At the lowest point in his life, Richie receives a call from his estranged sister, asking him to pick up his eleven-year-old niece from school. What begins as a simple favor turns into a nighttime odyssey through New York City, where the two form an unexpected bond.

Over the course of 12 years, and three stages of life, Sidney Hall falls in love, writes the book of a generation and then disappears without a trace.

At the lowest point of his life, Richie gets a call from his estranged sister asking him to look after his nine-year old niece, Sophia, for a few hours.