Leo's Day in Hell

By PatrickNaked

Copyright 2025 by PatrickNaked all rights reserved

[10,090 words]

Leo is a city boy and his mother has just moved them to the country. Leo isn’t happy about the change, but he may be able to make something good out of it. It’s a chance for a new start in a new school. This time he’s determined he won’t be bullied. But to do this, he’ll need friends, because there’s safety in numbers. But the friends Leo chooses might be worse than facing the bullies alone.


Leo's Day in Hell
by PatrickNaked


Leo’s mother told him his father had picked his name. He’d insisted on it, in fact. And what Dad wanted, he usually got. He had the muscles and the mean disposition to back up his demands. Half a year ago, Mom had HER way when she had the divorce papers filed. This was right before Leo’s twelfth birthday. Once she’d made her ex-husband pay for all those years of abuse, she’d packed up everything, including Leo, and moved far away.

Leo rightfully assumed his father gave him that name in hopes his son would grow into it and prove to be an apex predator like a fierce and majestic lion. Dad was disappointed. Leo was small for his age and very shy. Dad tried to force his son into manly pursuits like football or baseball. He was disappointed there too. Not only was Leo no good at sports, he had no interest in them. He’d rather sit in his room and read a book.

The only lion-like quality Leo possessed was a thick mane of blond hair. He’d been growing it out since Dad left. Dad had always made disparaging remarks about men with long hair. Now that Leo was safely out of his father’s reach, he felt brave enough to show a little rebellion and wear his hair the way HE wanted.

The new school year would be starting in three weeks. It was a new school and Leo didn’t know anyone. Every time he thought about that, his stomach would knot up. If he could just manage to make some friends before that dreaded first day, it wouldn’t be nearly so bad. He wouldn’t completely alone. Loners were the target of bullies.

Leo knew about bullies. His old school was full of them and Leo was a frequent target. It wasn’t just boys who were the bullies. About a month before the school year ended, a group of girls cornered Leo in the crowded hallway. They commented on how he was the smallest boy in his age group.

One of them asked, “Is EVERYTHING small?”

It was right before lunchtime, so the other kids didn’t have a class to get to. They were free to stop and watch the fun.

Another of the girls said, “If it isn’t tiny, I’d think you’d want to pull it out and prove it. Any boy with self-respect would. He wouldn’t want the whole school to think he had a teenie weenie.”

Leo’s penis wasn’t teenie, but he certainly wasn’t going to pull it out if front of dozens of his fellow students, girls included. He didn’t even like undressing in the locker room where it was only boys.

The audience started chanting, “Pull it out. Pull it out.”

Leo was starting to panic. He knew where this was heading. His only close friend Felix had been thrown out of the locker room naked a couple of months before. Half the school had seen him running through the halls, crying. Leo had seen the spectacle, too. Felix’s penis and scrotum had been flopping all over everywhere as he ran. It looked lewd and ridiculous. Kids had been capturing every moment of it on video with their cell phones. They blocked every doorway Felix tried to escape into.

Leo had wanted to help his friend, but was afraid he’d be stripped too if he tried. A teacher finally appeared and took Felix by the arm, leading him away through the crowd. The teacher wasn’t walking nearly as fast as Felix had been running, so the crowd had even more opportunities to laugh and whistle and record his shame on their phones.

Felix wouldn’t tell who’d thrown him out of the gym for fear of worse reprisals, so no one got in trouble. The videos circulated throughout the entire school and beyond. Even the kids who hadn’t been present at the time now had Felix’s naked body on their phones. Those last two months were absolute hell for the boy. He had to face constant reminders that everyone knew what he looked like naked and crying like a baby. He was often captured by a group of boys or girls or both and forced to watch the videos so he could see what THEY saw. And there were worse incidents Leo didn’t like to think about.

Leo had made the painful decision to cut Felix loose. He avoided him for the remainder of the year. The only thing more dangerous than being a loner was being tied to an even bigger bully magnet. He blocked Felix’s number on his phone and refused to make eye contact with him at school. He felt guilty, but it was a matter of survival.

Moving to a new town meant Leo didn’t have to awkwardly avoid Felix anymore. That was the ONLY reason he was happy about the move.

Another obstacle to making new friends in this new town was the fact that Leo was a city boy, and the small town where they had moved was way out in the boonies, surrounded by miles and miles of farmland. He just knew the kids were going to be backwood inbreds and rednecks. But if he had to wear a cowboy hat and chew tobacco in order to fit in, that’s what he’d do. He’d even start saying “Yee haw” if necessary. Leo was determined to not start the new school year as a loner.

A few days after he and his mother had settled into their new house, Leo decided to try being more outgoing. He’d never find any friends secluded in his bedroom with a book.

There were some woods about a mile from his new house. He could go exploring. That was something he’d never done before. Growing up in the heart of the city, Leo had never seen more than three or four trees at a time. Being adventurous might give him the confidence to approach some of the neighborhood kids and strike up a friendship or two. Maybe even three.

He checked online before leaving the house to make sure there were no bears, wolves or other dangerous creatures in the area. Wiki said the only wildlife for miles around were raccoons, possums and the occasional deer. It was unlikely he’d be eaten alive by some kind of predator.

He didn’t know at the time that there were other types of predators in the woods and he would soon wish he HAD been devoured.

It was going to be hot, so he wore a T-shirt and shorts. There was a water bottle hooked to his belt and his phone had a compass. He was ready.

Leo hadn’t thought he'd enjoy this new activity, but after an hour of exploring, he decided he could get used to it. It was fun. He was on an ADVENTURE. As he was congratulating himself on his bravery, he heard voices somewhere ahead of him. It sounded like a group of girls.

He was sure if they saw him, they’d instantly know he was a city boy and a dweeb like his former friend Felix. And these were redneck country girls. He was sure they’d be tough. After all, cowgirls wrestled steers all the time, didn’t they? They’d have no problem wrestling Leo to the ground. They might strip him naked. With no adults around way out in the wilderness, they might even do worse.

When Feliz had been running through the halls, some of the girls in the crowd had grabbed at his flopping private parts. Some of them had succeeded in getting a handful. Leo couldn’t imagine how humiliating that had been. These country girls might do the same to him. Or… he shuddered as an image came to him… a group of girls holding him down naked in the grass and… jerking him… the most private thing a boy could do to himself… but being done by girls… against his will… maybe recording it on video.

Leo wanted to run back the way he came. He wanted to go home and hide safely behind a book. But he’d never make any friends that way. Maybe these girls were nice. So, against his better judgement, he crept towards the sound of voices, staying hidden behind trees and bushes. He’d spy on the group for a while and try to determine if they were proper girls or rowdy rednecks.

Leo finally saw them a little ways ahead. He crouched down and peered through a large bush. There were three of them: an older one who looked around fourteen years old and two younger girls around Leo’s age. The older girl had long black hair and a cowboy hat. She was big. Some people might call her fat, but she looked quite capable of beating their asses if they did. One of the younger girls was blonde, the other had bright red hair.

The older girl was saying, “Derek better hold up his end of the deal or there will be BIG trouble.”

The blonde said, “Which one do you think he’ll make do it?”

The redhead said, “I can’t believe ANY of them will do it. Can you imagine how embarrassing it’ll be? And whoever it is will HAVE to know that everyone at school will find out about it. They’ll never leave him alone about it. He’ll die of shame.” She giggled at the thought.

The blonde said, “They’ll do more than just find out about it. They’ll see it. I plan to record it all on my phone.”

The redhead said, “Or we could blackmail him into doing more… all year long. We’ll threaten to show the video around if he doesn’t do everything we tell him to.”

The big girl laughed at them. “We can do BOTH. Make him our slave so we don’t share the video, but then do it anyway. We just tell everyone to be quiet about it.”

The redhead clapped her hands and squealed. “I’ve got an even better idea. After we make him humiliate himself over and over, THEN we admit that every kid in school has seen the video anyway.”

The blonde added, “And we take even more video every time he does what we make him do.”

The big girl nodded and said, “And the whole time we’ll be sharing all the new videos with everyone. This is good. I like it. That’ll teach these boys not to mess with us.”

That was enough for Leo. MORE than enough. His worst fears about what kind of people these girls were had been proven. Surpassed, even. What kind of world had his mother moved them to?

He started backing away, but stepped on a brittle branch as he did so. The loud crack made all the girls jump and look his way. He turned and ran as fast as he could.

He heard the older girl yell, “Derek? Is that you and your little gang of perverts? I’ll kick your ass!”

Leo heard them giving chase. His father would’ve been proud at how fast he ran, almost like a track star. On the other hand, Dad would’ve been ashamed Leo was running from GIRLS.

Even when he was sure he’d left them far behind, Leo kept running. Finally he had to stop. He was out of breath, his heart was hammering, and his clothes were soaked through with sweat. He collapsed with his back against a tree and tried to relax and catch his breath.

He thought about that poor boy and what he was about to be put through. It was horrible, but at least it wouldn’t be HIM.

Leo was exhausted. He wasn’t athletic in the least. He was such a lost cause, the coach at his previous school had given up on making him do anything physical. Coach had finally appointed him towel boy. Leo just had to hand out clean towels and take the used, wet ones after the more capable boys had their showers. Leo was overjoyed. If nothing else, he wasn’t required to strip down in the locker room or take showers with the other boys anymore. The downside was that some of the boys were jealous of his new position. Sometimes they’d do things like forcefully strip him anyway (but thankfully never throw him outside like Felix) then hold him down on that nasty floor and stuff his mouth full of sweaty jockstraps. As gross and humiliating as that was, it was slightly better than the humiliation of failing at EVERYTHING in the gym the other boys found so easy, then having to endure their ridicule.

Leo drifted off into an exhausted sleep. He woke to the sound of a voice.

“What do we have here?”

As Leo’s eyes suddenly opened, he was afraid the girls had found him. But it was three boys who stood over him. They were staring down at him with unpleasant looking grins.

A boy with short brown hair said, “I thought it was a girl at first with that long blond hair. But I guess it’s a boy. Maybe.”

Another boy snickered. “It might still be a girl. How would we know? It has kind of a girly face.”

The biggest boy, the one who’d spoken first, said, “Only one way to find out.” Addressing Leo, he said, “Stand up, kid.”

Leo slowly stood. He was nervous. Actually, he was afraid. These boys were obviously bullies. And redneck bullies at that. All three had cowboy hats.

The big boy said, “My name is Derek. My buddies here are Sam and Travis. This section of the woods belongs to us.”

Leo didn’t say anything, but he doubted that claim.

“A few hundreds yards that way belongs to Patty and her girls. If either of out gangs catches someone in their territory without permission, that person is in trouble.”

Leo stammered, “I… I’m sorry. I didn’t know. I’m new here.”

Travis said, “A newbie, huh? What do you think, Derek? This guy could fix our…you know… our particular problem.”

Sam’s eyes lit up. “Yeah, you’re right. Derek, what do you think?”

Derek said, “I think I’d like to strip him and run him through the woods naked all the way back to his mama. But I have to admit, you’ve got a better idea.”

He thought a moment, then said, “You’re in luck, kid. It just so happens we need a new member of the gang. And we need him today. Want to join?”

Leo couldn’t believe his luck. He needed friends before school started, and three of them appeared as if by magic. They were bullies, but the more he thought about it, the better that seemed. No one would dare mess with him if he had three bullies for friends.

“Sure. That sounds cool.”

Derek frowned and said, “Don’t say cool. Guys don’t talk like that around here. Are you a city boy?”

There was no point in denying it. Leo said, “Yes. Does that mean I can’t join the gang.”

Derek told him, “Nope. It just means we’re going to have to make a country boy out of you. But first, Sam was right. You’re kind of girly looking. Long hair, that face that’s too pretty for a boy. We need to make sure you’re not a girl trying to fool us. You might be a spy Patty sent into our territory.”

That didn’t sound good. “How do I prove I’m a boy?”

The three boys laughed. Derek said, “How do you think?”

That sounded worse. Leo wanted to run again, but forced himself to stand still. He kept telling himself that he needed friends. And if he ran, these boys might become enemies. And Derek had already said what he’d like to do to the boy who had invaded their territory. Leo didn’t have any illusions about outrunning these boys like he had the girls. If they caught and stripped him, he’d have an entire mile to go through town to get home. There was no telling how many people would see him. Then, his mother would have to let him into the house. She hadn’t seen him naked since he was around ten years old. And it had been horribly embarrassing even way back then.

Derek said, “There’ll be an initiation, too. Think you’re up to that?”

Leo said dubiously, “I guess. I don’t know. What will I have to do?”

Derek said, “You’ll see.”

They took him about a mile through the woods. Leo was getting more and more nervous the whole way. He knew that THEY knew he was a boy. This was just a bullying tactic. Were they going to make him undress? Or strip him themselves? Well, he’d been stripped multiple times in the locker room and he’d survived. He could do it again. And this time, there would be only three other boys to witness his embarrassment. And he doubted any of them was wearing a sweaty jockstrap. So how bad could it be?

When they left the trees, Leo saw a huge open pasture on the other side of a barbed wire fence. There were cattle grazing and a big red barn in the distance.

The boys had to help him get through the fence without injuring himself on the sharp barbs. He WAS a city boy after all.

Derek said, “Pitiful. I see we have our work cut out for us.”

They led Leo to the barn. There were two big barn doors that were open. Inside, the floor was littered with hay. Big rectangular hay bales were scattered around the large area.

Derek led the way up a wooden ladder to the hay loft. More bales were stacked all around. There was a huge open window that let in the light. It was almost as bright in the hayloft as it was outside. A wall of bales shielded the loft from the rest of the barn. Leo thought that was good. If he had to get naked, no one who might walk into the barn could see him. On the other hand, the area was so private, these boys could do whatever they wanted to him. They WERE bullies. And bullies lived to intimidate and humiliate smaller kids. Maybe the offer to be part of the gang was just a ruse to get him up in the loft with them.

Leo had heard stories about some of the other things bullies did… things that happened in the locker room that were worse than getting your mouth stuffed full of jockstraps. This was starting to seem like a very bad idea.

There was a big, open area in the center of the loft. Leo could tell this was the boys’ hangout. There were empty soft drink cans and candy bar wrappers laying around, and even a few old Penthouse magazines. Leo had heard about dirty magazines before, but had never seen any. All the porn was on the internet now. He was REALLY out in the backwood boonies. These rednecks probably didn’t even know what a computer was.

One hay bale sat in the center of the area. There were some playing cards on top like the boys had been playing poker. Derek cleared the cards away and told Leo, “It’s showtime. Stand on the bale.”

Leo had the urge to run again, but made himself climb up on the bale instead. The boys laughed as they looked at him. He knew that fear was all over his face. That was already embarrassing enough.

Derek said, “Ok, start proving.”

Leo asked, “H… how. What do I do?” He wanted Derek to say what was required. If he just started undressing and then found out that wasn’t necessary, he’d look ridiculous.

Derek sighed. “Take your clothes off, doofus.”

“All of them? My underwear, too?”

Derek confirmed, “All of them. If you leave your underwear on, for all we’ll know you’re a flat-chested girl.”

Leo felt like he was about to cry. When he’d had to undress in the locker room, and the times the other boys had stripped him, they’d all been naked too. But this was different. He was being ordered to strip. Complying was only going to prove to them how weak he was. And the other boys were going to remain clothed. That made his nakedness stand out. He felt a self-consciousness he’d never experienced before, and he hadn’t even started undressing yet.

But Leo had decided to do whatever he needed to do to make friends. If being part of the gang meant he had to strip for them, then he’d strip. He just hoped this wasn’t part of a cruel joke they were playing on him. If he did this and they didn’t let him into the gang, he’d… well, he didn’t know what he’d do. Nothing, he told himself. He was a wuss, so he’d do nothing. And they’d just laugh at how pathetic he was.

As Leo began pulling his T-shirt off, the other boys started to whistle, hoot and holler like patrons in a strip club. The shirt was still wet with sweat, so it stuck to his slim torso like a second skin. Leo had to twist around like a contortionist to get it up over his head. Next came his shoes and socks. The balancing act he had to perform while standing on the hay bale to remove these items had the boys laughing uproariously.

After he sheepishly slipped out of his shorts, he was left in only his white briefs. He looked at Derek with a silent plea. Derek only scowled in return. Leo sighed miserably and pulled his underwear down.

As he stepped out of them, Derek said, “Looks like you ARE a boy. But barely,”

Leo was surprised when Sam spoke up in his defense. “His dick looks a little bigger than mine. His balls, too.”

Even though Leo was grateful that someone stood up for him, he didn’t like the reminder that every eye in the room was on his penis and scrotum. He’d never felt so naked.

Derek said, “Maybe. But Goldilocks here doesn’t have a bit of hair between his legs. You do.”

Leo said, “A lot of boys my age don’t have hair.”

“But a lot of them do. Maybe you should cut off some of that girly hair on your head and glue it between your legs.”

Leo panicked as he realized he was close to crying. His nakedness being scrutinized was bad enough, but Derek was ridiculing him for his inadequate physical development too. It was all too much for him.

It must’ve been obvious he was close to tears because Derek said, “Don’t start bawling. I’m just kidding you. I may have had hair at nine years old, but I know most boys around here aren’t nearly so manly. Now turn around so we can see the rest of you. We have to inspect the whole package before we make a decision.”

Leo was glad to turn away from his audience. Now his bare butt was on display. It was still embarrassing, but not as much.

Derek said, “Ok, turn back. The examination is over. You’re officially a boy. A boy who will degrade himself by stripping naked just because some other boys told him to, but… still a boy.”

Leo felt humiliated all over again. He’d passed the test, but Derek still made him feel like a loser. His voice broke when he asked, “Can I get dressed now.”

The boys laughed. Derek said, “Not so fast. Now you have to go through the initiation to see how dedicated you are to joining the gang.”

Leo could hear the whine in his voice as he said, “I thought that WAS the initiation.”

That got more laughter. Travis said, “That was just to make sure you weren’t a female spy sent by Patty. You’re still kind of girly, even with a dick and balls hanging there. But, if Derek says you’re a boy, then you’re a boy.”

Derek said, “Here comes the true test of how far you’re willing to go to be part of the gang. If you’re not dedicated enough and want to quit now, that’s fine. You can run along home with your tail between your legs. We’ll be keeping your clothes, of course. And your phone and your little water bottle.”

Travis said, “Around this time of day, there’s a lot of kids who like to mess around in the woods. There’s nothing else to do. And that’s boys AND girls. If any of them find you out there butt naked, they’re going to have a LOT of fun with you. If you thought stripping for us was embarrassing, that was nothing compared to being at the mercy of a bunch of bored country kids. And don’t forget, every kid, even out here in the farm belt, has a cell phone. With a camera. And these are kids you’ll be going to school with in a couple of weeks. Everyone will know about the little girly boy who was caught traipsing around the woods naked. Your first day of classes will be interesting.”

Sam added, “And every day after that. All the way till your senior year. This is a small town, and people have long memories.”

Derek asked, “So, what’s it going to be. Do the initiation or take your chances in the woods. Remember, Patty and her girls are out there too. And Patty has an evil imagination. And she doesn’t like boys very much at the moment.”

Sam said, “Or ANY moment. She’s got a younger brother. His entire life has been HELL.”

Leo said, “It would help if I knew what the initiation was.”

Derek laughed and said, “I’m sure it would. But we don’t tell our gang secrets to someone who isn’t in the gang. You’ll find out only if you agree to do it. And hurry it up. I might just decide we don’t need a new member after all and chase your bare ass into the woods and all the way home.”

Leo looked down at his naked body. He thought about half the town seeing him like this. He asked, “Would you really do that. Chase me home like this?”

Derek said, “In a heartbeat.”

Leo hung his head and muttered, “Ok, I’ll do the initiation.”

Derek smiled and started unzipping his jeans. Leo groaned. He’d suspected something like this in the back of his mind. He realized then that he’d been sure of it once the boys made him strip, but he hadn’t wanted to admit it to himself. He wasn’t entirely new to this. He and Felix had done a little experimenting when puberty (and horniness) set in. And they’d felt awkward around each other afterwards. But then, when horniness returned, they be back at it.

But that was different than this. They’d both been willing. Derek had told him he could refuse, but then he wouldn’t have the safety of the gang. AND he’d be chased into the woods naked to maybe be found by other kids. Who knew what THEY’D make him do? At least these three boys hadn’t pulled out their phone to record him, so there was THAT.

Could he really do it? Was being part of the gang worth it? He thought about all the bullies who would pick on him if he was all alone.

“If I do this, will I really be part of the gang? You’re not lying to me, are you?”

Derek had finished pulling his penis out. It was big. And hard.

He said, “You have my word. And I ALWAYS keep my word. Now sit down on the bale and get ready.”

The next hour was mortifying. When he’d think it was finally over, the boys lined up for seconds. And thirds. Derek even got a fourth. Making it even more humiliating, Leo quickly got an erection, even though he was NOT enjoying the act.

Derek surprised Leo by not ridiculing him. He told him, “Don’t worry about it. It’s a dick. That’s what they do. Usually at the worst times.”

Leo would be erect for a while, then soften. A few minutes later he’d be hard again. It was up and down for the duration.

Afterwards, while Leo was washing his mouth out with his water bottle, Derek told him, “We’ll all take a few minutes to lay around and recuperate, then it’ll be time for round two.”

Leo cried, “I have to do all that AGAIN?”

Derek said, “Nope. This time you get on your knees and bend over the bale.”

That was something Leo and Felix had never tried. He said, “You’re kidding.”

Derek pointed down to his penis, which was already hard again. He asked, “Do I LOOK like I’m kidding?”

The gang had kept all their clothes on. They’d just pulled their penises out through their zippers. Leo knew they did this to keep him embarrassed and subdued by being the only one completely naked. It was working. He was having serious doubts about his decision to do anything to gain some friends. He was humiliated and had lost a lot of self-respect. But he’d gone this far. It would be all for nothing if he stopped now. AND, if he quit, there was the chase all the way home with no clothes on. AND the possibility of more future classmates in the woods.

After another hour or so, the boys were sweaty and exhausted. All four of them. Leo was still bent over the bale. He had his face buried in the hay. He didn’t want to look at the others. He’d moaned, gasped and clutched big handfuls of hay out of the bale the whole time. He was terrified the others thought he’d liked it.

He heard Derek say from behind him, “Stand up and stop showing us your butthole.”

Leo pushed himself up from the hay bale. He turned to the three boys and said bitterly, “Oh, so NOW my butthole offends you?”

Travis smiled and said, “We liked using it, not looking at it.”

Sam said, “If you’d actually been a girl and we were using the proper hole, I could stare at it all day.”

Travis shoved him lightly and said, “You wouldn’t have even known what it looked like.”

Sam looked sulky. “I’ve seen pictures.”

Leo started crying. His day of adventure had been more than he expected. “Is it over? Is that it? Please say that’s it and I’m a member of the gang. I can’t do a round three. I just can’t”

Travis and Sam looked uncomfortable seeing another boy crying openly in front of them. Derek just rolled his eyes and said, “You’re in, crybaby. You’re the scrawniest, wussiest member of the gang, but you ARE a member.”

Before Leo could rejoice, Derek added, “There will be a probationary period during which you’ll have to perform the same duties you just did whenever required. And we’re horny adolescents. We require a LOT. And we have some other friends… not members of the gang, but still friends… that we’ll occasionally let in on the relief you provide in trade for other things.”

Leo still hadn’t stopped crying. This new information wasn’t helping. “How many friends?” he asked, dreading the answer.

Sam said, “We’re really sociable guys. We have LOTS of friends. Some of them are even in high school. It’s a small town, you know.”

Travis added, “There’s the high school football team. They’re big, they’re horny, and there aren’t enough girls in town to meet their needs. They’re going to LOVE you.”

Derek said, “We’ll present you to them in the locker room after practice in a couple of days. We’ll make a trade. A lot of them look old enough to buy beer. And don’t worry, you’ll get some too. Maybe getting drunk will make you forget how many touchdowns they scored on you.”

Travis grimaced as he added, “And all at the same time in one big gangbang. Kid, I honestly feel sorry for you. Those guys are huge and hairy.”

Leo thought, “And they undoubtably all have sweaty jockstraps.” More tears ran down his cheeks.

Derek said, “So, those are the terms of the probationary period. Do you accept? You might as well after all you just did. And, of course, if you don’t accept, I’ll chase your naked ass into the woods. I might even have the boys make a few calls first, so you’ll have a welcoming party waiting for you.”

Leo demanded, “Is this really how you treat members of your gang?”

Derek said, “You’re not officially a member till you accept the terms I just laid down. AND you can be rejected at any time during your probation if you refuse to do your duties.”

Leo wiped his teary face. “You should’ve told me the terms before I did… all that stuff.”

Derek told him, “You know what they say. Shoulda, woulda, coulda. So what’s your answer?”

“How long is this probationary period?”

Derek said, “Not long. Just for the next school year. Maybe longer if you keep crying like that.”

Leo cried, “WHAT? A year? That’s not fair.” The tears didn’t stop despite what they could cost him.

Derek told him, “Man, you are the biggest crybaby. Take it or leave it. I suggest you take it. Our school has a lot of tough guys. Tough girls too. If you’re not part of a group, you’re just fresh meat. Especially being a city boy. That really is a liability. Folks around here think everyone from the city is a stuck-up snob. They’re going to want to take you down and put you in your place. But, if you’re with us, we’ll have your back.”

Leo wiped his eyes, hung his head and muttered, “Ok, it’s a deal.”

The boys all gathered around him. Travis and Sam clapped him on the back. Derek swatted him on his bare butt, then said, “Man. You’re still sweaty.”

Sam said, “Welcome to the gang.”

Leo still felt humiliated by everything he’d just done, and everything that was done to him, but he started to finally relax and think it might’ve all been worth it.

Then Derek added, “Now for the other matter. The one involving Patty and her girls, Carla and Anna. There’s always been a rivalry between our two groups. It’s gone on for years. We do something to rile them up. They get revenge. Then they do something else to rile us up. We get revenge. And on and on. It’s always been kind of fun. But stupid Sam over there did something a week ago that was worse than the usual stuff. He crossed the line.”

Sam said, “I told you I’m sorry.”

Derek said, “Sorry doesn’t help. But like I was saying, he was on his way through the woods to meet me and Travis when he cut through Patty’s territory and found the girls about to go skinny dipping at the creek. He hid and tried to peek at them. They had just started taking their clothes off. He only got to see Carla in her bra and panties. The other girls weren’t that far, yet. Then he made a noise. He won’t say what kind of noise, but I think it was probably a load moan while he jerked himself off. Of course, they heard him.”

Sam interrupted. “I wasn’t jerking off or moaning.”

The other two boys both said, “Bullshit.”

Sam looked at the floor as he said, “I hadn’t had time to jerk off. I’d only just then pulled it out.”

Derek continued. “Patty went crazy. She chased after him. Like an idiot, he led her right to our part of the woods. Travis and I were at our meeting spot… that tree you were snoozing at… waiting for him. She never got a good luck at him, but she knew it had to be one of us. When we wouldn’t tell her who it was, she said she’d give us a week to make it up to Carla or there’d be war. And she was serious. Our rivalry with the girls has always been half serious and half fun. But that was all about to change.

“I asked Patty how we could make it good. She said we had to hand over the peeper, or just any member of our gang, for the girls to strip and humiliate. Then we’d be even. I’d finally decided to make Sam give himself up even though I didn’t really want to do it. Then we found YOU. As the newest member of the gang, you’re the I’m volunteering to be the girl’s little plaything.”

Leo cried out, “But…but… but…”

“Don’t worry. I made Patty promise they won’t hurt you. Except maybe some spanking. But I’m glad I’m not you. This is going to be rough.”

Leo had managed to stop crying, but this latest development started the tears flowing again.

Derek said, “Damn. We’re going to have to do something about all this crying. Are all city boys like this?”

Leo managed to ask, “Wh… when will I have to do this?”

Derek said, “Today. This was the last day before war breaks out. We were meeting up at the tree to get Sam ready when we found you.”

Sam grabbed Leo’s bare shoulder and squeezed. “I really appreciate this. I was dreading what they were going to do to me. You’re a pal, Leo.”

Leo said, “It’s not like I volunteered.”

Then he thought about what Derek had said. He asked, “What do you mean by getting Sam ready? How did he have to be ready?”

Travis answered. “One of Patty’s stipulations was the sacrificial lamb was to be brought to her already naked. Through the woods.”

Leo almost collapsed. “What? You told me lots of kids hung out in the woods. They’ll see me.”

Derek said, “I think that’s the idea. Patty is super pissed. She’s going to make you pay big time.”

Leo cried shrilly, “But I didn’t even do anything.”

Derek said, “I know. It almost seems unfair. Now come along and let’s get this over with.”

Derek climbed down the ladder, then came Sam, then Leo. Travis brought up the rear. Sam looked up at Leo midway down and remarked, “That’s quite a view. You’ve certainly got no secrets from ME.”

“Stop looking,” Leo yelled. They’d seen his butthole too many times already. How many more ways was he going to be humiliated. Oh, that’s right. ENDLESS ways.

When they reached the bottom, Derek took Leo’s arm and started leading him out of the barn.

Travis spoke up. “Um, Derek? I think you’re forgetting something.”

“Oh, that’s right. We have to tie your hands behind you so you can’t cover up if we run across anyone else. Patty’s orders.”

Leo shrieked, “How does this keep getting worse and worse? Today has already been the most humiliating day of my life. And now a bunch of girls are going to see me naked and… and torture me in ways I probably can’t even imagine. And who knows how many kids are going to see everything I’ve got on my way to being tortured. And they’ll take video of all of it. I just know it. This’ll be a nightmare that’ll never end. My life is going to be pure hell after today.”

Derek tried to assure him. “But you’ll have US to make sure it never goes too far.”

Leo was still shrieking. “What’s too far? Just flat out murdering me? After all that’s happened and everything that’s about to happen, that’s the only thing left that could be worse.”

The boys all shook their heads. Sam said, “You don’t know Patty. Believe me, death would be a blessing.”

Leo shrieked even louder. “This is NOT encouraging me.”

Derek smacked Leo across the back of his head. Not hard, but enough to get his attention. “Turn down the volume, kid. You’re hitting some really ear-piercing notes there. I’ll be glad when your voice changes.”

That subdued Leo. He was just too exhausted to fight his fate anymore. He stood meekly while Derek tied his hands behind his back with some twine from his pocket. Leo thought about how that twine had been meant for Sam. But Leo had decided to go on an adventure and now HE was going to be the forever victim. Be careful what you wish for, he thought glumly to himself.

Once they left the barn, Leo suddenly tried to run back in. He couldn’t help it. He’d never been naked outside in his entire life. He felt so EXPOSED. This was wrong. The whole world could see him.

The boys all jumped in to try and restrain him, but he fought back with a fury he didn’t know he had. His meek acceptance was gone. Derek ended the battle by reaching between Leo’s legs and grabbing a handful of scrotum and squeezing ever so slightly. Leo instantly went still.

Shifting the boy’s balls between his fingers for emphasis, Derek asked him, “Do I have to squeeze any harder?”

Leo shook his head vigorously. No more squeezing would be necessary.

“Good. Try that again and I might tell Patty she’s free to put the hurt on you instead of just the humiliation. And she won’t be nearly so gentle with your balls.”

Derek let go, then looked at his hand in disgust. “Your balls are still sweaty, too. Gross.”

The trip across the pasture seemed to take forever. Leo kept looking left and right, afraid someone else was going to see him. There were only the cows and they weren’t interested in the three bully boys and their naked captive.

The woods proved to be a different matter. Not long after the group entered the trees, Leo heard someone shout, “What the HELL?”

Another voice, definitely a girl’s, said, “What are you… Oh my God. He’s butt ass naked.”

Leo sobbed. It had started. He’d been spotted. This might end up being worse than what had happened in the hay loft. At least there it had been private, with only the three other boys to witness his degradation. Now he was out in the open, every inch of him on display with no way to cover up.

He begged the gang, “Can you all stand around me? Please? So they can’t see me? This is even worse than I thought it would be. Please please please.”

The voices were coming closer. They were behind and off to the right. Leo could hear at least four different kids, two of them girls. They were laughing like crazy. One girl was obviously on her phone telling someone to get there right away.

“Hurry it up. And spread the word. I swear, Derek’s gang has got this kid with long blonde hair hair, and he’s freaking naked. All the way. I can see everything. And his hands are tied behind his back.”

Leo begged even more, not even ashamed of how pitiful he sounded. “Please, Derek. I’ll do whatever you want.”

Derek said, “You’re going to be doing that anyway. Remember? Probation?”

The other kids arrived. As he’d thought, it was two boys and two girls. All of them were around his own age. They stopped laughing and just stood in front of Leo with their mouths hanging open in awe. Leo squirmed. This WAS worse than the hay loft. He felt beyond naked. He felt like he’d never recover from this. No girl had ever seen him before without his clothes on. Now there were two staring right at him, right at what was hanging between his legs. They weren’t even trying to hide it. It was beyond awful.

The two boys being there somehow made it even worse. One of them asked Derek, “What’s going on?”

Derek said, “Patty’s on the warpath. She caught Leo here spying on the girls at the creek. She’s going to make him pay.”

Leo’s mouth dropped open just like his new audience. He started to object, but Derek gave him a look that shut him up.

One of the girls said, “So you’re a little peeping perv. You’re getting what you deserve.” She turned to Derek and asked, “Can I take some pictures?”

To Leo’s horror, Derek answered, “Patty encourages it. She said she wants everyone to see this varmint for what he is. You can follow us to Patty’s territory. She has lots of fun and festivities planned.”

The four newcomers all quickly got their phones out and aimed them at Leo. He cried out, “Please don’t. Please. I can’t stand this.”

One of the boys said, “Tom and I will take photos. You girls take video. Andy Steele has some almost professional video editing software. We’ll make a movie out of it.”

Derek leaned over and whispered to Leo, “You might want to stop crying now. It’s going to be bad enough being butt naked on video without bawling like a baby too.”

Leo tried but didn’t succeed. Derek and the gang stepped away to give the others lots of room to take all the images they wanted. And they wanted a lot. They zoomed in on Leo’s crotch. Then his butt. Then his tear streaked face.

“He’s kind of a crybaby,” Derek told the others.

Travis spoke up. “Patty’s going to be waiting. We don’t want to be late.”

Derek said, “Right. Come on, everyone. We don’t want Patty pissed off even more. Poor Leo here might not survive.”

Leo cried out, “You said you’d step in if she really tried to hurt me.”

Derek patted Leo on the back. “Don’t worry. She won’t. But I can’t help it if you die of embarrassment. And that’s a distinct possibility. You may be new in town, but the entire school is going to know you… as in ALL of you… on your very first day. I can’t imagine what that’s going to feel like.”

The strange little group picked up five more groups of kids on the way to Patty’s territory. The call had gone out. Multiple calls had gone out. Everyone was letting everyone else in on the parade. And they all had cell phones. Leo had been wrong about the backwoods. Technology had found its way even there.

By the time they reached Patty’s hangout… a clearing not far from the creek where this terrible chain of events had begun… there were over thirty kids accompanying the tearful, naked boy. The spectators ranged in age from eight to eighteen.

Travis said, “This being such a small town, it only has one big school building. You’ll be going to school with every kid in town, elementary through twelfth grade. And they’ll ALL have seen you butt naked.”

Sam said, “Not just naked. They’re all going to see what Patty does to you. And what she makes you to to yourself.”

Leo gasped, “You don’t mean…”

Sam said regretfully, “Yes. I mean.”

Even if a miracle happened and it all somehow stopped right there and Leo didn’t have to do THAT in front of everyone, it was already way too late. He’d been seen naked by nearly half the school. The rest would surely see the videos. The cell phones hadn’t rested the whole way through the woods. For the rest of his school life, he’d know that every kid he met, including the girls, had seen him entirely, tearfully naked. And he was sure they’d never stop reminding him of it.

On top of that, Derek and the gang would not only be using him as they’d done earlier that day, but they’d be loaning him out to other boys. How many other boys, Leo wondered. Probably ALL the other boys. How would he be able to look any of them in the eye?

A voice startled him out of his miserable reflections. He recognized it from that morning. Patty had arrived.

“Who is THIS little hairless pipsqueak?” she demanded.

Derek looked nervous, the first time Leo had seen him that way. If this girl could scare HIM, Leo might be better off holding his breath till he passed out and died.

Derek said, “This is the newest member of my gang.”

Patty looked angry. “So, he’s not actually the one. He’s just your scapegoat.”

Derek looked even more nervous. “You just said it had to be a member.”

Carla and Anna came up from behind Patty. Their eyes were just about bugging out at the sight of the naked boy before them.

Patty said, “Goddammit. I wanted the REAL culprit. But a deal’s a deal.”

She looked Leo up and down. He squirmed again under her gaze. He’d never been so aware of his penis and scrotum. Somehow, this girl seeing his naked body was worse than all the others combined. She walked around him. He could almost feel her eyes on his bare bottom.

The crowd had been laughing and talking about the day’s unexpected event, but they all fell silent as Patty made her examination. She returned to look at Leo’s front. She was obviously unimpressed with what she saw.

She looked at Leo’s face and said, “One of the things I planned to do was shave off the culprit’s pubic hair. But you ain't got any.”

The crowd took that as a sign to make noise again. The laughter was almost deafening.

Patty continued, “You robbed that pleasure from me, kid. That’s not going to go well for you.”

She turned to Carla and Anna. “You girls stop gawking and start recording.”

They scrambled to get their phones out. Leo started crying again. How many videos would there be of him? Who else was going to see them? That’s when a thought struck him so hard, he even stopped crying. What if his mother saw them? Oh God no.

Patty told Derek, “Untie him.”

Derek instantly complied.

Once he was free, Patty told Leo, “Raise your hands all the way up. Turn in a circle so everyone can see what a miserable little hairless pervert you are.”

Leo told her, “I didn’t do it. I wasn’t the one.”

“Doesn’t matter. You’re the one who’s going to pay for it, so you might as well be the pervert. Keep turning. And all you kids out there. Keep recording. I want a thousand hours of video of this runt.”

When he’d turned to Patty’s satisfaction, she said, “Now, get down on your hands and knees and show everyone what an asshole you are.”

Leo actually screamed in horror, then begged her, “No, please no. This is bad enough. It really is. I’ll remember this for the rest of my life. Please, no.”

Patty smirked. “And the video everyone is taking at the moment is not only showing your pathetic cock and balls and your scrawny naked ass, but it’s showing you begging like someone who has no shame at all. You’re really not making a good impression. Now get on your hands and knees, you little punk.”

Leo did. Kids rushed forward to get the first closeups of his exposed butthole and his balls hanging beneath it. Just to remind him of what was on display, he could feel a cool breeze where he’d never felt one before. The cell phones continued to record. The whole school wasn’t just going to see him naked. They were going to see him THERE. Leo thought he might pass out.

When everyone had gotten a long, laughing look, Patty commanded Leo to stand up.

She said, “I see you’re ready for the next step.”

Leo didn’t understand what she meant, but when the crowd went wild with derisive laughter, he heard some of what the kids were screaming to each other.

“He’s got a hardon.”

“He IS a perv. He got of to showing everyone his butthole.”

“The first time I get to see a naked boy in person, and his dick is hard too. This is great.”

Leo looked down at himself. He did indeed have an erection. He couldn’t believe this was happening, or that he hadn’t even realized he was getting hard. Now that he knew, it hardened even more. It was so hard it hurt.

He screamed to be heard over the crowd. “It’s not what you think. Sometime dicks just get hard. It doesn’t mean I was enjoying this. Derek, tell them.”

He looked around, but Derek, Travis and Sam were nowhere to be seen. So much for the gang having his back.

Patty told him, “Jerk it for the crowd, pervy boy.”

“I can’t. I can’t. Not that,” Leo cried.

Patty walked up to him and grabbed his stiff penis. She tugged on it, and not gently.

Leo gasped, and not just at the painful tug. He was horrified that a girl had just grabbed him there. And without his permission.

Patty snarled, “Jerk off or I’ll yank it off.”

She gave it another tug, a little harder than before. Leo yelped, then nodded at her. She released him and stepped back.

Crying openly again, Leo took himself in hand and slowly started stroking back and forth. The crowd went wild again. What had probably started as a boring day for them had turned more exciting than they could’ve imagined. They were reveling in Leo’s debasement.

It took him a long time. He didn’t know if that was good or bad. On one hand, he didn’t want the growing crowd to see him squirting his stuff. That would be the ultimate humiliation. On the other hand, the longer he took, the more they got to see him standing there naked doing what should be a very private thing. And the more video there’d be of him. Andy Steele was already going to have plenty of material for his movie.

Finally the crowd started chanting, “Cum. Cum. Cum.”

Somehow that had an effect. Leo could feel that itchy, orgasmic feeling rising up inside him. He cried out as streams of his stuff started spewing out of him. By that point, he was out of control. He kept pumping and thrusting his hips. He moaned and gasped. The feeling was so much more intense than it had ever been, even when Felix had helped him along. Once the big spurts had ceased, Leo pumped out the remainder. It dribbled down into the grass at his feet.

When he was finished, he looked up at the crowd with growing despair. The size of the crowd looked like it had doubled. He’d just masterbated before the entire school. And over a hundred phones had captured it in high-definition. While he stood there in frozen horror, his penis continued to dribble. He was sure that would be captured in closeup too.

Patty gave him a slow clap. “That was quite a distance for such a little pecker. We’ll have to see if you can shoot farther later on. For now, Carla gets a little revenge time with you. Then Anna. Then me. And then, there’s a whole lot of girls out there who’d probably like to have a go at it. It’s only noon. We still have hours.”

Carla, the redhead, advanced on him and grabbed his penis. She leaned in as she tugged on it and whispered, “Your thing’s not all that little. Patty’s just trying to embarrass you even more. My brother’s is the same size and he’s probably a year older than you. And you’re kind of cute. I’m sorry for what I’m about to do, but Patty needs her vengeance. She ordered me to do this. This is all really for her, not me.”

Carla squeezed gently till the last of Leo’s semen had been released. Then, not letting go, she pulled him out into the crowd. He stumbled along behind her. She called out, “Everyone who wants to smack his ass, feel free.”

It turned out a LOT of kids wanted to smack it, even the boys. It wasn’t every day they got to humiliate someone to this degree. By the time they’d made it through the crowd and back again, Leo’s bottom was an angry red and he was crying openly yet again. And the ever-present phones captured it all. This was going to make a movie and at least three sequels.

The rest of the day went by in a blur. Every time Leo thought it couldn’t get more degrading, it did. He lost track of the times he had to masterbate or was masterbated by others. He was repeatedly spanked till he howled, begging for it to stop. Girls ganged up on him and groped and fondled. They held him down and documented every centimeter of his naked body on camera. Even that most private area between his buttocks. Especially that area. They all knew from his reactions it was the most humiliating. He had to get down on his hands and knees again, this time to give the girls and even some of the younger boys a ride on his back. He had to make donkey sounds while he did it.

Other kids arrived from nearby towns. The word had definitely gotten out.

Hours later, when the public portion of Patty’s revenge finally ended, she, Carla and Anna led the exhausted boy to a more private place for some punishments they didn’t want the crowd to see. Leo, too drained to be frightened anymore, didn’t know what to expect, even when Patty announced it was time to ride the bucking bronco. At first he thought she meant more donkey time, but the truth was much more horrible. When he found out what those words meant, the time in the hay loft seemed trivial in comparison. He hadn’t known girls could do what the boys had done. They just needed a special accessory.

Leo awoke in the grass to Derek and the gang standing over him, much as they’d done that morning. Patty and the girls were gone.

Derek had to help Leo stand. He wrinkled his nose. “Man, you smell sweaty as hell.”

Travis handed him his clothes and said, “You can get dressed now.”

Sam said, “We saw it all. That was brutal. But Patty never did anything that crossed the line. She never injured you. Just the spankings like she said.”

He looked regretful. Not that it changed anything that had happened or was going to happen for years to come.

As Leo pulled his underwear on, he asked Sam, “Did you see what they did later, after the crowd was gone?”

Sam cringed and said, “Yes. Patty told us to hide in the trees and watch. So we’d know what could happen to US.”

Knowing the boys had seen that particular humiliation made it all so much worse.

He had to ask. “Did they record that, too.”

The looks the boys gave him gave him his answer.

Leo wondered if he deserved this. If it was karma for how he’d abandoned Felix when his friend had needed him the most. He knew that naked run through the halls hadn’t been the end of Felix’s misery. He knew everyone in school had copies of the videos. He heard what groups of boys made Felix do in the locker room. He heard what groups of girls did to him. That naked run had been the signal that no holds were barred from then on. Felix was fair game.

And Leo, afraid for himself, hadn’t even been there to give Felix a shoulder to cry on.

As he finished dressing, Leo looked to Derek and asked, “I AM a member now, right? I’m a member of the gang? I did everything you wanted. So I’m in, right? You’ll have my back when other kids try to do stuff that crosses the line. Right?”

When Derek didn’t immediately answer, Leo practically shrieked, “Right? Right?”