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Joaquin Phoenix

Theodore

Scarlett Johansson

Samantha (voice)

Lynn Adrianna

Letter Writer #1

Lisa Renee Pitts

Letter Writer #2

Gabe Gomez

Letter Writer #3

Chris Pratt

Paul

Artt Butler

Text Voice (voice)

May Lindstrom

Sexy Pregnant TV Star

Rooney Mara

Catherine

Bill Hader

Chat Room Friend #2 (voice)

Kristen Wiig

SexyKitten (voice)

Brian D. Johnson

OS1 Commercial Lead

Amy Adams

Amy

Matt Letscher

Charles

Spike Jonze

Alien Child (voice)

Olivia Wilde

Blind Date

David Azar

Theodore's Divorce Attorney

Guy Lewis

Marriage Counselor

Melanie Seacat

Nice Lady

Pramod Kumar

Pizza Vendor