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Sara Jean Underwood nude Playboy's latest updates of Sara Jean Underwood nude pictures, bio, and videos. Moved to Celebrities because of IMDb acting entries. --Curmudgeon Sara Jean Underwood (born March 26, 1984) is an American model who was chosen as the was Playboy’s Miss July 2006 and Playmate of the Year 2007. An only child, she’s from Scappoose, a small town in northern Oregon. Tags: sara, jean, Biography of Sara Jean Underwood pictures of Uncensored sex scene and naked photos leaked. The Fappening Icloud hack.