Some Like it Hot

Some Like it Hot. 1959 United Artists.
Starring: Marilyn Monroe, Tony Curtis, Jack Lemmon, George Raft, Joe E. Brown, Edward G. Robinson
Director: Billy Wilder
Buy Some Like it Hot from Amazon as a single disc, or an expanded collector's edition.

Two struggling Chicago musicians Joe and Jerry (Curtis & Lemmon) witness what looks like the St. Valentine's Day massacre in 1929. Spotted by a gangster "Spats" (Raft), the musicians flee for their lives. Deciding to leave town by securing a job, they find the only out-of-town job is in an all-girl band headed for Florida. Joe and Jerry disguise themselves as Josephine and Geraldine (later Daphne), join the group, and get on the train for Florida. They both fall for Sugar Kane (Monroe), the group's vocalist and ukulele player, both trying vainly to keep her attention while maintaining their disguises. Upon arrival in Florida, Joe creates a second disguise as "Junior", the heir to Shell Oil who sounds remarkably like Cary Grant.

Jerry, still as Daphne, finds himself being pursued by millionaire Osgood Fielding III (Brown). One evening, Osgood asks Jerry out to his yacht, but Joe convinces Jerry to talk Osgood on land while he takes Sugar out on the water. Osgood proposes, and Jerry blurts out "yes" in a moment of excitement, believing he could finagle a large settlement from Osgood immediately following the ceremony.

The mobsters, including "Spats", arrive at the same hotel for a conference honoring "Friends of Italian Opera". They see Joe and Jerry, ensuing in several hilarious chase scenes, and yet another mob murder. The boys, Sugar, and Osgood escape to the yacht; enroute, Sugar tells Joe that she's in love with him, not "Junior". Jerry seems almost doomed to be lawfully wedded to Osgood, who is oblivious to Jerry's objections, and is determined to go to the altar. Reaching his breaking point, Jerry removes his wig and yells "I'm a man!" Osgood simply replies "Well, nobody's perfect!", which is #48 on the American Film Institute's 100 Years...100 Movie Quotes list (link here).

A truly classic American comedy. Highly, highly, highly recommended!