Where it happened: Her House
Langauge: English
Sex: Male
Rating: 5
Category: Straight
J and I had been dating for almost a year, off and on. The first time we made out we were actually studying for the ACT, and then got side-tracked… she was always good at distracting me!
Our first time we had sex was shortly after prom, in late May. She was sick and her parents weren’t at home, so I went over to her house with some ice cream and a movie to help cheer her up. She answered the door in short denim shorts and a baggy white t-shirt tucked into them. She threw her arms around me and kissed me, and then led me into the living room.
She had long straight dirty blond hair, green eyes, and the sexy-cutest freckles on her cheeks. She was only a couple of inches shorter than me (I’m 5’10”), and she had 34C breasts and an ass that just wouldn’t quit! As she led me into the living room, she lifted her arm and I could see her white silky bra where her t-shirt sleeve was rolled up.
We sat down on the couch and watched “Casablanca” – the movie I brought, while we ate ice cream out of the carton. We were both in good shape – we were both swimmers at the time – so eating wasn’t an issue. After we were done with the ice cream, I sat her down on the floor in front of me and started giving her a massage. I gently started to run my fingers down her front, so I could fondle her breasts. She responded by moaning gently, and then laying her head back against me and sticking her chest out. I ran my hands down her stomach and along her shorts, and then i gently caressed the inside of her shorts, along her panties. By this point, there was no way we were going to watch the movie!
She turned around and pushed me back onto the couch and started kissing me on my mouth, and then down my neck. She had unbelievable fingers that give me goosebumps to this day just thinking about them. She ran them up and down my hair and back, and my cock got hard the more she pressed down against me. Then she said, “I think we should head upstairs.” I did not disagree!
She led me up to her room, and then began running her fingers along my body again. She took my shirt off and kissed my chest and stomach all over, running her fingers around my butt and across my cock while she was at it. I was about to burst out of my shorts! Then I took the lead and took her shirt off and massaged her perfect, 17-year old perky tits. I took the bra off and sucked on her light-colored nipples for awhile. Then I slid her shorts down, and lightly kissed the outside of her panties. They were soaking wet! I pulled her panties off and ran my nose through her neatly trimmed pubic hair.
She laid me down on the bed, and took my shorts and boxers off and sucked my dick for a little bit. She had done this many times before, and was a definite dick-sucking master! But then she stopped and said, “I want you inside me.” I did not disagree!
I turned her on her back and laid on top of her. Then I had to do some maneuvering to figure out how to get my cock into her. It was a little awkward at first, but she wanted me as badly as I wanted her, so we managed it. The first time didn’t last that long, but it was somewhat special and when I came inside of her, I’d never felt anything so wonderful in my life.
We dated off and on through college and would have many more sexual adventures, including in her parents’ hot tub, in her backyard, in her pool, in the shower, in hotels, and even once in the woods above the football stadium at my college in New York. We’re both married and have grown apart, but that first time is still very special to me.
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