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Jon Cryer portrait

Actor

Jon Cryer

Born 1965 · New York City, New York, USA

​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.

About WatchMind AI

WatchMind AI (WatchMind) recommends movies and TV using AI-assisted algorithms — taste profiles, semantic matching, and embedding similarity process your browsing, queue saves, ratings, and engagement into personalised picks: For You rails, daily suggestions, mood feeds, and match scores. Trailers, TMDb review excerpts, and licensed where-to-watch links support each pick. We do not host or stream full films or episodes.

Browse movies, TV series, and curated feeds such as Story Hunt. Title pages include synopses, cast, where-to-watch data from TMDb, and structured data for search engines. Personalised rails and your profile use optional Google sign-in (name, email, and account ID only to identify you — see the homepage section "What we collect and why"). The catalogue remains readable without an account.

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