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