Jack Skellington Costume
I've always been afraid of "The Nightmare Before Christmas" since I was a kid, but I love watching the movie, somehow, and the merhcandise is crazy cool, even though I'd never buy it at risk of appearing emo. But this costume takes the scary cake for cool. Why just wear Jack on your t-shirt when you can BE that skeleton.
Go with Sally as your date... and steal someone's Santa Hat.
This costume is amazing.