How do you ask a shy guy out?

You could write him a note w/your phone # on it & ask him to call you. When he calls you, ask him if he wants to do something with you.

I've had great success with getting a guy alone, kissing him, and then saying "I've wanted to do that for a long time." If he doesn't respond well to that, he doesn't like you.

Well, if he's the shy guy, and you're the dominant one, it shouldn't be hard to ask him out.