It really depends on the personality of the guy.
I can think of two people I recently met - surprisingly they both live somewhat close to me.
One is several years into his transition but is very vocal about things. I told him I wanted to keep things quiet about me and while he never actually outed me, he has made some comments in public that people could have heard..that kind of thing surely made me uncomfortable.
There's another guy I know who likes to (often) talk about the girl's jeans he wears. I never see the point of why he brings it up. It's kind of like
I'm a man, GRRR! But look at these jeans, I bought them in the girl's department,
I'm not trying to make fun of this person but he
has said such things..He lets people call him his birth name& use female pronouns while I stick to his male name and pronouns. It's definitely uncomfortable for me. I really don't care what clothes people wear but..he always wants to bring it up when I don't care to talk about clothing..
There's one other guy I met awhile back though he always acted like I was much younger than him& therefore didn't know as much about trans-things. I was put off by it.
I think if I met a trans man whose personality I fit with, I'd be fine.
I think I'm better off with those born anatomically male or stealth-y guys as most times I don't want to think about being trans anymore than necessary..and the guys I've met thus far want to bring it up often.