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It was another year before I got the chance to try to get fucked again, and it was out of town in a bar, and a nice looking guy, total man, who wasn't taking no for an answer when his 8 incher very thick, started pushing into me and hurting me. I felt well broken in by then, however it was back home and my cock fucking a couple of girlfriends in all three holes. She came, and quite frankly during that week I called back to her place 7 times. It was like having a beautiful woman but one with a cock who fucked me. The best was missionary, looking into her beautiful feminine face, seeing her silky skin, my legs wrapped around her. After I loosened up she put me in different positions. I eventually got her 6 inches all the way in me by riding on top. She was very feminine and had great legs and ass, I wanted to fuck her so bad, but wanted to get fucked first.
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I decided it was time when I was 19 almost 20 and I hired a crossdresser.
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Through it all, I tried and tried to get fucked but just couldn't. I still mostly fucked my girlfriends and the odd one nighters that I'd meet. I fucked a couple of other men, that I met through friends and work. I did suck on some cocks but never till they came. Through the time from around 18 to 20 I would sometimes go to the adult bookstores with booths when i was in a different, bigger city. I got my first girlfriend around that time, so I had hetero sex with her, in her mouth, in her vag and eventually in her ass too. I once tried to let him fuck me but it hurt too much, and though I couldn't let him fuck me he readily rolled over smearing the vaseline on his ass and my cock to get fucked. Off and on I fucked him over the next couple of years. The next day at 9am I fucked him in the basement. The first time was in bed, at night about 1am. He asked for it, actually begged for it and I gave it to him. I had my first sex at 15 inside my 15 year old male cousins butt.