The Little Boss is a 1919 American silent romantic comedy film directed by David Smith and produced by Vitagraph Studios.[2] The story and screenplay were by Rida Johnson Young starring Bessie Love and Wallace MacDonald.
When a married couple become separated in the park, Charlie takes up with the lady and is beat up when her husband rejoins her. He takes a room in their hotel, and she sleepwalks into his room so that when her husband returns from his walk he must go out again to look for her. Charlie returns the lady to her room but must climb out onto the window ledge in a downpour.
This early Chaplin film has him playing a character quite different from the Tramp for which he would become famous. He is a rich, upper-class gentleman whose romance is endangered when his girlfriend oversees him being embraced by a maid. Chaplin's romantic interest in this film, Minta Durfee, was the wife of fellow Keystone actor, Roscoe "Fatty" Arbuckle.
Mabel has two suitors - an oily con man, whom she mocks in a very funny scene where she is shown twiddling a fake moustache and making her feelings very clearly felt. Even in this early comedy her natural fun comes through. The one she really loves is clumsy yokel Ford Sterling, who is determined to buy an oil well that the con man has for sale. The conman gets a local fellow to pour oil over the property. Ford falls for it and buys it - Mabel and he are to be married. Then the fellow confesses that it was just a scam - there was no oil.
Two rivals for Mabel's hand play a series of dirty tricks on each other. Finally, one of them gets Mabel alone and is about to marry her, but his rival comes up with a strange scheme to stop them. Soon the Keystone Kops arrive on the scene, and chaos quickly ensues.