I Was a Teenage Faust(Movie, 2002)

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15 year old Brendan Willy hates himself for being un-cool when he falls in love with the girl of his dreams. Enter Mr. Five, a no good tempter from hell, which in his last attempt to ensnare a soul before being fried for eternity, transforms Brendan into the coolest kid in Indiana, only to find out that this contract isn't going to be easy at all.

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