A sparkling comedic chronicle of a middle-class young man’s romantic misadventures among New York City’s debutante society. Stillman’s deft, literate dialogue and hilariously highbrow observations earned this debut film an Academy Award nomination for Best Original Screenplay. Alongside the wit and sophistication, though, lies a tender tale of adolescent anxiety.

A New York film director, working on his latest movie in Los Angeles, begins to reflect the actions in his movie and real life, especially when he begins an affair with the lead actress.