[RedJames]

ok first off the whole he might date someone else as a rebound is crap, if thats what he is thinking and feeling then he might not be as into you again as you think. IKt sounds more like a case of "if i can't find anyone better i'll come back to you" and yes i am a guy and yes i've done that very same thing before so i do know a thing or two about it. (not proud of it now, but i was back then) Its your life and thats something you'll have to decide and figure out if you wanna jump on that boat again or not, b ut i just figured i'd give you the heads up on that.
Now about your shyness, you shouldnt be shy, you've already dated once, your best friends no reason for shyness around him. Sounds more like your worried what other ppl with say and think about it then anything. And you know what don't worry about what other ppl at school think, does it really matter? Naw, what the hell do they know? Why should their judgement mean or effect anything in your life? You know what your doing, you know what you want, you know who you want to be and how you what to be it, not them. Bleh forget them and just go with your gut and let the real you out and free.