So I've known this girl since kindergarten (I'm a freshman) because we were in a dual language program so I've been in her class for 10 years now. We haven't really been friends but we're comfortable around each other. I'm a little awkward and no where near in her league so I dont really know if I should or not.
Yeah you should but don't ask her directly. Just be like "Hey are you going to homecoming" and if she says yes then say "that's cool" and then end the conversation. If she says no you should say "oh you should. I think it will be fun". Then the next day or two ask her what her plans for homecoming are. Basically work your way up till you convince her to go but you don't ask her. Then get someone to ask what her favorite Starbucks drink is. Go to Starbucks buy the drink then in sharpie write her name and "Homecoming?" On the cup. Deliver it to her first period class. Coming from an upperclassman, I guarantee it will work.