Where it happened: Hotel room
Langauge: English
Sex: Male
Rating: 5
Category: Straight
The person that I had my first time with was the first person that I ever dated. I was 17 when I met her, and I hadn’t even kissed anyone before. We had a class together, and one day I offered her a ride home. On the 3rd or 4th time that I was driving her home, she mentioned that it might be fun if we “got together sometime” for a date or something, so we started seeing each other. The first date was awkward, but we both liked each other enough to give it another try, and on the second date we ended up making out for like 3 hours on her front lawn! That was my first time ever even kissing a girl. We continued to see each other and we gradually continued to go farther and farther with each other, until 3 months later we were ready to try to have sex. We both lived with our parents and neither felt comfortable trying something at home, so we got a hotel room for the night. That night we were giddy with the knowledge that we could do pretty much whatever we wanted to each other and with each other and there was no chance of us getting caught. We tried and tried to have sex, but, as we both were virgins and weren’t exactly sure how to “do it”, we couldn’t get it in. That doesn’t mean that we didn’t do other things and both had a very good time though! Unfortunately, soon after that first night, I left for college. We didn’t ever get to have sex before I left, but, believe it or not, the distance was good for our relationship. We talked every day on the phone or the internet, and we got to know each other more than we had before I left. We ended up actually falling in love, when before it was more like a hormone thing that was keeping us together. The next summer, we got back together and when we got together we were up to all of our old tricks. But this time we were set on actually having sex. We took a more clinical/practical approach to doing it. One night, she came over to my parents’ house when nobody else was home and we actually managed to get my penis inside of her. Nothing else really happened that night, though, but we planned to get a hotel room together really soon to “do it” officially for the first time.
I remember how excited I was. I got there first and reserved the room and she showed up a little bit later after I told her where the place was. We were both virgins, but since we were responsible and concerned about pregnancy, we had plenty of condoms. We started with foreplay and petting, with none of the awkwardness of the previous summer. Eventually, we got to the point where we were both physically ready and she gently pushed me between her legs. She was very tight (she still is, all these years later) and it took a few minutes for us to work it all of the way in. With the condom on, I couldn’t really feel much of anything until our pubic hair was touching. When I was all of the way in, I could tell that it hurt her a little and that she was scared, but she told me to go ahead and start moving. I was nervous because I didn’t want to hurt her, but I started to pull out, thrust in, pull out, thrust in as slowly as I could hold myself. My girlfriend gasped and whispered in my ear, “Oh my God… we’re doing it… we’re having sex…” This was a moment that we had both waited for for such a long time. I was so happy and so excited. As I kept going and could tell that it wasn’t hurting her (in fact, she seemed to even enjoy it a little!), I started to go faster. With the physical and mental stimulation combined of my/our first time, it didn’t take long before I was cumming inside of the condom. She did not orgasm during the sex, but we took care of that after I had finished 🙂 We spent the entire day together in that little hotel room, having sex over and over and learning as much as we could about each other’s bodies. It is now more than 5 years after we got together and 4 years since we first officially had sex. We are still together and still have sex whenever we see each other, and I can tell you out there that the longer you are with a person, the better it gets. Sex is good, but the reason it was so special to us when it finally happened and the reason that we are still together is the emotional bond that we have, not the fact that we can get each other off. Hopefully those of you that read this will be lucky enough to fall in love and stay with the person that was your first, because I know I wouldn’t trade her for anyone in the world!
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