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".
Sam "Slick" Brown (segment "The Ransom of Red Chief")
Joanna Goodwin (segment "The Last Leaf")
Della (segment "The Gift of the Magi")
Jim (segment "The Gift of the Magi")
Soapy (segment "The Cop and the Anthem")
William Smith (segment "The Ransom of Red Chief")
Streetwalker (segment "The Cop and the Anthem")
Susan Goodwin (segment "The Last Leaf")
Behrman (segment "The Last Leaf")
Barney Woods (segment "The Clarion Call")
Horace (segment "The Cop and the Anthem")
Johnny Kernan (segment "The Clarion Call")
J.B. Dorset (segment "The Ransom of Red Chief")
Chief of Detectives (segment "The Clarion Call")
Mr. Schultz (segment "The Gift of the Magi")
Doctor (segment "The Last Leaf")
Narrator
Mrs. Dorset (segment "The Ransom of Red Chief") (uncredited)
Ebeneezer Dorset (segment "The Ransom of Red Chief") (uncredited)
Judge (segment "The Cop and the Anthem") (uncredited)
Hotel Desk Clerk (segment "The Clarion Call") (uncredited)
Café Manager (segment "The Cop and the Anthem") (uncredited)
Boris Radolf (segment "The Last Leaf") (uncredited)
Druggist (segment "The Last Leaf") (uncredited)
Yokel (segment "The Ransom of Red Chief") (uncredited)
Jimmy Valentine (segment "Prologue") (uncredited)
Poker Player (segment "The Clarion Call") (uncredited)
A.J. Crump (segment "The Gift of the Magi") (uncredited)
Maurice (segment "The Gift of the Magi") (uncredited)
Menkie (segment "The Gift of the Magi") (uncredited)
Butcher (segment "The Gift of the Magi") (uncredited)
Dave Bascom (segment "The Clarion Call") (uncredited)
Street Extra/Roominghouse Extra/Office Worker at Crump's
Cashier (segment "The Cop and the Anthem") (uncredited)
Irish Cop (Prologue) (uncredited)
Cop (segment "The Cop and the Anthem") (uncredited)
Desk Clerk (segment "The Clarion Call") (uncredited)
Yokel (segment "The Ransom of Red Chief") (uncredited)
Cop (segment "The Cop and the Anthem") (uncredited)
Man Being Booked (segment "The Clarion Call") (uncredited)
Mrs. O'Brien (segment "The Last Leaf") (uncredited)
Girl (segment "The Clarion Call") (uncredited)
Ellie Mae (segment "The Ransom of Red Chief") (uncredited)
Poker Player (segment "The Clarion Call") (uncredited)
Cop (segment "The Cop and the Anthem") (uncredited)
Manager (segment "The Cop and the Anthem") (uncredited)
Sheldon Sidney (segment "The Last Leaf") (uncredited)
Bookkeeper (segment "The Gift of the Magi") (uncredited)
Bill (segment "The Gift of the Magi") (uncredited)
Headwaiter (segment "The Cop and the Anthem") (uncredited)
Secretary (segment "The Last Leaf") (uncredited)
Yokel (segment "The Ransom of Red Chief") (uncredited)
Owner (segment "The Cop and the Anthem") (uncredited)
Cop (segment "The Clarion Call") (uncredited)
O. Henry (Prologue) (uncredited)
Storekeeper (segment "The Ransom of Red Chief") (uncredited)
Hotel Clerk (segment "The Clarion Call") (uncredited)
Detective (segment "The Clarion Call") (uncredited)
Poker Player (segment "The Clarion Call") (uncredited)
Street Extra / Roominghouse Extra / Office Worker (uncredited)
Bar Customer (segment "The Clarion Call") (uncredited)
Girl (segment "The Last Leaf") (uncredited)
Umbrella Man (segment "The Cop and the Anthem") (uncredited)
Guard (Prologue) (uncredited)
Waiter (segment "The Cop and the Anthem") (uncredited)
Neighbor (segment "The Last Leaf") (uncredited)
Bystander (segment "The Cop and the Anthem") (uncredited)
Manager (segment "The Clarion Call") (uncredited)
Mother (Prologue) (uncredited)
Pete (segment "The Gift of the Magi") (uncredited)
Convict (Prologue) (uncredited)
Cisco Kid ((Prologue) (archive footage)) (uncredited)
Jimmie Valentine (Prologue) (uncredited)
Cop in Park (segment "The Cop and the Anthem") (uncredited)
Yokel (segment "The Ransom of Red Chief") (uncredited)
Barney (segment "The Clarion Call") (uncredited)
Cop (segment "The Cop and the Anthem") (uncredited)
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