Let's see, what do you have to lose? Maybe you're shy. Maybe you're a geek. Maybe she'll say no. Maybe he'll say no. Maybe your friends will laugh or tease you. Even at 14, my son knew, she could reject you. You've been rejected before? Yup, me, too. That's humiliating, huh?
Maybe she'll say yes. Maybe he'll say yes. Maybe you'll have someone to go listen to music with, watch movies with . . .. Maybe you'll find out s/he's not like the last person you dated. Who knows, if you don't ask?
Here's the scoop. Get up off that chair/stool/bench/whatever safe place you're parked, and go take a chance -- at your own happiness.
If you don't ask, s/he can't say "Yes!"