Story time, over sharing but I don't care. It wasn't like it was difficult or it was exactly the goal it just happened. Passing transwoman seem to be kinda rare but they do exist outside of porn. I met her on Tinder about 4 years ago and I was super nervous. She made sure I knew she is trans and I told her I don't care I just thought she was pretty, after a couple days she took a cab to my place we had a couple glasses of wine to take the edge off and then we went to my bedroom. We were both pretty nervous still, she had started her transition a year before and hadn't been with anyone since, had never had a boyfriend (she is a golden one, never even touched a pussy ever) and although I had a transwoman once give me a BJ I had never had sex with anyone who was biological male. It was fun, and she said I was a real man and fucked her like a real woman, made me feel extra alpha she had small breasts nice abs has a small pp and was totally submissive we had several encounters where she would come over in the evening all dolled up with pretty makeup and outfits and stay super late, I got sick of dropping her off at like 3am so I told her I would drop her off in the morning and that eventually turned into her just staying. We lived together for about a year and I had a few of my old regulars get pretty upset when they found out I chose a trans over them. After a year she left for a bit, we got in an argument when I was on about 200mg of Tren, she was have some mental health issue hadn't shaved used a man voice to yell at me, I wasn't having it it felt like a physical challenge from a man and she got scared when I pushed her, nothing too crazy just a push and she fell over, I apologized but she was gone the next day and blocked me on socials. One day on her birthday she called me out of the blue and wanted to go for a walk in the park so I met her and she came back to my house for sex and she never left that was over 2 years ago. She had spent close to a year as some kind of nun in training at an Orthodox Church. She passes as female and her voice is female but most people know she's trans, my city isn't that big and rumors spread about the jacked dude who fucks trannys. Idk if my daughters know but we've never talked about it, they love her as a stepmom because she has been in their lives for a long time now. She is the only partner I've ever had who will randomly have women approach her and say she's pretty or that they love her dress or how do you do your eye makeup like that etc. she says I'm brave for dating her but I don't think so I just don't really care what anyone thinks, my coworkers and employer know and nobody has ever said anything rude aside from the occasional joke like "you parked about as straight as you are" etc I'll also make jokes like I'll say something like "this is the gayest thing I've ever seen or done and I've fucked dudes"