It's all what you are comfortable with I suppose. I don't have any illusion anymore that women do it for me, so I have only dated men in the last seven years. One before transition that didn't work at all.
I have dated men and had sex with some of them since I started to transition. It's the same as with any two people dating from everything I have seen. Been dating the same guy for 8 months now, just moved in with him actually. I have always been upfront about the ah... dangly bit being off limits. It was off limits to my ex-wife the last few years we were married too. It would be easier if I didn't have a problem there but I do.
I said, when I started, that I would wait until after the surgery. As my unrealistic time line for surgery started to stretch and become more realistic, I just didn't want to wait any longer. Took a bit to find the right guy but the journey was not a bumpy one. I would say that the two biggest problems that I have had that seem to differ from my girl friends are.
1 - The filtering process is more extensive.
They don't have to deal with ->-bleeped-<-s. They they don't have to worry about the guy having fears of social ridicule if your transsexual status becomes known.
2 - The, seemingly unending, series of, "No, you may not touch that."
Not that women don't have to worry about no means no. That we have in common. Just that, once the yes has been established , still doesn't mean that anyone gets to touch me there. I have to get up the nerve every single time before hair removal and not because of the pain. I want the surgery more than I want air, and the hair removal is prep for that but, it... well, I can't explain how horrible it is for me to be touched there. Anyway, some of the guys I have been with, most of them really, keep wanting to go there. I say "most" because some of the men who have had no real interest in that part still wanted to take care of me. I can take care of myself thank you. It's not difficult in the least and doesn't interfere with the process any more than any girl doing the same thing.
Hope that isn't TMI. Just that it is possible to go all the way if wanted.
Maybe that is the real story of being transsexuals. Maybe we are the same as everyone else, all things are possible, just what we have to do to get there. It seems that everything is one more step away for me than most of the people that I know. Okay sometimes it's a few steps. An additional concern. A little more in depth examination of a situation or myself. A little more exposed.
Dating is probably the same. Just that little bit more required.