This doesn't answer your question directly, but I highly recommend following a guy on Youtube named Matthew Hussey. He is a charming British personality that advises women of all ages on how to "Get the Guy." He even wrote a book with that very title. I've learned SO much in the last year, and I love what he has to say. I'm going on a date this weekend, whereas before, I was as shy as could be, and hadn't been in the dating scene in years. ;)
Corey's answer is great, btw. Guys need to feel comfortable enough to feel they can approach a girl they're attracted to. It helps immensely with that initial meeting.