High School Orientation

By Aldric

Copyright 2017 by Aldric Pietar@spamex.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 made to Pietar@spamex.com
 
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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I felt privileged because instead of riding a school bus to the high school orientation day I was going to get a ride from Natalie Price. Natalie is, I mean, was, my babysitter. She hasn’t sat for me since I was eleven. I’m thirteen now, almost fourteen, and next fall I’ll be started at Woodrow Wilson High School.
 
Every summer, a month before school starts up in the fall, WWHS hosts an orientation day for each of the middle schools in the district, one day for each of the three schools. Today is the day for my school. It isn’t a requirement, but I wanted to go and see for myself what to expect. Then again, my mom was making me go.
 
Normally I’d have to walk to my old school and get on the bus to take me there, but my mom found out that her niece was getting a ride from Natalie and managed to invite me. My cousin, Cassidy, is a month older than me and she thinks she’s the hottest girl around but I think she’s just kind of normal.
 
I used to have a crush on Natalie when I was younger, but I haven’t even seen her since the last time we were at my cousin’s house for her thirteenth birthday. Natalie used to sit for her too, but only up until she was twelve. Then it got kind of awkward because Cassidy actually sat for me twice before I could convince my mom that once I turned twelve I was old enough to be home for a few hours without my cousin or Natalie being there.
 
At Cassidy’s birthday party there was a girl there who went to a parochial school, so I didn’t know her but she indicated she kind of liked me. I really wanted to get to know her, but Cassidy chose that moment to tell her that she was my babysitter. I tried to explain that was a year ago, but all the girl heard was that her friend sat for me and she wanted nothing more to do with me.
 
Even though Cassidy would do anything to embarrass me, getting to go in Natalie’s car was going to be a lot better than taking the bus. As long as neither of them told anyone about the time when I was ten.
 
We were told to bring a bathing suit and that we would use the pool for an hour at the end of orientation which would also give us an orientation to the pool and the rules for its use. I wore my suit under my shorts instead of underwear because I still hadn’t gotten over the fright of changing clothes with other boys.
 
I had gotten up a little late and had to rush through breakfast in order to get to Natalie’s house on time, and when I did get there they were standing by the car waiting for me. I needed to pee but I was told they were leaving then and that the house was locked, so I had to hold it until we got there.
 
I asked Natalie why she was going to school during the summer and she said there would be a lot of students there. Sports, clubs, and activities were getting started, and there were a number of kids in summer school either because they failed a class or because they were in sports and took a class or two in the summer so they could have more time for their sport. Natalie was a cheerleader and had tryouts with some of the girls coming for orientation including my cousin Cassidy.
 
She parked out back but we had to walk to the front. All the outside doors to the school were controlled by card readers and student cards only opened the front doors. I had to run to the nearest bathroom or risk peeing my pants, but Natalie told me not to use the ones on the ground floor but to go up to the second or third floor. Cassidy told me she would meet me in the gym where orientation would start.
 
I wasn’t sure I could my pee any longer and I couldn’t come up with a reason why I had to go upstairs to pee, so I ran to the nearest bathroom. Because I had a bathing suit on instead of boxers I had to pull my shorts and the suit down to my thighs. I had just gotten my stream started when three boys came in. All three were at least a foot taller than me. I’m short, but not too much below normal, so these guys were all probably seniors or something.
 
“Bathrooms for the babies are upstairs,” one of them said. “They were supposed to tell everyone that. This bathroom is for juniors and seniors only. You can tell you don’t belong here because there isn’t a diaper changing area provided.”
 
The other two boys laughed. “I’ll be done and out of here as soon as I finish,” I said, trying to get my bladder to empty enough that I could stop the stream and get the hell out of there.
 
“We’re waiting,” the boy said. “And we don’t like waiting. You have five seconds to be out of here. One, two, three…”
 
My pee kept pouring out. I tried to stop it, but I couldn’t and I wasn’t going to soak myself just to appease a group of bullies.
 
“…Four, five. Okay, don’t say we didn’t warn you. Now you can take your time, you’ve already made us angry. Which is something you’re going to deeply regret.”
 
Finally, my stream stopped. I shook off a drop and pulled the handle to flush it. I reached to pull my suit and shorts up but the kid who’d been talking grabbed the back and pulled me away from the urinal and into the back of the bathroom.
 
“Take them off little boy,” he said. He let me go and I again tried to pull them up.
 
“Not up, down,” he said. This time he pushed them down to below my knees. “And off. Everything off. As in naked.”
 
“I, uh, I’ll tell,” I said.
 
“Go ahead and tell. But first, get naked. Then you can leave and tell anyone you want to.” He stood there staring at me.
 
“It’s a good thing he just peed or he’d be pissing his pants now,” one of the other boys said. “But he’s got to learn his lesson or he’ll come here telling everyone he stood up to us. And nobody with a two-inch long substitute for a dick stands up to us.”
 
My dick was longer than two inches! Well, it was when it was hard. But right then I was scared. I was also afraid to look down in case he was right.
 
“Look, your clothes are coming off. There are two ways that can happen. One is you take them off, in which case when we are done here today you get them back. The other is we take them off and if that happens they go in a dumpster somewhere between here and my house. Make up your mind which way you want it to be, but hurry because we’ve got a lot of cleaning to do and we’re almost out of time and we still need to pee.”
 
“I’ll get them back if I take them off?” I said. My voice broke and they all laughed.
 
“You’ll get the back. We’re done at noon. We’ll leave them in here. You’ll just have to take my word for that, but it is the truth.”
 
“But I can’t hang out here naked all morning, I have to go…”
 
“You’re right about that, you cannot hang out here. This bathroom is for juniors and seniors only. I don’t care where you go as long as it isn’t here. I’ll give you a free pass to come in this afternoon to get your clothes, but until then this bathroom is out of bounds for you. Now hurry or we’ll make up your mind for you and then you’ll have to worry about getting home.”
 
“I, uh, I can’t! I’ll be naked. I don’t even know where anything is.”
 
“Not my problem. All I know is that you start stripping now or we’ll do it for you. No more waiting, no hesitation. Inside of the next thirty seconds you will be naked, one way or another.”
 
I stood there and he gave me three seconds before moving in, flanked by the other two boys. “Okay, I’m doing it,” I said. I stripped off my clothes in record time. They gathered them up.
 
“We’re going to pee now and if you’re still in here when we’re done those go home with us. And, we will check this room every hour. Same deal if we find you here before noon.” He dumped my clothes into a gym bag and the three of them walked over to the urinals. “I’d be gone before we’re done,” he warned me again.
 
I opened the door a crack. The hallway looked empty. I knew the gym, which was where I was supposed to be, was to my right. I couldn’t go there, so I exited and turned left. Suddenly the realization that I was naked in a strange school building hit me and I started running.
 
I reached the main entrance doors and saw the bus from my school just unloading, with another one behind it. There were about sixty kids in my grade, a few more girls than boys. And they were starting up the walk, escorted by an adult who had a key card in her hand. I ran back the other way, towards the gym hoping I could find someplace to hide before the kids got inside.
 
The next room I came to had a sign that said ‘boy’s locker room,’ but it was locked. Just past it was another that was for the girl’s locker room. That one was not locked. Since I could hear noise behind me from the students pouring in for orientation, I opened it and entered.
 
There was a short hallway with a locked office on the right and another door ahead. I could see light under the door of the next room and I thought I heard a locker door slam. The thought of naked girls in the locker room hit me, and of course my dick responded accordingly. I couldn’t go in (although there was a little devil on one shoulder urging me to follow my instincts.)
 
But I also couldn’t go back out into the hallway, at least not until all the kids were in the gym. I was stuck between two points I couldn’t cross and didn’t know what to do. And then the door behind me opened.
 
“What the hell?” a girl’s voice said. I turned to go back into the hallway but she grabbed me. “Oh, no you little pervert. You want to see the girl’s locker room? Get your naked little ass in there.” She pushed me forward. I fought back, but to no avail.
 
“Hey girls, look at the little pervert I caught trying to sneak a peek into our locker room,” my escort said as she pushed me through the door.
 
There were four girls in the room. All of them completely dressed. They all had sponges and buckets of water. They were cleaning it, not using it.
 
“Caleb? What the hell, I thought you stopped streaking when your cousin started babysitting you.” It was Natalie’s voice. Naked with a boner, I couldn’t look her in the eye.
 
“You know him?” The girl behind me asked.
 
“Yeah, I used to babysit him. He’s Caleb Jones, and he’s supposed to be here for orientation. And even when he was eleven he liked to run around naked.”
 
“Cassidy tricked me!” I said. “And I wasn’t eleven yet.”
 
“Yeah, it two days before his eleventh birthday and his cousin, who’s the same age as him, was sitting him. She told me it was no trick. You lost the bet and you agreed to do it. Outside and around the house three times, completely naked, just like you used to do when I sat for you.”
 
That got a lot of laughter. “Well, we can’t exactly throw him out naked, so as long as he’s here he can help clean,” the girl who came in behind me said.
 
“What about when Mrs. Glenn comes in to inspect?” Natalie asked. “We can’t have one of her charges in here naked. Speaking of which, where did you leave your clothes?”
 
“The boys rest room,” I said.
 
“So you do like to run around naked,” a girl yelled with surprise and laughter. “That’s funny when you’re five, but this is high school.”
 
“I didn’t leave them there on purpose. There were these three boys. They made me take them off.”
 
“Yeah, right,” a girl said. “Who were they?”
 
“I don’t know, we didn’t exchange pleasantries. They said they’d put my clothes back at noon. I have to hide out until then.”
 
“You expect us to believe that three boys made you strip naked for your orientation day? A boy with a history of running around naked in front of girls. And that the first place you ran to was the girl’s locker room.”
 
“The boy’s locker room was locked,” I said. “Look, I don’t like being naked. What happened with my cousin was a trick. And, do any of you have anything I can wear?”
 
“No. We’re not giving you clothing. You can just go back and get your own. Joan, check to see if all the eighth graders are in the gym, we can’t keep him in here.”
 
One of the girls went out the door but came back in an instant. “Mrs. Glenn is coming.”
 
“Quick, in here,” Natalie said as she opened a locker. “And don’t make a sound. I’m not getting kicked of the team because you can’t control your perverted mind. And just so you know, you don’t have anything to be proud of. Three inches won’t cut it in this school little boy.” She pushed me inside and slammed the door closed.
 
I heard the woman remarking that the girls were making good progress, but a lot still needed to be done. A locker four doors over from the one I was in was opened. “You need to open each locker and make sure they are empty and clean. This one is fine.” The door was closed and then she opened one closer to where I was. “But see, this one is filthy. Check them all, okay? You can have the girls from ten thirty until eleven thirty. The rest of the kids will be in the pool from eleven until eleven thirty, then they all change and get on the bus at noon. If your girls want to swim you’ll have to cut the class short.”
 
Natalie and her friends said they’d be done in time and that they would be careful and then the door to my locker opened.
 
“The boys will be in the pool at eleven. You can go to their locker room and hide out there. Or just return and pick up your own clothes and stop playing this game.”
 
“It isn’t a game,” I said. “There were three boys and they made me strip.”
 
“Yeah, right,” she said as she pushed me to the back of the locker and slammed the door again.
 
I could hear them cleaning for a while and talk about putting stuff away. It got quiet and the locker room and I tried to open the door, only to learn that there was no way to open the door from the inside. The next thing I knew was when the girls came back into the locker room. And this time they had girls from my school with them.
 
“Okay girls, go ahead and change into your tryout clothes and we’ll meet you in the gym. If any of you want to swim let us know and we’ll try to get done in time to allow that.” The door to the gym is right there. The hall way doors are locked, so you can leave cell phones and valuable in here. Just choose a locker and we’ll see you in a few minutes.
 
Oh my god, I realized that Natalie had left me naked in a locker knowing that girls from my school were going to be here. I held my breath as I heard them picking out lockers. And a shadow blocked the tiny amount of light that got inside my locker, until the door opened. After being in the dark for over an hour the light blinded me.
 
Cassidy let out a short scream of surprise when she saw me, and then she invited all the other girls over. “This is my dorky cousin Caleb,” she said to her five friends. “He’s the one I told you about. The one who likes to run around naked. Come out and let us have a look at you Caleb.”
 
I didn’t move and she reached in and grabbed me by my ball sack. I gave in and let her pull me out before she squeezed it. She’d done that once before, back when I was almost eleven, and used it to force me outside naked. She had bet me that she could get me to run around naked outside, and of course I said no way. Until she reached into the top of my pajamas she’d made me wear and grabbed my sack. After that, I did everything she wanted the rest of the night until my parents got home.
 
Her hand was still on my sack, but she stood to the side so as not to block the view of the other girls. “Put your hands behind your head,” she commanded. I followed her order.
 
“See?” she said to the girls. “This is how you control a boy. If they don’t cooperate, just give them a gentle squeeze.” She gave me a very gentle squeeze, enough to let me know I was under her complete control.
 
“Now we can’t have a boy in here while we change, so you’re going to have to leave. Since Natalie and the other cheer leaders are in the gym, I think you need to go out into the hall. Good luck, and thanks for the show. Keep your hands behind your head, give us a moment to see you, and then leave.”
 
“He’s such a baby,” Marge Wallburn said. “Real boys going into high school wouldn’t be running around naked.” That hurt, because I kind of liked her. But I don’t think I’m ever going to be able to ask any of the girls looking at me to the prom.
 
I made my exit back to the hallway. I didn’t have much of a choice. And I still had a couple of hours to go until noon. I went down the hall to the door to the boy’s locker room, and this time the outer door was unlocked. I entered cautiously. The set up was the same as the girl’s locker room, an empty office, this time on the left, and then another door. I pushed slowly and saw the locker room was empty.
 
I entered, hoping to find anything I could use to hide my body. Nothing obvious. It had apparently been cleaned recently because there was a small garbage bin that had paper and pop cans and a few socks and other garbage, but nothing helpful. I tried a couple of lockers, but they were all empty too.
 
I knew that eventually older students were going to bring the boys from my grade inside. I wondered how they would react to finding me here naked. The older boys especially might take care of getting me my clothes back. Unless the older boys were the three boys who had stripped me of them. I remembered them saying that they had a lot of cleaning to get done. I couldn’t stay here.
 
The ground floor was being used by a lot of people to support the orientation day, but maybe that meant that the upper floors were not in use. I needed to pee again (and to jack off) and didn’t dare get caught in the ground floor bathroom again, so I decided to take my chances and make it to the end of the hall and find the steps.
 
It was quiet as I reached the end where the steps were. As I passed one of the doors leading to the gym I saw the six girls trying out for the cheerleader squad and hurried past. Once at the second floor landing I needed to find the bathroom. I guessed it would be in the same location as it was on the first floor and made my way that direction.
 
I was moving slowly, listening for any sounds, when right in front of me the door to the rest room opened and Rick Eggers and Carl Klein came out.
 
“Jones? What the fuck?”
 
“Please, someone took my clothes, can you guys give me anything to wear?”
 
“Yeah, sure,” Rick said. “Come on in.”
 
I was scared, and should have doubted the sincerity of the offer. Kindness or mercy were not traits that either of these boys had ever displayed. “Hey guys, look who we found walking around naked in the hallway,” they yelled as we entered the rest room. “He wants us to give him something to wear. Who volunteers to give up their clothing to the dork?”
 
Three more boys, all friends of Rick and Carl, were in the rest room. As I entered I could smell that they’d been smoking.
 
“I have an idea for something he can wear,” Carl said. “Give me that piece of rope over there.” He pointed to an overflowing trashcan that had about a three-foot piece of clothesline rope on top. One of the boys closest to it tossed it to him.
 
“Hold him Rick,” he said. My hands were forced behind my back and quickly lied. “There, now he’s not totally naked. “Isn’t that better?”
 
Just then there was a knock at the door and it opened slightly. “Are you guys decent?” a girl’s voice asked.
 
“Unfortunately, yeah,” Rick said. “Come on in, we have a surprise guest.”
 
Three of the girls from my grade came in. They were the girls who hung around with Rick, Carl, and the others like them. And when they saw me, instead of having sympathetic looks, they looked more like predatory animals finding an injured prey.
 
“I recognize him,” one of them said. “He’s the one the girl, what’s her name, Cassidy, says she babysits for. He’s the one who likes to run around naked. I can’t see why though. He looks like he’s ten.”
 
“He’s thirteen or fourteen, same as us. He’s in our grade,” Rick said. “He’s Caleb Jones, and we found him strolling down the hall naked as can be.”
 
“Normally I’d be pleased to see one of our male classmates naked, but, shit, he hardly even has hair yet,” another girl said. “Did you skip a grade or two?”
 
“Answer her,” Carl said when I failed to say anything.
 
“No, I’m thirteen. Look, some older boys stripped me…”
 
“Bull shit, we’ve all heard the stories from Cassidy. You enjoy it. But I guess only around girls, because I’ve never seen you naked in gym.”
 
“So what are you going to do with him?” one of the girls asked. “We’re supposed to be getting ready for the pool. They might miss us.”
 
“I’ve got an idea,” another girl said. “I’ll bet the rest of the girls would like to see him too. Let’s bring him to the pool.”
 
“Can’t, they’ll have adults there,” Rick said. “But I bet they won’t have anyone checking the locker rooms as we change. Can’t have them seeing our little bodies naked and all that.”
 
“Perfect. The girl’s locker room it is. You go first and make sure nobody is watching.”
 
It wasn’t my day. Of all the times that I might want an adult around, there wasn’t one to be seen. Ten minutes later I was again entering the girl’s locker room.
 
“They’re girls in there changing, we can’t let a little boy like him see them,” one girl said. I was hoping they’d let me go. Maybe even untie my arms. “We have to blindfold him first.”
 
One of them went into the locker room and a moment later I could hear an increase in the amount of noise. When the girl came back out she had a short piece of cloth that was tied around my head. Then came the moment of truth as I was walked into the locker room totally naked with nearly every girl in my grade looking at me.
 
One of them reminded the others to keep the noise down so the escorts didn’t get suspicious and I was passed around to be looked at, laughed at, touched, and for all I know, photographed. They made me cum, which surprised a few of the girls who didn’t think I was capable of it. But soon there was a knock at the door and I heard Natalie yell in, “Hurry it up in there, it’s taking you too long to change. Get a move on and get out.”
 
Cassidy didn’t let on that she’d already seen me once that day, but she did enjoy telling the story of how I was naked when she baby sat me. And it was her who suggested keeping me in a locker until swim time was over.
 
Once again, I was shoved into a locker, this time with my arms bound behind my back and a blindfold across my face. I could hear the giggles as a group of thirteen- and fourteen-year-old girls undressed all around me without me being able to see a thing.
 
It got quiet for a while, but long before swimming should have ended I heard noises in the locker room. A few seconds later the locker door was opened and the blindfold was removed. Cliff Strong and Fred Burk, two of my friends, were there dressed only in bathing suits.
 
“Thanks for coming to get me,” I said as I squeezed out of the locker. “I thought I was in real trouble.”
 
“Please don’t tell anyone who freed you,” Cliff said. “Some of the girls will be real pissed. And keep your voice down, there are older kids outside each of the locker rooms. We managed to distract them and sneak in here.”
 
“Can you get me some clothes? Even just a bathing suit?”
 
“No, but there must be girl’s clothes in here. We’ve got to get out. Crystal Adams asked us to help you. She said she felt sorry for you. Her plan is to sneak you onto the bus.”
 
“No, I have to get my clothes,” I said. “My phone, my keys, everything is supposed to be put in the bathroom on this floor at noon. If you could get them…”
 
“Look, we were given like a dozen warnings not to use the bathrooms on this floor, and you became the poster child for that warning. There is no way in hell either of us are going into that bathroom. So what if you go home dressed in girl’s clothing—that’s way better than going home naked. After that, you can make your way to the bus or get home the same way you got here.”
 
Just then we thought we heard the door open. Cliff and Fred were facing that way, my back was to the sound. The look on their faces suggested that there was a problem. I looked around and saw that two of the boys who had made me strip in the bathroom were there along with Natalie and Cassidy and one of Cassidy’s friends.
 
“Here’s your chance to either live your hearts dream and become a hero at the same time or become the biggest jerk in all life,” my cousin said.
 
“We know how much you love to run around naked Caleb,” Natalie said. I started to correct her but she held a finger up over her mouth. “Don’t tell me again that you don’t enjoy running around naked. But now we need to deal with your friends who thought they could trick us into moving from our assigned posts.”
 
“Let them go. You can tie me again. They were just trying to help.”
 
“You need to hear my offer first,” Natalie said to me. “These boys have your clothes in the boy’s locker room and they will let you in to get them if you want.”
 
I knew there had to be more, but I pulled the string. “Okay, I want my clothes, what’s the catch?”
 
“Smart boy,” one of the older boys said. “We’ll let you have your clothes now, but in exchange for the bathing suits from these two.” He pointed at my friends. “Once again, you need to make a choice little boy. And you need to make it right now.”
 
“So you’ll let them go if I stay naked,” I said. “No one will see them naked.”
 
“No, there has to be a punishment for them helping you,” Cassidy said. “They will strip naked for me and Zoey. But once you leave here we’ll supply them with new bathing suits. All they have to do then is dive in the pool.”
 
“These guys will give your clothes to me and you can still ride home with us. All you have to do is exit out the main doors and go around to the parking lot and wait for us to get there.”
 
“Down the street? That’s 14th Avenue. That is one of the busiest streets in the city. I can’t go out there naked.”
 
“Sure you can, just think how much you used to enjoy running around naked just a couple of years ago. Besides, those are your only two choices. And we’ve been here too long already. Make up your mind right now. Either go and get dressed or go out the door and into the hall and then out the main doors.”
 
I saw the look of absolute terror on the faces of my friends. They had come to help me and now were faced with taking my place. I didn’t have enough friends to start with, I couldn’t lose these two. Without looking back I went out the front of the locker room and into the hall.
 
When the door closed behind me I pulled on it but it was locked. There was no turning back now. I ran down the hall, slowing only enough to make sure I didn’t slip and fall. Breaking a leg now would be a problem.
 
As I approached the main doors I heard the locker room door open behind me. I didn’t turn back, I just assumed they were making sure I followed orders. I turned left and went through the main doors, knowing I could no longer change my mind and get back to the relative safety of the school building. I needed a key card to open the doors, and I didn’t have one.
 
We live in a large city, and Woodrow Wilson High School is just a few blocks from downtown. Traffic was flowing on 14th Avenue as I ran along the front of the school and towards the path that lead to the parking lot.
 
The only problem was that I had turned the wrong way down 14th Avenue, and when I reached the edge of the school there was no path, just a fence. Next to the school was an ice cream store and it was filled with kids of all ages. I was spotted as I turned and headed in the other direction. I could hear sirens, but that was nothing new, it seemed like you always heard sirens around downtown. But it was always possible that someone who saw me had called the police and soon the sirens would be coming for me. I ran faster.
 
This time as I ran I facing the on the street, giving occupants a clear look at my boner as I ran. I tried to ignore the horn honks and kid’s faces as I ran past naked. Same thing with pedestrians. Since beyond the school was a housing district, there were dozens of kids around. Some with parents or nanny’s, and some without. Those without were the greatest threat, but most stunned to be faced with a naked boy that they just stood and laughed at me.
 
Two girls and a boy followed me into the parking lot. There was no cover, no place to hide. I ran to Natalie’s car where I stopped, breathing hard after one of the fastest and longest runs I’d ever made, naked or clothed. But the kids had followed me.
 
“Whatcha doing,” one of the girls asked, her face brightened by a smile brought on by me.
 
“Some boys kicked me out of the school and now I have to wait for my ride,” I said through my heavy breathing. I was bent at the waist, trying to get my breath back, but my hands were now hiding my privates.
 
“Show them what you got,” the boy said. I looked closer and realized I recognized him from school. He was a grade behind me. The girl who had spoken looked a bit younger, the other girl about his age. “Move your hands and show my sisters your stuff.”
 
“I know you,” the other girl said. “You’re Caleb Jones. You’re in eighth grade. I’ve seen you in school. You’re that boy who still has a babysitter and who likes to run around naked.”
 
“Hey, yeah, I’ve heard about him.” The boy’s name came to me. Carter Anders. And his twin, Kathrine Anders. The other girl’s name I didn’t know.
 
“Look, that’s just something my cousin made up, it isn’t true. And she’s the reason I’m out here like this now.”
 
“I don’t believe you. Nobody would make me run around here naked. I’d die fighting first. Now move your hands and let them see you.” He turned around and looked and saw a piece of metal trim that must have been ripped from the side of a car in a parking lot accident. He picked it up and held it out in front of him. “Move your arms or I’ll force you back out to the street.”
 
The trim piece was about three feet long and flexible, but if he used it to hit me it would hurt. I moved my hands.
 
“Put them behind your head.” I complied again. “Shit, he ain’t nothing to look at. Tiny dick, no hair. I’m twice as big as him and a year younger. Tell them you’re just a little boy who deserves to be spanked.”
 
“Look Carter, I don’t want trouble. I just have to…”
 
He stepped to the side and swung the piece of trim, hitting me on one ass cheek and part of my hip. It stung like hell.
 
“Get your hands back behind your head and tell Stacy you’re a little boy who deserves to be spanked.”
 
I guessed Stacy was his younger sister. I could see he was ready to swing the trim again. “I’m a little boy who deserves to be spanked,” I said. Stacy’s smile got even brighter.
 
“Really? I can spank him?” she asked her brother and sister.
 
“Yeah, as much as you want,” Carter said. To me, he directed me to lean over the front of Natalia’s car with my hands on the bumper and my legs stretched out to the sides.
 
“Can I touch his thing too?” Stacy asked.
 
“Yeah, but I don’t know why. He’s no bigger than your cousin and you’ve touched him.” I began to realize that Carter Anders and his sisters were into stuff I wanted no part of.
 
Stacy grabbed my dick. It took me by surprise and I tried to stand up but she used it to hold me in place. With one hand on my dick she used the other one to begin spanking me. It didn’t hurt much, but as she continued it started to burn more and more.
 
“My hand’s getting sore,” Stacy said. “You want a turn Katie?” I’d never heard Kathrine called that, but she didn’t seem to mind.
 
“Yeah, step aside.” They changed places. “This is how we spank my cousin,” she said as she also grabbed my dick and used it to hold me in place. Her hand was bigger, her arm stronger, and the burning on my ass quickly expanded as she slapped me repeatedly.
 
The pain was growing, and if not for the hand holding my dick I would be trying to make it stop. But the pose they made me get into required me to keep both hands on the bumper to support my upper body. I knew that this was something they had done before.
 
“My turn again,” Stacy said. Her sister landed three more hard slaps before trading places.
 
“Make them hurt, he’s almost ready,” she said to Stacy. “And once you make him cry you can finish him off if you want, or make him do it.”
 
“I’ll make him do it, just like we did with Gregory.” She landed the first of several more hand slaps on my burning ass. Only now she had a different strategy. She was concentrating on the skin inside my crack, which must have been exposed with my legs spread to the side. That added new agony to my already pain-filled backside. I took about a dozen of her smacks and couldn’t hold back my tears any longer. I begged her to stop.
 
“Look, the baby’s crying,” Carter said. “Now you can make him finish. Tell him what you want him to do.”
 
“Touch your thing and make that white stuff come out,” she said. “After that, Carter gets his turn.”
 
I was in the process of doing the just-spanked dance, but I heard her. And the thought that Carter would add to my pain was too much. “I’ll do anything, please, but no more spanking.”
 
“Then make Stacy happy. And afterward, you can run around the block.”
 
“No,” I cried, but he gave me a half-hearted swing with the trim piece that still burned. “Get started,” he said.
 
“Yeah, do it like you did for Cassidy,” Kathrine said. “She told us all about it. That’s where we learned how to make our cousin do it. And a few other boys too.”
 
Two days before my eleventh birthday I’d been forced to run around the house naked three times. And when I was let in, I was forced to jack off by Cassidy. It was something I’d just learned about, and once I tried it I wanted to do it all the time. But not with my cousin watching. And now I was going to have to do it for two more girls. And I wondered how many other kids had heard about that day from Cassidy.
 
I was nearly ready to shoot when I spotted movement off to the side. I turned my head and looked and hoped I was saved. Cassidy and her friend Zoey were approaching. Carter saw my gaze and turned and looked too.
 
“Get ready to run,” he said to his sisters. He held the trim piece out, ready to defend if he needed to.
 
“No, don’t worry about her,” Kathrine said. “That’s his cousin Cassidy. She won’t mind us picking on Caleb.”
 
And she was right. Stacy made me continue as Cassidy and Zoey reached us, and Cassidy didn’t say a word. It took me a few more seconds to reach the feeling and then I let it go, shooting blobs of my thin, gray, watery cum onto the parking lot.
 
“Shit, even his cum shows he’s just a little boy,” Carter said. He turned to the two girls and said, “I’m Carter and we found him running around naked.”
 
“It looks like he was crying,” Cassidy said. “Did you hit him with that?” She pointed to the trim piece.
 
“Naw, my sisters spanked him. He told us he was a bad little boy and he wanted a spanking.”
 
Zoey laughed, and Cassidy looked at me and asked, “Is that true? Did you say that?”
 
“They made me!” I said. I was about to explain, but she interrupted me.
 
“You always say that. “They made me.” That’s your excuse every time you get caught living your fantasies. I suppose you told them that you were forced outside, didn’t you?” I nodded. “Now tell them the truth—were you forced outside or did you choose to go outside naked? And don’t blame it on anything else, just tell the truth.”
 
I knew how this game was going to be played out so I cut to the end and admitted that I had made a choice.
 
“See?” Cassidy said to Zoey and the other kids. “He likes this.” She turned back to me. “Tell me and Zoey that you were bad and need to be spanked.”
 
“Please Cassidy, my backside hurts.”
 
“And it will hurt a lot more if you keep on being bad. Admit that you want one and we’ll take into consideration that you’ve already let other kids spank you.”
 
I gave in and told them, and Stacy and Kathrine laughed.
 
“How did you do it?” Cassidy asked the other girls. “Is there somewhere to sit so I can put him over my knee?”
 
“Oh, no, there is a pose that is much better,” Carter said. He turned to me and said, “Get back into the spanking position.”
 
Without arguing, I bent down and grabbed the bumper, then pushed my legs back and to the sides. Carter kicked them further to the sides. “That’s the spanking position,” he said. “Stacy, why don’t you give him one more spank and show them how you keep him from rising up.”
 
Stacy was more than happy to do it again. “First, I hold him like this.” She grabbed my dick in her left hand. “And then I hit him, like this.” She landed one of her hardest blows on my ass, causing me to moan in pain. “Spankings don’t end until the little boys cry,” she said.
 
“Zoey, you want to go first?” my cousin asked.
 
She grabbed my dick in a death grip and started landing heavy blows on my backside. “Don’t make him cry too soon, I want a turn too,” Cassidy said. Zoey reduced the force she used, but it was too late, I was already crying.
 
“I think he’s crying just because he knows that ends the spanking,” Carter said. “I don’t think he is crying because the pain is sufficient. He can take some more.”
 
Cassidy and Zoey switched places. I was bawling after her fourth hit.
 
“He’s real sore where you’re hitting,” Carter said. “Try landing slaps in his crack. He’s hardly been touched there.”
 
Cassidy did as he suggested, and I cried on, unable to move with her holding my dick. A shadow told me that someone else had arrived at the car.
 
“What is going on,” Natalie’s asked.
 
The spanking ended, but Cassidy didn’t let go of my dick. “He said he’s been a bad boy and he wanted a spanking. These guys showed us how to do it.”
 
“Well, hurry up and finish so we can get going,” Natalie said. She walked around to the trunk and opened it while Cassidy gave me four more stinging slaps.
 
“Now make him finish like I did,” Stacy instructed. “Make him play with his thing. That’s the best part of the punishment.”
 
I was let up. The evil smile on Cassidy’s face told me there was no escaping my fate. Unless Natalie really wanted to get going.
 
“I heard you’ve seen that before,” Natalie said after closing the trunk and coming back around to the front. I thought I was going to escape doing it again. “But he never did it for me, even though I knew he had a crush on me. Go ahead, we’ve got some time.”
 
I was doomed. Cassidy, Zoey, Natalie, Kathrine, and Stacy were all going to watch while I jacked off for the second time in ten minutes.
 
It took longer. Partly because I’d just done it, but more because I was ashamed. And a little scared. But I completed the task, shooting a lot less this time.
 
“Okay, we have two stops to make before we get home, so everyone get in,” Natalie said as she unlocked the car.
 
“Uh, my clothes?” I dared to ask.
 
“There’re in the trunk. I’ll get them out later. Get in or I’ll give you bus money and you can take the bus home.” There was no way I could take the bus home naked, and everyone knew it. I started for the front seat, but Natalie told me to get in the back. And of course, Cassidy got in next to me on one side and Zoey on the other, leaving me with my legs spread over the driveshaft hump on the floor.
 
“Tell your friends thanks,” Natalie said.
 
Worried about what other indignities I might have to face, I decided not to argue. I looked out the side where the Anders clan were standing and said, “Thanks.” But that wasn’t enough, Natalie told me to tell them what I was thanking them for. “Thanks for spanking me,” I said. That got a big smile from all three of them.
 
Now I had to deal with Natalie and Cassidy. “What stops do we have to make?” I asked. It didn’t really matter, there was nothing I could do about where we went, but I wanted to know.
 
“That’s up to you,” Cassidy said. “We could go straight home. Or we could let you out here somewhere and meet you a block or two away.”
 
“You wouldn’t,” I said, hoping that I was right.
 
“Someone told your friends where you were. Speaking of them by the way—they both are bigger and nicer looking down there than you. But I want to know who told them. Tell me and we go home. Refuse and we continue with the plan.”
 
Cliff had told me that Crystal Adams liked me. And he and Fred had paid a price for helping me. I wasn’t going to let my cousin find another person to terrorize on my behalf.
 
“There are three middle schools that send students to WWHS. About two-thirds of your school has seen you totally naked. The next stop is to pick up another of my friends and then we’re going to a party for kids who are graduating from Chesterfield Middle School. You’ll be the center of attention while at the same time allowing you to further your desires to run around naked.”
 
Chesterfield was the biggest middle school. They had nearly half the total number of kids of all three middle schools. And they were in the wealthiest section of town.
 
“And I hear that a number of kids from Kinley will be there too.” Kinley was the third middle school. “Do you really want most of the girls who will be entering ninth grade to see you naked? You’ll never be able to get a date. All any of them will know about you is what a ridiculous little boy you were and how you loved to be free of clothing and run around naked.”
 
Natalie had been driving while we had talked, and now she pulled into a driveway and Zoey got out of the car. “I’ll be right back,” she said.
 
“She’s gone to get Crystal Adams,” Cassidy said. “She made the cheerleading team, same as Zoey and me. And from there we are going to the party. Your clothes are in the trunk. Home is a five-minute drive away. All you have to do is tell me how your friends knew to find you.”
 
This was strange. If Cliff was right, she was the one who gave me up. She was the one he said liked me. And in a few minutes she would be here. I stayed quiet, unsure of what to say or do.
 
Zoey and Crystal came out together. Zoey headed for the front passenger seat, leaving Crystal to get in next to me. “Oh, you’re still having fun being naked,” she said as she got in. Her eyes never left my mid-section. “How sweet. Are you sure you want to go to the party like this?”
 
“Yeah, he must be looking forward to it,” Cassidy said. “I offered him a chance to go home, but he wants to go to the party. I even told him that most of the girls from Chesterfield and Kinley would be there. He just smiled and licked his lips. It was cute when I used to babysit him, but now I think he’s weird.”
 
“Oh, look at him, he’s still just a little boy. His hormones will kick in some day and then he’ll outgrow this phase. Until then, let him have his fun. It isn’t like he’s capable of harming anyone. Do the girls at the party know he might be there?”
 
“Yeah, I made sure Grace knew. At first she thought I was lying, but I’m sure I’ve convinced her. She said everyone will be looking forward to meeting him.” Cassidy turned to Natalie and said, “Looks like he wants to come with us.” A few minutes later we were there.
 
The house was a mansion. It looked nearly as big as my middle school. We pulled up to a gate and Natalie pressed a button and spoke. “Cassidy Adams to see Grace Masterson.” The gate rolled back and a voice on the speaker said, “The party is in the back. Park on the left and go straight through the gates.”
 
“I’ll bet you’re really looking forward to this,” Crystal said. “I can see your little dicky is starting to rise up. I’d have thought you’d be too embarrassed to go naked to a party with seventy or eighty girls who you’ll be seeing in school for the next four years, but if you want to than this is the place.”
 
This didn’t sound like a girl who liked me. It didn’t even sound like someone who would have saved me. I began to wonder if Cliff and Fred had been set up. And now I starting to suspect that Crystal and Cassidy were in on this together. But if I was wrong I’d never have another chance with her. Maybe this was the act she was putting on so that Cassidy didn’t know she’d tried to help me. The doors all opened and this was my last chance to sell her out and go home dressed or face all the girls in the party.
 
Four boys came out from the back to meet them. “Hi,” one said to Cassidy. “I’m Greg, Grace’s brother. Is he the one we’ve heard so much about? He don’t look fourteen.”
 
“Well, he’s still a month short of fourteen, but you’re right, he looks a lot younger.”
 
“Well, we’ve got the thing Grace told you about. We’ll get him in it if you’re sure.”
 
“Yeah, go ahead, but bring him back here before you take him to the backyard.”
 
“Sure thing.” Greg put his arm around my shoulders and directed me to come with him and his three friends. “I’ve got something for you to wear.” He didn’t introduce the other boys with him, but they followed along behind us.
 
I was very suspicious of what he had for me to wear, but he was a little bigger and a lot stronger than me, and he had three friends with him. Besides, I was five miles from home and naked. I didn’t have a lot of choices available to me. Greg took me back around front and used the wall-mounted controller to open one of the four garage doors. As we entered, one of the boys following us pulled a cloth over my face and the other two grabbed my arms.
 
“Calm down, this will just take a few seconds and then we’ll be done and you can go and meet the other guests.” Something fairly heavy and solid was placed behind my neck and across my shoulders and then my arms were pulled to the sides and my elbows bent up so that my hands were at the same level as my ears. Then another object was put in place from the front and I knew instantly that this was a DIY stock.
 
Latches were snapped closed and I heard a lock close before the cloth was removed from my face.
 
“Sorry about the blindfold, but you might have struggled more if you had seen what was coming. We’d have gotten it on you in the end, but it might have required more effort. Time to go.”
 
This time I really couldn’t resist. I had lost the use of my arms. The stock fit loosely around my head but around my wrists it was tighter. There was no possibility of getting my hands free. They took me back to where Cassidy was waiting alone and left.
 
“I wonder if Greg would be willing to give this to me,” she said as she looked at me. “I’d be willing to go back to babysitting you if I could get you to wear this for me.”
 
“Please Cassidy, I haven’t done anything. Don’t send me back there like this.” I knew my dick was now fully erect.
 
“I will give you one more chance. Tell me who tipped your friends off and we can remove this and take you home. Otherwise, you are going to entertain most of the girls who will be entering ninth grade with you.”
 
It was so tempting to give her Crystal’s name, but then I thought that even if I did give her up she’d most likely still send me into the backyard. The chance that she would release me now when she was this close to achieving my total humiliation was very unlikely.
 
“I don’t know how they knew, I didn’t ask,” I said.
 
“That isn’t what they said as they stood there naked in front of us. They said you knew. But they wouldn’t tell us either. So they ended up naked in the pool. I’ve been in the backyard and there are around seventy girls here, all of them our age. You tell me what you know and I promise Natalie will take you home.”
 
I saw the flaw in that statement—it was an empty promise. Of course Natalie would take me home. But Cassidy hadn’t promised it would happen before the girls in backyard saw me, only that Natalie would take me home. “I told you I don’t know. I could make up a name, but I’m not going to do that.”
 
I saw disappointment in my cousin’s eyes. Then I heard someone coming up behind me.
 
“Did he give me up?” Crystal asked.
 
“Damn it, no, he didn’t,” Cassidy said. “I was positive he would.”
 
“It sounds like your cousin is finally growing a pair,” Crystal said. “It’s time to end this.”
 
“I’ve got a better look than you do and I don’t see anything except a pair of marbles. I was sure he’d give you up rather than be humiliated more. But you win, you were right.”
 
Crystal came around and gave me kiss on the cheek. “I was just as sure that he had integrity.”
 
“I’ll go and find Natalie and tell her to give him his clothes back and take him home, you get this thing off him.”
 
Crystal fumbled with the latches, but the one at end had a padlock on it and without taking that off there was no way to separate the two halves.
 
“You’ll have to find Greg,” I said. “He has the key. I’ll go wait by the car.”
 
“Okay, I’ll find him and be back as quickly as I can.” She went thought the gate and I went back out front.
 
As I passed the garage I saw the door was open and at the same time Greg and his friends saw me. “Cassidy is looking for you. You’re supposed to unlock the padlock and take this off me.”
 
“Yeah, sure,” Greg said. “More likely you managed to get away from the party. Come on, I’ll take you back. And this time I’ll close the gate so you can’t escape again.” He grabbed me by an elbow and no matter how much I begged, he did not believe me. We got to gate to the back yard and he saw it was open. “Like I thought, they didn’t lock it and you walked out to escape them. Nice try, but now you’re going back in.”
 
Once past the gate one of the boys behind us closed it. We went down a narrow path through a flower garden before coming out on a back yard as big as several football fiends. And it was covered by a sea of girls, several of whom saw me and came running over.
 
Once they made noise the word of my arrival had spread. I figured out that they had all been warned I might be here. And not a single one of them would believe that I’d won my freedom. Greg let me go, saying he and his friends were banished from the backyard for the day, and I was alone with a growing crowd of girls, all eager to see and touch me, and there wasn’t anything I could do. I was pulled to the center of the backyard.
 
I did see Cassidy trying to get through, but she wasn’t trying very hard. She may have been wrong about my integrity but she still got her victory. The girls were laughing and making jokes about how small I was and my lack of pubic hair, but they all still wanted to touch and I was milked several times before Cassidy did get to me and tell the other girls that a mistake had been made and that I wasn’t supposed to be here.
 
About that same time, Crystal came and she had the key to the padlock. Once it was unlocked the stock was removed and I could at least cover up, but the damage had been done. When school started there would hardly be a girl in my grade who hadn’t seen me naked, and those who missed out would be told what they missed.
 
We went back to the front where Natalie was waiting with my clothes. She drove me home in silence. I felt my phone buzz in my pocket. It was a text from Crystal.
 
“Sorry, it wasn’t supposed to happen like that. But you did show me that you can be trusted. I’m not ready for any sex stuff anyway, so I don’t care if you’re a late bloomer. If you want to be friends, I’m positive by the time I am ready for sex you’ll be ready too.”
 
Maybe school wouldn’t be a total disaster I thought to myself after reading the text for the third time. At least I’d have a girl friend.
 

 


 







   
   
(End of File)