How do I get a shy guy to ask me out?

I have a crush on a guy that I knew from higschool. I still see him around every once and a while and I think I've given him hints that I'm into him. I'm pretty sure that he likes me as well, but he's really shy. I'm not the type of girl that usually goes and asks guys out. What should I do?

Adam, did you have something done while we weren't looking? Or maybe we should call you Eve now...

Dude (in a gender neutral sort of way), you're a fscking troll.