Money CAN get you a hot girlfriend but that's all she will ever be. A gold-digger by nature, she will use you, lie to you, and treat you like a doormat for as long as your pocketbook will hold out. She may marry you and have your children but she will never, ever love you for who you are. Congratulations, you have "bought" companionship.
Being an ass CAN get you laid, but that's all it will do. Many hot women will date or go home with the Jerk because of the danger, the fleeting exhilaration, or some other deeply entrenched error in her logic circuits (after which she will complain vigorously to her girlfriends that a) all men are assholes and b) where the hell is Mr. Right?).
Now, to get an attractive woman (who not only is attractive, but kind-hearted, faithful, loyal, and all-around 'perfect') to date you because she actually LIKES you is a different story. All women have their different "thing" but it all boils down to the same combination of personality traits:
1) Confidence. Sure, she's out of your league. Jeez, she's not even your same SPECIES, you witless neanderthal. She outclasses you like Liz Taylor outclasses Beavis and Butthead. It takes balls the size of Texas for someone of your stature to even make eye contact with her, that angel-on-earth. Look in your pants. Is that Houston? Read on.
You may have gotten rejected more times than you care to count. You may have never gotten laid. But the second the thought crosses your mind -- "there's no way she'll talk to me" -- that's when this big red flashing neon sign reading "LOSER" pops straight out of your skull and scares her off. Yes, her initial thought will probably be "What the hell is this guy doing talking to me?" but her curiousity will likely be fueled by fascination rather than disgust (unless, of course, you are hideously overweight, riddled with acne scars, and/or have body odor acrid enough to choke a horse -- in which case, come back with lots of money).
2) Sense of humor. No, laughing at bodily functions or telling jokes you read on /. will, in all certainty, get you stared at, slapped, or dragged outside by the bouncer. I have known attractive women who do like nerd humor, comics, video games, et cetera, but they are few and far between, and such subjects are in no case conversation starters. Back to my point. You don't need to be a Larry Sanders or Dennis Leary. The secret is to laugh at her jokes, to show that you can laugh at yourself as well, and show that while life is not one big joke to you, you are essentially not a humorless sot. Cliff's notes: Make a girl laugh, and she's yours.
Those are two MAIN things to keep in mind when trying to approach ANY girl, and count double for the hot ones.
Other quick tips:
1. Don't douse yourself in cologne. Really. A spritz or two is more than enough. If you walk into a room smelling like a perfume kiosk, people will either think you are covering something up or that you don't get out much.
2. Don't get piss drunk. This should be self-explanatory.
3. Don't take rejection personally. Even the best of us have been shot down from time to time. Learn from your mistakes, don't let it get to you, and try again. She may be "Ms. Perfect" but that doesn't mean she's the ONLY one.
4. When all else fails -- roofies.*
*no.