Synopsis
John "Lucky" Garnett (Fred Astaire) is a gambler and dancer. He is set to marry Margaret (Betty Furness), but his friends hold him up so that he is late to the wedding. Margaret's father phones to call off the wedding, but Lucky doesn't get that message. His friends bet him that he won't be getting married and he agrees to the bet. Margaret's father tells Lucky that he must earn $25,000 in order to demonstrate his good intentions.
He and his friend "Pop" Cardetti (Victor Moore) try to buy train tickets, but his friends take his money - because he lost the bet. So they hitch the first freight train to New York. Broke, they wander around the city. Lucky meets Penny (Ginger Rogers), a dance school instructor, when he asks for change for a quarter. It's his lucky quarter and Pop feels bad that Lucky lost it. They attempt to get it back, but Penny is in no mood to deal with them. When she drops her things, Pop sneaks the quarter out of her purse, and she thinks Lucky did it.
They follow Penny to her work. In order to apologize, he needs to take a lesson from her. She's still furious at him. After a disastrous lesson, Penny tells him to "save his money" since he will never learn to dance. Her boss, Mr. Gordon (Eric Blore), overhears her comment and fires her. Lucky dances with Penny to "prove" how much she's taught him. Not only does he give Penny her job back, Mr. Gordon sets up an audition with the owner of a local venue.
They check into the same hotel where Penny is staying. Lucky does not have a tuxedo to wear to the audition. He tries to get a tuxedo off a drunk man, but he ends up loses his own clothes instead. They miss the audition and Penny gets mad at Lucky all over again. Lucky arranges another audition. He and Pop picket in front of Penny's door until she gives in and forgives him.
But they cannot audition because the club has lost their band leader, Ricardo Romero (Georges Metaxa), to a casino. They go to Club Raymond where Lucky gambles to win enough to get Ricky back. Meanwhile, Ricky declares his feelings for Penny. Lucky is about to win enough to marry Margaret, but his takes his last bet off in time... proving he is no longer interested in her, but in Penny, instead. The club owner bets him double or nothing and they gamble for Ricky's contract. Pop cheats and Lucky wins the contract.
Lucky and Penny dance at the club. They are dancing together all the time, but Lucky does not trust himself around Penny because he feels guilty about not telling her about Margaret. He's avoiding her, which Penny notices, so she and her friend Mabel Anderson (Helen Broderick) conspire to get Lucky and Pop out to the country. Pop lets slip the information about Lucky and Margaret.
Despite her best efforts, the two begin a romance, even as Ricky continues to woo Penny. When Margaret shows up, Lucky tries to avoid her, but, too late, Penny finds out. She agrees to marry Ricky. Margaret calls off her engagement to Lucky before he can. Lucky successfully stops Penny's wedding. And the two end up together, much to everyone's delight.
Read more about this topic: Swing Time