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Claiming that she needed $ 50,000, Charlie eventually lends her the money, and the pair started a relationship.Moments before she became his step-sister, Charlie proposed marriage to her.Sylvia Fishman, also referred to as Courtney Leopold, is a minor recurring character of Two and a Half Men from Season 5, 8 and 9.She was a former professional Con-Artist, and later Charlie's temporary girlfriend. Sylvia made her first appearance in Shoes, Hats, Pickle Jar Lids as Teddy’s daughter Courtney.But Charlie suddenly runs to get her back, and crashes in a glass door, thereby ruining his face too.When Sylvia comes to check on him in the hospital, he claims that he loves her, and the two get back together.When Teddy announces that he doesn’t need to sign a pre-nuptial agreement with Evelyn, Courtney overreacts.Due to this, Charlie starts stalking her (with the help of Rose), and Courtney eventually tells him that she has lost her job, about to lose her condo, and her father would not help her.

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