Jason Lewis as Smith Jerrod

Reoccuring characters

Kyle MacLachlan as Trey McDougal - View Quote Details on Kyle MacLachlan as Trey McDougal
David Eigenberg as Steve Brady - View Quote Details on David Eigenberg as Steve Brady
Amy Sedaris as Courteney Masterson - View Quote Details on Amy Sedaris as Courteney Masterson
James Remar as Richard Wright - View Quote Details on James Remar as Richard Wright
Tatum O’Neal as Kyra - View Quote Details on Tatum O’Neal as Kyra
Torquil Campbell as Joel - View Quote Details on Torquil Campbell as Joel
Ed Koch as himself - View Quote Details on Ed Koch as himself
Molly Shannon as Lily Martin - View Quote Details on Molly Shannon as Lily Martin
Hugh Hefner as himself - View Quote Details on Hugh Hefner as himself
Anthony DeSando as Siddhartha - View Quote Details on Anthony DeSando as Siddhartha