Two and a Half Men enters its sixth season during the 2008-2009 season. Charlie Harper (Charlie Sheen, Spin City, Scary Movie 3, Major League, Major League II) is still a bachelor, living in his fancy Malibu home. His brother, Alan, (Jon Cryer, Pretty in Pink) still mooches off his big brother and lives in his Malibu bachelor pad with his teenage son, Jake (Angus T. Jones, The Rookie) who is now proving to be a chip off Charlie's block. And, as if life wasn't hard enough, there is Alan and Charlie's mother, Evelyn (Holland Taylor) and their blue-collar and equally as crazy housekeeper Berta (Conchata Ferrell).