Хоакин ФениксTheodore
Скарлетт ЙоханссонSamantha (voice)
Линн А. ФридманLetter Writer #1
Lisa Renee PittsLetter Writer #2
Крис ПрэттPaul
Artt ButlerText Voice (voice)
May LindstromSexy Pregnant TV Star
Руни МараCatherine
Билл ХейдерChat Room Friend #2 (voice)
Кристен УигSexyKitten (voice)
Brian D. JohnsonOS1 Commercial Lead
Эми АдамсAmy
Matt LetscherCharles
Spike JonzeAlien Child (voice)
Оливия УайлдBlind Date
David AzarTheodore's Divorce Attorney
Melanie SeacatNice Lady
Прамод КумарPizza Vendor
Эвелин ЭдвардсMother Who Dated Pricks
Steve ZissisNew Sweet Boyfriend of Mother Who Dated Pricks
Dane WhiteSon
James OzaskyCatherine's Dad
Samantha SarakantiMother of Newborn
Люка ДжонсLewman
Gracie PrewittJocelyn (Birthday Girl)
Claudia ChoiUncomfortable Waitress
Лаура Кай ЧенTatiana
Портия ДаблдэйSurrogate Date Isabella
СокоIsabella (voice)
Wendy LeonGrocery Shopper
Lil BuckBusker / Dancer
Брайан КоксAlan Watts (voice)
Alia JanineCommuter (uncredited)