Anna Kournikova

Former professional tennis player Anna Kournikova made it to People magazine’s Top 50 Most Beautiful People not once but four times, which really says something about her charm. She has other major accolades to her name, including world No.1 tennis player and two Grand Slam titles in doubles tennis.

After a short stint in professional tennis, Kournikova retired at the young age of 21 due to spinal and back issues. Following her health problems, the tennis star’s career became limited to TV appearances and modeling. Kournikova has been in a relationship with singer Enrique Iglesias since 2001, and they share three children.