Brittany

Archive-author: Steve Jensen
Archive-title: Brittany
Fifteen-year-old Rob Kramer was worried sick about becoming a Sixteen-year-old virgin. He wasn’t a bad looking guy. Just an ordinary kid. Brown Hair. Brown eyes. Average build. Not tall enough to be a basketball legend and not wide enough to be a fullback. He rarely got less than a C or more that a B. Rob thought of himself as Mr. Average. He had a few brief encounters with girls but sexually had never gotten past the feeling-up stage.
Lately, Rob was having a hard time understanding the mixed feelings he was having lately about his 13 year old sister. Even though he was only two years older, he had always been protective of her. Sure, they argued and fought as typical kids always did, but he still always made sure that she caught the school bus, had her lunch and the other things that a protective brother would do. And he knew that she looked up to him as a “big brother” even though she did sometimes act bratty.
Brittany was always “Little Miss Perfect”. Straight A’s in school. Room always immaculate. Her clothes always matched. Her chestnut brown hair was always precision cut with perfectly straight bangs in front and straight across her back. She had big brown eyes that could radiate whatever expression she was feeling. They had a habit of making people want to do Brittany’s bidding.
Until now, he had always thought of her as a little kid. She had been in elementary school. She never paid attention to boys. Her body had not yet started the adolescent development… until now.
The first thing he noticed was the subtle way she started appearing in a training bra. Second thing was that she had started flirting with his friends. Third thing was that she had made out with Jeremy, one of the guys he knew from school. They wasn’t sure if they actually did it, but he had overheard Jeremy say that he felt her up while they frenched. Ever since he heard that he thought of his little sister frenching some guy with his hand in her pants and things were not the same.
Jeremy was one of the most popular kids at school with the girls. He was always going out with the cheerleader types and Rob was not sure why he would waste his time with Brittany because she was still in Junior High. Unless Brittany was a real easy lay.
Shit, if she wasn’t his sister, he would fuck her. The night before he had jacked off thinking about Brittany and Jeremy.
In the locker room after P.E., Rob made a special effort to be in the shower at the same time as Jeremy. For some reason, if there was the slightest chance that his cock been inside his sister – or if she had even had her hand on it – he wanted to get a good look at it. At least when he jacked off, he would have some detail about what Jeremy looked like when he imagined him fucking his sister. Rob had never had any real interest in guys but he was just interested in seeing what his sister may have seen, or even touched, and what it would have looked like.
Jeremy was blonde and very fair skinned. He had piercing blue eyes that were part of what made the girls go crazy over him. Rob watched as he soaped himself down. Fortunately, Jeremy had his eyes closed in the shower and this gave Rob the opportunity to really stare at his cock. It was about the same size as his but thicker and uncut. It hung majestically from the crown of close blonde pubic hair that very lightly adorned the boy’s groin. When Jeremy turned, rob saw a smooth, perfectly rounded, hairless butt. He pictured in his mind that ass pumping as the cock slid in and out of his sister. He was starting to get a hard on and realized that he had better stop before he became the joke of the locker room.
He wanted so bad to find out from Jeremy exactly what they did but he was afraid to ask one of the guys that Jeremy had been talking to because someone may think that he was getting the hots for his own sister. It was just the thought that his little 7th grade sister may have lost her virginity before he lost his that made him want to know for sure. He knew his thoughts about his sister were wrong and that he should stop thinking about her when he jacked off.
But something that had happened two years ago when Brittany was 11 and he was 13 had made his sister one of his favorite imaginary images when he jacked off. Rob remembered sitting in the same chair that he was in now, watching TV., two years earlier…
As Rob sat in the chair, the thought of jacking off made him want to go to bed. His mom sat watching Johnny Carson and drinking her third glass of wine and he knew she would be asleep soon… usually right there on the couch. “Night, Mom,” he said, getting up to go upstairs.
“Goodnight, Robbie,” his mom said and then added, “make sure
Brittany’s light is out on your way upstairs.”
Rob didn’t remember the light until he had tossed his levis over the chair and started to climb in bed, anxious to start stroking his cock. He knew that if his mom noticed the light she would come upstairs to turn it off and he didn’t want to risk her looking in on him and maybe catching him beating off. He started to grab his levis but then shrugged and proceeded without them. It would just take a second and it was just across the hall. Dressed only in his jockey shorts, he crossed the hall to his sister’s room as he had done several times. She left the light on a lot, especially if she thought there was a chance of a night time storm.
He entered her room and as by familiar feel turned off her light. He was surprised that the room did not darken and noticed that she had left the closet light on as well. “Damn,” he uttered under his breath as he crossed the room to turn it out. On his way to the closet he stepped on a pair of his sister’s panties. When he looked down and saw them, he looked next over to his sister. She slept in an oversized tee shirt and was on top of the covers, on her stomach, her face buried in her pillow. The thoughts that quickly ran through Rob’s mind frightened him but the fear of getting caught was quickly overcome by the excitement of getting away with it. If Brit had nothing on under that shirt and he could lift it up without her waking, he could have a great view of his sister’s butt. Wow. That would make his upcoming masturbation session worth the wait.
He picked up the panties in his hand and closed and locked her door on his way to the bed. The dim closet light was perfect and just enough light for him to see his sister clearly. He knew if she woke up that there would be hell to pay, so he would have to be careful. He quietly over to his sister’s bed and stood beside it for a few minutes watching her sleep. Her breathing was deep and steady and he was sure she was asleep. Brittany always had been a pretty sound sleeper and hard to get up for school in the morning.
Robs heart raced so loud that he could hear it as he reached down and gently lifted the bottom of his sister’s shirt into the air. There it was. With the glow of the closet light bouncing off of it, the girls round, smooth but looked like a beautiful sculpture. Rob was having trouble breathing quietly because he was so excited and his heart was pounding wildly. His cock reached full stiffness almost immediately. After a few minutes of staring at his sister’s cute petite little ass and imagining Jeremy doing the same, it was too much for him to bear. He took his free hand and started massaging his cock through his jockey shorts.
Slowly, he put Brittany’s shirt up with the bottom of it just above her waste. Now with both hands free, he held the front of his shorts down with one hand while he stroked his cock with the other. This was the best jackoff he had ever had, with a girl’s bare ass just a couple of feet from his erect cock. Never taking his eyes off his sister’s bare ass, Rob went into a full stroke masturbation, forgetting the short, slow, quiet strokes he had started with. Suddenly, Brittany moved! Rob panicked and was in front of her door in a split second. He would have been out the door but he forgot he had locked it and was fumbling with the lock in his panic. It took him a minute to get back control of his shaking hands, and in the interim he looked back at the bed. Brittany had turned completely over! She was still asleep, but this time she was on her back. It only took him a minute to realize that he could have the same view of her pussy that he had of her butt. In the time that it took him to get over to the bed, his panic had subsided.
Again, Rob lifted Brittany’s pajama-tee shirt and gasped quietly at the sight of her tender, hairless mound. Rob lay the shirt down just above her navel and again started his jerking off, watching his sister’s bare pussy while he did it. He was once again into a steady rhythm when Brittany moved again. This time he didn’t panic and his only reaction was to allow his undershorts to snap back up over his swollen cock while he watched carefully to make sure that she wasn’t going to wake up. He had not clue what he would do if she did, but he was cautious, nevertheless.
This time Brittany’s move allowed both legs, which had been raised slightly and bent at the knees, to flat in opposite directions. The result gave Rob a clear view of her slit, little hole and all. What if Jeremy had been in that hole. Maybe with his finger, or even his dick! Throwing caution to the wind, Rob pulled his shorts down below his hips and stroked his stiff cock as he massaged his balls and he scrutinized his sister’s open pussy below him. He didn’t realize until it was too late to do anything about it that his cock was erupting, spewing wads of cum all over the bed and his sister below him. By the time he returned to reality from the fantasy world of his orgasm, a ribbon of pearl glistened, reflecting the closed light, as it crossed his sister’s bare, flat stomach. Another wad had impacted the inside of her thigh and flowed down her leg until it soaked into the bedspread. Yet another had made it’s way to the top of her mound where it impacted just below her soft patch of hair and cascaded down her crack, crossing her open hole and dripping the rest of the way down the crack of her ass making a pool where her butt met the bedspread.
It took Rob a few minutes to get his senses and even longer to catch his breath. Thinking rationally now, he decided not to try to clean up his sister for fear of waking her. He did lift her shirt, and, after one long last look, covered her nakedness. “The shirt would soak up the semen,” he thought, “she wouldn’t even notice it in the morning. Quietly, he exited her room after turning the light off and when back to his room where he beat off once more before falling asleep.
Rob felt guilty the next day about what he had done. He had to keep convincing himself that Brittany really was asleep and not faking it when he did what he did. If she was awake, well, she was as much to blame as he was. But what if he had just scared her and today she would wake up and tell their mom? It seemed like an eternity before she finally bounced down the stairs in her usual cheery mood. After she had said good morning to their mom and him, he knew it was okay. He also noticed that beneath her robe she still had on the same tee shirt. In the two years since Brittany had never mentioned the incident. But it wasn’t because she didn’t know that it happened.
When Rob had entered her room, she had been masturbating. Hearing the door start to open, she quickly pulled her shirt over her bare bottom and rolled over as if asleep. But there was nothing she could do about her panties on the floor. When her brother lifted her shirt up, Brittany played asleep. She dared to peek out the tiny slits she made between her eyelids and watched for a second as he masturbated. The sight got her so turned on that she decided to give her brother something to really jack off to, so she turned over.
When Rob jacked off some more, she decided to spread. And after Rob left the room, she went back to masturbating, only this time she was gathering her brother’s cum on her fingers as she rubbed her clit with one hand and inserted a cum soaked finger with the other. It was by far the best masturbating she had ever done and she definitely wanted to know more about the white sticky jism that her brother had shot all over her.
Two Years Later
Rob knew his feelings for his sister were wrong, but Brittany didn’t help matters much when she would flirt with him every chance she got. He was sure it was innocent, but she was always doing little things like giving him a wink and a sexy smile as she closed the bathroom door to take a shower. Or running around the house in pajamas when their folks weren’t home. Like tonight. The folks weren’t due in until after two in the morning. And lately, thinking of his sister maybe having gotten fucked in the back seat of some car made him even more susceptible to her teasing.
That night both kids were home alone, their mom out for the evening with friends. Rob was contemplating setting the stage so that he could get a repeat performance with his sister, this time with her awake and aware of it. Maybe if she saw him in a more sexy way, she may get turned on.
“So, Fuck it!” Rob thought to himself. “I sleep in jockeys and she sleeps in PJ’s. She’s wearing her PJ’s around, I’ll wear my jockeys. And we’ll see what happens.”
He wasn’t sure how far he would go with his sister even if he got the chance, but he knew that her little adolescent body excited him. Fuck her? Probably not. She was still his little sister. Finger her little twat, feel her up or check her out? You bet!
“Nice underwear, Robbie,” Brittany said, looking him over up and down with a show of mock admiration as if she were inspecting a male centerfold. “Wow!” She thought. “Her brother in his underwear!” It was gonna be impossible for her to not let on that she was getting turned on by this.
“Like you’re overdressed, Brattany!” Rob said, his play on her name one of the little insults he used on her whenever she got too close to understanding his real feelings.
Brittany plopped down in the overstuffed chair and pulled her knees up to her chest, her arms around them, half watching the video on MTV. Her position allowed Rob a slight view of her panties below her tee-shirt style bathing suit.
“You goin’ with Jeremy?” he asked.
“Jeremy is a Dweeb,” she responded.
“I hear you got felt up by a Dweeb.”
“A Dweeb with a big mouth. That’s why he didn’t get anywhere.”
“Oh. That’s the reason. It’s not because you don’t know what to
do with a guy yet, is it?”
“Like what I know or don’t know how to do is none of your business, Robbie. Just forget it, okay?” With that she went to her room.
“So it was true. She did do it with Jeremy, at least the feeling and frenching part” thought Jeremy as he stroked his cock through his shorts. He thought about Jeremy with his finger buried in her cunt in the back of his older brother’s car parked in his driveway as he started to jack off. And then he realized that he was jacking off when his sister was in her room by herself and at this rate he would never get to do anything with her. They had to get past the bickering stage if anything was to happen.