someonehairy-ish said:
On the one hand, I'd like to think that if I like someone enough then I'd be ok with them being a post op transsexual.
On the other hand, holy shit this girl used to have a penis. Ohgodohgodohgod D:
So. Yeah. Make of that what you will.
I think that's the basis for the hope of 'If I date them for a bit, but don't tell them right away, this could work'.
If you tell someone right away, even if that person is on the fence, they'll shut you down - almost guaranteed.
If you wait, let them get to actually know you, develop an attraction (emotional) to you, and then tell them. Suddenly they have a real question, now it's 'we have something, is this person I know and care about worth it' as opposed to 'there's nothing here yet, is this stranger worth it'.
Some will still shut a trans person down, but some will be shaken by their connection to the trans person, and will keep giving it a legitimate shot, and that's really (i think) the best a trans person in this day can hope for.