FireCaptain, one thing I DO know is this: For the majority (if not all) of women, a guy with low self-esteem and no self-confidence/being extremely insecure is a HUGE turn off.
I've found people in general tend to be more attracted to those who are confident in themselves and who they are. Hell many women love arrogant jerkoff's as well. It's a bizarre twisted fuck of a thing, but it is true in many cases.
While easier said than done, you've gotta work on being more confident. The way I do it, is I get narcissitic. I take the attitude that if a woman's not attracted to me or not into me, she must have bad vision and is a lowlife with shit taste in men anyway - or she's gay.