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.
2025aka Charlie Sheen (2 Episodes) as Self
2025It's A Yubby Nubby Ewok Murder Party as C-3PO
2024The Little Pageant That Could as Self (archive footage)
2024BRATS as Self
2023Extended Family (13 Episodes) as Jim Kearney
20221982: Greatest Geek Year Ever! as Self
2022The Jennifer Hudson Show (1 Episode) as Unknown
2022Password (1 Episode) as Self - Celebrity Guest
202218½ as H.R. 'Bob' Haldeman (voice)
2022Devoured (6 Episodes) as Narrator
2020Big Time Adolescence as Reuben
2019Crisis Aftermath (1 Episode) as Self
2019Batwoman (1 Episode) as Lex Luthor
2019The Kelly Clarkson Show (2 Episodes) as Self
2018The Joel McHale Show with Joel McHale (1 Episode) as Eugenio Derbez
2017Ryan Hansen Solves Crimes on Television (2 Episodes) as Jon Cryer
2017Drop the Mic (1 Episode) as Self
2017Will & Grace (1 Episode) as Jon Cryer
2016Justice League Action (3 Episodes) as Felix Faust (voice)
2016Must See TV: An All Star Tribute to James Burrows as Self
2016DC's Legends of Tomorrow (1 Episode) as Lex Luthor
2015Supergirl (20 Episodes) as Lex Luthor
2015The Late Late Show with James Corden (1 Episode) as Self
2014Hit by Lightning as Ricky Miller
2014The Flash (1 Episode) as Lex Luthor
2014Late Night with Seth Meyers (1 Episode) as Self
2013Mom (1 Episode) as Customer
2013Ass Backwards as Dean Morris
2012John Hughes: Life Moves Pretty Fast as Self
2012Arrow (1 Episode) as Lex Luthor
2011Company as David
2010Conan (1 Episode) as Self
2010Due Date as Alan Harper
2010Who Do You Think You Are? (1 Episode) as Self
2009Shorts as Dad Thompson
2009Watch What Happens Live with Andy Cohen (1 Episode) as Self - Guest
2009Weather Girl as Charles
2009Stay Cool as Javier
2008Tortured as Brian Mark
2008Unstable Fables: 3 Pigs and a Baby as Richard Pig (voice)
2006Danny Phantom: Reality Trip as Freakshow (voice)
2006Hannah Montana (2 Episodes) as Ken Truscott
2005The Reichen Show (1 Episode) as Self
2005Metro Chase as Mr. Stamm
2005American Dad! (1, 1 Episode) as Quacky (voice), Desk Clerk (voice)
2005The Late Late Show with Craig Ferguson (2 Episodes) as Self
2004Retrosexual: The '80s (5 Episodes) as (archive footage)
2004The Tony Danza Show (1 Episode) as Self - Guest
2004The Soup (3 Episodes) as Self
2004Danny Phantom (2 Episodes) as Freakshow (voice)
2004On Air with Ryan Seacrest (1 Episode) as Self
2003NCIS (3 Episodes) as Cyril Taft
2003Two and a Half Men (262 Episodes) as Alan Harper
2003The Ellen DeGeneres Show (3 Episodes) as Self
2003Hey Joel (13 Episodes) as Joel Stein
2003Jimmy Kimmel Live! (1 Episode) as Self
2000CSI: Crime Scene Investigation (1 Episode) as Jon Cryer (uncredited)
2000The Trouble with Normal (13 Episodes) as Zack Mango
2000Big Brother (1 Episode) as Self - Actor, 'Two & a ½ Men'
1999Family Guy (1 Episode) as Kevin (voice)
1998Becker (1 Episode) as Roger
1998Holy Man as Barry
1998Hercules (2 Episodes) as The Winged Wolves (voice)
1998Glam as Jimmy Pells
1998Getting Personal (18 Episodes) as Sam Wagner
1998Two Guys and a Girl (1 Episode) as Justin
1998Went to Coney Island on a Mission from God... Be Back by Five as Daniel
1997Plan B as Stuart Winer
1997Dharma & Greg (1 Episode) as Brian (uncredited)
1997The View (1 Episode) as Self
1997The Practice (1 Episode) as Terry Pender
1996E! True Hollywood Story (2 Episodes) as Unknown
1996The Pompatus of Love as Mark
1996The Rosie O'Donnell Show (1 Episode) as Self - Guest
1996Cannes Man as Self
1995Mr. Show with Bob and David (1 Episode) as Duckie
1995Partners (22 Episodes) as Bob
1995The Outer Limits (1 Episode) as Trevor McPhee
1994Heads as Guy Franklin
1993The Waiter as Tommy Kazdan
1992The Tonight Show with Jay Leno (1 Episode) as Unknown
1991Hot Shots! as Jim 'Wash Out' Pfaffenbach
1989Penn & Teller Get Killed as Frat Boy #3
1989The Famous Teddy Z (20 Episodes) as Teddy Zakalokis
1988Rap Master Ronnie: A Report Card as Unknown
1987Hiding Out as Andrew Morenski / Max Hauser
1987Dudes as Grant
1987Superman IV: The Quest for Peace as Lenny
1987O.C. and Stiggs as Randall Schwab Jr.
1987Morgan Stewart's Coming Home as Morgan Sewart
1986Pretty in Pink as Philip F. 'Duckie' Dale
1985Amazing Stories (1 Episode) as Phil
1985Noon Wine as Teenage Herbert
1984No Small Affair as Charles Cummings
1956Tony Awards (1 Episode) as Self - Performer
2023Extended Family (13 Episodes) ... Executive Producer
1998Went to Coney Island on a Mission from God... Be Back by Five ... Producer
1996The Pompatus of Love ... Co-Producer
2003Two and a Half Men (1 Episode) ... Story
1998Went to Coney Island on a Mission from God... Be Back by Five ... Writer
1996The Pompatus of Love ... Writer