The Lemon Drop Kid (1951)

Director: Sidney Lanfield
Cast: Andrea King, Bob Hope, Fred Clark, Jane Darwell, Jay C. Flippen, Lloyd Nolan, Marilyn Maxwell, William Frawley

Synopsis:

When the Lemon Drop Kid accidentally cheats gangster Moose Moran out of his track winnings, the Kid promises to repay Moose the money by Christmas. Creating a fake charity for “Apple Annie” Nellie Thursday, the Kid tricks his gang into donning Santa suits and “collecting dough for old dolls” like Nellie who have nowhere to live.