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The show initially centers on seven characters: brothers Charlie and Alan Harper; Jake Harper, the dimwitted son of Alan and his first ex-wife; Judith Harper-Melnick, Alan's first ex-wife, Herb's ex-wife, and Jake and Milly's mother; Rose, one of Charlie's previous one night stands who continuously stalks him; Evelyn Harper, Charlie and Alan's wealthy, five time widowed, bisexual mother, and Jake's grandmother; and last of all, Berta, Charlie's sharp-tongued housekeeper, who later joins the main cast starting with season two after playing a major recurring role throughout the first season.
In season nine, the show is revamped when Charlie is struck and killed by a moving train.
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.
Walden Schmidt replaces him as the new owner of the beach house, a recently divorced internet billionaire.
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 and executive produced by Chuck Lorre and Lee Aronsohn, premiered on CBS on September 22, 2003.
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.
He escapes, collects .5 million in royalty money from his children's songs, and sends Alan, Evelyn and Walden, who Rose has told him about, texts and emails promising revenge while also sending large checks to his former romantic interests, Jenny, and Jake.
However, as he is about to enter the beach house a grand piano being transported to the house by helicopter falls on him, killing him thus ending the show. Alan Jerome Harper (Jon Cryer, Seasons 1–12), Charlie's younger brother, who is well-meaning but continuously makes poor choices and mistakes, while also being bullied by Charlie, Berta and Judith.
"Charlie" Harper (Charlie Sheen, (Seasons 1–8); Kathy Bates, (season 9) is the series' original central character.