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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.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.Towards the end of season seven, Alan starts dating Lyndsey Mc Elroy, the mother of Jake's friend, Eldridge, and Judith's neighbor.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.Also, in the Season 6 episode, "She'll Still Be Dead at Halftime", he confesses that he likes feet (see foot fetish).In the season 3 finale, Alan marries a twenty-two-year-old dumbbell named Kandi who was one of Charlie's former girlfriends.
He was the opposite of Alan: wealthy, confident, and charismatic.
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.
"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 abuse his younger brother Alan, whom he loved dearly, although he would have never admitted it, and usually took pleasure in any misfortune or trouble he runs into.
Before returning to the afterlife, Charlie tries to reveal himself to Jake but fails.