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Strange Bedfellows: Unlikely Movie Couples

Brad Pitt & Claire Forlani

Meet Joe Black (1998)

Claire who? Forlani was known to Kevin Smith fans as Brandi from Mallrats, but her casting in a lead role opposite a superstar like Pitt raised eyebrows at the time. Pitt was at the height of his popularity, coming off roles in Legends of the Fall, Se7en, and an Oscar nomination for 12 Monkeys. Forlani seized the opportunity, though, and the co-stars dated in real life.