List of Two and a Half Men characters

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. 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. 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.

Charles Francis "Charlie" Harper (Charlie Sheen, (Seasons 1–8); Kathy Bates, (season 9) is the series' original central character. He is a womanizing bachelor who tended to bully his younger brother Alan, whom he loved dearly, although he would have never admitted it, and usually took pleasure in any dismay or trouble he runs into. Charlie was a jingle writer and a children's music performer under the name Charlie Waffles. Charlie Harper mostly spent his days partying, sleeping, gambling, drinking alcohol, womanizing and wearing bowling shirts. He had many major serious romantic relationships, one was with his stalker, Rose, a ballerina and dance teacher named Mia and Chelsea. He was the opposite of Alan: wealthy, confident, and secure. He gave his nephew, Jake, advice (much of which is not age-appropriate), but the two increasingly traded barbs as well. Charlie is killed sometime between seasons 8 and 9 as he is hit by a train and it is revealed that he had proposed marriage to Rose before his death. While Alan is in the hospital, Charlie's ghost appears to him (It is implied that this is due to a hallucinogenic reaction due to the medication Alan was on.) and explains that his spirit now lives on in Hell forced to live eternally in a woman's body (Kathy Bates) as punishment for his womanizing behavior during his lifetime. He acts as his brother's spirit guide, though he later confessed that he really could not care less about what he does. Before returning to the afterlife, Charlie tries to reveal himself to Jake but fails. As a result of retroactive continuity, the series finale reveals that Charlie never died but has been held captive by Rose in a basement pit under her house in Sherman Oaks. He escapes, collects $2.5 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 his head, ending the show.

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