**NEED HELP ASAP** I'm so confused, should I talk to him and try to explain?

So, about a month ago, this guy started talking to me on FB. We went through the whole "what's up" "nothing much" thing, then he asks me oh-so-subtly how me and my bf are doing. Well, I've never had a bf, even though I'm probably pretty enough to get one, but I'm so shy and no guy ever seemed willing to break through the shell. Then he said "as cute as you are, I thought youd be asked ot everyday :)" and it was impossible to not be flattered by that, y'know? Okay, so I met the guy when school started back, and I had a mini-heart attack because he is this ridiculously cute football playing sophomore, and I'm just an uninteresting freshman. He walked me to all my classes for a couple days, and I thought he was amazing and sweet. And my friends asked his younger brother, who's in our grade, about it, and apparently he was crushing on me A LOT. But then he insulted my best friend And I got more upset than I should have, mostly because my life was being crap, I was confused, lost, and felt utterly hopeless, and this whole situation was just a lot to take in. Then I did something stupid--I avoided him. It's been a while, but I really think I've got my life back on track. I was an unconfident, quiet, nervous girl before, but I really think I've grown up some, and am not as shy and reclusive. So, do you think I should talk to him? I really want to, since there will Be that irritating "What if" there if I don't, but I'm not sure if he'll want to listen and consider starting over like I want to. Do you think he would? How should I go about doing it?