This might be overly Dr. Phil-ish, but I'll risk it:
Y'know, at some level you don't ask women out because, time after time, you're assuming that you're not "her type."
Dude: EVERYBODY is somebody's type. Think of the staggering array of women you find attractive...and remember that there are plenty of women as randy as you. Randier, even, and they're definitely noticing a good array of attractive people. People are programmed to find others attractive. It's a powerful force. Don't assume that that force doesn't apply to you.
So. Get over that. You're hearin' me, me?