14. Maria Sharapova
Wifey Of: Sasha Vujacic, Anadolu Efes (TBL)
Occupation: Professional Tennis Player
Sharapova has proven to be this generation's Anna Kournikova, with one key exception: she is actually really good at tennis, having won four Grand Slams and 27 tournaments overall. She appeared in the 2006 Sports Illustrated Swimsuit Issue, a feat Kournikova also accomplished a few years prior.
Sharapova also found time to date and become engaged to former Los Angeles Laker agitator Sasha Vujacic, a truly head-scratching union to anyone who saw the heinous Vujacic in person. Mercifully, Sharapova announced at the end of last August that the couple had split and that she is once again an eligible bachelorette.