Most Helpful Guy
Well first things first, if you know for sure that he likes you, you need to make sure he's aware that it's mutual.
As a shy guy, I'm constantly over-analyzing everything my crush says and does, and I'm definitely afraid of messing up. Help him retain sanity by telling him. After that, it'll be a lot easier. I guarantee he's afraid you don't like him back, or at least that's how I felt.