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."