Walter Mitty, a daydreaming writer with an overprotective mother, likes to imagine that he is a hero who experiences fantastic adventures. His dream becomes reality when he accidentally meets a mysterious woman who hands him a little black book. According to her, it contains the locations of the Dutch crown jewels hidden since World War II. Soon, Mitty finds himself in the middle of a confusing conspiracy, where he has difficulty differentiating between fact and fiction.

A girl is engaged to the local richman, but meanwhile she has dreams about the legendary pirate Macoco. A traveling singer falls in love with her and to impress her he poses as the pirate.

A family man – desperate for a job – latches onto a friend who encourages him into being a criminal.

A World War I widow loses her only child and spends the rest of her life as a children's nurse.

Despite the dissapproval of his grown son and daughter, 51-year-old widdower and wealthy restauranteur Harvey Howard decides it's 'high time' to he gets his college degree. And he's in for the full ride: living in the dorms, joing a fraternity, falling in love, and even getting some studying in.