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Cast (24)
Ashton Kutcher
as Oliver Martin
Amanda Peet
as Emily Friehl
Kathryn Hahn
as Michelle
Kal Penn
as Jeeter
Ali Larter
as Gina
Taryn Manning
as Ellen Martin
Aimee Garcia
as Nicole
Jeremy Sisto
as Ben Miller
Gabriel Mann
as Peter
Moon Bloodgood
as Bridget
Holmes Osborne
as Stephen Martin
Lee Garlington
as Stewardess
Sarah Ann Morris
as Bartender
Joeanna Sayler
as Gallery Owner
Meghan, Duchess of Sussex
as Hot Girl
Conrad Bluth
as Chris
Sarah Shahi
as Starlet
Tyrone Giordano
as Graham Martin
James Read
as Brent Friehl
Melissa van der Schyff
as Carol Martin
Molly Cheek
as Christine
K.H
Kathrine Herzer
as Little Girl
J.K
Joe Koons
as Best Man (uncredited)
Norman Reedus
as Emily's Ex at Airport (uncredited)
