* "Pretty in Pink" (1986): This coming-of-age classic launched his career, with Cryer playing the lovable, quirky best friend, Duckie.
* "Hot Shots!" (1991): This hilarious parody of "Top Gun" featured Cryer as the neurotic but dedicated pilot, Topper Harley.
* "The Runaway Bride" (1999): Cryer had a supporting role in this romantic comedy, playing the charming and supportive best friend, Ike.
* "Super 8" (2011): Cryer played a supporting role in this Spielberg-produced sci-fi thriller about a group of kids who witness a mysterious train crash.
While Cryer has had numerous other movie credits, these are the ones he is most recognized for. He is primarily known for his comedic roles in television series like "Two and a Half Men" and "The Crazy Ones," but these movies solidified his place in pop culture.