​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.

Filmography

• Stuart Fails to Save the Universe — Sherpa
• Extended Family — Jim Kearney, Executive Producer
• 202218½ — H.R. 'Bob' Haldeman (voice)
• Devoured — Narrator
• The Jennifer Hudson Show
• 2020Big Time Adolescence — Reuben
• Batwoman — Lex Luthor
• The Joel McHale Show with Joel McHale — Eugenio Derbez
• Ryan Hansen Solves Crimes on Television — Jon Cryer
• Will & Grace — Jon Cryer
• DC's Legends of Tomorrow — Lex Luthor
• Justice League Action — Felix Faust (voice)
• The Great Indoors — Donnie
• Supergirl — Lex Luthor
• 2014Hit by Lightning — Ricky Miller
• The Flash — Lex Luthor
• 2013Ass Backwards — Dean Morris
• Mom — Customer, Director
• Arrow — Lex Luthor
• 2011Company — David
• 2011Stay Cool — Javier
• 2010Due Date — Alan Harper
• 2009Shorts — Dad Thompson
• 2009Weather Girl — Charles
• 2008Tortured — Brian Mark
• 2008Unstable Fables: 3 Pigs and a Baby — Richard Pig (voice)
• 2006Danny Phantom: Reality Trip — Freakshow (voice)
• Hannah Montana — Ken Truscott
• American Dad! — Quacky (voice), Desk Clerk (voice)
• 2005Metro Chase — Mr. Stamm
• Danny Phantom — Freakshow (voice)
• Retrosexual: The '80s — (archive footage)
• Hey Joel — Joel Stein
• NCIS — Cyril Taft
• Two and a Half Men — Alan Harper, Director, Story
• Big Brother — Self - Actor, 'Two & a ½ Men'
• CSI: Crime Scene Investigation — Jon Cryer (uncredited)
• The Trouble with Normal — Zack Mango
• Family Guy — Kevin (voice)
• Becker — Roger
• Getting Personal — Sam Wagner
• 1998Glam — Jimmy Pells
• Hercules — The Winged Wolves (voice)
• 1998Holy Man — Barry
• Two Guys and a Girl — Justin
• 1998Went to Coney Island on a Mission from God... Be Back by Five — Daniel, Writer, Producer
• Dharma & Greg — Brian (uncredited)
• 1997Plan B — Stuart Winer
• The Practice — Terry Pender
• 1996The Pompatus of Love — Mark, Writer, Co-Producer
• Mr. Show with Bob and David — Duckie
• Partners — Bob
• The Outer Limits — Trevor McPhee
• 1994Heads — Guy Franklin
• 1993The Waiter — Tommy Kazdan
• The Tonight Show with Jay Leno
• 1991Hot Shots! — Jim 'Wash Out' Pfaffenbach
• 1989Penn & Teller Get Killed — Frat Boy #3
• The Famous Teddy Z — Teddy Zakalokis
• 1988Rap Master Ronnie: A Report Card
• 1987Dudes — Grant
• 1987Hiding Out — Andrew Morenski / Max Hauser
• 1987Morgan Stewart's Coming Home — Morgan Sewart
• 1987O.C. and Stiggs — Randall Schwab Jr.
• 1987Superman IV: The Quest for Peace — Lenny
• 1986Pretty in Pink — Philip F. 'Duckie' Dale
• Amazing Stories — Phil
• 1985Noon Wine — Teenage Herbert
• 1984No Small Affair — Charles Cummings
• American Playhouse — Teenage Herbert

Appearances as themselves (27)

• aka Charlie Sheen — Self
• 2024BRATS — Self
• 2024The Little Pageant That Could — Self (archive footage)
• Password — Self - Celebrity Guest
• Crisis Aftermath — Self
• The Kelly Clarkson Show — Self - Guest
• Drop the Mic — Self
• 2016Must See TV: An All Star Tribute to James Burrows — Self
• The Late Late Show with James Corden — Self
• Late Night with Seth Meyers — Self - Guest
• 2012John Hughes: Life Moves Pretty Fast — Self
• Conan — Self
• Who Do You Think You Are? — Self
• Watch What Happens Live with Andy Cohen — Self - Guest
• The Late Late Show with Craig Ferguson — Self - Guest
• The Reichen Show — Self
• On Air with Ryan Seacrest — Self
• The Soup — Self
• The Tony Danza Show — Self - Guest
• Jimmy Kimmel Live! — Self
• The Ellen DeGeneres Show — Self
• The View — Self
• 1996Cannes Man — Self
• E! True Hollywood Story — Self
• The Rosie O'Donnell Show — Self - Guest
• People's Choice Awards — Self - Host
• Tony Awards — Self - Performer