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Sign up Log in. Sara Underwood Nude Portland, Oregon is the native city of Sarah Jean Underwood, where she was born in After school, Underwood enrolled at the University of Oregon and studied at the University of Portland. Entering adulthood, Underwood worked as an assistant seller of building materials and then worked in Beaverton, Oregon at the Hooters chain of restaurants. In October , the girl hit the pages of Playboy magazine for the first time, including appearing on the cover. Then in the July issue of , Underwood was named Girlfriend of the Month. In March of , Sarah took the last place in the list of 25 of the Playboy hottest celebrities of all time. Underwood also starred in the second episode of the series The Girls Next Door, where she played herself, Playboy Girlfriend of the Year , hoping to get a chance to take part in a photo shoot at a key magazine studio, Playboy Studio West, in Santa Monica, CA. After that, she appeared in several episodes of the series.