Grace Quigley is nearing the end of her life, living alone in her New York apartment. On the day she's being evicted, she witnesses a murder being committed by a top hit-man, Seymour Flint. She proposes to blackmail him into killing her, however, she has one or two friends she wants him to get rid of first.

Since she was a child, Natalie Miller 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 runs away to Greenwich Village to find herself and discovers a vibrant bohemian counterculture.