It is based on a novel with the same title by Daniel Menaker.
Plot
The film begins with Jake Singer (Eigeman) meeting up with Julia (Stephanie March) in an attempt to rekindle their relationship. She, however, informs him that she is recently engaged and has been wanting to call him to tell him. The wedding will be in Aspen, but she invites him to her pre-wedding party in New York.
Jake, the son of retired physician Arnold Singer (Harris Yulin), is an English teacher and somewhat of a basketball coach at Coventry, a Manhattan private school. He becomes involved with Allegra Marshall (Famke Janssen) the widow of a wealthy gentleman who died suddenly from a cardiac embolism.
Jake seeks treatment from psychoanalyst Dr. Ernesto Morales (Ian Holm) who frequently surprises Jake in the form of hallucinations attempting to shape or modify his behavior.