Joy of Living (1938)

Falling in love with the voice of Broadway chanteuse Margaret Garret, cocksure young tycoon Daniel Brewster decides to rescue the star from her hectic lifestyle of frenzied fans and mooching relatives. When Margaret has her ardent suitor arrested, the judge appoints her as Daniel's probation officer, forcing the duo to spend time together. As Daniel teaches Margaret to let her hair down and enjoy life, she begins to fall for her fun-loving admirer.