The Girl from Woolworth's (1929)

Daisy, a clerk at Woolworth's, loves to sing. She meets Bill, a guard on the subway, at a party and they're both attracted to each other, but each tells the other that they have a different job than they actually do. Bill later finds her handbag on the subway, returns it to her and invites her to dinner. They dine at the swanky Mayfield Club, where owner Lawrence Mayfield is also attracted to Daisy and offers her a job there as a singer. Bill is not happy, although Daisy is.