Long story short; I'm fitter, richer, and more interesting than I've ever been. But my confidence levels, especially when I approach women, are really low and just getting lower. I've become timid and shy. I constantly feel like I have to hide my interest. I have this weird sense not that girls aren't into me, but that in general they don't want to be bothered for sex or romance. I know that isn't true, but unless a girl comes on to me (usually rare), I never believe that a girl could be interested in my approaches, and I act accordingly.

TL;DR What can I do to improve my inner game and convince myself that women are interested in my approaches?