9. Roy Munson (Woody Harrelson)
Movie: Kingpin (1996)
Why Hes a Douche: Roy Munson is just a pretty obnoxious, bitter and depraved little man when we meet him in present day, years after having his career sabotaged. And manipulative too! Roy convinces the poor Amish Ishmael to discard his beliefs, simply so that he can ride the young bowling wunderkinds coat-tails to success.
Why You Love Him: Harrelson manages to fill Munson with this sense of hapless likeability he never seems to know exactly what hes getting himself into, and throughout he suffers as a result. His heart is in the right place though, even if he is a little misguided - douche bag, yes but hes certainly not without his saving graces. And how can we not empathise with his bitterness, and his yearning for more? The man had his one chance to step out of the crowd ripped away from him in a petty act of sour grapes. I'd be a douchebag too, without question.