Tommy's Debasement

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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Re: Tommy's Debasement

Post by TeenFan »

The bumping into Carlene, running down the hallway, then temporarily going outside is similar to early episodes of The Walking Dead.
Instead of running away from Zombies, the boy keeps running into larger groups of teenage girls (just as dangerous as Zombies, and less nice).
The biggest difference upon getting caught is Tommy got his bottom spanked rather than eaten, though I suspect Carlene might have entertained
the thought of playfully biting that bare bottom.
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Tommy's Debasement, Chapter 19

Post by Blondie »

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Chapter 19: Twelve Peeks Inside the Underpants

The Volleyball Players

Carlene straightened the pink bow on Tommy's head and smiled. "Now do me a favor and go let the girls in. I'll wait here for you." Tommy, taken aback by the turn of events, stood transfixed. Carlene knew how to move him along. "I'll give you two choices," she said. "You either go let my friends in right this minute, or I'll do it for you—right after blistering your little bottom again."

Tommy, still feeling the effects of his last encounter with Carlene's left hand, needed no further persuasion. While Carlene watched with considerable amusement, the underwear-clad teenager trudged the length of the hallway. When he reached the door he put his hands on the bar-shaped door release and paused. Recognizing that he was only delaying the inevitable, he pushed the heavy door slightly open. No further exertion was necessary, as at least three pair of hands on the other side swiftly pulled the door wide open.

Instantaneously a dozen girls were wildly entertained by the sight of a thoroughly embarrassed boy clad solely in his underpants. The pink bow in his hair undoubtedly added to their hilarity.

The volleyball players, now shrieking with delight, excitedly invaded the hallway. Tommy, beside himself, wasn't sure what to do as the girls advanced on him. He impulsively covered his groin with both hands, turned around and walked speedily down the long hallway towards the grinning Carlene.
The girls were in close pursuit, and at one point Tommy felt a hand pulling on the back elastic band of his underpants. Terrified, he swatted the hand away and broke into a trot. When he reached Carlene he instinctively stood behind her, ironically using his tormentor as a shield from the onslaught. Carlene held up her palms, a sign for her friends to stop.

"Hold on girls," said the laughing Carlene. "You'll get your chance."

They'll get their chance? Chance at what??

While Tommy nervously cowered behind Carlene, the tall athlete reached back and took hold of Tommy's left wrist, giving it a tug. "Don't be shy, little boy, come out from back there. Let's not be rude to our new guests." She pulled a little harder on Tommy's arm, and he quite reluctantly allowed Carlene to pull him forward. He was now standing in front of Carlene, hands over his crotch, facing an enthralled audience. One of them immediately came forward and extended her right hand.

"My name's Paula, what's yours?" she asked.

There was no response forthcoming until Carlene nudged the boy not so gently on the shoulder. "T-Tommy," he replied softly while giving her a half-hearted handshake.

"It's a pleasure to meet you, Tommy," replied Paula. "That's a pretty bow you have in your hair." There was no audible response, but the boy lowered his head somewhat and somehow managed to blush a little brighter. His adversary seized the moment. She flicked the band at the front of his underpants, letting them snap back." And you look so cute in your little tighty-whities," chortled Paula.

"Would you like to see what's inside?" asked Carlene. "I did."

"Oh, yes!" grinned Paula. "What do you think, Tommy, will you show me what you're sportin' down there? It'd be really fun to check out your bits."
Tommy tried to move away but was rebuked by Carlene, who grabbed him by his shoulders and held him in place.

"Okay, girls, here's what I'd like to do. If you could all line up in single file, you can all take turns peeking inside his underpants." The girls eagerly gathered in formation, while Tommy, decidedly not at all eager, stood in front of Carlene, apprehensively awaiting the impending intensification of his humiliation.

"Tommy, I'd appreciate your cooperation, please. As you can see, your new friends are very anxious to get to know you a little better. Now I'd like you to put your hands behind your head so the girls will have easy access to your underpants."

Tommy grudgingly removed his hands from in front of his underpants and interlocked his fingers behind his head. His arms covered his ears, with his elbows as close together as possible. This wouldn't do, thought Carlene. "No, move your elbows out, please," instructed Carlene. "More. More. Straight out to each side. There you go, that's a good boy. Perfect! Now you're in a nice, submissive posture while you submit to the girls."

Tommy shivered in his increased state of vulnerability, while the girls were figuratively licking their chops in their increased state of stimulation.


The Twelve Peeks

"Okay," continued Carlene. "Paula, would you like to do the honors?"

Without hesitation, Paula advanced toward Tommy. She kneeled on one knee and looked up at the beleaguered lad, who was now in the throes of wretchedness. The 16-year-old before him would play her scene to the hilt. She curled her eight fingers inside the front of Tommy's underpants. Tommy flinched when the cool fingertips touched his skin. This did not go unnoticed by Paula, who grinned wider at his involuntary reaction. "This is so exciting, don't you think so?" she asked. Tommy, of course, was in no mood for conversation, which did not deter the effervescent Paula. "I'll bet you don’t have any hair down there yet, do you?" she asked. The only response was a slight twitch of Tommy's hips. "No, I don't think you do. Look at your legs, for example. Smooth as a little girly's." She reached down with one of her hands and stroked one of Tommy's calves. She smiled. "How darling," she cooed. Tommy fidgeted a little more. "Okay, time to have a little look-see."

With that Paula stood up. She was at least half a head taller than her subject. She put two fingers under his chin and gently pulled upwards until Tommy was looking her in the eyes. The glimmer in her eyes purely contrasted the miserable expression emanating from his.

"Don't worry, sweetie, I'll be gentle. I just want to have a quick little gander down here, then I'll be done with you. No harm, no foul, as they say, right, Tommy?"

How Tommy wished that applied. As he looked down, all he could see was a mass of blonde hair. He was all too aware of a pair of eyes on the other side of that blonde hair, and of what the intentions were of the owner of those eyes. His senses were quite acute at the moment, and the aroma of shampoo permeated his nostrils. He felt a tickling sensation on his tummy, as the hair from the top of the young lady's head brushed against him. It was only a matter of moments before he felt the front of his underpants being pulled ever so slowly away from his midsection. No less disturbing was the sensation of feeling the breaths from his tormentor throughout the insides of his underpants. But the most offensive aspect of the whole scenario was what he next heard: the sound of giggling, which gradually escalated into outright laughter, a sound which seemed to Tommy to go on for a very long time. It was all he could do to maintain his position as he endured the shameful indignity.

Eventually, Paula let go of the waistband, stood up and faced the crimson-faced teenager. She bent down slightly and took a pinch of his cheek between her thumb and forefinger. "Thanks, sweetheart, that was just delightful! "She patted his bottom, turned around and winked at the girl at the front of the line. "Next!"

The next girl unhesitatingly approached and stuck out her hand. "Hi, Tommy, I'm Katy. "Tommy quite unenthusiastically shook her hand without an audible response. He then obediently returned his hand to the back of his head.

Katy wasted no time in pulling out his underpants and peering inside. The inevitable giggling ensued. She had put her fingertips of one hand to her mouth while holding open the underpants with the other. "Oh, I simply must have a picture of this," she said while letting the band snap back. She walked a few feet to retrieve her cell phone, and upon returning she addressed Tommy. "Could you please do me a favor, sweetheart, and pull out your underpants for me? I have my hands full here and would really like to get a perfect shot of your cute little bits."

Tommy, pretty much resigned to his dismal fate, reached down, hooked his thumbs in his waistband and pushed open his underpants. Katy leaned forward with her camera aimed at her target. "A little more, please," she instructed. Tommy pushed his thumbs out a little further. "A little more. "Again he complied. "That's good, now go down a little bit." Tommy lowered his thumbs. He didn't look down, but he was quite cognizant of how much exposure this was creating for the photographer, who at this point was deriving considerable pleasure from her role in the boy's humiliation. "Ah, that's perfect! Hold it right there."

Katy backed up a foot or so to capture the subject matter in a good frame." Just give me a few moments to set this up. I think I'll use the flash. Oh, I think you moved a little bit. Hold your underpants more open for me. Good. Now down a little bit. More. Down, I said. Yes, just like that. Now I can see your little winkie and your little balls. Don't move, hold it right there. Nice and steady. Yes, that's adorable. I'll get a nice clean shot."

In a matter of seconds three separate flashes went off. The photographer wasted no time in retrieving the pictures. The first two were close-ups at different angles of pre-pubescent male genitalia. The third was a full body shot of a young teenager, clad only in his underpants, holding said underpants open just enough to expose the same previously described genitalia. The pink bow atop the head was a considerable shade lighter than the color of the cheeks of the teenager in the picture.

The photographer clicked off her phone. The grin on her face suggested that she was quite satisfied with her effort. "Thank you so much!" said Katy. "You were a very good subject, and quite accommodating." She made a couple of clicks on her cell phone and held it out for Tommy. "Do me a favor and type in your cell number for me. The least I can do to repay you for your troubles is to send you these wonderful pictures."

The miserable lad dutifully typed in his number and handed the phone back to the devilish volleyball player. He had considered typing in a phony number, but he realized that conceivably someone out there would receive them.

Katy deftly made a few more clicks, then looked up at Tommy. "Done! You can check yourself out now anytime you want. "With that she turned and faced one of her teammates, who was eagerly awaiting her turn. "Next!"

"Hi Tommy, my name's Heather."

And so it went. All twelve of the delighted girls took their turn peering inside of Tommy's underpants. It never got any easier for him, as each adolescent had their own unique way of contributing to Tommy's debasement. The laughter and joviality at his great expense is something the poor lad would never forget.

He also would certainly always remember his experience with Victoria, the last of the girls to participate. Carlene would also remember it well, and quite fondly.

Victoria had finished peeking inside Tommy's underpants. After the requisite smirk and giggle, she started to walk away before stopping herself. She looked up at Carlene, who had been enjoying the proceedings at a position behind Tommy. She had been delighting in the expressions on the faces of her teammates as they took their turns peering inside the underpants.

"Carlene," said Victoria. "We have Katy's pictures of his little penis, but it would be nice to have photo or two of his naked little tushy. Would you mind?" she asked as she held up her phone.

"What a great idea, Vickie," responded Carlene. "Tommy, why don't you turn around and face me while Victoria takes some pictures of your cute little bottom." Tommy slowly, grudgingly turned until he was facing Carlene, who delighted in his wretched expression. "Good boy, Tommy," she said. "Now stay just as you are––and keep those hands behind your head––while Victoria gets some pictures of you from behind. Okay, Vickie, you're on."

Victoria, grinning freely, approached her miserable victim. Using both hands, she slipped the back of Tommy's underpants to the bottom of his buttocks. Tommy's genitals remained covered, much to his relief.

"My, oh my, would you look at that!" exclaimed Victoria while the eleven girls behind her roared in wonderment. "Carlene, you must have really disciplined him. His ass cheeks are really red. You did a great job!"

Carlene beamed. "Thank you, I thought so too," she said.

Victoria stepped back and held up her phone. Click. "Oh, that should be nice," said Victoria. "The red color of his bum will show up nicely with this new phone." Click. "Yes, very nice," confirmed Victoria. "But we need to get a full shot of the backside."

Victoria approached her subject and before Tommy knew what was happening, he felt his underpants being yanked down to his knees, eliciting loud giggling from her teammates.

Meanwhile, from the other side of the beleaguered youth, Carlene had a grin on her face from ear to ear. Between the visual of the mortified Tommy and his audible, high-pitched yelp at his sudden exposure, it was an exquisite moment for her. She looked Tommy up and down, then had another nice moment when the two made eye contact right after she checked him out. "Thank you, Tommy," teased Carlene. "I'm sure this is very humiliating for you, but I have to tell you that you are bringing me a lot of pleasure right now." She looked down at Tommy's penis again. "I mean, this little thing is just so cute!" she said as she moved forward and tweaked Tommy's penis back and forth with her fingers.

"AAGHHH!" shouted the taken aback Tommy. Tommy instinctively reached down and pushed her hand away. Carlene was laughing too hard to reprimand him.

"Okay, Tommy," she laughed. "It's time I take you back to the gymnasium."

Tommy swiftly pulled up his underpants. It was a small and temporary comfort, as he had to know that further humiliation awaited on the other side of the door.

"Girls, would you like to join Tommy and me in the gym?" asked Carlene.

"YES!" was the resounding response.

"Okay, let's go, then. My Aunt Betty and Tommy's classmates are anxious to see us, I'm sure." She turned toward the door to lead the way, taking Tommy's hand. "Well, I don't know if they're looking forward to seeing us, but I know they're looking forward to seeing you," she said to Tommy.


A Naked Threat

When they were a few feet from the door, one of the volleyball players spoke up. It seemed that Katy wanted to add a video to her collection before they went inside."Um, Carlene?" she piped up. Carlene stopped and turned toward her teammate. "Do we have a few more minutes?" asked Katy.

"What did you have in mind, Katy?" asked Carlene with a sparkle in her eyes.

"Well, um....this has been great....awesome, in fact. "She looked at Tommy, whose expression betrayed his apprehension over whatever Katy had in mind." But, well, wouldn't it be even more awesome if we made him get naked for us?"

Oh please, no!

There was a buzzing in the hallway now. Evidently everyone was fully on board with Katy's suggestion. Well, almost everyone. The lone male in the group wore an expression that indicated that it would definitely not be awesome for him.

"Well, let's see," said Carlene as she checked the time on her cell phone. "We probably should be getting back in...." But Carlene issued that statement with a perceptible lack of resolve. She looked back at Tommy and used her vivid imagination to picture him in a state of forced nudity, and felt a familiar stimulation in her loins. "I think we can squeeze that in," declared Carlene, a statement that created quite a bit of hoopla from her teammates. When the noise died down, Carlene asked, "How shall we go about doing this. Any ideas?"

At least half of the girls spoke up at once. It seemed that many of the girls not only wanted to render Tommy nude, but they had ideas on exactly how they would like the dirty deed to play out.

"Easy, girls, easy!" laughed Carlene. "Let me see a show of hands."

Ten hands sprang up. The two who didn't raise a hand were deep in thought on how they would like the plan of completely baring Tommy to come to fruition.

"Katy, it was your idea. You go first," instructed Carlene. "Tell us how you would like the stripping scene to unfold, and maybe you also have some idea on what you would like to do with him once he's naked."

Do with me? DO with me??

"Absolutely. Let's get him naked—maybe take his underpants down gradually for a....for a tantalizing unveiling—and then we can have him hold his hands behind his head like he did before and take a stroll all the way to the end of the hall and back. We'll make him parade naked for us, and I'll record a video of the whole thing."

"Good one, Katy! That would be very entertaining. Anybody else? Paula, you were one of the first to raise your hand."

"Yes, I'd like to pull them down reeeal slowly to draw the fun out. And yeah, making him walk around naked for us sounds great!"

"All right, that's two votes for the slow takedown and the naked walk of shame. How 'bout you, Shelly?"

"I'd prefer someone holding him up off the ground and one of us just yanking them right off. Have him naked before he knows what hit him. I can do it if you like. Then maybe we can make him play with himself. Or if he needs some help maybe one of us can play with him. I can do that, too. It'd be fun to see him with a cute little boner." More laughter ensued.

"Wonderful! I'll take one more. Heather?"

"So, I'd really like to make him strip himself. He could do a nice little striptease for us. I have some dance music on my phone, and after his striptease he could shake his naked booty for us."

"Ha! Fantastic idea, Heather. I have a feeling my Aunt Betty might have something similar in mind, so maybe we'll save the best for last. But I think we should get him naked right now and go from there. We have two votes for the drawn out strip, so let's go that way."

She looked down at Tommy, who had been squirming uncomfortably as he listened to the fiendish teenagers plotting his destiny with nudity. "Are you ready, Tommy?" asked Carlene, who was well aware that the lad was anything but ready for what was about to transpire. Which of course, only served to add to the young lady's enjoyment. "Yes," Carlene said teasingly, "I can see that you are." She smiled and shivered slightly, such was her state of arousal.

"Okay, who would like to do the honors?" Carlene grinned as all twelve of her teammates raised their hands eagerly. "Easy, girls, you can't all do it." She grinned freely while surveying the animated scene in front of her. "Katy, I really liked your description of how you would go about it—I believe you described it as a 'tantalizing unveiling.' That sounds delicious. Please come do the honors. Now Tommy, I'd like you to keep your hands right where they are while Katy pulls down your undies and exposes your little bits for us."

Carlene stepped back and joined the rest of the girls while Katy kneeled down in front of the miserable Tommy. She took hold of each side of the bottom of the underpants and looked up. "Here we go, dear boy. Are you ready?" That same question had now been posed to Tommy twice in a short amount of time. He was decidedly no more ready at that moment than he was the first time it was asked. "Just think, before long you'll be walking up and down the hall for us—completely naked!"

As the girls looked on in eager anticipation, Tommy indeed did feel a slight tug on his underpants. He looked down and noticed that Katy had moved to his side, offering his captivated audience an unobstructed view of the sordid proceedings. He clenched his eyes shut, but he could not tune out his other senses. He felt his underpants ever so slowly descending, and the cool air he felt on his ever-increasing bare skin made him fully aware of his exposure. It was unusually quiet; the loudest sound in the room was his own heavy breathing. He opened his eyes momentarily and saw twelve grinning fifteen-year-old girls who seemed to be spellbound. Most of them had their mouth open, as if awestruck, and all were looking squarely at his midsection. Tommy closed his eyes again, awaiting his doom.

But the next sound he heard was completely unexpected. And the result would be an abrupt end to the proceedings, much to the relief of one, and to the bitter disappointment of thirteen.

The door to the gymnasium had swung open, and none other than Sister Ruth stood at the threshold. Katy, a bit intimidated by the appearance of the nun, discontinued her undertaking and stepped back to join her colleagues. Tommy swiftly pulled up his underpants, which had descended enough to afford Sister Ruth a display of his naked backside. She smiled at the spectacle.

"It's time to bring Tommy back inside now," she said to no one in particular.

"Yes, Sister," answered Carlene, who took Tommy by the hand and guided him toward the door. "Follow me, girls," instructed Carlene.

While Sister Ruth held open the door, Carlene and Tommy, followed by the twelve volleyball players, proceeded into the gymnasium.

As the reader surely recognizes, the girls' disappointment and Tommy's sense of relief would prove to be short-lived.
Last edited by Blondie on Sun Oct 27, 2024 9:21 pm, edited 1 time in total.
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Re: Tommy's Debasement, Chapter 20

Post by Blondie »

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Chapter 20: A Sibling Spanking

Confrontation With Miss Richards

The sound of cheering was almost deafening as the tall, athletic high school volleyball player entered the gymnasium hand-in-hand with the slender, red-faced, seventh grade student. One was grinning freely, while the other most certainly was not. Both of them were scantily clad, but only the seventh grader appeared embarrassed by his attire.

The star volleyball player had heard the cheers before. For the red-faced boy, it was the first standing ovation he had ever received. Of course, at least from his standpoint, it was for all the wrong reasons.

To much less fanfare, but not without a certain degree of fascination, twelve female high school students followed the twosome into the gymnasium. They were dressed similarly to the girl holding the hand of the underwear-clad boy, and they carried similar grins on their faces. The first row of the stands was free, so they took their seats there, directly in front of the seventh and eighth grade students.

As the twosome neared the platform on which Miss Richards was standing, Tommy slowed his step. Carlene felt the resistance, and tugged on his arm. Tommy noticed the threatening look on her face and grudgingly picked up his pace. He shivered as they reached the front of the platform and looked up at the dance teacher, who stood with her hands on her hips. Though her expression was an angry one, both Tommy and Carlene thought they detected a slight smirk forming on the corners of her lips.

“What in heaven’s name were you thinking, young man?” questioned Miss Richards. “Do you think you can waltz out of my class any time you feel like it?” There was no response from the angst-ridden boy below her. The large room was deathly quiet. The students were eagerly absorbing every word of the chastisement, and enjoying the sight of the underwear-clad boy again. “Answer me!” demanded the teacher.

“I…I…n-no,” mustered Tommy as he bowed his head and looked down at his bare feet.

“No, you can't!” shouted Miss Richards, sounding convincingly outraged. “I’ve a good mind to pull you up here, take down your underpants and spank the daylights out of you.”

“I’ve already taken care of that,” chimed in the smiling Carlene.

When the giggling emanated behind her, Carlene grinned widely while looking back at them. She then looked down on her blushing victim and beamed while giving his hand a couple of tight squeezes.

“Yes, I’m sure you have,” responded her aunt, who now was also grinning noticeably.

She turned her gaze back to the lad below, who was using his free hand to cover the slight protuberance in his underpants. She delighted in his state of extreme discomfiture. “I’ll deal with you later, young man. I have a very interesting punishment in store for you. Without giving away the surprise, let’s just say that you’ll be up here providing the entertainment during the last portion of our dance class.”

She paused for effect. Tommy flushed brighter, and Carlene experienced what she previously described as “that tingly feeling.”

Betty Richards smiled to herself, quite satisfied with the way the events were transpiring. She continued to address the trembling lad before her. "Tommy, I'm sure you recall that before you made your ill-advised departure, Karen was in the midst of carrying out your punishment. She has been waiting patiently for your return, so I think we’ll continue where we left off. Karen, would you please stand up?” Karen exuberantly sprang to her feet. “Carlene, this is Karen,” introduced Miss Richards while pointing her open palm towards the excited eighth grader. “Would you be kind enough to escort our misbehaving culprit up the stands so Karen can proceed with his shame punishment?”


Another Escape Attempt

“My pleasure, Aunt Betty,” responded the grinning Carlene. She turned toward the still-standing Karen and, eager to find out exactly what type of shame punishment was in store for the wretched lad, she now had an extra bounce to her step.

Tommy, who was not nearly as enthusiastic, reluctantly responded to the pull on his hand and followed Carlene up the stands. But he took one glance at the grinning faces of Karen and his sister Sally, and his apprehension increased considerably. It was when he looked at the derisively grinning Cindy—a girl with whom he had an unrequited infatuation with—that he decided, once again, that he could not bear to face his impending fate.

He broke free from the grasp of the unsuspecting Carlene and made the now familiar run toward the exit. But the odds were stacked against him this time. Carlene recovered sufficiently from the surprise and gave chase. The superior athlete closed the gap with ease, and caught her prey well shy of the exit, which by then had already been blocked by three of the volleyball players.

Tommy had no escape.

Carlene lifted him up and, much to the entertainment of the energized students, she hoisted him over her shoulder and determinedly trudged back toward the stands. The overmatched Tommy was upside down, face forward, and held effortlessly at the back of his knees by Carlene’s left arm. As he desperately tried to reach back and free himself from her grasp, his legs flailing wildly, he found himself face to face with Carlene’s bare midriff. Adding to his consternation—and to the great amusement of the onlookers—her every step caused his face to bounce up and down against her flat stomach, and in turn his lips continuously paid involuntary homage to her exposed bellybutton.

Carlene, now intent on delivering the goods, broke into a trot and galloped up the stands. Before Tommy could say “extreme mortification” he found himself amid his seventh and eighth grade antagonists. They were very excited to see him, and more than a bit irritated with him. That combination of emotions would lead to regrettable consequences for the ill-fated Tommy.

“Lay him right here, over my lap!” directed Sally. “We’ll make sure he doesn’t try to run away again.”

“My pleasure,” answered Carlene as she laid Tommy face down over his sister’s lap.

Tommy continued to struggle mightily and managed to free himself and come to his feet.

“You might need to hold him down,” said Sally. “He’s quite the feisty one right now.”

Cindy, Karen and Linda made a move to grab Tommy’s arms and legs.

“I’ll handle this!” shouted Carlene.

Within seconds Tommy was in a familiar position, his head securely fixed between Carlene’s muscular thighs. This time, though, it was a bit more uncomfortable, as he was face up with his feet flat on the floor of the stands. He desperately tried prying the clenching thighs open, but to no avail. Carlene took hold of Tommy’s nipples between her thumbs and forefingers and squeezed as hard as she could. For Tommy, the pain was quite intense.

“OWWWW! Please! Stop!” he screamed.

“Are you going to be a good boy and not try to run away again?” asked Carlene.

“Yes! Ow! Please! Oh! Stop! Stop!”

For good measure Carlene continued pinching Tommy’s nipples for a few more seconds before releasing him. Tommy, breathing heavily, stood up and clasped his hands over his nipples as a rush of pain swept through his body, as if he was jolted with a wave of electricity. “Oh! Oh!” he cried as he pressed on his throbbing nipples with the palms of both hands.


Over Sally’s Knees

“Come to mommy now,” cooed Sally as she patted her lap.

The beaten Tommy submissively laid himself over his sister’s knees, much to the amusement of the giggling students around them. “That’s a good boy,” teased Sally as she playfully patted her brother’s behind. She tilted her head towards the beleaguered Tommy to address him directly. “Doesn’t this feel familiar, Tommy? Remember how Mommy used to do this to you when you were a naughty little boy?”

Tommy laid quietly, his shame increasing by the second. The girl with the near-naked boy over her lap had the rapt attention of everyone in the gymnasium.

“Yes, I’m sure you do,” she continued. “And I’m about to give you a good spanking, just like Mommy used to. Only it’ll be just a liiiiiittle different this time.” Sally paused and looked about the gymnasium. Her face was beaming, as she clearly was enjoying the attention. She spoke louder as she addressed her spellbound audience.

“You see, our mother used to take Tommy over her lap, just like this. I used to watch, and to tell you the truth I enjoyed it, because he was usually being punished for doing something mean to me. But she always let him leave his pants on, and I always wished that she would pull them down—along with his underpants—and give him a spanking on his bare bum. So much more humiliating for him that way, don’t you think so?”

Sally looked back down at the cowering boy on her lap. “What do you think, Tommy? Wouldn’t it be much more humiliating to have your underpants pulled down and get a spanking on your naked bottom?” The only response from Tommy was heavy breathing. Sally looked over at Cindy, who was eagerly taking in the proceedings. She had taken a position just above Tommy’s head, her legs straddling the bench seat, facing the action. “I’ll leave it up to your…..your heartthrob. What do you think, Cindy, should I pull down Tommy’s underpants and spank his bare booty?”

“Oh, most definitely, Sally,” responded the smiling Cindy. “We need to teach Tommy a lesson, and if you pull down his little underpanties in front of all of us I think he’ll be so embarrassed that he wouldn't dare try to test us again.”

Cindy bent at the waist and faced Tommy. They were nearly touching noses. “That’s right, Tommy. Sally’s going to pull down your little underpanties and spank your naked little boom boom, yes she is!” she said while taking hold of Tommy’s profusely blushing cheek and tweaking it back and forth. She looked up at Sally and nodded.

“Be careful not to let me see his little wee-wee yet,” interjected Karen, who was waiting in anticipation for her key role in Tommy’s shame punishment. "I'd like to do the honors myself."

“Don’t worry, Karen,” smiled Sally. “I’m just going to expose his little tushy right now. I’ll let you take care of the really fun part.”

Tommy felt his sister's small fingers inside the back of his waistband. He flinched noticeably, his body becoming more rigid. “Let’s go back to when you were about six years old, Tommy," said Sally. "Pretend you’re a naughty little boy, and Mommy is carrying out your punishment. Now let’s get these down so Mommy can give your little bum-bum a niiiiiice little paddling.”

Sally calmly drew the back of Tommy’s underpants down to the tops of his thighs, fully exposing his buttocks. The material in the front still covered his privates. “Well, lookee here!” exclaimed Sally. “My, my, look how red your bottom is!” Sally looked up at the smiling Carlene while the surrounding students stood wide-eyed and open-mouthed, craning their necks to see the object of everyone’s attention. “I see you’ve already been punished for your naughtiness. But apparently not enough, since you tried to run away again. I’ll make sure that you don’t entertain any more ideas about trying to get away from us. Let’s see….Cindy, how many spanks do you think our red-cheeked little boy deserves?”

“Hmm….quite a few, I would say. How old is he? Six, right?” The grinning Sally nodded. “How many times did he try to run away? Twice here in the gym, and once during lunch. That’s three. So three times six seems like a fair punishment.”

“Excellent!” agreed Sally. “What’s three times six, Tommy?” There was nothing but silence. “No answer? Well, I guess I’ll just have to take these all the way off,” said Sally as she took hold of Tommy’s underpants and feigned like she was going to pull them down. She was reasonably sure that it wouldn’t be necessary, and she was right.

“No! Eighteen!” came the anguished cry.

“Eighteen?” repeated Sally. “You say you want eighteen spanks on your bare bottom? I think we can accommodate that.”

“Shall we have him count?” interrupted Cindy.

“What a great idea!” approved Sally. “Tommy, why don’t you count out loud for Cindy and me while you’re getting your bare bottom spanked. It’ll be fun to have you actively participate. Oh, and for my troubles I'd like you to say, 'Thank you, Sally' after each smack. Okay, ready or not, here we go!” Sally, flushed with excitement, administered the first slap. It was hard and precise, and the slapping sound resonated throughout the gymnasium. She paused momentarily, waiting for her victim’s response. Hearing nothing, she slapped again, and then again. “I can’t hear you, Tommy. I guess I’ll have to start over.” She slapped again, with a little more verve.

“Four!” came the somewhat muffled comeback from Tommy.

“No, I said we were starting over. If you don’t cooperate, I’ll have you completely nude in a heartbeat, and you’ll never see your little underpanties again. Now let’s start over.”

Slap!

“One!” shrieked Tommy.

"You forgot to thank me. Let's start again."

"Oh!"

Slap!

"One! Thank you Sally!"

“Louder!” commanded Sally as she slapped again.

“Two! Thank you Sally!" shouted Tommy as he began wiggling his hips under her attack.

“That’s a good boy,” said Sally, whose soothing voice was in pronounced contrast to the ruthlessness of her next strike.

“Three! Thank you Sally!" cried Tommy as he braced for the next smack.

“Four! Thank you Sally!”

Then another.

“Ow! I mean five! Thank you Sally!” Tommy was squirming noticeably.

“Oh, my, look how much redder your little fanny is getting! And we still have a ways to go! What number are we on, Tommy?”

Slap!

“Six! Oh! Thank you Sally!”

“Good boy, Tommy,” teased Sally as she continued her assault. She alternated from cheek to cheek, being careful not to miss any area of Tommy’s exposed buttocks. “For a six-year old, you count very well,” she teased while executing the next stroke.

“Seven! Thank you Sally!” Tommy thrashed about, and nearly slid off her knees. She repositioned him before taking dead aim and slapping again.

“Eight! Thank you Sally! Please, no mo…” But the next one hit authoritatively.

“Oh! Nine! Oh! Thank you Sally!” cried the anguished lad.

“So cute, how you’re shaking your little booty for us, Tommy.”


An Unwelcome Erection

Meanwhile, Cindy had crouched down and was face-to-face with the howling Tommy. Both were showing teeth, Cindy with a grin and Tommy with a grimace.

“What comes after nine, Tommy?” asked Cindy in a sweet, soft voice immediately before she heard the next slap.

“Ten! Thank you! Sally! Oh!”

“Very good!” laughed Cindy. She winked at Sally. “How old were you when you first had a crush on me?” she asked while adjusting the pink bow on his head.

Slap!

“Eleven! Thank you Sally!” bellowed Tommy. His face was as red as a ripe tomato.

“Is that right? And how old were you when you finally stopped wetting the bed?”

Slap!

“Twelve! No! Thank you Sally! Ple…”

“How old were you when you first started playing with your little pee-pee?”

Slap!

“Thirteen! Oh! Thank you Sally! No!”

It was during the fourteenth slap that Cindy reached underneath Sally’s thighs and Tommy felt her fingers slide into the front of his underpants, and to his horror, take hold of his penis.

“Four…aah! F-fourteen! Oh! Th-Thank you.....Sally! Oh! Cindy! Please don't!”

Tommy tried to pull away, but Sally, well aware of what was transpiring, held him firmly. She temporarily paused the spanking to allow the moment to play out.

“I can see you’re not as excited as I am, Tommy,” said Cindy. “Your pee-pee is as tiny as ever. Just like a six-year-old’s.” Cindy’s giggle was one of many who were witnessing the most unusual spectacle. She then grasped the front waistband of Tommy’s underpants and freed up his genitals by wedging the underpants between Sally’s and Tommy’s thighs. Tommy flinched, and Cindy put her mouth to his ear. “What’s the matter, Tommy? Don’t you want your little goodies out there where the girl of your dreams can play with them?” she said while lowering her fingers to his testicles. Much to the chagrin of the wide-eyed lad, she began stroking his scrotum. “Such cute little balls,” she cooed. “And so smooth.”

"Please," begged Tommy softly. "Cindy....please.....no.... Unrelenting, while continuing to tickle his balls with her fingers, Cindy used her thumb to stroke the underside of Tommy's penis. "Oh, gosh," said the tormented, squirming lad in a loud whisper.

For Tommy, his situation presented quite the paradox. Though his circumstances were dire and utterly humiliating, there was no getting around the fact that indeed, the girl of his dreams was intimately fondling him. He had never experienced anything close to his present state of physical and emotional arousal, as his (somewhat limited) experience with self-stimulation had never triggered the high degree of sensation that he felt at that moment. Hard as he tried to resist, Tommy felt himself starting to become erect.

“Oh no,” whispered Tommy to himself.

Again he tried to squirm free, but Sally had leaned forward and had one arm pressing down on his back and her other on his buttocks. As a precaution, Carlene had taken hold of his ankles. Tommy wasn’t going anywhere.

“Oh, you naughty boy!” shrieked Cindy when she became aware of Tommy’s elevated state of arousal. She looked up at Sally and grinned wickedly.
“He’s getting a little stiffy!” giggled Cindy.

"Ha! I guess the little pervert enjoys a good spanking," laughed Sally.

"Please! Cindy, no....no more," cried Tommy in a soft, throaty voice.

"But Tommy," said Cindy. "Your voice says no, no, no but your little boner say yes, yes, yes."

The giggling Cindy continued her attack on Tommy’s sensitivities, and he became fully erect, such as it was. She was able to completely envelop Tommy’s maximum size in her petite little hand. “Is that it?” she laughed. She let go of Tommy’s penis and put her face close to his. The sadistic girl grinned wider as she took in Tommy’s wretched expression. “Such a cute wittle boy, yes you are!” she teased while running her fingers upwards along his neck and under his chin.

She nodded to Sally, her cue to resume the spanking.

Slap!

“Ow!” screamed Tommy. The sudden attack caught him off guard, and he forgot to shout out the number.

“That one didn’t count, Tommy, since you didn’t tell us which one it was,” scolded Sally. “I guess your mind was elsewhere, like on your little stiffy. Now let’s try it again.”

But before he felt the next strike, there was another disconcerting turn of events for Tommy. During his struggles, Sally’s skirt had crept upward, an occurrence that enabled her to corral Tommy’s still-erect little penis between her bare thighs. She gave it a sisterly squeeze while administering another slap to his now crimson buttocks.

“Oh!” cried the beleaguered lad.

“That didn’t count either. How many?”

Slap!

“Ow! Fifteen! Please! No more!”

"Doesn't count. You didn't thank me."

Slap!

"Fifteen! Ohhh! Thank you Sally!"

“That’s more like it,” said Sally.

Tommy’s penis began to shrink and it escaped from Sally’s clutches. She reached underneath and with her fingers she managed to restore it back between her thighs. Tommy, startled and chagrined by his sister’s intimate contact, let out a high-pitched yelp. Sally and Cindy exchanged knowing grins while Sally gave her brother another playful squeeze with her thighs. She smiled to herself as she lifted her arm and forcefully brought it down on Tommy’s backside.

Slap!

“Are you going to try to run away from us again, Tommy?”

“Ow! No! Oh! Six….sixTEEN! Thank you Sally!”

Tommy’s penis was well on its way to returning to its flaccid state. Its diminutive size now made it prohibitive for Sally to grasp it with her thighs.

“Do you promise to do everything we say from now on?” she asked while administering yet another robust slap on her inviting target.

“Yes! I.…seventeen! I promise! Thank you Sally! Ohhhh!”

“Do you promise to cooperate with Karen while she pulls down your underpanties so she can finally see your tiny little wee-wee?”

Slap!

“Oh no! Yes! I will! Oh! EighTEEN! Thank you! Sally! Please, no more!”

“Good boy! Now let’s do one more for good measure, just to make sure you understand. What are you going to let Karen do?”

"Oh! Let her....please!....oh gosh.....let her see my.....you know....

"Let her see what, Tommy? Your tiny little...."

"Wee-wee! Please, let me go!"

"After you tell me exactly what you're going to let Karen do. Start with what she's going to pull down."

"Oh, gosh....she's going to....to pull down my underpants and....and....look at my....my tiny little wee-wee."

"Very good, Tommy!" giggled the boy's fiendish sister while exchanging healthy grins with the eager Karen.

Sally waited for the laughter to subside, then took a deep breath, reared back and slapped her brother's traumatized derriere as hard as she could, then pushed Tommy off her knees and watched him land in a heap at her feet.

“OW! OW! OW!” screamed Tommy as the pain fully registered.

With tears streaming down his face, he hastily pulled up his underpants while scrambling to his feet. The thoroughly humiliated, crimson-faced boy held his backside while jumping up and down, much to everyone’s amusement.

“Oh! Oh!” he howled, while continuing to rub.

Meanwhile, Karen sat just a couple of feet away, smiling devilishly. Her time had come, and she was positively euphoric, such was her level of delicious anticipation.
Last edited by Blondie on Wed Nov 13, 2024 2:48 am, edited 1 time in total.
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Robert Brooks
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Re: Tommy's Debasement

Post by Robert Brooks »

TeenFan wrote: Mon Dec 18, 2023 10:33 am No matter where Tommy runs he's going to be surrounded.
I wonder if the school has a basement. Tommy could run there to try to hide, but eventually the debasement would
continue in the basement.
I LOOOOVE stories set in basements! Nothing says ‘trapped’ like it.
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Blondie
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Tommy's Debasement, Chapter 21

Post by Blondie »

Image

Chapter 21: The Moment of Truth

Facing His Nemesis

"I'm waiting," called out the eager Karen to the ill-fated teenager.

Tommy quickly forgot about the throbbing pain in his freshly spanked backside as he came to the realization that the devilish Karen was undoubtedly moments away from pulling down his vitally important underpants. Tommy looked up warily at his nemesis, whose was grinning in delightful expectation.

Karen motioned with her forefinger for Tommy to approach, and he grudgingly complied. He knew he had exhausted every avenue possible to escape his impending fate, and that he was destined to succumb to whatever torment the sadistic eighth grader had in store for him. He stood in front of her, his red face pointing downward and his hands cupped over the negligible protrusion in his white underpants.

Karen developed goose bumps as she surveyed the delectable vision before her. "Well, well, well, my dear Tammy," she cooed. "Here we are again. Feels like déjà vu, doesn't it?" Of course, this was a rhetorical question, and Karen unwaveringly continued, while Tommy continued to look forlornly downward. "Only this time, you're not going anywhere. We both know that, don't we?" She paused and smiled at the tormented lad. "That's right, Tammy, I'm about to slowwwly pull your little undies down, and I'm finally going to see that little pee-pee of yours that your sister and your girlfriend have been telling me all about."

Karen turned back and shared a smile with Sally and Cindy, who were both hovering above her shoulders, and were also in a state of eager anticipation to witness Tommy's newest humiliation.

There was a hush in the gymnasium as the tension mounted. All eyes were glued to the energized eighth grade girl and the absolutely miserable seventh grade boy.

Karen took hold of Tommy's hips and adjusted him so that he was in a suitable position for her to perform her task. Tommy's hands were still covering the tiny bulge in the front of his underpants. This would not do, determined Karen. "Put your hands on your head, please," instructed Karen. Tommy grudgingly interlocked his hands behind his head, an all-too-familiar position for the disheartened youth. "Ah, much better," said Karen, tickled with her power over her submissive victim. She looked up at him and had another idea. “Now hold on to your elbows.” Tommy did so, stretching himself out and increasing his vulnerability. Karen looked Tommy up and down and smiled wider. “Excellent!"

Karen reached down and grasped the bottoms of Tommy's underpants with her slender fingers. "Now, while I’m pulling down your undies you are to maintain that exact position and not move your hands. Is that clear?" Tommy mumbled something unintelligible. “What was that, Tammy?”

“Yes, it’s clear,” Tommy responded woefully.

"Now I'd like you to ask me very nicely if I would please pull down your underpanties and take them off so you can be naked."

Guffaws rang out from Sally and Cindy, and they were not the only ones laughing.

"Could....could you p-please pull down my under....my underpants....underpanties....and take....take them off so....so I can be naked?"

"I'd love to!" responded the laughing Karen.

Tommy stole a glance behind him and caught sight of the thirteen volleyball players seated on the floor, who seemed to all be grinning derisively. He looked up at the delighted Cindy and Sally, whose attentive gazes shifted back and forth from Tommy’s red face to his midsection, where his underpants were being lowered at a tantalizingly slow pace at the hands of the devilish eighth grader.

When the top of the underpants neared the base of Tommy’s penis, the smiling Karen paused for a while to allow the moment to build. She looked around at her friends and reveled in their looks of open-mouthed wonder. Finally, she looked up at Tommy, who was, of course, going through an absolutely agonizing experience.


Countdown to Exposure

“It’s time, Tammy, are you ready? It's the moment of truth, the moment we've all been waiting for. Aren't you excited, Tammy?" Clearly, one of the two was indeed very excited, while the other decidedly was not. "I like hearing you talk about your tiny little wee-wee. Can you tell me what I'm going to see when I pull down your underpanties?"

"My....my tiny little wee-wee," obliged the hapless lad.

"Yes! I finally get to see your tiny little wee-wee, and I can't wait!" exclaimed the animated Karen.

"Hey, I know what let's do," continued Karen. "Let's do a countdown to make it really exciting. It'll be like a countdown for a rocket lift-off, but instead of a rocket taking off I'll be taking off your underpants.

"We can both do it together, shall we? We'll start at five, and after one we can say 'takedown!' instead of 'blastoff.' When we say 'takedown' I’ll pull your panties down. Then your naked little wee-wee will be on full display for me. Oh, I can't wait!"

Karen rubbed her small hands together in anticipation, while soaking up the glowing face of her agonized subject. She grinned wider. "Okay, here we go, Tammy. Ready? Five! Come on, Tammy, I didn’t hear you, let’s start over.”

Tommy, beside himself amid the excruciating psychological torment, reluctantly followed Karen’s command.

“Five!” they simultaneously started the countdown, one with considerably more spirit than the other.

“LOUDER!” commanded Karen.

“Four!" they continued.

"LOUDER, Tammy! I'm not going to tell you again!"

"THREE!" they both shouted.

"Much better!" She was completely caught up in the moment, like a girl possessed, and there was no holding her back.

"TWO!"

They were both yelling now. Tommy's heart was beating so hard and fast that he thought it could tear through his ribcage.

"ONE!"

The level of excitation throughout the gymnasium was palpable. Tommy clenched his eyes shut and braced himself for the imminent humiliation.

Image

“TAKEDOWN!” they both hollered, one with exultation and the other with a profound sense of panic.

At that precise moment Karen, in one swift motion, yanked down Tommy’s cherished underpants, leaving them dangling at his kneecaps. The passing of the elastic band caused his penis to bob up and down a few times before coming to rest, much to Karen's amusement.

Tommy listened to the uproar from the audience (most of whom could see only his naked backside but were clearly thrilled to witness Tommy's unveiling nonetheless) while copping a furtive glance at Cindy and Sally, who were laughing gleefully. He peeked at Karen, whose eyes were riveted to Tommy’s newly bared privates. She was wide-eyed and had both hands covering her mouth in her unbridled merriment. Tommy, despite feeling embarrassment beyond comprehension, somehow managed to keep his hands on his elbows above his head throughout what for him was an absolutely staggering humiliation.

Karen allowed her wonderful scene to play out for a few moments and waited for the noise to subside. She looked Tommy up and down, then focused on his genitals. "Smooth as a babe," she teased. "Bald as a cucumber." She looked up again and delighted in Tommy's expression, one of absolute mortification. "Hairless as the day you were born," she giggled. "And I can't believe how tiny it is. I mean, it really is a tiny little wee-wee!" She waited for the laughter to die down. "Is it always like a baby's wee-wee or is it because you're so embarrassed right now?" Not surprisingly, there was no answer forthcoming. "It's so cute, like a tiny mushroom. I just have to touch it," and without hesitation she reached out and took hold of Tommy's penis between her thumb and forefinger, wagging it back and forth.

"Oh!" screeched the startled Tommy in a very high-pitched voice that resembled that of a little girl's.

A chorus of laughter ensued. Tommy started to lower his arms to protect himself.

"Uh, uh, uh!" admonished Karen, and Tommy obediently resumed his position.

Karen lowered her fingers and cupped Tommy's testicles in her hand. "Cindy was right, you have such lovely little balls," she mocked as she massaged them with her fingers. "It's so fun to play with them." She then proceeded to lightly strum her fingers and thumb on Tommy's scrotum. "And you're soooo smooth down here, Tammy," she teased as she looked up at the tomato-faced lad while continuing her caresses. "Isn't this just delightful?"


An Uncontrollable Response

Tommy squeezed his eyes shut, close to a breaking point with the public invasion of his privates. Then, inconceivably, matters were about to worsen for him. To Tommy's horror, the sensation he felt from Karen's stimulation of his scrotum caused a most undesirable response. Hard as he tried to combat his inopportune reaction, he started to become erect, as he did earlier while under Cindy's tormenting advances. Only this would be much worse, as he was standing out in the open.

Tommy gritted his teeth and grimaced, but he was powerless to combat the inexorable rise of his organ, much to his tormentor's delectation. Karen's eyes lit up as she continued her relentless strumming of Tommy's scrotum while admiring the gradual but obvious ascension of the little penis before her.

"Oh my, Tammy, you're getting a little boner, aren't you!" she squealed with glee.

Tommy again moved his hands from behind his head in an effort to cover up, this time with more desperate conviction. But Karen, quick as a cat, snatched both of his wrists in midair.

"Don't you dare try to cover up your little stiffy if you know what's good for you! Now put your hands and elbows behind you head where they belong."

Karen released her death grip on Tommy's wrists. Tommy complied, as he was well aware from recent experience that it was fruitless to challenge any of the females whose control he was under on this day.

Amid the giggling of her cohorts, Karen, confident that that she could continue unabated, resumed her attention to matters at hand. She again softly stroked Tommy's scrotum, while deftly brushing against the underside of his penis with her thumb. It was only a matter of moments before she was convinced that Tommy had reached his full potential, though she surmised that if she had a measuring device at her disposal, a three-inch ruler might suffice.

She retracted her hand from Tommy's intimates, then leaned back to take in the results of her efforts. The smirk on her face affirmed her impression. "Oh, my poor little Tammy, is this the best you can do?" she scoffed.

The laughter resonated throughout the gymnasium. The wretched Tommy could only stand and soak in the humiliation.

Only Karen, Sally, Cindy, Linda and Nancy could see Tommy's front side; the rest of the audience were enjoying the view of his naked backside. Many were straining their necks in hopes of seeing Tommy's main source of embarrassment. The impish Karen played to the crowd.

"How dare you point that little thing at me, you naughty boy!" she exclaimed in feigned anger. "You should be ashamed of yourself!" With that she reached into her pocket, pulled out an elastic hair tie-back and snapped it at the unsuspecting Tommy's rigid penis.

"Ow!" shouted Tommy as he jumped up and down when the pain registered, much to the merriment of the onlookers.

Karen's maneuver had the (desired) effect of quickly deescalating Tommy's involuntary state of excitement. By the time the laughter subsided, his penis had receded to its flaccid state.

"That's more like it Tammy," said the smiling Karen. "Now I get to look at your wee-wee at its normal, tiny size."


Vanishing Underpants

As Tommy stood crimson-faced, Karen pondered her next move. "Let's see, what shall I do with my new little toy now?" she said out loud. "I know, let's get rid of those little panties of yours, shall we?" Without waiting for a reply, Karen reached down and, using both hands, slipped Tommy's underpants from his knees to his ankles. She tapped his right leg. "Lift your leg up, please," she commanded. When there was no response, physical or otherwise, she raised her voice. "UP, I said!" Karen, who had not looked up, was pleased to see the leg rise in the air. She slipped the garment off the foot and tapped Tommy's left leg. "Now this leg," she ordered. There was no resistance this time, though to her delight she did hear a soft whimper from above as she pulled the garment free from its owner. With a triumphant grin, she waved her trophy high in the air, and passed Tommy's underpants down to Nancy, who continued passing them down from student to student. Each student that received them likewise waved them in the air.

Tommy, thoroughly mortified, turned his head and could only watch forlornly as his last remaining garment ultimately disappeared into the clutches of the stimulated Sister Ruth.

Save for a large pink bow on the top of his head, Tommy once again was naked, against his will in front of dozens of very amused and entertained spectators.


Unbearable Teasing

Karen could not contain her delight. While looking her woeful, naked victim up and down she clapped her hands while bouncing up and down in her seat. "You're naked, Tammy! Think about it....you’re standing here in the gymnasium in front of all these people, completely and totally nude, with your bald baby bitties on display for us.” She paused and licked her lips, staring at what she had just characterized as bald baby bitties, while Tommy stood there, immersed in degradation. At that moment his penis felt even smaller than it actually was. Watching his tormentor's eyes focusing on his undersized, hairless genitals only served to exacerbate his sense of nakedness. "I mean, can't you just die from embarrassment?"

It would not be inaccurate to say that if Tommy indeed was given that option, that he would likely avail himself to that alternative, such was his state of mortification. But instead, he had to subject himself to the whims of the devilish young teen before him. She paused and looked her prey up and down once again. "I love that you're naked, Tammy. Can you say it for me? I really like that word, and you're actually naked, so I want to hear you say it."

Tommy, fighting off tears, knew he had to do the bidding of his young nemesis. "I'm naked," he responded glumly.

"Yes, you are!" said the delighted Karen as she stared down at his underdeveloped member. "And you have bald, bitsy, baby bitties. Can you say that for me?"

"I have....bald, bitsy baby bitties," said the wretched lad, eliciting considerable laughter from his spellbound audience.

"What about bald, bitsy, baby boy bitties?" It came from a voice behind Karen. She looked back and grinned at Tommy's sister.

"Yes!" said the gleeful Karen. "Thank you, Sally." Karen looked back up to Tommy and addressed him. "You have bald, bitsy, baby boy bitties. Let me hear you say it."

"I have...." Tommy took a deep breath and forced out the degrading words. "I have bald, bitsy, baby boy bitties."

"Yes, you do!" said the laughing Karen as she once again took hold of Tommy's little penis and tweaked it back and forth, causing Tommy to flinch at the intrusion.

Karen, still giggling, looked around and absorbed the jubilant expressions on the faces of her fellow students, the volleyball players, and the two teachers. It was time to share her prize with them. She looked up at her miserable victim. "I'd really like to see your cute little tushy, Tammy. Could you turn around for me, please?"

Tommy heard the clamor in the gymnasium, as the multitude braced themselves in eager anticipation. Counting the students, the volleyball players, and the two teachers, there were eighty-one people behind him, many of whom still had not seen his privates. He was not prepared to display his frontal nudity to the large crowd.

"P-please, Karen...please don't make me tur..."

"Do you need another spanking, Tammy?" interrupted Karen. There was no response. "I thought not. Now do as I say and turn around so I can look over your naked bottom."

Tommy knew that he had no recourse, that sooner or later he would have to obey Karen's command. His breathing was heavy, as he realized that in a matter of moments he would be facing the large throng, and that they would all be staring and laughing at him. He couldn't shut out of his mind Karen's clever, biting words that aptly described his privates: bald, bitsy, baby boy bitties.

He took a deep breath and started to turn his feet.

But once again an unlikely source saved him, at least temporarily, from furthering his humiliation.

"Hold it!"

It was the voice of none other than Miss Richards.


A Temporary Reprieve

Betty Richards had a plan. Up to this moment her plan had played out quite successfully, and the pleasure that she derived thus far from the sordid proceedings had far exceeded her expectations.

There was no question in her mind that she was going to have Tommy cavorting around naked for her. Just the picture in her mind of forcing such a humiliation on one of her students caused a stirring in her loins.

Such a sadist I am, she admitted to herself.

But there was no guilt in that assessment, accurate as it was, as her prurient desires far overwhelmed any such feelings of self-reproach.

It would have been easy to have Tommy simply turn around upon Karen's command. She certainly would have enjoyed the scene, and especially the young teenager's humiliation. But she recognized that the longer she could draw it out, the greater the reward.

It's all about the journey, she thought as she smiled to herself.

* * * * * *

Tommy stopped in his tracks when he heard the authoritative voice of Miss Richards. He was still facing the now slightly disappointed Karen, whose brow was furrowed because of the unwelcome interruption. As it was, her direct involvement of Tommy's naked torment would be put on hold.

"We're starting to get short on time, and we still need to have a lesson today on the art of belly dancing," said Miss Richards. She stepped down from the podium and walked up the bleacher steps towards Tommy and Karen as she spoke. She carried a garment in each of her hands. They looked like this, albeit a smaller size for a smaller body, that of a youngish 13-year-old boy.

Image

All eyes were on Miss Richards as she approached Tommy and Karen. She handed the two garments to Karen, being quite careful not to peek at Tommy's privates.

Saving the best for last, she chuckled to herself.

"Karen, would you mind helping Tommy into this lovely belly dancing outfit? He would be a wonderful subject to demonstrate the art of belly dancing, don't you think?"

Karen's frown slowly transformed into a smile once she realized that Tommy's humiliation, though different, would continue unremittingly. "I'd love to!" responded Karen.

While the grinning Betty Richards returned to the dance podium, Karen held up the top, smiled, then put it on her lap. She then held up the skirt and looked up at the miserable Tommy. "Oh, Tammy, you're going to look just divine in this," she gushed. She held out the skirt at Tommy's feet. He needed no prodding, as he was resigned to the fact that any resistance would be useless. He stepped into the skirt and Karen pulled it up to just below his belly button. It was a bit loose on his waste. "Hmm," said Karen. "Turn around for me, Tammy, we need to tighten this up a bit."

Tommy turned around more readily this time. He took in the grinning faces below him, while they admired his newly adorned pink skirt and his very red face.

"You certainly wouldn't want this falling down while you're doing your belly dance for us," teased Karen while she tied the bow on the back of the skirt. "Then you'd be dancing with your bald, bitsy, baby boy bitties bouncing around and on full display," she said, loud enough for all to hear.

Tommy somehow flushed brighter, as giggling ensued.

Karen stood up, holding the matching top. She took Tommy by the shoulders and turned him back around to face her. "Let's get your pretty top on now, Tammy," said the animated Karen. "Oh, it fits your little breasts perfectly," she taunted. She reached around the back of his neck to tie one of the bows. Her face was so close to his that he could feel her breaths. "Kudos to Miss Richards for picking just the right-sized breast cups for you."
She finished the bow and reached for two more loose parts of the top that dangled at Tommy's side. She reached around with both hands to tie the last bow. "One more bow here in the middle of your back and.....there! You're all set!" She leaned back to admire the fruits of her efforts. "Oh, Tammy, you look absolutely adorable! And the color matches your pretty bow! Don't you just love it?"

Tommy did not love it. In fact, he was beginning to wonder if being naked in front of Karen and a few girls would be less objectionable than what was in store for him. Now it appeared he would have to go down to the dance floor and perform for everyone, thus taking an active role in his humiliation. Plus, he thought, he would be wearing this dreadful outfit—and he didn't know if the coverage of his nakedness would be temporary or not.

He then heard the inevitable directive from Miss Richards. "Tommy, would you come down here, please? It's time to show off your pretty new outfit and to demonstrate your expertise on the art of belly dancing."

Tommy felt like his face was on fire as he made the dreaded walk down the gymnasium steps toward the eagerly awaiting Miss Richards. His sense of trepidation was almost overwhelming.

And that sense of trepidation would prove to be well-founded.
Last edited by Blondie on Sun Oct 27, 2024 9:49 pm, edited 1 time in total.
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Tommy's Debasement, Chapter 22

Post by Blondie »

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Chapter 22: The Final Humiliation

Belly Dance Instruction

Tommy's mortifying trek down the gymnasium steps came to a momentary halt when he felt a tug on the back of his skirt. He turned around to see none other than Laura holding on to the hem with both hands. (The reader may recall that it was Tommy's upskirt of Laura at the drinking fountain that served to land him in his current dire predicament.) Before Tommy had a chance to intercede, Laura was able to inflict poetic justice, as she lifted the back of his skirt high above his head, once again exposing his completely naked backside. A minor, somewhat comical struggle ensued, and Tommy ultimately was able to win the tug-of-war.

The giggling Laura, quite pleased with herself, took her seat while the profusely blushing Tommy trudged on.

He was greeted on the dance platform by a very eager Miss Richards. She looked the lad up and down and grinned approvingly. "Oh yes, Tommy. You're going to make a marvelous belly dancer. Just look at you." She adjusted the pink top to center it on his chest. She then made an adjustment to the skirt. "We do need to show off a little more of your skin around the belly," she said as she pushed the front of the skirt downward, exposing a fair amount of his smooth midsection. "Yes, quite lovely," she gushed. She adjusted the matching bow on his head and again smiled with pleasure.

Her subject, on the other hand, was not smiling. In fact, if one were to look up the word "miserable" in the dictionary, a picture of Tommy's face would be more descriptive than any words could provide. The same could be said for the word "embarrassed," as the bright red cheeks of the young teen would be all one would need to see.

"Okay," said Miss Richards. "Let's get the ball rolling here." She stepped back a few paces and off to the side a bit, enabling the enraptured audience to get a clear view of the proceedings. She turned to face the excited throng.

"Class, you are about to witness the art of belly dancing. Belly dancing is an ancient and beautifully artistic form of dance that can also be very sensual—and very erotic, if you will." She stretched out her arm and opened her palm toward the apprehensive lad on the stage. "I'm sure with a little instruction that Tommy can demonstrate the exotic and erotic movements with aplomb." Betty Richards reveled in the hapless expression on the student's face before turning back to her audience. "A good belly dancer," she continued, "should keep a flirtatious air about her, or, in this case, 'him'."

There was a chuckle from several in the audience. Tommy snuck a peek at Carlene and her twelve volleyball teammates. It seemed to him that they all were enjoying the proceedings way more than they should.

"A dancer's attitude can make or break a belly dancing routine," continued Miss Richards. “Generally, the dancer should appear sexy and flirtatious, yet mysterious." She turned toward Tommy, who could almost feel the total of eighty-seven sets of eyes zeroing in on him (For the reader's edification, that would be comprised of seventy-two seventh and eighth grade students—forty-one girls and thirty-one boys, not including Tommy—thirteen volleyball players and two teachers).

"Sister Ruth, if you'll please do the honor of starting the music, we can begin our instruction and Tommy's demonstration. I'm sure Tommy is very anxious to show us his sensual dance movements."

It would indeed be accurate to say that Tommy was quite anxious, but not at all in the context that his teacher was suggesting.

Sister Ruth, who was immensely enjoying—and, as should be acknowledged, admiring—the work of her counterpart, eagerly pushed a button on the CD player. Within moments the stereo system filled the air with music. Miss Richards had to speak a little louder in order to be heard.

"Class," she lectured, "What you are hearing is the sound of classic Arabic music. The fast beat should be quite conducive for Tommy's ability to perform his belly dance with plenty of spirit. The traditional Arabic drum you hear is called the Doumbek."

It can be said with certainty that the level of student interest in the current and pending humiliation of the boy in the pink belly dancing costume far outweighed any interest in the intricacies of the ancient art of belly dancing. Miss Richards was well aware of this fact (and admittedly was quite anxious to move the proceedings along herself) and was ready to move forward with her reluctant pupil.

"Okay, Tommy, I'd like you to follow my lead." Miss Richards lifted her arms up to just above her shoulders. Tommy grudgingly did the same. "Good. Now bend your wrists so your palms face upward a little bit. Yes, that's a good position. It's important to keep your arms up at all times. That way your stomach muscles tighten, giving your belly a tauter appearance, which adds to your sensuality."

Miss Richards took pleasure in Tommy's noticeable wince, and also from the giggles that emanated from her audience. And she much enjoyed using any form of the word "sensual," not only because it further embarrassed her student, but also because his humiliation was undeniably a sensual experience for her.

"It is also important to keep your back straight and your chest out. No slouching. Gently pull your shoulders back to give yourself an at-attention look. Shoulders back, I said. Good. Next—and this is important—I'd like you to bend your knees slightly. That's it, just like that. You'll be using your knees to generate momentum and movement—not your hips. But the beauty is that your sensual hip movement will naturally be achieved by the bending of your knees."


Tommy the Belly Dancer

She turned toward her audience. "Class, I'd like you to keep a close eye on Tommy's midsection while he performs this simple task."

She turned back to her subject. "Now Tommy, I'd like you to bend your left knee while raising your heel in the air. Good. Now do the same with your right knee and heel. Excellent. Now keep alternating but go a little faster." As Tommy did so, indeed his hips naturally swayed from side to side, much to delight of his audience. Tommy heard the oohs and ahs, along with considerable laughter.

"Don't stop, Tommy!" shouted Miss Richards. "A good belly dancer should always be in motion. And keep those arms up! Oh yes, you're absolutely shimmying now. You really are a quick study. Feel free to flick those hips, like you're swatting a fly. Yes! Perfect! Now snap your fingers. Yes! You really are getting the hang of this!

"Now, let's try what I call the Regal Cleopatra look. I'd like you to stretch one arm out, as if you're admiring yourself with a hand mirror. Yes, just like that! Good boy! Now I'd like you to put your other arm behind your head, like you're fixing your hair back there. Good! Now stay in that position. Don't slouch! Keep bending your knees and shimmying your hips. Oh, Tommy, you are a sight for sore eyes, I must say!"

The mortified Tommy continued his performance, to the sheer delight and hilarity of the entranced onlookers. Betty Richards, quite titillated by the scene she had orchestrated, let it play out for a while longer before deciding it was time to move on to the next level. She motioned for Sister Ruth to pause the music.

"Outstanding!" laughed Miss Richards. She clapped her hands appreciatively and immediately the rest of the congregation stood up and clapped and cheered effusively. Tommy bowed his head in shame while feeling his face pulsate with embarrassment. He glanced up at the clock and was only slightly relieved to see that there were twenty minutes remaining before his ordeal would be over. He felt he must be at the peak of his humiliation.
But regrettably for him, Miss Richards would ensure that would not be the case.


Dance Partners

"Class, I hope you have learned something from this wonderful demonstration," she continued. "Let's find out if you've been paying attention. I'm sure Tommy is getting lonely having to dance up here all by himself. Can I have a few volunteers to come down here and join him?"

She was not surprised to see over half of the eighty-five students and volleyball players—all but two were of the female persuasion—shoot a hand in the air. She smiled, knowing exactly whom to choose.

"Let's see, I think Tommy would be comfortable dancing with people he's familiar with. Hmm..." She put the tips of her middle and index fingers over her lips, feigning like she was deep in thought. "Sally, would you like to come down and dance with your brother?"

"Love to!" she beamed as she gleefully pranced down the gymnasium steps.

"Cindy, I noticed earlier that you and Tommy were hitting it off well." Betty Richards giggled to herself as she visually recalled the scene of Cindy's intimate involvement with Tommy while he was being spanked by his sister on his bared bottom. "Would you like to belly dance with Tommy?"

"Absolutely!" Cindy grinned from ear to ear while dashing toward the podium.

"Okay, let's see, we need one more." Again, she pretended to scan the audience in search of a volunteer. There was no question in her mind who would be best served to assist her in the next phase of Tommy's humiliation. Betty Richards smiled to herself as she spotted Karen, who was literally jumping up and down with her arm stretched upward to the limit.

"Kar...." was all she was able to articulate before the ever-so-eager Karen made a beeline down the stands. "Well," laughed Miss Richards, "I guess that takes care of that."

Meanwhile, Tommy stood gloomily as he watched his sister, his heartthrob, and his nemesis milling about him. Their blissful expressions fully contrasted his own.

He noticed that everyone in the gymnasium had remained standing, waiting in eager anticipation of whatever was about to transpire. He looked down at Sister Ruth, whose obvious enjoyment added to Tommy's discomfort. He stole a glance at the volleyball players, and when his eyes met with the grinning Carlene she blew him a playful kiss, causing him to quickly avert his glance.

His gaze stopped at Karen, and much to his apprehension he suddenly remembered that at least twice that day she had expressed her desire to see him dancing naked for her. He shuddered at the notion, and Tommy, ever the optimist, assumed that wearing the humiliating belly dance costume would be in lieu of having to cavort around the stage in his birthday suit. A small consolation, he thought, but a consolation, nonetheless.

He looked up at the clock. It wasn't moving nearly fast enough.

Then, his thoughts were interrupted by the authoritative voice of the unwavering Miss Richards. "Okay, girls, I'd like you to line up in front of Tommy. Leave enough space between each other so you can dance unimpeded." The three girls complied and stood grinning leeringly at the boy in the pink costume. "Good. Now when the music starts, I'd like you to follow Tommy's lead. As you witnessed, Tommy is already quite the belly dancer. Tommy, you know what to do, just like before. Okay, are you ready, Tommy?" Tommy, resigned to his dismal fate, nodded unenthusiastically. "Excellent! Okay, Sister, if you'll start the music, please."


Cindy Discovers Her Inner Belly Dancer

Sister Ruth already had her finger on the start button of the CD player, so the music began almost instantaneously. Tommy obligingly began dancing, and the three girls followed suit.

"Arms up, shoulders back, knees bent!" commanded Miss Richards, and within moments Tommy, who was indeed a quick study, was into his belly dancing mode.

The three girls, much enjoying their participation and their close-up view of the object of everyone's attention, were also dancing freely. Tommy couldn't help but notice that Cindy in particular was a bit of a natural, as her movements stood out over the other two girls.

"Cindy!" exclaimed Miss Richards. "Wow, good show, girl! Keep it up!"

Cindy did keep it up, and, despite his dire situation, Tommy couldn't take his eyes off of her. It has been established that Tommy has a significant (but decidedly unrequited) teenage crush on his sister's friend, and in spite of himself he started to feel a tingling inside his skirt.

"Oh gosh," he thought. "Not again. Not now!" Yes indeed, for the third time that afternoon he was becoming sexually aroused. Only this time it didn't require any physical stimulation. The visual of the pretty young lass cavorting in front of him was quite enough to do the trick.

Tommy was pretty sure Cindy knew the effect she was having on him. He swore she looked directly at the small protrusion in the skirt and giggled to herself. He clenched his eyes shut momentarily, but he could not shut out the image of Cindy's erotic dance. He opened his eyes and was becoming mesmerized by the performance in front of him. So mesmerized that he failed to notice that one of the three girls was missing from his view.


The Disrobing Begins

That is because the intrepid Karen, who had made no secret of her desire to see Tommy dance naked for her, had decided to take matters into her own hands. She had belly-danced to a position directly behind him. To secure his top, she had earlier tied two bows—one around his neck and one around his back. She was about to undo her handiwork, starting with her tie around Tommy's neck.

She put her fingers around the string and looked over to Miss Richards. To Karen's delight, she was smiling mischievously at her. Apparently there would be no objection, and she was free to do what she pleased.

And so she pulled.

Tommy was brought out of his fascination of Cindy's erotic hip gyrations when he felt a tug around his neck. He turned back to see the devilish Karen pulling at his clothing. He reached back in an attempt to thwart her endeavor.

"ARMS UP!" commanded Miss Richard. "Keep dancing! And turn around to face your audience!"

The beleaguered lad turned around, freeing Karen up to continue disrobing her ill-fated victim. Karen put her mouth to Tommy's right ear. "I'm about to render you topless, Tammy," she teased. "Then aaaall that's keeping you from dancing naked for me will be your pretty skirt. And that has only one bow tied on it." With that she grasped a dangling string from the bow on Tommy's neck with her right hand and a string from the bow on his back with her left. With a smirk on her face she deliberately and assuredly pulled with both hands until the bows were completely untied. She then simply pulled the material free from the wretched lad's body.

Sister Ruth dutifully stepped up to the podium and retrieved the top and added it to her collection. Tommy was indeed rendered topless, with only a flimsy skirt between him and the daunting reality of imposed public nudity.

When Tommy felt the sensation of the top being released from his chest, he shivered. The cause of this spontaneous reaction was twofold: One, there was a draft from the open windows of the gymnasium, and he actually felt the breeze on his newly-exposed nipples. Two, and much more disconcerting for Tommy, was the realization that the two garments protecting him from the horrifying prospect of dancing naked had been swiftly cut in half. And try as he might, there was absolutely no scenario he could imagine that would give the normally optimistic Tommy any rationale to believe that the fiend behind him would stop short of his complete disrobing.

Indeed, Tommy first felt the warm, small fingers around his hips. Then he felt Karen's mouth tickling his ear once again. "Are you ready to dance naked for me?" she said in a throaty voice directly into his ear canal.

Tommy reached down and pushed her hands away from his hips. Of course, Miss Richards would have none of it. "Tommy, I better not have to tell you again—keep your arms up! From this point forward, under no circumstance are you to drop your arms lower than your shoulders."

Betty Richards was all too aware of what was about to transpire, and she was almost bursting with anticipation.

"You heard Miss Richards, Tammy," continued Karen. "You have to keep your girly arms up." She paused and giggled to herself. "Now I can undo the bow in your skirt. Then your skirt will fall, and you won't be able to stop it. And then you'll be naked." She giggled again, and repeated her new favorite word, this time with more gusto. "Naked! Think about it, Tammy. You'll be dancing naked! I can't think of anything more humiliating than that, can you? Your bald, bitsy, baby boy bitties will be jiggling around for our amusement. It'll be quite the spectacle. Are you as excited as I am, Tammy?"

Karen's level of excitement was matched only by Tommy's sense of trepidation. His breathing got heavier, as he fully comprehended that barring some miracle (a meteor falling from the sky?), in a matter of moments he would be doing the ridiculous belly dance completely nude. In front of everybody.
At least, he thought to himself, his erection had subsided. But that was a very small consolation—with "very small" being the operative words.


Karen Finishes the Dirty Deed

On cue, Tommy felt Karen's hand fidgeting with the bow. He flinched slightly, and while continuing to dance he braced himself for the inevitable. He took in the facial expressions of his audience, which did nothing to assuage his high anxiety, as every single person was either smiling, grinning, or was open-mouthed and wide-eyed in anticipation. He then felt the fateful pulling on his garment from behind, accompanied by a playful giggle emanating from the sprightly girl who was making it happen.

It took no more than a second from the time Karen pulled the string taut for the skirt to pool around Tommy's feet. Much to the enjoyment, amusement, and incredulity of his admirers, Tommy was fulfilling the devious Karen's keen desire: He was dancing naked.

The sight of a crimson-faced and suddenly naked thirteen-year-old boy gyrating his hips in the form of a belly dance caused quite the commotion. The uproar and the laughter could probably be heard throughout the school. It was a visual that would remain etched forever in the consciousness of all who were there.

Sally exuberantly swooped up the garment before Tommy would have any chance to even think about pulling it back up. It only took a tap on each of Tommy's legs for him to almost involuntarily lift them one at a time to accommodate his sister's intent. She teasingly stretched out the skirt and held it in front of him, momentarily covering his nudity. Then she winked at Tommy and immediately whisked it away. After a short toss to the outstretched arms of the thoroughly entertained Sister Ruth, all vestiges of Tommy's clothing (save for a pretty pink bow on the top of his head) had disappeared.

Karen, quite anxious to see the fruits of her efforts, had wasted no time after untying the final bow to plant herself in front of her victim. While the other two grinning girls continued their belly dancing throughout their entertainment, Karen was doubled over with giddiness, such was her state of merriment.

As for Tommy, well, "throes of wretchedness" only begins to describe the state he was in. Even though for the last few moments getting stripped naked largely was a forgone conclusion, there was nothing in his being that he could summon to prepare himself for the humiliation that he felt at that moment. It was still a shock to his system to be suddenly rendered naked, with his tiny, hairless penis out there for all to see. When Sally pulled the skirt from his feet and he saw it disappear into the arms of Sister Ruth, he knew there was no turning back. And now here he was, dancing naked while eighty-seven people reveled in his humiliation.

He looked at Karen, who had tears of laughter streaming down her face as she ogled his gyrating, naked body. Sally was having the time of her life as she mimicked her brother's belly dancing. He could only imagine the lifetime of teasing that this day would generate.

And Cindy....gosh, Cindy had somehow escalated her provocative dance movements, and Tommy once again could not take his eyes off of her. He slowed down his dancing as he became captivated by—well, as Miss Richards was fond of saying, her sensuality.

He was almost at a standstill, which was not going over well with the dance instructor. "Tommy!" she shouted.

But no admonition was necessary, as a familiar disciplinarian was about to renew her participation. Sister Ruth had hopped up to the platform with her pointer, the one she had used earlier in the day when pointing out various parts of Tommy's anatomy. This time she had a different application in mind.

The wide-eyed Tommy saw it coming, but she was too quick for him. Whap! Whap! Whap! came the three stinging blows in rapid succession. The nun stepped aside, but decided to remain onstage in case her services would be needed again.

When the pain registered, Tommy jumped up and down a few times (much to everyone's hilarity), then started dancing again, much more fervently than before.

The laughter was bountiful, and the audience, now fully enthralled with the naked dancer and the festive atmosphere, were clapping to the beat of the drum while the frenzied boy shimmied his hips with reckless abandon. The energy level was off the charts.

And, just when Tommy thought his humiliation had reached its apex, there was another development that would dispel that notion. And the object of his puppy love had everything to do with it.

Cindy's sultry dance was about to become sultrier.


Cindy's Erotic Dance

Cindy was quite cognizant of her effect on the naked dancer in front of her. Earlier, she thought she might have detected a small protuberance poking the material in the front of Tommy's skirt. Though she was enjoying watching Tommy's undersized, intimate parts playfully jiggling around, she thought it would be interesting for her—and, just as significantly, more humiliating for Tommy—if she could somehow bring about the response she had elicited earlier.

I want to see him dance while he has a little stiffy, she thought to herself with a sly grin.

Tommy managed to pull his gaze from Cindy to turn his head for a quick glance at the clock. There were only five minutes left, and then his nightmare would be over, at long last.

When he turned back he noticed that Cindy was making an adjustment to her clothing. He watched with fascination as she rolled her white blouse up to her chest, where it came to rest just below her breasts. She then tucked her thumbs on either side of her skirt and eased it downward, exposing a good amount of the silky, white flesh of her belly.

She continued her erotic dance. It was probably the sexiest thing Tommy had ever seen. The pictures in Playboy magazine that he had occasionally used for the purposes of self-gratification were no comparison to the live vision before him. Once more he became aroused, and there was nothing humanly possible he could do to prevent it. It was only a matter of seconds before, to Tommy's extreme mortification, his little penis became fully erect.

Sally and Karen squealed with delight, as did most of the crowd.

Cindy, now very much full of herself, was ready to go in for the kill. She clasped her hands behind her head, pointing her elbows frontward. She moved in a few steps, until she was only a couple of feet in front of the aroused schoolboy.

Many in the audience had moved off to the side to get a clear view of the naked dancer with the little boner. All were still clapping to the rhythm of the drum. The atmosphere was electrifying.

Tommy slowed his movements, momentarily forgetting his participation while lost in fascination. Miss Richards made eye contact with Sister Ruth and nodded her head. Quickly the nun administered two rapid swats with her pointer to Tommy's backside. The young lad yelped and resumed his naked belly dance.

Miss Richards then jumped in front of Tommy, grabbed his wrists and forced them behind his head. She positioned his elbows forward, until he was in the same provocative pose as his counterpart.

Sally and Karen had stopped dancing, rendered spellbound by the extraordinary performance by the two remaining belly dancers.

Tommy, while continuing to dance passionately—mostly to avoid the sting of that nasty pointer—was totally mesmerized by the seductive dancing of the pretty teenage girl. His breathing became heavier, and as he stared at Cindy's bare, swirling midriff, he felt like he was on the verge of ejaculation. Cindy, somehow aware of Tommy's level of stimulation, moved a step closer to Tommy and gave him a coquettish smile.

Those in the gymnasium who thought it was impossible for a person to achieve orgasm without physical stimulation were about to be wowed.

The ever-aware Cindy noticed Tommy's hips change direction and suddenly thrust forward. She deftly stepped aside to avoid a potential spurt of fluid, but her evasive maneuver was unnecessary, as Tommy was still prepubescent, so there would be no discharge of ejaculate.

But his orgasm was quite evident to all, as he clenched his eyes shut and let out a boisterous moan while jutting his hips forward.

Tommy heard the squeals emanating from the surprised Karen and Sally, and their ensuing laughter. The uproar in the gymnasium reached a pinnacle while Tommy dutifully continued his belly dance routine throughout what could go down as the most embarrassing and public orgasm in the history of humankind.

Finally, mercifully, the music ended. The boy of the hour received a rousing, standing ovation from the most appreciative crowd.

The combination of intense embarrassment, physical exertion, and post-orgasm flushing had rendered Tommy's face a deep shade of red, the likes of which no one had ever seen before.

The satiated Betty Richards, with tears of laughter dripping down her face, blotted her eyes and cheeks with a Kleenex as she handed Tommy his school uniform. “Tommy, I hope you've learned a valuable lesson. I must say, you've outdone yourself. Thank you for an extraordinarily entertaining demonstration. I’m sure none of us, especially you, will ever forget what has transpired here today.”


Epilogue

Tommy pulled the bow from his head and started putting on his clothes. While he fastened his pants he was suddenly overcome with a sensation that momentarily made him stop in his tracks. As he looked around the room at his tormentors, an intense feeling of outrage overcame him.

Miss Richards is right. I’ll never forget what transpired here today.

At that precise moment, he vowed to himself that some day—he did not know exactly when or exactly how—but someday he would seek retribution on every last soul who had participated in his hideous degradation.

With that conviction, for the first time all day, despite the tremendously humiliating ordeal he had endured, a slight, almost eerie smile of satisfaction surfaced upon his lips.

End


Author's note: Thank you for reading this far; I hope you enjoyed it.

I normally don't do revenge stories, but after writing of Tommy's godawful humiliations I felt it would be worthwhile (and warranted), so a couple of years after writing this story I followed up with "Tommy's Retribution." It isn't for everyone, as it involves telekinetic powers and time-stop, so obviously it requires suspension of disbelief.

I will begin posting the retribution story shortly in the ENF section.
Last edited by Blondie on Thu Oct 31, 2024 8:05 pm, edited 2 times in total.
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Re: Tommy's Debasement

Post by TeenFan »

A fun story. Yep, that poor boy will never forget..."mine eyes have seen the glory of the burning of the school..." that is one possible revenge
follow up.

The sequel involves "telekinetic powers and time-stop, requiring suspension of disbelief".
No problem there. Stories using supernatural powers are nothing new for the Pantsing and Stripping Forum.
One of the most prolific authors here, Executionus, uses such plot devices (magical rings).
The appearance of a magical "Suggestion Box" that changes reality overnight was a wicked good story (that needs an update, hopefully)
The ages of the characters will be just right if the main actors involved are fifteen, so looking forward to this sequel.
(Does writing the story a couple years later involve the characters aging up as well, or is this story shortly after this humiliating episode?)
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Re: Tommy's Debasement

Post by Blondie »

TeenFan wrote: Fri Dec 22, 2023 3:02 am
The ages of the characters will be just right if the main actors involved are fifteen, so looking forward to this sequel.
(Does writing the story a couple years later involve the characters aging up as well, or is this story shortly after this humiliating episode?)
Yep, that sounds just about right. They do age a bit as the story progresses, though.
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Re: Tommy's Debasement

Post by Bradm23 »

Your stories are far an above my favorites. This one I have read over and over and never tire of it. Underpants memories is another. I hope you are still writing!!
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Re: Tommy's Debasement

Post by Sleepy Slobber »

Blondie, your writing is phenomenal! You're the best storyteller on this forum, hands down. We desperately need a masterpost of your work. Your ability to build tension, develop characters, and craft detailed stories is truly impressive. Your focus on characters' enduring embarrassment sets your writing apart. Unlike others who rush past these moments, you persist on it and let it linger, amplifying the intensity of the perversion.

If you're open to suggestions, I'd love to see you try on a ENM story featuring an embarrassed jock instead of a dweeb. The contrast between the girls lusting on his athletic body and social dynamics of a popular strong guy humiliated by females would be thrilling, the bigger the pride the bigger the shame.

Thank you for sharing your talent with us. As many others I'm eagerly anticipating your next work.
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