Where it happened: hotel room
Langauge: English
Sex: Male
Rating: 7
Category: Straight
My girlfriend at the time and I had been dating for a long time. We did a lot of fooling around, but never went all the way. Well, during the summer some we and another couple wanted to make a road trip north instead of hitting the beaches like everyone else. She and I were going to different colleges so we made this our “last fling” so we could end it on good terms, with the possibility of getting back together later if things worked out. After two days of driving we end up in Canada; we found the sketchiest hotel, dumped our stuff and hit up a club. Gotta love those old exchange rates! Those drinks kept coming like you would not believe! Our friends were out dancing on the floor while my girl and I were kickin it at the table. She was taking a drink, her lips pursed around those little red straws, when, cool as hell, just placed her hand high up on my thigh. She turns to look at me so slowly while her hand made its way toward my cock. I tried to return the favor but she crossed her legs and gave me one of those coy looks. She had my “attention” the rest of the night after that. Luckily, A and S were getting tired (or horny I’m not sure which it really was, they did a lot more than we had) and wanted to roll through a liquor store and just kick it at the hotel room. I wasn’t complaining, E, my girlfriend, was working me over hard. All through the aisles at the liquor store she’d rub up on me and put my hands up her skirt (but only for a moment). We got a few bottles and wound up at the hotel. She and I cuddled up on one bed and our friends were on the other. We started watching some late night tv and drinking (if you think America’s got it bad try Canadian late night television, shit’s hilarious). E had her back to me under the covers and started wiggling her skirt up. She let my hands wander a bit, but made me stop, saying, “Your jeans are too rough, take them off.” So I did, and it was like the other couple knew exactly what that meant. They pretty much quit watching right then and started making out and who knows what else under the covers. She turns to look at me with one of those looks again and starts stripping. Up to then we had never been naked together, but I didn’t take long to get an idea of what it would be like. She was on several track and field teams. She had a perfectly toned body, breasts that just fit in my hands perfectly, and pubic hair trimmed up just so nicely. She said she shaved it because of the track briefs (to die for to watch her run in) but the way she smiled when she said it made me wonder. We were making out and grinding against each other, and I thought that it was the greatest. Boy, was I wrong! She got on top and straddled me and I was thinking Oh hell yes! She leaned in really closely and asks me what I feel. Right then she had the lips of her pussy rubbing back and forth on the top of my cock. I tell her that’s what I feel, and she looks over at our friends when S starts moaning really loud. I hadn’t really been paying attention until then, but there was S just riding the hell out of the A’s cock in full view. Then E grabs my cock behind her and starts sitting back onto it, guiding it in. She winced for a second, but I think that I had done most of the hard work back with all the deep fingering. I’ll never forget how blunt she was after that. “Fuck me” was all I needed to hear. She was riding me, and I was so deep inside of her. I only lasted about 2 more minutes before I pulled out and sprayed all over the comforter. Something clicked, and it was like knowing it was my last chance at this. We did it three times that night. A and S gave us so much crap on the drive home, but it was worth it. We kept in touch for a long time after that, but it’s been a couple of years since I’ve heard from her.
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