A musical comedy based on several Damon Runyon short stories. When a bookie on the run, Robert 'Numbers' Foster, falls for a pretty country songbird, Emily Ann Stackerlee , he'll do anything to help her make it big -- including a stint in jail to pay for his crimes. But will the tough guy's sacrifice of the heart pay off when it comes to his girlfriend's singing career?

Johnny One-Eye was adapted from one of Damon Runyon's lesser-known stories. Martin Martin and Dane Cory were former partners in crime who have long since split up. When a new district attorney puts the heat on, Cory, anxious to save his own hide, accuses Martin of an unsolved murder. Holed up in abandoned house, Martin is befriended by a little girl and her dog. It so happens that the girl is the daughter of the crusading DA, and thereby hangs the rest of this tale.

Sorrowful Jones is a cheap bookie in the 1930s. When a gambler leaves his daughter as a marker for a bet, he gets stuck with her. His life will change a great deal with her arrival and his sudden love for a woman also involved in gambling operations.

Meek busboy Little Pinks is in love with an extremely selfish nightclub singer who despises and uses him.

Apple Annie is an aging New York City fruit seller whose daughter Louise has been raised in a Spanish convent since she was an infant. As she grows up, Louise is led to believe that her mother is a society matron called Mrs. E. Worthington Manville. Annie worries that her lie is in danger of being uncovered when she learns that Louise is sailing to New York with her new fiancé and his nobleman father.

A New York gangster and his girlfriend attempt to turn street beggar Apple Annie into a society lady when the peddler learns her daughter is marrying royalty.