The Summer after high school I started dating the sister of a teammate from my hockey team. We were both 18, and she had a smoking hot, petite and tight body. We had only been dating a few weeks and but I kinda assumed she was more innocent than she ended up being, so we had only done some pretty innocent make-outs to this point.
She lived with her mom (divorced parents) and brother (my teammate), but on one weekend her mom had to leave to an emergency (sick family member) and I went over to "console" my girlfriend. It was already pretty late (at least late enough for it to be fully dark outside in the middle of Summer) and we just turned on a movie (Drumline) and started cuddling on the living room couch. To this day I don't actually know if her brother was home in his bedroom or if he was somewhere else, but regardless at some point we started making out and it got extremely intense, one of the most passionate moments I've ever had.
She was wearing some little booty sweat shorts and a white tank top, and I was in basketball shorts and a tee. After we started kissing, she ended up on top of me, straddling me between her legs laying on the couch. Up to this point I hadn't explored any "private" areas with her in past hook ups, so I was still a little timid not knowing her level of comfort. But I wanted to make her want me to go up her shirt, so I would rub my hands over her body and inch closer and closer to her butt/bra/perky tits with each movement. I would start rubbing her back, going up and down to lift her shirt up a little bit, then taking turns as my fingers grazed her butt, and then higher towards her bra. With each move high or low she starts kissing me deeper and her hips are starting to thrust against me making me harder and harder, and I know she's enjoying herself.
At this point I've maneuvered my hands along her ribs, and gradually made my way up higher and higher to the point I'm grazing my fingers along her bra. I can tell she's into it and as she grinds faster and faster I decide to lift her shirt up entirely as she raises her body and lifts it over her head, showing me her stunning teenage body with just booty shorts and a tiny white bra. She also removed my shirt and I pull her down against me and it feels so good to feel her skin against mine. But I can't get enough and I start to fiddle with her bra (I wasn't super smooth with bras just yet lol) but after a few attempts I unhook it and she quickly removes it from her arms and tosses it on the ground. I can still remember the warmth emerging from her bare skin onto mine, feeling her soft titties against my chest, and I still crave that feeling to this day whenever I'm with a woman.
I grab her ass and pull her higher allowing me to kiss her neck and make my way down to her boobs and suck on her nipples. Both of us turned on to the max and now my hands explore their way between her butt cheeks (but outside of her shorts) to the point that I'm pressing my fingers and rubbing them on her pussy as she's grinding on my hard cock. Eventually I end up cumming in my shorts (she recently told me that she did as well although i didn't know it at the time) and we naturally slowed down before the movie ended and I went home. I came back the next morning (her mom still gone) and we made out a bit througout the house, I specifically remember lifting her up on the bathroom sink and pressing myself against her as she wrapped her legs around my waist. I have a LOT of fun stories with her over the years and we still talk to this day, trying to plan a hook up even though we are both married (although my wife knows about it and we have an open relationship), but the movie Drumline always makes us think of each other right away.
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