Anna Kournikova (b. 1981) is a retired professional tennis player. Despite never winning a singles title on the WTA Tour, she became one of the most famous women alive because she was, well, good looking. She did, however, reach a No. 8 world ranking in singles and won two Grand Slam titles (both at the Australian Open) with Martina Hingis in doubles. She's been in a relationship with Enrique Iglesias since 2001, which is lovely.

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