Since she was a child, Natalie Miller (Patty Duke, in a Golden Globe winning performance) has always thought she was an ugly ducking. Despite her mother's encouragement that she will grow up to be pretty, Natalie has never believed it will happen. She rents a Greenwich Village apartment from an eccentric landlady (Elsa Lanchester) and gets a job at the Topless Bottom Club. She rides a motorcycle to work, decorates her loft with a moose head, and rides up and down a dumbwaiter to get to her apartment. There Natalie meets David (James Farentino) an artist, and the two have a love affair before she discovers he is married. Al Pacino makes his first screen appearance in a minor role.