Tommy's Debasement

[imanewb]

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

[Blondie]

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 out 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 of 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 for her was a pleasurable scene, 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 asked rhetorically. “I have an idea.” She marveled at herself as her creative juices continued to flow. “I don't know about you, but I tend to concentrate a little better with music playing in the background. We don’t have a stereo in here, but since Tommy is the only one not studying, maybe he’d like to entertain us by singing a song for us.”

The teacher couldn’t see what the rest of the class saw: the look of anguish on Tommy’s face as he digested his teacher's suggestion. She did see his shoulders slump, so she knew she had struck a chord with her proposal. “Yes, I think that’s a wonderful idea. Now Tommy, you can sing any song you'd like, and make sure you maintain eye contact with your audience while you sing.” 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’s mind was completely disoriented by the dreadful turn of events, and he had trouble evoking a song. Finally, he started in with the only song that came to mind. “Mary had a little lamb, little lamb, little lamb...”

It’s hard to say which was more absurd, the fact that he was singing “Mary Had a Little Lamb” or that he had actually picked that particular song. What was certainly absurd was that he was standing naked on his teacher’s desk singing the song in front of his thoroughly amused teacher and classmates.

“…followed her to school one day, school one day…”

His laughing teacher interrupted. “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. Please start over, but this time, sing from the diaphragm.”

Tommy winced, took a deep breath and tried again. “MARY HAD A LITTLE LAMB, LITTLE LAMB, LITTLE LAMB, MARY HAD A LITTLE LAMB...”
He went through all the verses. He finished the song, but Sister Mary Ruth wasn’t quite finished with him.

“You’re getting better, Tommy, but you need to put a little more pizzazz into it. Let me demonstrate.” With that the wicked nun bellowed out the same song, but with considerably more hand and arm gesturing. Tommy watched her hold her arms straight out to her sides while she sang, and at the end she raised her hands high in the air, palms facing upward for a dramatic finish. The class laughed and anxiously awaited Tommy’s next performance.

“Okay, Tommy, I want you to sing your song again, but do it with much more feeling, as I demonstrated. You’re going to keep trying until I’m satisfied, so you might as well give it everything you’ve got.

"Okay, Tommy, once again, with feeling.”

Tommy sung. With feeling. He knew that the only way to put an end to this horrible chapter of his debasement was to perform to his teacher’s satisfaction. He stretched his arms out about forty-five degrees, palms up, and the grins from his audience grew larger. When he got to the last chorus he mimicked his teacher’s finish, raising his hands high in the air. When he was done, everyone applauded heartily, and Tommy stood there, his face glowing like a bright red Christmas tree bulb.


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 Ruth 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.”

The woeful Tommy looked her in the eyes and said, “I’m sorry, Cindy.”

Cindy wasn't going to let the moment pass quickly. She looked him up and down slowly, smiled and said, “Well, I don’t know, Tommy. You hurt my feelings when you wouldn’t even look at me while you were standing on the desk.” Cindy stopped right there, letting the moment play out while Tommy stood in awkward silence, not knowing what else to say. When he realized the next move was his, he tried again.

“I’m really sorry, Cindy. I promise it won’t happen again.”

“Well, I’ll give you one more chance. If you sing your little song again and look at me the whole time, then I’ll consider accepting your apology.”

Sister Ruth smiled. She stepped back; she was not about to interfere with Tommy's next humiliation.

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 Tommy.

When he was finished, Cindy noticed the tears welling in his eyes, and even she showed some compassion. “All right, Tommy, apology accepted. But you’d better be nice to me from now on.”

With that, Sister Ruth announced, “Time for lunch!”

Tommy remembered the events of recess, and once again was overcome with apprehension.

[Blondie]

Chapter 9: The Girls' Bathroom

The Training Bra

It was noon, and the dreaded lunch hour had come for Tommy. As expected, Sister Ruth reached into her drawer and pulled out the girls’ uniform. Again Tommy had mixed feelings. Even though he’d have to put on girly clothes, he was grateful to at least be covering his nakedness.

“Come over here, Tommy, let’s get you dressed for lunch,” ordered Sister Ruth.

Tommy turned from Cindy and joined his teacher near her desk. She stretched out the lavender panties that he wore at recess and Tommy stepped into them. The class watched attentively, amused while Sister Ruth helped Tommy into the feminine finery. She held up the blouse, but just as Tommy held his arms up, the teacher retracted. “Oh, I almost forgot,” she said while turning toward her desk drawer. I have a new addition to your wardrobe.”

Tommy watched uneasily as Sister Ruth reached into her bottom drawer. “I must apologize for sending you out to recess without this,” she said while rummaging through her drawer. She deliberately moved slowly, for the sole purpose of prolonging Tommy’s anguish. “Ah, here we are,” she said as she grasped the garment.

Tommy’s look of angst coincided with Sister Ruth’s brandishing about a small, white training bra. “All proper girls should wear support for their developing chests,” she said, having to raise her voice to be heard above the laughter. “Hold your arms up high, please.” Sister Ruth continued her banter as the agonized Tommy raised his arms while the training bra was pulled onto his chest. “I realize you don’t have much to support, but all of your fellow coeds are wearing a bra, so it’s only right that you should be dressed accordingly.” She adjusted the shoulder straps and stepped back to admire the effect. A grin emerged on her face, and grew wider as she delighted in her subject’s state of abject mortification. “Oh, how charming!” she teased. “And my, how you’re blushing so!”

She picked up the white blouse and held it out while the reluctantly compliant Tommy slipped his arms through the sleeve holes. “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.” Tommy’s look of wretchedness only spurred the evil nun on further. “The good news,” she said as she buttoned the last button of the blouse, “is that your bra shows through your blouse quite nicely. Everyone will know that you are becoming a big girl now.”

The laughter resonating throughout the room was almost deafening. Sister Ruth reveled in the scene as Tommy’s face glowed ever so brightly.

After dressing Tommy in the uniform skirt she patted the top of her desk. “Why don’t you climb up here, Tommy, and we’ll get your shoes and socks on.” Tommy resignedly sat on the desk as Sister Ruth started to put the knee socks on him. “Oh, wait a minute,” she paused. “I have another little surprise for you.” Tommy watched with dread as she then reached into the pocket of her habit and pulled out a new pair of socks. They were white socks that looked like they would come partway up his calves, with a bit of lace all around the tops. “I found some pretty socks for you, Tommy,” she said as she slipped them on his feet. “Usually the girls stop wearing these after the first or second grade, but it’s a little warm outside and I thought you might be cooler if your legs are nice and bare.” Tommy’s mortification increased as the shiny Mary Janes were buckled to his feet. "Oh, this is precious," Sister Ruth remarked while staring at Tommy's legs and shoes. "I must have a picture," she said as she pulled her phone from her habit and snapped a picture. This was the result:



Sister Ruth pulled Tommy to his feet and stepped back to examine the wretched boy. “I must say, you look lovely in your frilly new socks, Tommy,” she taunted as she stared at his feet. “And you have such pretty legs. I’ll bet the other girls are going to be quite jealous.”

The giggling persisted as Tommy stood downcast, blushing profusely.

“Tommy, did you go to the bathroom during recess?” asked Sister Ruth. Tommy shook his head. He had to pee, but he was leery of what she would say next. “Well, you’d better do your business on the way out. And of course, dressed as you are, you’ll be using the girls bathroom. Cindy can help you if you have any trouble with the unfamiliar surroundings. Also, you’ll have to take off your skirt and panties before you do your wee-wees. I’d hate for you to drip on your new clothes. Cindy, could you be a dear and hold Tommy’s skirt and panties while he tinkles?”

Cindy was ever so delighted at the boon. “Yes, Sister Ruth, I’ll be happy to help. Would you like me to hold his blouse, too?”

Sister Ruth smiled at Cindy’s hopeful face and said, “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 at the prospect of carrying out her new responsibility, while Tommy stood nearby, cringing.


Cindy Takes Control

The girls and boys walked single file down the hallway. Tommy was in the girls’ line, and walked timidly, feeling quite apprehensive about what lay in store for him.

When they reached the girls bathroom Tommy was joined by every girl in his seventh grade class. They weren’t about to miss what promised to be a most entertaining spectacle.

Tommy walked in and felt extremely awkward. He’d never been in a public bathroom without urinals. But that was the least of his problems.
Cindy pointed at Tommy’s waist. “Hand me your skirt, please.”

Tommy started to reach for the zipper of his skirt. He paused and looked up pleadingly at his smiling classmate. “Please, Cindy…”

“I’m not going to tell you again. Take off your skirt.”

Tommy could see that he would get no mercy from the young vixen. He grudgingly stepped out of the skirt and placed it in Cindy’s outstretched hand. “I’ll take your pretty little panties now, Tommy. We don’t want you staining them when you do your wee-wees.”

The laughter from all the girls echoed off the walls of the bathroom. Tommy, his face glowing, was beside himself in his torment. “P-please, Cindy, could you give me a break? At least let me get in the stall and pass them over to you.”

Cindy would have none of it. “Well that wouldn't be as much fun for us, would it, Tommy? Am I going to have to tell Sister Mary Ruth that you’ve been uncooperative? 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 laughed with unbridled enjoyment. Cindy was basking in her newfound power.

Tommy hesitated, looking 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 barely cover his penis. He turned towards the stalls. “Hold it!” shouted Cindy. “I’ll take your blouse before you go.”

Tommy’s jaw dropped. “B-but Sister Ruth said…”

“You don’t need to concern yourself with what Sister Ruth said,” interrupted Cindy. “I’m in charge now. And who do you think she’s going to believe, you or me?” Tommy lowered his head, quite cognizant of the fact that he had no recourse. “Now hand me your blouse this instant.”

Tommy, resigned to his fate, slowly unbuttoned the blouse. He slipped it off his arms and, shivering from his exposure in the cool bathroom, handed it 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 tiny little hairless 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 in 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?”

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.

When the girls heard the tinkling sound, they laughed and applauded. Tommy’s debasement continued.


Naked Calisthenics

When Tommy was finished, he walked out of the stall toward Cindy, who was now standing near the door, holding Tommy’s skirt and blouse. Most of the girls were standing alongside her, eagerly awaiting his arrival.

Tommy could almost feel the stares from the titillated audience as he made the torturous “walk of shame.” When he reached Cindy, Tommy’s anxiety increased when she held back the uniform. He reached for it, but Cindy retracted.

“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,” answered Tommy as he fidgeted anxiously. “Come on, Cindy, please, let me have my..…my clothes.”

“Not so fast, 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 what was happening. But he obeyed. He took his right hand and quickly shook his penis back and forth. The girls laughed 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 in her element, and would make the most of her good fortune. “Yes, but I need to be totally sure. Tell you what, Tommy. This time, I’d like you to jump up and down really fast until I tell you to stop. Stretch your hands as high in the air as you can. And then, when you see me go like this....” Cindy moved her index finger back and forth, sideways....“continue to jump up and down, but move your hips back and forth so your pee-pee goes sideways.”

The girls squealed with delight as Tommy, absolutely shamed to the limit, raised his arms and started jumping. The girls were wide-eyed as they watched his penis bob up and down. Cindy made the motion with her finger, and Tommy obediently shook his hips from side to side while he continued to jump. His little penis and balls were bouncing around wildly, much to the hilarity of his audience.

He was finally allowed to stop. “Well, after that performance, if there was anything left, it’s gotta be gone now,” laughed Cindy as she flicked the skirt and blouse to the near-naked student.

Tommy gratefully and hastily slipped on the clothing. But the panties weren’t forthcoming, causing Tommy to feel even more ill at ease.

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

[TeenFan]

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?

[Blondie]

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.

And sure enough, he hadn’t even found a place to sit down when was accosted by Karen, Linda, and Nancy. “Well, there you are, Tammy! We’ve been waiting for you. Nice to see you,” chirped Karen, as she ran her hand over one of Tommy’s red cheeks. She looked down to Tommy’s chest. “Oh, how cute, you’re wearing a training bra over your little boobies! Aren’t you the big girl now! And look at your new socks, they’re so adorable, and they really show off your pretty legs.” What Tommy had dreaded was coming to fruition, in spades. “Won’t you come join us for lunch, sweetheart?” invited Karen. She looked at Cindy and Sally. “Maybe your sister and her friend would like to join us too.”

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

As they walked, Tommy felt a breeze sift under his skirt. He shuddered as it reminded him of his nakedness beneath the skirt. As much as he detested the panties, at least they offered him some extra coverage. Without them, he felt considerably more vulnerable.

He was led to a grassy area under the main tree in the girls’ play area. There were two backless benches there, and Karen and Linda took a seat on either side of Tommy while Cindy, Sally and Nancy sat facing them on the other bench. The rest of the girls were nearby, keeping a close eye on the proceedings under the tree. There was a buzz in the air; there was a sense that something extraordinary could happen at any time.

Tommy and the five girls opened their lunch bags. The girls ate, laughed and joked heartily, while Tommy sat quietly and nibbled on his sandwich.

“Tommy’s quite a singer,” reported his sister Sally. “He entertained us by singing ‘Mary Had a Little Lamb’ last period. Tell them where you were standing, Tommy.”

Tommy wanted no part of the conversation, but he knew that to ignore the question would only bring on further torment. “On the teacher’s desk,” Tommy said softly while staring at the ground.

The three eighth graders, playing their part to the hilt, ooed and ahhed.

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

Tommy blushed deeper, and, after a lengthy silence, 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 naked body!” 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 nervously under the relentless teasing, Sally rose and without saying a word she hung Tommy’s missing panties from the tree, leaving them dangling from a small twig that extended from a branch. The girls that were milling around the tree laughed heartily, causing Tommy and his group to look up. Tommy flinched noticeably at the latest indignity.

The panty sighting brightened the smiles on all of the girls’ faces. All eyes turned to look back at Tommy. Karen looked down to Tommy’s skirt, grinning as she spoke. “Does this mean what I think it means?" she asked. Tommy didn't answer, and Karen continued. "Tammy, you naughty little girl, you!” grinned Karen. She made an attempt to lift the skirt and peek underneath, but Tommy fended her off. “What would your mother say if she knew you were running around without wearing your panties?”

Again Tommy was silent as he sat sullenly, wishing he would wake up and realize he was having an awful nightmare. But that notion disappeared quickly, as Nancy spoke next. “You’re being awfully quiet, Tammy. Here we are being nice to you, trying to make you our friend, and you’re being quite rude. Could you at least stand up and sing your song for us while we eat our lunch? That’d be really sweet of you. Here, you can stand on the bench right here so all the other girls can see and hear you better.”


An Ill-Fated Escape Attempt

Tommy, of course, had no interest in partaking in the suggested scene, and he sensed that his plight would only degenerate the longer he stuck around. Figuring his best alternative was to get away from the bullies as quickly as possible, he 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. “We still haven’t heard you sing, Tammy. Like Nancy said, we’d like you to entertain us while we eat our lunch. Up you go, little girly boy,” said Karen as she patted the spot on the bench.
Tommy, defeated, stood on the bench. He looked up and was treated to the sight of the lavender panties dangling from the branch just above his head. “Now start singing," directed Karen. "And make sure the boys on the other side of the yard can hear you, or we’ll make you do it naked. And when you’re done it’d be a nice touch if you could curtsey to everyone. Like this.” Karen demonstrated a perfect curtsey for Tommy. The teasing and taunting were unrelenting.


A Repeat Performance

For the second time that day, Tommy started singing. “Mary had a little lamb, little lamb...”

“Hold it!” shouted Karen. “I told you to sing loud! I don’t think the boys heard you. Now you’ll have to take your blouse off and show off your pretty training bra for us. And if I have to stop you again, the skirt’s coming off next.” 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 illusions that he could avoid doing Karen’s bidding. He resignedly unbuttoned the blouse and slipped it off. Karen promptly pulled it from his grasp. The sight of the teenage boy in a training bra elicited considerable animated laughter. Tommy’s face burned from the extreme embarrassment.

“Oh, how cute!” exclaimed Karen. “God, you must be so embarrassed, having to strip to your little bra in public. I can’t even imagine!” Karen waited for the laughter to die down. “Okay, now you’d better sing nice and loud, and don’t forget to curtsy when you’re done.”

Tommy, in a desperate effort to maintain what modesty he had left, bellowed out his song at the top of his lungs. “MARY HAD A LITTLE LAMB, LITTLE LAMB, LITTLE LAMB. MARY HAD A LITTLE LAMB, IT’S FLEECE AS WHITE AS SNOW…”

The crowd loved the display. Especially when he finished the last verse, and curtsied (clumsily, but serving its purpose) while everyone clapped and hooted.

Tommy started to get off the bench, but Karen intercepted him. “Do you know any other songs, Tammy? Everybody’s having so much fun, we don’t want you to stop. Do we, girls?” A resounding affirmation emanated from the crowd.

Tommy was at a loss for another song, until, for some reason he thought of a Christmas carol. He started crooning “Jingle Bells.”


An Unusual Upskirt

“DASHING THROUGH THE SNOW, ON A ONE HORSE OPEN SLEIGH...”

The hilarity was considerable, and was about to intensify. While Tommy sang, Karen pulled two safety pins out of her blouse pocket and stood up on the bench behind Tommy. Tommy could feel someone lifting the back of his skirt, and fiddling with the back of the training bra, high on his back. Karen, with a fiendish grin on her face, was pinning the back hem of Tommy’s skirt to the back of the bra, one pin on each side of his upper back, near his shoulder blades. Tommy momentarily stopped singing when he realized, much to his consternation that his naked ass was now on full display.

“Keep singing, Tammy!” prompted Karen.

“JINGLE BELLS, JINGLE BELLS, JINGLE ALL THE WAY...”

“Oh, this is too much!” he heard one schoolgirl exclaim from behind him.

The audience quickly shifted to the other side of the bench. Tommy obediently kept singing while the girls watched him from behind, their eyes focused on his red buttocks. The entertainment level had somehow surpassed the exciting events of recess, and the girls were reveling in the spectacle.

When he finished all the verses to Jingle Bells, applause rang out and Karen shouted to Tommy, “Take a bow, Tammy!”

Tommy bowed from the waist while the appreciative audience drank up the scene of Tommy’s red cheeks standing out for them. When he tried to stand up, Karen gently held him down by the back of his head to extend the moment a while longer.

Finally they let him step down from the bench. Tommy anxiously reached back to unclasp the safety pins, but they were strategically placed in such a way that they were just out of his reach. He frantically reached from the top, then the bottom, then the sides, but he kept coming up short, much to his exasperation. For the girls it was a sidesplitting scene to watch Tommy turning around and around in his futile attempts to extricate the back of the skirt from the safety pins.

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. Karen undid the safety pins, and as the skirt dropped back down to Tommy’s thighs she took hold of his shoulders and whispered in his ear. “Thanks for a most entertaining show, Tammy. 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 grinned and planted a wet kiss on his forehead. “See you then, sweet cheeks.” She tossed him the blouse as she ran off.

Tommy was stunned. He had completely forgotten that Wednesday was dance day for the combined seventh and eighth grade classes. “Oh, no,” he said aloud to himself, his voice quivering.

[Blondie]

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 was of the girls’ play yard, and she was enjoying the entertaining scene of the girls tormenting Tommy.

She reminisced back to her own days when she was in the seventh grade. She had a teacher who, on two different occasions, employed humiliation as a form of punishment. She smiled to herself as she looked back fondly at the memories.

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 hard, 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. Again 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 out of the day’s events than she had ever imagined.

She sighed as she realized that her living fantasy would soon come to an end. Class resumed at 1:00, and at 2:00 there was the dance class with Miss Richards. She knew she couldn’t let Betty Richards find out about her sordid dealings, so she’d have to give Tommy back his clothes. But what in the devil had happened to them?


Introducing Betty Richards

Just then she was interrupted by a knock on the door. It was none other than Miss Richards.

“Hi, Betty, please come in.”

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,” greeted Betty Richards. She was carrying a small duffel bag.

“What can I do for you, Betty?” asked the curious Sister Ruth.

“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 and laid them out on the desk. 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, I teach playacting in the second floor room right below you. Well, at about 10:00 this morning, with my peripheral vision I saw some items cascading by the window. I looked down and saw a 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.

Betty Richards smiled wryly. "Then at recess I saw Tommy Dunlop wearing a girls’ uniform. I put two and two together and figured that you must have divested him of his clothes. When it was time for recess, you couldn’t risk sending him out like that—though I suspect that’s exactly what you would have liked to have done. Since I had already picked up his clothes, you improvised with a girls’ uniform. Am I right, Sister?”

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,” she said, smiling. “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 having a young, stripped teenage boy at your beck and call, putting him through God knows what sorts of humiliations, while I was stuck showing a bunch of fifth graders how to play their parts in the upcoming Snow White school play.”

Sister Ruth started to smile, and it gradually turned into a 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,” smiled Miss Richards. “I do have a favor to ask of you, though.”

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

“Well, as you know, I have the seventh and eighth graders for dance at 2:00. I was wondering if we could work something out. Do you think it would be possible for me to.…how shall I put this….continue the lad's humiliation for my own pleasure?”

Sister Ruth was beside herself with delight, and smiled wickedly. “No problem, Betty, he’s all yours!” Sister Ruth paused momentarily, her mind racing with excitement. “But now I have a favor to ask of you. 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 hate to miss out on whatever you might have in store for him.”

“It’s a deal, Sister.” She smiled and said, “After all, it appears that we’re two birds of a feather. You could say that we’re the charter members of the ‘Sisterhood of Humiliation.’”

The women shared a laugh over the declaration. Betty leaned against the edge of the desk, bending slightly at the waist toward her counterpart. “You must fill me in on your exciting morning.”


Sister Ruth’s Recap

“Oh, Betty, you wouldn’t believe it. I had the poor boy blushing so brightly that I thought his face would catch fire.”

“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, I want details.…all the details!”

Both women laughed again. Sister Ruth reached into her desk drawer and pulled out the nightgown, holding it up for her colleague to see. “When I found an excuse to punish him, I had him put this on.”

“Oh yes, the old ‘shame clothing’ punishment,” Betty beamed. “A favorite fantasy of mine,” she said 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, was he wearing anything underneath?”

“He was, but not for long,” laughed the evil nun. “I sent him to the coatroom and told him under no uncertain terms that he was to be naked underneath the nightgown. But the little rascal 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 Richards’ interest was piqued. “Do continue!” she prompted enthusiastically.

“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, “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 his peers. They can be so wicked. 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.

[Blondie]

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 up on the desk and felt the cheeks of his face starting to glow again. He sat down, facing the nun, and unbuckled his shoes. Sister Ruth held out her hand, and Tommy handed her the Mary Janes. She put them in the open drawer. He slipped the anklets off one by one, and again handed them to his teacher. He diligently went for the top button of his blouse.

“Why don’t you stand up on the desk and do that, Tommy? You’ll find it much easier to get your clothes off if you stand up. This way you won’t have to put your bare feet on the cold floor.”

Again, Tommy complied, standing up on the desk, still facing the side of the room. Sister Ruth was just getting warmed up. “Tommy, please turn and face your classmates. Haven’t I told you how rude it is to ignore people who are taking such an active interest in you?”

Tommy turned and faced his snickering classmates. He basically was to perform a striptease for them while on his “stage.” He slowly unbuttoned the buttons of the blouse, slipped each arm out and put it in the outstretched hand of his teacher. His classmates giggled at the sight of the training bra.
Tommy shivered, as he was reminded of his semi-naked state when a breeze from an open window chilled his upper body. He grasped the training bra on either side and pulled it over his head. It was one article of clothing he was unhesitant to relinquish to the nun.

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 hanging up outside. She pretended to be alarmed by their absence.

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

Tommy stammered as he tried to explain. “I-I-I-Cindy never gave them back to me after I went to the bathroom.”

“How dare you blame one of your classmates for your absent-mindedness? Now where are your panties?” Sister Ruth demanded.

“Th-they’re hanging up outside on the tree,” Tommy answered disconsolately.

The tittering from the students continued. Sister Ruth walked briskly to the window and acted as if she’d seen the panties hanging there for the first time. Feigning rage, she stormed back over to Tommy and addressed him. “We’ll just have to go down and get them now, won’t we?” she proclaimed. “Come down from there right now!”

Tommy, now terrified, 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 asked, his voice breaking.

“No, you may not!” exclaimed Sister Ruth, her voice fading from earshot of the students.

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 classroom, another was Miss Richards’ classroom on the second floor (no problem there), and the other was the first floor classroom, which for this period was unoccupied. Sister Ruth felt safe in carrying out this phase of Tommy’s humiliation without being discovered.

Sister Ruth let go of Tommy’s earlobe and followed him down the stairs. Tommy was in a state of semi-panic, now really feeling his nudity with every step of his bare feet hitting the cold cement stairs. When they reached the doorway at the bottom of the stairwell, Tommy appealed to his teacher one more time. “Please, Sister Ruth, don’t make me go outside like this. Somebody will see me.”

“You should have thought of that before you came 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 opened the door and gingerly stepped outside. The foreign feeling of sunshine and a breeze on his naked body made it feel like a surrealistic experience. But seeing the panties hanging from a tree some thirty yards away only reminded him of how real the experience was. Careful to keep his hands at his sides, he walked quickly, almost trotting towards the tree.

“Slow down, Tommy. It’s a beautiful afternoon outside, and I’d like to enjoy it.”

The beleaguered Tommy slowed down his step. When he reached the tree he climbed on the bench and reached for the panties. They were 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!” commanded Sister Ruth. “Don’t move until I tell you to.”

Sister Ruth and Tommy were facing the building. They both noticed all the students gathered at the windows on the third floor, gawking at the unusual scene below them. What Tommy hadn’t noticed, but wasn’t lost on Sister Ruth, was Miss Richards observing the proceedings from a corner window on the second floor. Thinking on the fly, Sister Ruth decided to afford her newfound sidekick a prolonged look at the spectacle, so she stopped Tommy while he was fully extended and exposed.

“I’d like you to stand there for a few moments, Tommy, and reflect on how you can modify your behavior. I’m going back to the classroom now. Keep your eyes on the window, and when you see me join your classmates you can walk, not run back to the classroom. You’d better not walk too fast or I’ll send you back out here for the rest of the afternoon.

"Oh, and 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 can use one of the leg openings in order to see properly.”

She headed towards the building, walking very slowly. On the way she exchanged a wave and a smile with her colleague, who was thoroughly enjoying what she was witnessing from her perch on the second floor. When she reached the door she paused, turned around, smiled approvingly at her creation, and then disappeared into the building, making a slow, deliberate walk up the stairs.


Tommy Spots Miss Richards

Tommy, of course, was under extreme duress. He watched agonizingly as Sister Ruth walked away from him, leaving him alone in his naked state. He anxiously alternated his gaze from the nun (who did not seem to be moving at all very quickly, in his estimation) to his classmates, who looked on with great interest from their birds-eye view on the third floor.

Then, suddenly, his torment reached another level. When Sister Ruth neared the building she waved towards a second floor window. Tommy followed her gaze and to his utter consternation he spotted Miss Richards. It took all the restraint he had to keep from bolting from the bench and running for cover, as his exposure to the beautiful Miss Richards was all but unbearable. He clenched his eyes shut in anguish.

Possibly even more disconcerting to Tommy was Miss Richards’ demeanor. He would have expected her to be horrified by his enforced nudity at the hands of the sadistic Sister Ruth. Instead she was grinning freely, obviously taking pleasure in his dreadful predicament.

He winced as he thought of the upcoming dance class. Being exposed like this in front of both the seventh and eighth grade students would be more than he could bear, he thought. But with the two teachers apparently in cahoots with each other, he realized that the possibility certainly existed.
Then his thoughts turned to Karen, and how she seemed all too eager to partake in his humiliation. He remembered what she said to him at the end of the lunch period: “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.”

“Oh, God,” Tommy desolately said aloud.

He opened his eyes. Sister Ruth had disappeared into the building. He looked up to the third floor, anxiously waiting for his teacher’s appearance, but all he saw were his very amused fellow seventh graders. He glanced to the second floor and saw that Miss Richards was still at the window, smiling and glaring at him. Tommy shuddered, as his naked exposure was excruciating.

Finally, after over five agonizing minutes, Tommy spotted the black and white habit in the third floor window. He pulled the panties from the branch and climbed down from the bench. He started to walk, but then remembered, much to his dismay, the instruction from Sister Ruth that would further his humiliation. He pulled the panties over his face, adjusted the opening over his eyes, and began walking—slowly—toward the building, mindfully keeping his arms at his sides. He heard the laughter emanating from the third floor, but he stared straight ahead, thus avoiding eye contact with the grinning Miss Richards. The thirty-yard stroll seemed more like three hundred.

He finally reached the door, and when he entered he breathed a momentary 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 resonating from the top of the stairwell.

“Let’s go, Tommy, we don’t have all day,” she bellowed. “Your classmates are waiting for you.”

Tommy’s shoulders slumped, and he resignedly climbed the stairs. He entered the classroom, and the students, now seated, laughed aloud at the sight of the naked student with the panties over his head. For Tommy, it seemed there would be no end to his degradation.

[Blondie]

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 do 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 exacerbate 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 a 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 derriere 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 waiting 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. The topic of the week was the state capitals of the United States. Sally intermittently looked up from her book at her brother, paused and smiled, and then continued with her reading.

Occasionally she 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 continued for about twenty more minutes, with several of his students taking their turns to read, before Tommy heard the voice of Sister Mary Ruth. “Okay, Tommy, you may come down now.” Tommy stepped from the stool, and walked over to his teacher, where she handed him his long-lost bundle of clothes. She unfastened his underpants from the chalkboard and handed them to Tommy. “You may get dressed now, Tommy. I think you’ve been punished enough. I do hope that you’ve learned a valuable lesson today.”

Never had Tommy been so glad 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.

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.

[TeenFan]

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?

[Blondie]

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.

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.