That sounds like a recipe for disaster. I mean how long exactly do you plan to talk to him before meeting him? Despite what I practice, you don't have to end up in bed with someone on the first date. (In fact I discourage it... again, listen to what I preach, not what I practice.) I think that actually meeting someone and hanging out with them a few times is incredibly important to see what kind of person they really are.
Pre-op dating is a scary thing. I've kissed .... 3 people who didn't know my status. One guy, well, he maybe found out from friends. I never e-mailed him back. Drunken party stuff.
Another guy offered to give me a massage after I'd been beaten with a belt. It ended up going into a long, long makeout session (where I got topless - hey, my tits pass, sweet.) I told him a few days later my situation because he was crushing on me super hardcore, and I had to let him know that I wasn't interested in him (after a few of my female friends said they didn't consider themselves safe alone with him.) He ended up being more excited when I told him I didn't have a vagina...
I told my girlfriend at the end of our first date after we'd had a lovely dinner, dancing, and quiet girly snuggling afterwards. I felt something amazing with her and I didn't want to find rejection later on. It hurt me a lot to break the spell - because the sapphic energy we had going was something I'd never felt before in my life and hasn't been the same since I outed myself... but she still can't see me as anything but a girl. And we're happy that way.
Living in this relationship currently, I can't possibly imagine how I could stay stealth with a partner post-op. There's just too many details, too much of a past life...
my life looks pretty... unsuccessful in my eyes, if you don't realize what I've gone through. After I told her the whole trans spiel, she told me that she thought I was a stronger and better person for it and was glad that I'd told her. But she's a unique angel, I think.
At the same time, my god it's a great feeling just to be seen naturally as yourself. Oh well. Nothing I can do about that til post-op anyway.
I think, if he were not accepting, that he'd be MIGHTY PISSED if he told his whole family and friends about you and then found out. Plus the internet makes everyone more desirable. If he likes you after a date or two, then play it by ear.
Also be ready to kiss on said dates.