"Herb" in Two and a Half Men was played by Ryan Stiles; Stiles is still an actor today; Find out what Ryan is doing now; Two and a Half Men fans of all eras will remember "Herb Melnick" — the second husband (and eventual ex) of "Judith," after she divorced "Alan" (Jon Cryer).. Beginning in season 2, "Herb" made up to a handful of appearances per season, sharing a close bond with "Alan.. Two and a Half Men: Created by Lee Aronsohn, Chuck Lorre. With Jon Cryer, Angus T. Jones, Conchata Ferrell, Charlie Sheen. A hedonistic jingle writer's free-wheeling life comes to an abrupt halt when his brother and 10-year-old nephew move into his beach-front house.
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Fandom Apps Take your favorite fandoms with you and never miss a beat.. The main cast of Two and a Half Men (season 2), from left to right: Melanie Lynskey as Rose, Conchata Ferrell as Berta, Charlie Sheen as Charlie Harper, Holland Taylor as Evelyn Harper, Angus T. Jones as Jake Harper, Jon Cryer as Alan Harper, and Marin Hinkle as Judith Harper-Melnick. The American sitcom Two and a Half Men, created by Chuck Lorre and Lee Aronsohn, premiered CBS on September 22.
