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Our all-time favorite Playmate of the Year, Sara Jean Underwood, has spent the past couple of weeks traveling to various forests, parks and other places in. Born in Portland in , Sara Jean Underwood had a rapid ascent from model to Playboy's Playmate of the Year honor in Underwood first appeared in. Sara Jean Underwood is your hottest woman of Celebrate with Sara Jean Underwood's Esquire photoshoot with Me in My Place -- video.

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