Anna Kournikova and Enrique Iglesias's Date in LA

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Anna Kournikova and Enrique Iglesias take a romantic stroll through Los Angeles, Ca. Anna cuddled up under Enrique's arm as they walked, wearing matching jeans and sunglasses. 4/7/05 Stock Photo - Alamy

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Enrique Iglesias and Anna Kournikova take a boat trip with friends Miami, Florida - 10.01.09 Stock Photo - Alamy