It actually doesn't. And you probably look better than you think you do, because if you were unpopular in high school you were not "groomed" to be beautiful. So you may not realize how beautiful you actually are.
From what I've seen, here's what seems to matter most (in no particular order): Money, self-confidence, and doing something interesting with your life.
If you're rich, confident enough to ask girls out on dates (comes with practice, "fake it till you make it" is the name of the game here), and you're doing interesting things that you can talk about passionately, some beautiful person is going to be with you at some point. It's inevitable. Being "good looking" is less about actual physical traits and more about how you carry yourself.