[Continued from Part 26]
Chapter 48: Halloween Party Preparations
As Halloween evening settled in, the house buzzed with excitement as Stephanie and her friends gathered in the living room before heading out to a party, each one in a carefully chosen costume. Stephanie was dressed as a sultry vampire, her dark makeup and sleek black outfit accentuating her confidence, while her friends Amelia and Lisa wore similarly revealing costumes—a sassy pirate and a daring devil. Their boyfriends, equally well-dressed in sharp, trendy costumes, looked every bit the part as they chatted and laughed, waiting for the night’s festivities to begin.
Just then, the door to the hallway opened, and all eyes turned as John entered the room, dressed in the unmistakable attire of a strict school principal. He held a wooden paddle firmly in his hand, and his expression carried the same stern authority that Rebecca had grown all too familiar with. The smirk on his face only added to the atmosphere as he looked around the room, allowing everyone to take in his costume—and the purposefully intimidating prop he held.
“Alright, everyone,” John announced, his voice carrying easily over the room. “Allow me to introduce my date for the evening… our very own naughty schoolgirl.”
Rebecca hesitated for a moment before stepping into the room behind him, her cheeks a vivid shade of pink as she adjusted the hem of her plaid skirt, trying to tug it down to cover even a fraction more of her exposed thighs. The short skirt barely reached mid-thigh, leaving her legs and the tops of her white knee-high socks completely visible. Her hair was put into pig-tails. Her tight, high-cut red-patterned panties peeked out at the slightest movement, and the blouse she wore hugged her chest in a way that accentuated just how flat it was, adding to the intentionally juvenile look of her outfit.
As she came into view, a ripple of laughter spread through the group. Stephanie was the first to break into a grin, covering her mouth as she stifled a giggle. “Oh my god, Rebecca… you really went all out for the ‘naughty schoolgirl’ look, didn’t you?”
Rebecca flushed, casting an embarrassed glance toward John, who only raised an eyebrow, clearly pleased with the reaction from the group.
Amelia leaned over to Lisa, smirking as she took in the sight. “Look at her… and that skirt! She looks like she’s about to get sent straight to the principal’s office.” Her gaze flicked over to John’s paddle, her grin widening. “And with a principal ready to handle any ‘misbehavior’ she might get up to.”
One of the boys let out a laugh, nudging his friend. “Hey, Steph’s dad got the whole disciplinarian act down! I wouldn’t want to be caught misbehaving around him.”
“Rebecca,” John said in a tone that was both firm and teasing, “why don’t you give everyone a look at your festive spirit? Go on, show them the bottom of those special Halloween panties I picked out for you.”
Rebecca’s cheeks burned as she glanced up at him, then back to the expectant faces of Stephanie and her friends. “John… do I really have to?” she murmured, her voice barely above a whisper.
John simply raised an eyebrow, his silence conveying that there was no question about it. Resigned, Rebecca took a deep breath, turning around slowly. She bent forward just enough to lift the back of her skirt, revealing the bright red-patterned panties snugly hugging her bottom, decorated with cheerful little pumpkins and ghosts. The playful, childlike pattern stood out against the otherwise “grown-up” look, making her position even more embarrassing.
Stephanie and her friends burst into laughter, one of them covering her mouth as she giggled. “Oh my gosh, Rebecca! How cute!” Stephanie teased, clearly delighted. “Who knew you’d be so festive?”
Rebecca’s hands trembled as she held her skirt up, her face flaming as she stayed in place, hearing their laughter and comments behind her. One of Stephanie’s friends leaned in, smirking. “Guess we know who’s the little pumpkin of the house now!”
John’s smirk deepened as he watched Rebecca hold her skirt up, her cheeks flaming with embarrassment as Stephanie and her friends continued to giggle. Sensing an opportunity to tease her further, he chuckled and said, “Well, well, Rebecca, you seem awfully eager to show off your little pumpkin-themed panties.”
Rebecca’s face turned an even deeper shade of red, and she quickly started to lower her skirt, but John held up a hand, stopping her mid-motion. “Ah, ah. Not so fast. If you’re so willing to share the view, I think everyone deserves a proper look. Turn back around again, Rebecca.”
Rebecca bit her lip, reluctantly turning to face the group, her heart pounding as she stood there, trying to keep her hands from fidgeting with her skirt. John gave her an appraising look, then nodded toward her hips. “Now lift your skirt up again. Let’s make sure they all get a nice, clear view of the front.”
As Rebecca reluctantly lifted her skirt, her face flushed, revealing not only the cheerful pumpkins and ghosts decorating the back of her panties but also, in the front, a black cat centered unmistakably over her crotch. The sight set off another wave of laughter from Stephanie and her friends, their eyes sparkling with mischief as they took in every detail of her Halloween-themed underwear.
Stephanie was the first to catch on, her grin widening as she leaned forward, barely containing her laughter. “Oh, Rebecca, I had no idea you’d be showing off your little… ‘pussy’ so boldly tonight!”
Rebecca’s cheeks burned hotter as the girls dissolved into giggles, her fingers trembling as she held her skirt up, painfully aware of the black cat on her crotch that had become the center of their amusement.
One of Stephanie’s friends, biting back a smirk, chimed in, “Well, she does seem to be in a festive spirit! Just look at her—proudly putting her little ‘pussy’ on display for everyone.”
Rebecca stammered, “I-it’s just a Halloween print… I didn’t pick these!”
“Oh, but it’s perfect,” another friend added, winking at the group. “A Halloween ‘pussy’ right up front for everyone to see—how fitting! I think she’s just purring for attention tonight.”
John chuckled, adding his own teasing remark. “Rebecca, if you’re going to be this excited to show off your ‘pussy’ to everyone, I’ll have to keep you in these panties all season long. Now lower your skirt, sweetheart.”
Rebecca’s face burned as she struggled to maintain her composure, feeling utterly exposed under their gazes. She shifted uncomfortably, her hands fidgeting with the hem of her skirt, knowing that every little movement seemed to make her outfit look even more revealing. The high-cut Halloween panties she wore felt tighter with each step, a constant reminder of how vulnerable her costume made her feel. She thought back on how she got here.
A few days before the Halloween party, Rebecca had just finished tidying up the house when she heard John calling her from their bedroom. She followed his voice, curious, but as she entered, she froze at the sight laid out on the bed.
There, neatly arranged, was a costume that could only be described as a “naughty schoolgirl” outfit. A plaid skirt that barely looked like it would cover her, a pair of high-cut Halloween patterned panties, knee-high socks, and a snug white blouse. Alongside it lay John’s own costume—a dark suit jacket, a tie, and a small, hand-sized, polished wooden paddle.
John stood by the bed with a smirk, his arms crossed as he looked at her reaction. “There it is, Rebecca,” he said, clearly enjoying her shock. “Your Halloween costume for the party. I’ll be the strict principal, of course, and you… well, you’re the naughty student who just can’t seem to stay out of trouble.”
Rebecca’s cheeks flushed instantly as she took in the outfit, realizing exactly what it meant. “John, no way,” she stammered, shaking her head. “I am not wearing that. Not in front of your colleagues, not in front of anyone!”
John chuckled, clearly amused by her reaction. “Come on, Rebecca, it’s Halloween! Just a bit of fun. And besides,” he added, picking up the paddle and giving it a light tap against his hand, “if you’re going to be the naughty schoolgirl, it only makes sense that I come prepared… in case you act up.”
Her eyes widened, and she crossed her arms defiantly. “Absolutely not, John! I’ll be humiliated!”
He gave her an appraising look, his smirk only growing. “Well, if you’re refusing to wear it, then I think we need to discuss exactly who’s in charge here.”
Before she could react, John was already moving toward her, his arm wrapping around her waist as he guided her as he sat on the edge of the bed. In one swift motion, he pulled her over his knee, settling her firmly in place as he picked up the paddle with a glint in his eye.
“John!” she protested, squirming in his grip, but he simply chuckled.
“Rebecca, you’re going to try this costume on, whether you like it or not. And if I have to help convince you, then so be it.” He lifted the paddle, bringing it down with a light but unmistakable smack against the seat of her skirt.
Rebecca yelped, her face turning bright red as she felt the sting. “John! You can’t be serious!”
“Oh, I’m very serious,” he replied, his voice carrying a playful sternness. “Now, let’s see if we can’t adjust that attitude.” He brought the paddle down again, each smack firm enough to make his point but light enough to keep the mood teasing.
Rebecca squirmed, her cheeks burning, but each swat only deepened her embarrassment. Finally, after a series of stinging smacks, she gasped, “Alright, alright! I’ll try it on!”
John paused, raising an eyebrow with a satisfied smirk. “That’s better,” he said, setting down the paddle and helping her to her feet. He gestured toward the costume. “Go ahead. I want to see how my ‘naughty student’ looks.”
Flustered and red-faced, Rebecca took the outfit from the bed, her heart pounding as she clutched the pieces of the costume. She glanced back at John, who was watching her with that infuriatingly smug look, the paddle still resting in his hand as a silent reminder of his authority. She bit her lip, reluctant to continue but knowing there was no way out.
Taking a deep breath, she stepped into the bathroom to change. As she slipped into the Halloween outfit for the first time, she tugged at the short plaid skirt and adjusted her blouse, trying to make herself look presentable—if “presentable” could even apply to something this embarrassingly skimpy. She took a deep breath, knowing John was waiting in the other room, and tentatively walked out to show him.
John’s eyes lit up with a mixture of amusement and approval as she stepped into view. She shifted uncomfortably, fidgeting with the hem of her skirt as she felt his gaze travel from her bare legs to her snug-fitting panties beneath.
But it wasn’t just the shortness of the skirt or the revealing blouse that had her cheeks turning pink—it was the unexpected design on her panties. She tugged at the front of her skirt, trying to cover herself as best she could, and finally blurted out, “John, there’s a… there’s a pussy on my… well, on my pussy!”
John raised an eyebrow, clearly trying to suppress a smirk. “Yes, I did notice that little black cat right on the front,” he replied, his tone light but teasing. “It adds a certain charm, wouldn’t you say?”
Rebecca’s cheeks grew even warmer as she looked down, wishing she could hide the entire outfit. “I just… it’s so ridiculous!” she protested. “People are going to make jokes about it—I mean, who puts a cat right there?”
John chuckled, crossing his arms as he took in her flustered expression. “Oh, Rebecca, that’s half the fun. Besides,” he added with a mischievous glint in his eye, “I think it’s quite fitting. You should embrace the spirit of it. After all, it’s only a little ‘pussycat,’ isn’t it?”
Rebecca groaned, pulling at her skirt once more, feeling both exasperated and mortified. “This is going to be so embarrassing,” she muttered, her blush deepening as John continued to take in her costume with evident satisfaction.
She continued tougging at the hem of the short plaid skirt, which barely skimmed the tops of her thighs, and adjusting the tight, high-cut Halloween panties that peeked out whenever she moved too quickly. The blouse hugged her torso closely, emphasizing her petite frame, with its snug fit drawing attention to the juvenile look of the costume.
As she stood in front of John, her cheeks bright red, she struggled to meet his gaze. He looked her over with a slow, approving smile, clearly pleased with the effect of the costume. “Well,” he drawled, his voice carrying a note of playful authority. “I’d say you look like a perfect little troublemaker, Rebecca.”
She fidgeted, instinctively trying to pull the skirt down as she felt John’s eyes on her. “John, please,” she muttered, barely able to contain her embarrassment. “I can’t wear this in front of your colleagues…”
Rebecca stood in front of the mirror, turning from side to side as she adjusted the tiny plaid skirt, biting her lip in dismay. The skirt was shorter than she’d anticipated, barely reaching mid-thigh, and with the slightest movement, it threatened to reveal the snug, high-cut Halloween panties beneath. She tugged at the hem, but it stubbornly refused to provide any more coverage, her bare legs feeling all the more exposed.
“John…” she began, her voice a mix of pleading and embarrassment, “I really don’t know about this. It’s so short. Couldn’t we just… order another one? Maybe just a couple of inches longer? Two inches would make all the difference…”
John smirked, crossing his arms as he looked her over, clearly amused by her discomfort. “Rebecca,” he said, his tone firm but teasing, “the point of this outfit is for you to be a naughty schoolgirl and me the strict Principal.”
She blushed, shifting her weight and tugging at the hem again. “But… it barely covers anything. And what if I have to bend down or reach for something? Everyone’s going to see…” Her cheeks turned crimson at the thought, and she looked up at him, her eyes pleading. “Just two inches, John, please.”
He raised an eyebrow, unrelenting. “If anything, Rebecca, I think this length is just right for you. It keeps you mindful of how you move, and it ensures you’re… aware of yourself at all times. Besides, any longer, and it wouldn’t have quite the same effect, would it?”
She sighed, her hands still fidgeting with the hem. “But it’s just… it’s so…” She trailed off, knowing from the look in his eyes that no argument would sway him.
He shook his head, chuckling. “Oh, I think you’ll do just fine in it. After all, it’s Halloween—everyone’s in costume. And it suits you. Besides,” he added, holding up the paddle with a glint in his eye, “I’ll be right there with you, keeping my ‘naughty student’ in line if she decides to act up.”
Rebecca’s face turned a deeper shade of red. “But—”
He cut her off, his tone firm but teasing. “No arguments, Rebecca. You’ll wear this to the party, and you’ll behave yourself. I think it’ll be good for you. Besides, I rather like the idea of everyone seeing my mischievous ‘student’ looking properly disciplined. In fact, you look perfect, Rebecca. You can put your hair up in some pig tails to complete the look.”
Her cheeks burned as he held up the paddle, and she swallowed hard, knowing she had no choice but to go along with his plan. “Yes… Principal,” she managed, the words coming out in a faint whisper.
John chuckled, giving her a gentle pat on her backside. “Good girl. Now, practice keeping that skirt in place. You wouldn’t want to give everyone a peek at your little panties, would you?”
Rebecca’s face grew even hotter, and she shook her head, knowing this Halloween would be one she’d never forget—and one that would leave her blushing for a long time to come.
And so it was as she stood there, the subject amusement of her stepdaughter and her male and female friends.
John gave her a pointed look, his tone both teasing and authoritative. “You’re a bit quiet tonight, Rebecca. Nervous about heading out like this? Or maybe worried about what happens if you don’t keep that skirt in check?” He tapped the paddle against his palm, the sound echoing just enough to make Rebecca wince.
“Yes… I mean, no… I’m fine,” she mumbled, her voice barely above a whisper, earning another round of snickers from Stephanie and her friends.
“Oh, I think Rebecca’s just shy,” Lisa said with a smirk, stepping closer to examine her costume. “I mean, it’s not every day you see someone her age dressed up like a schoolgirl… especially one with a paddle-wielding principal at her side.”
Stephanie’s friend Amelia couldn’t help but let her eyes drift toward John. Dressed as the strict principal, paddle in hand and wearing that commanding expression, he looked every bit the part—and then some. She leaned closer to Stephanie, her lips curving into a playful, slightly wicked smile.
“Steph,” she whispered, nudging her friend and keeping her gaze on John. “Think your dad has a spare naughty schoolgirl costume lying around? Because… I wouldn’t mind getting a little ‘extra credit’ from Principal John over there.”
Stephanie smirked, glancing at Amelia with a raised eyebrow. “Oh really?” she teased back, her tone filled with humor. “I don’t think you know what you’d be signing up for…”
Amelia chuckled, a bit of a glint in her eye as she continued to watch John from across the room. “I think I could handle it,” she whispered back, clearly enjoying the banter. “He just looks like he knows exactly how to… handle a girl who gets a little too naughty…”
Stephanie rolled her eyes, holding back a laugh. “Careful, Amelia. That paddle isn’t just for show. If you’re in that costume and he catches you ‘misbehaving,’ you might end up getting a whole lesson you didn’t sign up for.”
Amelia grinned, shrugging as she stole another glance at John. “Maybe that’s exactly what I’m looking for. You think he’d give a first-timer a little… leniency?”
Stephanie laughed softly, shaking her head. “Leniency? My dad? Good luck with that. But hey,” she added with a smirk, “if you’re brave enough to ask him for some ‘principal’s attention,’ I’d love to see his reaction.”
Just as Amelia’s grin grew wider, clearly enjoying the banter, her boyfriend Mike slid up beside her, raising an eyebrow as he caught the tail end of her conversation with Stephanie.
“Alright, alright,” Mike interjected, throwing a playful arm around Amelia’s shoulders. “I think I’ve heard enough about you eyeing Principal John over there. If you need any ‘discipline,’ I’d be more than happy to perform the necessary principal duties myself.”
Amelia smirked, glancing up at him with a gleam in her eye. “Oh, really? You think you can handle being the ‘principal,’ Mike? I’m not so sure you’re cut out for it.” She crossed her arms, giving him an appraising look. “In fact, maybe I should be the one holding the paddle.”
Mike’s eyebrow shot up, intrigued but a bit taken aback. “Oh, so now you’re the principal?” he teased. “I thought you were just volunteering to be the ‘naughty schoolgirl.’”
Amelia laughed, clearly enjoying his reaction. “Maybe I’ve changed my mind. I think I’d be much better suited as the strict principal, and you”—she jabbed him playfully in the chest—“could be my troublemaking little schoolboy.”
Mike grinned, catching on to her game, and leaned in closer. “Oh, I don’t know if I’m quite ready for detention with Principal Amelia,” he murmured with a laugh, “but something tells me you wouldn’t go easy on me.”
“Count on it,” she replied with a wink, giving him a playful nudge. “And trust me, by the time I’m done, you’ll know exactly how a naughty schoolboy should behave.”
Stephanie shook her head, laughing as she watched the two of them banter back and forth. “Alright, you two,” she teased. “Let’s save the role-playing for later. The party hasn’t even started yet!”
As Stephanie, her friends, and their dates headed out the door, John and Rebecca followed close behind, ready to head to their own Halloween gathering. Rebecca walked carefully, every step in her “naughty schoolgirl” costume making her hyper-aware of just how short her plaid skirt was. She couldn’t help but give a few quick tugs at the hem, trying to keep it from riding up any higher as they all made their way down the driveway.
Stephanie’s friends exchanged knowing glances, each one stifling a grin as they watched Rebecca’s futile attempts to keep her skirt in check.
“Oh, she must be dying of embarrassment,” Amelia whispered with a smirk, nudging Lisa. “That skirt’s barely long enough to cover anything! And those cute little panties underneath? Precious!”
The girls exchanged amused, conspiratorial glances as they watched Rebecca tug at her skirt once more, glancing over her shoulder with an unmistakable hint of anxiety. Her movements were careful, her cheeks flushed with embarrassment, and she seemed all too aware of the group’s eyes on her.
“Do you think she actually likes it, though?” A girl named Brianna whispered with a mischievous grin. “I mean, why else would she agree to go out dressed like that? Especially with that paddle in John’s hand. I’d be terrified!”
As the group strolled down the street toward their Halloween party, Amelia and Lisa exchanged gleeful glances, each clearly eager to bring up a topic that had been simmering between them ever since they’d seen John discipline Rebecca a few weeks earlier. Leaning close to Stephanie, Amelia whispered, “Do you think… we could tell the others? I mean, about what we’ve seen?”
Stephanie gave a thoughtful smirk, glancing over her shoulder to make sure her dad and Rebecca were out of earshot. “I don’t see why not,” she replied with a grin.
Amelia and Lisa’s faces lit up as they hurried to gather the rest of the group, huddling together as Amelia began recounting the events. “Okay, so… it’s not just an act. Steph’s dad really does keep her in line. We’ve actually seen him… you know, discipline her.” She shot Stephanie a conspiratorial look.
Lisa chimed in, her voice a mix of excitement and disbelief. “Yeah, like an actual spanking. With his belt! We were there. And let me tell you, it was intense.”
The others gasped, some laughing in surprise, others exchanging wide-eyed glances as they absorbed this unexpected revelation. One of the guys raised an eyebrow, clearly intrigued. “Wait, so you’re telling us that she actually gets spanked… by Steph’s dad? Like a real punishment?”
Stephanie nodded, her expression casual, though her eyes glinted with amusement. “Yep. It’s a whole arrangement they have. Rebecca asked for it—well, for him to keep her in line, anyway. Now my dad’s big on discipline all of a sudden.”
Amelia giggled, nudging Lisa. “Oh, she definitely gets ‘guidance,’ alright. But you can tell sometimes she regrets agreeing to it. Especially when she ends up bare bum up, her face redder than her—well, you know.”
The group broke into laughter, some of them whispering in disbelief while others shook their heads in amusement. One of the girls leaned in closer, her eyes wide with intrigue. “So she really… submits to him like that? Just lets him spank her?”
Stephanie nodded. “Yep. It’s their thing. Sometimes I think she feels a little too embarrassed by it, but she always does what he says.”
The group exchanged glances, each of them fascinated by this new insight into Rebecca’s life. One of the guys chuckled, shaking his head. “Man, that’s something else. I guess she really is the ‘naughty schoolgirl’ tonight. Good thing your dad has that paddle ready.”
Stephanie smirked, shrugging. “Exactly. And she knows it too.”
The group laughed, their excitement building as they headed off toward their party, exchanging jokes and glances as they each pictured Rebecca’s predicament. And Stephanie, leading the way, couldn’t help but enjoy the extra layer of sexy fun she’d added to the evening.
As they finally split ways, the girls couldn’t resist a few last chuckles, each one imagining the scene that would unfold at John’s party, Rebecca nervously trying to keep up her prim, proper act while dressed in an outfit that was anything but modest. It was bound to be a night Rebecca—and John’s colleagues—would never forget.
Chapter 49: Halloween Party
As John and Rebecca left Stephanie and her friends, the laughter and teasing still echoing in Rebecca’s ears, they made their way to the car and set off toward their own Halloween party. The evening air was cool, but Rebecca felt a lingering warmth in her cheeks, her embarrassment simmering beneath the surface as she smoothed down her short plaid skirt, knowing she’d have to face yet another round of curious, playful glances and remarks at the party.
They arrived at a stylishly decorated venue filled with John’s colleagues, many of whom were dressed in various costumes that ranged from elegant to downright quirky. As they walked in, it didn’t take long for people to notice their entrance, and Rebecca felt the familiar sensation of eyes landing on her once again.
“John!” one of his colleagues called out, making his way over with a grin. “Great to see you, and… wow, that is quite a costume you’ve got there.” He chuckled, his eyes flicking to Rebecca with an amused glint. “You really went all in, didn’t you?”
John smirked, patting the paddle in his hand. “Had to make sure my ‘student’ here looked the part,” he replied, his tone carrying a hint of playful authority. “She’s had a bit of trouble following the rules lately, so I thought this costume was… fitting.”
Rebecca’s cheeks flushed as his colleague laughed, glancing at her in her too-short skirt and white knee socks, his eyes twinkling with amusement. “Well, you certainly nailed the ‘naughty schoolgirl’ look, Rebecca. Better be careful tonight—sounds like you might end up in ‘detention’ if you’re not on your best behavior!”
Rebecca forced a polite smile, the teasing leaving her flustered as more people began to gather around, taking in their costumes with interest. Each one had a similar reaction, chuckling and complimenting them on the authenticity of their outfits.
“Rebecca, you look adorable,” one of the women remarked, a mischievous smile on her lips. “I don’t think I’ve seen a schoolgirl costume quite that… authentic. And John, you certainly look ready to keep her in line!”
Two women nearby watched Rebecca with amused expressions as she adjusted her skirt, her cheeks still bright pink from her embarrassment.
One of them, a tall brunette dressed as a flapper, nudged her friend with a smirk. “You know,” she began, her voice carrying a hint of nostalgia, “this takes me right back to my Catholic school days. We used to roll our skirts up a little after school, you know, to catch the boys’ attention…”
Her friend, a redhead dressed as a witch, laughed, nodding in agreement. “Oh, absolutely! I’d hike mine up a couple of inches as soon as the final bell rang,” she admitted with a grin. “But I don’t think I ever had the nerve to go as short as that,” she added, glancing pointedly at Rebecca’s barely-there hemline.
Rebecca, overhearing their conversation, felt her face grow even hotter, acutely aware of just how exposed she must have seemed. She gave them a sheepish smile, wishing she could tug her skirt down another few inches.
The brunette chuckled, folding her arms as she regarded Rebecca with a playful glint in her eye. “Well, honey, I think we’d have gotten detention for days if we’d tried to pull off a skirt like that around any of our teachers… let alone a principal with a paddle in hand!”
Another colleague laughed, raising an eyebrow at John. “So, John, is that paddle just for show?”
“Oh, it’s not just for show,” John replied with a smirk, giving the paddle a casual swing against his palm. “I had to remind Rebecca earlier what happens to naughty students who misbehave. Isn’t that right, Rebecca?”
Rebecca’s cheeks burned as she nodded, feeling more than a little humiliated as everyone around them laughed, clearly enjoying the playful dynamic.
A man dressed as a pirate leaned in with a grin. “Rebecca, you’re quite the sport for going along with this. Though, I have to admit, if I’d known this party would have a naughty schoolgirl, I might have prepared some ‘detention slips’ myself!”
One of the women, dressed as a witch, nudged Rebecca with a friendly smile. “Well, hopefully you’ll stay out of trouble tonight. Wouldn’t want to see you end up over the principal’s knee!”
Rebecca forced a laugh, though her face was bright red as she took in all the teasing remarks. John, on the other hand, seemed to revel in it, offering responses that only deepened her embarrassment and reinforced his role.
“Don’t worry, I’ll keep an eye on her,” John replied with a smirk. “And I won’t hesitate to step in if she needs a… reminder.”
The party continued, with people coming and going, each one making playful comments and offering knowing glances whenever they passed by John and his “naughty student.” Rebecca found herself the center of attention more than once, her costume drawing compliments but also sparking laughter and sly jokes, each one nudging her further into her role.
Rebecca shifted uncomfortably, feeling more exposed than ever as the evening wore on. She was doing her best to keep her skirt down, but every little movement seemed to betray her, revealing just a bit more than she intended. As she adjusted herself, she heard two women standing nearby, clearly watching her every move with amused expressions.
One of them, a blonde dressed as a fairy, nudged her friend and whispered, loud enough for Rebecca to overhear, “Look at that… every time she moves, we get a peek of the bottom of her bum cheeks! I swear, it’s like she’s showing off on purpose.”
Her friend, a brunette in a Cleopatra costume, stifled a giggle, leaning in to murmur back, “Oh, she’s definitely a naughty little thing tonight. A proper schoolgirl would never have her skirt that high. She looks like she’s just begging for a trip across the principal’s knee.”
Rebecca’s cheeks flushed even deeper, but before she could move, she heard the amused chuckles of the women’s husbands, who’d overheard the exchange.
One of the men, grinning as he took a sip of his drink, chimed in, “You’re right! That kind of behavior would’ve definitely earned her a proper spanking back in the day. She’s dressed like a naughty little flirt, isn’t she?”
The other man laughed in agreement, casting a glance at John, who was now watching Rebecca with a faint smirk. “Looks like you’ve got your work cut out for you tonight, Principal. I think your ‘student’ here could use a bit more… guidance.”
As the evening wore on, John and Rebecca found themselves chatting with an older couple who had approached them with warm smiles and a hint of curiosity. The gentleman, dressed in a classic Dracula cape, gave Rebecca’s outfit a once-over, his eyebrows raised in amused surprise.
“Well, Halloween costume standards have certainly changed over the years,” he remarked with a chuckle, his eyes twinkling with nostalgia. “In my day, you’d never see anyone stepping out in something quite so… daring.”
Rebecca blushed, tugging instinctively at the hem of her skirt, which barely reached mid-thigh. She glanced at John, hoping he’d steer the conversation elsewhere, but he only looked on with an amused smile, clearly enjoying the couple’s commentary.
The lady, elegant in a witch costume adorned with vintage jewelry, gave a knowing smirk as she looked Rebecca up and down. “Oh, if I’d even thought about going out in a skirt that short, I’d have found myself over my mother’s knee before I could step one foot out the door,” she said, her tone half-joking but carrying a hint of sincerity. “And I would have deserved every bit of it!”
Rebecca’s blush deepened, feeling thoroughly flustered under the older woman’s gaze. She managed a nervous laugh, murmuring, “I, um… I didn’t think it would be this… short.”
The gentleman chuckled, nodding toward John. “Oh, you didn’t think so, eh? Well, maybe a little old-fashioned discipline wouldn’t be so out of place, in that case.”
John chuckled, resting a hand on Rebecca’s shoulder as she squirmed beside him. “Oh, I agree” he replied with a wink.
Chapter 50: Halloween Paddling
One of John’s closest friends, Greg, raised his glass with a mischievous grin, his voice booming over the chatter. “Alright, John, you’ve got this ‘naughty schoolgirl’ here, and I think we’re all ready to see a real demonstration. Don’t you think it’s time she got a proper paddling?”
The group cheered in agreement, their laughter echoing through the room as they looked eagerly at John and a thoroughly flustered Rebecca. She felt her cheeks flush even deeper, glancing nervously around at the eager faces surrounding her, each one clearly entertained by the idea.
“Oh, come on, guys,” she stammered, feeling entirely on the spot. “It’s just a costume…”
But the crowd was relentless, each person’s grin widening as they urged her on. A woman in a cat costume joined in with a wink, “Oh, don’t be shy, Rebecca! Show us how a naughty schoolgirl is kept in line!”
John looked down at Rebecca, his smirk deepening as he tapped the paddle against his hand. His gaze held that familiar, commanding glint as he addressed her in a low, playful tone. “Well, Rebecca, it seems everyone here would like to see a reminder of how a misbehaving student is corrected. What do you say?”
Rebecca’s heart raced, and she shifted nervously, but she knew any resistance would only fuel the crowd’s insistence. She finally gave a small, reluctant nod, her voice a quiet murmur. “Yes, Principal…”
The group erupted in cheers and laughter as John guided her to an open area in the center of the room, positioning her with a firm hand. With a gentle nudge, he bent her slightly at the waist, making her short plaid skirt ride up just enough to reveal a hint of her red Halloween panties beneath. The crowd’s chuckles grew louder, and Rebecca’s cheeks burned, feeling the weight of their stares.
John held up the paddle, giving the crowd a playful look before glancing down at Rebecca. “Now, let’s make sure this lesson sticks,” he said, and, with a quick movement, he reached out and flipped up the back of her skirt, fully exposing her tight, high-cut panties to the entire room.
A ripple of surprised gasps and delighted laughter spread through the group, the crowd’s eyes fixed on Rebecca’s now-barely-covered backside. She felt her face go crimson, her hands instinctively moving to her sides as she struggled to keep her composure, knowing any protest would only encourage them more.
As John had flipped up the back of Rebecca’s skirt, he exposed her snug red panties with the cute pattern of pumpkins and ghosts scattered across the seat, and a wave of laughter rippled through the room. The cheerful little Halloween designs contrasted starkly with her blushing face, and the crowd seemed delighted by the added detail.
“Oh, look at that!” Greg called out, clearly entertained. “She’s got little pumpkins and ghosts on her bum! That’s adorable—and very appropriate for a naughty schoolgirl on Halloween.”
A woman in the crowd, dressed as a witch, leaned in closer, grinning. “It’s as if she’s dressed up her backside for the occasion! I think those pumpkins are about to feel a little extra ‘festive spirit.’”
Rebecca’s cheeks burned as she listened to the teasing comments, wishing the ground would swallow her up. Her hands twitched at her sides, but she knew better than to try to cover herself with everyone watching.
John gave the paddle a casual tap against her decorated seat, his smirk widening as he joined in on the crowd’s amusement. “Well, I think these pumpkins and ghosts could use a reminder of how a naughty schoolgirl behaves,” he said, adding to the laughter. “And it looks like she’ll be giving everyone here a Halloween show they won’t soon forget.”
The group chuckled, a few guests exchanging grins and raising their glasses in toast to the unfolding spectacle. Rebecca squirmed slightly, her embarrassment mounting with each passing second as she felt their gazes fixed on the patterned seat of her panties and the expanse of bare white skin beneath, but any movement only seemed to emphasize her predicament.
John raised the paddle, giving her one last, teasing pat. “Alright, Rebecca, brace yourself. This Halloween lesson’s about to begin.” And with that, he brought the paddle down with a firm, resounding smack across her festive, pumpkin-adorned bottom, prompting a delighted cheer from the crowd.
“Oh, that was a good one!” Greg called out, laughing. “I think she might need a few more though—just to make sure she doesn’t forget this lesson!”
The crowd chuckled, and John, with a mock-stern expression, gave an approving nod. “I couldn’t agree more. A couple more should drive the lesson home, don’t you think?”
Rebecca held her breath, her face blazing as she felt the paddle come down a second time, a bit harder, directly on the bare skin of her right lower bum cheek, the sting sending a shiver through her as the group’s laughter filled the air. She squirmed slightly but held her position, knowing any attempt to cover herself would only extend her embarrassment. John repeated the stroke on the left.
Then, a man in the crowd, grinning mischievously, called out, “Well, it seems like those other pumpkins of hers are going to turn just as red as the ones on her panties!”
Laughter rippled through the room as Rebecca’s blush deepened, her embarrassment now spreading from her face to the very tips of her ears. She bit her lip, feeling utterly humiliated, knowing that every inch of her exposed self was the subject of their teasing.
John grinned and gave her a half dozen more to each low bum cheek, seriously reddening them.
“Oh, he’s right!” another woman chimed in, smirking. “I think those little pumpkins on her panties are getting a run for their money. The real ones are almost as bright!”
John finally lowered the paddle, a satisfied smile on his face as he looked down at her. “Now, Rebecca, I trust you’ve learned your lesson? Do you think you’ll be able to stay out of trouble for the rest of the night?”
Rebecca straightened slowly, her skirt still flipped up, her voice barely above a whisper as she nodded, forcing herself to answer in the spirit of her role. “Yes, Principal… I’ll behave.”
The group burst into applause, the laughter and teasing lingering in the air as Rebecca hurriedly smoothed down her skirt, feeling the burn of both the paddling and the embarrassment.
Several of the guests, however, continued commenting on the two perfectly symmetrical red circles now visible on her lower cheeks, peeking out from beneath the hem.
One of John’s colleagues, a woman dressed as a witch, chuckled, nudging her friend. “Oh, look at those! Two perfect little reminders that she’s been thoroughly corrected. I’d say the principal knows exactly how to leave his mark.”
A man dressed as a pirate let out a laugh, shaking his head. “Look at that symmetry! You could practically measure them with a ruler. A job well done, John.”
Rebecca’s face burned as she realized how intently everyone was studying the marks left by the paddle, each comment only amplifying her embarrassment. Another guest leaned in, grinning. “Guess we know she really felt those swats—couldn’t ask for a clearer lesson than that.”
As the evening wore on, Rebecca moved through the party, acutely aware of the lingering eyes that seemed to follow her with each step. Despite her best efforts to keep her skirt smoothed down, the short hemline betrayed her, and the two distinct red circles left by John’s paddle peeked out every time she took a step or bent even slightly.
Her cheeks burned as she felt the weight of silent glances, each one a reminder of her recent paddling and the embarrassment of being so publicly disciplined. She tried, again and again, to discreetly tug her skirt down, but the fabric stubbornly slid back up with every movement, leaving her feeling exposed and helpless.
Passing by a group of John’s colleagues, Rebecca could feel their eyes following her, some raising an eyebrow, others exchanging glances but keeping their amusement contained. No one said a word, yet she felt every bit of their quiet smirks as if they had openly teased her. The subtle glances spoke volumes, leaving her flustered and desperately wishing she could simply disappear.
She adjusted the waistband of her skirt for the hundredth time, each tug serving only to draw more attention to her predicament. Moving over to the refreshments table, she felt a new set of eyes as a couple nearby exchanged knowing looks, their lips curved in amused, silent grins. Rebecca’s hands tightened around her glass, feeling utterly vulnerable under their stares, but there was no escaping it.
As Rebecca hung close to John, struggling with her short skirt and the residual sting of her paddling, they was approached by another one of John’s colleagues, a woman named Karen, dressed elegantly as a glamorous witch. Karen cast a thoughtful, appraising look at Rebecca’s short skirt, then turned to John with a smirk.
“John,” Karen remarked playfully, raising an eyebrow, “it seems those lovely red marks on your little schoolgirl’s costume are starting to fade. If you ask me, they’re essential to the authenticity of her look. Don’t you think it might be time to… freshen them up a bit?”
Rebecca’s face turned a deep shade of crimson, her fingers instinctively tugging at her skirt as Karen’s words sent a fresh wave of embarrassment through her. She couldn’t believe someone would suggest such a thing so openly, and the thought of being paddled again, especially in front of John’s colleagues, made her heart race.
John chuckled, clearly amused by the suggestion. He cast a sidelong glance at Rebecca, who squirmed under his gaze, her eyes pleading silently for mercy. But he seemed to enjoy the moment far too much to let it pass without consideration.
“Well, Karen,” he replied thoughtfully, tapping the paddle against his hand, “you do have a point. If we’re going to maintain the authenticity of the costume, those marks should stay fresh.”
Rebecca’s eyes widened as she stammered, “J-John… I mean, Principal, please, I… that won’t be necessary…” Her cheeks burned hotter as she looked around, aware of the attention this conversation had drawn.
Karen laughed softly, clearly entertained by Rebecca’s discomfort. “Oh, don’t be shy, dear. It’s Halloween! We’re all playing along with our roles, aren’t we? And you make such a convincing naughty schoolgirl. I think we’d all agree that a few fresh swats would complete the look perfectly.”
A few of the nearby guests, overhearing the exchange, chuckled and murmured their agreement, adding to Rebecca’s mounting embarrassment.
John looked down at her, raising an eyebrow as he considered her with a mixture of amusement and authority. “Well, Rebecca,” he said, his tone firm, “it seems the crowd thinks you could use a reminder. And it wouldn’t do for your costume to lack authenticity, would it?”
Rebecca swallowed hard, feeling trapped as she looked between John and the guests, each one of them eagerly awaiting her response. She knew protesting would only lead to more teasing and pressure, and she reluctantly nodded, barely able to look John in the eye.
“No, Principal… authenticity is important,” she mumbled, her voice barely above a whisper.
The murmurs of encouragement from the crowd lingered in the air as John gave a nod of acknowledgment, looking around with a smirk before he turned his attention back to Rebecca. He took a step toward a nearby chair, placing one foot firmly on the seat. As he reached for Rebecca, her eyes widened with a mix of surprise and embarrassment. She let out a soft, pleading protest, “John… please…” but he simply gave her a calm, authoritative look, reminding her silently of their roles. With ease, he lifted her small frame and draped her across his raised knee, her legs kicking slightly in reflex as she found herself in the vulnerable position.
The room erupted in amused laughter as the crowd took in the sight of Rebecca’s petite figure, her skirt flipping up entirely to reveal her snug, high-cut Halloween panties, which framed her already-pink cheeks. John made a point of adjusting her skirt, tugging it completely clear of the target area, ensuring no part of her was concealed from view.
Rebecca squirmed over his knee, her hands reaching instinctively to cover herself, but a gentle nudge from John kept her in place, adding to her helplessness. “Now, Rebecca,” he began, his voice carrying an air of mock seriousness, “I expect you to stay still and take this properly.”
“Please… everyone’s watching!” she whimpered, her legs kicking in soft, helpless motions, drawing more laughter from the crowd.
“Oh, we’re definitely watching!” one of John’s colleagues called out, a wide grin on his face. The crowd chuckled, their expressions a mix of amusement and fascination as they watched her struggles.
With a measured swing, John brought the paddle down firmly across her exposed cheeks, the crisp smack ringing out, prompting a startled yelp from Rebecca. Her legs kicked in reflex, a small, almost involuntary reaction that only made the audience laugh harder.
“Oh my, she’s got quite the kick in her, doesn’t she?” someone remarked, drawing even more laughter as Rebecca wriggled in response to the stinging swat.
John delivered another swat, each one bringing a fresh, sharp sting that made Rebecca’s legs kick a little more each time, her soft gasps of protest barely audible over the crowd’s laughter. Her face burned with embarrassment, knowing every struggle, every small squirm, only added to the spectacle.
As John kept Rebecca firmly draped over his raised knee, her small frame seemed almost weightless in his hold. Her head and arms dangled toward the floor, her fingertips brushing just above it, while her feet hung freely on the other side, swinging and softly kicking in small, instinctive motions with each swat. Positioned perfectly, her bottom was the highest point, framed by her raised skirt, which John had carefully adjusted to ensure her lower cheeks were entirely bare.
Her Halloween panties cut high, leaving the soft, rounded curves of her lower cheeks exposed to the room and fully vulnerable to each strike of the paddle. With every solid, deliberate swat, her cheeks grew a shade redder, the faint pink deepening into a vivid crimson as John continued her paddling with steady, measured strokes.
Each time the paddle made contact, Rebecca let out a startled “Yip!”—a little gasp that escaped her lips involuntarily, her voice high and breathy as she reacted to the sting. Her soft, helpless yips filled the room, drawing quiet laughter and knowing glances from the gathered guests, who seemed captivated by the scene.
Her feet kicked just slightly with each swat, her legs reacting instinctively to the sting, but her position over his knee kept her utterly vulnerable, each movement emphasizing her helplessness. Her cheeks grew warmer and redder, the marks of each swat beginning to overlap in perfect, symmetrical circles, ensuring she’d remember this Halloween “correction” long after the evening ended.
The room watched with quiet fascination, murmurs of amusement rippling through the crowd as John continued the paddling, each steady strike reinforcing Rebecca’s role and the “authenticity” of her costume. And with each swat, her protests softened, her yips growing breathier as she realized any struggle would only prolong the lesson, leaving her to accept each stinging smack and the lingering warmth that spread through her increasingly reddened cheeks.
As John continued to bring the paddle down in steady, measured swats, Rebecca’s quiet yips turned to soft, pleading whimpers. The sting grew sharper with each strike, her exposed cheeks now a deepening shade of crimson. Her helpless position, draped over his raised knee with her head and arms dangling toward the floor, left her completely vulnerable, her legs kicking softly with each swat.
The crowd’s laughter filled the room, adding to her humiliation, and Rebecca’s voice trembled as she began to beg, her words catching between each yelp. “P-Please, John… I mean, Principal… please, not so hard…” she stammered, her voice barely audible above the chuckles of those watching.
John smirked, unfazed by her pleading, his tone calm yet firm as he delivered another solid smack, leaving her cheeks burning even hotter. “Oh, Rebecca,” he replied, raising his voice slightly for the crowd’s amusement, “we wouldn’t want your costume to lose its authenticity, would we?”
Rebecca’s cheeks—both her face and her reddening bottom—burned at his words, and she continued to squirm, her legs kicking a little harder as she begged, “Please… please, It’s good enough now, Principal… it’s good…”
The crowd’s laughter only grew, a few people nudging each other, their smiles widening at her increasingly desperate pleas. A woman near the front chuckled, leaning in to whisper to her friend, “Seems like she’s realizing just what it means to be a ‘naughty schoolgirl.’”
Another swat landed, firm and unyielding, drawing another soft cry from Rebecca as her legs kicked, her small frame bouncing slightly over John’s knee. Her voice wavered, her words barely coherent between her yelps. “I’m sorry… please, no more…” she whimpered, her voice thick with embarrassment and the sting of each swat.
Just then, the woman in the flapper costume leaned forward with a smirk, raising her voice just enough for Rebecca to hear. “You know, dear, you’re lucky he’s letting you keep those panties up. Most naughty schoolgirls like you don’t get that courtesy. You need to thank the Principal for that or he might reconsider.”
Rebecca’s face flushed deeper, her cheeks now matching the bright pink of her bottom as she squirmed over John’s knee, humiliated by the comment. She barely managed a muffled, “Thank you, Principal…” as another swat landed, making her legs kick once more.
John’s hand then paused mid-air, and he turned his head toward the woman with an exaggerated look of consideration. His fingers drifted to the waistband of Rebecca’s panties, his expression thoughtful as he traced the fabric. The crowd’s laughter grew louder, a ripple of anticipation filling the room as they watched John toy with the waistband, as if truly pondering the suggestion.
Rebecca’s eyes widened in alarm, and she began to squirm, her soft, desperate pleas spilling out in a panicked rush. “Please, John—Principal, please, no! I’ll be good, I promise! Don’t… don’t take them down… not here!” Her voice was high and frantic, her legs kicking more fervently in response to his teasing grip on her waistband, each small movement only adding to the crowd’s amusement.
John chuckled, looking down at her with a mock-serious expression. “Well, Rebecca,” he began, his voice carrying a playful edge as he addressed her in front of everyone, “seeing as how we strive for authenticity here, perhaps a bare-bottom paddling is exactly what’s needed.”
Rebecca squirmed harder, her voice rising as she continued to beg, her words tumbling out in a desperate stream. “No, please! I’m sorry, Principal! It’s good like this, I swear—just please, don’t pull them down!” Her face was now a deep shade of crimson, her embarrassment evident as the crowd erupted in laughter at her frantic pleas.
A man in the crowd called out, chuckling, “Aw, come on, Principal! Give her a proper lesson!”
The crowd’s laughter grew, and John gave the waistband of her panties a gentle tug, letting the elastic snap back lightly against her skin. Rebecca gasped, her breath catching as she realized how close he was to actually pulling them down, her entire body tensing over his knee.
“Well, Rebecca,” John said, his tone half-teasing, half-stern, “it seems everyone here thinks a proper schoolgirl ought to receive a full, authentic correction. And I’m inclined to agree.”
Rebecca’s eyes widened in panic, her heart racing as she felt his fingers again tugging gently at the waistband. She began to squirm harder, her voice growing frantic. “Please, John—Principal, please, no! Don’t… don’t pull them down!” Her voice was high and pleading, her legs kicking softly in helpless protest, only adding to the crowd’s amusement.
John chuckled, glancing around at the eager faces of his colleagues. “Well, Rebecca,” he said with a mock-serious tone, “what about our commitment to authenticity…” With that, he tugged the waistband of her panties just slightly away from her skin, pulling them down just enough to expose the top of her bum cleft, her bare skin visible to everyone watching.
Rebecca gasped, her face turning an even deeper shade of crimson as she realized just how exposed she was becoming. Her fingers gripped the sides of John’s leg, and she whimpered, her voice desperate. “Please… please, don’t! Don’t pull them down any further!”
The crowd laughed, several people exchanging gleeful glances and murmurs as they took in her mortified expression and the slight exposure, each small movement of the fabric making her predicament even more humiliating.
John let the moment linger, his fingers holding the waistband in place, his grip light but firm as he watched her squirm. Then, after letting her pleas hang in the air, he finally released the waistband, letting it snap gently back into place. “Very well, Rebecca,” he said with a smirk. “You may keep your modesty… for now.”
Rebecca breathed a deep sigh of relief, barely able to believe he’d spared her the added embarrassment. The crowd laughed and clapped, amused by her frantic struggle and desperate pleas, each one aware that her “lesson” had been thorough indeed.
After a few more well-placed swats, each one emphasizing the lesson, John eased her back to her feet, allowing her to straighten her skirt, her face still red with both the sting and the embarrassment. The crowd applauded, clearly delighted by the performance, exchanging knowing glances and grins as Rebecca tried to regain her composure.
“That should keep things nice and authentic for the rest of the evening,” John said with a smirk, giving the paddle a final tap against his hand.
Rebecca forced a polite smile, nodding as she murmured, “Yes, Principal… thank you.”
“But now, Rebecca,” John said, his voice carrying over the room, “you’ve been very patient with all of us. But I think there’s one more little detail everyone needs to see before you’re off the hook. Let’s give everyone a good look at your pussy, shall we?”
Rebecca’s eyes widened, and she felt a surge of panic, her cheeks burning as she processed his words. A ripple of surprised murmurs and even a few shocked gasps spread through the crowd, several partygoers exchanging scandalized glances. Rebecca hesitated, glancing at John with pleading eyes, but he simply raised an eyebrow, his expression leaving no room for protest.
Swallowing hard, she took a deep breath, her hands trembling as she reached down and lifted the front of her skirt, revealing the cheeky black cat motif printed right at the center of her panties. The cat, with its arched back and mischievous expression, sat squarely over her crotch, framed by the bright red fabric.
Laughter and applause filled the room once more as the scandalized expressions turned into grins of amusement and understanding. A woman in the crowd let out a relieved, laughing sigh, “Oh! You had us all going there for a second! Clever choice, Rebecca.”
One of the men chuckled, shaking his head. “Well, that’s certainly a memorable way to bring a black cat to a Halloween party!”
Rebecca’s face was still bright red, but she managed a nervous laugh, relaxing just slightly as the crowd continued to chuckle and tease, thoroughly entertained by the unexpected reveal. John gave her a small, approving nod, clearly satisfied with how she’d handled the moment.
As the evening wore on, Rebecca became the focus of countless playful requests, with guests approaching her, smirking as they asked, “Mind if we see your little ‘pussy’ again, Rebecca?” Each time, her face turned a deep shade of red, her hands fidgeting as she shot a quick, pleading glance at John, who merely nodded in encouragement, clearly relishing her flustered reaction.
With a reluctant sigh, Rebecca would lift the front of her skirt just enough to reveal the mischievous black cat printed at the center of her red panties. The crowd’s laughter and appreciative chuckles only seemed to intensify her embarrassment, her cheeks burning hotter each time.
“Oh, Rebecca, what a cute little pussy you have!” a woman remarked with a wink, her eyes dancing with amusement. “It looks like it’s just begging to be petted.”
Rebecca’s blush deepened, her eyes darting away as she mumbled a flustered thank-you, her discomfort apparent. The woman gave her an indulgent smile, clearly enjoying Rebecca’s reaction.
Another partygoer leaned in, laughing as he observed her flushed cheeks. “That’s a very playful little pussy you have there, Rebecca. You must take good care of it.” His gaze lingered, clearly amused by her mortification.
Rebecca’s face turned an even brighter shade of pink, and she stammered softly, unable to hide her embarrassment. Her reactions didn’t go unnoticed, and her flustered state only encouraged more comments.
“Look at how red she gets every time someone mentions it!” one guest laughed, nudging a friend. “You’d think she’d get used to it, but no… she blushes every single time!”
More guests approached, each one delighting in her shy, bashful responses. One woman, grinning broadly, leaned over and whispered, “You have such a sweet little pussy, Rebecca. I bet it’s a lot of fun to play with.” Her words only made Rebecca’s face turn a deeper shade of crimson, her heart racing as she struggled to maintain her composure.
By the end of the evening, Rebecca was thoroughly flustered, her cheeks permanently pink from the endless teasing. Each compliment, each cheeky remark seemed to renew her embarrassment, and the partygoers were more than happy to keep her blushing throughout the night, making her costume—and her reactions—the highlight of the evening.
Chapter 51: Halloween Carelessness
Later in the evening, as Rebecca tried to navigate the crowded room, her nerves still tingling from the earlier scene, she found herself holding a glass of wine in one hand and a small plate of appetizers in the other. She was determined to compose herself, hoping to blend back into the crowd and let the lingering embarrassment fade away. But as she took a step back, she accidentally bumped into someone behind her, jostling her balance.
She quickly turned and the glass of wine slipped from her hand, tipping forward and splashing onto the person she had stumbled into—the hostess, a poised woman who had been watching the events of the evening with quiet amusement. The wine stained her elegant dress as Rebecca’s plate clattered to the floor, scattering food everywhere.
Rebecca’s eyes widened in horror as she took in the mess she’d created. The hostess looked down at her ruined dress, her expression shifting from surprise to frustration. Her lips tightened as she fixed Rebecca with a glare, her voice a low hiss, laced with irritation.
“Really, Rebecca? Can’t even manage a glass of wine and a plate of food without causing a scene?” The hostess’s eyes narrowed as she brushed a stray piece of food from her dress, her tone dripping with disdain. “You’ve already made quite the impression tonight, and now this? Clumsy girl.”
Rebecca stammered, her face turning redder as she looked around at the nearby guests, who were already chuckling at the scene. “I—I’m so sorry… I didn’t mean to…” she mumbled, scrambling to pick up the fallen plate and food, her hands shaking as she tried to contain her embarrassment.
The hostess shook her head, looking pointedly at John, who had turned to witness the commotion. “John, it seems your ‘naughty schoolgirl’ has more than earned a lesson tonight,” she said, her voice carrying an edge of barely concealed amusement. “Perhaps she needs a little reminder on how to behave at an event like this.”
Rebecca’s heart sank as she looked up at John, the crowd’s eyes once again turning toward them with eager anticipation. The hostess crossed her arms, her expression one of cold satisfaction as she watched Rebecca squirm under the weight of her blunder, clearly waiting to see if John would address her clumsiness.
John fixed Rebecca with a firm, unyielding gaze, his voice calm but carrying a note of finality. “Well, it seems you’ve truly outdone yourself tonight, Rebecca. And I think it’s clear that this time, the panties will not be staying up.”
Rebecca’s face went pale, her cheeks flooding with color as she glanced around, desperate for an escape. But she knew from John’s tone there was no way out.
Turning to the hostess, Mrs. Haversham, John inquired smoothly, “Do you have somewhere private where I might remind Rebecca here of the importance of proper behavior?”
Mrs. Haversham raised an eyebrow, her eyes glinting with amusement as she directed them toward a small study just off the living room. “Right this way,” she said, leading them to the door and pushing it open to reveal an intimate, dimly lit room lined with shelves of books and a sturdy chair in the center.
Rebecca assumed Mrs. Haversham would step back, but as she turned to leave, John offered her a polite smile. “Please, feel free to stay, Mrs. Haversham. I believe Rebecca could use an extra witness to ensure this lesson really takes.”
The hostess’s expression shifted to one of gleeful anticipation as she stepped inside and closed the door behind her, leaning back against it with her arms crossed, clearly pleased by the unfolding situation. Rebecca’s stomach churned as she realized there would be no escape from the humiliation about to follow.
“Rebecca,” John began, his tone firm as he gestured toward her, “remove your skirt and blouse. I think we’ll keep this lesson nice and straightforward.”
Rebecca’s hands shook as she unbuttoned her blouse and unzipped her skirt, letting them both fall to the floor, leaving her standing in only her Mary Janes, knee socks, snug Halloween panties, and her barely-there AAA bra. She felt exposed, her cheeks blazing as she struggled to keep her eyes down, knowing Mrs. Haversham was watching her every move with a delighted smile.
John stepped forward, placing a firm hand on her hip as he hooked his fingers under the waistband of her panties, drawing them down in one smooth motion and leaving her completely bare from the waist down. Rebecca gasped softly, the reality of her exposure sinking in as Mrs. Haversham looked on, her gaze sharp and assessing.
“Well, she may not have much on top,” Mrs. Haversham commented with a dry chuckle, her eyes flicking up to Rebecca’s chest, “but she certainly has a pretty little bum.”
Rebecca’s face turned an even deeper shade of crimson, her hands instinctively moving to cover herself before John firmly guided her hands back to her sides, ensuring she stayed fully exposed as he made her step out of her panties.
With practiced ease, John positioned himself on the chair and guided Rebecca down across his knee, her bare bottom now perfectly framed and elevated as her legs dangled on one side and her head and arms reached toward the floor on the other. Her cheeks, freshly bared and vulnerable, became the highest point, utterly defenseless to the punishment about to commence.
John let his hand rest on her exposed cheeks, patting them lightly as if sizing up his target, while Rebecca squirmed slightly, her legs kicking softly in reflex. Then, without further delay, he raised his hand and brought it down with a sharp, resounding smack, the impact sending a sting through her sensitive skin.
Rebecca yelped softly, her legs kicking in small, helpless motions as she absorbed the sting of each swat. Mrs. Haversham chuckled, her eyes sparkling with amusement as she watched Rebecca’s futile struggles, her face a picture of mortified embarrassment.
“Quite the display, John,” Mrs. Haversham remarked with a pleased smile. “I’d say she’s learning what it means to behave herself.” She leaned forward slightly, her gaze lingering on Rebecca’s reddening cheeks. “You know, she may be small, but she certainly colors up nicely.”
John continued with steady, measured swats, each one landing firmly across her increasingly reddened bottom, drawing soft cries and yips from Rebecca with every strike. Her feet kicked in small, involuntary motions, her legs quivering as the sting intensified, leaving her cheeks a deepening shade of crimson.
As John continued to bring his hand down firmly across Rebecca’s bare, reddening cheeks, each swat sharp and resonant in the quiet room, Mrs. Haversham observed with a pleased smile, though an inquisitive look soon crossed her face.
“John,” she remarked, her tone almost conversational, “why not use the paddle for this lesson? It would make quite the impression, don’t you think?”
John paused, letting his hand rest on Rebecca’s warm, sensitive skin as he looked up at Mrs. Haversham, a glint of amusement in his eye. “Ah, Mrs. Haversham,” he replied smoothly, “I was saving the paddle for you, actually. After all, it was your dress she soiled, wasn’t it?”
Rebecca froze, her eyes widening in horror as she absorbed his words. Mrs. Haversham’s face lit up with delight at the suggestion, her gaze darting between John and Rebecca, the implication settling over the room like an electric charge.
“Now, that,” Mrs. Haversham said slowly, an approving smile spreading across her face, “is a most fitting idea. I think our little schoolgirl here should indeed pay a proper price for her clumsiness.”
Rebecca’s voice trembled as she stammered, still bent over John’s knee, “Please… Mrs. Haversham, I’m so sorry… I didn’t mean to ruin your dress, truly!”
Mrs. Haversham arched an eyebrow, clearly unmoved by her pleas. “I’m sure you didn’t mean to, Rebecca, but it happened all the same. And I think a lesson in respect and care is very much in order.” She accepted the paddle with a satisfied smirk.
John helped Rebecca to her feet, but only for a moment, guiding her over to where Mrs. Haversham stood, paddle in hand. “Now, Rebecca,” he instructed, his voice low and steady, “you’re going to go over Mrs. Haversham’s lap, and you’ll thank her for each swat. It’s the least you can do after causing her so much trouble tonight.”
Rebecca’s face blazed with embarrassment as she looked helplessly at Mrs. Haversham, who patted her knee expectantly. Knowing there was no way out, Rebecca lowered herself over the hostess’s lap, her bare bottom once again exposed, still red from John’s spanking but now fully vulnerable to the paddle.
Mrs. Haversham tapped the paddle lightly against Rebecca’s bottom, savoring the moment as she glanced down at the blushing young woman over her lap. “Now, Rebecca,” she said, her tone firm yet pleased, “I expect you to be very polite for this.”
With that, she brought the paddle down with a sharp, decisive smack, drawing a gasp from Rebecca, who quickly remembered her instructions.
“Thank you, Mrs. Haversham,” she murmured, her voice thick with embarrassment.
“Good girl,” Mrs. Haversham replied, clearly enjoying the scene as she delivered another swat, each one crisp and firm, landing with a satisfying sound that filled the small room. Rebecca’s soft cries and squirming only added to her enjoyment, and with each swat, Mrs. Haversham’s smile widened.
The paddling continued, Mrs. Haversham punctuating each swat with a comment about care, responsibility, and proper behavior, as Rebecca obediently thanked her, feeling the sting deepen with each strike.
As Mrs. Haversham set the paddle aside, her satisfied smile lingered, though her eyes held a hint of something more. She looked down at Rebecca, still draped over her lap with her red, stinging cheeks on display, and then turned to John, her tone thoughtful.
“You know,” she began, a glint in her eye, “a lesson this thorough could perhaps use one final touch. Where I grew up, naughty schoolgirls got the cane. And I think the cane would certainly ensure that she remembers this evening—and remembers to be more careful next time.”
Rebecca’s eyes widened, and her cheeks blazed even hotter. She shifted slightly, lifting her head in quiet protest, but Mrs. Haversham’s suggestion was already settled.
“I’ll just be a moment,” Mrs. Haversham said briskly, gently easing Rebecca off her lap and standing up. She gave her dress a graceful adjustment, a small, satisfied smirk playing on her lips as she left the study.
Chapter 52: Halloween Caning
As the door opened, the sounds from the party filtered in, laughter and music softening to murmurs as the guests in the living room looked up, curious. Mrs. Haversham’s purposeful strides drew every eye as she crossed the room, her expression calm yet determined. Whispers and knowing glances spread among the crowd as they took in her return with a thin, flexible cane in hand, its smooth surface gleaming faintly under the lights.
Everyone had clearly heard the sounds of the spanking from the closed study doors, and their expressions shifted to barely concealed interest as they realized the punishment was not yet complete. Mrs. Haversham met their glances with a composed smile, letting the anticipation build as she made her way back to the study, holding the cane like a seasoned disciplinarian.
She closed the door behind her, the soft click amplifying the charged silence in the room. Rebecca stood nervously, hands clasped in front of her, her face a mixture of dread and contrition as she saw the cane in Mrs. Haversham’s hand.
Mrs. Haversham gave the cane a light, practiced swish through the air, the sound slicing softly as she turned to John. “Now, I believe this should make the lesson unforgettable,” she said with a slight smile, her gaze settling on Rebecca with firm intent.
Mrs. Haversham gave Rebecca a stern look as she tapped the cane lightly against her hand, her gaze assessing. “Rebecca,” she said smoothly, “bend forward and grab your ankles. And put your feet wider apart—let’s make sure you’re positioned for this lesson properly.”
Rebecca’s cheeks blazed with embarrassment, but she obeyed, bending forward and reaching down to grasp her ankles. She shuffled her feet apart as instructed, her face flushing deeper as she realized just how exposed she had become in this position. Bent forward, her body stretched, her most private areas were humiliatingly on display, leaving her feeling acutely vulnerable under Mrs. Haversham’s sharp gaze.
The hostess raised an eyebrow, giving a small, approving nod. “Well, well,” she remarked with a hint of amusement. “You’re quite flexible, aren’t you, Rebecca? That will serve you well for this lesson.” She traced the cane lightly along Rebecca’s bare, reddened cheeks, letting the anticipation build, allowing her to feel every humiliating inch of exposure.
John watched from his position nearby, arms crossed, nodding in quiet approval. “Hold still, Rebecca,” he instructed, his voice steady. “You’ll take each stroke, and you’ll thank Mrs. Haversham properly for her instruction.”
With Rebecca’s trembling form bent forward, her exposed pussy and bare bum hole visible to both John and Mrs. Haversham, the hostess positioned herself and lifted the cane. She took her time lining it up, letting the suspense settle heavily in the room before delivering the first stroke. The cane came down with a sharp, stinging snap, landing directly across the soft, vulnerable flesh of Rebecca’s cheeks.
Rebecca gasped, her grip on her ankles tightening as the sting spread, leaving a fiery line across her skin. “Thank you, Mrs. Haversham,” she managed, her voice shaking with a mixture of pain and shame.
Mrs. Haversham allowed a small, satisfied smile as she took her time with each stroke, letting the cane land precisely, creating a pattern of thin, red lines that crisscrossed Rebecca’s exposed cheeks. The position forced Rebecca to maintain her balance, her legs spread wide, each stroke increasing her sense of vulnerability and the burning humiliation of her exposure.
By the sixth stroke, a tear slipped down her cheek, and her voice grew softer as she thanked Mrs. Haversham, barely able to speak through the growing pain and humiliation. Each stroke was a perfect, searing reminder of her position, and she felt the burn build layer by layer as her cheeks grew redder under the cane.
Mrs. Haversham paused, observing Rebecca’s trembling form with satisfaction. “You’re doing well, Rebecca,” she remarked, though her tone remained firm. “I do hope you’re absorbing this lesson.”
Rebecca nodded weakly, her voice trembling as she whispered, “Yes, Mrs. Haversham.”
With that, the caning resumed. By the tenth stroke, Rebecca’s legs were visibly shaking, her knuckles white as she gripped her ankles, struggling to keep her position. The tears came faster now, streaking her cheeks as the pain overwhelmed her composure, and she let out a soft sob, though she continued to thank Mrs. Haversham with each painful strike.
At the twelfth stroke, she could no longer hold back her emotions. Her voice cracked as she murmured her thanks, her entire body shuddering with each fresh line of fire left by the cane. She blinked back tears, her exposed cheeks now bearing a vivid red hue, the cumulative pain almost unbearable.
Mrs. Haversham stepped back momentarily, watching Rebecca’s trembling form, her expression one of stern satisfaction. “It seems the lesson is finally sinking in,” she observed, a note of approval in her voice.
John looked on, nodding in agreement as Rebecca continued to hold her position, her body wracked with small, quiet sobs, each one a testament to the thoroughness of the lesson. Mrs. Haversham resumed, each subsequent stroke landing with precision, deepening the vivid lines and pushing Rebecca further into submission.
Finally, after the eighteenth stroke, Mrs. Haversham lowered the cane, allowing Rebecca to stand, her cheeks tear-streaked and her body trembling from the intensity of the caning. The marks left on her bare cheeks were clear, bright reminders of the lesson she’d endured.
“Now, Rebecca,” Mrs. Haversham said softly but firmly, “I trust you’ll carry this lesson with you—and remember the consequences of any further clumsiness.”
Rebecca nodded, barely able to speak as she whispered, “Yes, Mrs. Haversham. Thank you.”
Trembling and still tearful, Rebecca was finally allowed to stand upright, her hands instinctively moving to rub the searing pain radiating across her crimson-red cheeks. Her fingers shook as she pulled her panties back on and then reached for her discarded blouse and skirt, her body and mind numb from the intensity of the punishment. Every motion sent fresh waves of fire through her sore skin, and her tears flowed freely, streaking her flushed face as she struggled to compose herself.
Mrs. Haversham watched her with a cool, assessing gaze, a faint smile of satisfaction tugging at her lips as Rebecca buttoned her blouse with shaky hands and slipped back into her skirt, sniffling quietly. Once Rebecca was fully dressed, Mrs. Haversham stepped forward, firmly taking her by the ear and leading her from the study, ignoring Rebecca’s soft gasps of pain and embarrassment as she was guided out.
They emerged from the study into the living room and the on into the open-plan kitchen, which was within clear view of the living room where the partygoers gathered. Every guest turned to watch, murmurs rippling through the crowd as they observed the humbled young woman, red-eyed and sniffling, being led firmly by her ear by Mrs. Haversham.
Mrs. Haversham stopped in front of the kitchen sink, releasing her grip on Rebecca’s ear with a slight nudge. “Since you seem to need a hands-on lesson in care and responsibility, Rebecca, you’ll hand-wash the dishes from the evening—thoroughly. And you’ll do it right here, where we can all keep an eye on you.”
Rebecca’s eyes widened as she took in the open-plan layout, realizing just how visible she was to the entire room. Before she could protest, Mrs. Haversham reached forward, calmly tucking the back of Rebecca’s skirt into the waistband, exposing her panties once more to the onlookers. But she didn’t stop there. With a swift, unceremonious motion, Mrs. Haversham lowered Rebecca’s panties, letting them fall to her knees, fully exposing her raw, crimson cheeks to the gathering.
The partygoers collectively gasped, a few letting out murmurs of shock and awe as they took in the vivid, deep red color of Rebecca’s bottom, made all the more striking by the 18 evenly spaced, raised welts that crisscrossed her skin. The welts were unmistakably precise, each one a stark reminder of the punishment she had endured, and the sight left no question as to the thoroughness of her lesson.
Rebecca’s face burned with humiliation as she heard the whispers and soft chuckles from the onlookers, her body frozen in place, torn between the need to cover herself and the knowledge that any attempt to do so would likely result in further discipline. Mrs. Haversham gave her a final, gentle pat on her stinging bottom, making Rebecca wince before she turned her attention to the sink.
“Now, Rebecca,” Mrs. Haversham instructed, her tone brisk and unapologetic, “you’ll wash each dish carefully, ensuring they’re spotless. And I expect you to remain focused—after all, we wouldn’t want another clumsy incident, would we?”
Rebecca bit her lip, barely able to stammer out a quiet, “No, Mrs. Haversham.” She turned to the sink, her hands trembling as she began to rinse and scrub the dishes, fully aware of her bare, welted cheeks on display for everyone behind her.
The partygoers in the living room continued to watch, some murmuring in sympathy, others grinning at the sight of her punishment. A few leaned over to exchange quiet comments, observing the bright red cheeks and the raised welts with interest, while Rebecca tried to focus on the task at hand, blinking back tears as her bottom throbbed with each slight movement.
With every dish she washed, the sting from the caning and the burn of humiliation intensified, her exposed state a constant reminder of the evening’s lesson—a lesson that had been seen, heard, and now thoroughly understood by everyone in the room.
— fin —
And they all live happily and spankilly ever after!
P.s. Rebecca gets to cum after the party from John’s big cock up her tight little ass.
There we go, my October novella finished in good Halloween style!
Have a nice Halloween, all!
