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Recently, I was dating a fairly attractive woman. In the course of getting to know her, I also got to meet her son. The moment I saw him, I knew he and I would have to be lovers. He was the absolute picture-perfect, naturally happy girly boy. He had long brown hair, a nice, sun-kissed, brown tan, true brown eyes, and was thin and just perfectly proportional in every way. He is easily the most attractive person I've ever seen. Just unparalleled, androgynous beauty. Also very intelligent and athletic. When I first saw him, I very truly thought he was a flat-chested girl with cute braces, whi… Read more

Not long after high school, me and a group of friends would hang out and party at a friend's house. It was spacious, we had the place to ourselves, and we'd get lit. It was also awhile for me since I'd had sex, after having really good sex fairly consistently. Well, one of my friends (the host) would work all day and then start to hang out, but he'd always end up going to sleep while everyone would still be up. There were several times where I'd help him to bed or just straight up pick his ass up and put him in his bed. Once he had a few, he'd just knock out. So, he'd be asleep, and I'd st… Read more

My first experience was with my older sister. She resembles this star: https://xhamster.com/videos/she-likes-that-daddy-dick-14341021 My sister has a Goth-style, like Lydia Black or Charlotte Sartre, with similar facial features but a voluptuous body (in contrast, I'm dark and muscular, with a black dick). My sister also has a lot of beautiful tattoos, whereas I have none. She can also tan somewhat. We spent a lot of time together growing up and changing our clothes together. At some point, I just started watching her change, even if I wasn't changing myself. I'd also play with her panties… Read more

My first experience with another male was with a classmate in my early life. He looked a bit like this cute boy: https://xhamster.com/videos/young-dumb-boy-whore-gets-his-tight-hole-pounded-9539597 He was a short, cute, and feminine white boy and, my very best friend. He resembled the classic niche pornstar Ryan MacAllen (from A Cat's Tale). His family had game consoles (and tons of porno laying around) and I was sort of a bodyguard for him at school, so it just naturally came to be that I'd walk home with him and play games at his place. My parents weren't around after school, nor were h… Read more

In the past, I had a girlfriend who had a gorgeous, young niece. She was quite petite and with an amazing, beautiful face and body. I'd say if she looked like any porn star, it'd be Trinity St. Claire or Goddess Nikki, with cute, pink braces. She was also a virgin. Similar to her appearance: https://xhamster.com/videos/trinity-st-clair-strips-and-blows-big-dick-2092765 We ended up spending a lot of time together since she didn't really get along with her own family well, and she and I got along great. She was also the daughter of my ex's sister. So, in the course of fucking and cheating on m… Read more

In my early 20s, I met and got to know a homeless girl. I have a very affectionate, charitable spirit, so over the years, I'd buy her pizza, Gatorades, and drive her around to where she needed to go. She looked a lot like the girl in this video: https://xhamster.com/videos/not-brother-fucker-wf-3974208 No matter how bad she smelled or how dirty she was, I always embraced her, hugged her, kissed her on the cheek, and gave her anything she wanted. I asked for nothing in return. This was before my ex-wife and I were married. Not long after my ex-wife and I divorced, just by pure chance (and… Read more