- Patti D'Arbanville - Iris
- Carmen Dell'Orefice - Pinky Virdon
- Tony Sirico - Lou DeMarco
- Kenneth Edelson - Rabbi Kaufman
- Allison Janney - Evelyn Isaacs
- Hank Azaria - David
- Tony Darrow - Moving Man in Loft
- Douglas McGrath - Bill Gaines
- Adrian Grenier - Darrow Entourage
- Sam Rockwell - Darrow Entourage
- John Doumanian - Darrow Entourage
- Michael Lerner - Dr. Lupus
- Dylan Baker - Catholic Retreat Priest
- J.K. Simmons - Souvenir Hawker
- Jeffrey Wright - Greg
- Gretchen Mol - Vicky
- Debra Messing - TV Reporter
- Donald Trump - Himself
- Celia Weston - Dee Bartholomew
- Karen Duffy - TV Reporter at Premiere
- Donna Hanover - Manhattan Moods Anchor Woman
- Leslie Shenkel - Manhattan Moods Assistant Director
- Wood Harris - Al Swayze
- Frank Pellegrino - Frankie
- Aida Turturro - Olga
- Renée Lippin - Second Examining Room Patient
- Irina Pantaeva - Friend of Supermodel
- Mark Vanderloo - Friend of Supermodel
- Frederique van der Wal - Friend of Supermodel
- Laura Nativo - Jailbait (uncredited)
- Larry Pine - Philip Datloff
- Marian Seldes - Datloff Party Guest
- David Margulies - Counselor Adelman
- Vladimir Bibic - Director of Photography
- Francisco Quijada - Erno Delucca
- Aleksa Palladino - Production Assistant
- Dan Moran - Jackhammer Operator
- Peter Castellotti - Sound Recordist
- Maurice Sonnenberg - Dalton Freed
- Craig Ulmschneider - Production Assistant Daniel
- Mina Bern - Elderly Homeowner
- Janet Marlow - Singing Nun
- Tommie Baxter - Second Nun
- Kathleen Doyle - Father Gladden's Fan
- Arthur Berwick - Father Gladden's Fan
- Jodi Long - Father Gladden's Fan
- John Carter - Father Gladden
- Monique Fowler - Robin's Friend Jan
- Marylouise Burke - Father Gladden's Fan on Porch
- Peter Boyden - Father Gladden's Fan on Porch
- Peter McRobbie - Father Gladden's Fan on Porch
- Maureen McNamara - Father Gladden's Fan on Porch
- Mary Catherine Wright - Pious Diner
- Melinda Eng - Fashion Designer
- Isaac Mizrahi - Bruce Bishop
- Alma Cuervo - Bruce Bishop's Admirer
- Ève Salvail - Bruce Bishop's Admirer
- Polly Adams - Exercise Tape Fan
- Brian McConnachie - Exercise Tape Fan
- Anthony Mason - Himself
- Daisy Prince - Waiting Room Nurse
- Tina Sloan - Waiting Room Patient
- Dayle Haddon - Waiting Room Patient
- Julie Halston - Patient With Jowls
- Kate Burton - Robin's Friend Cheryl
- Reuben Jackson - Cameraman at Lupus Office
- Andre Gregory - John Papadakis
- Skip Rose - Couple on Beach
- Alicia Meer - Couple on Beach
- Becky Ann Baker - Glenwood High Alumna - Doris
- Michael Kell - Glenwood High Alumna - Nat
- Steve Mellor - Glenwood High Alumna - Eddie
- Gerry Becker - Glenwood High Alumna - Jay Tepper
- Ileen Getz - Glenwood High Alumna - Reunion Announcer
- Robert Cuccioli - Glenwood High Alumna - Monroe Gordon
- Surinder Khosla - V.J. Rajnipal
- Frederick Rolf - Book Reviewer
- Ramsey Faragallah - TV Program Director
- William Addy - Klansman
- Patrick Thomas McCarthy - Klansman
- Bernard Addison - Minister Polynice
- Mary Samuels - TV Production Assistant
- Sarah Buff - TV Production Assistant
- Heather Marni - Teenage Obese Acrobat
- Bruno Gunn - Skinhead
- Sean Daloise - Skinhead
- Matthew Sweeney - Skinhead
- Kyle Kulish - Overweight Achiever
- Sam Gray - Tony's Father
- Marilyn Raphael - Tony's Mother
- Antonette Schwartzberg - Tony's Grandma
- Gabriel Millman - Ricky
- Adam Sietz - Vince
- Michael Crecco - Hotel Clerk
- Neal Arluck - Hotel Clerk
- Timothy Jerome - Hotel Clerk
- Joseph Tudisco - Hotel Clerk
- Jim Moody - Security Guard
- Robert Torres - Security Guard
- Steven Randazzo - Cop at Hotel
- John Costelloe - Cop at Hotel
- Mary Jo Buttafuoco - Herself
- Joey Buttafuoco - Himself
- Lorri Bagley - Chekhov-style Writer
- Richard Mawe - Elaine's Book Party Guest
- Ted Neustadt - Elaine's Book Party Guest
- Erica Jong - Elaine's Book Party Guest
- Ned Eisenberg - Elaine's Book Party Guest
- Clebert Ford - Elaine's Book Party Guest
- Ralph Pope - Comic's Agent
- Rick Mowat - Comic
- Victor Colicchio - Moving Man in Loft
- Robert Cividanes - Moving Man in Loft
- Donegal Fitzgerald - Moving Man on Street
- Howard Erskine - Senator Paley
- Ray Cohen - Pianist at Wedding
- Angel Caban - Limo Driver
- Ingrid Rogers - Off-Off Broadway Actress
- Brian McCormack - Phil
- Woody Allen
-
Woody Allen
- J.E. Beaucaire
- Charles H. Joffe
- Jack Rollins
- Kim Davis-Wagner
- Letty Aronson
- Marlena Grzaslewicz
- Marko Costanzo
- Lee Dichter
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