Charlie’s Punishment/Chapter 7: Difference between revisions

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“How long to I have to wear it?” The pull-up diaper clad little girl asked.
“How long to I have to wear it?” The pull-up diaper clad little girl asked.


“I’ll make sure you wear one in the place of underwear for the rest of the school year.” Another tear fell down her face. She wanted to argue, but she was learning. For talking back, he told her she had lost her shirt for the day. Even though it was just her pants and panties that had been spiked, she had to go shirtless, too  
“I’ll make sure you wear one in the place of underwear for the rest of the school year.” Another tear fell down her face. She wanted to argue, but she was learning. For talking back, he told her she had lost her shirt for the day. Even though it was just her pants and panties that had been soiled, she had to go shirtless, too  


He informed her she could pick up her clothes at the end of the day and then sent her off dressed only in a pull-up. She was glad that there weren’t many other students roaming the halls when she walked back.
He informed her she could pick up her clothes at the end of the day and then sent her off dressed only in a pull-up. She was glad that there weren’t many other students roaming the halls when she walked back.

Latest revision as of 04:28, 29 December 2022


Chapter 7

Back in the first grade class, Wyatt was once again enjoying the fruits of his labor as he continued single handedly causing mayhem for two little tattle-tales.

On Monday morning, Angela was already in tears as she sat naked at her desk. Because stealing is such a serious offense, she had to relinquish her clothes to the principal as soon as she arrived. Naturally, he took the opportunity to fuck her ass once more.

On her way to class that day, she’d also had the misfortune of running into the janitor who decided to give the girl her very first lesson in how to give a blow job. In the end, it sent cum pouring from her nose and mouth as she was overwhelmed by his load.

Smeared cum was clearly visible on her cheek and across her chest.

Her best friend Hannah hadn’t gotten in anywhere near as much trouble and therefore, was still fully clothed. She wore yellow shorts and a light blue t-shirt. Wyatt couldn’t help but wonder if he’d be able to get her in enough trouble that day to get her to lose her clothes, too. He was certainly going to try.

A lesser kid would have been caught for sure. But Wyatt found his opening and grabbed her homework folder when she left her desk. It helped tremendously that he happened to also sit next to her. Their next subject was math and he found her homework right where he’d expected. Quickly and quietly, he took the paper and folded it several times. Then, pretending he needed to blow his nose, he got up and walked over to the tissues. Once he made a convincing blowing sound, he tossed both the tissue and Hannah’s homework into the trash.

When math began and their teacher turned to start collecting homework, Hannah was in a panic. She knew she’d done it, but it was nowhere to be found. And since this was her third offense, she knew the punishment would be much more severe.

“I did it please! You have to believe me!” Hannah started to sob, not understanding how her homework could suddenly disappear for a second time in less than a week.

“Look here, sweetie,” the teacher leaned over her. “It doesn’t matter if you did it or not. If it’s not in my hand by the time I’m finished collecting the homework, then you’re in big trouble. This is your third offense, young lady.”

Hannah began to cry harder, “No please!” Even though she’d never been there herself, she knew what sorts of things happened in the principal’s office. Her completely naked best friend sitting on the other side of class knew it all to well.

The girl dropped down out of her chair and fell to the floor. She wished that she could keep falling into the floor. Instead, she lay there crying, drawing the attention of the rest of the class.

“Up you go,” there teacher walked over once all the homework was collected, grabbing her by the arm and lifting her.

“No, I don’t wanna go!” She cried. The teacher practically had to drag her towards the door. At the front of the classroom, Hannah dug her feet in, resisting being pulled towards the door.

“Please don’t make me!!!” She sobbed. Then suddenly, something unexpected happened. Hannah didn’t even notice it herself until one of the boys in the front of the class pointed it out to everyone.

“Look she’s peeing her pants!” The class laughed. Wyatt peered around a girl who was blocking his view and sure enough, he saw a dark spot growing in her shorts. Liquid was dripping down her legs, too.

Hannah looked down in alarm, it was too late to try and stop it. Her urine flowed out, soiling her panties, shorts, and she could even feel the warm liquid getting into her shoes as it flowed down her legs. The laughs and insults from the rest of the class made her embarrassment twice as as bad.

She had no more words and simply cried as the teacher led her out the door and escorted her to the principal’s office.

“Well, young lady,” Principal Richter turned to her once he was well informed of the facts. “Not doing your homework usually qualifies for a mid tier punishment, but your teacher tells me you threw a fit when she tried to send you to my office.”

“I’m sorry,” she had stopped sobbing, but still seemed as though she might start again at any moment.

“You also can’t hold your bladder, it seems,” he looked down at the child, still wearing her soiled clothes. “Why don’t you start with taking those off.”

Hannah was partly relived to remove her clothes and partly embarrassed. She definitely didn’t like the idea of being naked in front of the principal, but standing there in her wet clothes was feeling more and more gross as time went on.

Her shoes and socks were only a little wet, but enough to write them off for the rest of the day. Her shorts and panties were completely soaked, and both landed with a thud on the floor of the office.

“And your shirt, Hannah,” tears were flowing more freely again as she pulled it over her head. Once she was naked, the principal walked over to where she stood and studied her body.

Her nipples were quite prominent against her flat chest. He found them quite pleasing to the touch. Meanwhile, her stomach was completely flat. She was quite muscular for her age, clearly an athlete. The girl shuddered as she felt his hands exploring her body.

“If you hadn’t made such a fuss, this would have gone a lot easier on you,” he told her. She let out a single sob at his words. He leaned in and began kissing her neck, traveling down to her chest and then continuing to kiss his way down to her pussy. She gave a distressed squeal when she felt his slimy tongue swirling around her pussy. Had he continued, she might have started to feel good, but he stopped and looked up at her face.

She had several missing teeth in the front, something that Principal Richter found quite sexy.

“How many baby teeth have you lost now?” He asked.

“Four,” she managed. Without another word, he grabbed her head and met his lips with hers. His tongue forced its way into her mouth, despite her recoil. He explored the gaps in between her teeth and even thought he felt another loose one with his tongue. He was completely in heaven and couldn’t wait to see his cum pouring over the gaps in her mouth.

With that thought at the forefront, he stood up and dropped his pants. The miserable six year old had no idea what was coming until it was too late.

“Open up wide!” He said to her. Even though his cock was right in her face, her limited experience meant she had no clue what was about to happen when she dropped her jaw.

Another loud whimper came out of her as she tasted his cock. Her attempts to back away were thwarted by two large hands at the back of her head. He held her in place as he began moving his hips. Her cries were once again in full force as the child’s face was fucked for the first time.

Her sobs only made the principal want to plow his cock deeper, and he did so. Still holding her head, he pushed in and caused her to gag. He moaned at the sensation. After several long and miserable minutes for Hannah, it was finally all over. At least as soon as the principal finished cumming.

She was shocked when she tasted it and then grew more alarmed as it began to fill her mouth. It poured out her mouth and ran down her chin as more filled her mouth. The girl whined but was suddenly relived when he pulled his cock back and out of her mouth entirely. Her relief was only temporary, though. The principal was still ejaculating and began squirting cum over her face. She squirmed in a desperate attempt to escape but by the time the principal finally let her pull away, he was finished and her face was covered with his jizz.

He was happy to see more streaming out the gaps in her teeth when she opened her mouth to speak. Her words made no sense, and resembled more of a concerned whine. But he knew what she wanted.

He pointed to the rag hanging in the wall and she quickly walked over and grabbed it to start cleaning up her face. She spit a mouthful of cum into the rag and did her best to clean up her face.

“Now,” the principal wasn’t quite finished. “You had an accident in the classroom and we really can’t have that now can we?” He waited for her to reply.

“No,” she said eventually, cleaning off cum that had dripped down to her flat chest.

“Good, I’m glad we agree,” he continued. “So that’s why from now on, you’re going to wear a pull-up here at school.” Hannah froze.

“What? No!!!” She whined, nearly dropping the cum rag to the floor in shock.

“Well, you’ve had an accident once and it’s the only way we can be sure it won’t happen again!” He pulled one out from a drawer behind his desk.

She argued with him, swearing that she wouldn’t do it again and it was only an accident. But after a few threat from the principal, she gave in. The little girl sulked as he made her step into the pull-up and pulled it to her waist.

“Now, if you wet your pull-up, you’ll have to come back so I can give you a new one.” He informed her. She wasn’t worried about that, since she knew there was no chance she would wet herself. She’d only done it before because she was so scared of getting sent to the principal’s office.

“How long to I have to wear it?” The pull-up diaper clad little girl asked.

“I’ll make sure you wear one in the place of underwear for the rest of the school year.” Another tear fell down her face. She wanted to argue, but she was learning. For talking back, he told her she had lost her shirt for the day. Even though it was just her pants and panties that had been soiled, she had to go shirtless, too

He informed her she could pick up her clothes at the end of the day and then sent her off dressed only in a pull-up. She was glad that there weren’t many other students roaming the halls when she walked back.

As soon as she stepped into the classroom, however, everyone erupted in laughter. Taunts of “diaper girl” and “big baby” followed her as she walked back to her desk. Hannah seemed to be all cried out, though her sullen attitude made it seem like she would start again at any moment.

Wyatt looked over at her as she took her seat next to him. He might have felt bad for her had she not been the one that told on him for cussing a few months before. He hadn’t even said anything that bad, but she leapt up the instant she hear it and and told their teacher. He’d hated sucking the principal’s cock more than anything, and seeing her in such a state felt like the best revenge he could get.

Before Wyatt could give Charlie and Ryan the news, they spotted both Angela and Hannah walking together to the cafeteria at lunch time. They pointed and laughed like the rest of the school, especially at Hannah in a pull-up.

They were glad to see Wyatt trailing close behind them who immediately walked over to fill his older brother and Charlie in on the details.

“Well, I think we can say we got them back.” Charlie reasoned after she’d heard the whole story.

“Dang, you guys got them back for telling on you?” Trevor was walking close behind them and overheard. He’d only been hanging out with their group some of the time now, so he wasn’t always privy to all their plans since Charlie basically took over his group on her first day at the school.

“Yeah, it’s just too bad we couldn’t get them the first time,” Ryan lamented. “Wyatt said those girls who got caught by accident still haven’t been back to class.”

“Yeah, my friend Kyle said they got sent to the high school.” Wyatt stated.

Despite getting the wrong girls in trouble the first time around, things seem to have worked out well. Angela went the entire week without clothes and was well fucked by the principal and janitor. As did a few select teachers that managed to find her when the naked girl had to brave the hallways—as was the school custom. Meanwhile, Hannah had gotten herself in quite the predicament. It seems her defiance as well as her big mouth had not done her any favors. Well—and the fact that she’d peed her pants. She had the misfortune of being forced to wear pull-ups to school from now on. And since she chose to talk back every time she came into the principal’s office to let him change her, he relinquished her right to wear anything but pull-ups for the rest of the school year.

Charlie, Ryan, and especially Wyatt, had taken quite a few risks to put it all in place and it had paid off. However, their luck was soon about to run out.

Chapter 8