
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.

Superman IV: The Quest for Peace
1987 · as Lenny

Hot Shots!
1991 · as Jim 'Wash Out' Pfaffenbach

Due Date
2010 · as Alan Harper

Pretty in Pink
1986 · as Philip F. 'Duckie' Dale

BRATS
2024 · as Self

Weather Girl
2009 · as Charles

Stay Cool
2011 · as Javier

Unstable Fables: 3 Pigs and a Baby
2008 · as Richard Pig (voice)

Shorts
2009 · as Dad Thompson

Tortured
2008 · as Brian Mark

Holy Man
1998 · as Barry

Dudes
1987 · as Grant

Ass Backwards
2013 · as Dean Morris

Big Time Adolescence
2020 · as Reuben

No Small Affair
1984 · as Charles Cummings

O.C. and Stiggs
1987 · as Randall Schwab Jr.

Cannes Man
1996 · as Self

Must See TV: An All Star Tribute to James Burrows
2016 · as Self