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Born: March 23, 1971, Merrillville, IN. Last …A 52-year-old former model and actress from Indiana, McDougal was a Playboy magazine Playmate of the Year in the late 1990s. She has said she had an affair with Trump in 2006 and 2007. Trump has ...Karen McDougal (Karen McDougal) Nude. 37. Karen Maclaymont Naked. 38. Karen muckdoed naked. 39. Patricia Farinelli Plaiboy. 40. Karen McDugal Pornstar. 41. Porn actresses by playboy 80s-90s. 42. Karen Witter Playboy 18. 43. Karen McDugal Playboy Playmate 1997. Erotica. 44. Terry Nihen photo. 45. Sofia Karen Pornstar. 46. Karen …Beauty, brains and a heart of gold – that’s Karen McDougal. THENUDE biography: As far as we know she began her nude modeling career in 1997. Karen McDougal has 6 covers, 6 photosets to her name. She's know as: Karen McDougal and has modeled for these premium nude girl sites: PLAYBOY PLUS. It seems she retired in 2008.Karen Mcdougal nude. 00:00 / 00:00. 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