Obsession

By Aldric

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

* * * * *

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

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

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

* * * * *

Obsession

Carl had first noticed Laurie Haywood back in 6th grade. They were both the same age, eleven, but a world apart beyond that. Carl was small and quite shy, especially around girls. In his eyes, Laurie was cool and sophisticated. And very popular. He adored her, but in the entire school year he barely said more than hello to her.

In middle school, he didn’t see her as often, but she had grown even more beautiful. At 12, he’d figured out that his dick was for more than peeing, and she was very often in his mind as he took care of releasing the pent-up needs caused by many the boners he’d had to try and hide while in school.

His worst experience occurred at the end of grade 8 when Cameron Fox pantsed him in the hallway. Only down to his underpants, but that day he’d been in briefs instead of boxers. And right in front of him when it happened was Laurie Haywood. She stared at him as he stood frozen for several seconds before his brain – the one in his head – kicked in. He bent and retrieved his pants and got them back in place. When he looked forward, she was smiling as he turned away. He thought that any hope of ever being with her, taking her on a date, SEX, none of that would now ever happen.

But on the first day in high school, she actually spoke to him. They were just entering the building and she asked, “You’re Carl Walsh, aren’t you?”

He knew he’d blushed, and he struggled to mumble “Yeah,” before she continued. “The boy who still wore briefs in 8th grade. Good thing you didn’t have any animals on them. It was cute seeing you in them however.” She turned and walked away.

He didn’t know what to make of it. Was she teasing him? Did she really like what she saw? He knew the second question had to be a negative. His dick back then barely exceeded 4” in length when fully hard, and it had been soft that day. But he smiled as he thought back on it. She had spoken to him. And he’d spoken back. Maybe just one word, spoken so softly she might not have even heard it, but it was a start.

And then came that day he would forever remember. It was just before the spring break. He was carrying his tray through the lunch room and saw her. She was sitting with 3 of her friends, girls, all freshmen like him. He didn’t know if it was him growing up or just plain desperation, but he approached the table.

“Okay if I sit here?” he asked, just barely keeping from stuttering.

“No,” Nadia Shaw said firmly. “There’s plenty of seats back there.” She pointed, randomly, as far as he could tell.

“No, leave him alone,” Laurie said. “Carl Walsh, right? Have a seat.”

The other three girls looked like they were ready to attack him, but none of them said anything.

“You know my friends, don’t you? Nadia Shaw, Cailey McTosh, and Jen Ford. Why did you want to sit with us?”

He stared at his tray, unable to speak.

“He’s fucking obsessed with you,” Cailey said. “He sits next to me in English class. I saw him writing your name up and down one page of his notebook. He’s strange.”

“I don’t see anything strange about that,” Laurie argued. “Let me see it,” she said to him.

He tried to speak, but it came out more like a cough than a word.

“God, he’s such a nurd,” Nadia said. “Why did you tell him he could sit here.” She reached over and grabbed his book bag. “Here,” she said, handing the notebook to Laurie.

“No, don’t look.” He finally managed to speak as he rose from his chair and reached for the notebook. “I shouldn’t have bothered you. I’ll leave.”

“No, really,” Laurie said. “I’m flattered. I’m not going to tease you. I want to see. And there is no reason for you to leave. My friends will start behaving or I’ll be asking them to find a new table.”

He looked around the table. Nadia, Cailey, and Jen all looked shocked. But not one of them was pushing back their chair.

“Here it is,” Laurie said as she found the page in the notebook. “Wow, you did write it a lot of times.” She looked up at him. “Tell me the truth. Cailey said you’re obsessed with me. Is she right?”

“I uh, maybe not obsessed. Fascinated? I don’t know. I didn’t mean anything by it.” But he knew it was a lie. He was more than obsessed with her. He thought about her nearly every night as he went to bed. A one-way relationship that had been going on nightly for nearly three years.

“Tell me,” she said to him in a quiet voice. “Is there anything in particular that you’d like to do with me?”

His eyes went wide. “Are you trying to trick me?”

“No, I’m not. I’m very serious. And I’d like to know. How far does your fascination with me go?”

He looked at the other three girls, but they looked as confused as he was and were all staring at Laurie.

“Uh, like a kiss?” He knew he wanted a hell of a lot more than that, but he didn’t dare tell her what he really wanted.

“Come on Laurie, send him away,” Cailey injected. “Look at where he’s looking. Your tits. He wants to see your tits.”

“Is she right? You’d like to see my tits?”

“I, uh, I guess. I mean, what boy wouldn’t. You’re beautiful.” He suddenly realized what he’d just said. “I mean, no, that would be crazy. I should be going.”

“No. I told you, you’re safe,” Laurie said to him. “So, you’d like to see my tits. That can happen if you’re interested. Are you?”

He loved her, but right then, he didn’t trust her. “I’m sorry I bothered you. I like you, and I don’t like being made fun of. There is no way you would ever let me see your, uh, breasts. It’s a trick, and I’m not falling for it.” He grabbed his notebook from where she had set it on the table and put it back in his backpack. He then picked up his tray and backpack and stood.

“Go if you want,” she said softly. “But it isn’t a trick. You can see them. It will cost you, but it might be worth it. I’ll explain how if you’ll stay long enough to let me.”

He wanted it to be true. He hoped she wasn’t lying. He sat back down. “I don’t have much money if that’s what you want.”

“You can’t seriously be thinking about showing this little twirp your tits,” Nadia snarled.

“I am, and you’ll get some enjoyment out of it too if you just stop calling him names. His name is Carl, not twirp, or ass, or any other rude ideas you might have. He’s scared to death, but he’s also honest. And I’m curious about him. If my offering him the chance of a lifetime bothers you, there are still other open tables that you can move to.” Laurie stared at Nadia for several seconds, and then at Cailey and Jen in turn. When none of them got up or said anything, she turned back to Carl.

“Okay then. You want to see my breasts. That’s a natural reaction, I’m quite sure that every boy in the cafeteria would like to see them. But you’re different from other boys here.”

“I’m not gay, if that’s what you’re thinking,” Carl injected.

“No, I didn’t mean to insinuate that. I’m quite sure you’re very much interested in girls. But still, you are different than the other boys. You are focused. I’ve watched you without you knowing it. You have eyes for me. Not other girls, at least not like the way you look at me. And I find that interesting. Enough. You want to know what you have to do to see my tits? Okay, here it comes, and I promise you, this isn’t a trick, even though it is going to sound like one.”

She paused and looked directly at him. “I want you to go to each of these girl’s houses and get naked for them. Completely naked, without covering up. Ten seconds at least. I will insist that they not take any pictures or tell other kids that you stripped for them. They won’t defy me on that.”

He was speechless. She might as well have asked him to fly around the room. “I couldn’t do that. Not with them. They all hate me.”

“First off, they don’t hate you. They just think you’re annoying. I don’t, I truly find you interesting. And secondly, they may not admit it, but I think they’d like to see a boy, even you, totally naked. I know I would. I’m popular, yet the oldest boy I’ve ever seen naked was not even two years old. You’re fourteen. I think you can do it. You have a goal, what Cailey said was an obsession. No matter how you define it, you want to see me undressed. That will give you the strength to do it. But only if you trust me. And I can’t do anything to help you with that except to say that this is not a trick. You get naked for all of them, and then for me, and you will see me undressed to the waist.”

“Shit, he’s getting a boner,” Jen said as she pointed to his crotch. “But you’re right. I would like to see him naked. It would be interesting. And I can live with Laurie’s rules. No pictures. And who would believe me even if I did tell someone.”

“But I’d be seen naked by all four of you, and I’d only get to see your tits, I mean, breasts. It isn’t fair. Unless I could see you naked too.”

“No, it isn’t fair. But that’s the way it is going to work. But I will offer you more. You can touch them. As much as you like. Well, not for hours, that would get boring. But ten, fifteen minutes? Sure. But that will cost you a bit more. For each of them, and me, you’ll not only have to be nude, but before you dress, you have to masturbate.”

“I’m in,” Cailey said immediately. “I’ve always wanted to see a boy do that.”

“Me too,” Nadia stated.

“Could I maybe get to see their breasts too?”

“No, this is about you and your interest in me. I don’t think any of them are willing to show you their breasts. But you heard them, they all want to see you naked. If they want, they can make a private deal. Or maybe they’ll let you see them because they feel like they owe you. But that decision is up to them. To see mine, you have to be seen naked by all of us. To touch mine, you have to also masturbate. Think it over, but I’d like your answer before school is out. We can get it done over spring break. None of us are going anywhere.”

Carl wanted it. Seeing her tits would be more than he’d ever hoped for. Touching them would be even better. He doubted that any boy in this school had ever been offered what she was offering him. But to get it, he’d have to do the most horrifying thing ever. His dick had already voted, he could feel it pressing hard against the front of his pants.

“There’s no way I could see you naked?” he asked. More like a prayer.

She sighed. “Maybe. It would be harder for you. I need to think about it. And before you get to see me completely undressed, you’ll first have to finish the offer I’ve already made. Then we can talk about the price for more.”

He couldn’t believe he was about to say it. There was a chance of seeing Laurie Haywood completely naked. He couldn’t pass that up.

“I’ll do it,” he whispered.

“Wait, I didn’t say I was in,” Jen said. “And I am, but with one condition. I can’t get rid of my sister, and besides, she’d enjoy it as much as I would. So when you come to my house, you will have to strip in front of me and Karen. You know her I think. She’s in 8th grade, and I know she knows you because she has talked about you a few times.”

“Karen? Yeah, I know her. What did she say about me?”

Jen laughed. “Mostly that she thought you were cute. And that she saw a tent in your pants once and wished she could see what caused it.” She watched as Carl processed that. “I will ensure that she follows Laurie’s rules – no pictures, and she doesn’t tell anyone. Are you still interested?”

“Karen likes me?”

“Since back when we were in 5th grade and she was in 4th you idiot. She tried to get your attention many times.”

“No, she was always a pain. She punched me, kicked me, teased me, lots of stuff.”

“That’s how 9-year-old girls show you they like you,” Nadia explained. “I liked watching it. And she is going to go apeshit if she gets to watch you jack off.”

Carl remembered her clearly. She’d been a little devil. He’d have liked her if only she hadn’t been so physical with him. He did remember getting a boner a few times when she was around though. But he never would have guessed that she would have noticed it.

“Is that a deal breaker?” Jen asked. “She’s not nine anymore.”

Carl’s focus shifted for just a second. He tried to picture the younger girl topless. Or naked. Then he shook his head. He wanted to see Laurie, not a girl a year younger than him. “No, I guess as long as she follows the rules.” He looked around the table. “But no more additions.”

“Oh, the mouse has roared,” Cailey laughed. “Your little sister must have stirred something inside him.”

The girls all laughed, even Laurie. But after a few seconds, they turned back to the topic at hand. “Who wants to go first?” Laurie asked.

“Me,” Jen said. “Today, after school. I don’t want him to fret about it and get scared and change his mind.”

A horrible deal was his thought. He’d barely touched his lunch, but the period was about over and he wasn’t all that hungry now anyway. He said he’d be there and picked up his tray and bookbag and left.

Four hours later he was knocking on Jen’s front door. Only it was Karen who answered it.

“Carl Walsh,” she said with a certain amount of drama sounding behind the words. “What do you want?”

“Jen didn’t tell you?” When she shook her head, he continued. “Is she home? I’m supposed to meet her here.”

“Jen, Carl Walsh says you invited him over,” Karen said as she turned and walked away. But she’d left the front door open, so he stepped in and closed it.

“Oh, I didn’t expect you so soon,” Jen said. She had changed out of her school clothes and now wore a loose top that made him look down instead of at her face.

“Carl is going to do something for us,” she said to her sister. “He’s trying to earn something. You can stay, but you cannot take a picture or ever tell anyone about it. We’ll both get in a lot of trouble if you violate the terms. So I need your word, or I’ll have to tell Carl to come back sometime when you aren’t here.”

“Well, that certainly sounds very interesting. Okay, I agree.” Karen turned to Carl. “What is it you’re going to do?”

He didn’t answer verbally. He needed to get it over with before he lost his nerve. He unbuttoned his shirt and pulled his arms out of the sleeves.

“Okay, it suddenly got a hell of a lot more interesting,” Karen giggled. She’d had a crush on him for as long as she could remember. And suddenly, here he was, shirtless, in her living room. And to her pleasant surprise, he next kicked off his shoes and undid his belt. She caught her breath. Was she really going to see him in his underwear?

The pants dropped, showing a pair of plain brown boxers. But she wasn’t sure if it was just because of the amount of fabric or if the bulge she could see was caused from something inside them. Either way, it was totally exciting and fun.

He bent down and removed his socks next. And then he stood there for several seconds. Karen saw that Jen was about to say something, but Carl moved his arms and she stayed quiet. But not for long. As the boxers were pushed down, her sister gave a soft scream.

Every part of Carl Walsh that she’d ever wanted to see was now exposed to her. He pushed the boxers down and stepped out of them. And then, looking like he wasn’t sure what to do with his hands, he moved them around to several places before settling on holding them behind his bare butt.

It was amazing. And wonderful. His dick was bigger than she expected, and it jutted out and up, pointing at a place in the ceiling above her head. It was also jerking up and down. Karen stepped forward.

“Can I touch it? Please? It’s beautiful?”

Carl had no answer to her question. He was so ill at ease that he didn’t dare try and talk. Without a negative answer, Karen reached out and gently gripped it.

“Oh, I thought it would be soft.” Her hand moved down and gently felt the two oblong things in the boy’s scrotum. At one point he moaned and bent over at the waist and grabbed her hands.

“Sorry,” she said, and he allowed her to pull her hand back.

“Is that, uh, long enough?” Carl asked Jen. “Can I get dressed now?”

“Turn around, slowly. I want to see the back too.”

He did as she had requested. His face was burning with shame, but his dick was jerking around even more. He had dreaded the very thought of jacking off in front of Jen, but now he knew he needed to do it or it would start spraying on its own.

With two wide-eyed girls watching every move, he used his favorite grip and began pulling the skin up and down the hard shaft. It seemed like he’d only just started when he felt his knees bend and the first of five gobs of cum shot out of his dick. They rose a foot in the air and then arced done to the wood floor of the living room.

“There, I did it,” he said, suddenly feeling close to crying. “I’ve got to go.” He grabbed his clothes and began dressing.

“That was cool,” Karen said. She got up and hugged him, stopping him from pulling his boxers up for a few seconds. “I don’t know what you did wrong that my sister made you do that, but I liked watching it.”

“She didn’t make me,” he said as he peeled her arms from around him. “It’s for someone else. Something I need to see.” His dick was already getting hard again as he pulled his boxers up. Then his pants. He pulled his arms through the sleeves of his shirt but didn’t button it. He picked up his shoes and shoved his socks into them and headed for the door.

“Goodbye, and thanks,” Karen said as he exited.

He felt light-headed as he hurried towards his house. After crossing the street, he paused to put on his socks and shoes and then buttoned up his shirt as he ran. He was out of breath as he entered the house.

It was empty, which made him thankful. He rushed to his room, stripped his clothes off again, and then crossed the hall to the bathroom where he used the soap in the shower to jack off again.

That night, he did it once more. Only this time, Laurie Haywood wasn’t in his head. Karen Ford was.

Two days later his cell phone rang. He answered it.

“Jen told me you did a wonderful job at her house,” Laurie began. “Next up is Nadia Shaw, and it will be just her. Do you know where she lives?”

He didn’t, so she gave him directions. He made sure his boxers were clean and headed out.

Nadia was expecting him and invited him inside. “Nobody is home but us. Jen told me what a wonderful time she had with you, and I expect the same. So go ahead and get this over with.”

She took a seat on the couch. He began with his shoes and socks. His shirt was a pull-over. Once it was removed, he saw that Nadia was watching with a great deal of interest. Removing his pants took some mental effort, and as he stepped out of them his dick once again began to grow. He didn’t hesitate for fear he would freeze up. He pushed his boxers down and stepped out of them. Then, with his hands behind his back, he stood facing her.

“Hold that pause for a minute,” she said. “I’ll be right back.”

Carl was scared she was going to return with another girl, but that fear was quickly replaced by a new one when she did return. She had a plastic ruler in her hand, and walked right up to him. She held it against his dick. “It looks kind of big because you have almost no hair down there, but it is just a hair under four and a half inches. Is that normal for a boy of fourteen?”

He knew, but lied. “Yeah, I’ve checked. It is right at the 50% line.” The truth was that the 50% line was closer to 5 than 4.5 inches.

“Okay. I will check you on that. Go ahead and play with it. But Jen warned me. She had wood floors, so cleaning up your mess wasn’t that hard. I’ve got carpet, so unless you want to lick it off that, you’d better find a way to catch it.”

“A tissue is what I use at night,” he admitted. She got him one.

She did seem quite interested and watched while sitting three feet away from him. It took longer than it had with Jen and Karen, but he did finally get the job done. She made him take the used tissue to the kitchen and dispose of it, and then he got dressed and returned home.

“Two down, one to go before I get to see Laurie,” he said to himself.

The next day he was told to go to Cailey’s house. He expected trouble as she had been the most vocal and negative that day he chose to sit with Laurie and her friends.

She answered the door the moment he started knocking, telling him she’d seen him coming up the walk. “I’ve been waiting for this for days now. I can’t wait to see you naked. Nadia told me how big your dick is. So hurry up, let me see for myself.”

She turned a kitchen chair around and pointed to a spot three feet in front of her. She smiled as he removed his shoes. “You can keep your socks on, I don’t care about your smelly feet. Get to the stuff I want to see.”

He decided to skip removing his shirt and went right to his shorts. It had been a warm day, and he figured it was easier to get shorts off and on. He stepped out of them and then pushed his boxers down.

“The shirt too,” she said when he stopped there. “And raise your arms up. I want to see your armpits too.”

He pulled the shirt off and dropped it on top of the rest of his clothes and then raised his arms straight up in the air. For some reason, his dick wasn’t paying attention. It lay across his ball sack, sleeping.

“So, what’s up? Why isn’t it hard?” Her voice had an element of irritation in it.

“I don’t know.” Carl was scared. She was by far the meanest girl he’d ever met. A different meanest than Karen. He was naked. Cailey was in control. And he feared that she might be strong enough to toss him out the front door without his clothes. The thought of her doing that made his dick get even smaller.

“You scare me,” he whispered. “A lot.”

She laughed. “What do you think I’m going to do, toss you outside without your clothes?” She saw him start to lower his arms. “Keep your arms up. You are safe. Laurie insisted on it. I just want to see what you already showed to Nadia and Jen. And Karen.”

When she said the last name, his dick did show a bit of life. Not much, but some. And she didn’t miss it.

“Ahh, I see. You are scared of me, but you do like Karen.” She saw another slight response and pulled out her phone. “Hey Jen, I’m having a bit of trouble here with the nurd. Would you please send your sister over?” There was a pause as Jen responded. Then Cailey continued.

“No, he’s here and naked. But he can’t get it hard. He says he’s scared of me. But he secretly loves Karen.” Another pause, and then she said goodbye and ended the call.

“Your girlfriend will be here in two minutes,” she said. “Keep your arms where they are.” This time, she noticed that his dick actually lifted a tiny amount.

The doorbell rang. “Go answer it. If it’s your little girlfriend, let her in.”

“What if it isn’t her?”

“That would be embarrassing, now wouldn’t it. It might be Kurt Burgess from next door looking for his money for cutting our grass yesterday. Or maybe Karen is bringing a friend with her. Go and answer it. NOW!”

Carl prayed it wasn’t Burgess. A boy who often made fun of him, especially when he was with Cailey. If he saw him naked in her house…There was no end to that thought. He hid behind the door as he opened it.

It was Karen Ford. And she was alone. She pushed her way inside and took a look at him.

“Well, this is interesting. I’ve seen you with an erection, but I think this is almost better. It’s a good thing I brought my ruler. Jen said Nadia measured you with it hard. I’m interested in seeing how big it is when you don’t have an erection.”

Without waiting for any response from him, she pulled a short ruler out from a pocket and grabbed his penis. It began stiffing in her hand, but she was able to get a measurement.

“Wow, I would never have guessed it could grow that much. From about 3.25” to almost 4.5”. I think it was actually shorter than 3.25” because it was already growing by the time I got my ruler on it.”

“Maybe you should close the door,” Cailey said with a sly smile.

Carl looked. When Karen entered, she’d pushed the door wide open. He’d been standing there in front of the opening totally naked while a girl a year his junior measured his dick. The fact that someone else might have seen him accelerated the growth of his cock.

“Now, we can finally get on with the rest of the show,” Cailey laughed. “You’re welcome to stay and watch,” she said to Karen. She pulled another kitchen chair out and turned it around. They sat and directed him to stand in front of them.

“Oh, you might want to get a tissue or two,” Karen said. “He made a mess on our floors and I had to clean it up. I’m not going to do your floors.”

“I wouldn’t expect you to,” Carley said. “If he wants his clothes back, he’ll mop the kitchen floor.”

That statement caused a short pause in the growth of his member, but with a smile from Karen it got hard enough to get started. Even with her there, he was scared enough of Cailey that it took nearly five minutes before he shot his load. They both cheered and laughed.

Cailey put his clothes on the table and went and got a vacuum. “Pull the chairs out to the family room and vacuum the whole kitchen except for where you made a mess. Then you can mop it.”

Feeling very ashamed, Carl tried to make a short job of it, but Carley said he was doing a poor job and made him start over. His dick grew again to full size as the two girls stood to the side and watched. Once he had completed vacuuming the floor to Carley’s satisfaction, she pointed out that he was hard.

“Do it again,” she ordered. “Two messes won’t take any longer than one.”

He just wanted to get out of the house. He thought back to what she had said when the doorbell rang. What if Kurt Burgess came? What if she invited him in to watch?

Those thoughts, coupled with the fact that he’d shot just ten minutes ago, made the second time take longer. He almost thought he’d never get off, but finally, the feeling came over him. It was a lot less pleasurable than the first one, but at least it was done.

Cailey went to the laundry room and came back with a mop and bucket and he got started. When he got to where the mess he’d made was, he noticed his clothes were gone. He turned and asked where they were.

“Oh, I must have put them in the laundry room. Don’t worry, I’m not going to send you out naked. You’ll just have to wait until the floor is dry. The sooner you get it done, the sooner you’ll be dressed and on your way.”

He no more than got started when the doorbell rang.

Cailey made him go to the hallway where he was out of sight as she answered the door.

“Oh, hi Kurt,” he heard her say. His next worse nightmare. He was naked in her house and a male bully had arrived. “Step inside, but you have to wait here while I get your money.”

From the hall, Carl watched as Kathy went to the door. He wondered if she was going to allow the boy further entry.

“Hey, you’re Karen, Jen’s sister,” Kurt said. “Is your sister here too?”

Cailey had returned. “No. Karen is here helping me with a project. Here’s your money. My dad gave you a nice tip.”

Kurt didn’t leave, and Carl was getting more and more scared as they stood talking. Finally, Cailey said she was in the middle of mopping the kitchen floor and had to get it done. Carl heard the goodbyes, and then the door closed. He stayed where he was, suspecting a trap.

“Okay, back to work,” Cailey ordered as she came to the hall.

He finished, and the good news was that while waiting for Kurt Burgess to leave, much of the floor had dried. After just a few minutes of standing naked in front of the two girls, it was good enough for him to empty the mop bucket and clean the mop. Then he was allowed to get dressed and leave.

That night as he lay on top of his covers with a tissue in one hand and his dick in another, Carl tried to sort out what had happened. He was in love with Laurie Haywood. Not Karen Ford. It was Laurie he wanted to see naked. Not that he’d turn down a chance to see Karen. But it was her who got him hard. And her that was keeping him hard now. He pictured her face as she had watched him jack off at Cailey’s house and he pretended she was here now, watching him do it again. It was a very satisfying end to his day.

The next day Laurie Haywood invited him to her house. He was excited. He’d completed all he needed to do to see and feel her tits. Well, almost all. He still had to get naked and play with himself in front of her. But knowing how it would end, he didn’t think it would be a problem.

“I’ve heard good things about you,” she greeted him as she invited him in. “I have to admit, I really didn’t think you’d do it. I always thought of you as very, very modest. But you are almost done. Just one more girl to impress.”

“You do mean you, right?” he asked.

“Yes, of course. I promised you no tricks. Go ahead and get undressed. You know what you have to do.”

It had seemed so simple. After stripping for four girls, one of them twice, he didn’t think one more would matter. But this time it was Laurie. The girl he loved. And he hesitated.

“Not so easy, is it,” she said with a knowing smile. “I’m not going to sit here for long. Either get up the courage to do it, or go home without earning your prize.”

Was that encouragement? Or was she stating that she didn’t think he had it in him. He couldn’t decide. He managed to remove his shoes. Then his socks. But he paused again. This was proving to be far more embarrassing than it had been for the girls who had rejected him that day when he first asked if he could sit with them. The girls who had teased him. Laurie hadn’t done any of that.

She started to speak, and he moved quickly to pull his shirt up and over his head. She closed her mouth, but he could see she was fidgeting. She looked across the room, and he followed her gaze. She was looking at a clock. He had to do it, and now.

He unsnapped his shorts and pulled the zipper down. They fell to his knees. He wiggled a bit and they went to his ankles, where he stepped out of them. That left just one item of clothing between him earning nothing and him earning a prize he greatly desired.

His dick joined in taunting him. It was hard, and beginning to dance on its own. He saw the smile on her face as she looked down. It was as though she could see through his boxers.

“Last chance,” she said suddenly. “Take them off now, or pick up the rest of your clothing and go home.”

This was it. He knew he had to do it. Using every last bit of courage that he had left, he pulled the boxers down. The elastic band caught on his dick, pulling it up until it touched his abdomen. The front slowly worked around the tip of his dick until it pulled free. His dick jumped back down, then up, down, up. His boxers were now around his knees. Not off, as was required.

He had no dignity left. His boxers slid down to his ankles and he managed to step out of them without falling. He gripped his dick and began stroking. It only took seconds before he fired off a modest four bursts of shiny white sperm. He heard each one splatter on the tiled flooring. He saw her look down and see what he released. The only sound was his heavy breathing.

“You did it,” she said after a long pause. Her gaze lifted from the floor to his privates, where her eyes lingered for a few ticks of time, and then up to his face. “I honestly never thought we’d get this far.”

But she didn’t cheat. She lifter her own top, pulling it over her head. He saw a smaller bra than he’d expected. It allowed him to see parts of her breasts. She only hesitated for a few seconds before reaching behind her and releasing the straps. Her bra slid down and fell to her lap.

“I do believe you wanted to be allowed to touch. Congratulations. Make it fast, for I’m not going to sit here half naked for long.”

They were exposed. Two mounds, each with a nipple that extended out from the breast. They were smaller than in his dreams, but maybe they were normal sized for a girl of fourteen. He had no idea.

Carl had always thought that boobs would be hard, as if there was muscle inside them. Forgetting his own nudity, he went to her and gently touched them.

“Oh! Their so soft.” She giggled, but didn’t stop him. Or pull back. Or speak. He touched every part of them, gently squeezing them. He didn’t know how long it lasted, but it wasn’t as long as he wanted. She gently pulled his hands back.

“That’s all. Let me get dressed again. You, however, look like you really need to masturbate again.”

He became aware of his nudity again. More importantly, his dick. It was hard, throbbing, with a long streamer of cum hanging down from it. He grabbed it with his right hand, the grip he used at night, and closed his eyes as he stroked it. The release came quickly, and was even better than the first one. But once the last shot had been fired, he suddenly felt naked and ashamed.

He saw a roll of paper towels and pulled a couple off. He squeezed the last of the cum out, and wiped his dick before getting down on his knees and wiping the floor. When done, he looked at her.

She’d replaced her bra and top. He was still naked.

“Did you think about any way I could see you naked?” he asked, surprised that he could even look at her, let alone speak.

“Me, no, I’m sorry. I just don’t think we’re going to have a relationship that involves that happening. But there might be some good news. Karen Ford has an idea. You might want to talk to her. She asks that you not let her sister know anything about it.”

He looked down. His dick was slowly growing again. The thought of seeing Karen naked was almost as enticing as seeing Laurie. He didn’t understand why. Laurie was way beyond cute. She was adorable. Anyone would think so. Karen was still in middle school. Yeah, less than a year younger than him. She was good looking, but not so much as Laurie. And then he understood. Karen and he were better matched. She was much more of an opposite to him than Laurie was. And that made him desire her. It was all very strange, but in his brain, it all fit.

“Don’t you think you should get dressed before I have company?” Laurie asked.

He once again realized that he was naked and erect. It was embarrassing. He dressed quickly, knowing that the tent in his pants showed.

He wasn’t sure where to go. He didn’t want to go home and jack off, even though he still had an erection. There was one more day of spring break, and then it would be back to school. He wandered, not even paying any attention to where he was going. He found himself at the front door to her house. He knocked.

“Carl Walsh,” Karen said as she opened the door. “Did you manage to do it? Did you get what you wanted?” She stepped inside and he followed.

“Kind of,” he began. “I mean, yeah, what she agreed to. I got to see her, uh, breasts. Got to touch them too.”

“You don’t look very satisfied.”

“I wanted….” He paused. He had to decide what he wanted. “She said you maybe had an idea about something.” The sentence was delivered softly and quietly, and he didn’t look at her as he said it.

“You want to see me naked.”

His head jerked up. He looked at her. “Yeah, I guess. I mean, I want to, no, don’t get me wrong, I…”

She stepped next to him and cupped her hand over his shorts. “I can feel the answer. It’s okay to want to see me. I wanted to see you, and I got to. If you want to see me, you’ll have to do something really big to earn it. Are you sure you want to try?”

Her hand over his privates was making matters worse. His dick was twitching and he knew she could feel it.

“I kind of have to know what it is before I can make a decision.”

“Of course you do. Do you know what streaking is?” Her hand had now gripped his dick. She couldn’t slide her hand up and down because it was buried inside his shorts and boxers, but he could feel her trying. He didn’t want to cream his boxers.

“Could you please stop? It is going to make a, ahhh, ahhh, ahhh!” Too late.” He’d felt the three intense bursts. He needed more, but at least for now much of the tension had passed.

“Take them off and I’ll wash them for you while I tell you about streaking. Nobody is here except for me and Jen, and she’s in her room.”

“No, just tell me what I have to do in order to see you naked.”

“Oh, come on. I’ve already seen you that way, so it’s no big deal. I caused the mess in your pants, let me clean it up.”

He knew that she wasn’t being totally honest. Yeah, she had seen him naked, but the fact that she purposely made him cum just so she had an excuse to see him again told him that she thought it was a big deal. Yet still…

The thought hung in his head. Him naked, her dressed. He was getting hard again already.

“Okay, but you gotta tell me and not tease me about it. I don’t like that.”

“I’m not like Nadia and Cailey. I didn’t mean to sound like I was teasing you. Even Jen can be mean. I’m different.” As she talked, her hand had moved up and was undoing the snap on his shorts.

He didn’t try to stop her. His shorts soon fell to his ankles, followed immediately by his boxers. He accepted her help to get them over his shoes. And then he was once again naked. Well, not completely. He still had a shirt on. She gathered up the clothes and said to follow her.

Once in the laundry room, she emptied the pockets on his shorts and then dropped both items into a washing machine. As she worked, she talked.

“Streaking was a big fad back decades ago. Like the 1950’s I think.”

Now he knew the context, he knew what she meant. “1960’s and 70’s,” he corrected. “You want me to run around naked. I can’t do that. I’d get in trouble. Arrested even maybe. It isn’t okay now like it was then.”

“Good, you know and I don’t have to explain it,” she said as she added detergent to the machine. “I’ve thought it out, and while it might be quite scary for you, I am sure you won’t get in trouble. We won’t do it here on the streets. You’ll do it in the park, after all the moms have left with little kids. That’s the time when a lot of kids from your grade and mine hang around there. You follow the trail, which is about 1.5 miles around. Laurie said she’d take care of getting some bigger boys there to make sure everyone leaves you alone. You make one circle, get dressed, and we come back here for your trophy.”

She closed the lid and pressed a button to get the machine started. Carl suddenly realized that now he was trapped here mostly naked for … he had no idea how long it took to wash clothes.

“You tricked me. You just wanted me naked again. This isn’t about seeing you undressed, is it. You knew I wouldn’t do it, but now I’m stuck here like this for an hour or more. Unless you think I’m stupid enough to streak home.”

To her credit, her eyes were on his face, not down below. “I didn’t trick you. I did take advantage of you, and now I’m sorry I did. I really did want to talk to you about a way for you to see me naked. But yes, I did want to see you naked. I like you. Naked or not. But to be perfectly honest, I like it more when you don’t have clothes on. And you want to see me the same way for the exact same reason. The wash is a small load, it will take about 15 minutes. To dry two items will be another 10. In less than half an hour you’ll be dressed again.”

Just before she turned, Carl saw tears in her eyes. She left the laundry room. He looked at the washer. There were a ton of different settings, but the two that were selected were ‘small load’ and ‘quick wash’. He left and went back to the living room, but she wasn’t there. Nor was she in the kitchen. He thought about trying to figure out which bedroom was hers but he remembered that Jen was in one of them and he didn’t want to barge into her room mostly naked.

As he tried to figure out what to do, she reappeared from the hall. She had a large bath towel.

“Here,” she said. “I didn’t mean…”

This time he interrupted her. “I didn’t mean to hurt you. Thinking you had tricked me made me angry. I spoke without thinking. That is why I endure the teasing I get at school. If I react, I say something that pisses others off. And now I’ve done it to you.” He took the towel she was holding. “I’d like to wear this, but if you’d rather keep me naked, I’ll allow it. Without anger, but it will still be embarrassing.”

From behind him he heard clapping. He turned, and to his horror he saw that Jen and Nadia were there. Was he wrong? Was this a setup?

“Go back to your room,” Karen yelled. “You promised you’d leave me alone to explain the deal to him.”

“We heard the commotion and then you got something out of the linen closet. We didn’t know you had gotten him naked again. But we were not making fun of him. We think his apology was sincere and well-stated. Now that we see you two are just having a squabble, we’ll go back to my room.”

With that, the two older girls turned. A moment later he heard a door close from down the hall.

His back was still to Karen as he heard her speak.

“Of course I want to keep you naked. I enjoy looking at you. Girls aren’t’ that much different than boys. You’ve already admitted you’d like to see me naked. You asked Laurie if you could see her. That bothered me, because I’ve liked you for years and you never really spoke to me. Laurie explained that the things I did to you were working backwards from what I wanted. Instead of making you like me, it turned you away from me. I get that now. Take the towel.”

He turned. He looked at her face. He didn’t know how good a judge of sincerity he was, but he trusted that she was being honest. He considered it.

“If your sister and Nadia can stay in the bedroom until my clothes are done, I guess I can go without the towel. Like you said, you’ve already seen me.” He felt his ears burning as he spoke, but he didn’t take the towel from her hands. After a few seconds, she hung it over the back of a chair.

“If you change your mind, it’s right there. So, I guess from what you said the streaking idea is out?”

He wanted to see her naked. Even more than he wanted to see Laurie naked. With her, he had a chance. With Laurie, no chance at all. It was crazy. He was obsessed with Laurie, not Karen. Karen was a year younger than him. He’d never thought of her before. At least not sexually. Only Laurie. But now, everything seemed totally different.

“I, uh, well…” He couldn’t finish the sentence.

“Maybe?” she asked, sounding excited. “We could do it this afternoon. I promise, no tricks. If you do it, afterwards we’ll come back here, and then we go to my bedroom. Nobody else will know. I will get naked. You’ll be allowed to touch me. Don’t get any ideas, we will NOT have sex. But if you also get naked, it can last as long as you want. Or at least until my parents get home. But still, that would be hours of naked time.”

He gave in to his desires. “Okay. I’ll try. But I think I might chicken out. I mean, running through the park naked – so many kids would see me.”

“Some will laugh, I won’t deny that. But many will think you’re brave. I brought it up once with Beth Sampson. She said boys today are too scared to do anything like that. She said she’d kiss a boy who dared do it. But I won’t let her kiss you. That will be my job.”

A kiss. It would be his first. And from a naked girl. Suddenly, the fact that she was only 13 years old didn’t seem to matter that much.

“I’ll try.” As he said it, the washer shut off and they went to the laundry room where Karen took his shorts and boxers out and put them in the dryer. “These will be done in a few minutes. We should go then, before you have time to dwell on the idea.”

“Can I watch you jack off?” he asked.

“How much do you know about girls? We don’t ‘jack off’. But we do masturbate. And yes, you can watch, if you are brave enough to go streaking. But it would be even more exciting if I showed you how to do it and let you take care of me.”

It was more than he could possibly ignore. He had to do it. To see her would be wonderful. To touch her much better. To be able to do both required him to make a very hard decision. But at the moment, he knew he was going to try.

Nearly an hour later, they were in the park, on the trail that wrapped around it.

“I promise. I’m not tricking you. I will be right here, and so will your clothes. You go all the way around and when you get back here, we go back to my house.”

He trusted her. It was stupid, considering all she’d done to him over the years. But this time, it sounded different. And he wanted it very much. He looked around. Parents who had been here with younger kids were gone. The joggers were leaving. He guessed there were no more than 50 kids in the park. To go around and come back here meant that he’d have to cross the parking lot while naked. That would be the hardest part. He stopped thinking about that and focused on the reward as he stripped.

Five minutes later he was running on the track. He knew he was going too fast; he’d never be able to run the entire distance at this speed. But it was exhilarating and horrifyingly scary at the same time. His dick was soft, which was good for two reasons. One, he was bound to be seen by someone. And more important, it was swinging back and forth as he ran. If it were hard, it would be whipping around, and he guessed that would be unpleasant.

He forced himself to slow down. He didn’t want to have to walk through the parking lot because he was too exhausted to run. He’d covered what he thought was about a third of the distance and hadn’t seen anyone.

As he went around a bend, he saw his luck had ended. Up ahead were two girls and a boy from his grade sitting on a bench. They hadn’t seen him yet, and for a second, he thought about hiding. But he had no idea how long they might sit there, so he sped up.

“Wow!” Shelia Conner yelled as she spotted him. “Look, Carl Walsh is naked.”

He blushed, but didn’t change his pace. As he passed, he heard Donna Hershey say to Charlie West, “I’ll bet your too much of a chicken to join him.”

Maybe Karen was right. The girls hadn’t laughed. Charlie hadn’t laughed. They did all watch with interest as he passed, but none of the made rude comments as he continued on. He slowed again and looked behind him. Charlie West was shaking his head and still fully dressed. He was too chicken to join him.

Feeling good about that, it became easier when the next time he spotted kids. It was two girls, one in his grade and the other in tenth grade. They both cheered as they stepped off the trail and let him pass between them.

“Way to go, Carl,” the girl his age yelled as he passed. “You look super cool.”

Again, praise of a sort. Not teasing, not laughter.

He finished the course. He’d been seen by several dozen kids. About the same number of boys as girls. Only once did someone call him a name, and that boy was immediately chastised by several girls. Never before had anyone ever defended him when someone made fun of him.

Somehow, for reasons he didn’t fully understand, streaking was seen as something different. Something that was okay and not laughable. He could only hope that attitude would continue tomorrow when he would be back in school.

Karen was clapping her hands as he ran up to her. She bent over and picked up his clothes. For a moment he got scared, but as he got to where she waited, she handed him his boxers. As soon as he had them on, she gave him his shorts, and then his shirt.

“Okay, you did your part. Now I’m the one who has to be brave. Don’t let me chicken out.”

Carl didn’t. She was shy and hesitant, a feeling he knew all too well. He mostly let her take her time, only making a motion or saying a word or two if she froze for too long.

Seeing her breasts was a big deal for him. He noted that they were smaller than Laurie’s, but that made sense as they were a year apart in age. The nipples stuck straight out and were a deeper shade of pink than Laurie’s had been.

Then she was down to just her panties. Unlike a guy, there was nothing to see to tell if she was excited. No boner to push out the covering cloth. She took a deep breath and pushed them down.

She was naked. The first naked girl he’d ever seen other than pictures. And he hadn’t seen hardly any pictures.

“Can I touch you?”

She blushed a deep shade of red, but responded by saying, “That was part of the deal, wasn’t it.”

First, he touched her breasts. Soft, like Laurie’s had been. Karen’s nipples were harder though. Then further down. His dick was jutting out as he felt her pubic hair around the two vertical lips. Then he pushed a finger inside.

She guided him. Gave instructions that he followed. Slow and easy was the key, she knew that from doing it herself. He was rough and sloppy, but she knew he was trying. It took a while, but she finally released, wetting the inner surfaces, and making his withdraw a bit more erotic than the entry.

“Oh, did I do it?” he asked.

Instead of answering, she reached inside the leg of his shorts and boxers. She grabbed his dick and pulled it free, aiming it to the side, away from her. He let her, and in moments he shot.

The two of them lay there, side-by-side, she naked and he with a wilting penis barely hanging out a leg hole on his shorts. Several minutes passed with neither of them speaking.

“You did good. Am I as poor a substitute for jacking you off as you were for me?” she asked. “That’s not a criticism, you did your best. It just wasn’t as good as when I do it myself.”

“Yeah, same for me. Not that I’m complaining.”

“I should get dressed,” she said as she rose.

Carl sat on her bed watching until she was completely dressed. He rose, and said, “It was worth it. Whatever gets said in school tomorrow won’t bother me as much as I thought it would. Thanks for being fair and honest.”

The first day back in school after spring break felt different for him. He expected horrible teasing. Perhaps being pantsed. But none of that happened. Girls looked at him and smiled, but it didn’t look like a mean smile. Many glanced down at his groin. So many that he frequently made sure his zipper was up.

Most of the boys who saw him walked by without a word. Some actually gave him a thumbs up. And Carl felt better about himself. Life in school was different, better, but not in ways he could clearly describe. He was the same shy, young-looking fourteen-year-old that he’d been before the break, but everything else seemed different and better.

Of course, since he and Karen went to different schools, they didn’t see each other that day. He thought about calling on her, but really didn’t want to meet up with Jen after what he’d done during spring break.

But at lunch time, it was Jen who called him over to the table where she sat. The usual girls were there, Cailey, Nodia, and of course Laurie. Nadia threw her head back and acted like his presence was making her sick. He still felt a bit drawn to Laurie, but not like the last time he’d sat at the same lunch table as her.

“Karen said you got what you wanted,” Jen began. “Was it worth it?”

He didn’t need to ponder the question; he’d answered that for himself before he left her house. Unlike last time he sat here, this time he answered right away and without his voice breaking or going to a high pitch.

“Yes. It was. Tell her thank you, and I hope she got what she wanted too.”

“Oh my god, don’t tell me she really let you see her naked!” Nadia said, perhaps a little too loud.

“Shh,” Jen said to her friend. They looked around to see if anyone was reacting. But apparently nobody heard the outburst.

“She thinks that both of you focused on the wrong goal and that neither one of you really got what you wanted. She’d like for you to visit.”

“What does she think the correct goal should have been,” Laurie asked. “I thought it was pretty clear he wanted to see me naked, but that she was a more than acceptable substitute.”

“She likes him.” Jen looked directly at Carl. “And she thinks that you like her too. Even though she’d a year younger. I think she wants to know if she’s right. You were obsessed with Lauri, but she’d been like that over you for a long time. I think she wants to know if it is over. And if it is, you’d better have a damn good reason before you break her heart.”

“I’ll come by today. This is between her and I. And I won’t discuss my feelings about her until I’ve had a chance to talk to her first.” With that, Carl picked up his tray and headed to the empty tables in the back. But before he got very far, another group of kids who before yesterday hardly even knew his name were now asking him to join them. To even his surprise, he didn’t hesitate and took a seat.

They introduced themselves, and then immediately had questions. How did he have the courage to run naked through the park? Did Karen’s older sister make him do it? How did it feel?

He tried to answer them all, but each answer drew more questions. Kids at the surrounding tables moved closer with questions of their own. And one thing was different than before the break. None of them were making fun of him. A couple of the girls looked like they were hoping he’d ask them out. A few the boys looked like they felt inferior to him. He barely had time to eat his lunch.

The rest of the day went much like the beginning. People were introducing themselves to him. Speaking to him, not about him. And doing it in public. He was suddenly a celebrity. He knew it wouldn’t last, but for now, he kind of enjoyed it.

After school, he walked to the Ford’s house. He was not alone, which he found strange and it slowed him down and kept him from thinking of exactly what he wanted to say to Karen.

She answered the door and immediately let him in. “Were those kids teasing you?” she asked.

“No, it’s been a strange day. Everybody suddenly wants to know me. I didn’t hear anyone saying anything about me that made me feel bad.” He paused. “Look, Jen told me that you’ve liked me since we were little kids.” He saw she was about to speak and shook his head.

“Please let me say this before you speak. I didn’t understand you. And I was obsessed with Laurie Hayward for a long time. But what happened over spring break changed everything. I still would give a lot to see Laurie naked, but I feel different about her now. And she never really did like me in the way that I liked her. But you.”

“You,” he repeated after a brief pause. “You were honest. Kind. And fair. And somewhere, before we even talked about streaking, I realized that I liked you. You as a person, not an object. I have to be honest with you about something: I would love to see you naked again. And I wouldn’t mind you seeing me the same way. But that’s probably not a good idea at our age. But beyond that, I mostly just want to see you. To talk to you. To go on, like, dates or something. But if you don’t…”

She gave him a playful slap in the face. “How dare you think that I am any different than you. Of course I like you. And I agree, we should keep our clothes on when we’re together. At least until we are older. But I hoped I had the courage to say the same words to you. Yes, I would love to go on dates. We’re just young teenagers. We’ll see how it works. We’ll find out if it lasts. If not, I hope we part as friends. So if that is what you want, then stop worrying.”

For the first time that day, he was at a loss for words. Only the loss was not due to being intimidated like it had been a week ago.

With high hopes for the future, they became boy and girl friends. They kissed. And they began a life together.





   
   
   
   
   
   
(End of File)