Charlie’s Punishment/Chapter 3

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Chapter 3

“Did he make you suck his dick again?” Charlie’s friend, Ryan asked.

She nodded solemnly, “I have to do it every day next week.” She stared forward, looking at nothing in particular.

“Gross, my brother got caught cussing once and he told me that’s what he made him do,” Ryan added.

“It’s so nasty,” she made a face just thinking about it.

“I hope I never have to do that,” Ryan shuddered. The two of them were sitting on the edge of a half pipe as they talked. Charlie was glad she’d finally found a friend to go to the skatepark with.

“I’m never cussing at school again,” Charlie stated. She’d been caught for a second time in two weeks. This time, it wasn’t a teacher that over-heard her. She’d been careful to watch her tongue when any adults were around. Instead, she was caught by a couple of two younger students sitting close by in the cafeteria.

“Ooooo, you said the “F” word!” a cute first grade girl teased. “We’re telling.” The younger kid then followed through on her threat, walking over with her friend to the nearest teacher. Charlie felt a huge pit build in her stomach and she knew she was screwed. She could see the two girls out of the corner of her eye, relaying what they’d overheard to the first adult they came accross. As a result, Charlie Once again found the principal’s cock in her face. And once again, he held her head still as he rammed it down her throat, ignoring her whining and repeated gags. Even though she’d chugged water right after, Charlie could still clearly imagine the taste of Principal Richter’s seed shooting into her mouth.

She put it out of her mind as she strapped her helmet back on and prepared to drop-in the bowl. A weekend of skating with her new friend Ryan was just what she needed. His mother had driven the two of them after school and unlike Charlie, he lived close enough to walk to the skate park.

It was a hot weekend and as a result, many of the boys at the skate park had their shirts off. Not to be outdone, Charlie pulled her shirt off, too. This wasn’t unusual for her and it was rare for anyone to question it. She was completely flat chested and looked just like a boy, after all. Not to mention that with her boy’s clothes, even with her long hair she could easily be mistaken for a boy. She skated around for most of the weekend wearing nothing but a helmet and pair of baggy shorts just like many of the boys her age. If any boy had tried to make fun of her for it, she would have beat them up anyways. It wouldn’t be the first time…

While the young girl had nearly forgotten about it while spending the weekend with her new friend, the reality came back to her Monday morning. She was to report to the principal’s office first thing before going to class. When she approached his office, Charlie spotted a younger, blonde haired girl walking out. The girl was completely naked, apparently not allowed to wear clothes in class. While she wasn’t looking forward to sucking the principal’s cock, she was grateful that she was at least allowed to wear clothes, unlike that girl.

“Well, it was almost your lucky day,” Principal Richter said when he spotted Charlie. “I just got my rocks off in one of my favorite little girls this morning. But I managed to convince the janitor to let you suck him off, instead. He didn’t actually take much convincing, though…” Charlie suddenly felt a presence behind her, then a hand on her shoulder.

“So this is Charlie?” The voice behind her asked.

“Indeed it is,” Principal Richter replied. “She’s still learning but can take it rougher than most girls her age.”

“I could have guessed,” the janitor said, looking down at the young tomboy. She was wearing a sleeveless t-shirt that was a bit large on her and dark camo shorts. Her long hair hung lazily and appeared to be combed just enough to keep it from getting too tangled.

The pushed her towards the Principal’s sofa and Charlie finally got a look at the man when she he sat down in front of her. She recognized the janitor, though she had only seen him passing by in the halls until now.

“Damn, I like this one,” he said as he examined her body. The two men began talking about Charlie as if she wasn’t even there. Meanwhile, the janitor had begun running his hands over her. She flinched when he put his hand inside the hole in her sleeves and started to feel up her chest. No doubt he would have enjoyed watching her skate shirtless just the day prior.

“Does she swallow?” The janitor asked. He was pretty sure he already knew the answer, but couldn’t miss an opportunity to make fun of her for it.

“Not hardly,” the principal chuckled.

“Well, I guess you can’t have everything,” the janitor suddenly began moving his other hand up underneath the bottom of her shirt. “We aught to take this shirt off, though. Wouldn’t want it getting all messy now would we?” He pulled it over her head. Even though she had spent most of her weekend without a shirt on in front of dozens of boys at the skate park, something about being shirtless in front of these two men made her feel uncomfortable.

Now that she was bare from the waist up, the janitor pushed Charlie to her knees and pulled out his cock. She knew what to do at this point, but still kept her mouth shut defiantly.

“Open up,” he said plainly as he began poking the tip of his cock against her lips. She was determined not to let anyone take advantage of her this time and kept her lips closed. When he reached for her nose and pinched it shut, the girl whined, realizing that she would have to open her mouth to breathe.

As soon as she inhaled, the janitor’s erection entered her mouth, eliciting yet another helpless whine from Charlie.

“I like it when they have a bit of attitude,” the janitor said as he pulled the back of her head. “It makes it more fun to break them in.” The two men laughed, much to Charlie’s humiliation. A few minutes in, he began forcing her head to move faster, causing her to gag when he got too deep.


“So. Fucking. Hot.” He cried out, not bothering to hold back as he continued moving her head, He didn’t last long, though and began shooting off inside her mouth not long after. He didn’t taste quite as bad as the principal, but that didn’t stop her from gagging when she tasted his cum.

“That’s it!” The janitor suddenly pulled out, still ejaculating.

“Ah,” Charlie tried to back away from the stream of cum, but he held her shoulder. Only able to turn her head, a glob landed on her cheek and another dripped down her hair before he pointed it down and squirted the rest onto her chest.

“That’s a girl, take it like a good little slut!” He said as he wiped his cock off on her hair. Still on her knees, She looked down forlornly at her chest covered with jizz.

“Well what do you know, watching that made me hard as a rock,” The principal said as if this was his plan all along.

“Well, what are you waiting for?” The janitor said when Charlie didn’t move. “Get over there!”

She stood up slowly, “You said I’d only have to do it once!” She complained.

“No, I told you to come once a day to my office before school,” the principal replied. “I never said you only had to suck cock once cock a day. Now get over here.”

“But that’s not fair!” The girl whined.

“This is what happens when you cuss at my school, Charlie. Now, get your mouth around my cock before I make this a lot more difficult for you.”Charlie quickly shut up and made her way to the principal’s desk. She lowered herself to her knees once more.

This time around, she didn’t resist and simply dropped her jaw, waiting for the second cock entered her mouth. She closed her eyes, trying to think back to her weekend at the skatepark as she felt the principal’s hands grabbing at her hair. Then the tip of his cock brushed against her lips and his shaft entered her mouth.

“I bet you’ll learn to like it by the end of the week!” The principal said, using her hair to force her to bob on his cock. She opened her eyes looked up angrily, but only had a good view of his stomach as her nose was forced into his pubes. The little tomboy began to gag on her second cock, quite certain she would only hate sucking him off even more by the end of the week.

The principal lasted longer than the janitor had. But Charlie’s jaw was only a little tired when he started ejaculating in her mouth. Most of his cum wound up in her mouth, but not wanting to be outdone, he pulled out and made sure to squirt a bunch in her hair, too. Charlie clearly wasn’t very thorough in the haircare department so there’s no telling how long it would take her to get it out. This thought amused the principal as he watched his cum trickle down her long brunette hair.

When he was finished with her, she was allowed to clean up with a small rag he kept on the wall for such occasions. She wiped off her face and chest. Her hair was more difficult, but she managed to at least get the biggest globs out.

“Since you seem to enjoy complaining, I’m keeping your shirt,” the principal informed her. “You can pick it up at the end of the day.”

“If you just cut her hair off she’d look just like a boy anyways,” the janitor laughed. “She already dresses like one.” Losing her shirt wasn’t the end of the world. She was used to ditching her shirt, after all. Although Charlie wasn’t looking forward to what some of her other classmates might think.

She was relieved when she left the principal’s office. It was over for now, at least. However, she knew she would have to do it all again tomorrow. Her predicament seemed grossly unfair and while she felt completely powerless, she couldn’t help but trying imagine some way of getting out of it…

Chapter 4