Part I
Nineteen-year-old Rob Kramer was worried sick about becoming a twenty-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 18 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
high school. She never paid attention to boys. Her body had not yet started full
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 sixteen and
he was nineteen 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 no 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.