Olivia De Havilland

Olivia de Havilland started in the movies when she was a teenager, appearing as the romantic leading lady in such costumers as 1935's Captain Blood and 1938's The Adventures of Robin Hood (both with her frequent co-star, Errol Flynn). Early on she had one of her most memorable roles, as Melanie Hamilton in 1939's Gone With The Wind (with Clark Gable). She won an Oscar in 1946 for To Each His Own, and another in 1949 for The Heiress (opposite Montgomery Clift). She married Pierre Galante, the editor of Paris Match, and moved to Europe in 1955, continuing to act in films and on TV.

Extra credit: Her younger sister was actress Joan Fontaine.