I would be all over it. I have been hit on by gay men numerous times over the years (I live in a college town with a large gay scene), but not yet by a trans. I am pretty sure my wife would actually not mind, but could be risky in how she sees me and what she loves about me.
When I lived in Florence, Italy (many years ago in the '80s) there were lots of shemales on the streets especially in a we called La Cascine. There is a huge park with a loop road. We played soccer there every weekend. During the day it was beautiful but, you would watch your step to avoid the occasional used condom or dirty needle. We had heard about this being the "Stroll" for shemales. I had no interest in hooking up with one but my buddy and I did one loop through the stroll at night on a motorcycle and it was shocking for me. They would be on the side walk in various states of undress with boobs and/or cocks swinging in the breeze. I know that there are other cities that have such places. They are basically open air markets and it is all pay-for-play as far as I know. Not my cup of tea.
Because it being a college town, a lot of the trans femboys here are very convincing, downright beautiful with great figures. Not very many men would turn it down if they knew no one would know they did it.
I'm not opposed to any consensual sex between consenting adults. I think the Steven Stills aptly addressed the situation with the song "Love the One your with."
I have. I looked at a trans escort listing once and surprisingly found myself very attracted to one. Occasionally, I would go back to the listing acknowledging my attraction but no interest in acting on it. I had interacted with attractive trans women before. Just no appeal. Men neither. At least 5 years passed then one Christmas night I texted her. I was outside her door in short time. I had no idea if we would just talk, fuck or some of the many things in between. I was trying to satisfy my curiousity if the attraction would hold in person. Her apartment has stunning views. She meets or surpasses expectations when she opens the door. We have the same coasters as she makes me a drink. Once to the bedroom, she leaves as instructing me to make myself comfortable. I start undressing very very slowly. She comes back in and sits on the edge of the bed. I peek and see her balls sticking out below the dress of her short tight black dress. It is getting very real for me now. I turn around, she sitting back against the headrest on her bed, knees up, legs apart, stroking her cock. She looked absolutely beautiful. I was more attracted than I expected. I thought to myself if I am really going to do this that I would commit to try to experience it as fully as possible. She is not a typical transwomen. She's be on reality shows, was talked about often on the Howard Stern show, articles in magazines and newspapers. I have been with 3 others. All I found very attractive. There is definitely a taboo type appeal to it. But I really don't think it is an excuse to play with dicks. I guess there is some of that. But each of these women I found incredibly sexy in person. And I have met a lot of trans since then. While most are quite nice, very very few spark any interest past a conversation.
If I could meet/pull a trans woman on a par with Daisy Taylor I would marry her! But no.. never had that experience.. there weren’t many around when and where I was younger..
I’ve masturbated to several trans-gender women before. Every one has had nice boobs, ass and a nice dick. If one came up to me and offered, I’d have sex with her.