Movies:
* Pretty in Pink (1986): This teen rom-com is arguably his most famous role.
* Superman IV: The Quest for Peace (1987): He played the role of Lenny Luthor, the son of Lex Luthor.
* The Three Musketeers (1993): A comedic take on the classic story where he played Planchet.
* Hot Shots! (1991) and Hot Shots! Part Deux (1993): Two parody films starring Charlie Sheen, where Cryer played a supporting role.
* Dumb and Dumber (1994): A small but memorable role as a waiter.
* Just Visiting (2001): A French-American comedy where Cryer plays a medieval knight.
* The Trouble with Men (2010): A romantic comedy with a star-studded cast.
* Hit Man (2012): A thriller about a hitman who is tasked with killing a US senator.
Television:
* The Famous Teddy Z (1989-1990): His first starring role in a TV sitcom.
* The Trouble with Larry (1993-1994): A short-lived sitcom where Cryer played the title character.
* Partners (2011-2012): He co-starred with Michael Urie in this sitcom about a partnership between two lawyers.
* Two and a Half Men (2003-2015): Cryer's breakout role as the character Alan Harper, which won him four Primetime Emmy Awards for Outstanding Supporting Actor in a Comedy Series.
* Mom (2013-2021): He joined the cast of this sitcom in season 4, playing the role of Adam, the love interest of Christy (played by Anna Faris).
* Godfather of Harlem (2019-present): Cryer plays the role of Mayor Robert Wagner, the corrupt mayor of New York City during the era of crime boss, Bumpy Johnson.
This is just a selection of his most notable projects. Jon Cryer has been involved in numerous other film and television projects throughout his career. He is a versatile and talented actor who has proved himself capable of playing both comedic and dramatic roles.