Ommmg, I have the same problem. & what makes it worse is that I'm so shy. and awkward. and maybe because he's the most popular kid in school. ANYWAYS; enough about me.

Hmm, well if you guys have any classes together or something, just say hi and get to talking, about anything really. Weather, how you love or hate a certain teacher, ask him if he knows what's for lunch, make some really corny classic jokes, the list goes on and on. loll :)

And eventually once you get into a convo, work your way into talking OUT of school. Like say "hey, you're really fun to talk to. here's my number :)" it's really easy, you just have to connect first & don't get all weird around him. just be calm, cool, & collected. the worst that can happen is he doesn't like you back. and in that case, he probably doesn't deserve you and you should move onto a guy who truly likes you for, well, you.

Good luck though girl, & remember, don't freak, just be friendly! :)