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Acting
April 16, 1965
New York City, New York, USA
Jonathan Niven Cryer (born April 16, 1965) is an American actor, screenwriter, director, and film producer. He is the son of actress–singer Gretchen Cryer. He made his motion picture debut in the 1984 romantic comedy No Small Affair, but gained greater fame as "Duckie" in the 1986 John Hughes-scripted film Pretty in Pink. In 1998, he finished writing and producing the independent film Went to Coney Island on a Mission from God... Be Back by Five, which was well received. Even though he gained some fame by starring in these films, it took several years to find success on television; the shows he had starred in (The Famous Teddy Z, Partners and The Trouble with Normal) did not last very long. In 2003, he was cast as Alan Harper on the CBS hit comedy series Two and a Half Men, opposite Charlie Sheen, for which he won a Primetime Emmy Award in 2009. He received three earlier Emmy Award nominations for Outstanding Supporting Actor in a Comedy Series for his work on the show.

Self
2025

Self (archive footage)
2024

Self
2024

Jim Kearney
2023

Self
2022

2022

Self - Celebrity Guest
2022

H.R. 'Bob' Haldeman (voice)
2022

Narrator
2022

Reuben
2020

as Self

as Self (archive footage)

as Self

as Jim Kearney

as Self


as Self - Celebrity Guest

as H.R. 'Bob' Haldeman (voice)

as Narrator

as Reuben

as Self

as Lex Luthor

as Self

as Eugenio Derbez

as Jon Cryer

as Self

as Jon Cryer

as Felix Faust (voice)

as Self

as Lex Luthor

as Lex Luthor

as Self

as Ricky Miller

as Lex Luthor

as Self

as Customer

as Dean Morris

as Self

as Lex Luthor

as Javier

as David

as Self

as Alan Harper

as Self

as Dad Thompson

as Self - Guest

as Charles

as Brian Mark

as Richard Pig (voice)

as Freakshow (voice)

as Ken Truscott

as Self

as Mr. Stamm

as Quacky (voice)

as Desk Clerk (voice)

as Self
as (archive footage)
as Self - Guest

as Self

as Freakshow (voice)

as Self

as Cyril Taft

as Alan Harper

as Self
as Joel Stein

as Self

as Jon Cryer (uncredited)

as Zack Mango

as Self - Actor, 'Two & a ½ Men'

as Kevin (voice)

as Roger

as Barry

as The Winged Wolves (voice)

as Jimmy Pells
as Sam Wagner

as Justin

as Daniel
as Stuart Winer

as Brian (uncredited)

as Self

as Terry Pender

as Self

as Mark

as Self - Guest

as Self

as Duckie

as Bob

as Trevor McPhee

as Guy Franklin
as Tommy Kazdan


as Jim 'Wash Out' Pfaffenbach

as Frat Boy #3

as Teddy Zakalokis


as Andrew Morenski / Max Hauser

as Grant

as Lenny

as Randall Schwab Jr.

as Morgan Sewart

as Philip F. 'Duckie' Dale

as Phil

as Teenage Herbert

as Charles Cummings

as Self - Performer

as Lenny Luthor