Happy Go Lucky (1942)

In this lighthearted musical comedy, Marjory Stuart (Mary Martin) is a girl who works in the hatcheck room at a Manhattan nightclub and dreams of being a rich socialite herself. Toward that end, Marjory wants to land a rich husband, so she saves up her money and takes a cruise to the Caribbean, where she poses as wealthy debutante. Marjory quickly makes friends with Bubbles Hennessy (Betty Hutton), a brassy but good-natured singer who's on board to rendezvous with her boyfriend Wally Case (Eddie Bracken). Tagging along with Wally is his pal Pete Hamilton (Dick Powell), a beach bum with charm and personality but no bankroll. Bubbles, Wally, and Pete soon realize that Marjory is hardly a member of the upper crust, but they like her enough to help her snag the man she has her eye on, stiff-as-a-board millionaire Alfred Monroe (Rudy Vallee). However, just as Marjory begins making progress with Alfred, she and Pete begin to realize that they've fallen in love. Both Betty Hutton and Mary Martin sing several songs along the way (Hutton's standout number, "Murder, He Says," later found it's way into Woody Allen's Crimes and Misdemeanors), and legendary calypso performer Sir Lancelot performs "Ugly Woman" (later a hit for Jimmy Soul under the title "If You Want To Be Happy"). Hutton and Bracken were reunited a year later in the Preston Sturges classic The Miracle of Morgan's Creek. ~ Mark Deming, Rovi