Freshman Confidential

The minute hand of the clock on the classroom wall completed one last agonizing circuit and reached zero. The bell rang, and immediately twenty-five high school freshmen jumped out of their seats. At the front of the class the English teacher called out “All right, class, remember, I want Chapters Two and Three read by tomorrow. There’s going to be a quiz, so neglect them at your peril.” There was a general groan, and the students began filing out of the room. Among them was Keith O’Donnell, a tall, slender who was one of the best students in the class. He was also the co-captain of the freshman soccer team, which meant his next stop was the boy’s locker room in the gym. He had only gone a few steps, however, when he felt a tap on his shoulder. He turned and found himself facing Allison Whitmore, the older sister of his best friend, Danny. Keith felt his heart begin to race, as it did whenever he saw Allison. She was a sixteen year old junior, with an attractive face framed by long, dark blonde hair, and a slim but distinctly feminine build. Allison had seduced Keith on his birthday the previous summer, while his older sister Josey had done the same to Danny. He and Allison had engaged in intercourse several times since, and Keith secretly thought of her as his girlfriend, although their relationship was a closely guarded secret. Now Allison pulled him aside into an empty classroom and said “Hi, Keith.”

“Hi,” he answered, wishing he could kiss Allison, or otherwise show her some affection, even though he knew they couldn’t touch each other in school. Allison smiled at him and said “Are you on your way to practice?” When he nodded she went on “I won’t keep you, then. I have some bad news, though. Saturday night is off.”

“It is?” Keith said, plainly disappointed. “How come?”

“Because my folks decided not to go out of town, so Danny and I won’t have to sleep over at your place.” She saw Keith’s forlorn expression, and sighed. “I know, babe,” she said. “I was looking forward to it, too. Especially after last Saturday. But there’s nothing we can do about it, I’m afraid. But listen, maybe we can meet at your house after school sometime this week. Okay?”

“Okay,” Keith said slowly. He shrugged. “It won’t be as good, though.”

“Oh, I’ll make sure it’s good enough,” Allison said, chuckling. She reached down and gently rubbed Keith’s crotch. “You won’t be disappointed.” She smiled again as she felt Keith’s little cock begin to stir. “Okay, go to practice. But you better lose that erection before you take your clothes off, okay? Save it for me.” She blew a kiss at him and slipped out the door into the corridor. Keith waited a moment, then followed. He began walking slowly toward the gym, remembering what had happened the previous Saturday night…

Allison and Danny had come over to his and Josey’s house shortly after dinner, to sleep over. His mother, who was a nurse, had gone to bed shortly after nine o’clock, since she had to be up at five the next morning to go to work. The four of them had been left alone in the basement, which was finished into a family room. Allison turned out most of the lights, after which Josey produced an x-rated video tape of couples having sex in many different and exotic ways. Keith and Allison took the sofa, while Danny and Josey cuddled up on a blanket in front of the television. Josey wasted no time in unzipping Danny’s pants and taking out his stiff little dick, then wrapping her lips around it, while Allison began undoing the buttons on Keith’s shirt. In just a matter of minutes he and Allison were both naked. Allison let her tongue work down from his navel to his crotch, where she took his four inches of boyish erection into her waiting mouth. She worked her tongue gently around it for several minutes, until she heard him gasp. Then she lay back and pulled him down on top of her. Keith knelt between her legs and was about to slide his throbbing pecker into her pussy when he looked over and saw Danny on top of his sister, already thrusting in and out of her hole. The sight of Danny’s pale white behind rising and falling in rhythm with Josey aroused Keith even more. He plunged into Allison and began screwing her with an energy that must have surprised her. Soon she began moaning deeply, and in just a few moments she clamped her legs around him and held him inside of her while she climaxed. Keith groaned loudly and began to shoot his load just as he heard Danny cry out, followed by a squeal of pleasure from his sister, and he knew that they, too, had reached their orgasms. The two young couples had remained together like that for many minutes, silent but for their deep breaths, until Josey said “Uh, maybe we’d better go up to our rooms.”

“Yeah,” said Allison. “We sure wouldn’t want your Mom to catch us like this.”

The four of them gathered up their clothes and went quietly up the stairs. Josey tiptoed down the hall, leading Danny to her room, while Allison and Keith slipped into his. For the next hour he and Allison had made love very quietly, so as not to awaken his mother, who was asleep next door. Keith discovered that he liked doing it slowly, allowing Allison to bring him close to orgasm several times and then stopping, before he finally fired another stream of semen inside her, while she quietly murmured “Oh, yes, Keith,” in his ear. Keith fell asleep then, awakening only when he heard Allison whisper “Good night, Stud,” in his ear.

“Where are you going?” He asked.

“To Josey’s room. In case your Mom decides to check on us before she goes to work.” She kissed him and went silently out the door. A few moments later Danny appeared, carrying his clothes. Keith glimpsed his friend’s dick shining wetly in the glow of the streetlight outside the window, and he guessed that Danny and Josey had just finished screwing when Allison arrived. Danny dropped his clothes on the floor and climbed into bed next to Keith. Then he made a face.

“Yuck,” he said. “A wet spot.”

“Oh. Sorry.” Then Keith grinned. “I bet you left one for Allie.”

“Boy, did I.” Danny chuckled. Then he lowered his voice to a whisper. “Josey did something really weird, right when I was about to come off.”

“What?” Keith whispered back.

“She stuck her finger in my butt.”

“She what?” Keith exclaimed.

“She put her finger in my asshole.”


“To make it feel even better.” Danny smiled broadly. “And it worked, too. I thought I was going to explode, I came so hard.”

“Really?” Keith leaned up on one elbow and stared at his friend. “It worked?”

“Yup. Josey said it presses against my prostrate, or something.”

“Prostate,” said Keith, remembering his biology. “It’s where the jism comes from.”

“Yeah, that’s it.” Danny sighed deeply. “It is really incredible, Keith. You should make Allie do it to you.”

“I don’t think so,” Keith said. He lay back down and shook his head. “It sounds gross.”

“It isn’t really,” said Danny. “Josey said we could even do it to ourselves, while we were jerking off.”

“No way,” said Keith. “I could never put my finger in my own butt.”

“Sure you could,” said Danny. “Or you could if you knew how good it felt when you shot off.” He yawned deeply. “It really makes you tired, though.” He rolled over onto his side. “Good night.”

“Uh, good night,” Keith answered. Soon Danny was snoring softly by his side, but Keith had lain there for some time, imagining Allison doing to him what Josey had done to Danny. The thought kept him awake, and finally his hand strayed to his pecker, as it often did when sleep eluded him. After a few moments he felt his index finger start to work its way down past his scrotum. He stopped for a second, then sighed, and let it touch his anus. Gently he started to work it in, feeling his sphincter muscle tighten around the intruder. To his surprise he felt his dick start to get hard; he began pushing harder, getting in to the second knuckle, when suddenly Danny stirred next to him. Keith quickly pulled the finger out, not wanting his friend to catch him in the act. Danny rolled over and fell back asleep, but Keith was too embarrassed to try it again. Still, the entire matter had remained in the back of his mind ever since, and now, as he neared the gym, he had to admit to himself that he halfway hoped Allison would try it with her finger the next time they were together. The thought started to give him an erection, and he had to stop for a moment and think about dividing fractions to make it go away. It was while he was doing this that he heard a voice call out “Hey, Keith!” He turned, and saw his friend Timmy Garrison approaching.

“Uh, hi, Timmy,” he answered. Timmy Garrison was in several of Keith’s classes. He was having been skipped ahead a year in grammar school. He was three inches shorter than Keith, and fifteen pounds lighter, with sandy brown hair and bright green eyes. Timmy’s parents, like Keith’s, were divorced. Timmy lived with his Mom, and, being shy, hadn’t yet made many friends in school. But there was something about the smaller boy that Keith had taken a liking to; at his suggestion Timmy had gone out for the soccer team, and made it to the second squad, although the coach didn’t let him play much. Sometimes Keith would show him a few things when the two teams practiced together, and Timmy always seemed grateful for the attention. Keith smiled at Timmy and said “Are you going to practice?”

“No,” Timmy answered. “We don’t have practice today. Coach Roberts isn’t here, and Coach Kramer said he didn’t have time to watch us.”

“Oh. That’s too bad,” Keith said. Coach Kramer coached the first team, and both Keith and Danny were his favorites.

“Yeah,” said Timmy. “But I’m glad I found you. I was wondering when we can start working on our social studies project.”

“Oh, yeah,” said Keith. He and Timmy had been assigned to do a report on Chinese medicine together, and it was due in two weeks. He thought for a moment, then said “Why don’t you come over tomorrow afternoon, around five? We can work until my Mom gets home, and then you can stay for dinner.”

“Yeah, that would be neat,” said Timmy. He smiled at Keith gratefully. “I like coming to your house. Your mom and sister are always nice to me.” Then he added shyly “So are you.”

“Yeah, well, it’s no big deal,” said Keith. But Timmy looked at him, his face serious.

“I think it is,” he said. “I like having you for a friend. And you’re still going to sleep over at my house some night, aren’t you?”

“Sure, some night,” said Keith, remembering the promise he had made to Timmy the week before. “Uh, maybe Saturday.”

“Great! I’ll tell my Mom.” Timmy beamed at Keith, until the larger boy grew embarrassed.

“Well, I’d better get going, or I’ll be late,” he said.

“Okay. See you tomorrow.”

“Yeah. Bye.”

Keith continued on to the boy’s locker room, thinking to himself that Timmy was a nice kid, but more than a little weird. But he put the thought from his mind as soon as he reached his locker. When he had changed into his uniform he ran out through the gym doors onto the playing field behind the school. Danny was already there, organizing a passing drill with some other members of the team. Keith joined them, and for the next hour they led the team through a spirited practice, under the watchful eye of Coach Kramer. At one point Keith stopped to catch his breath and noticed the freshman cheerleading squad, practicing on the sidelines of the soccer field. One of the cheerleaders caught his eye and waved. Keith waved back, then smiled to himself. Janie Greer was new in school that fall, her father having been transferred to town from Texas the previous summer. They had bought a house across from the O’Donnells, and Janie and Keith had quickly become friends. Janie was almost as tall as he was, and slender, with long blonde hair, pale skin and a pretty smile. Keith had more than once caught himself thinking about that smile, and what it might be like to have Janie as a girlfriend. But it had remained an idle fantasy; Janie wasn’t allowed to date, and her parents kept close tabs on her whereabouts at all times. But sometimes when he talked with her, Keith thought he sensed something happening between them, although he wasn’t quite sure what. He shrugged and turned back to the field, hoping Coach Kramer hadn’t noticed his absence from the drill they were running. It was another half-hour before the coach finally blew his whistle and ordered them to the showers, by which time Keith had worked up a good sweat in the still-warm September air. He started walking slowly toward the gym; in a moment he heard footsteps coming from behind, and then Danny was beside him, his uniform also drenched in sweat. He patted Keith on the back and said “Hey, good practice, huh?”

“Yeah, pretty good,” said Keith. “We should be ready for the first game.”

“Sure, we’ll be ready.” Danny lowered his voice. “Did you see Allison?”

“Uh huh. Just before practice.” Keith also lowered his voice. “She told me the bad news.”

“Yeah, that’s a bummer,” said Danny. “I was really looking forward to it. Josey promised to put her finger in my butt again.” Danny looked at Keith seriously. “You have to try that with Allie,” he said. “It’s incredible. I even did it to myself last night, while I was jerking off. I shot so much spunk I had to change the sheets.”

“Jeez, Danny,” said Keith, flushing. “Don’t talk about stuff like that in school, okay? Somebody might hear.” He glanced around, to see if anyone was within earshot. Then he frowned. Most of the cheerleaders had already gone inside the gym, but Janie Greer was still on the field, talking to a boy wearing a football uniform and carrying his helmet under his arm. Keith turned to Danny and said “Isn’t that Justin Merullo over there?”

“Yeah,” said Danny, glancing in that direction. “Why?”

“He’s talking to Janie Greer.”

“So?” Danny shrugged. “He’s the quarterback. She’s probably asking him out on a date. All the cheerleaders want to go out with the quarterback.” Then he looked at Keith narrowly. “What’s the matter? You sound like you’re jealous, or something.”

“I’m not jealous,” Keith lied. “I just, well, I don’t want Janie hanging around with him. He’s not a nice guy. He might try and, you know, do something to her.”

“Yeah, he might,” Danny agreed. “I heard he’s done it with a lot of the cheerleaders.”

Keith didn’t answer; they walked the rest of the way to the gym in silence, although Keith turned back twice to stare at Justin and Janie, who were still talking. By the time he and Danny arrived in the locker room the rest of the team was either already in the shower or finished and getting dressed. Keith took his time removing his uniform, all the while regarding Danny, who was doing the same a few lockers away. Danny’s skin was very pale, and covered with freckles, even under his arms. Danny unsnapped his protective cup and pulled down his supporter, and Keith noticed for the first time the tufts of red fuzz that had begun to grow in his friend’s pubic region. Taking off his own supporter, Keith admired the few strands of dark blonde fur which had recently appeared just above his own tool, much to Allison’s delight. He and Danny walked the short distance to the shower room, which was deserted, the rest of the team having already finished their showers. Keith stood under one of the shower heads and was about to begin soaping himself when suddenly two boys appeared in the doorway. Keith grimaced as he recognized Justin Merullo and his pal, Bernie Kinross, the football team’s starting tight end. Justin was not as big as some of his teammates, he was considerably hairier. He also had a dick that was, in Keith’s view, enormous, made even more so by being uncircumcised, a rarity in their school district. Justin smiled broadly when he saw Keith and Danny. He turned toward Bernie and said “Well, well. Look what we have here, Bernie. Two girls in the boy’s locker room.”

“Yeah,” said Bernie, grinning. “And really ugly ones, too.”

Bernie was huge, with blond hair that was almost white. Most of the freshman boys tried to stay on his good side, but Danny wasn’t among them.

“What are you talking about, Fatso?” He asked, scowling at the larger boy.

“Who are you calling fat?” Bernie snarled back, making a move toward Danny. But Justin stopped him.

“Relax, Bernie. You shouldn’t let what Danielle says bother you. She’s probably on her period.”

Danny’s face was turning red, a sure sign that he was about to lose his temper. Keith moved closer to him and said quietly “Come on, Danny. Take your shower and let’s get out of here.”

“Yes, run along, children,” said Justin airily. “We men have plans to make.”

“Yeah,” said Bernie. “You have to decide which cheerleader you’re going to screw next.”

“What do you mean, next?” Asked Danny suspiciously.

“Oh, didn’t you hear?” Justin asked airily. “Last Saturday night I made it with Robin Coffey.”

“You did?” Said Keith. He shook his head. “I doubt that. Where?”

“At Billy Ralston’s party. In his parent’s bed.” Justin paused for effect. “A waterbed.”

“Yeah, and I listened outside the door,” said Bernie. He giggled. “Man, you should have heard her yell when Justin popped her cherry!”

“Bernie, you are a real pig,” Keith said. Robin Coffey was another of the freshman cheerleaders, a dark-haired girl with large breasts which were rumored to be at least half toilet paper. Justin looked at Keith innocently.

“What’s the matter?” He asked. “Oh, I know. You wanted to be the first guy to get inside Robin’s panties. Well, sorry, Keith. I beat you to it.”

“Nah, you’re wrong, Justin,” said Bernie. “Look at the little peckers Keith and Danny have. I bet they can hardly take a piss without getting it all over their pants, they’re so small. A girl would just laugh at them, and they know it.”

“Oh, you think so, Porky?” Danny said hotly. “Well, you’d be one surprised asshole if you knew who Keith and I have been screwing for three months.”

“Probably each other,” said another boy, who had just walked into the shower room. Danny immediately turned his attention to the newcomer and said “Wrong, Jay. We’ve been doing it with girls. OLDER girls.”

“Yeah, sure,” said Bernie, laughing derisively. “What did you do, cut a hole in the centerfold of your old man’s Playboy?”

“Very funny,” said Danny. “But you wouldn’t be laughing if you knew who they were, Lardbutt. They’re two of the best-looking chicks in this whole school.”

“That’s enough, Danny,” said Keith, trying to remain calm as he realized how close Danny was to spilling their big secret. But the other boys continued to laugh, thinking that Danny was making idle boasts. After a moment Bernie turned his attention to Keith.

“Hey, Justin,” he said. “Did you see Keith staring at you while you were putting the make on Janie Greer? I could see his eyes popping from clear across the field.”

“Oh, really?” Said Justin. He smiled nastily at Keith. “Maybe it’s Janie that Keith has the hots for instead of Robin. Could it be, Keith? Do you fall asleep at night pulling your pud over Janie? Because if you do, then check with me Monday morning. I’ll let you know if she was a virgin or not.”

“What the hell are you talking about?” Keith asked, trying not to sound angry.

“I’m talking about the fact that Robin is having a party Saturday night, and she’s going to invite Janie, and before it’s over I’m going to screw her.”

“Like hell you will,” Keith said hotly. “First of all, Janie isn’t allowed to date, or go to boy-girl parties. And second, she wouldn’t do it with you for a hundred bucks.”

“Oh, yeah?” Said Bernie. “How do you know that? Is that what you offered her?”

“I’ve about had it with your mouth, Kinross,” Keith said furiously.

“Oh, yeah?” Sneered Bernie. “Then go ahead and do something about it, you little faggot.”

Keith started toward Bernie, his fists clenched. “No, Keith!” Danny exclaimed, stepping between his friend and the bigger boy. Just then Coach Kramer appeared in the doorway to the shower room.

“All right, break it up in there,” he called out. All five of the boys turned and looked in his direction, and Keith took a step back from Justin. Coach Kramer looked at them each in turn, then shook his head.

“O’Donnell, Whitmore, get out here. The rest of you, knock it off.”

Keith and Danny walked toward the doorway, while Bernie muttered something to Justin and Jay. When they were outside in the locker room the coach glared at Keith.

“Jesus, O’Donnell,” he said. “What were you thinking? Fighting half the football team while you’re buck naked on a wet tile floor. You could have been seriously hurt. That’s a stunt I would have expected from Whitmore, not you.” He patted Danny on the boy’s bare behind, letting his hand linger a few seconds longer than necessary. “He’s the one with the temper.”

“You’re right, that was stupid,” said Keith, abashed. “I’m sorry.”

“Okay. But don’t do it again. I can’t afford to lose either one of you guys this season.” He smiled knowingly. “It was over a girl, I suppose?”

“Uh, sort of,” said Keith. The coach shook his head.

“Nothing but trouble,” he muttered. Then he shrugged. “Okay. But be careful.” He also gave Keith a pat on the butt, letting one finger slide briefly into the boy’s crack. “Now go get dressed and get out of here. And remember, no practice tomorrow. I’ve got a meeting.”

Coach Kramer walked off toward his office, while Danny and Keith returned to their lockers. While he was drying himself Keith said “You know, I like Coach K., But I wish he’d stop feeling everybody’s ass.”

“Aw, I don’t think he means anything by it,” said Danny, running a towel across his back.

“Yes, he does,” said Keith. “I know he likes seeing us naked. Why else would he hang around by the shower door all day, handing out towels to kids who aren’t even in his gym class?”

“Yeah, he does kind of do that,” Danny agreed.

“He sure does. And how come he showers with us sometimes? He has a shower in his office.”

“A lot of the teachers shower in the boy’s locker room,” said Danny. “I saw the woodworking teacher, Mr. Pisarcik, in there last Thursday after my gym class. And does he ever have a big dick! It’s even bigger than T.J. Wickham’s.” Danny chuckled. “If mine was that big, I’d want everyone to see it, too. But hey, what’s with you, anyway? Getting into a fight over Janie Greer.” Danny shook his head. “Boy, I sure hope Allie doesn’t hear about it. She’ll be jealous.”

“Oh, crap, Danny, don’t say anything,” Keith said pleadingly. “It isn’t that big a deal.”

“Oh, I won’t,” Danny said solemnly. But Keith knew his friend better than that. Danny and Allison were very close, much closer than he was with Josey, and Keith was certain that Allison would know the whole story before dinner time. His fears were confirmed that night when, as he was getting ready for bed, he heard a knock on his door.

“Yeah?” He called out.

“It’s me,” said Josey. He opened the door and his pretty, brown- haired sister stepped into the room. She was wearing her nightgown without a robe, and Keith couldn’t help but notice how nice her breasts looked. Lucky Danny, he thought.

“Hi,” Josey said. “I have something for you.” She handed him a small brown paper bag. Keith looked inside; then he stared at Josey.

“Are those…?” He began.

“Condoms,” she said. “And that tube is K-Y jelly.”

“Oh.” There were half a dozen squares of tinfoil in the bag. Keith took one out and looked at the label, which read “Trojan Juniors. For adolescent protection”.

“Uh, thanks,” he said. “But I thought Allie was on the pill.”

“She is,” said Josey. “So am I. But we decided you two would probably start thinking about screwing other girls one day soon, and we want you to be prepared. We were going to let you try them out the next time we were together, but after what happened this afternoon, well, we decided not to wait.”

“What do you mean?” Keith asked.

“You know. The fight you almost had with that quarterback kid.”

“Where did you hear about that?” He exclaimed.

“From Allie, of course,” she told him. “I just got off the phone with her. And you know where she got it.”

“From bigmouth Danny,” Keith muttered.

“Of course.” Josey laughed. “That boy is worse with secrets than any girl I ever met. But I’m glad he did tell her.” She smiled at Keith. “So, you’ve got a thing for little Janie, eh?”

“No, I don’t have a thing for her,” Keith replied. “I just like her, that’s all. Justin was bragging about what he was going to do to her, and it made me mad.”

“I’m glad,” Josey said. “Janie is a nice kid. She needs to have her first time with someone who’ll treat her right. Someone like you, little brother.” She laughed again. “Don’t blush, Keith. You and Danny have turned into really good lovers. But remember, if you do decide to make it with Janie, or anyone else, use one of those. And don’t forget the jelly; it will help you get your thing inside her. Okay?”

“Uh, sure,” said Keith, feeling his pecker start to rise inside his pajamas. Josey noticed it, and chuckled.

“Why don’t you practice with one of those before you go to sleep?” She said.

“Practice?” Asked Keith. “How?”

“I’m not sure,” she answered. “But Rick says he used to do it with two pillows and a sock.” She started toward the door. “It’s one of those guy things, bro’ I’m sure you can figure it out…”

And Keith did figure it out, after he had said goodnight to his mother and closed his door firmly. It didn’t take him long to put the condom on correctly, having seen a film strip on the subject a couple of weeks before in his freshman health class. It fit snugly, and the sensation of having it on made Keith feel very grown up, much as his first jock strap had done. The rest of the project was more puzzling, but eventually Keith discovered that by smearing the condom with the jelly, pulling a sock over it, then kneeling in front of his two bed pillows and leaning forward, he was able to simulate having intercourse. The condom felt strange, and Keith had to keep moving his hips back and forth for a long time before he finally managed to ejaculate into it, all the while imagining what Janie Greer would look like naked. When he was finished he removed the condom and tied the end off, as the film strip had taught him. Then he slipped it under the bed, until he could flush it down the toilet in the morning. Not bad, he thought as he drifted off to sleep. But don’t kid yourself, O’Donnell. Janie Greer wouldn’t let you get to first base, let alone go all the way, no matter what Josey says…

Since there was no practice the next afternoon, Keith spent an hour after school in the library, working on a term paper for his history class that was due in a week. It was a six-block walk from school to his house, and the sky looked threatening as he started out. He was only half-way home when a tremendous downpour suddenly began; he started running, but by the time he reached his front porch five minutes later he was completely drenched. Well, at least my booksack is waterproof, he thought as he sat down on the steps and took off his Reeboks and socks. Just then he heard a voice call out “Keith?” Looking up, he saw Janie Greer running across the street toward him from her house. As soon as she arrived on the porch he could see that she had also gotten caught in the rain. Her clothes were soaked, and her long blonde hair was dripping.

“Hi,” he said. He smiled at her ruefully. “You too, huh?”

Janie nodded. “I was walking home from Robin’s house when it started. Then, when I got here, I found out I didn’t have my key, and my Mom isn’t home.”

“Wow. Bummer.” Keith hesitated, then said “Uh, would you like to come in and dry off, or something?”

“Oh, I’d love to,” said Janie. “Wait a minute, I’ll take off my shoes, too.”

Janie slipped off her brown oxfords, then pulled down her knee socks and set them on the porch next to Keith’s. He unlocked the front door and they went into the living room. There they stood, looking at each other, and Keith couldn’t help but notice that Janie’s blouse had become transparent in the rain, revealing the fact that she wasn’t wearing a bra. He quickly looked away, feeling the familiar stirring inside his underwear. Janie was looking at him expectantly; finally he said “Uh, I guess I’d better get you a towel.”

“Do you have something I can put on?” She asked. “These are really wet.”

“Yeah, probably.” Keith went into the laundry room, which was just off the kitchen, and rummaged through a basket of clean clothes next to the dryer. There were plenty of towels, but the only thing he could find for her to wear was one of his spare soccer uniforms. He took them out and handed them to Janie.

“Is this okay?” He asked. “I didn’t see anything of Josey’s in there.”

“It’s fine,” she said. “Where can I change?”

“The bathroom is the first door on the left in the hallway.”

“Thanks,” said Janie. She smiled at him warmly. “You’re a lifesaver.”

While Janie was changing in the bathroom, Keith went back to the laundry room and took off his own clothes, all the while marvelling at the stroke of fate which had given him this opportunity to be alone with Janie. His Mom wouldn’t get off until seven that evening, and he was pretty sure that Josey had gone to Rick’s house. Jeez, he thought as he pulled on an oversized T-shirt and a pair of sweatpants. Wouldn’t it be great if… But then he shook his head. Forget it, pal, he told himself. Don’t try anything with her. She’d just get mad, and probably tell her Mom, and then…

Keith shrugged, determined to put the thought out of his mind. He hadn’t been able to find any underwear in the laundry basket, a fact that became obvious when he walked out to the living room. Janie was curled up on the living room sofa, wearing his uniform. The shorts, even though they were too big for her, showed off her long, slender legs, which still held some of her summer tan. Janie shifted slightly as he approached, and for an instant he thought he had a glimpse of her pussy through one of the legholes. He immediately sat down and turned away from her, hoping she wouldn’t see the growing bulge in his sweatpants. Janie reached into her pocketbook and took out a comb, which she began running through the tangles in her wet hair. After a second she said “I really appreciate you doing this for me, Keith.”

“Oh, it’s no problem,” he said hurriedly. He snuck a glance at her, and saw the slight bulge of her breasts through the t-shirt. The lump in his crotch continued to grow, and a wet spot began to appear on the front of his sweats. Keith crossed his legs, wondering what he’d do if she asked him to get her something to eat or drink. But instead Janie said “Why don’t you turn on the television? ‘All The Days Of My Children’ is on Channel 3.”

“Sure,” said Keith. He found the remote on the coffee table and switched on the television, just in time to see two teenagers engaging in a long, passionate kiss.

“Oh, good,” said Janie. “This is the part I wanted to see.”

“Who are they?” Keith asked. “I never watch soaps.”

“You don’t?” Janie looked surprised. “I thought everybody watched ‘All The Days Of My Children’. Anyway, that’s Phillip and Erin. They met at the beach this summer, and they kept dating when school started, and this week, well…” Janie hesitated, and Keith saw that she was blushing.

“What?” He asked.

“They’re probably going to do it,” Janie said, not looking at him. “Robin said she heard it might even be today.”

Keith looked at the television, and guessed that Janie was right. The boy, who looked vaguely like Justin Merullo, seemed to have his tongue half way down the girl’s throat, while her hands tugged at the back of his shirt. The background music, slow and languid, contributed to the passionate atmosphere. The boy pulled the girl down onto a sofa and began unbuttoning her blouse when the music began a slow fade, and the next thing Keith knew a lady came on the screen, selling a pregnancy testing product. He took a breath and said “Hmm. That was, uh, pretty good.”

“Yeah, it was very sexy,” Janie agreed. She looked at Keith from the corner of her eye. “I hope they come back to them after the commercial.”

“Yeah, so do I.” Keith took a deep breath. “It looks like they’re about to have some fun.”

“Yeah, it does.” Janie turned and looked at him fully. “Not that I’d know, of course.”

“Huh?” Keith said, not sure he understood what she meant. He turned and stared at her, and saw that she was blushing deeply. But Janie had apparently decided to finish what she was trying to start. She returned Keith’s glance, then said “You like me, don’t you, Keith?”

“Sure,” said Keith.

“Good.” Suddenly Janie slid over next to him on the couch. “Because I really like you, too.”

“You do?”

“Yes, I do. A lot.” Keith saw her large blue eyes gaze earnestly into his. “I liked you from the day we moved in, and I saw you sitting in that rocking chair on the porch, reading.” Janie moved still closer, until their legs were touching. “Do you have a girlfriend, Keith?”

“No. I mean, well, sort of. Not really.” Keith was feeling a little bit dizzy. Janie smiled at him knowingly.

“Most of the girls think you’re too shy to have a girlfriend, but Robin says she heard that you met somebody over the summer, somebody who doesn’t go to our school.”

“Uh, yeah, that’s it,” Keith said quickly. “Someone I met at soccer camp.”

“That’s what I thought.” Janie’s foot was now touching his, and he felt her toes running along his instep. “Do you still see her?”

“Uh, no, not exactly.” Keith slid his right hand into his lap, in an attempt to cover the activity in his sweatpants. “On weekends, sometimes.”

“Do you do it with her?” Janie asked. “I mean, it’s okay if you do. I won’t mind.”

“Well, yeah,” he said, gulping. “We did it a few times.”

“You did?” Janie seemed genuinely surprised. “Wow. I don’t know anyone who’s done it, except Robin. She did it with Justin Merullo last Friday.” Janie frowned. “She didn’t like it.”

“Oh.” Keith shrugged. “Well, it’s okay. With my friend, I mean.”

“I almost did once,” said Janie. “But we stopped at the last minute.”

“How come?” Keith asked.

“Because I didn’t think I was old enough.” She paused. “But I’m ok now,” she added.

Keith nodded. Janie was again looking at him expectantly. Finally he said “Uh, well, if you’d like to try it… I mean, you don’t have to, or anything. But if you did, we could, you know…”

Janie didn’t answer. Instead she put her arms around him, and he tentatively began kissing her. He was surprised when he felt her tongue, and he wondered vaguely who had taught her to French kiss. After a few moments of this she pulled away from him, breathing heavily.

“Uh, maybe we’d better go to your room, or something,” she said, glancing toward the front door. “In case your Mom or your sister comes home.”

She stood up, and Keith slowly did the same, realizing there was no way to hide the condition of his dick. He saw Janie glance at his crotch, then look away, but she was smiling. She followed him up the stairs to his bedroom. When the door was closed they stood looking at each other until Keith said “Well, I guess we’d better take our clothes off.”

“I suppose so,” said Janie. She took a deep breath, then reached down and pulled the soccer shorts over her hips and stepped out of them. Keith caught a quick glimpse of her slit before it was covered by the too large T-shirt. Janie smiled and said “Okay, your turn.”

Keith nodded, and pulled the sweatshirt over his head. Then he slipped the waistband of the sweatpants carefully over his throbbing erection and slid them off, completely revealing his slim, lithe figure to Janie. She slowly took off the t-shirt, and Keith now had a chance to see her tiny, budding breasts, with the little girl nipples standing out straight from her body. They stared openly at each other for a long moment; Keith’s gaze was drawn to Janie’s pussy, which was thin-lipped and hairless, save for a little triangle of blonde fuzz on her mound. Janie, meanwhile, had her own eyes fixed on his stiff penis, which was standing up almost straight, its tip a bright pink. After a moment she whispered “I’ve never seen one before.”

“Really?” Keith said, surprised.

“Well, not one that was sticking out like that.” Janie smiled at him shyly. “Can I touch it?”

“Sure.” Keith sat on the bed, and she sat next to him. “Help yourself.”

Janie’s small hand reached out and tentatively touched the shaft of his penis, causing him to inhale sharply. Suddenly his mind began whirling, as he realized what was about to happen. Somehow sex with Allison had always seemed like taking swimming lessons, or learning how to wrestle. She was the teacher and he was the student, and he was content to follow her lead in all of their encounters. But Janie was a virgin who had never even seen a hard- on before, and he knew she would be expecting him to make the decisions about what they would do, and when. Forcing himself to concentrate, he said softly “You better not do that right now.”

“Oh, does it hurt?” Janie asked, taking her hand away. “I’m sorry.”

“No, it feels great,” he said. “But if you keep it up, I’ll come off too fast.”

“Oh.” Janie shrugged. “You tell me what you want to do, then.”

“Okay. Why don’t we, uh, get under the covers?”

“Sure.” They stood up, and Keith pulled back the bedspread and blanket. Then he went to his dresser and reached into his underwear drawer, coming out with the condoms and k-y jelly.

“What’s that?” Janie asked.

“Condoms,” Keith told her.

“Oh, good.” Janie looked relieved. “I figured you’d have some. Robin said Justin didn’t have any with him. She had to make him get one from one of his friends before they did it.”

“Uh, yeah,” said Keith. “Well, let’s get in.”

They got under the blanket, then turned so they were facing each other. Janie immediately started kissing him, and Keith let his hand touch her left breast. It felt small, compared to Allison’s, but the little nipple was hard. His hand slid down across her abdomen to her thighs. Janie spread her legs, and he slowly worked his index finger down to her pussy and began gently massaging her little clit. He felt her jump as soon as he touched it; then she began to relax.

“That feels nice,” she murmured.

“Good,” said Keith, grateful that Allison had taught him the right places to touch a girl to give her pleasure. Janie’s pussy lips felt strange, with only a few strands of wiry hair on them, and for a second Keith wondered if it was right for him to have sex with her. But then he thought “Heck, she’s almost as old as I am. And besides, it was her idea.” His let his finger slide down to her hole, which was smaller than Allison’s, and not nearly as wet, while his dick throbbed uncomfortably. After a few seconds he said “Uh, I think it’s time for me to put on the condom.” He pulled back the blanket, then reached over to the bedside table and picked one up. It took him only a moment to open the package and get it in place, while Janie looked on with obvious interest.

“That must feel funny,” she said when he was done.

“It does, a little.” He kissed her, then asked “Are you ready?”

“I guess so. Do you want to get on top of me?”

“In a second. But let me do this first.” He flipped back the top on the tube of jelly and spread some on his finger. He coated the condom with it, then began rubbing it around the entrance to Janie’s vagina.

“What’s that for?” She asked.

“So I can put my thing in you easier. It won’t hurt as much.”

Janie closed her eyes and sighed.

“You’re so thoughtful,” she said. “Not like Justin was with Robin.”

“Justin Merullo is a pig,” Keith said flatly. He finished working the jelly around Janie’s introitus, then added a little more to the condom for good measure. When he was done he said “Okay. Uh, why don’t you lay back and spread your legs wide. And kind of lift your knees a little.”

Janie did as he asked, revealing her little-girl pussy to him fully. Keith knelt between her knees and leaned forward, keeping his weight on his arms as much as possible. When he was ready he waited, but Janie made no move to guide him inside of her, as Allison always did. Keith frowned, and pushed his hips forward, hoping he would somehow slide into her, but without success. Finally he reached down with one hand and located the entrance to her vagina. With this landmark found he was finally able to hit his target; he felt the tip of his dick begin to penetrate her hole slightly, then stop. He pushed harder, and heard Janie gasp as he began to slide in. Keith’s immediate sensation was that she was much tighter than Allison, almost painfully tight. The next thing he noticed was the presence of the condom, which seemed to take away most of the warmth he always felt when he was inside Allison. He pulled back and pushed in again, this time penetrating half an inch farther. Janie flinched, and Keith thought he felt something give way inside of her. Suddenly she wasn’t quite so tight, and he slid in almost all the way. He looked down at Janie and saw the tears forming in her eyes. Alarmed, he asked “Does it hurt?”

“A little,” she admitted.

“Do you want me to stop? I will, if it hurts too much.” But Janie shook her head.

“No, it’s okay. Go ahead.”

“Are you sure?”

“Uh huh.” Janie closed her eyes, and moved her hips back and forth gently. “I think I’m getting used to it.”

“Okay.” Keith kissed her, and she tried to respond, but then she winced as he moved forward, this time pushing the entire length of his penis into her. He pulled back and thrust forward again several times, until, despite Janie’s obvious discomfort and the distraction of the condom, he felt himself close to ejaculating. Too fast, he thought to himself as he tried to slow down. But instinct had taken over, and after a few more short strokes he lunged forward, again penetrating Janie deeply. This time he remained buried inside her to the hilt, gasping as the semen began spurting out of him and into the reservoir tip of the condom, where it remained, feeling warm and sticky on the tip of his penis. When it was over he looked down at Janie, who was regarding him with a mixture of wonderment and fear.

“That was it?” She asked. “You, uh, came off?”

“Uh huh.” Keith remained where he was for a few seconds, then slowly pulled his penis back, until it slid out of her vagina. Janie looked at it curiously.

“Boy, that’s weird,” she said. “All that stuff came out of you?”

“Yeah.” Keith carefully pulled the condom off before he lost his erection, as he had been taught in his health class. After he had tied the end he looked down at Janie. “How do you feel?” He asked. “Does it hurt?”

“Not really,” she answered. She reached between her legs and felt gingerly around her vagina. “I don’t think I’m bleeding. Robin said I probably wouldn’t, since I used to ride horses every summer until we moved here. She said I probably tore my hymen a long time ago.”

“Uh, yeah,” said Keith, only vaguely aware of what she meant. He lowered himself next to her, and they lay side by side, looking up at the ceiling. “So, did you like it?” He asked.

“I guess so,” she answered slowly. “It didn’t hurt that much. It felt kind of strange, though. Like you were, I don’t know, sticking to me.”

“Really?” Keith frowned. “That was probably the condom. I guess I didn’t use enough jelly.” Then he sighed. “It’s too bad we can’t try it without one. It feels so much better.”

“You mean you’ve done it without one?” Janie asked, surprised. “I thought boys always had to wear one.”

“Uh, usually we do,” Keith said. “But my, uh, friend, doesn’t make me, since she’s on the Pill.”

“She is?” Janie stared at him. “How old is she?”

“Almost seventeen,” Keith admitted.

“Wow. She’s old.” Janie looked at Keith speculatively. “You’re lucky.”

“Yeah, I guess.” They remained silent for a moment. Then Janie said “I suppose there’s no reason why we can’t do it again without one. Do you want to?”

“Well, sure,” said Keith, surprised. “But aren’t you afraid of getting pregnant?”

“Not really.” Janie started to blush. “I don’t get a period every month, yet. I only started last spring. We’re all late bloomers in my family.”

“Oh.” This was a subject Keith knew nothing about, but his only concern at that moment was that Janie was willing to have sex again, and without a condom. He was aware that having intercourse without any protection was dangerous, but the thought of Janie’s tight little pussy gripping his dick without the layer of latex in between quickly put the thought from his mind. Still, he had learned enough from Allison to keep him from mounting Janie immediately. Instead he let his hand move to her breasts, where he began stroking her nipples gently. After a moment she asked “Is it okay if I touch you?”

“Sure,” he answered. “I won’t be able to come off again for a few minutes, at least.”

Janie reached over and let her fingers run lightly over his chest and down across his abdomen.

“You’re skin is soft,” she said. “And you aren’t all hairy, like some boys. Robin said Justin has hair all around his thing, and on his legs and chest.”

“Yeah, I don’t even shave yet,” Keith admitted. “And my dick isn’t very big, compared to a lot of the guys. But that’s probably good, since this is your first time.”

“I think you’re just the right size,” she said. Then she sighed. “But I suppose my breasts seem awfully small, compared to your girlfriend.”

This was true, although Keith would never say so. Instead he leaned over and kissed Janie’s nipples, something else he had learned from Allison. He let his tongue linger on both of them long enough to elicit several small moans from her. Then he moved his hand down to her thighs, and slowly parted the nearly hairless lips. After a moment he said “When we do it again, I want you to come off, too.”

“Really?” Janie looked at him quizzically. “You mean like when I play with myself?”

“Uh huh. My, uh, friend says girls come off a lot harder when they’re with boys than when they do it to themselves.”

“Really? Does she come off when you do it with her?”

“All the time,” Keith said, allowing a touch of pride to enter his voice.

“Oh.” Janie shrugged. “Well, okay. I’ll try.”

“Good.” Keith continued to stroke around her clit, until he heard her emit a small moan. He kept it up, working his finger in a circle. After a few minutes he felt her begin to grow wet with her own juices. “Umm,” she whispered. “That feels really great.”

“Good.” Suddenly he had a brainstorm. “I know what,” he said. “Why don’t you get on top this time? Al – I mean, my friend always comes off better when she’s on top.”

“Me on top?” Asked Janie. “How?”

“Easy. I’ll lay back, and you kind of straddle me, and move up and down on my dick.”

“Oh.” Janie looked at him doubtfully. “I didn’t know people could do it like that.”

“Well, they can. Come on, let’s try.”

Keith rolled over on his back, while Janie got up on her knees and maneuvered herself over him. This time Keith had no trouble bringing the tip of his penis to her vaginal opening. Janie was very wet, and he slid in the first half-inch with no difficulty.

“There,” he said. “Now you lower yourself onto me whenever you’re ready.”

Janie nodded, and slowly began easing herself onto his swollen dick. Keith resisted the urge to thrust up into her, even though the sight of his tool slowly disappearing into her smooth pussy sent a charge of electricity along his spine. He felt her flinch once and start to pull up, but after a few seconds she began coming down again. Soon she had him entirely inside of her. She waited a moment, trying to adjust to the sensation; then she smiled down at him. Keith smiled back.

“Great,” he said. “Now just move up and down a little, and I’ll move with you. Does it feel okay?”

“Uh huh,” she said. Her eyes were closed, and her hands gripped his shoulders tightly. Keith began a slow up and down motion with his hips, and Janie responded, soon catching the rhythm. Her body was now fully relaxed, and a sigh of pleasure escaped her lips.

“Still okay?” He asked. Janie nodded, but didn’t answer. Her eyes remained closed, while her hips began moving in a circular motion, similar to the way Allison moved when she was getting close to an orgasm. He pulled her head down and began kissing her, his tongue wrestling with hers inside her mouth, until she broke away from him with a gasp. The tightness of Janie’s pussy began to have a profound effect on Keith. He felt himself acutely aware of the way it felt right at the entrance to her vagina, where the grip was the firmest. A deep moan came out of him, and he knew that he was only seconds away from the best orgasm of his young life. He held out for several more exquisite strokes, then reared back one last time and thrust upward, crying out as the first shot of semen burst from the tip of his dick. For several seconds he was overwhelmed by the sensation, forgetting where he was or whom he was with. It was only when he heard Janie exclaim “Oh, God!” In his ear that he realized she, too, was having an orgasm. Keith held her against him, as her muscles contracted around his still spurting tool. Finally he felt her relax and go limp, resting her head on his shoulder. Keith continued to hold his dick Inside her, until he felt his erection begin to diminish. When he finally pulled it out he felt a warm rush of fluid, followed by Janie’s whispered “What’s that?”

“My, uh, cum,” he answered. “And some of yours, too.”

“Oh.” Janie lifted her head for a moment and smiled at him. “I can still feel some inside me.” She put her head back on his chest and closed her eyes. “It felt funny when it was coming out of you. It was nice, though. A lot nicer than the first time.”

“Yeah, for me, too,” said Keith.

“Good.” After a few moments Janie lifted herself off him and lay down by his side. Her hand reached out and touched his now limp pecker. She looked at it curiously.

“That’s so weird, how it gets big, then small again,” she said.

“Yeah, I guess it is,” Keith agreed. “Boys get used to it, though.”

“I suppose they must.” After a few seconds he heard her say “Keith? Are you going to tell anyone about this?”

“Of course not,” he answered. “I would never do that.”

“Really?” Janie lifted herself off him and lay down by his side. She stared into his eyes. “You really aren’t going to tell? I thought boys bragged about doing it to all their friends. That’s what Justin did, after he did it with Robin.”

“I’m not Justin Merullo,” said Keith firmly. “I think too much of you to ruin your reputation like that.” He paused, then added “I really like you, Janie. A lot.”

“I like you, too, Keith. A lot.” Janie smiled at him. “I’m not going to tell anyone, either.” Then she giggled. “Well, I’ll probably tell Robin. She is my best friend. And you can tell your best friend, too, I suppose.”

“You mean Danny?” Keith shook his head. “No, I don’t think so. He’d blab it to everybody in school.”

“Yeah, maybe I’d better not tell Robin, either,” said Janie. “We can keep it our secret.” Then she sighed. “It won’t be a secret for long, though, if I don’t get home before my Mom. She’ll wonder where I was.”

“But what about your key?” He asked. “You can’t get in.”

“Oh, that.” Janie giggled. “I’m afraid I have a confession to make. I made up that stuff about my key. I just wanted an excuse to come inside your house. I was hoping this would happen.”

Keith looked at Janie in amazement.

“You did?” He exclaimed. She nodded.

“I hope you don’t mind,” she said. “I just couldn’t bring myself to ask you if you wanted to, you know, do it. I was afraid you’d say no, and think I was cheap, or something.” She stared earnestly into his eyes. “You don’t think that, do you? I mean, I’d never even done it before… ”

“I don’t think that,” Keith told her. “I think you’re, well, wonderful.”

“Do you really?”


“Good.” Janie sighed. “I wish I could stay with you for a while. It’s cozy, being in bed with someone else on a day like today.”

“I know. But you don’t want to get caught.”

“You’re right.”

Janie got up from the bed, while Keith did the same. Janie stepped into the uniform shorts, then grimaced.

“I’m going to get the wet stuff between my legs all over these,” she said. “I hope you don’t mind.”

“No,” said Keith, pulling on his sweatpants. “It’s okay. You can hang onto them, if you want. I have more.”

“Okay.” Janie smiled at him. “I’ll wear them to bed, after I wash them. They’ll remind me of you.”

“Just don’t let your parents see them,” Keith warned her. “They’ll wonder where you got them.”

“You’re right,” said Janie, as she put on the t-shirt. “I’ll be careful.”

Keith put on his sweatshirt and they went downstairs. Janie gathered up her wet clothes, and they stepped out onto the porch. The rain had almost stopped, but the sky was dark, promising more storms to come. Janie picked up her shoes and socks, then turned to Keith.

“Thank you,” she said seriously.

“For what?” He asked.

“For making my first time so nice.” She kissed him. “I’ll always remember it.”

“Well, maybe we can do it again some time,” said Keith.

“Okay,” Janie said, smiling. “I’d like that.” She waved, and then ran down the stairs and across the street to her front porch. When she arrived there she waved again before opening the front door, which apparently wasn’t even locked. Keith stared after her, not quite believing what had happened. So dazed was he, in fact, that he failed to notice the figure standing behind a street light, not fifty feet away on the sidewalk. But Timmy Garrison had seen Keith, and Janie, his face was a mask of shock and dismay…

By: Annie Mooz

Categories: Erotic Stories, School / College Stories, Teen Stories, Virgin Stories


This story Freshman Confidential appeared first on

Published by