Welcome to JustAnswer! I am a Licensed Professional Counselor. Please note, this is not therapy, but information. I do hope I can help you though.
That can be tough. Can you give some more details? What makes you think he might like you?
Well, i am guessing you are shy yourself. Is this correct? You mentioned it might be confidence. What made you say this?
That explains it a lot. I really do think you need to work through this rejection. You might consider seeking therapy.. Now, give me a game plan for asking him out. you can do this. The worse case scenario is he says no and then you know and you ask the next guy out.