I was very shy in high school and never got up the nerve to ask a girl out. I had a few girlfriends once I got to college, but I had always chickened out when they wanted me to have sex with them. So when I 2 and was still a virgin, I felt like a big loser. Then I met Mandy. She 9 at the time and in my sign language class. We had a date that Friday night (our 3rd), but when I called her, she told me she had a cold and wanted to just stay in. But she still wanted me to come over. We spent the evening watching TV and making out, and after David Letterman was over, the action heated up. We were making out and talking about sex. She never came out and said it, but I got the message that she had had sex quite a few times and wanted to have it with me. I didn’t have a condom, so I ran to the the Circle K to buy one. I told her to leave the door unlocked for me, and when I got back she was in bed waiting. She said that when I saw what she was wearing I would think she was a slut, but she had on a t-shirt and her panties, which I thought was normal. I kissed her a little and then said, “I think I’m overdressed”, and stripped down to my t-shirt and underwear. We kissed for a while, but I was so nervous my cock wouldn’t get hard. I started thinking about what we were going to do and I was worried that i didn’t know what to do, so I stopped. She asked what was wrong and I said, “It’s just that, well, this is the first time I’ve done anything like this…”. She said, “we don’t have to do anything if you don’t want to.” I thought about stopping, but I remembered the times I had chickened out before and how I wished I hadn’t, so I said, “no, I want to.” We started kissing again, and after a while she took off her t-shirt, so I took mine off too. I kissed her some more and played with her tits, they were nice. We kissed a little bit more, and then I stopped again. I was really nervous, I think she could tell so she told me again that we didn’t have to do anything if I didn’t want to. I knew I wanted to, but my cock was still going between hard and soft and I was afraid I wouldn’t be able to. I tried thinking about how I was about to do it, but nothing worked. Finally I started kissing her again, and it started getting hard. She seemed to sense that I was ready, because she reached down and slid her panties off. I thought I’d better get with it, so I took off my underwear and kissed her a few more times. Then I stopped to put on the condom. I noticed that my cock wasn’t completely hard, but I figured it was hard enough to go in, so I put on the condom and started kissing her again. She moved her right leg toward me, so I lifted my right leg over it, then my left and I was between a girl’s legs for the first time, but I had no clue what to do. She helped out by reaching down and pulling my cock to her pussy. She put the tip of it in her and then put her hands on my hips and pulled me all the way in. It felt great, but I wasn’t really sure what to do next. She solved it by putting her hands on my hips and moving me in and out a couple of times. I just kept up the pace she started me at, even though it seemed kind of fast to me. point, she pushed down her hips (to rub her clit on my cock, I think) and bent my cock. It hurt and took away any good feeling I was building up. After a couple of minutes, she came (or pretended to, I’m not sure). I wasn’t ready to come (I probably shouldn’t have jacked off right before the date) and didn’t know if I should just keep going or what, plus I was getting tired so I stopped and rested for a minute. Then I started up, slower this time so I wouldn’t get so tired, but she must not have liked that pace, because she grabbed my hips and speeded me up again. I fucked her for a few minutes and she came (or pretended to) again, so I stopped again. She asked me, “did you come?” I said, “not yet”, and she told me to roll over. We rolled over and she got on top and started up again. She was bending my cock like crazy, it hurt and I wasn’t even close to coming. She grabbed my hands and ran them up her body so I played with her tits as she came (or pretended to) again. She leaned forward and we rolled back over. When we rolled over the first time, my cock came out of her, but she put it back in. This time it came out and I didn’t think she would put it back for me, so I thrust forward and got it back in. I started to fuck her, and the thought went through my mind, “this time I’m not stopping til I come.” Pretty soon, she came (or pretended to) for the time, but I thought, “I’m not stopping.”, so I kept going. After a few more minutes, I could tell that I wasn’t getting close to coming, and I was getting tired, so I stopped to rest. When I did, I kind of squeezed the muscles around my cock a couple of times and then just laid there for a little while. I don’t know if she thought I came or what, but she said, “you don’t have to stay in me”, so I took my cock out of her. I had to pee, so I told her I’d be right back and went to the bathroom. When I got back, she had her panties and t-shirt back on, so I said, “I’d better get going”, and got dressed. I kissed her and told her I’d call her Sunday (we were going to go to my friend’s house to watch movies). She said OK, and I left. I went home thinking, “that sucked.” The next day, I was excited about having done it, and I promised myself that the next time I fucked her I would come. She never let me though, and I didn’t fuck another girl til I 0, but that’s another story…
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Mandy
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