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Lisa

Where it happened: his car
Sex: FEMALE
Rating: 7
Category: Straight

Jeff was my first boyfriend and we started dating when I
. He . He was so respectful it was boring.
The most I could get him to do was kiss me. I had decided
that I wanted to be a virgin when I got married but I loved
everything about sex and masturbated regularly. So I had no
objections to making out. After a few months and some
awkward kisses we broke up. The next school year, he was a
senior and I was a junior. His younger brother started his
freshman year and he introduced me to him. The chemistry was
immediate. We were never really boyfriend and girlfriend but
every day after school we would have incredible make-out
sessions. We genuinely liked each other but we both knew it
was all about sex. I wanted to have sex with him so bad that
I kind of regret not doing it to this day. After awhile we
got bored with each other and stayed friends but stopped
making out. Somehow, Jeff and I got back together. Neither
of us ever had much money so we really never had regular
dates like movies. My mother always thought Jeff was trying
to get me in bed but she thought his brother was so nice.
(So much for mother’s intuition.) Anyway, one night when
Jeff picked me up to go out, she was particularly annoying
suggesting that we were probably going to end up parked
somewhere. That was actually the farthest thing from our minds.
After all the incredible makeout sessions with his younger
brother, going out with Jeff was like being a nun. He had
never done anything but kiss me. So I really wanted to get
into some heavy making out with Jeff and mentioned what my
mother had said. So he drives to a dark street in a nice
neighborhood. He figures we’re going to have sex; I figure
we’re going to make out. We get in the back seat of his
Toyota Corolla he touches my breasts for a , gets my
pants down, whips out his dick and starts sticking it in
before I even realize whats happening. In my head, while I’m
thinking, hey, what happened to making out, I lose my
virginity. Without an orgasm. I’ve spent the last s
thinking, ‘Why didn’t I do it with his younger brother’???

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