brunette leaned forward, still chuckling. “Better behave yourself, then. Wouldn’t want your mistresses to find any reason to make those cheeks red.”
At that very moment, Ella and Claire called out from their loungers, their voices carrying across the pool area. “Luke! Time to come back.”
The redhead smirked, nudging him playfully with her foot. “You’d better run along now,” she said, barely containing her laughter. “Unless you want to end up getting a paddling.”
The trio giggled as Luke, cheeks flushing even deeper, quickly turned to make his way back to Ella and Claire. His pace quickened to a speed walk, his glistening cheeks wriggling with every step, a sight that only seemed to amuse the girls further. They burst into laughter as they watched him hurry away, his restrained, submissive trot betraying both his obedience and his embarrassment.
As he reached his mistresses’ loungers, he stood quietly, catching his breath, acutely aware of the girls’ laughter still echoing behind him. Ella and Claire exchanged a satisfied look, each casting him a brief, approving smile, as if to remind him that his place was, at all times, under their command and at their side.
“Well done,” Claire murmured approvingly, her voice both soft and commanding. “Consider it part of your duties. Now, sit back down and be ready if we need anything else.”
Luke settled onto his small stool, the weight of his role settling over him as he nodded, fully aware of the humbling position he had been placed in—and that he was entirely theirs to command, no matter the audience.
Chapter 15: Real Men
As Luke sat attentively by Ella and Claire’s loungers, two tall, athletic men in their late twenties strode confidently into the pool area, their presence immediately commanding attention. They had the kind of effortless charm that came with wealth and status, exuding confidence and charism. Catching sight of Ella and Claire, the men exchanged a quick, knowing glance before making their way over, clearly intent on striking up a conversation.
“Afternoon, ladies,” one of them greeted smoothly, flashing a bright smile as he nodded toward the sisters. “Mind if we join you?”
Ella and Claire exchanged a pleased, appraising glance, each giving a subtle nod before inviting them to sit. Introductions flowed naturally, and before long, the group was laughing and chatting, the two men clearly captivated by the sisters’ wit and allure.
Luke watched from his small stool beside them, feeling a subtle pang of discomfort as he observed the easy camaraderie between the sisters and these alpha-like strangers. As he sat quietly, Ella’s voice rang out, summoning his attention.
“Luke,” she called, a hint of command in her tone. “Fetch us a round of drinks, would you? And include whatever these gentlemen are having.”
Luke nodded, his face flushing as he quickly rose to his feet. “Yes, Miss Ella,” he murmured, casting a brief, respectful nod to the men and getting their orders before hurrying off to fulfill his task.
As he returned with a tray of drinks, carefully distributing them to Ella, Claire, and the two men, he couldn’t ignore the sense of his own position—dressed in a tiny, revealing Speedo, serving drinks while these two imposing, handsome men lounged with his mistresses, clearly enjoying their attention. The men barely acknowledged him, treating him more as part of the background, just another aspect of the sisters’ effortless lifestyle.
Throughout the afternoon, Luke remained at their beck and call, occasionally bringing over fresh drinks, adjusting their loungers, and ensuring they were comfortable. The men took every opportunity to flirt with Ella and Claire, leaning in close, their laughter blending with the sisters’ as they exchanged stories and shared moments of easy, flirtatious banter. Luke, meanwhile, stood nearby, silently attentive, his role clear and unmistakable.
As the sun began to dip lower, casting a warm, golden glow over the pool, one of the men turned to Ella with a charming smile. “We should continue this back at your place,” he suggested smoothly. “If you’d be so kind as to invite us?”
Ella glanced over at Claire, a mischievous smile playing on her lips. “I think that sounds perfect,” she replied, casting a quick look at Luke, her gaze both approving and firm.
“Luke,” Claire said, her tone soft but commanding. “Gather our things and make sure everything’s ready for us back in the suite.”
“Yes, Miss Claire,” Luke replied, nodding as he began collecting towels, sunglasses, and the other belongings scattered around their loungers.
The men looked on, amused by Luke’s quiet efficiency as he hurriedly tended to his duties. “Quite the setup you’ve got here,” one of them remarked with a smirk, clearly entertained by the sight of Luke in his barely-there Speedo, running errands for the group.
Ella chuckled, exchanging a knowing look with Claire. “Oh, he’s very devoted,” she replied smoothly, giving Luke an approving nod. “It’s what we brought him for, after all.”
With everything gathered, Luke walked ahead of the group, leading the way back to the suite as the sisters and the two men followed leisurely, their laughter echoing through the resort’s halls. As they entered the luxurious suite, Luke could feel the weight of his duties pressing down on him even more as he prepared himself for whatever the sisters would require next. This evening, he knew, would be about ensuring every detail met their exacting standards while his mistresses entertained their handsome guests.
Chapter 16: Making Out
As they entered the luxurious suite, Ella and Claire led the way, each subtly guiding one of the handsome men toward different corners of the spacious living area. Luke stood to the side, feeling his cheeks flush as he watched the two pairs move seamlessly into flirtatious embraces.
Ella leaned against the sofa, her smile coy and inviting as she drew the attention of the dark-haired man, his hands moving to her waist as their conversation turned to murmurs. Meanwhile, Claire settled onto the edge of the balcony, the golden light of the sunset casting a glow over her as the other man leaned closer, his fingers brushing her cheek before their lips met in a slow, magnetic kiss.
Luke couldn’t look away, his hands clenching tightly. His heart raced as he watched each couple entwined in soft, intimate exchanges, their attraction palpable and unreserved. Straining against the confines of his chastity cage, Luke felt the familiar, uncomfortable ache intensify, the pressure building as he stood there, helplessly unable to react beyond a pained throb that only heightened his sense of submission.
Claire glanced over in the middle of her embrace, catching sight of him standing there, red-faced and straining in his Speedo. A flicker of amusement crossed her eyes, and she gave a small, knowing smirk before returning her attention to her partner, deepening the kiss as if to emphasize just how far removed she was from the frustration Luke was feeling.
Ella, too, noticed him out of the corner of her eye and shot him a quick, almost dismissive look, as if to remind him that he was merely there to observe, to serve, and to ensure that every need they might have was tended to. Her partner’s hands roamed over her back as she pressed closer, their laughter and whispers mingling with the soft sounds of affection filling the suite.
Every sound, every murmur, and every kiss only intensified Luke’s awareness of his confinement. His body instinctively reacted, his arousal pressing painfully against the unyielding metal cage, leaving him acutely aware of just how restricted he was, with no hope of relief.
Chapter 17: Taught his Place
After a time, the two men finally took full notice of Luke, who was standing awkwardly nearby, hands folded and gaze lowered, clearly uncomfortable. One of the men, catching sight of Luke’s strained expression, chuckled and turned to Ella and Claire, a curious smirk spreading across his face.
“What’s with your valet?” he asked, his voice dripping with amusement. “He looks a little… tense, don’t you think?”
Ella exchanged a sly glance with Claire, both visibly enjoying the opportunity to showcase Luke’s situation. “Oh, he’s just where he needs to be,” Ella replied smoothly, a glint of playful cruelty in her eyes. “He’s under strict orders, kept in his place. Nothing more than our obedient servant, here to attend to whatever we need.”
“Exactly,” Claire added with a nod toward Luke. “He’s here for one purpose: to serve. Luke,” she continued, her tone laced with authority, “why don’t you show our guests how we keep you?”
Luke’s face burned with embarrassment, but he knew better than to hesitate. He reached for the waistband of his Speedo, pulling it down slowly until he was left fully exposed. The chastity device gleamed in the soft lighting, immediately drawing the men’s eyes, who looked on in shock for a moment before breaking into laughter.
“Oh, that’s priceless,” one of the men said, shaking his head in disbelief. “So you keep him locked up? Can’t even… well, function like a normal man?” His eyes gleamed with a kind of amused superiority as he took in the sight.
“Precisely,” Claire said, her tone smooth and unbothered. “It keeps him obedient, focused on his role. He doesn’t get the luxury of… well, personal freedoms.”
Luke’s face flushed deeper as he felt all eyes on him. He pulled up his swim trunks, hiding his shame. Trembling slightly, he glanced at Ella and Claire, barely able to speak. “Miss Ella, Miss Claire,” he stammered, his voice barely above a whisper. “May I… may I be excused?”
The men exchanged a look, their amusement giving way to something darker. The one closest to him turned to Ella and Claire, raising an eyebrow. “With your permission,” he said smoothly, “I think this servant needs a lesson in proper conduct.”
Ella’s smirk widened, and she gave a small, approving nod. “Please do.”
Without warning, the man reached out, grabbing Luke firmly by the arm and pulling him forward, positioning him unceremoniously over his knee. Luke’s heart raced, his face going crimson as he realized he was about to be disciplined, publicly and thoroughly.
“You’re a servant,” the man said, his tone sharp and filled with authority. “Servants don’t speak up, they don’t make requests, and they certainly don’t try to excuse themselves.”
With a decisive motion, he gripped the waistband of Luke’s skimpy swim trunks, barely even hesitating as he began to slide them down.
Luke’s breath caught, a wave of shame washing over him as he felt the fabric peel away, exposing him completely. The trunks, already minimal, offered little coverage to begin with, but being stripped of them entirely made his vulnerability all the more acute. He felt the cool air against his bare skin, every inch of his backside on display, his body tense and flushed as the trunks were tugged down to his knees, leaving him in nothing but his chastity device.
The man didn’t pause, letting the trunks dangle humiliatingly at Luke’s knees as he adjusted his grip, holding Luke securely in place. With Luke’s backside fully bared, he raised his hand, delivering the first of many hard, unrelenting smacks. The stinging slap echoed in the suite, making Luke gasp as his exposed skin felt the full impact.
Each smack landed with a harsh, unyielding rhythm, the man’s palm striking his bare flesh again and again, adding to the searing sting and amplifying Luke’s sense of utter helplessness. The minimal swimsuit, now pooled uselessly around his knees, served as a mocking reminder of his exposed, subservient state as he lay there, completely at the mercy of the man’s powerful, punishing hand.
The man’s hand fell in a relentless rhythm, every smack a painful reminder of his place. Luke’s legs began to kick involuntarily, his body trying to escape the punishing blows. The chastity device only intensified his discomfort, pressing painfully against him, making every movement all the more humiliating.
“Please,” he gasped, his voice cracking. “Please, sir… I’m sorry… please…”
But the man wasn’t finished. His hand continued to fall, each smack accompanied by mocking words. “A servant doesn’t beg,” he said, delivering another hard slap. “A servant doesn’t make demands.” Another slap, even harder than before, and by now, Luke’s desperate pleas had turned into quiet sobs.
Tears pricked at his eyes, spilling down his cheeks as the relentless spanking continued, each smack sending a searing pain through him, stripping away the last of his pride. He knew he was nothing more than a servant—there to obey, to endure, and to submit without question.
“Let this be a lesson,” the man said sharply, punctuating each word with another punishing slap. “You do not… leave… until… dismissed.” Each phrase drove home his status, and by now, Luke was openly crying, his voice breaking as he begged for mercy.
“Please, sir… I understand… I’m sorry… I’m just a servant… please…”
The man delivered several more hard swats before finally releasing him, allowing him to slide off his lap and onto his knees. Luke knelt there, trembling, tears streaming down his face, fully aware of his status and humiliation.
“Good,” the man said, casting a satisfied glance at the sisters, who watched with pleased smiles. “He understands now.”
Ella stepped forward, her gaze coldly approving as she looked down at Luke. “Yes, I think he does. A servant stays quiet, does his duty, and waits to be dismissed.”
Luke nodded weakly, barely able to lift his gaze as he knelt, fully chastised and utterly humiliated, knowing he was entirely under their control, nothing more than a servant to be commanded, corrected, and disciplined as they saw fit.
Chapter 18: Fluffing
The sisters looked at each other, very turned on by the scene of dominance they had just witnessed. “Will you fuck us, while he watches?” Claire asked as the men chuckled.
“What? Right here? In front of him?”
“Yes!” answered Ella. “Right across the back of the couch, side by side. Luke can be the fluffer.”
Luke gasped audibly, but did not resist.
As the two men chuckled at Luke’s obedient demeanor, one of them turned to him with a smirk. “Go on, servant,” he commanded. “Make yourself useful and get us ready for your mistresses.”
Luke’s face flushed deeper, the heat of embarrassment rushing through him as he moved forward and knelt before them. He had never been with a man before—never even considered it. Yet here he was, faced with the undeniable reality of his position. His hands shook slightly as he reached up, hesitating for a moment, feeling the weight of their expectant gazes.
Taking a steadying breath, he tugged at the waistband of the first man’s swim trunks, carefully sliding them down, exposing the man fully. The unfamiliarity, the sheer strangeness of the task, made his pulse race even faster, his cheeks blazing red. He averted his gaze slightly, unsure how to handle this, the rawness of his inexperience painfully obvious as the man stepped out of his trunks with a smirk.
Turning to the second man, Luke repeated the process, his nerves flaring even more intensely as he tugged down the swim trunks of another man for the first time. The men exchanged glances, enjoying his evident discomfort, the way his hands moved carefully, as if he could somehow avoid acknowledging the reality of what he was doing.
The ladies leaned against the back of the couch, side by side in their bikinis, enjoying every second of this.
Once both men stood fully exposed before him with semi-erections, the first man gestured with a dismissive nod. “Now, prepare us properly, boy. Make us good and hard. We want to be more than ready for your mistresses.”
As Luke knelt before the men, his cheeks flushed an even deeper shade of red, his heart pounding wildly. This was foreign territory for him; he’d never even considered something so degrading, so intensely submissive. Yet here he was, under their control, his discomfort and hesitancy visible in every nervous movement.
One of the men placed a firm hand at the back of Luke’s head, tilting his face up with a smirk that left no doubt as to his intent. Luke’s stomach twisted with anxiety, a nervous ache building as he felt the man’s grip tighten. He barely had a moment to catch his breath before he was drawn forward, his mouth forced to take his cock in. His initial hesitance meant nothing to the men, who seemed to revel in his clear inexperience, using it as part of the lesson in submission they intended to deliver.
The man’s hand kept him firmly in place, guiding and controlling him with unrelenting force. Luke could feel the rough, unyielding movements as he struggled to keep pace, his discomfort increasing with each second. His mind spun, each moment pushing him further into a level of servitude he hadn’t anticipated, every forced motion emphasizing just how little control he held.
The second man watched, his eyes gleaming with amusement, waiting his turn with a wicked smirk. When it came, he was no gentler, gripping Luke’s head with a level of disregard that made his cheeks burn hotter. Luke’s breath caught, the sensation overwhelming him, the roughness leaving him feeling raw, exposed, and utterly dominated. His mouth ached, his body tensed, but he could only endure, knowing he had no choice, no freedom to pull away.
Ella and Claire observed from their place by the sofa, their expressions coldly approving, satisfied with the depth of his submission. They exchanged knowing glances, watching Luke’s struggles with barely concealed satisfaction.
“He’s learning quickly,” Claire remarked with a smile, her voice dripping with amusement as she took in his humiliation.
Ella nodded, her gaze fixed on Luke with an air of command. “Nothing but an obedient servant.”
As the men finally released their hold on him, Luke pulled back, breathless and utterly humiliated, the taste lingering, a sharp reminder of his place in this twisted hierarchy. His body trembled slightly, the last remnants of resistance stripped away, leaving him kneeling before them, feeling every bit the servant he had been reduced to.
The men stood proudly with gleaming erections, ready to take the ladies.
“Bend over, girls!” they said.
And with a titter, Claire and Ella bent over the back of the couch, holding hands and arching their bikini clad bums high in anticipation of a good hard fucking.
“Boy!” One of the men commanded Luke. “Take their bikini bottoms off and use your tongue to make sure they’re good and wet for us.”
As Luke knelt behind Ella and Claire, the familiar ache from his chastity cage intensified, pressing relentlessly against him. The painful strain was a constant reminder of his denied arousal, building with each passing second. His hands shook as he reached up to untie the strings of their bikini bottoms, the throbbing within his cage growing more insistent as he exposed his mistresses.
With their bikini bottoms slipped down off their feet, Luke hesitated for the briefest moment, his gaze lowered as he took in the humiliating task before him. His face burned with the mingling of shame and frustration, but he moved closer, feeling the throbbing in his cage grow even more agonizing. Each inch forward was a reminder of his role—every moment he was in service, with no relief in sight.
Claire looked back at him with a sly smirk, noting his discomfort, her eyes flicking briefly to the tight metal device straining against him. “Feel that ache, boy?” she asked in a low, teasing tone. “It’s exactly what keeps you obedient.”
Ella gave a soft, approving chuckle, reaching back to run her fingers gently through his hair, only to press him forward with a firm grip, urging him to begin. “No more waiting,” she ordered. “Get us nice and ready for the boys.”
As he leaned in, his tongue tentatively beginning to trace over their sensitive pussies, the tension within his cage became almost unbearable. The pressure against him built with each flick of his tongue, every touch only making the ache more excruciating. Yet, he knew he couldn’t stop; he had no choice but to endure, to suffer within his confinement while he served them, his role reinforced by the painful, unyielding reminder of his own denied release.
Luke’s face flushed deeper as he moved carefully between Ella and Claire, his chastity cage straining painfully with every lick, every breath, every reminder of his own restrained arousal. He tried to focus, his tongue tracing with careful attention, but the throbbing ache within his cage left him almost dizzy with frustration.
One of the men leaned over with a mocking smirk, watching Luke’s efforts. “Come on, boy,” he said, his tone laced with threat. “These ladies better be ready for us, or we’ll make sure you’re the one paying for it.”
The other man chuckled, crossing his arms as he watched Luke’s obedience with dark amusement. “That’s right. You’d better hope we’re satisfied with your work. Because if we’re not…” He let the threat linger, casting a cold glance down at Luke, making it clear that any failure on his part would result in swift and severe punishment.
With a shudder, Luke redoubled his efforts, his tongue moving more urgently, desperately trying to fulfill his mistresses’ needs under the men’s watchful eyes. Claire shifted slightly, leaning further into his touch, a quiet hum of approval escaping her as he continued, though the constant ache in his cage was almost unbearable now, his own discomfort growing with each second of his service.
Ella looked down at him, a slow, approving smile spreading across her face as she caught the hint of distress in his expression. “Remember, boy,” she whispered, loud enough for the men to hear, “this is the only satisfaction you get. Your duty is to serve, to make sure we’re ready.”
Luke swallowed hard, knowing there would be no relief for him, no reprieve from the painful confinement of his cage. He moved back and forth between the two women, licking with increasing fervor, his body responding with an ache he could never satisfy. And as he served, he couldn’t ignore the dark chuckles and amused glances from the men, each one a reminder that his place here was absolute—submission, obedience, and the endless strain of his own unrelieved desire.
One of the men finally leaned back with a satisfied smirk, nodding in approval. “Alright, boy, that’ll do,” he said, his tone dismissive. “Stand aside and watch. And don’t get too comfortable—you’ll be on cleanup duty when we’re done here.”
The other man gave a mocking laugh, casting a condescending glance in Luke’s direction as he straightened up, preparing to take his place behind Ella. “You just keep your eyes open, boy. Maybe you’ll learn a thing or two about how real men take care of women.”
Chapter 19: Fucking
Luke’s face flushed deeper as he stepped back, his heart pounding with the ache of his own denied arousal. The strain in his cage intensified, reminding him relentlessly of his place, his purpose. He was to remain silent, obedient, merely observing as the two men positioned themselves behind his mistresses, who were now fully poised and ready, their eager glances at the men only adding to Luke’s frustration.
As Luke stood to the side, his hands clasped tightly at his sides, he felt the ache in his cage swell to a near-unbearable intensity. Watching the men move with confident ease, taking Ella and Claire with raw, assured dominance, he was acutely aware of every pulse, every throb of his own restrained desire. The sight of his mistresses surrendering fully, their laughter and gasps mingling with the men’s low murmurs, only deepened the ache that had built within him, straining relentlessly against the unyielding metal around him.
Each movement he witnessed was a reminder of his own helplessness, his own denied pleasure. His entire body seemed to strain forward, desperate for relief that would never come. The cage was unforgiving, pressing against him in painful reminder, amplifying his longing with each second that passed. As Ella’s hands gripped the back of the couch, her gaze half-lidded with pleasure, Luke’s heart raced, his frustration mounting as he watched her revel in sensations he could never experience.
Claire’s soft moans and whispered encouragements to her partner made him clench his fists, the ache inside him building as he watched her lips part, her head thrown back in ecstasy. Every sight, every sound, every movement underscored the intense gap between their freedom and his restriction. They were lost in the thrill of the moment, utterly consumed, while he remained nothing more than an obedient witness, denied even the smallest taste of release.
Luke could feel his cheeks burning, his breath catching as the cage pressed tighter, intensifying his ache. His longing twisted into something deeper, more desperate, as he stood there helpless, trapped in his role, knowing he would be left with nothing but the searing memory of their pleasure and the unfulfilled ache that defined his place among them.
As the men reached their climax, Luke felt his own frustration crest into something almost unbearable. The throbbing ache in his cage had intensified with every thrust he witnessed, every moan that filled the room, until it felt like a fiery band constricting him, cruel and unrelenting. When the men finally released, their satisfaction complete as they spilled deep inside Ella and Claire, Luke’s whole body tensed, the pang of longing colliding with the sharp, searing pain of his confinement.
The cage dug into him mercilessly, pressing against his arousal with unyielding force. Each pulse, each beat of his own desire, was met with the unforgiving metal, amplifying his agony as he stood there, helpless, forced to watch his mistresses fully taken and satisfied while he remained bound, denied, aching. The sight of the men shuddering in their release only deepened his torment, his own pleasure so close and yet completely unreachable, locked away as he watched the final moments unfold.
Luke’s breathing grew shallow as he struggled to contain the overwhelming pain radiating from his cage, the pressure mounting to the point of tears pricking his eyes. The ache was beyond arousal now; it was a throbbing, relentless reminder of his denial, of the chasm between his own desperation and the freedom these men so easily enjoyed. And as they leaned back, satisfied, his own unsated, caged arousal remained, a stark and painful reminder of his role—forever watching, forever wanting, but never permitted the relief he craved so deeply.
Chapter 20: Clean Up
As the four of them turned their satisfied, amused gazes toward Luke, they were greeted with the sight of him doubled over, his face contorted in a mixture of agony and frustration. His body trembled slightly, his breathing shallow and ragged as he fought to endure the intense, unrelenting pressure from his cage. His restrained penis was straining desperately, pressing hard into the cold, unforgiving bars of the device, bulging out through every opening, swollen and reddened where the metal bit into him. The tip, exposed but trapped, throbbed visibly, pulsing with need, while his testicles were pulled taut, bound by the pressure and left aching unbearably.
Luke’s entire body seemed to curl inward, his hands instinctively clutching at his sides as he tried in vain to find relief from the excruciating tension. He bit his lip, eyes squeezed shut, the helpless expression of desperation etched across his face unmistakable. The sight of him, so utterly broken by his own caged arousal, only seemed to amuse them further.
Ella let out a delighted laugh, leaning into Claire as she watched him struggle. “Oh, look at him,” she teased, her voice dripping with mock sympathy. “Poor little thing—so close yet so painfully out of reach.”
Claire smirked, shaking her head as she enjoyed the sight. “Maybe this is a lesson in self-control,” she quipped, her tone light but laced with satisfaction. “A reminder of exactly where he belongs—kept and denied.”
One of the men chuckled, giving Luke a slow, dismissive once-over. “Not much of a man like this, is he?” he remarked with a sneer. “Just a desperate little boy, whining for something he’ll never get.”
The other man joined in, grinning as he took in Luke’s pathetic state. “You should get used to it, boy. This is as close as you’ll ever get. Better learn to enjoy the ache—it’s all you’re going to know.”
Their laughter echoed through the room, each mocking word only adding to Luke’s torment as he stood there, hunched over, writhing within his cage, the throbbing, bulging strain a painful reminder of his place—forever bound, forever denied, and forever at their mercy.
One of the men turned to Luke, his voice laced with a taunting authority. “Alright, boy, time to do your duty. Get over here and clean us all up. And make sure you swallow every drop—we don’t want a mess left behind.”
Luke’s face turned crimson as he stepped forward, the weight of his assigned task settling over him. The throbbing ache in his cage was almost unbearable now, amplifying the humiliation of the moment as he knelt beside Ella first. Her gaze met his, a lazy, satisfied smile playing on her lips as she leaned back, giving him full access.
With trembling hands, he leaned in and began to clean her, his tongue carefully tracing along her skin, swallowing as he worked, ensuring nothing was left behind. The taste, the lingering reminder of what he’d witnessed, made his stomach twist with a mix of embarrassment and arousal. Yet he moved diligently, knowing he had no choice but to fulfill his task thoroughly.
Moving to Claire next, he repeated the process, feeling the weight of her gaze as she watched him work, her eyes gleaming with amusement at his obedience. Every moment, every taste was a reminder of his submission, of the gulf between his denied desires and their total satisfaction.
Once he had finished with them, the men smirked down at him, clearly reveling in the power they held over him. “Now us, boy,” one of them said, his tone sharp and commanding. “Make sure we’re spotless. And don’t waste a single drop.”
Luke’s hands shook slightly as he moved to clean them, his cheeks burning as he followed their orders, swallowing every lingering taste with a mix of resignation and submission. Each moment drove home the depth of his role, the full extent of his servitude to Ella, Claire, and the two men. By the time he finished, he felt fully subdued, knowing he had served them to their satisfaction in every humiliating way imaginable, his own denied state left as a final, aching testament to his obedience.
Chapter 21: Gay Sex
The next day, as Ella and Claire relaxed on the beach, soaking up the sun, they soon drew the attention of two handsome, well-dressed men walking by, clearly a couple. The men were striking, with confident, playful grins and an ease about them that spoke of style and sophistication. They caught each other’s gaze with knowing smirks before approaching the sisters, exchanging introductions that quickly turned into a light, friendly conversation.
Luke stood nearby, dressed in his barely-there swim trunks, keeping a respectful distance but remaining close enough to tend to the sisters’ needs at a moment’s notice. One of the men, casting a glance at Luke, seemed to notice the subtle but unmistakable outline of the chastity cage pressing through the tight fabric of his swimwear. He raised an eyebrow, a smirk tugging at the corner of his mouth as he leaned toward Ella and Claire.
“Is that what I think it is?” he murmured, his eyes twinkling with a mix of surprise and amusement. “Are you two actually keeping him… locked up?”
Claire exchanged a delighted look with Ella, her eyes glinting with amusement. “Oh, you spotted it, did you?” she replied smoothly. “Yes, he’s in a chastity cage. Keeps him focused, devoted—ensures he never forgets his place.”
The other man chuckled, his eyes now fixed on Luke with growing interest. “That’s… delightful,” he said, his voice dripping with admiration. “A locked-up valet, completely at your service.” He looked back at Ella and Claire, a spark of mischief in his expression. “And tell us… is he available for other services? I can think of a few things we might enjoy having him do.”
Ella smiled, adjusting her sunglasses as she leaned back. “In fact, he is,” she purred, her tone both casual and commanding. “And if you two would like a little entertainment, we’d be happy to offer our valet’s… other talents. His mouth, his ass—take your pick. And we’d very much enjoy watching.”
The men shared a glance, clearly intrigued, and turned their attention fully to Luke, who shifted slightly, feeling the familiar ache and strain of his cage intensify under their gaze. One of the men leaned in, his eyes gleaming as he looked Luke up and down. “Well, valet, think you’re up to the task?” he asked, his voice soft yet loaded with expectation.
Luke’s face flushed, feeling his cheeks burn as he met the men’s gazes, the humiliation of the moment mixing with the steady ache in his cage. He swallowed, glancing at his mistresses before nodding slightly, knowing he had no choice but to comply. “Whatever Miss Ella and Miss Claire wish, sir,” he murmured, his voice barely above a whisper.
“Good boy,” Claire cooed, her smile widening as she settled back.
Ella chuckled, a wicked gleam in her eyes as she looked at the two men with a playful smirk. “He’s fresh to all this, you know,” she began, her tone both teasing and conspiratorial. “Just yesterday, he had his first taste—his first time on his knees, properly serving a man. But his ass…” She paused, letting the implication hang in the air as her words took effect.
Claire leaned in, her voice dropping to a sly whisper that was loud enough for Luke to hear, making his cheeks burn with fresh humiliation. “His ass is still untouched. Completely virginal,” she murmured, casting a sidelong glance at Luke’s flushed face and the subtle but unmistakable bulge of his chastity cage. “We thought we’d wait for just the right moment to… introduce him to the experience properly.”
The two men shared a delighted, almost predatory smile, exchanging a glance of mutual understanding. One of them placed a hand on his partner’s shoulder, his voice laced with amusement as he replied, “Well, we’d be more than honored to help him explore that side of his service. And I must say, knowing he’s so new to it all… it makes the idea all the more appealing.”
Luke hesitated, his cheeks flushing deeply as he shifted uncomfortably, glancing from the two men back to his mistresses. “Miss Ella, Miss Claire,” he began carefully, trying to keep his voice steady. “I… I’m not sure I’m quite… prepared. I’m, well, very tight. It’s bound to… hurt.”
Ella’s eyebrow arched as she listened to Luke’s hesitant words, her faint smile quickly turning into a look of firm resolve. “Oh, so you think a little discomfort gives you a reason to speak up?” she replied coolly, her voice laced with both mock sympathy and unmistakable authority.
Claire exchanged a glance with the two men, a smirk playing on her lips. “It seems our valet has forgotten his place,” she said with a touch of amusement. “I believe a paddling is in order to remind him. A warm-up, let’s say, before he’s truly… prepared for what’s next.”
One of the men chuckled, crossing his arms as he looked Luke up and down. “Oh, he’s earned that paddling, alright,” he teased. “And I’d love to watch that lesson play out.” He shot an intrigued glance at his partner, who nodded in agreement, both clearly entertained by the thought.
Ella leaned back, satisfied. “Then it’s settled. We’ll all meet in our suite in thirty minutes.” She looked at Luke, her gaze both approving and unyielding. “And rest assured, boy, we’ll hold off on that paddling until our guests arrive. After all, I’m sure they’d enjoy seeing exactly how we handle a little… disobedience.”
The men nodded, their smirks widening as they took one last look at Luke’s flushed face. “We’ll see you shortly, then,” one of them said smoothly. “And valet… don’t even think about complaining again. You wouldn’t want to make that paddling any worse.”
With that, the men strolled off down the beach, leaving Luke standing there, his face red with both embarrassment and anticipation as Ella and Claire’s words lingered in his mind. He knew the next half hour would be filled with the steady, mounting dread—and thrill—of what awaited him in the suite.
Chapter 22: Cornered
As the soft knock echoed through the suite, Luke felt his heart race, his cheeks already flushed with a mixture of apprehension and embarrassment. Standing completely naked with his hands clasped firmly behind his head, he pressed his nose deep into the corner, knowing his bare backside was fully exposed. The vulnerability of his position only amplified the ache of anticipation, each second ticking by as he awaited the inevitable.
Ella moved gracefully to the door, casting a quick, amused glance at Luke before opening it. The two men stepped inside, their faces lighting up with sly smiles as they took in the scene. Their eyes lingered on Luke’s exposed form, his cheeks peeking out as he stood obediently in the corner, the embodiment of submission and anticipation.
“Ah, there he is,” one of the men murmured, his tone laced with amusement as he surveyed Luke. “Perfectly positioned. It’s good to see he understands his place.”
Claire walked over to stand beside the men, a pleased smile on her lips as she looked back at Luke’s trembling form. “Oh, he’s been waiting for this,” she said smoothly. “Nose in the corner, hands on his head, and not a peep out of him. Just the way we like him.”
Ella turned to the men, gesturing toward Luke with a smirk. “We thought you’d appreciate the sight,” she said, her voice light but firm. “And of course, we wanted to wait until you were here to start his… reminder.”
One of the men let out a low chuckle, crossing his arms as he surveyed the scene. “Quite the obedient one, isn’t he?” he murmured, his tone teasing. “But I’d like a better look at the cage you mentioned.”
Claire smirked, sharing a knowing glance with Ella. “Oh, of course,” she replied smoothly. “Boy, turn around. Keep those hands on your head and let our guests have a good look at your little reminder.”
Luke’s face burned as he turned slowly, keeping his hands firmly on his head, knowing he was exposing every inch of himself to their gaze. The cool air brushed against the metal cage that encased him, emphasizing his discomfort and restriction, and his cheeks reddened further as he faced the men.
The two men took in the sight of the chastity cage with wide grins, exchanging a look of amused satisfaction. One of them leaned in slightly, his eyes gleaming with interest as he inspected the device up close. “Well, well,” he said with a mocking smile, “that must be quite the experience for him. And from the look of things, he’s been kept nice and… controlled.”
The other man laughed, shaking his head as he looked Luke over. “Locked up tight, just like a good little servant,” he taunted, casting a sly glance at the sisters. “No wonder he knows his place. It’s hard to forget it with something like that on.”
Ella’s smile grew as she watched Luke’s obvious discomfort, nodding approvingly. “Exactly,” she said, her voice filled with satisfaction. “That’s why he’s in it. It ensures he stays focused on his duties… and serves without any distractions.”
Claire stepped closer to Luke, placing a hand on his shoulder and turning him slightly to face her fully, her eyes gleaming with authority. “Alright, boy,” she said, her tone firm. “Time to remind you of your place properly. You’ve got an earned paddling waiting, and our guests wouldn’t miss it for the world.”
Luke swallowed hard, feeling his heart pound as he lowered his gaze, the reality of his impending punishment sinking in. He stood there, bare and vulnerable, fully aware that he was about to endure a lesson in submission under the watchful, amused eyes of his mistresses and their guests.
One of the men chuckled, his eyes gleaming with amusement as he stepped forward, inspecting Luke’s obedient posture. “Well, it’s certainly a sight to behold,” he teased, his voice carrying a note of approval. “Now, let’s see if he can take his punishment as well as he follows orders.”
Chapter 23: Paddled
Claire settled herself on a sturdy chair in the center of the room, her eyes gleaming with a mixture of authority and satisfaction as she looked at Luke. With a firm pat on her lap, she signaled for him to come forward. “Over my knee, boy,” she commanded, her tone leaving no room for hesitation.
Luke’s face flushed deeply as he approached, feeling the weight of his exposure in front of the two men watching with eager, amused expressions. He carefully draped himself over Claire’s knee, feeling his bare skin press against her legs as he steadied himself, the cold metal of his cage pressing uncomfortably with each movement.
Claire adjusted him, making sure his backside was fully presented, then picked up the paddle and ran it slowly over his already vulnerable cheeks, drawing out his anticipation. Without further warning, she lifted the paddle and brought it down with a sharp, resounding smack that made Luke gasp, the sting immediate and intense.
She continued, each strike falling with increasing force and rhythm, her grip steady and unyielding as she delivered his punishment. The paddle landed over and over, the sharp sting quickly building into a deep, burning ache that made Luke squirm, his legs kicking involuntarily as the pain intensified. His quiet gasps soon turned to louder cries, then finally to helpless howls as Claire’s unrelenting strikes drove home the lesson.
Pausing briefly, Claire leaned down and asked in a low, authoritative voice, “Now, will there be any more backtalk? Any hesitation when our guests take their turn with you?”
Through the haze of pain, Luke managed to stammer out, “No, Miss Claire… I promise… no backtalk, no hesitation…”
But Claire wasn’t satisfied yet. She delivered several more firm, stinging swats, each one punctuated by a gasp or a whimper from Luke. “That’s not enough, boy,” she replied sternly. “I don’t just want obedience. I want to see enthusiasm. Eagerness. If I see the slightest hint of reluctance, you’ll be right back over my knee. Is that understood?”
“Yes, Miss Claire,” Luke choked out, his voice strained but desperate to appease her. “I’ll be… I’ll be eager, I swear… anything you wish.”
Claire’s gaze hardened as she heard Luke’s shaky promises, and she tightened her grip on the paddle, clearly unsatisfied. “Enthusiasm, boy?” she echoed, her tone cold and uncompromising. “Let’s make sure you really understand what that means.”
Without warning, she lifted the paddle and brought it down with renewed force, the sharp crack echoing through the room as it connected with his already sore, reddened backside. Luke cried out, his body jolting forward as the searing pain surged through him. But Claire didn’t pause. She struck again, her rhythm relentless, each smack harder than the last, her face set with determination.
Luke’s breath hitched as he struggled to keep up with her intensity, his voice breaking as he sobbed out his promises, desperate to appease her. “I-I promise, Miss Claire… I’ll be eager… I swear… please, I’ll be so enthusiastic, please, I’ll—” His words dissolved into a cry as the paddle fell again, the unyielding rhythm making his entire body tense with the relentless, burning pain.
But Claire wasn’t swayed. “I don’t believe you,” she replied sharply, punctuating her words with hard, resounding smacks. “Show me you mean it, boy. I don’t want hesitation; I want enthusiasm. Beg for it.”
Luke’s voice grew higher, choked with tears as he cried out between the blows, the desperation in his tone unmistakable. “Please, Miss Claire… I’ll be so eager… I promise, I’ll do anything… please, no more… I’ll serve them with enthusiasm, I swear… I’ll do whatever you want, whatever they want…” He trailed off into sobs, each promise tumbling over the next as he tried to convey his submission, his words blending with the pained gasps and cries that escaped with each strike.
But Claire wasn’t satisfied until she was sure he’d absorbed every word, every expectation. The paddle landed over and over, the unrelenting pace driving home his need to fulfill her commands, his promises falling from his lips in a desperate, breathless stream. “Please, Miss Claire… I’ll be eager, I’ll be obedient, I’ll be everything you want…”
Finally, with one last fierce smack, Claire paused, the room echoing with Luke’s sobs as he lay across her lap, trembling, utterly broken, his voice raw from pleading. She placed the paddle down, leaning over him with a look of firm satisfaction. “Good,” she murmured, her tone soft yet commanding. “I think you’re ready now. Just remember, any hint of reluctance—and we’ll be right back here. Do you understand?”
Luke nodded frantically, choking out one last, desperate promise. “Yes, Miss Claire… I understand… I’ll be eager… I swear…” And with that, he knew his role was clear, his commitment sealed by the fire still burning across his punished skin, the weight of her authority firmly imprinted in every aching inch.
As Claire finally released her grip, Luke slid off her lap, trembling and tear-streaked, his hands instinctively moving to his searing backside. He rubbed at the fiery, tender skin, his fingers grazing over the deep red marks left by the relentless paddling. The burn was intense, each touch a reminder of his promise to display enthusiasm and obedience beyond question.
The two men stood nearby, watching with broad, entertained grins as Luke squirmed, rubbing at his throbbing bottom. One of them chuckled, crossing his arms as he surveyed the sight before him. “Well, look at him now,” he teased, his tone dripping with amusement. “Our eager little servant, all warmed up and ready to serve. Isn’t that right, boy?”
Luke nodded quickly, his face flushed with both embarrassment and the lingering sting. “Yes, sir,” he replied, his voice shaky yet determined, desperate to prove his obedience. “I’m ready… whatever you and Miss Ella and Miss Claire wish.”
The other man let out a laugh, nudging his partner as they exchanged amused glances. “Oh, I think Miss Claire’s lesson got through to him,” he said, grinning as he looked Luke over. “That red backside says he’s learned exactly what’s expected of him.”
Ella, lounging nearby, watched with satisfaction, her own approving smile spreading as she took in Luke’s humbled, obedient stance. “Good boy,” she purred, her voice rich with pride. “I want to see that eagerness every second, boy. Show our guests just how dedicated you can be.”
Luke nodded fervently, still rubbing his sore backside as he tried to steady himself, feeling the heat in his cheeks match the burn across his skin. He was determined to show the enthusiasm they demanded, the lesson from Claire’s paddle seared deeply into his mind and body, knowing he couldn’t afford even a hint of hesitation.
The two men exchanged amused glances, clearly entertained by the sight of Luke’s tear-streaked face and the deep red of his punished backside. One of them chuckled, leaning forward slightly. “Well, I think he’s learned his lesson,” he remarked, his tone dripping with satisfaction. “Let’s hope he remembers it when he’s serving us.”
Luke nodded quickly, his face burning with shame as he prepared himself, fully aware of what was now expected of him and determined not to disappoint, knowing the consequences if he did.
Chapter 24: Fucked 1
As the first man raised an eyebrow, a playful glint in his eyes, he turned to Ella and Claire. “Mind if I have a bit of privacy with your boy?” he asked, smirking with anticipation.
The sisters exchanged an amused, knowing glance, their smiles widening. “By all means,” Ella replied smoothly, gesturing toward one of the bedrooms. “Take your time with him—and make sure he shows that enthusiasm he promised us.”
The man nodded, leading Luke into the bedroom and closing the door behind them. Almost immediately, sounds began to filter through the walls, first the soft rustling of movement and murmured instructions, then the unmistakable, distinct sounds of Luke beginning his task. The rhythm of gagging noises grew louder, clear enough for those outside to hear, each strained sound underscoring Luke’s dedication as he struggled to serve, his gasps and muffled noises highlighting his growing desperation to please.
Ella and Claire exchanged gleeful glances, listening as Luke’s gagging continued, punctuated by pauses as he adjusted to the demanding pace, only to resume with renewed fervor. The intensity of the noises painted a vivid picture of his obedience, each sound underscoring his total submission.
After some time, the gagging sounds faded, replaced by the creak of the bed and a soft, commanding voice that grew clearer through the walls. “Ask for it,” the man’s voice instructed firmly, carrying through the door with a teasing edge, “ask for it up the bum.” There was a pause, filled with Luke’s heavy breaths, then his voice, trembling but obedient, answered, “Please, sir… I want it… I want you to… take me… up the bum.”
A satisfied chuckle echoed, followed by the unmistakable rhythm of the bed rocking more steadily. Luke’s voice quickly rose, straining between gasps as he begged through each thrust, his tone a mixture of eagerness and desperation. “Yes… Owww! please… Oh! more… please, sir… Owww!” he repeated, the words spilling out as he endured each motion, his voice trembling but filled with the enthusiasm demanded of him.
Finally, after a time, the sounds stopped and a few moments later the door opened, and the man emerged with a look of deep satisfaction, adjusting his shirt as he looked back at the bed. Luke lay face down, sprawled and exhausted, his cheeks flushed and breathing labored, his body limp and spent against the rumpled sheets. The dazed, disheveled look on his face spoke of just how thoroughly he’d fulfilled his role, every ounce of eagerness drained in his effort to please.
The man turned to the sisters, giving them a nod of approval. Behind him, Luke remained exactly where he was, a picture of absolute submission, his obedience and eagerness unmistakable, his body fully molded to the demands that had been placed upon him.
Chapter 25: Fucked 2
As the first man stepped away from the doorway, the second man glanced at Ella and Claire with a glint in his eye, his voice carrying a tone of playful anticipation. “Mind if I have a turn with him?” he asked, smiling as he gestured toward Luke’s exhausted form on the bed. “And this time, I’d love it if you ladies joined us to watch. I’d enjoy showing you exactly how obedient your boy can be.”
Ella and Claire exchanged delighted smiles, nodding their approval as they moved into the room, settling themselves comfortably in chairs with a clear view of the bed. The second man stepped forward, casting an appraising look over Luke’s tired, vulnerable form. Luke shifted slightly, lifting his gaze with a faint, trembling realization of what was about to happen.
“Up on your knees, boy,” the man ordered, his voice firm yet teasing. “Let’s see that enthusiasm Miss Claire has been so keen to teach you.” Luke, still catching his breath, obeyed instantly, rising onto his knees, his face flushed with both embarrassment and submission as he positioned himself for whatever was to come.
The man didn’t waste a moment. He began by guiding Luke through the familiar motions, taking control as he watched the sisters’ approving expressions. Soon, the room filled once again with the telltale sounds of Luke’s service—the rhythmic, strained gagging as he submitted to the man’s demands, each sound carrying a reminder of his commitment to his role. Ella and Claire looked on, their satisfaction clear as they observed Luke’s every effort, his desperation to please unmistakable in every trembling movement.
When the man was ready for more, he pulled Luke back, making him meet his gaze as he delivered the next command. “Now, boy,” he said, his tone laced with authority, “tell me what you want. Show your mistresses just how much you’ve learned.”
Luke swallowed hard, his voice coming out in a shaky but obedient murmur. “Please, sir… I want you to… take me, up my bum!” he managed, glancing briefly at Ella and Claire, his cheeks burning with both shame and eagerness. “I’ll be good. I’ll be eager, I promise.”
The man grinned, positioning Luke as he continued his commands, guiding him onto the bed with an air of complete control. Luke braced himself, each movement and command a reminder of his place as he felt the pressure intensify. The sisters watched with satisfaction as Luke’s cries filled the room, his voice rising with each thrust, punctuated by desperate, breathless pleas. “Yes… please… more… I’ll be good, I swear…” he gasped, his promises spilling out in an effort to prove his enthusiasm, his dedication.
The man continued, his rhythm unrelenting, the sisters looking on with pleased smiles as Luke’s voice grew louder, his cries of both eagerness and submission echoing through the room. By the time it ended, Luke lay once again spent, face down on the bed, his body trembling with exhaustion, every ounce of enthusiasm and obedience thoroughly displayed. Ella and Claire shared a look of approval, knowing their boy had learned his lesson well and demonstrated exactly the commitment they expected of him.
Ella and Claire exchanged a look of both amusement and satisfaction as they moved toward the bed, their eyes fixed on Luke’s exhausted, vulnerable form. With a gentle but firm touch, Ella placed a hand on his lower back, urging him to lift his hips just enough for them to inspect the evidence of his recent ordeal. Luke, his face flushed with lingering embarrassment, complied without a word, too drained to resist or hesitate.
The sisters leaned in, their gazes appraising as they took in the sight of his reddened, thoroughly used backside. His skin was marked with the unmistakable remnants of his punishment, the deep red hue of his well-spanked cheeks still evident. But it was his exposed, distended entrance that drew their attention—a testament to his submission, now slightly swollen and stretched, with traces of cum still leaking out, leaving a vivid reminder of the thoroughness of his obedience.
Claire let out a soft, approving chuckle, reaching out to gently trace a finger along the sensitive skin, making Luke shiver beneath her touch. “Well, it looks like our boy was quite eager to prove himself,” she murmured, her tone laced with both pride and amusement. “Exactly as he promised.”
Ella nodded, her eyes gleaming with satisfaction as she looked at Luke’s face, flushed and turned away, his breathing still heavy. “He’s learned his lesson well,” she remarked, glancing back at Claire. “And he knows now that enthusiasm is exactly what we expect from him, no matter the task.”
Chapter 26: Report Card
Ella and Claire exchanged a satisfied glance before turning to the two men, a playful spark in their eyes as they posed the question. “So,” Ella began, a hint of amusement in her tone, “was our boy sufficiently enthusiastic for your tastes, or do you think he needs another paddling, perhaps?”
The men exchanged a look, grins spreading across their faces as they considered the question. One of them chuckled, casting a last, appraising glance at Luke’s exhausted, submissive form on the bed. “No,” he replied, shaking his head with a smirk. “I think he’s learned his lesson well enough. No further paddling is necessary.”
The other man nodded in agreement, his smile widening. “He performed just as we’d hoped. I’d say he’s shown all the enthusiasm you required—and then some.”
Ella and Claire smiled, clearly pleased with the verdict. “Good,” Claire said smoothly, her eyes gleaming with approval as she looked down at Luke. “Then I believe our boy has earned himself a bit of rest… for now.”
Luke let out a quiet, relieved sigh, grateful for their approval, even as the ache from his thorough lesson remained a constant reminder of his place.
One of the men, his smirk turning playful, glanced at Ella and Claire with a teasing gleam in his eye. “So, do you think you might let the poor boy out of that cage? A little self-pleasure as a reward for all his hard work?”
Ella and Claire exchanged a quick, amused glance before bursting into soft laughter. “Oh, absolutely not,” Ella replied, her tone firm and unwavering. “He’s exactly where he belongs. That cage is his reminder of his place, and it keeps him focused on what truly matters—our pleasure, not his.”
Claire nodded, adding with a smirk, “If anything, the ache just serves as a little extra motivation for him to stay enthusiastic in his duties. Besides,” she continued, glancing down at Luke, whose face had flushed again at the very suggestion, “he knows better than to expect a release.”
The men chuckled, clearly entertained by the sisters’ resolute refusal. One of them gave Luke a sympathetic, yet clearly amused look. “Well, guess it’s just part of the job, then,” he said, smirking. “Locked up tight, and all for the ladies’ enjoyment.”
As the sisters’ firm pronouncement echoed in the room, Luke felt a wave of crushing disappointment wash over him. He had clung to a fragile hope for release, a small reward for his obedience and endurance, but their resolute refusal shattered that last glimmer of possibility. His face crumpled, and, unable to contain his emotions, he began to cry softly, tears spilling over as the weight of his denied need became too much to bear.
Seeing his reaction, Ella tilted her head, watching him with a faint smile. “Oh, poor boy,” she said, her tone dripping with mocking sympathy. “Are you really crying over this? Such a desperate little thing, aren’t you?”
Luke tried to gather himself, but the disappointment was too overwhelming. He looked up, eyes pleading, his voice breaking as he begged softly, “Please… Miss Ella, Miss Claire… just this once… please…”
But Claire’s expression remained firm, her gaze unwavering. “You know better than to ask again,” she replied, her tone turning sharper. “Unless, of course, you’d like another paddling to remind you of your place?”
Luke’s face drained as he quickly shook his head, stammering, “No, Miss Claire… please, no more… I’m sorry…”
His apology trailed off into sobs, unable to suppress the flood of emotions any longer. His shoulders shook as he broke down, his frustration and helplessness spilling out in the form of quiet, desperate cries. The sisters exchanged a glance, their expressions a mixture of amusement and satisfaction as they watched his composure dissolve completely.
“Oh, what a little crybaby,” Ella teased, her eyes gleaming as she took in his tear-streaked face. “All this just because you can’t get what you want? Pathetic, really.”
The men chuckled softly, sharing in the sisters’ amusement, and after a final, dismissive look, they turned to leave the room. Claire cast one last, coldly satisfied glance over her shoulder before closing the door, leaving Luke alone in his sorrow.
As the door clicked shut, Luke’s sobs filled the empty space, the sound of his heartbreak echoing softly around him. He was left with nothing but the ache of his cage and the sting of his unfulfilled need, his tears a quiet testament to his place and the lessons his mistresses had so thoroughly reinforced.
Chapter 27: Heading Home
As the trip drew to a close, Luke trailed behind Ella and Claire, his arms heavy with luggage, his entire body aching from a week of unrelenting service. His chastity cage had remained firmly locked the entire time, an unyielding reminder of his submission. He had endured everything his mistresses demanded—punishment, teasing, moments of intense humiliation, and endless acts of servitude that left him physically and emotionally drained. Every step he took felt like a painful reminder of his denied state, and his mind buzzed with the exhaustion of constant submission.
As they approached the private jet, Mia, the stewardess from before, stood at the steps, waiting with a knowing smile. Her eyes sparkled with barely concealed amusement as she took in the sight of Luke, burdened by luggage and wearing the unmistakable expression of someone thoroughly humbled. She exchanged an amused glance with Ella and Claire, clearly in on the joke.
“Well, well,” Mia drawled, her voice carrying a hint of mock sympathy as she looked at Luke. “You look a little worse for wear, boy. I can’t imagine why.” Her eyes flicked pointedly to the chastity device’s faint outline under his clothes, a smirk playing at her lips.
Luke managed a weak nod, his cheeks flushing despite his exhaustion. “Yes, Miss Mia,” he murmured, struggling to keep his gaze down as he felt the weight of her teasing.
Mia chuckled, stepping back to allow Ella and Claire to board, then turned her attention fully to Luke as he followed them. “You must be positively… aching after such devoted service. All that effort, and yet you look like you haven’t had a single ounce of relief,” she said, her tone laced with feigned pity.
Luke swallowed, feeling the humiliation of her words settle over him as he trudged up the steps, his every movement a reminder of his confinement and unfulfilled frustration.
Once onboard, Mia leaned in, her voice low and dripping with amusement. “I hope you realize this is all part of your role, boy,” she murmured. “After all, a servant like you doesn’t get a say in how he feels, does he?”
He shook his head, his voice barely a whisper. “No, Miss Mia.”
Mia’s smirk widened, clearly satisfied as she watched him take his place near the back of the cabin, slumping into his seat with a mixture of exhaustion and resignation. She cast one last amused glance his way before moving to attend to Ella and Claire, leaving Luke to settle into the reality of his role—a servant, frustrated, denied, and utterly at the mercy of those he served, from the beginning of the trip to the very end.
Chapter 28: Final Ending
As the jet soared through the sky, only thirty minutes from starting its final descent, Ella and Claire exchanged a quick glance, a hint of amusement passing between them. Claire turned to Luke, her eyes glinting with a mischievous satisfaction.
“Boy,” she called softly, watching him from across the cabin, “we’ve been thinking that, as a reward for your devoted service, you might deserve a little… relief.”
Luke’s eyes widened in surprise, barely daring to hope. He sat up, meeting her gaze as his heart began to race. Claire held up a small, silver key—the key he had been dreaming of for the entire trip, the one that could finally release him from his constant confinement.
“But,” Ella interjected, her tone firm and tinged with amusement, “there are conditions. You’ll unlock yourself right here in front of us… and Miss Mia, of course.”
Luke’s face flushed, but he was so desperate for release that he nodded eagerly, murmuring, “Yes, Miss Ella, Miss Claire.”
Claire smirked and handed him the key, watching him with a mixture of amusement and anticipation. Luke took it, his hands trembling as he finally, after all this time, unlocked the chastity device, feeling the cage loosen and come free. As soon as he removed it, his body responded immediately, his arousal surging forth, resulting in a painfully large, unrestrained erection that had been denied for so long.
As he stood there, fully exposed and vulnerable, his arousal on full display, Ella, Claire, and Mia all burst into laughter. Their voices filled the cabin, each of them clearly delighted by the sight.
“Oh, my,” Mia chuckled, covering her mouth with a feigned gasp. “I suppose that’s what happens after a week of… restraint.”
Claire laughed, leaning back in her seat with a smirk. “Look at him, absolutely desperate. Well, maybe we aren’t entirely heartless,” she mused, glancing at Ella and Mia. “What do you think, ladies? Should we let him… relieve himself?”
Ella tapped her chin thoughtfully, exchanging a sly look with Mia, who grinned back. “Oh, I suppose he’s earned at least that much,” Ella agreed, though the gleam in her eyes promised there were still strings attached.
Reaching into a drawer, Mia pulled out a glass shot cup, her eyebrow raised in mock sympathy as she handed it to him. “Here you go, Luke,” she purred. “Now, go ahead. But you’re doing it right here, where we can all see every little detail.”
Luke’s face burned, feeling both relieved and humiliated as he took the cup, his hands shaking slightly. He glanced around at the three women watching him expectantly, their eyes never leaving him, their expressions a mix of amusement and curiosity.
Taking a deep breath, Luke began to touch himself, the relief both overwhelming and intensified by the audience before him. His body, after days of restraint, responded eagerly, building quickly toward a climax as he struggled to contain his own sounds, the intensity of the moment almost surreal.
Within moments, his control shattered, and he climaxed, releasing a surprisingly large amount into the small cup. The sheer volume made Mia stifle a laugh, while Ella’s eyes widened in mocking surprise.
“Oh, Luke,” she chuckled, her tone dripping with amusement. “It’s like you’ve been holding back forever.”
Claire let out a soft laugh, clearly entertained. “And all that, just from a little permission. You really are desperate, aren’t you?”
Mia took the cup from his trembling hands, her expression a mix of amusement and playful cruelty as she held it up for the others to see. “Well, we can’t let this go to waste, can we?” she mused, glancing over at the small garden salad on the table beside her.
Claire’s eyes lit up with mischief as she leaned back, crossing her legs leisurely. “Oh, that’s perfect, Mia. It’ll be a… special dressing, just for him.”
With a sly grin, Mia tipped the cup over the salad, allowing the contents to drizzle onto the crisp greens. The three women watched intently as the thick, warm dressing coated the lettuce leaves, carrots, and cucumber slices, each one barely containing their laughter at Luke’s visible discomfort.
Ella leaned forward, pushing the plate toward him. “There you go, Luke,” she said, her tone firm but laced with amusement. “Every last bite. We wouldn’t want you to waste your… contribution.”
Luke’s face flushed deeper as he stared down at the salad, feeling the weight of their gazes on him. There was no room for hesitation; they were all watching expectantly, enjoying his discomfort as he picked up the fork and took a tentative bite. The women exchanged delighted glances, savoring every expression that crossed his face as he chewed, his humiliation palpable in the enclosed cabin.
Mia smirked, tilting her head as she watched him. “Such a good boy,” she murmured, a glint of satisfaction in her eyes.
Claire chuckled, nodding. “Oh, absolutely.”
Ella leaned back, her eyes twinkling with amusement as she watched him finish the salad, each bite a stark reminder of his place beneath their control. And as the plane finally began its descent, Luke couldn’t help but feel that this journey had only deepened his submission, binding him more thoroughly to their whims than ever before.
More rape (or at least sexual assault, I suppose one could argue the buttsex was consensual but one could argue it was not) and no warning. I read their ad. I read all the parts about the discussions they had with him up to and including the video call, and face to face. Nothing mentioned sex, esp not the sexual needs or desires of other people. Nothing said they could apply the terms of the contract to other people either, in other words he was not warned ahead of time that someone else could discipline him. To the extent his signing up for that trip was any protection for them, that protection goes out the window for anyone else who spanks or otherwise assaults him. But the real problem was the forced blowjob. And yes, under any standard I could legally get a conviction for sexual assault for that simply because LUKE DID NOT THINK HE HAD THE OPTION TO REFUSE. The later buttsex could be argued either way: maybe he had 'resigned' himself to it as just part of his servitude, but you could also argue maybe he 'resigned' himself to it out of fear of more spankings or even beat downs. They certainly weren't interested in any safety for the presumed anal virgin, either mental or physical. All I could say is I probably would have refused to allow my discipline to be handled by someone else (If they had been NICE or CONSIDERATE I might allow it to please them) esp if it was for not performing a sexual show for them of an orientation that I am not. And if they tried to get physical at that point, I'd go to the local cops and talk about kidnap or maybe sexual slavery.
ReplyDeleteI suppose he might actually smile when he gets the money in his hands. It's all I got. It would have been an enjoyable story if his participation in things was obviously enthusiastic (and not because he was threatened to pretend to be) and consensual, I could even have enjoyed it if he was miserable but brave, having been FULLY WARNED AHEAD of time what to expect, instead it's just an ambush story, that even reading the first few chapters doesn't prepare one for. Like Luke, I enjoyed parts of this, but lots of this I just ended up feeling sorry for him.
Clarence
It was QUITE CLEAR that he was a subby recruited on FetLife who was willing to submit completely.
DeleteBullshit. I might have replied to that ad when I was younger. I also might not have mentioned any concerns about sex as not only was I too shy to bring that up but it seemed obvious there would be no sexual play what with me being locked up and all. Plus the ladies might have taken offense if I asked about 'personal services' to them being sexual. Or they might have called me stupid : "Did you see anything in the ad that implied you would be involved with sexual shit o f any kind, dumbass?"I could hear them saying. Of course it would have never occurred to me that I would be fucking lent for sex with anyone (let alone a male) as part of my 'service' to them.
DeleteYou blab that it's perfectly quite clear that he was WILLING TO SUBMIT SEXUALLY TO ANYTHING but in no where in the text is that made clear, and I already told you that nothing in their conversations or the fucking ad would have clued me in (me, a REAL PERSON) that they were hiring a sexual slave rather than a DOMESTIC SERVICE sub. Many Dominants have submissives that exist only to serve NON SEXUALLY. You don't expect sex from your valets. That's not in the fucking job description, and it was not in their description nor was it even fucking HINTED at in any of their face to face communications. Maybe you might argue, that sexual services to THEM (the people that HIRED HIM) might be IMPLIED (though contract law of long standing would disagree) but where in the HELL is he supposed to get the idea that means they can loan him out as a cumdumpster? The bitches don't even try to ascertain his sexual preferences.
I don't care if your stories have forced sex per-se. Though the only way I can really even sort of enjoy that sort of thing is if it is say a rapist being raped. But I don 't need to be gaslit about rape or sexual assault , esp when you couldn't even have the decency to properly label the story so people can tell what they are getting into. I looked at the fucking title and all i saw was a FF/M label. The fact you stuck a nonconsensual M/M spanking in is actually the least of my gripes and something I can overlook. But when you openly admit you like 'forced bi' to another commenter who saw the exact same thing I did (Force, deceit) and then deny to me that it is what is happening in this story...well, I don't even know what to say to you. Like I said, I might have actually went on that trip with them and then I would have ended up raped, now, wouldn't I? Because what is so 'obvious' to you, isn't obvious to everyone. And that's on you as a writer. Crap, you even make his consent ambiguous by having them FORCE him to 'put on a smile' whatever he really thinks. As a writer, any misperception is on you. I certainly wasn't the only one to feel this story crossed several lines. Might as well just admit you wrote a rape story and be done with it. All I wish is that I had some warning as to what was coming so I could skip that part or maybe skip the story entirely. What a terrible person I am.
Clarence
'
Clarence
“You will be subject to any disciplinary measures we deem necessary to maintain standards.”
DeleteHe carte-blanche agreed and did not object in then least when called upon to tender gay sexual services. Don’t try “me too’ing” Luke.
"Sex" isn't discipline, nor is rape. As I said the word sex is not used anywhere in any of their conversations and you know that an ad that was that deceitful woudn't pass the standards of Fetlife. If they wanted a sexual slave they could either advertise for it, or bring it up in the private conversations and yes, the onus is on them both legally and morally to do so. Just admit you made a forced bi story and didn't warn your readers ahead of time.
DeleteClarence
Guilty as charged. Didn’t want to give the plot away.
DeleteOh, was I a naughty boy? Look what I left over at the latest post at Mistress Andrea's place:
ReplyDelete"Hmm...someone is a bit salty about "Orange Man Bad" being re-elected it seems. As for Skyler... you, or the ai sure know how to get her to push all my buttons. OHHHHHH!! So naughty! Just for that, I'll imagine the main target of the Patriarchs for the Oppression of Whiney Women will make her their main target to capture. I can just see her after they capture her: Dressed in a little girl's frilly cute dress, a cute pink bow in her pretty hair, her bare bottom all spanked, so she has runny makeup and mascara all over her pretty face. Her curtsying so cutely to every man and even boy on the street, having to call them all "Sir" or "Master". Her fetching me the lunch she prepared for me in the kitchen, her continual chastisements at the hands of one of her former 'sissy' maids. Meanwhile, she wears no panties under her dress so that her bottom and her locked up naughty part can be easily tended to...Ahh, Skylar: Goddess of Domestic Humility and Servitude...
You'll note I don't wish such a fate on YOU, Mistress. You will be allowed to keep your panties on when serving.
Clarence the Cad
Ahh...what a daydream. "
I mean, she was provoking me, or maybe the AI was. Anyway, I think its a good comeback and even kind of funny.
Clarence the Comedian.
I'll go have a look!
DeleteMore uninteresting brutality. This would have been a lot more fun without the rapes and with some fun face-sitting.
ReplyDeleteLend him out to the teens, have him lick their asses…
Have them spank him… tease and deny him..
Whatever you’re using to write these gives a mostly creepy result.
Tom
The direction of the story was all me. I wrote it from an idea submitted by a reader, but all the gay stuff is my own personal fantasy. I get turned on with "forced bi". I'm the creepy one!
DeleteMy worthless little peepee ached and strained for the entire story. I was gratified that I had the time to read the entirety in one uncomfortable sitting, not locked up, but restrained only by the slippery smooth fabric of my panties. My heart also ached from the beginning, knowing there has never been a time in my life when I could have successfully made it through the interview process. Certainly not in my youth, and now that I have enough knowledge and experience to “understand the assignment”, I am much much much too old!
ReplyDeleteWhat a dream it would be to serve two sisters like Ella and Claire! I would absolutely endure every bit of punishment and humiliation for the privilege of serving in this way. I wish I could speak it into existence.
As the story reached its climax, I was reminded that both my wife and sister-in-law have gifted me with shirts that identify me as “the pool boy”. Could there be some fluffing…and more…in my future? I will hope to dream about it! - david
I had you in mind while directing the AI to write the gay stuff!
DeleteYou mean the rape stuff? You want me to be raped?! - david
Delete“Rape” is not required, just obedience.
DeleteI will be obedient. I promise! I will be good. I will be eager. I will be enthusiastic! - david
DeleteThis is going to full distance, few males I suppose would go this far, but there are some. Thank's. Jack
ReplyDeleteMore than you think!
Delete