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 Adult Friend Finder 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 with a two year old son. She was 27, a little older than me but she didn't look like it. There was also nothing about her body that gave away she had ever had a baby. 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.
The entire experience has been burned into my mind. I was so nervous I felt like I was going to piss myself even though I didn't have to go. We arranged to meet in a restaurant and she was very forward. I had the impression she was in complete control the whole time. It was like I was on trial. 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 she 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 (I won't say where because it's a small town too). We went for a walk along a break wall made of large granite rocks. It was a beautifully warm night. We didn't say very much. We sat down on one of the rocks and enjoyed the view for a moment before embracing in a long French kiss. She squeezed my cock through my suit 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 fucked her for a long time and didn't come. I'd whacked off twice before our date and was a little worried I would be tapped out, but then I got the familiar feeling of another orgasm welling up inside my balls. I was just about to come a second time when she pulled away and told me she had something special in mind for a guy who could fuck as long as I could.
She searched through her purse and produced a small tube of lubricant. She massaged it all over my cock and then rubbed some on her ass.
I'd seen a lot of pictures and porno movies of women taking it in the ass and it was something I was a little unsure of. The women never seemed to enjoy it- I couldn't believe that Vanessa was into it. At first I wasn't even sure if I'd like it, but that question was settled in about two seconds. She got on top of me and lowered her smaller hole down onto my cock. I've never felt anything so awesome in my life.
I could feel a whole new set of muscles working on my shaft and when it was in as far as it would go she paused before moving her ass up and down in slow strokes. It was so hot and tight I felt like I wanted to grab her hips and start thrusting my cock as hard as I could- but she had warned me to remain perfectly still and I did as I was told. 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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