it's a numbers game. you simply accept that there will be a modicum of embarrassment (largely in your head rather than hers), that you can't always get exactly what you want, and that the whole dating shebang will be a massive educational experience. having thus steeled yourself for a fair few small-scale failures, go out there and ask women out. act reasonably natural, and have some standards -- and by "standards" I don't mean only going for the uberhotties, but rather not to act like a fawning little bitch. don't be afraid to say "eh" to a few chicks yourself if something other than looks doesn't click. it'll make you more interesting in the long run.
of course, if you're some megahot fuckbeast lothario, well, ignore the above and continue to drown in the hottest pussy -- or at least continue to pretend you do on the internets!
