Labyrinth (1986)

A teenager babysitting her little brother accidentally sends him to the land of the Goblin King, and she must get him back by midnight or he will be turned into a goblin.

Bowie’s most celebrated movie role saw him swap jumpsuits for jodhpurs and transmute his pop star androgyny into high-camp villainy as Jareth the Goblin King, the nefarious, child-snatching dandy sitting at the heart of Jim Henson’s Labyrinth. Back-combed and bewitching, Bowie’s Jareth is the magnetic ringleader of Henson’s fantastical menagerie, his performance cemented Labyrinth’s cult appeal.