ePoster's advice to Jaycynic..
As a man. there isnt a specific, written down formular when it comes to 'shooting one's shots'. Various methods work for each of us as different individuals. A common mistake a guy often makes would be to employ the same technique used by another to get a girl without first considering other factors. The most important being the fact that both your personalities, as guys, arent the same (you are an introvert, the other male may not be). Also, in the same way you and the dude arent alike, the objects of your individual affections are different. While he's might be a lively lady with a gay countenance, yours might be rather reserved. The enviroment/atmosphere you find yourselves in matter. In a tense setting, no lady would open up to some random stranger who approaches her.
To sum it all up, you need to create a style for yourself when it comes to wooing a lady. Know your weak and strong points... Typing

Dont jump on any advice given to you except it fits your kind of person. For a shy guy like you, dont do that whole 'compliment her' stuff. It would be easier and more efficient for you to start out as friends since that spontaneous romance doesnt suit your personality. Be casual and with time, gradually get intimate. That way, both of you can with ease, get to know and like eachother.
Dont assume all girls are into AFFLUENT men. Some would disappoint you. And if you arent wealthy dont give a lady the impression that you are. The moment you cant provide every item on her mile long list, she'ld dump you without a moments thought. Present yourself as you are. If she isnt interested, the screw her. No one deserves a golddigger.
Shalom!