Movie: The Witches of Eastwick
Sneaker: Nike Dunk Low

The devil wore Dunks. This one's open to debate because glimpses are fleeting, but Jack Nicholson appears to be wearing the Goldenrod Dunk Lows [actually, upon closer viewing they appear to be Michigans. —Ed.] during the tennis scene in this film as part of his wacky satanic dress sense. Wooing three women while making tennis balls float and rocking a longtime collector's grail is no mean feat, but Jack makes it look easy.