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

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

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

Frederique van der Wal

Friend of Supermodel

Marian Seldes

Datloff Party Guest

David Margulies

Counselor Adelman

Jeff Mazzola

Assistant Director

Aleksa Palladino

Production Assistant

Dan Moran

Jackhammer Operator

Peter Castellotti

Sound Recordist

Maurice Sonnenberg

Dalton Freed

Kathleen Doyle

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

Alma Cuervo

Bruce Bishop's Admirer

Ève Salvail

Bruce Bishop's Admirer

Polly Adams

Exercise Tape Fan

Brian McConnachie

Exercise Tape Fan

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

Becky Ann Baker

Glenwood High Alumna - Doris

Gerry Becker

Glenwood High Alumna - Jay Tepper

Frederick Rolf

Book Reviewer

Ramsey Faragallah

TV Program Director

Bernard Addison

Minister Polynice

Bruno Gunn

Skinhead

Gabriel Millman

Ricky

Adam Sietz

Vince

Timothy Jerome

Hotel Clerk

Joseph Tudisco

Hotel Clerk

Jim Moody

Security Guard

John Costelloe

Cop at Hotel

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

Rick Mowat

Comic

Victor Colicchio

Moving Man in Loft

Howard Erskine

Senator Paley

Angel Caban

Limo Driver

Ingrid Rogers

Off-Off Broadway Actress

Brian McCormack

Phil

Laura Nativo

Jailbait (uncredited)