Fucked my best friend’s younger brother’s girlfriend at a party [MF]

I know, you have to think about that title for a second. This happened a long time ago shortly after I graduated college (I am 36 now). I was somewhere around 24 and she was around 21 or 22..

Best friend, let’s call him John, has a younger brother, let’s call him Jake, who had a girlfriend, let’s call her Jessica. We all hung out together all the time. Jessica had this crazy Britney Spears look to her, she was super flirty, and just an awesome person. She always flirted with me but she also flirted with a lot of guys so I never thought anything of it until one night at a party. John would always take 4 Twister mats and tape them together to make one giant one and we would all play (8-10 of us or so). I ended up near Jessica this time, she was wearing this really tight short dress (this will be important later) and looked amazing. We ended up in an awkward position where her head was near mine but to the side. Suddenly I feel someone lick my ear. I looked over and she just kind of gave me this sideways glance and smile. The game ended, she walked away, and nothing else happened. I just thought wow, that was really crazy.

Cut to like 2am, myself and a few other people are all drunkenly passed out in the basement on various couches. Jessica was upstairs sleeping somewhere. Suddenly I wake up to the sound of the basement door opening and someone coming down the stairs. Its Jessica. She comes over to me, doesn’t say a word, lays down on top of me and starts kissing me. We kissed for awhile, and then she kind of shifts over to the side, reaches down and starts undoing my belt and pulls down my pants. Pulls my dick out of my boxers, pulls her dress up, pulls her underwear to the side and mounts me. She starts riding me. She came twice, once almost right away and then one more time, and then I tell her I’m about to cum. She rolls off to the side, pulls my shirt up, and jerks me off onto my stomach. She gets up, gets herself together, kisses me, and leaves. Literally never said one word to me. She just got up and left me laying there covered in cum. So I went upstairs and cleaned myself up as best I could, and went back to sleep thinking, “What the fuck…?”

The next day we all went out to breakfast, and she acted totally normal. Like nothing ever happened. We just went about our business, never spoke of it and nothing else ever happened between us. To this day I still can’t believe it happened. About 2 months later they broke up and I got kind of nervous she would say something about it to John or Jake, but she never did. We never spoke again after that, I’d see her randomly around town and we’d say hi but it was just that random one night stand and never again.

Source: reddit.com/r/gonewildstories/comments/9tub9g/fucked_my_best_friends_younger_brothers