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Charlie Sheen

 
played Charlie Harper in Two and a Half Men

Charlie Harper is the brother of Alan and uncle of Jake. Charlie is a jingle writer as well and lives in the house that he shares with Alan and Jake. He has to deal with Berta, his crazy mother, and stalker neighbor Rose. Charlie later got engaged to Chelsea which ended up being his longest relationship with a woman. However, their relationship ended midway through the seventh season.
 
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