Where it happened: dorm room
Langauge: English
Sex: Male
Rating: 6
Category: Straight
My girlfriend and I had been dating for only a couple of months. We hadn’t had sex yet, although I would go down on her and she would give me handjobs, and we were pretty happy with things so far. It was Halloween, and my girlfriend dressed up like a cheerleader, and something about the costume really turned me on. We were going to a party at my dorm (she lived off campus) and I tried to convince her to stay home and we could practice some “extra-curricular activities”. The thought of going down on her while she was wearing her costume was making me so hard. However she really wanted to go to the party, so we went.
During the evening, she kept pulling up her skirt, pretending to flash me, even though she had panties and that underwear cover that cheerleaders wear, whatever it’s called. This kept turning me on, and I was wishing that she would flash me for real. Things were wrapping up and she intended to go home because she didn’t bring a change of clothes with her and she didn’t want to go home in her costume the next day. I begged her to stay with me, and although she was tempted, she didn’t. I did get her to agree to come over the next day and bring the costume with her though.
She showed up the next day and I greeted her with deep, passionate kisses. Then I asked if she’d change into the costume. I left the room while she did, so her semi-nakedness wouldn’t turn me on, but just thinking about what we were about to do did it anyway. I went back in and she was sitting on my bed, wearing her hair back in a ponytail, the short skirt riding so high up her legs. I pushed her back onto the bed and climbed atop her. We made out for a while, our hands exploring each others bodies. She could feel how hard I was through my jeans, and I could tell she was getting really aroused because she kept grinding her crotch into mine.
I kissed my way down her body and removed her panties, leaving the rest of the cheerleader outfit on. I gently licked her pussy, then focused entirely on her clit, just the way she liked it. I brought her to orgasm in just a few minutes. I loved the way her hips bucked against my face just before she came to make it feel just that much better for her. She almost always had to just lay quietly for a minute or so after I went down on her to recover. Once she did, she sat up and laid me down. She pulled off all my clothes and then began to jerk me off, like we always did. This time I stopped her though. I reached into a drawer, and pulled out a condom that I had bought the night before after she left. She got a big smile on her face and took it from me, opened it and rolled it down my hard shaft.
While this would be my first time, it wasn’t hers, and she had told me that she really liked being on top, so I helped her straddle me. She took my cock in her hand and slid it inside her as she lowered herself on me. Even with the condom, the sensation was nearly overwhelming. She had to wait for just a minute to get comfortable with me inside her, as she hadn’t had sex for a long time, and I am really long. Finally she started to move on me, rocking back and forth. I pushed up to meet her and we continued like this for a while.
I had her take off the top of the cheerleader outfit, because I wanted to fondle her breasts, and watch them bounce as we fucked. Occasionally I leaned up to lick and suck her nipples. Then I wanted to see my dick going in and out of her, so I asked her to lift her skirt, which she did. The sight of it made me cum immediately. For my first time, I figured I lasted a pretty long while. And she had no complaints.
Something else she had told me before was the fact that I don’t go soft after orgasm, which apparently her previous boyfriends had, and this time was no exception. So we tossed the used condom, I dug out another one and we kept going, but this time I was on top. Since I had cum already, I lasted much longer this time. We both worked up a sweat and she had a couple of orgasms before I came again. She clenched my cock so hard when she came that I was surprised I didn’t cum with her. We were exhausted, so we just cleaned up and then cuddled together. Later that evening though, we used the last condom in the pack. This time we were both fully naked, but it was no less pleasurable for that. Besides, I think we both gave each other plenty to cheer about earlier. 🙂
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