Pajama Day

By Aldric

Copyright 2024 by Aldric
pietar_the_fearless@yahoo.com, all rights reserved

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This story is intended for ADULTS ONLY. It contains depictions of sexual activity involving minors. If you are not of a legal age in your locality to view such material or if such material does not appeal to you, do not read further, and do not save this story.

Comments may be sent to pietar_the_fearless@yahoo.com . Note that the underscores (between pietar, the, and fearless) are part of the name and must be included.

This story depicts minors in unusual conditions that may include unprotected, unsafe sex or extreme humiliation. Obviously, this does not describe real life and should not be taken as such. In the real world, behaviors as described in the story are not acceptable, tolerated, or legal. The reader should never confuse the difference between fiction and real life. This story is fictional.

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Pajama Day

“You’re actually going to go to school like that?” Jaeden asked. “You’re 12 years old, not 6.”

“Its pajama day,” Finn explained. “You’re the one who will stand out. Everyone else will be in pajamas.”

“Yeah, we’ll see about that. Although I do hope that Clair Hayes is in her pajamas. She’s cute, and I hope they show off her tits.”

“I’m going to tell her you said that.” Finn knew immediately it was a mistake. But he was saved by their older sister.

“Leave him alone or Mom and Dad will be dealing with you again,” she said to Jaeden. “Why don’t you just grow up?”

“Why don’t you stay out of this. He doesn’t even wear pajamas anymore. Mom had to buy him a pair just for today. Maybe he should go in what he does wear.” Jaeden turned to his brother. “I can make that happen.”

Finn rapidly moved to the kitchen where Mom would ensure that his big brother would stop tormenting him. At least until they had to leave for school. The truth was, he was a bit nervous about wearing pajamas and hoped his friends weren’t lying when they said they would be. If he was the only seventh grade boy dressed like that, he’d be laughed at all day. Because they’d moved here in the summer, this was his first year for pajama day at the elementary and middle schools. And he’d heard one of his brother’s friends say only the sixth-grade boys, and less then half of them, came to school in pjs.

“You don’t have to,” his mom said to him when she saw he was unsure. “You have time to change. I’m sure your friends weren’t lying to you, and they’d most likely understand if you wore regular clothes instead.”

“No, its just Jaeden. He’s making fun of me again. I’m going to leave early and go to Joel’s house.” Instead of breakfast, he grabbed a protein bar and headed out the door.

Once outside, he felt very self-conscious. He was wearing bright green pajamas. The top was short-sleeved with five buttons. After he’d first put them on, he had looked at himself in the mirror and could see a slight bulge where his dick was, even though he had briefs on under the pajamas. If he got a boner--, well, he didn’t know what he would do, but he was sure everyone who saw him would know he had one. He almost turned around to go and change, but he’d promised Joel and Asa that he would be in pajamas.

Jaeden ignored his mom as she berated him for picking on Finn. The kid had to grow up someday. Besides, he had something in his pocket that would make all the girls he showed it to laugh.

Like Finn, Jaeden had to walk four blocks to McHenry Middle School. Their sister was in her first year of high school and only had to go a half block to catch her bus. He couldn’t imagine spending the day in pajamas. Not at age 13. Or even 12. Sixth grade maybe, but not any of the middle school grades. Why did they even have a pajama day? He realized his brother wasn’t around. The kid had probably run to Joel Miller’s house. He wondered if Joel’s brother Noah was going to go in pajamas. He was a nurd, but a tough one. Big physically, and with a body that looked like it could take a beating. He defended Joel, and Joel’s friends. Too bad, he’d hoped to make Finn’s day start off horrible.

Finn was relieved. Joel and Asa were both outside, and both were in pajamas, just like they’d promised they would be. Joel’s brother, Noah, was also in pjs, as was Asa’s sister, Clair. He remembered his brother’s statement and out of curiosity he looked at her chest. But it didn’t show anything he couldn’t have seen if she were in normal school clothes. They all called to him and he hurried to join them as they headed to school.

Left alone with Mom, Jaeden didn’t want to listen to her telling him to stop picking on his brother. She had bought him a pair of pajamas too. They matched his brothers except for the size. What a waste of money he thought as he grabbed something to eat on the way to school. Not only didn’t he wear pajamas to bed, he’d started going commando about a month or so ago. To bed, and except on gym days, to school too. It felt cool to allow his dick freedom to move around.

He didn’t catch up with Finn and his friends until they were already at school. Everyone Jaeden saw was in pajamas. Until he spotted Gorden Dorsey. But even his best friend was partly playing along. He had short pants on, but a pajama top instead of a shirt. He’d promised that the only 7th and 8th grade boys in pajamas would be the nurds or momma’s boys, yet now he hardly stood out.

“Hey, Jaeden, nice jammies,” he yelled. But he was laughing.

Jaeden walked over to him. “I thought you were too old for playing dress up,” he muttered.

“What this? It’s nothing. How did Finn react when you showed him the picture?”

“The brat left early. He hasn’t seen it yet. But he’s with a bunch of his friends, including the girl he likes. I think I’ll start by showing it to her and let him wonder why she suddenly starts laughing at him.”

His first target, Dove Sutherland, was the same age as Finn. Their birthdays were just a week apart. He saw Finn looking worried as he approached and Noah even moved to try and cut him off. He ignored the teen and went straight to Dove.

“Hey, nice pjs,” he said. “You want to know something? Finn doesn’t wear them to bed. This is what he wears.” He pulled the picture out and showed it to her.

She gave a soft scream, and then a giggle. And then she turned angry. “How dare you. What has he ever done to you.” She pushed away and Noah took her place.

“Show me what you showed her.”

“Naw, it would ruin your image even more than showing up to school in your pajamas does. You’d most likely get a boner from it.” Jaeden turned away and went to find some other kids to show the picture to. The bell would ring soon and once everyone went inside, Dove Sutherland would probably go to the principal’s office to report him, so he’d have to lose the picture soon.

Finn caught up with Dove. “What did he show you? Why are you running off?”

“You don’t want to know. I’m sorry I laughed at it. It was just your stupid brother being crude and mean.”

“No, look, he’s already showing it to other kids. I’ve got to know what it is. Please tell me.”

She blushed as she turned and faced him. “He said you don’t wear pajamas to bed. He had a picture of you wearing what he said you wear to bed. It was you, in your briefs.” She frowned and looked away from him. “I could see you had an erection. The front of your briefs was stretched out. I’m sorry I laughed.”

“No!” Finn said. “He didn’t really show that, did he?”

“Hey little boy,” an 8th grade bully yelled to him. “Nice undies. But it looked like you have a small dick.”

“I’m guessing he did,” Joel said, trying to find a way to comfort his best friend. He felt sorry for Finn, yet at the same time, he was curious about the picture and kind of wanted to see it for himself.

“I’ll take care of it,” Noah stated. “I’ll figure out a way. At least to get him to stop sharing it.”

The bell rang. Finn wanted to run back home and never return. Dove, a girl he really liked, had seen his boner. Well, not the actual flesh. But the outline. And it was small. Jaeden had started sleeping nude in the room they shared. He’d seen his brother with a boner. Jaeden’s was bigger. His balls were bigger. And he had some hairs down there. His own dick wasn’t even four inches long, and he was bald as a baby below his neck. And now that picture was being shown to bullies and girls. He would never be able to live this day down.

Once inside the school, Jaeden knew he needed to hide the printed picture of his brother. He had deleted the original from his phone but had a copy just in case he needed it hidden away on a thumb drive. The picture was printed using his dad’s printer. A good one that produced high-quality printouts. He showed it to at least a dozen of Finn’s peers plus a few of his friends. Someone was bound to tell, and he had to make sure the picture wasn’t found. He stuck in inside his sock. They probably would make him empty his pockets and would search his book bag and locker, but they wouldn’t strip search him.

Jaeden was surprised when by the end of lunch, he hadn’t been called to the office. He’d seen bunches of girls laugh when they saw Finn, and had heard the bullies talking about having him show it live on the way home. He was pretty sure that wouldn’t happen though.

It was just before the next bell when Noah Miller approached him in the hall.

“What you did was just plain cruel,” the teen began. In response, Jaeden smiled, throwing Noah off his prepared speech for a few seconds.

“I’m offering you a deal. This is the only time it will be offered. It starts with you giving me the picture and telling me where all copies and the original are. Do that, and you don’t get in trouble. Nobody will tell on you. What you did could get you kicked out of school.”

“You about done?” Jaeden asked when Noah stopped talking. “Go ahead and tell. I don’t have any picture and I don’t know what you are talking about. I did see Finn show something to Dove Sutherland this morning just outside of school, and she laughed. Other than that, I have no idea what picture you are referring to. And just so you know, I’ll be with Gorden Dorsey after school. So go ahead and try something. You’d better hope that your dick is bigger than my brother’s. But I doubt that it is.” He turned and headed to his next class.

Noah was dumbfounded. Finn had told him it wouldn’t work and might make things worse. But he couldn’t believe that even Jaeden could be that stupid. Getting caught with the picture would cause a suspension at least. Maybe even expulsion from school. After all, it seemed like hardly a month would go by without him being called to the principal’s office for something.

He didn’t have time to do anything now as the bell was about to ring and he needed to get to his next class. But right after that he’d text Zoey and see what help and advice she could give him to save Finn and punish Jaeden.

Jaeden wasn’t worried about being a few seconds late to his next class. He had a small detour he needed to make. He headed to Finn’s locker. Finn had written the combination on the tag in his bookbag and he now knew it too. Making sure that nobody was in the hall to see him, he opened it and stashed the picture in one of his brother’s books. Then he hurried off to class.

He was surprised when he wasn’t called out of his class. And even more so when he wasn’t called out from his final class for the day. He wished now that he still had the picture. But it was too dangerous to go back to Finn’s locker. He went out the front doors and headed for home.

The first realization that something might be wrong was when he saw Zoey and two older boys from her school standing next to Gorden Dorsey. Gorden did not look happy. As soon as his friend saw him, he called out and headed towards him.

“What’s going on? Why were you with my sister?”

“Well, I’ve got some bad news for you. Those two guys,” he turned and pointed at the two boys standing next to Zoey, “They gave me a choice. I can join them, or I can join you. And since your day is about to turn horrible, I joined them. You’re to come along with me.”

“Bullshit to that. What is going on?”

“When we get off of school property, your sister will tell you. All I know is that my job is to convince you to go to your sister. So, come along, or go it alone. But I kind of got the feeling that things will go better for you if you follow me.”

Gorden turned and headed for the street.

The street that the middle school was on did not have any houses. The land across from the school was lightly wooded, and Jaeden noticed that his sister had been joined by Finn. Joel and Noah Miller and Asa and Clair Hayes were also with them. But the two boys from the high school were headed his way.

He turned and saw that a large group of 6th, 7th, and 8th graders were between him and the school. He wondered if they knew something was up, or if they were there to keep him from going back to the school.

He angled back towards the school. The kids behind him parted, allowing him to go back inside. But then he wondered, what good would that do? He had to go home at some point. And he didn’t want a bunch of little kids calling him chicken. Even though he was getting scared.

Gorden had turned back and was approaching him. “You can go back into the school, but unless you go to the office area, they’ll follow you and it will start there. Better to go to where you Zoey is headed and just get it over with. She told me to tell you that the longer you delay, the worse she is going to make this. She seems very pissed at you.”

His sister was never one to screw around with. She was smart and determined, and she didn’t make threats. With the help she had here from bigger and much stronger high school boys, whatever her plan was, it was going to happen. He didn’t say anything, but began heading for the wooded area.

“It took you long enough,” Zoey said once he made it to where she wanted him. “Your delays and attempts to get past us will cost you. Start out by getting into your pajamas.”

“I, uh, they’re at home,” he stuttered.

“Not the ones mom bought for you. Get on what you wear to bed. And don’t even think about lying about what you wear. I know the truth.”

He looked around. A crowd of kids were gathering. It looked like more than half of the school’s population were around him. More girls than boys, but not by a lot. He couldn’t get started.

Zoey gave him several seconds to begin. When he didn’t, she gave her last warning. “If you make us do it for you, you will go home with your arms tied behind your back. I’ll get into trouble, that’s already likely to happen. But the truth about the picture you showed will come out to our parents, the school, and other parents. Think about how that will end.”

“But that’s going to happen anyways, so why should I undress?”

“That’s actually a wise question to be asking, one I thought was above your level of thought. You should undress, because that opens up another path. If you do as I say, there will be no mention of the picture by anyone who saw it. You will simply admit to Mom and Dad that you made fun of Finn and told everyone he sleeps in his briefs. You can then tell them that I punished you by making you strip and go home that way. Yes, we will both get punished. But you won’t be expelled from school. In fact, the school will never know about the teasing you did there. So, that is why you should undress. And soon.”

His parents wouldn’t buy it. They’d know that something more happened. But he trusted his sister. She would get punished too. Maybe worse than him. Unless the picture showed up. Then all bets were off. He wondered if Finn had found it inside the book that he’d put it in. But a movement by Zoey made him face his more immediate decision. To strip or be stripped. The difference was having his hands tied behind his back once it was done. He saw the two high school boys approaching and made up his mind.

There was a soft cheer as he pulled his shirt over his head and dropped it on the ground. “Can I keep my shoes on?” He asked. His sister nodded, and that left the moment he dreaded the most. All he had on were shoes, shoes and socks. The crowd of kids had moved closer. Zoey’s two friends were now right behind him. He felt one of them put his fingers inside the back of his pants.

“No, I’ll do it,” he said softly. The fingers were removed, and after another five seconds, he unsnapped and unzipped them. He then whipped them down to his ankles. It took a few seconds for him to get them off over his shoes. He was now naked in front of a large percentage of the roughly 225 kids that attended McHenry Middle School. His hands went over his crotch.

“Don’t cover up or your hands will be tied behind your back,” Zoey ordered. “Keep them to your sides. I won’t give you another warning.”

After he moved his hands to his sides, Zoey bent over and collected his clothes. When she rose, she signaled to the crowd to stand back a few feet.

“Tell them you are now honoring pajama day and that this is what you wear to bed. Then apologize for all the bullying and teasing you’ve done this year. Then we’ll get on to the last punishment I added for making this take so long.” She stepped back so that she wasn’t blocking the view of him.

Jaeden made the mistake of scanning the faces of the kids in front of him. On so many of them, he saw joy, determination, and expectation. He still had some kind of punishment to get through, and then the walk home.

He saw his sister about to warn him and cut her off. “I’m now in my pajamas, just like all of you,” he began. But several shouted for him to speak up. He started again, louder this time. He said it was what he wore to bed, and gave a weak apology. He didn’t figure his sister would accept it, but she didn’t say anything to him. She closed the gap between them again.

“You like basketball, don’t you,” she asked. The question confused him, but he nodded. “Good. Basketball starts with fundamentals, like ball handing and shooting. And that is what is going to happen here. Anyone who wants to has five seconds to handle your equipment. That will continue until everyone who wants to has had their five seconds. If after all that you haven’t shown them your shooting skills, you will masturbate yourself until you do. Then you can go home.”

His eyes opened wide and his hands again went over his privates. But they didn’t stay there for long. The two big boys, men almost, grabbed them and pulled them back behind his back. One of them told him to put them behind his head and leave them there or they would tie them behind his back. They then let go.

He didn’t want his hands tied, so he moved them to behind his head. He was very aware that his dick was now jerking up and down matching the beating of his heart.

Zoey turned to Dove Sutherland. “Do you want to practice your ball handling skills?”

“Hell yes,” she said with a smile. “I’ll never get a chance to do this again.”

She did touch his balls, but only for a second. She used the last of her time to feel his dick. She was immediately replaced by another girl.

It seemed to take forever. So many kids, including a lot of the sixth-grade boys, wanted to touch him. Because the touches only lasted for a few seconds, he was so many times close to shooting only to have his dick released. Cum was dripping down from the tip. But he did see that the number of kids who wanted to touch him was down to a last few. He got through them without shooting.

Zoey asked again if anyone else wanted a turn. When there were no takers, she reminded him of what he had to do.

It was horrible, but he needed to cum more than he’d ever needed to before. All it took was the right touch and fifteen seconds before he erupted with five small and nearly clear bursts.

He got a huge cheer, and the crowd of kids began to leave, most laughing.

Zoey approached. “Good news, you got through that a lot faster than I thought you would. Mom won’t be home yet. If you hurry, maybe you can beat her. If you do, what she knows will start with what you tell her. If you don’t say a word, neither will I.”

He didn’t wait for her to change her mind. Naked and horrified, he began running as fast as he could.

He did beat his mother home, buy no more than five minutes. He went straight to the room he shared with Finn and dressed quickly.

He decided that getting Zoey into trouble wasn’t worth what would happen to him. He said as much to Zoey when she and Finn arrived. His brother said to go outside with him.

Once there, Finn pulled the picture from a pocket. “You need to show me all the places the photo this came from are stored. I will watch as you delete them. Once that is done, you can watch me shred this, and I’ll never tell.”

It was too dangerous to try and trick Finn. He retrieved the thumb drive and plugged it into his computer. Then he deleted the photo. The printed copy was run through the shredder in the den.

Pajama day was done. He expected that someone, at least one kid, would either brag about it to an adult or tell an adult what had happened. But other than a lot of teasing and laughter, nothing bad happened. No threats of blackmail were made, and as far as he could tell, no adults knew anything about what he’d done or the punishment his sister had put him through. He watched carefully for two weeks. After that, even most of the teasing and laughter had ended.

However, he did stop tormenting his little brother. The punishment his sister had come up with was far, far, worse than anything his parents would have done. He didn’t want to give her another chance to humiliate him.

Jaeden knew his classmates would always remember the day, but it never came up in conversation for the rest of his schooling. At the end of his high school graduation ceremony, Gorden Dorsey, who had remained his best friend even after helping Zoey, brought it up in private, laughing about it. And Jaeden laughed too. It was the first time he’d been able to accept it. Five years had passed, and it never came up. The mention of it by Gorden released the pent-up fear he’d carried all that time. He was able to relax, and even the memories of it failed to upset him anymore.

 


   
   
   
   
   
   
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