Kate Upton wins 'Sexiest Woman' award — foxnews.com

December 18, 2014. Model Kate Upton arrives at the People Magazine Awards in Beverly Hills, California. (Reuters) Kate Upton was bestowed “Sexiest Woman” at the inaugural People Magazine Awards, reports Rob Shuter of naughtygossip. The magazine is famous for naming the “Sexiest Man Alive” and “Most Beautiful,” but the 22-year-old Sports Illustrated model is the first woman to be awarded the “sexy” title.

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