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Cast (39)
Joaquin Phoenix
as Theodore
Scarlett Johansson
as Samantha (voice)
Lynn Adrianna
as Letter Writer #1
Lisa Renee Pitts
as Letter Writer #2
Gabe Gomez
as Letter Writer #3
Chris Pratt
as Paul
Artt Butler
as Text Voice (voice)
May Lindstrom
as Sexy Pregnant TV Star
Rooney Mara
as Catherine
Bill Hader
as Chat Room Friend #2 (voice)
Kristen Wiig
as SexyKitten (voice)
Brian D. Johnson
as OS1 Commercial Lead
Amy Adams
as Amy
Matt Letscher
as Charles
Spike Jonze
as Alien Child (voice)
Olivia Wilde
as Blind Date
David Azar
as Theodore's Divorce Attorney
G.L
Guy Lewis
as Marriage Counselor
Melanie Seacat
as Nice Lady
Pramod Kumar
as Pizza Vendor
Evelyn Edwards
as Mother Who Dated Pricks
Steve Zissis
as New Sweet Boyfriend of Mother Who Dated Pricks
Dane White
as Son
N.G
Nicole Grother
as Daughter
James Ozasky
as Catherine's Dad
Samantha Sarakanti
as Mother of Newborn
Luka Jones
as Lewman
Gracie Prewitt
as Jocelyn (Birthday Girl)
Claudia Choi
as Uncomfortable Waitress
Laura Kai Chen
as Tatiana
Portia Doubleday
as Surrogate Date Isabella
Soko
as Isabella (voice)
Wendy Leon
as Grocery Shopper
Lil Buck
as Busker / Dancer
R.B
Robert Benard
as Michael Wadsworth (Editor)
L.C
Lisa Cohen
as Michael Wadsworth's Wife
G.S
Grant Samson
as Michael Wadsworth's Associate
Brian Cox
as Alan Watts (voice)
Alia Janine
as Commuter (uncredited)
