Where it happened: My Bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
Well me and my 20 yr. old girlfriend at the time had been dating for a few weeks and she slept over on two occasions, the 2nd and 3rd dates, but we had not had sex yet. I ate her out and she sucked me off, but other than that nothing had happened. She said she wanted my first time to be special and she also said she had been with 3 other guys sexually before me. I hope 3 doesn’t mean something like 6. So anyways she came over to my apartment and even cooked for me. We ate on some towels on my floor and listened to some music. Afterwards we started making out and after a while of that we moved over to my bed. It was at about this point that I took off her top to find out she was wearing lingerie. It was red lingerie and she wouldn’t allow me to take off the top – I guess so I could savor it. After seeing the lingerie I knew my virginity was finally finally going to end. We continued kissing for probably 10-15 minutes and then I took off her pants to see her lingerie bottoms. Wow, very hot stuff. She was skinny and about 5’3” and also very athletic from gymnastics so I felt really lucky. I kissed all around her body and finally removed her top so I could suck her breasts and nibble on her nipples. Then I removed her bottoms which was easy because there was strings on the sides which gave me easy access to her pussy. Once the bottoms were off I went downtown and licked her clit and kissed her thighs and pleasured the hell out of her for a while. Then she took off my pants, my shirt was already off, and she sucked my cock for a bit. Then she pulled out a condom and this is where the trouble began. I guess seeing a condom puts on too much pressure or something because I went limp instantly when she began to put it on. So we continued kissing and later on we tried again but once again I lost it. Finally we tried a third time and I made sure she was on top this time and I was able to get the condom on and she slid on top of my cock and rode me. Best feeling ever hands down. I only lasted a couple minutes but they were an awesome 2 minutes. She just rode my cock and stroked me up and down as she hopped on top of me. Later we tried again but wouldn’t you know it I lost my erection again. Once more a week later I couldn’t get it to work. So I asked if we could ditch the condoms and I never had a problem again. Plus without the condom felt so much better. But I don’t condone this method, I just got lucky that her birth control worked and that she didn’t have any stds to pass onto me. So that was it. She dumped me about 3-4 weeks later which I’m still trying to recover from, but at least I finally got to post my story on this site which I’ve wanted to do for about 5 years now.