The Unexpected Loss of Virginity

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    I had my first “real” girlfriend, who I will call
    Rachel, when I was 18. We’d been seeing each
    other for a bit, and I’d had a couple really intense
    make-out sessions with her, including one that
    wound up with her on top of me in the driver’s
    seat of my car, dry humping the shit out of me in
    her parent’s driveway. One night, we’re out for a
    drive and she asks if I want to stop by her friend
    Monica’s (nod) house. I knew Monica from the
    biology class we took together, and I liked her
    because she was weird and unashamed, so I had
    no issues agreeing to saying hi. We were at
    Monica’s house for about five minutes when
    Rachel asked Monica what her friend Pete was up
    to. Apparently Pete had a long-standing crush on
    Monica, and she had zero interest in Pete. She
    said he called about hanging out earlier, then
    admitted she wanted to get out of the house,
    “even if it means hanging out with Pete.” So I
    drove the three of us over to Pete’s house.
    Pete had exclusive rights to the entire downstairs
    of a split-level house, complete with a padlock on
    the door. It was a little strange to be locked in a
    basement (albeit finished) with and by somebody
    I’d just meant, but I just wanted to go where
    Rachel went, so I shuffled in without a word. We
    sat for a while and shot the shit, and I
    immediately understood Monica’s reluctance with
    Pete. He was a little off, kind of short and the
    embodiment of a napoleon complex. But he had
    really good taste in music, so I could focus on
    that and ignore everything else.
    We were in the middle of a pretty intense game of
    “Have you heard of…” when I felt a hand on my
    leg. Rachel was looking at me intensely when I
    turned to face her, and she leaned over and
    kissed me. We went directly into passionate,
    sloppy teenage make-out right away. After a bit, I
    realized that this was the first time we made out
    where we weren’t in my car, so I got a little bit
    more bold, grabbing one, then both boobs. Rachel
    had zero issue with me playing with her tits, so I
    tried to take her shirt off, and she threw her arms
    up to make it easier to get off. I fumbled briefly
    with her bra before undoing the clasp and freeing
    her perky b-cups. I buried my face in her chest,
    licked and nibbled on her nipples and went back
    to making out. I dry humped the shit out of her
    for a change, and she reached down and played
    with my cock, which was already hard as fucking
    granite. I had her pants open and around her
    ankles, then off in about two seconds. She wasn’t
    wearing anything underneath, so I went right for
    her clit with my fingers, then I figured fuck it, and
    went down on her. I can’t be sure, but I think I
    was down there for about five minutes, then she
    pulled me up and we made out more and she
    cleaned herself off me.
    Then the strangest thing happened. She got off
    the bed, and I noticed Monica had left the couch
    where she and Pete were doing their thing and
    the two girls started making out. I wasn’t sure
    what to do. Did they want the guys to make out?
    Did he want to make out with me? Is there some
    kind of signal, or am I just supposed to know?
    What the fuck is happening? Then the girls split
    up and Monica came to me, and Rachel went to
    Monica wasn’t much in the face, but man, she
    had an amazing body. She pushed me back to lay
    down on the bed and told me she was going to
    suck my cock, then added, “Is that okay?” I
    nodded furiously in the affirmative, and she took
    all of me in her mouth, down to the hilt. She gave
    an incredible blowjob, and of course, I didn’t last
    very long. I told her I was going to come, and she
    said, “Well, come then!” And my hips bucked as I
    exploded into her mouth.
    I looked over at the couch briefly and Rachel was
    giving Pete one hell of a handy. I expected
    Monica to be done with me, but she definitely
    was not. She told me she wanted to get me hard
    again, because she was going to fuck me. That
    was all I needed to hear, I guess, because I was
    hard again almost immediately. She told me she
    had to be on top, and that she hoped that was
    okay. Again, I nodded yes as if my life depended
    on it, and she climbed aboard. She was a treat to
    watch as she got both of us off riding and
    writhing and grinding and bouncing.
    Again, I looked over to the couch and Pete was
    railing into Rachel, just pounding her. Maybe it
    should have bothered me, but it didn’t, it was like
    having live porn to watch as I was having sex.
    Well, I guess that’s exactly what it was. Before
    long, I felt the intense, growing pressure and
    Monica frigged her clit so we came at the same
    time. After, she just laid down on top of me, and
    stayed there until our breathing slowed back to
    normal and I became flaccid and plopped out. It
    was a strangely touching moment, as the other
    two were already getting dressed.
    I think I smiled ear to ear for the next day and a
    half. It was annoying, because I couldn’t stop
    doing it. Rachel and I broke up a couple weeks
    later without ever actually having sex. Oh well,

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