Amanda Peet - Emily Friehl
Ashton Kutcher - Oliver Martin
Taryn Manning - Ellen Martin
Aimee Garcia - Nicole
Lee Garlington - Stewardess
Birdie M. Hale - Old Woman
Tyrone Giordano - Graham Martin (as Ty Giordano)
Melissa van der Schyff - Carol Martin
Theresa Spruill - Street Vendor
James Read - Brent Friehl
Molly Cheek - Christine
Sarah Ann Morris - Bartender
Gabriel Mann - Peter
Kathryn Hahn - Michelle
Ali Larter - Gina
Amy Aquino - Diane Martin
Constance Hsu - Chinese Waitress
Josh Stamberg - Michael
Misty Louwagie - Elegant Beauty
Sam Pancake - Hipster at Party
Sarah Shahi - Starlet
Moon Bloodgood - Bridget
Jeremy Sisto - Ben Miller
Kal Penn - Jeeter
Robert Peters - Roy Douglas
Addison Bouquet - Hailey
Katherine Herzer - Little Girl
Kevin R. Kelly - Park Ranger (as Kevin Robert Kelly)
Ron Bottitta - VC Guy
Steven Guy - VC Guy
Sean Smith - Lawyer
T.R. Hopper - Laywer
Linda Hunt - Airline Attendant
Meghan Markle - Hot Girl
Joeanna Sayler - Gallery Owner
Lindsay MacFarland - Gallery Patron
Herschel Bleefeld - Bill
Conrad Bluth - Chris
Colin Patrick Lynch - Upstairs Neighbor
Rick Overton - Tailor
Brendan Patrick Connor - Wedding Guest (as Brendan P. Connor)
William Stanford Davis - Priest
Daniele O'Loughlin - Wedding Planner
Nora Burns - Caterer
Nealla Gordon - Caterer
Steve Filice - Caterer
Holmes Osborne - Stephen Martin
rest of cast listed alphabetically:
Kevin Makely - Dinner Guest
Neal Orion - Late-Arrival Wedding Guest
Jocelyn Seagrave
Christine Holz-Lusita - Catty actress (uncredited)
Jeff Lam - Chinese Waiter (DVD deleted scenes) (uncredited)
Brad Newman - Dinner Guest (uncredited)
Nectar Rose - Stewardess (uncredited)
Victoria Spark - Emily's Neighbor (uncredited)
Anastacia Spiegel - Dinner Guest (uncredited)
Julie Wittner - Casting Assistant (uncredited)
