In THE ONLY LIVING BOY IN NEW YORK, Thomas Webb has just graduated from college and is trying to find his place in the world. Moving from his parents' Upper West Side apartment to the Lower East Side, he befriends his neighbor W.F., a shambling alcoholic writer who dispenses worldly wisdom alongside healthy shots of whiskey. Thomas' world begins to shift when he discovers that his long-married father is having an affair with a seductive younger woman. Determined to break up the relationship, Thomas ends up sleeping with his father's mistress, launching a chain of events that will change everything he thinks he knows about himself and his family.