Anyone? Lighter chatting or flirting ideas?

purple

New member
There's a guy I'm trying to get to ask me to homecoming and he's so shy! I need ideas to chat it up with him. Help me?

The only time I see him is with other people everywhere... I don't want them to notice what I'm doing. I don't care if he does.

Unfortunately it's one of those things where I've known him for awhile but not really ever talked. I can't randomly ask him out. He's also an upperclassmen.
 
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