22 of 22Jack Lemmon and Tony Curtis in Some Like It Hot
Two musicians go on the lam after witnessing the St. Valentine's Day Massacre in Billy Wilder's classic 1959 comedy. The best way to get out of town? Dress as women and join an all-girls orchestra — which includes one member played by Marilyn Monroe. Both guys stumble in high heels, and both find love — although it's to the chagrin of Lemmon's character. When he reveals his true gender to his millionaire suitor, he responds, "Well, nobody's perfect!"
Photo By: Everett Collection