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He needs friends and the three form a tightknit surrogate family.At the end of the ninth season, Jake joins the United States Army; he appears occasionally during season 10, briefly dating Tammy (Jaime Pressly), who is 17 years his senior and has three kids, as well as Tammy's daughter Ashley (Emily Osment).The first five seasons find Charlie in casual sexual relationships with numerous women until the sixth season, when he becomes engaged to Chelsea (Jennifer Taylor), but the relationship does not last as Chelsea breaks off their engagement.Afterwards, Charlie flies to Paris in the eighth-season finale with his stalker Rose.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.

After Alan divorces, he moves with his son to share Charlie's beachfront Malibu house and complicates Charlie's freewheeling life. Television reached a multiyear broadcasting agreement for the series, renewing it through at least the 2011–12 season. decided to end production for the rest of the eighth season after Sheen entered drug rehabilitation and made "disparaging comments" about the series' creator and executive producer Chuck Lorre.

In the seventh season, he begins a relationship with Lyndsey Mc Elroy (Courtney Thorne-Smith), the mother of one of Jake's friends.

Their relationship is temporarily suspended when Alan cheats on her and accidentally burns down her house, but the relationship eventually resumes.

In the ninth-season premiere, introducing a revamped show, it is revealed that Charlie died when he fell in front of a subway train in Paris.

Suggestions are made that Rose pushed him in the train's path after learning Charlie had cheated on her. Throughout the series, Alan continues to deal with his son Jake's growing up, and the aftermath of his divorce, when he has little success with women.