Celebrity
Trailer
Cast
Michael Lerner
Dr. Lupus
Kate Burton
Robin's Friend Cheryl
Carmen Dell'Orefice
Pinky Virdon
Becky Ann Baker
Glenwood High Alumna - Doris
Ted Neustadt
Elaine's Book Party Guest
Bruno Gunn
Skinhead
Howard Erskine
Senator Paley
Angel Caban
Limo Driver
Frederick Rolf
Book Reviewer
David Margulies
Counselor Adelman
Kathleen Doyle
Father Gladden's Fan
Laura Nativo
Jailbait (uncredited)
Polly Adams
Exercise Tape Fan
Famke Janssen
Bonnie
Peter Boyden
Father Gladden's Fan on Porch
Bernard Addison
Minister Polynice
Patti D'Arbanville
Iris
Donald Trump
Self
Jeff Mazzola
Assistant Director
Maurice Sonnenberg
Dalton Freed
Hank Azaria
David
Winona Ryder
Nola
Dylan Baker
Catholic Retreat Priest
Greg Mottola
Director
Victor Colicchio
Moving Man in Loft
Judy Davis
Robin Simon
Larry Pine
Philip Datloff
Steven Randazzo
Cop at Hotel
Marian Seldes
Datloff Party Guest
Ramsey Faragallah
TV Program Director
Dan Moran
Jackhammer Operator
Dayle Haddon
Waiting Room Patient
Renée Lippin
Second Examining Room Patient
Jim Moody
Security Guard
Sam Rockwell
Darrow Entourage
Allison Janney
Evelyn Isaacs
Isaac Mizrahi
Bruce Bishop
Adrian Grenier
Darrow Entourage
Gabriel Millman
Ricky
Julie Halston
Patient With Jowls
Charlize Theron
Supermodel
Debra Messing
TV Reporter
John Carter
Father Gladden
Frank Pellegrino
Frankie
Marylouise Burke
Father Gladden's Fan on Porch
Kenneth Branagh
Lee Simon
Gretchen Mol
Vicky
Leonardo DiCaprio
Brandon
Ingrid Rogers
Off-Off Broadway Actress
Melanie Griffith
Nicole Oliver
Karen Duffy
TV Reporter at Premiere
Aida Turturro
Olga
Douglas McGrath
Bill Gaines
Aleksa Palladino
Production Assistant
Lorri Bagley
Chekhov-style Writer
Joe Mantegna
Tony Gardella
Tina Sloan
Waiting Room Patient
Adam Sietz
Vince
Bruce Jay Friedman
Elaine's Book Party Guest
Brian McCormack
Phil
Alma Cuervo
Bruce Bishop's Admirer
Bill Gerber
Waiting Room Patient
Joseph Tudisco
Hotel Clerk
John Costelloe
Cop at Hotel
Rick Mowat
Comic
Reuben Jackson
Cameraman at Lupus Office
Gerry Becker
Glenwood High Alumna - Jay Tepper
Peter Castellotti
Sound Recordist
Erica Jong
Elaine's Book Party Guest
Irina Pantaeva
Friend of Supermodel
Brian McConnachie
Exercise Tape Fan
Tony Sirico
Lou DeMarco
Tony Darrow
Moving Man in Loft
Wood Harris
Al Swayze
Ned Eisenberg
Elaine's Book Party Guest
Celia Weston
Dee Bartholomew
John Doumanian
Darrow Entourage
Timothy Jerome
Hotel Clerk
Jodi Long
Father Gladden's Fan
Andre Gregory
John Papadakis
Donna Hanover
Manhattan Moods Anchor Woman
Frederique van der Wal
Friend of Supermodel
Peter McRobbie
Father Gladden's Fan on Porch
Ève Salvail
Bruce Bishop's Admirer
Kenneth Edelson
Rabbi Kaufman
J.K. Simmons
Souvenir Hawker
Bebe Neuwirth
Nina - the Hooker
Maureen McNamara
Father Gladden's Fan on Porch
Richard Mawe
Elaine's Book Party Guest
Jeffrey Wright
Greg
Leslie Shenkel
Manhattan Moods Assistant Director