If at first you don't succeed, blah blah blah. [He rolls his eyes. He doesn't say anything for a moment, trying to think of the best way to cheer Dipper up and also be a good friend. Which...is harder than it seems, but he's trying.]

...listen. If I can get Ruby to say yes to me, you have to at least try with Xion. You don't think Ruby's out of my league? [He lifts an eyebrow.] Besides, what have the movies always taught us? At prom, the underdog always gets the girl.