Dark-haired comedic actor Jon Cryer remains best-known for his lovable performance as Duckie Dale in the 1986 teen movie [[Feature~V39095~Pretty in Pink~prettyinpink]]. Even though he was 21 years old playing a high school senior, he exhibited a vulnerable yet goofy freshness unlike most other teen stars. The son of Broadway performers, he was schooled in the Bronx before making his film debut in the romantic comedy [[Feature~V35542~No Small Affair~nosmallaffair]] as a young photographer obsessed with [[Performer~P103370~Demi Moore~demimoore]]. He made some unfortunate movies after [[Feature~V39095~Pretty in Pink~prettyinpink]], including the [[Feature~V17076~Ferris Bueller~ferrisbuellersdayoff]] knock-off [[Feature~V33343~Morgan Stewart's Coming Home~morganstewartscominghome]], which suggested unfair comparisons with actor [[Performer~P8627~Matthew Broderick~matthewbroderick]]. Other forgettable movies followed until he was cast as the star of the sitcom The Famous Teddy Z, which was then followed by several other short-lived sitcoms. After appearing in the anarchic comedy [[Feature~V23268~Hot Shots!~hotshots]], he proved fairly successful with offbeat comedies and independent films. He helped write the talky romantic comedy [[Feature~V134913~The Pompatus of Love~thepompatusoflove]] then starred in the similarly themed [[Feature~V181499~Plan B~planb]]. He teamed up with director [[Performer~P238819~Richard Schenkman~richardschenkman]] to write the offbeat comedy [[Feature~V162530~Went to Coney Island on a Mission From God...Be Back by Five~wenttoconeyislandonamissionfromgodbebackbyfive]].
In 2003, Cryer re-teamed with Hotshots! co-star Charlie Sheen for the sitcom Two and a Half Men, which proved to be a massive success. The show was so popular that it stayed on the air, even after Sheen left in 2011, with Ashton Kutcher filling in the empty spot in the cast. ~ Andrea LeVasseur, Rovi