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ass jack-o-lantern 

the term ass jack-o-lantern is a somewhat more clever and (perhaps?) less childish way to call someone a butthead. it also implies that the person has a nasty face and is an enormous creeper (both of which are qualities possessed by a halloween jack-o-lantern)
the ass jack-o-lantern dated the girl that was way too good for him and wore a stupid hawaiian shirt.
Related Words

asslantern 

One who believes that the light of the world is in their ass.
DDR has gone to Casey's head. He's such an asslantern!
asslantern by Sephiroth April 9, 2003