Where it happened: her place
Langauge: English
Sex: Male
Rating: 7
Category: Straight
I was 19 years old at the time, it was the summer between my second and third year at college, and I really hadn’t ever dated in a serious way. One night, I was out to dinner with a woman, whose name doesn’t much matter to this story. We’d met the previous year and been vague friends. I was attracted to her, and I thought she might be attracted to me, but nothing had come of it so far, and we were mostly friends… In any event, after dinner, we went back to her place and watched a movie, and then talked. At some point, I said something like “it’s so odd having this conversation, when all I want to do is kiss you.” And she said something like “well, why don’t you then?” So we kissed, and she said something like “silly boy, you don’t have to ask to kiss.” And then we kissed again, and soon were making out. After a bit, during a brief lull, she asked if I thought what we were doing was a good idea. At that moment, I had my hand down her pants from behind, cradling her butt in my palm. As above, I had never dated in a serious way, never made out with a woman before… We chatted about whether it was a good idea, and left it a bit ambiguous. She got up to go to the bathroom. I sat on the couch (futon on the floor, actually, I think.) and waited. As she came back into the room, she smiled. Looked at me and smiled. Reached down, undid the button of her jeans, unzipped them, and lay against me, placing my hand under the back of her jeans. Reaching behind her, she moved up against me, and soon, much to my delight, I had (from behind) a finger in her vagina. So wonderfully wet… The first time I’d done that… And her rubbing herself against me, with evident delight. At this point, I still didn’t know how ‘far’ we might go.. But after a bit, if I recall correctly, after I’d added another finger, and had the first one fairly far up into her, she mentioned that her housemates might come home that evening, and that their finding us having sex in the living room would be embarrassing, and that we should move to her bedroom. … We went upstairs, and as she closed her door, she pulled off her shirt and bra, looked at me, smiled again, and said “just so you know, I’m on the Pill, so we don’t have to worry about that.” I briefly thought that there were other things to worry about, but, I was young and stupid, and willing to take risks, especially for sex. We finished undressing…
We lay down on her bed and made out a bit more, and I told her I’d never had sex before, and she seemed to get rather excited by that. She got under me and spread her legs out… I moved forward and she smiled and said “wrong hole, dear…” and she reached down, and moved my penis up and slid it into her vagina… I of course came rather quickly, but she expected that and we made out some more… I moved down to go down on her, and she said something like “are you sure you want to do that?” and I said yes. I mostly worked her clit with my mouth and fingered her vagina; I could taste her own taste mixed with the taste of my cum, which really turned me on. She came, and then she went down on me a bit… When I was ready, she got on top of me and we had sex with her on top. I came in her again, and watched my cum drip out of her and run down my penis as she rode me, orgasming again herself. After that, we lay down together and cuddled for a bit; I was working the next morning and had to drive back home (about an hour drive).
We stayed together most of that summer – it didn’t work out in the long run but it was fun while it lasted. She was, as one might guess from the above, much more sexually experienced then me, and I certainly learned a lot from her. After college I lost track of her, and I sometimes wonder where she is now.
Processing your request, Please wait....
