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His longest tactile friendship is with his one-night stand, turned stalker, Rose, who did care about Charlie, but was vengeful and obviously crazy, to the point where she continuously broke into his home and once glued his testicles to his thigh. He has a purely physical relationship with Alan's high-priced lawyer but ends up dumping her in favour for her assistant which causes her to vindictively take it out on Alan, leaving him with virtually nothing in the divorce (ironically the cause of many episode plots throughout the series), ("Even though he excels at using trickery to get women into bed with him, there are occasions when Charlie has been dominated and manipulated by the opposite gender. Taking this advice to heart, Alan moves out of Walden's house and finds himself a small apartment. Charlie throws parties every night and enjoys the single life.
He confessed to loving her near the end of the eight season, becoming engaged to her in Paris but once cheated on her with a French maid and a goat, prompting her to throw him underneath a train. Charlie was frequently brought up in conversations. He kicked him out once after Alan kept badgering him for the 38 dollars he lent him, causing him to move into Judith and Herb but was once again kicked out when he accidentally kissed Judith and practically had to beg his way in, ("Deep-down however he does care about Alan for example, telling Crushed by a grand piano dropped from the helicopter ("Take your favorite fandoms with you and never miss a beat. It has been revealed that Charlie left a journal in a safe-deposit box, which he used to log some of his thoughts in. He is also incorrigible to any least significant change and perceives himself as "king of the castle" where he is actually ignorant to what goes on in his own home. As a kid, Charlie would bully his brother by giving him wedgies and making fun of him at school. One year, Charlie said he wanted a little brother for Christmas, so nine months later, Evelyn had her second born son, Charlie has always had a strained relationship with Alan, and would go to all costs to get out of being a good big brother to him. Charlie explains that he is in hell, and has been cursed to live as a old, large lady with a pair of testicles, though he's actually enjoying it.
I'm a big ol' bourbon-soaked, cigar-huffing ass, as God in His infinite wisdom meant me to be. The best example is with Rose but there is the chance that she didn't reveal her crazy nature while they were dating. He came close after having an argument with him over a ceramic dish, prompting him and Jake to move out into Evelyn and Teddy's but chose to apologise to his brother in favour of his mother moving in with him. Charlie crashes the wedding to announce that he is still in love with her. Charlie returns later and laughs that after 8 years and coming back from hell, he finally got Alan out of his house, revealing that he only came back to screw with Alan one last time. It's revealed that Alan keeps Charlie's supposed ashes in the liquor cabinet and has brought them with him and Walden when they go to watch a movie. As a kid, Charlie once put a toy in Alan's pocket to shop-lift, and when they got caught, he made Alan take the blame. One Christmas, Charlie has a one-night stand with a woman named Charlie has a brief relationship with Judith's fiancé's sister, Charlie learns that his ex-fiancée, Mia, is getting married. Charlie has to deal with Alan and Jake moving back in, and Alan's second divorce. Despite his hychondriac nature he had sex with a woman who was sick and became sick after the encounter which was actually set up by Rose. The prime example is with Berta, his housekeeper who he is actually terrified by, claiming "what Berta lacks in cleaning skills she makes up for in upper body strength", ("Charlie constantly "whoremongers" but in later seasons shows an interest in dating more sophisticated types of women.
Also he fell head-over-heels for Mia, whom he prepared to marry in Vegas but quickly got cold feet and called it off. When Alan bought a ceramic dish and used it for a key bowl in his living room he went berserk and actually destroyed it in his fireplace in a fit of rage. Charlie enjoys life with his brother having moved out, and his fiancée having left him. Though the for the better part Charlie retains his player status throughout the series he will dedicate himself to one woman at times, the longest being Chelsea, whom he was committed to more than anyone else. He was played by Charlie Sheen for Seasons 1-8, Kathy Bates in a episode of Season 9 and a uncredited actor in the series finale. This is the first of two seasons in the show's history where Charlie does not make a single appearance. Alan read the journal, learning things about his brother he would have never imagined. Charlie attempts to reconcile with his ex-girlfriend, Lisa, who is recently divorced; the relationship does not work out. As He meant all men to be! Mia turns him down, and her dad punches him in the nose. When Alan is hospitalized following a mild heart attack in "Why We Gave Up Women", he is visited by a mysterious woman who identifies herself as Charlie's Ghost. Alan knocks on Charlie's door, four months after getting married and announces that Kandi kicked him out. He was mentioned in 12 episodes in Season 9.
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