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Matthew’s Unexpected First

Age when it happend: 17
Where it happened: Her room, in her bed
Langauge: English
Sex: Male
Rating: 5
Category: Straight

Okay, I had always said to myself that I would do one of two things. I would either wait until I was married, or I would only have sex if my girlfriend wanted it and I felt like I was comfortable and ready. Well, I’m not married, but she wanted it, and I was comfortable and ready.

A little background. I had never had a girlfriend in real life before her. She and I have been going out for about four weeks, but we’re already in love. We’re just so comfortable around each other. Her friends think we’re disgusting.

Anyway, on to the story. I was over at her house, in her room. We were laying on her bed, watching Not Another Teen Movie, cause I’d never seen it. It finished and we started cuddling, as usual, and making out. I fingered her for a while, which she seemed to enjoy a lot. And, after a while, I started eating her out, which she seemed to enjoy a lot more.

Afterwards, when she let me kiss her again (she’s a major germaphobe) we went back to making out, with her pants and underwear still down. We were constantly saying how much we loved each other. Suddenly, she asks me to go in. I was kind of reluctant at first, because I thought that was just her hormones talking, but then I agreed and went in very slowly, so as not to hurt her.

Now, she wasn’t a virgin. However, I, unknowingly until recently, am pretty big, which is why I went slow. Eight inches, and as big around as my wrist. And I thought I was average.

Moving on, we just layed there, with me inside her, and kissed each other for quite a while. However, eventually, I accidentally pushed against her some, and got a soft moan out of her. I realized that I was rubbing up against her clit, and I decided to give her as much pleasure as I could. So, I started going in and out slowly. I kept asking her if I was hurting her, which she kept saying that I wasn’t.

Eventually, after about fifteen minutes of that, she heard her mom coming down the hall, so I pulled out and pulled the covers over us while we pulled up our pants and pretended that she was asleep in my arms.

Neither of us came, but that wasn’t the intention. I was only trying to give her pleasure and release the sexual frustration that she had been building up (I’m apparently very frustrating in that way to her). She was two days off of her period, so we knew that we were safe as far as pregnancy, and she knows that she doesn’t have any STDs, which means we’re both clean.

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