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Pleasantly surprised

Age when it happend: 18
Where it happened: At my girlfriends house
Langauge: English
Sex: Male
Rating: 5
Category: Straight

I’d gone down on my girlfriend a few times, and it had been really good; on one occasion I made her orgasm four times in quick succession. I really enjoyed it, giving her pleasure, but I was beginning to worry that I wouldn’t be as good when it came to sex. It wasn’t to be her first time, so of course I was fretting about how I would measure up, so to speak. On the night when it happened, we were on her bed kissing. Earlier that day I had gone down on her and she had given me head for the first time, which was incredible.

We stripped together, and I began to eat her out. I really love the taste of her, and the pleasure I can give her, but before long she stopped me and told me to kiss her. I knew this was what she wanted, but to begin with it was extremely awkward. I’m not especially large, around 6-6 1/2″, but it seemed that she was too tight. She was on the pill so we weren’t using a condom, and I was finding it hard to get in. I asked if she wanted to get on top but she said it wouldn’t really help, but a condom might. After putting one on, and a little more awkward poking and prodding, and me feeling like a bit of a fool, I was in.

I began thrusting slowly; the feeling was incredible but, though I had worried, I knew I wouldn’t be coming any time soon. My girlfriend was clearly enjoying herself and told me to go deep and stay there. She began gyrating, telling me this was how she usually came, and before long she did. I was so proud that I had made her come, having read that so many women don’t come during sex at all. I asked her if she thought she was wet enough to try without the condom and she said I should try.

This time I slipped in easily, and before long she was coming again. I was ecstatic. Now I was confident, and asked to try entering her from behind (I’d always suspected I’d enjoy it). She said it was an awkward position but we could try. Before long she uttered the words “No one makes me come like this” and she was away again. I couldn’t believe it, and next asked her to get on top. She took me deep inside her and rocked back and forth. To begin with her large pubic bone was a little painful, but she moved up and it was plain sailing again. I think she came four times in all, and the last time (from behind again) I came too.

For me, the feeling itself was great, but not the best part. I was just so happy to have made her feel good, and I felt closer to her then I ever had before. Afterwards we lay together for a while and talked about it. She was impressed by my performance (as was I) and mentioned that she was anxious about how good I might get. I know for many guys the first time is embarrassing, and I was certainly prepared to ejaculate prematurely; it was entirely what I was expecting. However I needn’t have worried. I know that the reason why it was so good (at least the reason why she came so many times) is because it was natural and meaningful. There was a lot of foreplay and we both felt comfortable with each other. I hate think what it would have been like had this not been the case.

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