Some Like It Hot (NR, 1959)

Musicians Joe (Tony Curtis) and Jerry (Jack Lemmon) accidentally witness the St. Valentine's Day massacre of a group of bootleggers by Spats Columbo (George Raft) and his mob. Desperate to get out of town, they accept a job with a band on its way to Florida -- an all-girl band -- and they dress as women, calling themselves "Josephine" and "Daphne." When they get to Florida, Joe adopts yet another disguise, this time as a wealthy bachelor, and attempts to woo the band's lead singer, Sugar Kane (Marilyn Monroe). Meanwhile, Osgood (Joe E. Brown), an actual wealthy bachelor, is interested in "Daphne." Meanwhile, Spats and his gang arrive at the hotel for a conference with other gang leaders, which results in even more bloodshed. Can Joe get the girl and get away from Spats?

SOME LIKE IT HOT is one of the wildest farces ever filmed, but it has a lot of heart as well, with brilliant performances by all three stars. Monroe is heartbreakingly vulnerable as Sugar, explaining that she always gets "the fuzzy end of the lollypop." Joe must become someone else in order to learn the truth about Sugar (who would never have confided in a man) and about himself (as he sees the consequences of his exploitive behavior and feels what it is like to have men try to force their attentions on him). Jerry, hilariously, turns out to be as suggestible as a woman as he was as a man. As himself, he ends up going along with whatever Joe tells him. In women's clothes, he starts to think of himself as a woman. The scene where he tells Joe he and Osgood are engaged is a classic.