What do you think I should do?

First of all, I am 16 years old and have only ever had one boyfriend, and we broke it off after 7 months because life was busy (this was 3 months ago). We still talk regularly, though, and have been friends for 4 years now. I have only ever "liked" 3 guys in my life, as I typically feel the need to get to know someone really well before I can actually like them in that way. Well I really like this guy in my marching band (I've known him for years), and he is more similar to me than anyone I have ever met (likes Sinatra, Mel Brooks, etc.) , and he always smiles when he sees me and picks on me (in a funny way) and only me. Well one of my friends recently decided she likes him too (though, she admitted, not as much as I do) and told him we both like him, which turned me into the biggest nervous freak you have ever seen for the rest of practice. When she asked if he liked either of us (against my will) he said we were both his friends. And when I apologized for being awkward he said "But people are comfortable being awkward around you because you're such a good person.". The next couple of days he continued to act as if nothing has happened, except he has been extra smiley around me and following me around more than usual. Now for the major problem: the next time I see him will be at the last parade of the season, and he might not be going to our school next year. So, if I don't get his number or hang out with him, this could possibly be the last time I talk to him. I know he said we were friends, but maybe he was nervous because my friend was there? I don't care if he and I go out, but I don't want to stop talking to him because we are essentially the same geeky, old-fashioned, kind of morbid, insane person. Sorry for the ramble... I just wanted to give you the details :/