Monique Parent
as
Jennifer
Topher Grace
as
F. Scott Feinstadt
Laura Linney
as
Louise Harrington
Gabriel Byrne
as
Peter Harrington
Paul Rudd
as
Sammy Silverstein
Alan Rudolph
Director
Neve Campbell
as
Alice
Dermot Mulroney
as
Edgar
Jeremy Davies
as
Oscar
Robin Tunney
as
Zoe
Keith David
as
Coach Popovitch
Paul Rudd
as
Jack Chase
Heather Graham
as
Justine, Sex Shop Clerk
Danny DeVito
as
Wayne the Pool Guy
Ryan Reynolds
as
Henry Lipschitz
Gaby Hoffmann
as
Jenny Simon
Ashton Kutcher
as
Louie
Victor Argo
as
Mr. Neipris
John Waters
Director
Suzanne Shepherd
as
Big Ethel
Jackie Hoffman
as
Dora
Johnny Knoxville
as
Ray Ray
Ari Aster
Director
Joaquin Phoenix
as
Beau Wassermann
Michael Esper
as
Officer Johnson
Zoe Lister-Jones
as
Young Mona
Bret McCormick
Director
TJ Myers
as
Dr. Hardy
Michael Winterbottom
Director
Michael Nyman
as
Himself
Margo Stilley
as
Lisa
Kieran O'Brien
as
Matt
Woody Allen
Director
Norman Alden
as
Brain Technician
Regis Philbin
as
Regis Philbin
Robert Walden
as
Sperm
Constance Wu
as
Andi
Josh Fadem
as
Josh
Sion Sono
Director
Makoto Ashikawa
as
Hideo Nakaizumi
as
Akio's Brother
Tetsu Watanabe
as
Takayasu TsuTsui
Denden
as
Yukio Murata
Mila Kunis
as
Jamie
Emma Stone
as
Kayla
Andy Samberg
as
Quincy
Woody Harrelson
as
Tommy
Rob Reiner
Director
Ingrid Bergman
as
Actress in Film
Michelle Nicastro
as
Amanda
Franc Luz
as
Julian
John Speredakos
as
New Year's Partygoer
Steven Soderbergh
Director
Andie MacDowell
as
Ann Bishop Mullany
Laura San Giacomo
as
Cynthia Patrice Bishop
James Spader
as
Graham Dalton
Peter Gallagher
as
John Mullany