Yeah, I think Hellraiser would of rocked as well. Team America sounds good. Here are my suggestions for a comical pin:
-Calvin and Hobbes
-Futurama
-Wicker Man (the Nicholas Cage version)
-Dr. Strangelove
-Lupin the Third (anime series)
-Danger: Diabolik
-Mystery Science Theater 3000
-Blazing Saddles
-Young Frankenstein