I started masturbating to orgasm when I was 12. By 13 I wanted to fuck, and got to fuck someone but it was another boy. I fucked him and he would fuck me. We'd also suck each other. We did it because we couldn't get any girls yet and just wanted to be inside someone and cum. Eventually he turned into a jock and stopped having sex with me and started with girls. I still couldn't find a girl to be with me, they and other boys teased me because I was so small and thin with long black hair.

My old friend would come over sometimes (I guess when he couldn't get any pussy) and would fuck me sometimes, but always threaten me to keep quiet about him doing it or he'd beat me up. He didn't need to worry. But his fucks were less caring and slow and turned into very urgent, rough fucks just to get him off as quickly as possible and ten he'd make me suck his cock clean and he'd pull up his pants (he never got totally naked anymore) and would leave me with a gaping butthole full of his cum. In the meantime I was now 15, with a tiny 4" cock that has never even seen a naked pussy or tits in person. Unknown to my old friend, I was then getting fucked by 3 other guys, ranging in age from 19 to 42. The older two were married men and were bi, as I'm assuming they fucked their very attractive wives. One of them, the 37 year old would show me naked pictures of his wife, some posing, some getting fucked, even anally and a lot of pictures of her peeing, and some pictures showed cum leaking out of her just fucked pussy. I liked the creampie pictures most. He would take pictures of his creampies in my behind almost everytime.

I am now 17 and still see the two older men though the older one and I did get caught by his wife fucking in a motel. But he still keeps seeing me. I also see another man who is 50 years old. He is divorced, and lives in a huge mansion in the rich area of town. We've been having very nice sex, very slow, patient, and he will even let me masturbate sometimes while he is inside me, and sometimes he will use his hands on me and a few times his mouth to make me cum too. He is a very sensitive lover, who though pinching my nipples very hard, doesn't cause me any pain when making love to me. He is a HUGE cummer, even at his age he cums about 3 to 5 times as much as a typical teenager does. He loves the way I suck him. Last weekend was a bit different. I went over to his place, he gave me a car to drive, it was Friday afternoon, and he had asked me to stay until Monday morning with him, spending the night in his bed and in his arms. All the while making my butt and my mouth available to him.

He took me immediately to the bedroom so I thought he was horny and turned to kiss him, and he moved my body around facing the bed. He had several wardrobe selections of women's clothes for me to spend the weekend in. He didn't want any "boy" clothes. A woman came in and he told me to strip. Very embarrassed to be naked in front of her I did it and she took me naked into the bath and taught me to use make up, and put some body in my hair, and brush/dry it with headbands so I looked like a teen age girl. Then she selected a set of stockings with garter belt, and a pretty pair of panties with matching bra. The bra as padded and she showed me how to put on stockings and garter first, then panties so I could take them off and he'd have access to me whenever he wanted and I'd still have sexy garter and stockings on while I was getting fucked. I put on a slim black dress, a diamond necklace, and passed his inspection. She then showed me other things to wear, including sexy undies and lingerie for bed time. As soon as she left I got bent over the sofa and fucked for 30 minutes with him screaming in orgasmic delight and I felt as if I'd truly found myself. That night in sex lingerie I got a mouthful of cum and a butt full of cum as well as the next morning getting the day started with a large cock pistoning in and out of me. I spent the entire time dressed as a girl, we even went on dates outside to restaurants and the theater. On Saturday afternoon Kyle said he had to leave, but was having someone over to take care of me. I thought it was all over as he was passing me off to another guy and he didn't want me anymore. But that wasn't the case. It was Donna, the woman who put me in the clothes and taught me some makeup tips.

She came in and immediately got naked. The first time I'd seen a real pussy and tits in person. She took me into the bedroom and over 3 hours I got sucked by her, licked her pussy, fucked her pussy and also fucked her butt. Kyle had this planned the whole time. He just wanted his turn first. After a while I recouped, fucked her with my little cock (she and he call it my clit) and then she left showing me her hairy creampie several times before she left with no panties on, and cum dripping down her leg. Kyle came back I thanked him with the best sex ever.

I love this and I now feel as if I don't belong back in my "boy" clothes. I got fucked by one of my married guys this morning and he liked me in bra and panties too. I really want to be fucked and live as a girl. Kyle I think wants it too. He is having me over again for a long weekend, Thursday through till Tuesday. The whole time I will be his girlfriend.