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Subject: Title story: "Our First Penetration" Author: Incestor 121864945
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Date: Tue, 06 Nov 2007 17:55:26 +0000
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Our First Penetration With my younger sister and I being as competitive as we
were, romance and seduction was not usually the way one got the other interested
in sex. We usually played a "role game", or made a wager with sex as the
payment. I would usually suggest that if she lost a bet she had to show me her
pussy, or I would get to touch it, or she would have to play with my penis. If
trying to be more subtle, the wager involved a backrub with roaming hands. One
such incident resulted in our first attempt at intercourse. I was about 15 years
old and Trish was 14, and we were having a contest of who could make the most
free throws at the basketball court in the park. I suggested a wager where the
loser would give the winner a massage. This was a win/win wager for myself. If I
won, I would receive the massage, and if I lost, I had the pleasure of rubbing
my hands all over my sister's body, often resulting in my being able to cop a
feel. I remember walking home from the park and being excited at losing this
particular wager. Trish and I arrived to an empty house and proceeded to her
bedroom. She laid an her stomach and awaited her victory massage as I sat next
to her on the bed. I pulled the shirt up on her back and began tickling her
exposed skin. It was a warm and humid day, and with the activity on the court we
were both hot and sweaty, so she didn't argue when I pulled the shirt completely
over her head. I tickled her back, then lifted her damp bra strap and scratched
the lines on her skin created by the bra's tightness. I soon undid the clasp of
her bra, and tickled her with long strokes reaching from her neck to her hips.
The elastic on her shorts did the same to her waist as the bra on her back, so I
scratched that area, too, and pulled her shorts down a few inches. I returned to
tickling and massaging and scratching her back. Though her shirt was over her
head and the bra unclasped, they were still bound-up around her shoulders, and I
took a quick break to remove them completely, then briefly tickled her hands and
arms. Noticing she was still wearing her sneakers and socks, I removed them, and
began tickling and massaging her from the heels to the bottom of her shorts, and
from her head to the top of her shorts. The long, gentle strokes to her backside
were obviously interrupted by those damn shorts. I don't know why she let me,
maybe she was enjoying her massage, but when I started to pull her shorts down a
little farther, she surprised me by raising her hips. In retrospect, I'm sure
she knew of my intentions and was probably horny herself, but at the time I
didn't have that insight. I did not pass on this opportunity though, and lowered
the remaining garments to the level of her knees. I then caressed her smooth,
round buns with a light, circular motion, and soon watched her breakout with
goose bumps. I finally removed the rest of her clothes and massaged her naked
body with strokes that traversed from head to foot, with my fingers lightly
traveling up and down the crack of her butt. I gently spread her legs and gazed
at the pubes within the shadows of her crotch. The trips over her butt crack
went progressively farther and farther between her legs until I was lightly
stroking her pubic hair. She made no attempt to block my hand's paths by closing
her legs, so I continued to caress her there. At this point, I asked Trish to
turn over so I could "massage" the front of her body. Typically, if she didn't
want any sexual contact, she would refuse this request. Otherwise, she would
turn over, but coyly cover her breasts and/or her thinly covered bush with her
hands. That was the case today. She placed one hand over her mound and her
forearm covered breasts. I did not attempt to move her hand or arm, but instead
lightly massaged her neck and shoulders, and ran my fingers up and down the
length of her arms. When I lightly caressed her stomach, she brought her arms in
to stop the tickling sensation, and I was able to catch brief glimpses of her
womanly parts. This cat-and-mouse game continued for a short while, until I
began kneading her thighs. Having waited what I thought to be a sufficient
length of time, I gently lifted her arms and placed them to the sides of her
body. Typically, if she was "playing shy", she resisted my attempts to expose
her, but if sufficiently aroused, she would leave her arms to her side and allow
me to view her full frontal nudeness. On this occasion, she obviously wanted my
attention, and kept her arms to her sides, giving me a beautiful view of those
areas about which I often fantasized. I ran my fingers over her upper body and
slowly made my way towards her small, firm tits. My fingers traveled in large
circles around her breasts, with those circles getting smaller and smaller until
finally they reached her nipples. The light contact made them stand to
attention. Gradually, I began massaging her breasts with both hands, then ever
so lowly my mouth ...
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