Enrique Iglesias (46 years old) & Anna Kournikova (40 years old)
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Who’d have thought that a tennis player from Moscow and a singer from Madrid would make such a lovely pair? Outside of a brief split, Kournikova and Iglesias have been together since 2001 when she was the star in one of his music videos. In between having three kids together, there have been plenty of rumors about them being married but no proof.
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“I’ve never really thought marriage would make a difference,” Iglesias said in 2012. “Maybe it’s because I come from divorced parents, but I don’t think you love somebody more because of a piece of paper.”
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