A somewhat longer list than many previously posted: I'll restrict myself to the major categories. Here are actors, actresses and directors who are rumored to have been gay or at least bi who have won Oscars: Janet Gaynor, Sunrise/Seventh Heaven, 1927; Charles Laughton, 1933, Private Life of Henry VIII; ex-male prostitute Clark Gable, 1934, and flingee with Marlene Dietrich Claudette Colbert, 1934, It Happened One Night; flingee with Tallulah Bankhead Hattie McDaniel, 1939, Gone With the Wind (and if Victor Fleming won Best Director for that, then George Cukor deserves a piece of it); admittedly bi Laurence Olivier, Hamlet, 1948 (his competition including Montgomery Clift and Clifton Webb); Wally Cox's ex-roommate, Marlon Brando, for On the Waterfront, 1954; David Niven, Separate Tables, 1958; AIDS victim Tony Richardson, Tom Jones, 1963; George Cukor, for My Fair Lady, 1964; John Schelsinger, Midnight Cowboy, 1969; Brando, The Godfather, '72; John Gielgud, Arthur, 1981; F. Murray Abraham, Amadeus, 1984; Bernardo Bertolucci, The Last Emperor, 1987; Jodie Foster, The Accused and The Silence of the Lambs, 1988 and 1991; Anthony Hopkins, Silence of the Lambs, 1991. Finally, there's all-time champ Edith Head, winner of something like a dozen Costume Oscars.