Pantsing and Stripping Forums

d'oh I forgot you were 'only' reposting... still, glad you liked the ideas for possible future use

Chapter 8: Forced to Entertain

A Slow, Torturous Stripping

Tommy, with his head bowed, slowly walked up and faced his teacher. He figured he’d be told to take the uniform off, but it appeared she had something else in mind. “Have a seat on top of my desk, please, Tommy,” she ordered.

Sister Mary Ruth was having a marvelous morning. Her strong humiliation fantasies were actually coming to fruition, and the best was yet to come. She had watched, smiling from the window while the girls tantalized Tommy during recess. She had some plans for Tommy for the rest of the day, but most of her actions were unpremeditated. She was taking pleasure in her own spontaneity—in the fact that even she didn't know what humiliation she might execute next.

Tommy sat on the desk with his feet dangling, facing his tormentor with his enraptured classmates looking on from his right. Tommy feared the spontaneity that his teacher was taking pleasure in. The only thing he felt pretty sure of was that he would soon be naked again.

Sister Ruth started undoing the buttons on his blouse, talking to him all the while. “You should be ashamed of yourself, Tommy, forcing me to disrupt this important lesson.” The top three buttons were now undone. “Look at me while I'm speaking to you, Tommy. Look…at…me.” Tommy grudgingly raised his head and stared into his teacher’s eyes, which were dancing with delight. “Because of you we may have to stay a little longer today to complete our math lesson.” The rest of the buttons were undone, and she slowly slipped the blouse off Tommy’s shoulders and off his arms, dropping it in her open bottom drawer.

Tommy knew better than to show any resistance. He started blushing again, as that naked feeling was returning.

The girls and boys of the class were again stimulated by what for them was another delicious stripping scene.

Sister Ruth started to go to work on the shoes and socks, lifting Tommy's foot to her waist as she did so. “Maybe, since you think you know so much that you can disrupt my lessons, I’ll let you teach math to the class.” She deposited the shoes into the drawer, next to the blouse. She slowly started slipping off the knee socks. “Yes, that might be a nice idea. How would you like to stand up in front of the classroom stark naked and teach the class? Would you like that, Tommy?” Tommy shook his head vigorously as Sister Ruth slipped off the last sock. “I thought not. Though I'm sure your classmates would take pleasure in that,” she said with a grin.

She reached inside Tommy’s skirt, causing him to contract his hips involuntarily. “Pardon me, Tommy,” smiled Sister Ruth. "I’m not getting fresh. I'm just going remove your panties. Lift up your fanny, please.” Tommy lifted his hips while Sister Ruth slid the panties all the way down Tommy’s legs and off his feet. She handed the panties to Tommy. “Hold these for me, would you please?” Tommy, chagrined, took the panties from his teacher, scrunching them in his left hand, which was resting on the desk. “You’re wrinkling your pretty panties, Tommy. You’re being quite obstinate, aren’t you? You need to be more cooperative. Okay, just for that you can hold your panties up in the air, and stretch them out with both hands, so your classmates can see them.”

Tommy, red-faced and miserable, reluctantly stretched the panties out with both arms outstretched high in the air. The students laughed out loud at the comical sight. It seemed his humiliation would have no bounds.

Sister Ruth then unzipped Tommy’s skirt. She deftly reached with both arms around Tommy’s back and pulled the skirt from under his rump, slipped it down his legs, and off his feet. She dropped them into the drawer, closed the drawer, and just like that, Tommy was naked again, sitting on the desk and holding up a pair of very feminine panties.


On Top of the Teacher’s Desk

Almost before he could take in what was happening, she said, “Now stand up on the desk, please, Tommy.”

Tommy’s state of distress was about to reach a new level. With tears welling in his eyes, the beet-red Tommy managed to bring himself to a standing position on the desk while holding the panties straight out. Sister Ruth had a devilish grin on her face, as did many of the girls in the class. The guys were watching wide-eyed, unbelieving the display being put on.

Tommy looked straight down at the ground, which was now a good distance from him. “Look at me, Tommy.” Tommy complied. “I’d like you to hold your panties high above your head.” Tommy raised his hands high above his head with the ruffled portion of the panties facing away from him. “Now I’d like you to turn around towards the other girls and boys.” As Tommy did, totally mortified in his latest humiliation, she continued.

“You need to start holding your head up. It is very bad manners to keep looking down at the floor. Your classmates seem to be taking a strong interest in you this morning, Tommy, something you should appreciate, and it’s high time you stopped being rude and started looking them in the eyes. So while you’re standing there, we’re going to continue our math lesson, and I’d like you to look around the room and practice making eye contact with all of your classmates.”

Tommy straightened up and started surveying the grinning faces in the room. He had quite the bird’s-eye view, as his feet were level with the heads of his classmates. He looked at his sister Sally, who was almost delirious in her enjoyment. When they made eye contact, she pursed her lips and made a fake kiss. Tommy blushed even brighter, impossible as it seemed.

After soaking up what was a pleasurable scene for her, Sister Ruth again addressed Tommy. “I’ll take your panties now, Tommy, but you’d better be on your best behavior.” Tommy handed the panties to the evil nun, who in turn deposited them in her drawer, dropping them on top of the girls’ uniform. Tommy now had his arms by his sides, being extremely careful to resist his impulse to cover his modesty.

“Tommy, you can stand there and practice making eye contact with your classmates for the duration of the math lesson. Class, if you see Tommy looking away, I’d like you to let me know. Now open your books to page sixty-two. Tommy, stand up straight. No slouching.”

Tommy straightened his posture, and the teacher, though flushed with stimulation, maintained her coolness and taught the math class as if nothing unusual was transpiring. She knew the class wasn’t learning anything, as all eyes were on their naked classmate instead of their books.

Tommy, mortified to the fullest, stood on the teacher's desk, obediently making eye contact with his grinning classmates. Sister Ruth droned on with the math lesson that nobody was paying attention to.

Finally she said, “Okay, class, I’d like you to turn the page to the next chapter and spend the next few minutes reading quietly.”

With that, she sat down at her desk, propped her book against the back of Tommy's legs, and started reading in silence. The students pretended to read, but in reality no studying was taking place. The novelty of Tommy’s naked predicament hadn’t even begun to wear off, and they were quite fascinated with the scene before them.

For a few minutes Tommy stood there, extremely uncomfortable in the quiet room. Sister Mary Ruth would occasionally look up from her book at the beleaguered student standing above her and smile. She was relishing the power she had to humiliate the poor lad. While staring up at Tommy’s naked backside, her mind was busy conjuring up her next move. She smiled mischievously when an idea hit her.


“Mary Had a Little Lamb”

"It’s awfully quiet in here, class, don’t you think?" she mused. "I have an idea." She tapped her chin thoughtfully. "I don’t know about you, but I tend to concentrate better with a little music in the background. Since Tommy isn’t busy studying like the rest of you, perhaps he’d like to entertain us with a song."

A wave of excitement rippled through the room. The students turned their eyes to Tommy, who stood frozen in place, his face paling at the mere suggestion.

Sister Mary Ruth couldn’t see the full extent of his dread from her position, but she did catch the slump of his shoulders, which told her all she needed to know.

"Yes, I think that’s a wonderful idea," she said with a knowing smile. "Now, Tommy, you may sing any song you like, but be sure to maintain eye contact with your audience while you perform."

Sister Ruth moved over to stand by the window as she spoke, giving her a frontal view of her wretched victim. Tommy was silent.

“We’re waiting,” urged the teacher.

Tommy swallowed hard. He wasn’t exactly in a position to argue. His mind raced, scrambling for a song—any song—that he could sing to get this over with. Finally, the only tune that surfaced was a childhood nursery rhyme, and before he could second-guess himself, he started softly:

♬ "Mary had a little lamb, little lamb, little lamb..." ♬

The class erupted into giggles. The absurdity of the situation wasn’t lost on anyone. Tommy was standing on the teacher's desk, naked as the day he was born, timidly singing a nursery rhyme in front of his classmates.

Sister Mary Ruth, stifling a chuckle of her own, shook her head. "That’s not bad, Tommy, but I don’t think the people in the back could hear you very well. You need to project your voice. Start over, but this time, sing from the diaphragm."

Tommy winced but had no choice. He took a deep breath and raised his voice:

♬ "MARY HAD A LITTLE LAMB, LITTLE LAMB, LITTLE LAMB!" ♬

He sang through the entire song, his voice growing louder and more animated with each verse, much to the delight of the class. When he finally finished, he exhaled in relief, hoping that it would be the end of it.

But Sister Mary Ruth wasn’t done. "You’re improving, Tommy, but you need to put a little more pizzazz into it," she declared. "Here, let me demonstrate."

To the students' amusement, the teacher suddenly launched into an exaggerated rendition of the same song, gesturing grandly with her hands and swaying dramatically. She stretched her arms out to her sides, then raised them high in the air for a grand, theatrical finish. The class burst into laughter and clapped along.

"See, that’s how you captivate an audience," she said, beaming. "Now, Tommy, I want you to try again. But this time, with feeling. And make sure you use the gestures, just as I demonstrated."

The class quieted, anxiously awaited Tommy’s next performance.

Tommy groaned inwardly but knew resisting would only prolong his misery. He resigned himself to his fate, lifted his arms just as Sister Mary Ruth had, and, to the delight of his classmates, dramatically belted out the song once more—complete with all the flourishes.

When he finished, the room exploded with applause. The students cheered and giggled, and Tommy’s face burned redder than ever.


Rebuked by Cindy

After the applause died down, again there was anticipation as to what would happen next. Interestingly enough, it was Cindy who played the main part in Tommy’s next humiliation.

The whole time Tommy was standing on the desk he followed his teacher’s orders and made eye contact with his audience. He looked at everybody, but he avoided connecting with Cindy. He knew she was reveling in his humiliation, and he averted eye contact with her, knowing that looking at her grinning face would only exacerbate his already extreme embarrassment. Cindy was not pleased that Tommy had ignored her, and it was at this point that she exacted her revenge. She raised her hand.

“Yes, Cindy?” asked the teacher.

“Sister Ruth, you asked us to tell you if Tommy failed to make eye contact with us. Well, I’m sorry to have to report that not once did he make eye contact with me while he was singing his nice song.”

“Thank you for telling me, Cindy.”

Sister Mary Ruth raised an eyebrow and looked up at the cowering, naked boy. "Is that true, Tommy?"

Tommy hesitated before nodding reluctantly.

"Well, that hardly seems fair, does it?" Sister Mary Ruth said with mock sympathy. She walked over to Cindy’s desk. “Tommy, will you come down and step over here, please?”

Tommy climbed down from the desk and reluctantly walked over to the grinning Cindy. He was now standing right next to her desk. His genitals were at her eye level, only a couple of feet away. His hands were by his sides. He dearly wanted to cover himself up.

“Now I’d like you to apologize to Cindy, Tommy.”

Tommy sighed and turned to face Cindy, who was grinning ear to ear. "I’m sorry, Cindy," he mumbled.

Cindy cocked her head, clearly enjoying herself. "Hmm. I don’t know, Tommy. I feel really left out. I think the only way I can truly forgive you… is if you sing the song again. But this time, you have to look at me the entire time."

The class erupted into fresh laughter. Tommy’s stomach dropped.

Sister Mary Ruth made no move to intervene. "That seems like a fair request," she said with a smile. "Go on, Tommy."

Tommy wished the earth would open up and swallow him whole. Standing before Cindy, once again he sang his song, keeping his eyes on hers all the while. Grinning freely, Cindy returned his eye contact, though occasionally she would run her eyes up and down the naked body of the thoroughly humiliated lad.

By the time he finished, he was blinking back tears of humiliation.

Cindy noticed the tears and showed some compassion. "Okay, Tommy, I guess I can forgive you," she said sweetly. "Just make sure to always pay attention to me from now on."

Sister Mary Ruth clasped her hands together. "Well, that was quite the performance! But now, class—time for lunch!"

Tommy’s stomach churned. After what had happened at recess, he dreaded what the next part of the day had in store for him.

Chapter 9: The Girls' Bathroom

The Training Bra

Noon had arrived, and with it came the moment Tommy had been dreading—the lunch hour. As expected, Sister Mary Ruth reached into her desk drawer and pulled out the familiar girls’ uniform.

Tommy had mixed feelings. On the one hand, he wasn’t thrilled about wearing the girly clothes again, but on the other hand, it meant actually being dressed—so, small victories.

“Come over here, Tommy. Let’s get you properly dressed for lunch,” Sister Mary Ruth instructed with a knowing smile.

Reluctantly, Tommy turned away from Cindy’s amused gaze and trudged toward the teacher’s desk. With exaggerated care, she stretched out the lavender panties he had worn at recess, and Tommy stepped into them, his face burning as the class watched with amusement.

Sister Mary Ruth lifted the blouse next, ready to slip it through his arms, but then she suddenly paused. “Oh! I almost forgot!” she said, turning back toward her desk drawer. “I have a special addition to your wardrobe.”

Tommy squirmed as he watched, his stomach twisting into knots.

“I really must apologize for sending you out to recess without this,” Sister Mary Ruth continued, her tone dripping with playful mischief. She rummaged through her desk drawer, taking her sweet time, letting the anticipation build.

"Ah, here we are,” she said, as she finally pulled out the mystery garment with a triumphant flourish, revealing a dainty, lavender-colored training bra.

It looked like this:



The classroom erupted in laughter.

Tommy’s jaw nearly hit the floor. His face, already flushed, somehow turned an even deeper shade of red.

Sister Mary Ruth held the tiny bra up proudly, turning it this way and that as if showing off a prized possession.

“All proper young ladies need a bit of support for their developing chests,” she declared over the chorus of giggles. Then, with a perfectly timed pause, she added, “Of course, I realize you don’t have much to support, Tommy, but all your fellow coeds are wearing bras, so it’s only fair that you do too.”

The giggles turned into outright cackles.

“Arms up, please,” she instructed, barely containing her grin.

Tommy opened his mouth to protest—then thought better of it. He knew by now that arguing would only make things worse. He hesitated just for a moment before slowly, reluctantly lifting his arms.

The class leaned forward in eager anticipation as their teacher slipped the delicate undergarment over his chest, adjusting the straps with meticulous care. She stepped back and clasped her hands together, admiring her work.

“Oh, how charming!” she cooed, tilting her head as if admiring a masterpiece. “Your little bra matches your pretty panties perfectly! And my, how you’re blushing so!”

As more laughter filled the room, Tommy groaned inwardly as she picked up the white blouse and held it out. The reluctantly compliant Tommy slipped his arms through the sleeve holes. Sister Ruth smiled as she regarded his glowing face.

“There’s no need to be so embarrassed, Tommy. You look just as pretty in your little training bra as the other girls do in their regular bras.” She gave the last button a satisfied pat. "Maybe even prettier, since yours is such a lovely color." Tommy’s look of wretchedness only spurred the evil nun on further.

“The good news is that your bra shows through your blouse quite nicely. Everyone will know that you are becoming a big girl now."

The laughter in the room was deafening. Tommy was glowing brighter than a stoplight.

Sister Mary Ruth then turned her attention to the uniform skirt, fastening it securely around his waist before patting the top of her desk. “Why don’t you hop up here, Tommy, so we can get your socks and shoes on?”

Tommy hesitated but obeyed, perching himself atop the desk while the teacher knelt beside him. She reached for the pair of knee-high socks but suddenly stopped mid-motion.

“Oh! Silly me,” she said, reaching into the pocket of her habit. “I have one more little surprise for you.”

Tommy swallowed nervously as she pulled out a different pair of socks—white, dainty, and trimmed with a delicate lace frill.

“I thought these would be perfect for you,” she mused, slipping them onto his feet. “Normally, the girls stop wearing these after first or second grade, but since it’s warm outside, I thought you’d be much more comfortable with your legs nice and bare.”

The giggles in the room reached a fever pitch.

Tommy’s mortification deepened as the final touch—shiny black Mary Jane shoes—were fastened onto his feet.

Sister Ruth stood back and admired the finished look, her eyes twinkling. “Oh, this is just precious,” she declared, clasping her hands together. “Tommy, dear, I do believe you’re the sweetest little schoolgirl in class.”

The entire room burst into laughter, and Tommy, cheeks burning, wished more than anything that the floor could just open up and swallow him whole.

“Oh, I must have a picture,” Sister Ruth declared, pulling her phone from the folds of her habit. She held it up, framing the perfect shot of Tommy sitting on the desk in his frilly socks and Mary Janes. The classroom filled with laughter as the mortified boy sat frozen in place, his face burning hotter than ever.

Click.

This was the result:



Sister Ruth beamed as she put her phone away. “There. A lovely keepsake,” she mused before turning her attention back to Tommy. She gave him an exaggerated once-over, her gaze lingering on his legs.

“I must say, Tommy, you look absolutely lovely in your frilly new socks.” She clasped her hands together in delight. “And my, what pretty legs you have! I daresay some of the other girls might be a little jealous.”

The giggling around the room grew even louder as Tommy sat, head bowed, his blush deepening by the second.

Then came the next blow.

“Tommy, did you go to the bathroom during recess?” Sister Mary Ruth asked casually.

Tommy stiffened and nodded his head. In truth, he did need to pee, but something told him he wouldn’t like where this conversation was heading.

“Well, in any case, you’d better do your business on the way out,” she said matter-of-factly. “And, of course, since you’re dressed so appropriately, you’ll be using the girls’ bathroom.”

Tommy’s heart dropped.

“Oh! And Cindy, dear, would you be so kind as to assist Tommy if he has any trouble in the unfamiliar surroundings?”

Cindy’s eyes sparkled with delight. “Of course, Sister Mary Ruth! I’d be happy to help.”

"Also, make sure Tommy takes off his skirt and panties before he goes potty. I’d hate for him to drip any of his wee-wees his new clothes. Could you be a dear and hold Tommy’s skirt and panties while he tinkles?”

Cindy nodded and grinned widely, then tilted her head innocently. “Would you like me to hold his blouse for him, too?”

Sister Mary Ruth chuckled, shaking her head. “No, that won’t be necessary. Just make sure nothing is dripping from his little wee-wee before you let him get dressed again.”

Cindy grinned in satisfaction. Meanwhile, Tommy's stomach twisted into knots.


Cindy Takes Control

The class lined up for lunch, the girls in one line, the boys in another. Tommy, much to his dismay, found himself firmly placed in the girls’ line. He walked with hesitant, timid steps, dreading what lay ahead.

By the time they reached the girls’ bathroom, every girl in the seventh grade was eagerly trailing behind, not about to miss what promised to be a most entertaining spectacle.

Tommy shuffled inside, feeling ridiculously out of place. There were no urinals. Only stalls. But that was the least of his problems.

Cindy pointed at Tommy’s waist. “All right, Tommy,” she said sweetly, “hand over your skirt.”

Tommy looked at Cindy pleadingly. “P-please, Cindy…”

"Come on, Tommy. Off with it," she persisted.

Tommy looked around at all the smiling, expectant faces.

"B-but...."

“I’m not going to tell you again," interrupted Cindy. "Take. Off. Your. Skirt.”

Tommy could see that he would get no mercy from the young vixen. He fumbled with the zipper of the skirt, slipping it off with reluctance. Cindy snatched it from his hands with a triumphant grin.

“I’ll take your pretty little panties now, Tommy. We don’t want you staining them when you do your wee-wees.”

The giggling from all the girls echoed off the walls of the bathroom. Tommy, his face glowing, was beside himself in his torment. He swallowed hard.

“P-please, Cindy, could you give me a break? At least let me get in the stall and pass them over to you?”

Cindy scoffed. “Oh, now where’s the fun in that?” she teased. “Besides, do you really want me telling Sister Mary Ruth that you weren’t being cooperative? I don’t think you want me to do that. Now take off your panties, and you’d better not try to cover up your little pee-pee.”

Sally and the other girls giggled with unbridled enjoyment.

Tommy hesitated, torn between his options—which, let’s be honest, weren’t really options at all. He looked at Cindy pleadingly. Cindy just smiled while staring at his panties.

He knew what he had to do. He slipped off the panties and handed them to the beaming Cindy. He was feeling his nudity but took a minor amount of solace in the fact that the blouse hung down low enough to cover his penis, and most of his bum. But just as he turned toward the stalls, Cindy spoke again.

“Hold it!”

He stopped dead in his tracks.

“I’ll take your blouse, too,” she said, smirking.

Tommy’s eyes widened. “B-but Sister Ruth said—”

“Oh, you don’t need to worry about what she said,” Cindy interrupted smoothly. “I’m in charge now. And who do you think she’s going to believe, you or me?” She crossed her arms, tapping her foot. “Now hand it over.”

Tommy swallowed thickly. He knew she was right—if Sister Mary Ruth was forced to get involved, things would only get worse. With shaking hands, he slowly unbuttoned the blouse, slipping it off and handing it over to his adversary. In doing so he glanced at her and turned a deeper shade of red when he saw the huge grin on her face. She was obviously in her glory, having forced him to strip at her behest.

Much to the girls' amusement, Tommy was now naked but for the training bra, Mary Janes and frilly socks. Unable to endure any more, he made a beeline for one of the stalls. But the other girls were one step ahead of him. There were only four stalls in the room, and before Tommy could get to them, four of the girls dashed in and shut the door of each one.

Sally giggled, “I guess you’ll have to stand in line to pee, Tommy dearest. Don’t worry, we’ll try not to stare at your hairless little pee-pee while you wait,” she said while blatantly staring at his penis.

Tommy stood at the door of the last stall, red-faced and bare-assed, waiting. And waiting. And waiting.


An Unwelcome Testicle Massage

After what seemed to him like perpetuity, the door to the next-to-last stall opened, and a grinning Laura stepped out. She decided to enjoy the moment. She blocked Tommy’s hurried attempt to get into the stall, and looked him up and down.

“What’s your hurry, little boy? Relax—the potty’s not going anywhere. Do you have to go really badly?”

The giggles rang throughout the restroom. Then, much to Tommy’s shock and dismay, she reached down and tickled his scrotum lightly with her fingers. Tommy, startled by the sudden, unexpected intrusion, momentarily froze in his tracks. Emboldened by Tommy’s reticence, Laura tightened her grip slightly and began massaging his testicles.

“You’ve got the cutest little balls, Tommy,” she said. “They're like little marbles. And they're so smooth.”

To the sound of boisterous laughter, the chagrined Tommy recovered from his stupor and grabbed Laura’s wrist, pulled her aside and scooted into the stall, closing and locking the door behind him. Thankful for his shelter, temporary as it might be, he leaned against the door and breathed a few heavy sighs of relief.


Unable to Pee

He stood over the toilet and was just about to let loose with his stream when he saw out of the corner of his eye a girl’s head peeking over from the stall next to him. Then another head. And another. Then more heads appeared on the other side. One of the girls reached down and unlocked the door, allowing Cindy and Sally to step in. They stood in front of Tommy on either side of the toilet, grinning as they stared down at his penis. Tommy was taken aback, and even though his need to urinate was strong, nothing was forthcoming.

“What’s the matter, Tommy, can’t you tinkle in front of the girls?” teased Sally.

As the giggling continued, Tommy just stood there, knowing that if he could just get the flow started, he could get it done. But try as he did, he just couldn’t pee under the excruciating circumstances.

The girls weren’t going anywhere, and he understood that he wouldn’t get the uniform back until he did his business. He realized what he had to do. He lowered the toilet seat and sat down. He held his penis down toward the bottom of the bowl, thus giving him just enough coverage to lower his level of self-consciousness.

Finally, the unmistakable tinkling sound filled the room. As he relieved himself, the girls outside only grew more entertained. They erupted into laughter.

And then, as if things couldn’t get worse—applause.

Tommy buried his face in his hands.


Naked Calisthenics

When he finally emerged, cheeks blazing, Cindy was waiting by the door, his skirt and blouse still in her grasp. But when he reached for them, she yanked them back.

“Not so fast,” Cindy teased, holding the clothes just out of reach. “You heard Sister Ruth. I have to make sure you’re not going to drip anything from your little pee-pee. Are you sure you’re finished down there?” She and the other grinning girls looked down at Tommy’s penis as she spoke.

“Yes,” Tommy mumbled, shifting anxiously. “P-please, Cindy, just give me my… my clothes.”

"No, we have to be sure. Can you please wiggle it around for me so I can make sure nothing comes out?”

Tommy couldn’t believe the depths of his embarrassment. Every fiber of his being screamed in protest, but he obeyed. He took his right hand and quickly shook his penis back and forth.

The girls giggled uncontrollably.

“I don’t know, girls. I thought I might have seen something drip out. What do you think, Sally?” asked Cindy.

“I think you better have him do it again,” answered Sally as she brushed tears of laughter away with the back of her hand.

Cindy was absolutely thriving in her moment of authority, and she wasn’t about to let the opportunity slip away.

“Tell you what, Tommy,” she said, tapping her chin as if deep in thought. “I’d like you to jump up and down—really fast—until I say stop. And I want you to stretch your hands up as high as they can go.”

Tommy swallowed hard. “C-Cindy, please…”

Cindy wagged her finger. “Ah, ah, ah! Don’t make me tell Sister Mary Ruth that you aren’t cooperating.” She raised her brows expectantly.

Tommy’s shoulders slumped. He knew there was no way out of this. Blushing furiously, he slowly raised his arms, his face burning as he began bouncing on the balls of his feet.

The girls squealed in delight as they watched, their eyes wide with amusement as they focused on his penis bobbing up and down.

“Good, good!” Cindy praised, making no effort to contain her amusement. Then, with an impish glint in her eye, she held up her index finger and wiggled it back and forth.

“When you see me do this,” she instructed, “I want you to keep jumping, but also move your hips back and forth so your pee-pee goes sideways."

Tommy’s stomach twisted in knots. But at this point, he had no choice but to play along.

The moment Cindy gave the signal, Tommy—his face practically glowing red—hesitantly swayed his hips while continuing to bounce. He looked utterly ridiculous, hopping and wiggling like some kind of awkward, naked ballerina. His little penis and balls were bouncing around wildly, much to the hilarity of his audience.

Cindy clutched her stomach, laughing so hard she could barely breathe. “Oh, Tommy, this is priceless!” she gasped between giggles

Tommy had never been more embarrassed in his life.

Finally, after what felt like an eternity, Cindy relented.

“Well, after that performance, if there was anything left, it’s gotta be gone now,” laughed Cindy.”

She flicked the skirt and blouse toward him with a playful toss. But the panties weren’t forthcoming, causing Tommy to feel even more ill at ease.

Tommy scrambled to pull his uniform back on, his hands fumbling in his haste.

But even fully dressed, he still felt utterly exposed.

His uneasiness increased as he was led to face the outside world amid a gaggle of giggling girls.

How grievous, a gaggle of giggling girls watching poor Tommy get his gonads gripped. (gee wiz, gotta love alliteration).

Poor Tommy has a shy bladder. Heaven forbid he has to go number two.

I bet he would look so cute in a bikini. Does the school have a pool?

Chapter10: Girls' Lunch Meat: Tommy

A Reunion with the Eighth Graders

Tommy walked apprehensively with the girls out to the schoolyard. They were all carrying their lunches, though Tommy, quite understandably, didn’t have much of an appetite. He was very leery of the three eighth grade girls who had harassed him and almost stripped his skirt off during recess. He had an inkling that he had not seen the last of them. He kept his head down, but his eyes darted warily around the schoolyard, searching for them. He knew it was only a matter of time.

It didn’t take long.

“Well, there you are, Tammy!” Karen cooed as she and her two partners-in-mischief, Linda and Nancy, descended upon him. “We’ve been waiting for you. So lovely to see you!” She punctuated her greeting with a playful stroke across one of Tommy’s burning red cheeks before letting her gaze drop lower.

Her eyes lit up. “Ohhh, how precious! You’re wearing a training bra over your little boobies! Aren’t you the big girl now!" She giggled, nudging Linda, who smirked right along with her. “And these,” she said while pointing to his socks. “They are simply darling! Look at how they show off your pretty little legs. Girls, aren’t you just so jealous?”

What Tommy had dreaded was coming to fruition, in spades.

“Won’t you come join us for lunch, sweetheart?” said Karen, looping an arm through his before he could even think of escaping. Then, with a mischievous glance toward Cindy and Sally, she added, “Maybe your sister and her friend would like to join us, too?”

“We’d love to!” responded Sally. Cindy nodded enthusiastically.

As they walked, a light breeze whispered beneath his skirt, making him shudder. The lack of anything beneath it left him feeling exposed in a way he’d never experienced before. He clenched his thighs together, trying to ignore the sensation, but it was impossible not to be hyper-aware of his nakedness and vulnerability.

Karen and Linda guided him toward a shaded spot under the biggest tree in the girls’ play area, where two backless benches sat waiting. They plopped down on either side of him, effectively boxing him in, while Cindy, Sally, and Nancy took the bench opposite them.

All around them, other girls watched intently, their excitement palpable. There was a buzz in the air, an unspoken understanding that something extraordinary could happen at any moment.

Lunch bags rustled open, and while the girls chatted, giggled, and munched away happily, Tommy merely nibbled at his sandwich, keeping his head down.

“Tommy’s quite the little songbird,” Sally announced suddenly, her voice brimming with mischief. “He treated us to a lovely performance of 'Mary Had a Little Lamb' last period.” She turned to Tommy, grinning. “Tell them where you were standing, Tommy.”

Tommy wanted no part of the conversation, but he knew that ignoring the question would only bring on further torment.

“On the teacher’s desk,” Tommy said softly while staring at the ground.

Karen clapped her hands together. “Oh, that is fantastic!” she gushed.

“Tell them what you were wearing, Tommy,” baited his sister.

Tommy blushed deeper, and, after a lengthy silence, he answered again, very softly. “Nothing.”

“Whooaaahh,” the three eighth graders exclaimed and clapped, both in merriment and disbelief.

“You mean you were naked, Tammy?” asked Karen animatedly. Tommy nodded disconsolately. “Say it. I want to hear you say ‘naked.’ ”

“N…naked,” he obliged, decidedly unenthusiastically.

“Say it louder.”

“NAKED!” Tommy was blushing crimson.

“Excellent! I just love that word, don’t you? You were naked, Tammy! Naked, and everybody in your class was ogling your nakedness!” She looked him up and down, undressing him with her eyes. “Weren’t you, like, totally humiliated, singing away on the desk with your little weenie out there for everyone to see?” taunted Karen.

While Tommy remained silent Karen reached down and adjusted one of his socks, then playfully ran her fingers up his bare leg. She looked at the blushing boy and smiled.

“Maybe you can get naked for us,” she said in a flirtatious tone.

While Tommy squirmed in discomfort under the relentless teasing, Sally suddenly stood up, a sly grin spreading across her face. Without a word, she reached into her pocket and hung Tommy’s missing panties from a low-hanging tree branch. The delicate garment swayed slightly in the breeze, drawing the attention of every girl nearby.

A fresh wave of laughter rippled through the crowd as heads turned toward the latest spectacle.

Tommy’s stomach plummeted. His eyes darted up to the tree, and he flinched noticeably at the sight of the panties dangling like some kind of embarrassing trophy.

Karen’s grin widened. She let her gaze drift back to Tommy’s skirt, eyes twinkling with mischief. “Oh my,” she said, feigning shock. “Does this mean what I think it means?”

Tommy didn't answer, and Karen continued.

“Tammy, you naughty little girl!” she teased, nudging Linda with her elbow. “Running around without your panties—what would your mother say?”

She playfully reached for the hem of his skirt in an attempt to peek underneath. “Maybe we should check—”

Tommy reacted instantly, swatting her hand away, his face blazing. The girls erupted into giggles.

Nancy leaned forward, resting her chin in her hand. “You’re awfully quiet, Tammy,” she mused, her voice dripping with fake concern. “Here we are, being so nice to you, trying to make you feel welcome, and you’re just sitting there, sulking.” She pouted theatrically before exchanging a knowing glance with Karen.

"Could you at least stand up and sing your song for us while we eat our lunch? That would be really sweet of you. Nancy clapped her hands together. “Yes! You can stand right here on the bench so everyone can see and hear you better.” She gestured invitingly to the spot beside her. “Go on, Tammy, don’t be shy.”

Karen giggled, tilting her head. “Oh, and maybe you can do a little dance this time! Just standing there and singing is so boring. It'd be so much fun to see you dance for us."

She smirked before adding, “And since you insisted on running around without your panties, I think some extra twirling is in order. We must make sure that skirt flutters for us.”

The girls burst into fresh laughter as Tommy turned an even deeper shade of red.

“Oh! I know! How about some nice, big ballet twirls? Arms up high, just like a real ballerina!” She clasped her hands together. “Wouldn’t that be adorable?”

Cindy grinned. “And don’t forget the curtsy at the end, Tammy.”

Tommy sat frozen, utterly mortified. Every eye was on him, every giggle drilling deeper into his humiliation.

Karen clapped her hands twice. “Come on now, Tammy. Up you go!”


An Ill-Fated Escape Attempt

Tommy, of course, had no interest in performing any sort of song-and-dance routine, especially in his current predicament. And he sensed that his plight would only degenerate the longer he stuck around. Figuring that his best alternative was to get away from the bullies as quickly as possible, he suddenly jumped up in an effort to make a run for it.

But Nancy was ready for him. She grabbed him by his ankle, and Tommy went sprawling to the ground. In doing so his skirt rose up, exposing half of his naked buttocks. To the sound of squealing schoolgirls Karen sat down on Tommy’s back, facing his rear end. Nancy grasped Tommy’s ankles to stop him from kicking, while Karen lifted the back of Tommy’s skirt and tucked it underneath her. Tommy was now fully exposed from the waist down.

“Cute little buns, Tammy,” chortled Karen. “I think they need to be spanked! We’ll teach you not to run away from us. Come on, girls, let’s give this little girl the spanking she deserves!”

“No! Please!” Tommy pleaded.

But he was helpless as the five girls took turns joyously slapping his bare ass, quickly rendering it as red as his face. The rest of the schoolgirls had milled around, exuberantly cheering on his assailants.

When Tommy’s backside was sufficiently warmed Karen and Linda released him, and Tommy, on the verge of tears, straightened his skirt and rose slowly. Staring straight down, he made a move to sit down on the bench when Karen interrupted him.

"You still owe us a performance," Karen reminded him, grinning. "And we don’t just want to hear you sing. We want to see you dance."

Tommy’s stomach twisted. Singing was bad enough—but dancing? Like this?

“I-I can’t dance,” Tommy stammered.

Karen smirked. “Nonsense. Everyone can dance. Here, I’ll help you.” She grabbed his hands and playfully swayed them back and forth. The other girls giggled as Tommy turned bright red.

"P-please," begged Tommy. "Can I just....can I just sing?"

Karen leaned in. “Here's the deal, Tammy. You can either dance and sing for us right now….or we make things even more interesting. Maybe you’d rather do it without your skirt?"

The suggestion incentivized Tommy to turn his head and take a peek at the bench.

"Up you go, little girly boy,” said Karen as she patted the spot on the bench.

Tommy knew there was no winning. With a resigned sigh, he hesitantly climbed onto the bench, his whole body stiff as a board. He looked up and was treated to the sight of the lavender panties dangling from a branch, just above his head.

The girls tittered with anticipation.

"Now," Karen instructed, barely containing her amusement, "sing nice and loud so everyone can hear. And don’t just stand there—make sure you dance, too! Oh, and when you’re done, don’t forget a lovely, ladylike curtsey."

Tommy hesitated.

Karen grinned. “Or we really make you regret it.”

That was enough. Face burning, Tommy took a deep breath, and—his voice shaky and humiliated—began.


A Repeat Performance

♬ "Mary had a little lamb, little lamb, little lamb…" ♬

The moment the first few words left his mouth, the girls burst into laughter.

“Louder, Tammy! We want the boys to hear you, too!” Karen called out.

Tommy clenched his fists and forced himself to project his voice.

♬ "MARY HAD A LITTLE LAMB, LITTLE LAMB, LITTLE LAMB!"♬

Karen clapped her hands. "Now, dance, Tammy!”

Tommy’s stomach twisted. He hesitated, but Karen urged him on.

"Do something with those hips, Tammy! Come on, show us what you've got!"

Tommy’s movements were painfully awkward—a stiff, robotic swaying from side to side as he mumbled the words.

“No, no, no!” Cindy laughed. “That’s barely moving! You need to dance for us!”

"More hips, Tammy!" Linda added.

But try as he might, Tommy was unable to will himself to dance to the girls' satisfaction, causing Karen to further Tommy's already humiliating condition.

"That’s not much of a dance, Tammy," she admonished. "Since you’re holding back, you’ll have to entertain us by showing off that adorable little training bra of yours. Off with the blouse, sweetheart!"

Tommy stood dumbfounded.

“I’m not going to tell you again, Tammy. Take off your blouse, or we’ll take off everything.”

Tommy had no doubt that the girls would follow through on that threat. His breaths were quick and shallow as he fumbled with the buttons of his blouse and slipped it off, his hands hesitating for a moment before Karen swiftly plucked it from his grasp.

The moment the girls got a full view of his little training bra, the laughter exploded. Giggles and squeals filled the air as Tommy’s face turned a shade of red that could match a stop sign.

"Oh, just look at you!" Karen gushed, her eyes twinkling with mischief. "Tammy, you must be so embarrassed, standing here in your pretty little training bra for everyone to see. I mean, I can’t even imagine!"

She let the laughter swell again, savoring the moment before clapping her hands together. "Alright, enough stalling—time to give us a real performance. Dance and sing like you mean it, and when you’re done, I want to see the cutest little curtsy. Got it, sweetheart?"

Tommy, now completely mortified, forced himself to move his hips more exaggeratedly, swaying side to side in an awkward little shuffle. He then reluctantly shuffled his feet and lifted his arms, much to the girls' delight. They were in hysterics, clapping along as he pranced and twisted, his skirt bouncing slightly with each humiliating step.

“Higher knees, Tammy! Give us a real show!" Sally called out, giggling.

Tommy thought he might faint from embarrassment. But he had no choice. He forced himself to lift his knees a little higher, his steps turning into an awkward, bouncy march.

♬ "IT FOLLOWED HER TO SCHOOL ONE DAY, SCHOOL ONE DAY, SCHOOL ONE DAY…" ♬

"And now… twirl!" Karen ordered.

Tommy, cringing, did as he was told. His skirt flared slightly as he spun in place inelegantly, making the girls shriek with delight.

"That's it!" Karen cheered. "Now, big finish—give us a nice curtsey!"

Tommy hesitated.

"Do it, or the skirt comes off!"

Defeated, Tommy bent his knees, grabbed the sides of his skirt, and gave an exaggerated, humiliating curtsey.

The schoolyard erupted with cheers and laughter.

Tommy started to step down from the bench, desperate to escape the spotlight, but Karen was quicker. She slid in front of him, hands on her hips, smirking.

“Do you know any other songs, Tammy? Everybody’s having such a wonderful time, we don’t want the show to end just yet. Do we, girls?”

A resounding “Nooo!” rang out from the excited crowd.

Tommy, utterly mortified, struggled to think of another song. His brain scrambled for anything—anything—to get this over with as quickly as possible. And then, for some inexplicable reason, the first thing that came to mind was a Christmas carol.

♬ "Dashing through the snow, in a one-horse open sleigh…" ♬

The moment the words left his mouth, the girls shrieked with laughter.

Karen wiped away a tear of laughter. “Oh my God, this is priceless, Tammy!"

Tommy’s face burned hotter.

“Don’t forget to dance while you sing!” Karen reminded him.

Tommy hesitated.

“Daaaance, Tammy,” Cindy chimed in. “Do we have to take your skirt off?”

Knowing resistance was futile, Tommy stiffly resumed his humiliating little jig—awkwardly lifting his knees, swinging his arms with as much enthusiasm as could muster.

The hilarity was considerable, and was about to intensify.

Tommy was too overwhelmed with humiliation to notice Karen sneaking up behind him. And so distracted was he by his own misery that he didn’t even register the movements at the back of his skirt and the light tugging at his training bra. Karen, grinning fiendishly, was pinning the back hem of Tommy’s skirt to his training bra, one pin on each side, high on his back.

Suddenly, the audience shifted, giggling and whispering excitedly as they hurried to the other side of the bench. Tommy didn’t know why—until he felt a cool breeze where there definitely shouldn’t have been one.

Tommy momentarily stopped in his tracks when he was struck by the horrifying realization that his naked ass was now on full display.

“Keep singing and dancing, Tammy!” Karen prompted,

A fresh wave of laughter erupted as Tommy forced himself to keep singing, mortification mounting by the second. He was now putting on quite a show—prancing and singing while the entire audience had a perfect view of his naked backside.

♬ "JINGLE BELLS, JINGLE BELLS, JINGLE ALL THE WAY…" ♬

“Oh, this is too much!” one girl giggled from behind him.

The teasing reached a fever pitch as Tommy continued his reluctant little dance.

“Shake that ass, Tammy!” one girl teased.

“Oooh, look how red he’s turning!” another giggled.

The clapping grew louder. The laughter was relentless. The scene was officially out of control.

The girls clapped along in rhythm, cheering him on like he was a star performer rather than the most embarrassed boy on the planet.

When he finally stumbled through the last verse, the yard exploded with applause.

“And now… for the grand finale!” Karen announced. “Take a bow, Tammy.”

Tommy’s hesitated, as one might expect.

“Do I need to remind you what happens if you don’t do as you’re told?” Karen added, grinning.

Knowing he had no choice, Tommy, with the utmost reluctance, bent at the waist.

A fresh round of squeals and laughter erupted as his appreciative audience drank up the scene of Tommy’s red cheeks standing out for them. Those that examined closely—as most certainly did—could just make out the bottom portion of his testicles, which had shriveled up considerably in his profound embarrassment.

“Ohhh, what a sight!” someone hooted.

As Tommy tried to straighten up, Karen gently pressed a hand to the back of his head, keeping him down just a little longer—just enough to draw out the moment for maximum effect.

Finally, she released him, and Tommy scrambled down from the bench. His hands shot to his back, fingers fumbling frantically to unpin his skirt.

But Karen had been strategic. The pins were just out of his reach, no matter which angle he tried. He frantically reached from the top, then the bottom, then the sides, but he kept coming up short, much to his exasperation. The spectacle of Tommy turning himself in frantic, useless circles had the girls howling with laughter.

At one point Tommy felt a hand reach between his legs from behind and take hold of his penis. “I got it!” squealed Karen, who was holding on with her thumb and first two fingers. “Oh, my God, it's so tiny I could barely find it!” she shrieked, to the tune of boisterous laughter

It would be a few excruciating seconds before the horrified Tommy could extricate himself from her grasp.

Mercifully, the bell rang to signify the end of the lunch period.

“Awww, poor Tammy,” Cindy cooed. “Want some help?”

Before Tommy could respond, Karen undid the pins, and to Tommy's utmost relief the skirt fell back into place.

“Thanks for the wonderful entertainment, sweetheart,” she whispered in his ear. "But I still haven’t seen your tiny little pee-pee that everyone is talking about. I felt it, but I still haven’t seen it. I’m still planning on seeing you naked before the day is done. Maybe I’ll get my chance at dance class this afternoon. Maybe you can really put on a show and dance naked for me.”

She planted a teasing kiss on his forehead. “See you then, sweet cheeks.”

She tossed his blouse at him with a wink before sauntering off, laughing with the others.

Tommy stood there, shell-shocked, blouse clutched in his trembling hands. He had completely forgotten that Wednesday was dance day for the combined seventh and eighth grade classes.

“Oh, no,” he muttered aloud, his voice quivering.

Chapter 11: Sisterhood of Humiliation

Reminiscences of Humiliations Gone By

During the lunch period, Sister Ruth spent most of her time gazing out her window. Her view overlooked the girls’ play yard, where an amusing little scene was unfolding—one that brought a nostalgic smile to her face. The girls were clearly having a delightful time toying with young Tommy, and she couldn’t help but be entertained.

It took her back to her own school days, when she was in the seventh grade. She recalled one particular teacher who had a knack for creative discipline—especially when it came to mischievous boys. She smiled to herself as she looked back fondly at the memories.

Two memories stood out: On the first occasion the teacher forced a boy student to stand up in front of the room while she slipped a frilly pinafore over his clothes. She remembered the strange tingling she felt while taking in the lad’s profusely blushing face. She had let her imagination run wild at the time, wondering how embarrassed he would have been if the teacher had made him put on a short skirt and slip on a pair of panties underneath. Her feeling of stimulation at the time was her first inkling of her predisposition toward the enjoyment of enforced humiliation.

Later that year, another one of the boys misbehaved in class. The teacher called the boy to the front of the room. She had a ruler in her hand and asked him to hold his hands out. When he refused, she was so furious that she overpowered him by putting him across her knees, pulling his pants and underpants down to his knees, and giving him a bare-bottomed spanking in front of the whole class. He was then made to go stand in the corner for the rest of the period with his pants and underpants still bundled around his knees and his shirt pulled up to his shoulder blades.

Sister Ruth remembered how she felt when the teacher lowered the kicking lad’s pants. The first glimpse of his exposed derriere had sent a wave of pleasure throughout her body. She remembered wishing that her teacher had stripped all of his clothes off and humiliated him even further.

She let her imagination go, and envisioned the mortified student being forced to spend the rest of the day naked in class. She recalled being flushed with excitement when she imagined that she was allowed to take charge of the naked boy herself and inflict all sorts of her own degradations on the poor wretch.

She recalled fondly going home that afternoon, lying on her bed and pleasuring herself over that very fantasy, ultimately bringing herself to an orgasm for the first time in her young life. At that point she realized that she had strong, dominant humiliation tendencies, with a burning desire to force a boy to strip naked against his will.

In the years since she has spent many a moment closing her eyes and fantasizing about having her own victim at her mercy, to strip and humiliate him as she pleased.

But she had never acted out on her deep-seated predilection—until today. And she was deriving even more pleasure from the day’s events than she had ever imagined.

Sister Ruth sighed, realizing her living fantasy would soon have to come to an end. Lunch was almost over, and class would resume at 1:00. Then at 2:00, there was dance class with Miss Richards.

And that was a problem.

She knew she couldn’t let Betty Richards find out about her sordid dealings. As much as the sight of the naked Tommy excited her, she had to give him back his clothes before he showed up in dance class. But there was just one small issue...

Where in the devil had they gone?


Introducing Betty Richards

She was still racking her brain when....

Knock, knock.

Sister Ruth nearly jumped. Collecting herself, she called, “Come in.”

The door opened, and in walked none other than Miss Betty Richards.

“Hi, Betty, please come in,” Sister Ruth said, forcing a smile.

Betty Richards was a tall, slim, young, attractive brunette. Just about every boy from the sixth grade on up had a teacher’s crush on her. One of her responsibilities was to teach dance class. Most of the boys didn’t much care for dancing, but having the beautiful Miss Richards as their instructor made it tolerable.

“Good afternoon, Sister,” Betty greeted, stepping inside. She was carrying a small duffel bag.

Sister Ruth eyed it curiously. “What can I do for you, Betty?”

“Well, I have something here that I believe belongs to one of your students.”

She laid the bag on the desk, unzipped it, and, to Sister Ruth’s horror, took out Tommy’s clothes. One by one, she laid the items neatly on the desk—his shirt, his socks, then his shoes. The last article she removed were his pants, which she held up in the air while staring at the dumbfounded nun before letting them drop to the desk.

“As you may know, Sister,” Betty began, “I teach playacting in the second-floor room right below you. Well, at about 10:00 this morning, something caught my eye—several somethings, actually—cascading past my window. Imagine my surprise when I looked down and saw a full boy’s uniform, complete with shoes and socks. It could only have come from your room."

She looked up at the pair of white underpants which hung incongruously from the chalkboard. In her current state of excitement, Sister Ruth had completely forgotten that they were still hanging there.

A slow, knowing smile spread across Betty Richards' lips. “Then at recess,” she continued, “I happened to notice young Tommy Dunlop dressed in a girls’ uniform. And well...” she gestured toward the chalkboard, “...I put two and two together.”

“When recess came around,” Betty went on, enjoying this more than she probably should have, “you couldn’t exactly send him out in his state of undress. Though I suspect that’s exactly what you would have liked to have done. Since I had already picked up his clothes, you had to improvise with something else. A girls’ uniform, perhaps?”

Betty Richards was looking her right in the eyes when she made the accusations, and it was Sister Ruth’s turn to blush.

“L-let me explain, Betty,” she stalled.

“There’s nothing to explain,” Betty said with a sly smile. “I just want you to know that I’ve been quite envious of you all morning. I’ve had this marvelous image in my head of you with a young, stripped teenage boy at your beck and call, putting him through God-knows-what sorts of humiliations, while I was stuck teaching a bunch of fifth-graders how to play their parts in the upcoming Snow White school play.”

Sister Ruth’s lips twitched, and slowly, her surprise gave way to a growing grin as it sunk in that Miss Richards shared her deviant humiliation tendencies.

“You mean you’re not going to turn me in?”

“On the contrary, Sister,” Betty said smoothly, her eyes twinkling with mischief. “I do have a favor to ask of you, though.”

The relieved Sister Ruth stared at her associate with interest. “Sure, how can I help?”

“Well, as you know, I have the seventh and eighth graders in my dance class at 2:00,” Betty said. “I was wondering if we could work something out. Do you think it would be possible for me to….how shall I put this….pick up where you left off for my own pleasure?”

Sister Ruth was beside herself with delight, and smiled wickedly. “No problem, Betty, he’s all yours!”

Betty chuckled, but before she could respond, Sister Ruth’s eyes gleamed with an idea. “Actually, now that you mention it, I have a favor to ask of you.”

Betty raised an eyebrow. “Oh?”

Sister Ruth clasped her hands together with delight. "Would you mind terribly if I sat in on your class? I’m having a glorious time with Tommy’s….‘debasement,’ if you will....and I’d simply hate to miss out on whatever you have planned for him.”

Betty let out a low, knowing laugh. “It’s a deal, Sister. After all, it appears that we’re two birds of a feather.” She smirked. “You could say we’re the founding members of the Sisterhood of Humiliation.”

That sent them both into another fit of laughter.

Betty leaned casually against the desk, tilting her head with eager curiosity. “Now,” she said, resting a hand on her hip, “you must fill me in on your morning of mischief.”


Sister Ruth’s Recap

“Oh, Betty, you wouldn’t believe it. I had that poor boy blushing so brightly, I thought his face was going to combust.”

“Oh, pray tell, pray tell!” urged Betty eagerly.

“Well, for starters, I made him.…I don’t know how much time you have. Would you like the long version or the condensed version?”

“Oh, please, Sister, I want details….all the details!”

Both women burst into laughter again. With a mischievous glint in her eyes, Sister Ruth reached into her desk drawer and pulled out the nightgown, holding it up for her colleague to see.

“When I found the perfect excuse to punish him,” she said, relishing the moment, “I had him put this on.”

Betty’s eyes widened in delight. “Oh yes, the old ‘shame clothing’ punishment,” she beamed. “A favorite fantasy of mine,” she added with a chuckle. “And one I’ve used on more than one occasion. It’s such an effective form of punishment, because they really are terrified by the concept of enforced feminization. I relish the spectacle of the boy recoiling in fear when I pull out the pretty pink bow from my desk drawer. And the sight of his blushing face when I pin it to his head is absolutely breathtaking.”

She smiled to herself while summoning up the image of her most recent unfortunate.

“But I’ve interrupted you, Sister. Tell me, did our dear Tommy put up a fight?”

Sister Ruth laughed. “Oh, of course! He resisted every step of the way, but that only made it all the more entertaining.”

“Do tell!” Betty leaned in, hanging onto every word.

“Well, when I gave him the nightgown, you should have seen the way he held it—like it might burn his hands if he touched it too long. And when I told him he had to put it on, oh, the look of sheer horror! I think he was debating whether he’d rather just bolt out the door on the spot.”

Betty clapped her hands together in delight. “And did he?”

“Oh, no. He knew better. So he trudged off to the coatroom to change—but the little rascal thought he could outsmart me. I had told him under no uncertain terms that he was to be naked underneath the nightgown. But the little miscreant kept his underpants on. Well, that was a blessing, since I was able to use his defiance as a means to further his shame.”

Betty grinned. “Oh, I love where this is going. What did you do?”

“So I called him up to the front of the room and had him lift the nightgown over his face and show off his underpants to the class.” The nun was thrilled to be recounting the events, and her listener’s obvious fascination bolstered her enthusiasm.

"Oh, what a wondrous scene that must have been!" said Miss Richards.

“Yes, indeed it was. Anyway, I decided right then and there that his underpants were coming down. He just looked so vulnerable, I couldn’t help myself!”

"Of course you couldn't," laughed Miss Richards.

Sister Ruth paused for a moment and smiled at the recollection. “If I do say so myself, I was quite creative in the tactic I used to take them down. I was teaching the class how to diagram sentences, and I had one of the girls read that out loud.”

She pointed to the chalkboard, and Miss Richards read the words to herself, “The naughty student disobeyed and then he lied, leaving his teacher no choice but to pull down his underpants in front of the whole class.”

Miss Richards broke into a wide grin. “Oh, you devil, you! So please tell me you did the dirty deed yourself.”

“I most certainly did, and I’m here to tell you it was exquisite. I couldn’t see his face because the nightgown covered it, but I could hear him cry out above the ruckus his classmates were making, and he was shuffling his weight back and forth from one foot to the other….”

“Oh, Sister, I have to tell you, the image I have of the poor lad, squirming in naked shame.…how wonderful! Please, go on. What happened next?” she asked anxiously.

“Well, I kneeled down and pulled his underpants free from his feet. I guarantee you he was taken unawares before it hit him that I wasn’t stopping at taking his undies down, but that I was stripping them completely off….”

“Oh, how delightful!” chimed in Miss Richards. “I'm sure he was quite chagrined!"

Sister Ruth smiled and nodded zealously. “Oh, and you’ll like this. While I was down there, my face was unavoidably close to his cute little penis—and it is very little, as you hopefully will see for yourself this afternoon….<giggle>”

The grinning Sister Ruth held her thumb and index finger out, less than an inch and a half apart. She paused while Betty Richards tilted her head back in laughter.

“Oh, the poor little dear,” she quipped. “How delectable! And that had to intensify his humiliation.”

“Oh, most definitely. Anyway, I made him aware of my close proximity to his bare privates by breathing just a little heavier than normal. I know he felt it, because he contracted his hips.”

“Oh, I appreciate the details. What an extraordinary scene! Then what happened?”

“Well, after teasing him for a spell I allowed him to let the nightgown drop back down. I must say, the look of wretchedness on his face was something to behold. Then I told him to drop his clothes out the window. His expression of disbelief was priceless.”

“I’ll bet! Obviously, he obeyed,” she said, pointing to Tommy’s clothes.

“Reluctantly, yes. Then, after he took his seat I waited a couple of minutes before dropping the bombshell.”

She paused, and was delighted in her cohort’s look of anticipation.

“By the by, at some point while he was standing there half-naked with the nightgown over his head, I had decided that there was no turning back, that I wasn’t about to get this far in the game without stripping him completely nude.”

“Of course! How could you not strip him naked after all that?” laughed Miss Richards.

“Thus the bombshell. I informed him that the ‘shame clothing’ portion of his punishment was over, and that he could hand over his nightgown. First there was the look of bewilderment, and then, when the ramifications of my statement set in, when he realized that would render him stark naked.…his eyes widened, and his jaw dropped….oh, it was precious, Betty.”

“I can only imagine! Did he hand over the nightgown?”

“No, he resisted. I mean, can you blame him? <giggle> It took a bit of ‘persuasion,’ but I stripped it off of him myself. I had the poor dear standing before me in short order, naked as the day he was born. I’m here to tell you, it was a delicious sight, Betty, watching him standing there naked and squirming, desperately covering his privates with his hands. I think he was red from head to toe, and the students’ animated reaction only added to his torment. You know how self-conscious they are at that age about their bodies. And this one is at least a couple of years on the shy side of puberty, a point I made sure to call attention to later on.”

“Oh, you really do have a wicked streak, Sister Ruth. I love it!”

“<Giggle> Thank you. And please, just call me ‘Ruth.’ Anyway, I told him to face me and put his hands behind his head. He was reluctant, but I think he understood that he was going to do my bidding one way or the other, and he eventually relented. He was quite exposed now, and of course the poor lad was absolutely miserable.”

She paused momentarily and smiled to herself as she conjured up the image in her head.

“Oh, and Betty, I have to tell you, he’s so smooth! I mean, not a hair anywhere below his head, which, for a teenager, I’m sure added considerably to his shame.…and to have to stand there on display like that….his hairless little penis and undersized testicles out there for me to see <giggle>.…oh, it was really something! I made a point of catching his eye, then looking him up and down and smiling—believe me, I couldn’t help but smile at the delicious scene <giggle>—and somehow his face turned even redder.

"Then I…..you’ll really love this, Betty.…I decided it was a good opportunity to teach the class a few things about the male anatomy. I had him stand on the stepstool while I used my pointer, and we went over every inch of his genitalia. Then, I don’t know what came over me—I think the devil had taken over me <giggle>—but I had him turn around and bend over, putting his little buttonhole on display.”

“Oh, my word, the lad must have been positively mortified!” exclaimed the incredulous and stimulated Miss Richards.

“Yes, it was delightful. <giggle> And then I had a question-and-answer period, and a couple of my students.…I picked only girls, figuring that would exacerbate his humiliation.…anyway, they asked some very pointed questions about his underdeveloped penis and his.…as one of the girls put it, his ‘total lack of hair.’ <giggle>”

The amused and titillated Betty Richards clapped her hands together. “What a brilliant idea, involving the girls. They can be so cruel. I’m sure he was beside himself.” The grin on her face betrayed her own wicked nature.

“Indeed, Betty, I thought he was going to faint from embarrassment. I don’t think I’ve ever seen anyone’s face so red before.”

Both ladies laughed aloud. Sister Ruth finished recounting the morning’s activities while her fellow teacher listened attentively. At one point Miss Richards rubbed her palms together, both in enthusiasm over the tale and in her eagerness to partake in her own depravity.


The Plan

Before parting, they concocted their strategy for the afternoon. With both of their devious minds working together, it was ensured that Tommy’s debasement would reach a new level.

The plan was to give him his clothes back some time before dance class. This would serve dual purposes: First, it would allow Miss Richards the pleasure of stripping Tommy anew, and second—this is where a mean streak comes into play—Tommy would have a false sense of security, having his clothes back and believing that Miss Richards would never be involved in such debauchery. Then, suddenly he’d have the rug slipped right out from under him—or, more accurately, his clothes stripped right off of him.

The two ladies laughed and nodded approvingly at their plan and their newfound partnership. They exchanged a friendly handshake, and, as Betty departed with her empty duffel bag she called over her shoulder, “See you at two, Ruth. Don’t be late. And don’t forget to bring our little friend!”

The grinning Sister Ruth replied, “Oh, don’t you worry, Betty. I’ll have him in tow, and then he’ll be yours for the picking. Or, I should say, the ‘yours for the stripping.’ <giggle>”

As the sound of Miss Richards’ laughter echoed through the empty hallway, the shrill of the bell drowned her out. Sister Ruth peered out her window and saw Tommy being put through his paces by the eighth-grade girls. She afforded herself yet another smile.

Chapter 12: Forced Outside Naked

A Strip on the Teacher’s Desk

After the lunch bell rang, Sister Ruth mused over how to spend the next hour before the 2:00 dance class. The devious plan she and Betty Richards had devised called for Tommy to temporarily regain his clothes. But Sister Ruth decided that for the time being, for her own amusement, she would prolong Tommy’s naked humiliation.

As she heard her students coming up the stairs, she shoved Tommy’s clothes into her desk drawer.

When Tommy filed into the classroom with his fellow students, he had no false pretenses about maintaining his modesty, and sure enough when he walked in he noticed that his teacher had opened a desk drawer. No words were spoken. Sister Ruth simply caught Tommy’s eye, waved her index finger up and down his body, then pointed to the empty drawer.

Tommy dejectedly sat down at his desk and started unbuckling one of his shoes.

“Why don’t you do that up here, Tommy? That little desk is much too confining for you to be taking all your clothes off.”

Tommy, resigned to his fate, went up to the front of the room, got down on one knee facing the blackboard and continued working on the shoe. At this point it dawned on him that in all the commotion at lunch he had left the panties hanging from the tree. He was well aware that this was bound to elicit a reproach from his teacher.

“Tommy, that floor is much too dirty. You don’t want to sully your pretty clothes. Why don’t you climb up here and do that?” said Sister Ruth, as she patted the top of her desk.

Tommy’s anguish continued, as once again he heard the tittering from his classmates. He climbed onto the desk and felt the cheeks of his face starting to glow again.

He sat down on the desk, facing Sister Ruth, and unbuckled his shoes. Without a word, she held out her hand, and he placed the Mary Janes into her waiting palm. With the same reluctance, he peeled off his anklets, one by one, and handed those over as well.

Just as he reached for the top button of his blouse, Sister Ruth’s voice interrupted him.

“Why don’t you stand up on the desk while you do that, Tommy? You’ll find it much easier to remove your clothes if you stand.”

Again, Tommy complied, standing up on the desk, still facing the side of the room. Sister Ruth was just getting warmed up.

“Tommy,” she chided, “haven’t I taught you how rude it is to ignore people who are taking such an active interest in you?”

A few muffled giggles rippled through the classroom.

“Now, be polite,” she continued sweetly. “Turn and face your classmates.”

Tommy turned and faced his snickering classmates. He basically was to perform a striptease for them while on his “stage.” A wave of delighted anticipation spread through the students as their eyes fixed on him, eagerly watching his every move.

Tommy’s fingers trembled as he unfastened each button of the blouse. He hesitated briefly before slipping his arms out of the sleeves and handing the garment over to Sister Ruth’s waiting hand. A fresh round of giggles spread through the classroom at the sight of him in the training bra.

A cool breeze drifted in from an open window, sending a shiver down his spine and reminding him of semi-naked state. Wasting no time, he grasped the elastic band of the training bra on either side and yanked it over his head—eager, for once, to rid himself of an article of clothing. He handed it off without hesitation.

He took a deep breath. Since there was no need to prolong the inevitable, he unzipped the skirt, and shuddered as he felt it make its inexorable rapid descent down his bare legs, finishing in a heap at his ankles. Sister Ruth, who earlier was observing from the window, already knew that the panties were still outside, hanging from a tree. She pretended to be alarmed by their absence.

“Tommy, what on earth have you done with your panties?”

Tommy’s face burned as he stammered, “I-I-I—Cindy never gave them back to me after I went to the bathroom.”

Sister Ruth gasped, hands on her hips. “How dare you try to blame one of your classmates for your own absent-mindedness?” She shook her head in disappointment. “Now, I’ll ask you again—where are your panties?”

Tommy swallowed hard, his voice barely above a whisper. “Th-they’re… hanging up outside. On the tree.”

The classroom tittering turned into outright laughter.

Sister Ruth spun dramatically toward the window and peered outside, as if noticing the wayward panties for the first time. She turned back to him.

“Well,” she announced, crossing her arms, “we’ll just have to go down and fetch them right now, won’t we?”

Tommy’s heart nearly stopped.

“N-now?” he squeaked.

“Right now,” she confirmed. “Come down from there this instant!”

Terrified, Tommy stepped out of the skirt and climbed down from the desk. Sister Ruth grabbed his left earlobe and pulled him toward the door. He made an unsuccessful grab for the skirt on the desk as he was being pulled away. As they charged through the doorway, the class could hear the naked Tommy pleading with his teacher.

“Can I at least get my… the skirt?” he pleaded, his voice cracking.

“No, you may not!” Sister Ruth declared, her voice already fading down the hallway.

For a split second, the classroom was silent.

Then—thirty-five seventh graders collectively jumped from their seats and made a beeline for the window.


A Nude Venture Outside

It was a calculated move on Sister Ruth’s part. The tree where the panties were hanging was visible from only three classrooms. One was her own—no issue there. Another was Miss Richards’ classroom on the second floor—also not a concern. The third was the first-floor classroom, which, conveniently, was unoccupied during this period. That meant she could carry out this next phase of Tommy’s humiliation without fear of discovery by any unwanted witnesses.

Sister Ruth let go of Tommy’s earlobe and followed closely behind him as they descended the stairs. Tommy was in a state of near-panic, each step of his bare feet against the cold cement only heightening his awareness of his nudity. By the time they reached the doorway at the bottom of the stairwell, desperation took hold.

“Please,” he begged, in one last, futile attempt to avoid the inevitable. “Can’t I just stay here? Can you go get them? Somebody’s going to see me.”

Sister Ruth arched an eyebrow. “You should have thought of that before waltzing into my classroom without your panties. The best way to cure your naughtiness is through shame and humiliation, so shame and humiliation it shall be. Now, open the door.”

Tommy hesitated, then reluctantly pushed it open. He stepped outside gingerly, his entire body tensing at the sensation of sunlight and a gentle breeze against his bare skin. The surrealism of the moment made his head spin—but the sight of the panties dangling from a tree some thirty yards away made it all very real.

Keeping his hands at his sides, he moved quickly, almost at a trot, toward the tree.

“Slow down, Tommy,” Sister Ruth called after him. “It’s a beautiful afternoon, and I’d like to enjoy it.”

He forced himself to slow his pace, though every fiber of his being screamed at him to run.

Reaching the tree, he climbed onto the bench and stretched up toward the panties. They were still snagged on the branch, so Tommy needed two hands to perform his task. He stood on his tiptoes and stretched as far as he could to try to unhook the panties from the limb.

“Hold it right there!” Sister Ruth’s sharp command froze him in place. “Don’t move until I tell you to.”

Tommy swallowed hard, his arms still reaching skyward.

They were facing the school building, and at that moment, they both took note of the crowd of students gathered at the third-floor windows, eagerly gawking at the bizarre spectacle unfolding below. But what Tommy hadn’t noticed—and what certainly hadn’t escaped Sister Ruth—was Miss Richards peering down from her corner window on the second floor, her interest fully piqued.

Thinking on the fly, Sister Ruth decided to extend the moment a little longer for her newfound partner-in-crime.

“I’d like you to stand there for a few moments, Tommy, and reflect on how you can modify your behavior,” she said smoothly. “I’m going back to the classroom now. Keep your eyes on the window, and when you see me join your classmates, then you may walk—not run—back inside. And don’t walk too fast, or I’ll send you right back out here for the rest of the afternoon.

“Oh, and one more thing.” She smiled. “Before you start walking, I’d like you to pull your panties over your head. That way, you won’t forget them this time. You may use one of the leg openings to see properly.”

Sister Ruth turned and began strolling leisurely toward the building, savoring every second. On her way, she caught Miss Richards’ amused gaze and gave her a small, knowing wave, which was met with a smirk and a return wave from her delighted colleague.

At the doorway, she paused and turned back for one last glance at the scene behind her. Tommy, naked, arms still raised, stood in pure mortification.

Sister Ruth smiled approvingly at her creation before disappearing inside, making a slow, deliberate ascent up the stairs.


Tommy Spots Miss Richards

Tommy, of course, was under extreme duress. He watched helplessly as Sister Ruth walked away, leaving him standing alone in his naked state. He anxiously alternated his gaze between the nun—who, in his estimation, was taking an agonizingly slow stroll—and his classmates, who remained pressed against the third-floor windows, utterly captivated by the spectacle below.

Then, as if his torment wasn’t already unbearable, it escalated.

Just as Sister Ruth neared the building, she suddenly lifted her hand and waved—to someone else. Tommy’s stomach twisted. He hesitantly followed her gaze, and his heart plummeted when he spotted Miss Richards at a second-floor window.

It took every ounce of self-control not to leap off the bench and sprint for cover. Miss Richards. The beautiful Miss Richards. The mere thought of her witnessing his humiliation was almost too much to endure. His entire body tensed as he squeezed his eyes shut, as if somehow, that could make this nightmare disappear.

Possibly even worse than her seeing him in such a state was the way she reacted to it.

She was grinning. Freely. Openly. Clearly enjoying every second of his humiliation.

Tommy winced, his mind darting ahead to his upcoming dance class. Oh God. Would he be exposed like this in front of both the seventh and eighth graders? That would be more than he could bear. But now, with two teachers clearly conspiring, it suddenly seemed very possible.

Then his thoughts drifted to Karen. She had been far too eager to partake in his humiliation earlier. He recalled her parting words at lunch, her voice dripping with amusement:

“I still haven’t seen your tiny little pee-pee that everyone is talking about. I felt it, but I still haven’t seen it. I’m still planning on seeing you naked before the day is done. Maybe I’ll get my chance at dance class this afternoon. Maybe you can really put on a show and dance naked for me.”

A shudder ran through him. “Oh, God,” he muttered miserably.

He opened his eyes. Sister Ruth had disappeared into the building.

He glanced up at the third floor, desperately searching for any sign of her in the classroom window, but all he saw were his classmates, still watching, still grinning. Then he dared a glance at the second floor.

Miss Richards was still there. Still watching. Still smiling.

His entire body burned with humiliation.

Then, after what felt like an eternity—but in reality was just under five agonizing minutes—he finally spotted the black and white habit of Sister Ruth appearing in the third-floor window.

Swallowing hard, he tugged the panties from the branch. He stepped down from the bench and took a hesitant step toward the building.

Then he remembered.

With trembling hands, he lifted the panties, pulled them over his head, and carefully adjusted the leg opening over his eyes. His arms stayed rigidly at his sides, just as she had ordered.

Then, he began his slow, dreadful walk toward the school.

The laughter from the third-floor windows erupted instantly, ringing in his ears with every painstaking step. He forced himself to stare straight ahead, doing everything in his power to not look at Miss Richards’ window. He knew she was still watching. He knew she was still smiling.

The thirty-yard walk felt like three hundred.

At last, he reached the door.

The moment he stepped inside, he exhaled a sigh of relief. He stood there for a moment and seriously considered putting the panties on and making a run for it. But he dismissed the notion when he heard the booming voice of the intimidating Sister Ruth.

“Let’s go, Tommy! We don’t have all day,” Sister Ruth’s voice echoed from the top of the stairwell. “Your classmates are waiting for you.”

Tommy’s shoulders sagged in defeat.

Slowly, he began his climb.

When he reached the top and stepped into the classroom, the students—now seated—took one look at the panties still perched on his head and erupted into laughter all over again.

For Tommy, it seemed there would be no end to his degradation.

Chapter 13: The Spanking Gauntlet

Rulers at the Ready

Sister Ruth removed the panties from Tommy’s head and deposited them in her drawer. Tommy stood in the front of the room awkwardly, not quite knowing what he was supposed to do. Sister Ruth gazed at her naked student and grinned mischievously. Even she wasn’t sure what her next move would be.

She noticed that Tommy’s backside was still a pinkish hue from the spanking he received from his eighth-grade tormentors. “Tommy, whatever happened to your little fanny?” Tommy flushed without answering. “Answer me, Tommy, why is your tushy all red?”

Tommy mustered up an answer. He was barely audible. “They spanked me.”

“I see, and what did you do to deserve such a spanking?”

“I didn’t do anything, Sister.”

Cindy, ever Tommy’s nemesis, raised her hand.

“Yes, Cindy, can you enlighten the class as to how Tommy misbehaved during lunch to deserve such a spanking?”

“Yes, Sister Ruth, Tommy was reluctant to hand me his skirt like you told him to do before he went to the bathroom. A couple of the eighth-grade girls heard about this and decided to take the matter of Tommy’s punishment into their own hands.”

“Is this true, Tommy?” asked Sister Ruth.

Tommy knew to argue would only decrease his chances of ever getting his clothes back. He nodded.

“Class, I’d like you all to take out your rulers.”

There was a commotion while the students eagerly opened their desks and removed their rulers.

“Tommy, I would have thought, considering your present condition, that the last thing you’d want to do—look me in the eye when I speak to you—the last thing you’d want to do is disobey me. But you did, and now you must be punished. And since you are inconveniencing your classmates by holding up their geography lesson, I’m going to ask that they assist me with your punishment.

"I’d like you to take a walk around the room. Slowly. Have your hands clasped behind your head. Start at the fourth aisle, by the window. Then you’re to walk along the back, by the cloakroom, come up the first aisle along the wall, and come back up here to me.

"Class, here is where you come in. As Tommy walks by you, I’d like you to take your rulers and slap his bottom once as he walks by your desk. Tommy, I want you to give your classmates a chance to carry out their duty. If I decide that you are walking too briskly, you will have to come back up here and start all over again. Do you understand?”

Tommy nodded his head dejectedly.

“You may begin,” instructed Sister Ruth.

There was a stirring in the classroom, as the wide-eyed students in the first and last rows licked their lips lasciviously as they prepared their rulers. The students in the second and third rows were somewhat disappointed (especially Sally and Cindy), but nonetheless they were delightfully anticipating the scene about to unfold.

Tommy, meanwhile, was rightfully chagrined at the turn of events. Just when he thought his plight couldn’t possibly worsen, his teacher invented a new humiliation to further his shame.

He put his hands across the back of his head and walked toward the window. He felt the sting of the first ruler, as the slapping sound reverberated throughout the room. Then another slapping sound, and another sting.

“Just a little bit slower please, Tommy,” instructed Sister Ruth as she watched intently.

Tommy slowed his pace even more, giving his audience a chance to really digest the entertaining proceedings transpiring before them.

As Tommy neared the end of the row, his backside started taking on a darker shade of pink. The rulers being used were only twelve inches long and not very thick, so Tommy felt more of a sting with each slap, as opposed to sharp pain.
Unquestionably, the humiliation from the ordeal was more painful than the physical effects of the spanking itself.

Tommy walked along the back of the classroom and then continued his slow walk through the gauntlet up the first row. His classmates were reveling in their participation. Neither of his cheeks were spared. Each swat from the ruler would leave a light pinkish mark almost immediately, so it was easy to discern which area of Tommy’s backside needed the most attention.

By the time he was halfway up the aisle, both cheeks had taken on a dark pinkish tone, quite similar to the cheeks of his face.

When Tommy reached the front of the room, Sister Ruth pointed to a three-foot high stool in the back of the classroom.

“See that stool, Tommy? I’d like you to walk back and retrieve it, please. And walk at the same, slow pace as before. This time, you’ll walk down the second row on your way to the stool, with your hands clasped behind your head. When you pick up the stool, continue your nice, leisurely pace, and bring the stool to the front of the room, walking up the third row. You’re to carry the stool upside down on your head. Do you understand, Tommy?”

Tommy nodded forlornly.

“Those of you that haven’t yet had the opportunity to use your ruler on Tommy’s bottom may now do so.

"Tommy, when you get to the front of the room I’d like you to put the stool down in the corner by the door. You’re to stand on it with your nose planted against the wall in the corner.

"You may proceed.”

Once again the beleaguered Tommy strolled down the aisle, feeling and hearing the slaps from the rulers with each step.

His grinning sister Sally, with her tongue firmly planted on her lower lip, lay in waiting, catching Tommy’s eye before swatting his backside with authority as he walked by.

Somehow he felt that one more than the others.

Tommy reached for the stool and obligingly placed it on his head as he continued up the next aisle. He could see Cindy in the front row, smiling and leering at him, eagerly awaiting her turn.

When Tommy arrived, she took advantage of her opportunity. She stuck her foot out, and Tommy fell forward, breaking his fall with the stool. While he was bent over, gathering his composure and balance, Cindy slapped him four times in quick succession, twice across each cheek.

Tommy yelped out in a high-pitched squeal. “Ow! Ow! Ow!”

Cindy’s distinctive giggle echoed throughout the room as Tommy obediently marched to the corner, placed the stool on the floor and stood high on top of it for all to see. He leaned over until his nose touched the wall. His well-warmed behind protruded prominently.

Sister Ruth looked her subject over and appeared well satisfied.

“Okay, class,” she said. “Please open up your geography books to page one forty-three. Sally, would you please stand up and read aloud for us?”

Tommy maintained his position on the stool, miserably listening to his sister’s cheery voice as she read aloud from her geography book. Sally intermittently looked up from her book at her brother, paused and smiled, and then continued with her reading.

The topic of the week was the state capitals of the United States. Occasionally Sally would veer from the script and inject her own text. For example, instead of saying "Pierre" she said "Penis," and instead of "Little Rock" she said "Little Penis," much to the hilarity of her fellow classmates. Instead of "Harrisburg" she said "hairlessness," and instead of "Nashville" she said "naked."

It got to the point where she reached a little bit ("bare bottom" instead of "Baton Rouge", for instance), but her audience didn't mind at all and continued to laugh profusely at every turn.

Sister Ruth, of course, did nothing to discourage Sally's fun and games.

Tommy, meanwhile, cringed every time there was laughter. He could sense the stares focused on his rosy backside, somehow making the stinging even more intense. His humiliation had reached its peak, or so he thought.


Long-Lost Clothes Returned

The lesson carried on for another twenty minutes, with several students taking their turns to read, while Tommy remained in his designated spot—exposed, humiliated, and utterly resigned to his fate. He had almost begun to believe that Sister Ruth had forgotten about him when, at last, her voice rang out.

“Okay, Tommy, you may come down now.”

Relief flooded through him as he carefully stepped off the stool, his legs stiff from standing so long. He walked over to his teacher, where she finally—mercifully—handed him his long-lost bundle of his clothes. Then, with an air of finality, she unpinned his underpants from the chalkboard and held them out to him.

“You may get dressed now, Tommy. I think you’ve been punished enough,” she said, though the twinkle in her eye suggested she had enjoyed every second of his ordeal. “I do hope you’ve learned a valuable lesson today.”

Tommy hardly heard her. Never in his life had he been so grateful to see his school uniform. He sat at his desk and dressed hastily. His cheeks, all four of them, were still flushed from the experiences of the day, but he felt much better about life at the moment.

His fellow students, especially Sally and Cindy, seemed disappointed. They had hoped that Tommy would be subjected to further naked humiliations in dance class, but apparently that would not be the case.

Or would it?

There were still fifteen minutes remaining until the dance class, so the geography lesson continued. While it was back to the mundane routine for Tommy’s classmates, Sister Ruth was in a state of eager anticipation.

As for Tommy, he was flushed with a feeling of relief that his ordeal was finally over.

But little did he know that it was merely the calm between the storms.

Little Sally needs to go back to French class.
When she got to Baton Rouge she should have called it Butt Red (the French word for red is rouge)

Oh how cruel can they be? Tommy's butt will still be stinging when he finds out he has to pair up with Karen for a dance lesson.
Are they also going to dance the Hokey Pokey?

TeenFan wrote: Sat Dec 16, 2023 3:15 pm Little Sally needs to go back to French class.
When she got to Baton Rouge she should have called it Butt Red (the French word for red is rouge)

Very clever.

TeenFan wrote: Sat Dec 16, 2023 3:15 pm Oh how cruel can they be? Tommy's butt will still be stinging when he finds out he has to pair up with Karen for a dance lesson.
Are they also going to dance the Hokey Pokey?

Oh, it goes without saying that Karen will eventually have her big moment with Tommy. She is the kind that almost always gets her way.

Thank for the comments - always appreciated.