Losing His Virginity
I'm very shy and I've never been very good with women. I graduated from high school a virgin. I thought once I was in college things would be different, but even after a whole year of trying I was still a virgin. Even when I think about that time in my life I get depressed.
That summer it seemed like I was never going to get laid. I had a shitty job in a restaurant that kept me very busy and mostly without even seeing any women- at least any that were interested in me. I joined an Internet dating service out of complete desperation and I can't say I've ever done anything better in my life.
My first time turned out wonderful. Her name was Vanessa and she was a divorce. She was 27, a little older than me but she didn't look like it. Her breasts were nice C cups and she had a beautiful hourglass figure.
Even though she looked fine, her best feature was her attitude towards sex. She was a very patient teacher- and she found my inexperience a turn on. In my wildest dreams I'd never thought I would ever get a woman as beautiful as her to have sex with me, never mind be the type of guy she was looking for. I know that it's weird, but I always thought that women like her belong in movies, not having sex with me.
We arranged to meet in a restaurant and she was very forward. I had the impression she was in complete control the whole time. She grilled me about my past experiences and I don't know why, but I confessed that I'd never actually gone all the way with a girl.
After talking for about twenty minutes it became very clear that she wanted to leave. We hadn't even ordered yet! At first I thought that she wanted to end our date, but when I said goodbye she rolled her eyes and asked me if I liked her. I nodded that I did and she said, "Let's go somewhere a little more private where we can work on that virginity problem." I was completely floored. And I'm very sure that people in the restaurant noticed that I had an erection when I got up, but I didn't care.
The restaurant was on the shore of a small lake. We went for a walk. It was a beautifully warm night. We sat down on one a rock and enjoyed the view for a moment before embracing in a long kiss. She squeezed my cock through my pants and before I knew it she was on her knees in front of me undoing my zipper. I almost panicked, but she told me to relax and then placed her mouth around my fully erect cock. I had no idea that getting head felt so good, I mean, everyone says it's good but I had no idea it would be that good. It was so warm and soft I couldn't help coming in her mouth after only a short time. She told me she liked how my come tasted.
I was still hard, but she asked me to lick her pussy. I couldn't say no, especially with her begging me while pulling her tits out of her dress and kissing my neck. She took her panties off and pulled my head under her dress. It was completely dark, but I found my way with my tongue. I'm proud to say that I gave her an orgasm by licking her cunt. Feeling and hearing her tense up during her orgasm was one of the most erotic moments of my life.
When it was time to fuck she got on top of me and guided my cock into her pussy. I think I came fairly quick, but it seemed like an eternity. After that we cleaned up as good as we could with some tissues in her purse and I went home with her where we did it all over again. We dated for about a month after that and I must have fucked her a hundred times before we broke up.
I've had quite a few women since Vanessa, all through Adult Friend Finder and I've had more sex than I'd ever believed possible. The only disappointment I've had is that I haven't found a woman that loves it in the ass as much as Vanessa did. I'm not sure if I've ever had such a powerful orgasm as the one on the break wall where I pumped a load into her butt. It seems perverted to write it down, I never thought I'd be an ass freak, but I guess I am.
I feel like I'm leading a normal college life. Sex is awesome and I know why people say college years are great. I am never going to stop meeting babes on the Internet. I can't imagine why I didn't start sooner.
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