Casts

• 

  Hank Azaria

  David

• 

  Kenneth Branagh

  Lee Simon

• 

  Judy Davis

  Robin Simon

• 

  Leonardo DiCaprio

  Brandon

• 

  Melanie Griffith

  Nicole Oliver

• 

  Famke Janssen

  Bonnie

• 

  Michael Lerner

  Dr. Lupus

• 

  Joe Mantegna

  Tony Gardella

• 

  Bebe Neuwirth

  Nina - the Hooker

• 

  Winona Ryder

  Nola

• 

  Charlize Theron

  Supermodel

• 

  Dylan Baker

  Catholic Retreat Priest

• 

  Kate Burton

  Robin's Friend Cheryl

• 

  Patti D'Arbanville

  Iris

• 

  Karen Duffy

  TV Reporter at Premiere

• 

  Ned Eisenberg

  Elaine's Book Party Guest

• Monique Fowler

  Robin's Friend Jan

• 

  Andre Gregory

  John Papadakis

• 

  Allison Janney

  Evelyn Isaacs

• 

  Debra Messing

  TV Reporter

• 

  Isaac Mizrahi

  Bruce Bishop

• 

  Gretchen Mol

  Vicky

• 

  Greg Mottola

  Director

• 

  Larry Pine

  Philip Datloff

• 

  Steven Randazzo

  Cop at Hotel

• 

  Sam Rockwell

  Darrow Entourage

• 

  Aida Turturro

  Olga

• 

  Celia Weston

  Dee Bartholomew

• 

  Jeffrey Wright

  Greg

• 

  Carmen Dell'Orefice

  Pinky Virdon

• 

  Tony Sirico

  Lou DeMarco

• 

  Kenneth Edelson

  Rabbi Kaufman

• 

  Tony Darrow

  Moving Man in Loft

• 

  Douglas McGrath

  Bill Gaines

• 

  Adrian Grenier

  Darrow Entourage

• 

  John Doumanian

  Darrow Entourage

• 

  J.K. Simmons

  Souvenir Hawker

• 

  Donald Trump

  Self

• 

  Donna Hanover

  Manhattan Moods Anchor Woman

• 

  Leslie Shenkel

  Manhattan Moods Assistant Director

• 

  Wood Harris

  Al Swayze

• 

  Frank Pellegrino

  Frankie

• 

  Renée Lippin

  Second Examining Room Patient

• 

  Irina Pantaeva

  Friend of Supermodel

• Mark Vanderloo

  Friend of Supermodel

• 

  Frederique van der Wal

  Friend of Supermodel

• 

  Marian Seldes

  Datloff Party Guest

• 

  David Margulies

  Counselor Adelman

• 

  Jeff Mazzola

  Assistant Director

• Dick Mingalone

  Camera Operator

• Vladimir Bibic

  Director of Photography

• Francisco Quijada

  Erno Delucca

• 

  Aleksa Palladino

  Production Assistant

• 

  Dan Moran

  Jackhammer Operator

• 

  Peter Castellotti

  Sound Recordist

• A. Lee Morris

  Second Assistant Cameraperson

• 

  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

• 

  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

• 

  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

• 

  Bill Gerber

  Waiting Room Patient

• 

  Julie Halston

  Patient With Jowls

• 

  Reuben Jackson

  Cameraman at Lupus Office

• 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

• 

  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

• 

  Bruce Jay Friedman

  Elaine's Book Party Guest

• 

  Erica Jong

  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

• Gigi Williams

  Fan of Robin Simon

• 

  Laura Nativo

  Jailbait (uncredited)