The first of three films teaming Academy Award®-winners* Katharine Hepburn and Cary Grant, and ably directed by famed director George Cukor (The Philadelphia Story), Sylvia Scarlett tells the story of a young woman disguised as a man to evade the law, and all the romantic complications her disguise brings.

When Sylvia Scarlett (Hepburn) and her father (Edmund Gwenn) must flee France one step ahead of the authorities, she cuts her hair, dons men's clothes and passes herself as Sylvester Scarlett. But while crossing the Channel, jewel smuggler Jimmy Monkley (Grant) rats on her to divert attention away from himself. Narrowly escaping capture, Scarlett and Monkley find themselves cooperating on a heist... and caught in a web of romantic entanglements, only made more complicated by Scarlett's ambiguous sexual identity.