In 1990 Cryer appeared as Sandy in an Off-Broadway adaptation of "Carnal Knowledge". That same year he starred with Charlie Sheen in the Jim Abrahams comedy "Hot Shots!", which was received very positively. Cryer is frequently linked to the Brat Pack. In a March 2009 interview on Anytime with Bob Kushell, Cryer stated that he had auditioned for "St. Elmo's Fire" but was not cast in a role. In 1993, he was asked to audition for the role of Chandler Bing on "Friends", while doing a play in London. His reading was videotaped by a British casting agent but the tape failed to arrive in the U.S. before the network had made its final decision.