The Boy Next Door

When I was 7, Donny and his parents moved in next door. He was my age, we were in the same class at school, we walked to and from school together, became best buds and played together all the time. Almost every weekend he or I were spending the night at the others house. When we reached puberty, we did some touching of each other. I was content with that he wanted more. I'm not attracted to guys at all, never was, but he started sucking my cock and I loved it. I tried it with him but I just wasn't into it. That didn't seem to matter he still sucked me all the time and eventually one night in his room while spending the night he put vaseline on his ass and on my cock and I fucked him. I came in him at his request. He seemed to really like it, I was mixed in my feelings, but I didn't want to lose a sexual outlet. I was either getting BJs or fucking him all the time.

By the time we were 16 his parents moved to a different city and I went on the hunt for girls to get sex and succeeded. Eventually though I always got a girl to let me do anal to her as well. It is by far my favorite sex act. I really don't feel I'm bi because it was only that one partner, and it was more about getting off than attraction. I love the feeling of fucking and cumming. It's been all women since.

I live in a large city now, hundreds of miles away from where I grew up. I recently met Denise who is a very successful real estate broker here. She even got me my condo at reduced fees. Denise is super attractive, I mean really beautiful, incredible body as I got to see when she took me to the pool in her building and she was in a very tiny bikini showing her very nice C cup tits and a very shapely body, with the best legs and round ass I've ever seen. I didn't even try to hide my hard cock.

Noticing, she rubbed it, stuck her hand inside my trunks and got it even harder. She took me into a locking bathroom got on her knees and sucked 4 days worth of cum. "mmmm, just like I remember" she said. I ignored it as she took me up to her apartment. Once there she stripped, her beautiful body even more gorgeous as she stood there naked in front of me. Her trimmed pussy hair, those dark pink and puffy nipples she was a goddess. I went to her, taking off my trunks and kissed her, went to sucking on her nipples, playing with her pussy, and reaching around to that perfectly shaped ass. In her bedroom, she rolled over on her stomach and said that this is the position in which I used to fuck her. I was baffled, then (as by now, you have probably guessed) SHE was Donny. She had tried gay sex after she left town, but felt she was really a woman. She transitioned and because Denise. I fucked her ass first, then her pussy. Before dark I had come in all three holes.

Seems I'm back to the first person I ever fucked. I'm very comfortable after I got used to it, that Denise was my best friend growing up and now my girlfriend who gets fucked in her mouth, her pussy and best of all, doesn't try to hold back on giving me anal. It was weird, and honestly I can't tell even with pictures of her from her youth put next to her face, that this was a guy. It was a shock, but it honestly feels right at home.