I didn't think it were possible, but I've met a person who is even more of an awkward, shy, socially inept (not meant as an insult...just a state of being) homebody than I am. I've been crushing on her heavily for over a year and still have no idea how to handle it. With my past 3 girlfriends, things were relatively easy. On top of them asking me out, they were of the sort of personality that I felt comfortable opening up to them and being myself (although this turned out to be a mistake in 2 cases, but I digress...). In addition to the fact that I've never actually approached a girl myself, being around this one just kills my ability to function. Words don't come easily, I'll even tremor and perspire, which just opens up a downward spiral of further nervousness. The problems don't end there. Assuming I were to break out of my shell of nil courage and ask her to do something/go somewhere with me, and that her answer is a yes of some sort, how am I going to know for sure that she's truly interested and not just being nice? Or worse yet, actually intimidated into not turning me down? Looks are another worrisome factor. I'm 6'1", have long, thick hair, a goatee, could stand to lose a few pounds, and have been told with sincerity that I look like a serial killer, while she is 4'10", tiny in virtually every aspect, and...fucking pretty, in my eyes anyway. I'm concerned that I might be perceived as predatory and going for the "slim pickings", which isn't helped by the fact that the girls I've previously dated have overwhelming reputations as sluts. I guess it's pretty transparent that this is one of those posts asking for answers that I want to hear. I expect a lot of, "just be yourself and go for it, it's better than sitting around wondering 'what if'!" Though as much as I've read into the situation, in some ways I think the risks outweigh the potential benefits. I'm hoping a few of you guys have [successful] experiences approaching shy girls. Just what the hell do I do?