I think lack of self-confidence has a lot to do with this problem. I have known my fare of not-that-great-looking guys, and those who excel in having self-confidence do end up finding women. Most women can smell lack of self-confidence from miles away, and they tend to turn away when they smell it.

Having some self-confidence doesn't mean you won't get rejected from time to time, but the trick is to keep trying and don't let rejections bring you down. Even if it hurts as hell, you just have to keep your chin up and keep at it.