Josh and Dinah Barkley are a successful musical-comedy team, known for their stormy but passionate relationship. Dinah feels overshadowed by Josh and limited by the lighthearted musical roles he directs her in. So she decides to stretch her skills by taking a role in a serious drama, directed by another man.

Five O. Henry stories, each separate. The primary one from the critics' acclaim was "The Cop and the Anthem". Soapy tells fellow bum Horace that he is going to get arrested so he can spend the winter in a nice jail cell. He fails. He can't even accost a woman; she turns out to be a streetwalker. The other stories are "The Clarion Call", "The Last Leaf", "The Ransom of Red Chief", and "The Gift of the Magi".

This semi-film within a film opens in the office of producer George Jessel, who never saw a camera he couldn't get in front of, who is holding a story conference to determine the screen treatment for the life of Eva Tanguay, and Jessel is unhappy with what the writers present him.He tells them to look up Eddie McCoy, Eva's one-time partner, for the real inside story on the lusty and vital Eva. Eddie's version is that he discovered her working as a waitress in an Indianapolis restaurant in 1912, wherein singer Larry Woods and his partner Charles Bennett get into a fight over her and both land in the hospital, and McCoy convinces the manager to put Eva on as a single to fill their spot. She flopped, but McCoy arranges for Bennett to be her accompanist, and she went out of his life. The writers look up Bennett, now head of a music publishing company, who says McCoy's story is phony, and it was Flo Zigfeld who discovered Eva for his Follies.

A classical musician from a working class background is sidetracked by his love for a wealthy, neurotic socialite.

Fictionalized biography of George Gershwin and his fight to bring serious music to Broadway.