MIGHT THIS GUY HAVE A CRUSH ON ME O.0?

To answer your first question, absolutely yes. Being a guy, this is exactly the kind of behavior that guys this age display towards girls that they like. Now for your second question. I would confront him if I were you and not leave him hanging. If you like him back in the same way and could see yourselves being a couple, then let him know that and both of you will be happy. However, if you don't like him back, then let him know that your not interested so that he can stop continually getting his hopes up.