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Jason

Where it happened: In an alley
Langauge: English
Sex: MALE
Rating: 7
Category: Straight

I was going out with Anna for eight months. She . We really loved each other and wanted to get married. But she wouldn’t sleep with me. She was a really good kisser, used to drive me mad the things she did with her tongue. She let me put my hands inside her bra and squeeze her tits and put my hand in her panties and finger her, but she wouldn’t let me even take out my dick. She’d rub the front of my pants till I came but if I tried to pull down my zipper she’d walk away. One night I said ‘Aw, come on Anna, I’ve got to have sex, I’ll die if I don’t’ and she said ‘Well go to a prostitute then.’ I said ‘A prostitute? I wouldn’t even know where to find one.’ She said ‘I’ll show you.’ We went into town and she brought me to this street and there were all these women standing at the kerb. She said ‘Go on, take your pick.’ I walked down and looked at them all and there were some real dogs but half-way down there was a girl only about the same age as Anna. She was in a teeshirt and jeans and she looked really sweet, like somebody’s sister. I asked her how much and she told me and we went down an alley. She took out my dick and pulled up her teeshirt to let me feel her tits while she got me hard. I couldn’t believe I was about to do it with this girl. When she figured I was ready she put a condom on me, then she pulled down her jeans and her panties and then turned her back. She had the cutest ass. She said ‘You’ll have to do it doggy.’ I was so innocent I didn’t know what doggy meant but she bent over and I could see her pussy lips and I was as hard as a rock so I stuck it in. Man, it felt good. She was surprisingly tight. I thought a prostitute would be wet all the time but I guess she was young and kinda new. After a while she loosened up and I could really pump her. When I looked around I suddenly saw Anna peeking round the corner at us. That got me so excited I came straight away. When I went back to Anna she said ‘Are you happy now?’ but I said ‘No, I want to do it with you.’ Eventually she gave in and I fucked her the same night.

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