Hugh Hefner as himself

Reoccuring characters, Guest stars and cameos

David Duchovny as Jeremy - View Quote Details on David Duchovny as Jeremy
Jason Lewis as Smith Jerrod - View Quote Details on Jason Lewis as Smith Jerrod
Donald Trump as himself - View Quote Details on Donald Trump as himself
Alanis Morissette as Dawn - View Quote Details on Alanis Morissette as Dawn
Carole Bouquet as Juliette - View Quote Details on Carole Bouquet as Juliette
Amy Sedaris as Courteney Masterson - View Quote Details on Amy Sedaris as Courteney Masterson
Jon Bon Jovi as Seth - View Quote Details on Jon Bon Jovi as Seth
Nathan Lane as Bobby Fine - View Quote Details on Nathan Lane as Bobby Fine
Alan Cumming as O - View Quote Details on Alan Cumming as O
Lucy Liu as herself - View Quote Details on Lucy Liu as herself