Lolita (1962)

Oscar-winning filmmaker Stanley Kubrick ("A Clockwork Orange," "The Shining," "2001: A Space Odyssey") directs this dark, comedic adaptation of Vladimir Nabakov's classic novel about a middle-aged university professor who becomes so infatuated with a 14 year-old girl that he marries her mother in order to stay close to her. Starring Oscar-nominee James Mason ("North by Northwest") as smitten professor Humbert Humbert, Oscar-winner Shelly Winters ("The Poseidon Adventure," "A Place in the Sun") as Lolita's vulnerable mother, Oscar-nominee Peter Sellers ("The Pink Panther," "Being There") as a degenerate playwright whose attraction to Lolita fuels a fatal rivalry, and sultry Sue Lyon ("The Night of the Iguana") as the sexually precocious Lolita. Nabikov received an Oscar-nomination for his outstanding screenplay.