Jason had hit puberty early. By age thirteen he had a full bush of pubes and was masturbating daily. He had recently discovered a stack of porn magazines and videos in his garage, left by his dad who had been gone since he was a young child. Yet somehow as horny as he was he had never taken notice of his cousin Christine. Christine was a tomboy. Well for the most part, physically she was a normal girl, but she was always more comfortable with the guys, a daddy’s girl, more interested in sports than dolls. The only feminine clothing she owned were her panties and bathing suits. He had never even thought of the fact that she was a female; having the same parts that he so deeply desired from the girls he fantasized about daily. Due to family problems Christine lived with their grandma, Jason spent nearly every afternoon and most weekends there with Christine, playing like a couple of boys would never acknowledging their gender differences. That is until puberty. Due to a problem with the foundation at their grandma’s house the master bathroom door was crooked allowing a gap between the door and door jam just big enough for one to see through if they looked real hard in the right spot. It just so happened the master bedroom was also the only room besides the living room that had cable so Jason and Christine spent a lot of time there. Which is how Jason first discovered that his cousin was becoming a woman and their relationship would never be the same.
“I have to pee.” Christine said as she hopped off the bed where they were laying to watch some Saved by the Bell reruns. She entered the bathroom across the room and shut the door.
Jason continued to watch tv until he noticed a sliver of light protruding from the side of the bathroom door. He curiously moved closer to inspect, as he got closer he bent down to look at the crack and when he did he was something he would never forget as long as he lived. Christine sitting on the toilet, which sat opposite the door, her sweat shorts and panties around her ankles. Her legs were closed and she was sitting up humming something to herself. Jason’s cock shot out like a rocket and stood hard as a rock. His heart rate increased as he waited and yearned for her to open her legs. Just then he heard footsteps out side the room and rushed back to the bed pretending to still be watching TV as his grandma came in to retrieve something from her closet. When Christine came out of the bathroom Jason noticed her in a way he never had before, he just make out two small bumps under her nascar t-shirt, and her sweat shorts revealed her legs nearly all the way up to her ass. He spent the rest of the show gazing at her perfectly feminine form with desire. He admitted she wasn’t the hottest girl he had ever seen, there were many at school much better looking than her, but something about her kept her in his mind. Every time he jacked off in the coming days she was his fantasy. But he had nothing to picture really, he didn’t know what her pussy looked like if it had hair or not, or her tits. He was determined to find out.
He got the chance two weeks later when Christine came over spend the night, since they were still young she was allowed to sleep in his room. Which is where he made his move once his mom had gone to bed. As they played a board game he produced one his porno magazines and showed it to her giggling and hoping to make her curious enough to play show and tell with him.
“I found these in the garage.” He said.
He knew she was completely naive about sex and hoped her curiosity would work to his benefit.
Christine took the magazine from him and looked at it closely. When she came to a picture of a blonde with big tits Jason said,
“Don’t you wish you had some tits?”
“Those are huge, besides I like my tits the size they are.” Christine replied defensively.
“Your what, you ain’t got nothing. You don’t even wear a bra.” Jason said
“Bra’s are uncomfortable,” She said pulling her shirt tight to reveal her lumps. “See.”
“No.” Jason exclaimed hoping to entice her. “Prove it.”
Christine hesitated a moment and lifted her shirt revealing two a-cup size breasts. Jason was speechless and instantly reached for one but was slapped away by his cousin who lowered her shirt.
“Satisfied.” She asked.
“Sure.” Jason replied and excused himself to the bathroom where he immediately went to work at stroking his throbbing cock. He imagined running his tongue over those budding tits and sucking the tiny nipples between his lips. He quickly blew a load in the toilet and returned to his room to find Christine asleep on the floor beside his bed. Her left leg was not completely covered by the blanket she had over her and Jason could see up far enough to know that she was sleeping wearing nothing but panties and a t-shirt. Since she was sleeping he did not have to sneak glances and he wasted no time in tugging the blanket a little more to the side allowing him a perfect view of her thighs as she lay on her stomach, he pulled a little more and exposed her ass clad in white cotton panties. His cock immediately sprang to life. Suddenly an idea struck him.
“Christine are you away?” He asked loudly enough that there would be no doubt she heard him if she was awake. There was no response.
Judging that she was in fact asleep he moved the blanket completely off of her ass but left it covering her upper body so that she would just blame it on her own tossing and turning should she wake and discover her lower body not covered. Jason took his cock out and began stroking it with one hand as he lightly laid a hand on his cousin’s firm ass. He could tell those years of playing sports with the guys had toned her body well. Her ass bubbled out slightly but was tight as a drum and he couldn’t help but give a little squeeze as he jerked his cock faster, running his free hand down Christine’s leg. Gathering a little more courage Jason slowly lifted the elastic away from one of her ass cheeks and put his hand under the panties resting his palm on her bare ass. He ran his fingers over her crack and stroked himself faster and faster. Suddenly there was a jerk and Christine wheeled over onto her back. Jason just barely managed to snatch his hand out of her panties and tuck his cock back into his boxers. His heart nearly jumped out of his chest and he quickly killed the lights and jumped into his bed. He listened for any sign that Christine was awake but heard nothing. He guessed that she was asleep and hadn’t noticed a thing but he wasn’t about to risk anything. He once again began to stroke himself while thinking about what he had done. He imagined rubbing his cock between those two perfectly toned ass cheeks and slowly pushing it between them. As he neared climax he tried to imagine what her pussy must look like but couldn’t get a clear picture in his head. Frustrated he stopped masturbating and listened for Christine’s steady breathing on the ground beside him. He grabbed a flashlight from next to his bed and hopped to the floor beside her. He switched on the light and saw that she was laying on her back now, the blanket still not covering below her waist. Jason sat on his knees next to her pulled his cock back out, rubbing the head over her arm, which lay beside her as she slept. He placed his hand on her flat stomach and began to stroke his cock as he felt her steady breathing. As he got closer to climax he inched his hand closer to the waistband of her cotton panties. Wanting to save the best for last he waited, imagining her tits and ass as he jerked his cock faster than he had ever before, when he felt himself getting ready to cum he quickly lifted the waistband of her panties and peered down to her virgin snatch. A light tuft of dark hair covered it and he could just make out two lips disappearing between her thighs. As he stared at her pussy he began to shoot cum all over her arms and shirt he didn’t notice where his cum landed he was so fixated on her genitals. As soon as his climax was over he let go of his cock and reached for her pussy, running a cum covered finger over her pubes. He slowly removed both is hands from her panties and covered her with the blanket. He returned to his own bed but didn’t sleep much that night, he revisited his memory of his cousin’s pussy man times that night and giggled silently to himself at breakfast the next morning when he saw the dried spots of cum her shirt and arms, he thought of the other patch he had left on her pubes. It was then that he decided that sooner or later he was going to fuck his cousin….
Jason was obsessed. Since discovering his cousin Christine as an object of sexual desire he could not get her out of his head. Every night he lay in bed for hours jacking off to thoughts of her tiny tits and her virgin pussy with its small mound of hair. He had to have her but he knew there was no way he could make it happen. As naive as she was Christine was a prude and a tomboy, she cared nothing about sex, or boys in general. Be that as it may it didn’t stop Jason from fantasizing and sneaking peaks at her whenever the chance arose. They had sleepovers almost every week from then on, every night he was ready with his flashlight as soon as he was sure Christine was asleep. He spent hours sometimes under her covers peeking at her pussy and even occasionally catching a glimpse of her tits if she was in the right position, this was easy since she never wore a bra and frequented boy’s t-shirts. The crack in the bathroom door also became a hotspot of his, he spent hours in his grandmother’s bedroom watching tv and waiting for Christine to use the bathroom. On his first attempt he was rewarded with a nice shot of her pussy as she wiped after peeing. It was on one such occasion that yet another woman in his life became the object of his sexual desire.
His grandmother’s bathroom had two doors in it, one leading from the hallway and one from the bedroom. On this particular Saturday afternoon he was laying on his grandma’s bed watching TV with the bathroom door shut, positioned just right for optimal viewing when he heard the hallway door shut. His heart jumped, his cock twitched and he held his breath. He quietly edged his way off the bed so as not to make a sound and tippy toed over to the door. He listened and heard the sound of piss shooting into the toilet bowl. His cock ached and grew hard as he slowly got to his knees and leaned toward the door. He peaked through the crack and saw a beautiful set of shapely legs which were slightly open revealing the most surprising thing of all, a shaved pussy. His heart skipped a beat, due to the size of the crack he couldn’t see the girl’s face but he knew it wasn’t Christine. It was his sister Brook. Brook was 17 years old and for the most part a bitch. She had picked on Jason all his life and he had never been particularly fond of her. Nor had he ever been sexually attracted to her. Now staring at her pussy his opinion was changing. He watched intently, his cock standing straight out, aching against his jeans. The sound of rushing pee stopped and Brook began to pull toilet paper off the roll beside her. Once she had the amount she wanted she spread her legs wide to wipe. For a second Jason could see her pussy in great detail and he noticed that she was not completely shaved, but had a thin trail of hair just above her lips. When she had finished wiping Brook flushed the toilet and stood up. Jason quickly jumped back on his grandma’s bed and pretended to be watching TV in case anyone came in.
As soon as the coast was clear Jason shot to the bathroom, locking the door. He unzipped his pants and his cock leapt out of his pants and within minutes he was jacking off as fast as he could go. He closed his eyes and imagined running his tongue over his sister’s bare pussy, sliding his finger up into its glistening hole. Suddenly there was the thud of a door closing just outside the bathroom and Jason froze in fear of getting caught as he listened quietly.
“I’ll be ready in a minute.” He heard his sister yell from his grandma’s bedroom.
“Okay we’ll be outside.” He heard Christine reply from somewhere else in the house.
It was then that it struck him; the girls were going to the pool today with his aunt. Some sort of girl’s only thing. His sister must be using their grandma’s room to change in. He more quietly now began to stroke his cock as he imagined how she must look without any clothes on at all. She had a shapely figure with good-sized boobs and a bubble ass. She had a slightly pudgey stomach from too much fast food but overall she was hot, much more so than Christine. As he fantasized about his sister’s figure an idea struck him. The crack he used to see into the bathroom would work both ways. Meaning he could see into his grandma’s bedroom from the bathroom, he could see his older sister changing.
Excitement swarmed over him as he quickly got to his knees and peered through. Since the bedroom was far bigger than the bathroom he could see much more of it through the crack than he could the bathroom. He saw his grandma’s bed, but no Brook. Then she walked into view from the side, she was wearing blue wind pants, her shirt was already gone and she was wearing a white bra that didn’t leave much to the imagination. Her stomach pooched slightly but was tanned nicely and he make out the shape of a pale playboy bunny where she must have stuck a sticker while she tanned. He imagined what it would be like to shoot his cum all over that stomach. Jason took his cock in his hand and began to slowly pump it as his sister reached behind her back and unclasped her bra, she leaned forward facing away from him and let it fall off her arms and onto the bed. She then turned to the left and began to look at herself in their grandma’s dresser mirror. Her tits stood straight out in front of her despite their size, they were teardrop shaped and tapered off to a set of perfect pink nipples that were the size of quarters and at the moment were rock hard. Jason’s heart raced as his sister turned and began to lower her pants revealing black bikini panties, which soon followed her pants. She turned towards the bed to pick up her bathing suit top and Jason nearly blew his load, her ass was huge, in a good way. It was heart shaped and bounced slightly as she unfolded her bathing suit. He immediately thought of the song “I like big butts.” Brook bent over to get something off the bed and when she did Jason could see her pussy from behind and he immediately began to shoot cum all over the bathroom door. The jizz made a thumping sound as it impacted the wooden door and he prayed his sister wouldn’t notice. He let his now limp cock go but never turned his eye away from the crack. He watched as his sister stepped into her bath suit bottoms, which looked more like shorts than a bikini. Her ass filled them out nicely and he could see the crease between her legs and ass cheeks just bellow the bottom seem. She turned towards the door as she put on her top, it slipped up off her tits when she reached behind to claspe and her tits both flopped out bouncing a time or two before she tucked them back in. Brook threw her clothes on a pile just in front of the door and left quickly. Jason waited until he heard the front door shut and lock before opening the door to retrieve the panties…
Jason’s heart raced with excitement as he knelt in front of his own bedroom door. The door jam had been busted for years and he had discovered that with the door closed halfway he could see out through a hole that was caused by a piece of the door jam being gouged out. Jason peered out across the hall from his bedroom and grinned as he was greeted by an unobstructed view of the family bathroom. It was 5:00pm now and no one would be home for hours. His sister Brook worked at a local music store and wouldn’t be home until around midnight. Brook usually showered immediately when she got home and usually walked around the house in a towel if anything at all for awhile since everybody in the house was asleep by then. Jason had nearly caught her naked in the bathroom, door wide open a few months ago, although at the time he was more grossed out than turned on. Now he eagerly awaited his chance to enjoy the show.
Since he still had a few hours to kill before anyone got home Jason called his neighbor and best friend Josh over to hang out for a few hours. Josh had been away in Kansas with is family for the summer and the two had not seen each other in months. Josh was two years older than Jason and was slightly bigger and taller but for some reason had not developed sexually as fast as Jason. As with most people their age it was not uncommon for them to see each other naked, and as they both got older they had admitted to each other that they both masturbated. A few months ago they had begun to jack off together while watching Jason’s porn. Josh had never seen porn until Jason had showed him his and was immediately begging Jason to let him borrow some. Jason was too protective of it however and refused. So they both sat watching silently for a few minutes with raging boners before Josh finally broke the silence.
“I can’t take it I gotta jack off.” He exclaimed unzipping his pants his rock hard 4 inch cock which was fairly thin in comparison to Jason.
Jason watched as Josh began to pump his cock, intently focused on the film Josh didn’t seem to even noticed Jason’s presence as he moaned softly and stroked his cock even faster.
“Mind if I join you?” Jason finally managed to ask.
“I don’t fucking care just don’t talk to me right now.”
Jason unzipped his pants and pulled out his 6 inch cock which he had measured a few days before. In contrast to Josh, his cock was thick and he had a full bush of dark hair at the bottom of the shaft. Josh never said so but Jason knew he was jealous. Jason began to slowly stroke his own cock as he watched the porn and in a few moments he heard a moan from Josh and looked over to see a few tiny drops of fluid ooz out of his friends cock and run down the side. Jason grinned as he felt his own orgasm beginning and he began to shoot stream after stream of thick cum into the air.
DING DONG!!
Jason was pulled out of his daydream and rushed to the door. When he opened it Josh stood there a little taller than before and Jason could see a slight bit of facial hair beginning to form on Josh’s chin.
“Whats up dude.” Josh asked as he entered Jason’s house.
“Oh my god man I have so much to tell you.” Jason exclaimed and told Josh all about his encounters with Christine and his sister Brook which had occurred in the last few weeks. He then showed Josh his door frame and explained his plans for spying on his sister that very night.
“You lucky sonofabitch.” Josh said when Jason finished. “You get all the good stuff to jack off to.”
“Maybe I’ll let you watch sometime.” Jason offered.
“That would be awesome, your sister is so fucking hot.” Josh replied. This statement would have angered Jason a few months ago but now he wasn’t offended and merely agreed with his friend.
“Lets check out some of your porn dude, I haven’t seen anything like that all summer.” Josh said.
So they both went to Jason’s room where he retrieved an unmarked tape from a box under his bed and popped it in the VCR. Both boys then sat back on Jason’s double bed and watched as Jason hit play. The first scene was a blonde girl slowly taking off her clothes for the camera. Both boys instantly had hard ons. A man then came into the picture and began to suck the now naked girls tits as he played with her pussy.
Josh unbuttoned his pants and took out his cock. Jason was in the process of unzipping his own jeans when he glanced over at his friend and was greeted with a surprise. Josh’s cock was huge. It must have grown over last few months; it was now at least 8 inches and thick as hell.
Jason pretended to watch the porn as he pulled his own hard cock out his pants and began to pump it up and down but he was mesmerized by his friend’s large dick. When he did glance back to the TV he saw that the blonde girl was now on her knees and was about to give the man a blow job, as she tugged at the man’s cock Jason was surprised to see that the cock on the TV looked extremely similar to Josh’s. He watched as the girl slowly pumped the man’s cock and began licking the head, and then shoved the whole length in her mouth. Jason continued to stroke his own cock and wondered what it must be like to give a blowjob. He looked at his friends cock and imagined it in his own mouth. He was overcome by these feelings he had never experienced before much like with his cousin and sister he was finding sexual desires he could have never imagined before.
The only thing keeping him from attacking his friend’s cock with his mouth was fear of ridicule. He just sat watching Josh jack off.
“Have you ever gotten a blowjob?” Josh asked, breaking the silence.
“Uh..no.” Jason replied.
“God it must feel great.” Josh said, “I’ll make you a deal, you suck mine and I’ll suck
yours, just so we can know how it feels.”
“Yeah right,” Jason replied hesitate to accept in case his friend was just joking.
“No I’m serious, just once, we’ll never tell anybody, what do you say?” Josh asked.
“Alright,” Jason agreed, “Who goes first?”
“We’ll flip for it.” Josh explained pulling out a quarter. “Winner gets the first blowjob. Call it.”
“Heads.” Jason said his heart racing with excitement.
Josh flipped the coin, it flew up in the air and took what seemed like hours to Jason before it landed back in Josh’s palm. His friend slammed the coin down on his arm and showed it to Jason grinning…Tails.
Jason was not disappointed at all as he leaned towards his friends and laid down across his lap. He huge cock stood with pre cum glistening on its tip as he wrapped his hand around it. It was hot hotter than his own and pulsated slightly as he gave it a gentle squeeze.
“Go on suck it,” Josh urged and thrust his hips forward. His cock came in contact with Jason’s cheek leaving some of his pre cum on his face.
Jason sighed and opened his mouth taking the head of Jason’s cock in. It was exhilarating and he slowly lowered his head over his friend’s organ, licking the underside as he did. It came very naturally to him after watching so many porno movies. He began to bob his head faster and faster as he slurped on his friend’s cock. He couldn’t take the whole thing in his mouth but he made the effort to a couple of times, gagging himself on the thick cockhead. Jason, took his mouth a way and began to lick up and down Josh’s engorged member then took one of his friend’s massive balls in his mouth. He heard Josh’s breathing increase and he dove back onto his cock, pumping very fast with his hand as he bobbed his head. Suddenly Josh went stiff and Jason grinned around his friend’s dick as he felt it start to twitch. He took as much in as he could and felt hot cum begin to shoot into his throat. Stream after stream filled his mouth and he pulled halfway off, placing his tongue over the cockhead, letting the jizz cover his tongue.
After what seemed like minutes Josh’s cock finally stopped squirting and went limp in Jason’s mouth. Josh tucked it back into his pants and sighed.
“Godamn that was badass. I bet its twice as good with a girl.”
Jason not wanting to look like he enjoyed it too much sat on his back pointing to his own cock.
“My turn.” He stated grinning.
Josh sighed again and leaned over Jason’s throbbing dick, taking it in his mouth very sloppily. Though he was not a skilled as Jason and seemed to be gagging every few seconds Jason sat back and enjoyed his own blowjob as he swirled his friend’s cum in his mouth. They would be doing this more often.