As a gay trans guy I've found dating absolutely impossible.
I had two decent relationships with guys before I had fully finished transitioning. Both guys considered themselves straight before dating me, and were originally attracted to be as a female-looking person. The first guy was my boyfriend before I came out as trans, and he took the news very well. He was fine with me being the dominant partner sexually, and didn't mind that I didn't want to take my clothes off during, so we got along fine. He opened up to it slowly and now considers himself bi, but out relationship didn't make it through the two years I spent being bounced around by medical professionals who repeatedly refused to treat me. I was a mess back then and dumped him because I didn't want to drag him into my ->-bleeped-<-, but we've stayed friends since.
The second guy was good friends with me before we went out, and knew I was trans before we ever dated. He always treated me like a guy and was happy to discover he liked being dominated for a change, but he had a long-term girlfriend and I was the guy on the side, so everything was just so messy it all fell apart.
Both of these guys only stayed with me because they knew me very well before the topic really came up, and originally viewed me as female.
Since finishing my transition and moving to a stealth life, trying to date guys has been impossible. No gay guys want a dominant partner with no dick.

The problem when meeting new people now that I'm stealth is that the topic of being trans needs to be broached, and that's where the real issue is. If I lead with it absolutely no one is interested; gay guys run for the hills. If I don't lead with it, and hang out with a guy for a bit to get to know them, when I do tell them I've 'lied to them' about who I am. Cue Admiral Ackbar's 'It's a trap!' I'm damned if I do and damned if I don't.
I've been trying to date for around four years now (currently 24 y/o) and never had a single kiss since the last 'straight' guy. Maybe it's nothing to do with the fact that I'm trans (I could be super ugly or just an unappealing person), but as far as I can tell it is the trans aspect that's ruining things for me every single time.
I've absolutely given up.