Coming Back Around

Back when I was 17 I was regularly fucking this 62 year old woman. She let me do everything possible to her and she to me. She also shared me with her friends, usually much older, sometimes in their 30s and either fat or not good looking. Everyone who were friends knew, most people went naked in her place. She had a nephew who would come over on weekends who was mixed up as to his sexuality, he wanted to be a girl, and was free to be that over at her place. He usually didn't want attention to his penis, so he was in lingerie or just panties and bra most of the time. Eventually; she said enough was enough and she and he used my cock for him to give his first bj. Eventually; she would dress him (now her) in female outer clothes and pay for me to take her out to dinner, movies etc. On return of one of these she told me to sleep with the nephew for the night and to "make him into a full woman". I fucked him three times that night, the first time with him pleading no, but really into it once I got it fully in him. We fucked and sucked for about 8 months.

Time when on, and I got married, had kids, wife left me and I'm single. I met a woman at a coffee shop who said she knew me. It was the old womans nephew. Except she was now fully transitioned to female. We talked for over an hour, and made a date. After four dates she was talking about our first romps at sex and how clumsy she was. That afternoon I wound up at her house, and she had perfected her BJ skills, and revealed a stunning female body complete with B cup tits, from hormones so they were soft and pliable, and a pussy. She had her pussy hair trimmed to a strip that was the width of her pussy lips going up about 3 inches. She said she remembered how she'd trim for me when she was a teen and knew I liked pussy hair that way. So here it was 30 years later and the femme guy I initiated into sex was now a woman with a pussy. A pussy I fucked over and over again. She blew me, and after a month I asked about anal and she didn't like to do that anymore, after all she had a pussy to fuck now. It took another month but now I have a 3 hole girlfriend and am loving it. I think her great aunt would be very approving that we are dating and fucking again.

She is very beautiful, she was very pretty as a teen boy, but as a woman she is beautiful. She has a perfect body, and fucks like no one I've ever encountered. She worships my cock, just like her great aunt taught her.