Two and a Half Men Rose's father. Sam Sheen, the real-life daughter of Denise Richards and Charlie Sheen, appeared as Lisa's daughter on November 22, 2004. Mila Kunis, Ashton Kutcher's fiancée and later wife, appeared on the show as his love interest in season 11. Each episode's title is a dialogue fragment from the episode itself, usually offering no clue to the episode's actual plotline. The show's 100th episode ("City of Great Racks") aired on October 15, 2007. To celebrate this, a casino-inspired party was held at West Hollywood's Pacific Design Center. Warner Bros. Television also distributed blue Micargi Rover bicycles adorned with the "Two
Two and a Half Men or Comedy. The show won the award for Favorite TV Comedy at the 35th People's Choice Awards. Two and a Half Men Two and a Half Men is an American television sitcom that originally aired on CBS for twelve seasons from September 22, 2003, to February 19, 2015. Originally starring Charlie Sheen, Jon Cryer, and Angus T. Jones, the series was about a hedonistic jingle writer, Charlie Harper, his uptight brother, Alan, and Alan's troublesome son, Jake. After Alan divorces, he and Jake move into Charlie's beachfront Malibu house and complicate Charlie's freewheeling life. In 2010, CBS and Warner Bros.