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Alan and Lyndsey date for the last three episodes of the seventh season, and their relationship goes into season eight.Lyndsey and Alan get serious and Lyndsey has Alan move in with her.Walden Schmidt replaces him as the new owner of the beach house, a recently divorced internet billionaire.In season eleven, Jake moves to Japan and leaves the series, so to replace "the half-man", Charlie's long-lost-daughter moves into the beach house after looking for her late father.Over time, several supporting characters have been promoted to starring roles: Berta (season 1 recurring; season 2–12 regular), Charlie and Alan's (and later Walden's) sharp-tongued housekeeper; Kandi (season 3 recurring; season 4 regular; season 10 guest), one of Charlie's former one night stands, and later on, Alan's second ex-wife; Chelsea (season 6 recurring; season 7 regular; season 9 guest), Charlie's second most notable love interest (after Rose), and ex-fiancée; Walden Schmidt (season 9–12), an internet billionaire who buys Charlie's beach house after his death; Jenny (season 11–12), Charlie's illegitimate daughter from a one-night stand twenty years before; last of all, Louis (season 12), the 6-year-old boy that Walden decides to adopt.The show also features numerous supporting characters, each of whom plays a prominent role in a small group of episodes.He and his ex-wife, Judith, are Jake's parents, and Alan is possibly the biological father of Judith's second child, a daughter named Millie Melnick.After losing his house to Judith in the divorce, he moves in with Charlie.

Charlie spent his days partying, sleeping, gambling, drinking alcohol, womanizing and wearing bowling shirts.Alan and Melissa are now forced to have sex in their car since Melissa won't let Alan see her mother at her house, and Melissa doesn't want to see Chelsea at Alan's house.Melissa tells Alan to get his own house, so Alan steals the keys to a house Evelyn is selling, and lies to Melissa, saying that it's his.He is generally a pleasant and supportive man, but seems to have an attraction to women who treat him poorly, which may stem from the non-nurturing relationship he had with his and Charlie's mother.In the season 4 episode, "Repeated Blows to His Unformed Head", it is revealed that Alan has a pregnancy fetish, which he says is due to Judith only varying from her sexless marriage policy while pregnant with Jake.When Alan and Melissa get caught, they sneak out the window, but the cops find Alan in nothing but his briefs and when he tries to explain what happened, he turns to Melissa only to find she's gone.

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