Most Helpful Guy
If you have at least some interest in him, then make the first move. It will get you into the friendship and possibly relationship, AND it will cause him to stop being afraid of approaching you, talking to you, etc.
Both of you will get what you want. And there is nothing bad, weird, wrong, or whatever about you (the girl) making the first move. If you never make the first move, you might never get the guy you want.