Smart Women Who Make Poor Choices In Men

December 16, 2014  |  
12 of 13

Sheryl Crow

Sheryl Crow has been successful in her career but unlucky in love. The country singer has been in a number of high-profile relationships and her list of ex-boyfriends include Eric Clapton and Owen Wilson. But her most famous ex is probably Lance Armstrong. Crow dated the disgraced cyclist for three years and they were even engaged. But they never made it down the aisle. After Armstrong came clean about his doping use, he was stripped of his medals and titles and sued over prize money. Armstrong was also investigated by the FBI and long after their relationship was over, Crow was summoned by authorities and questioned over what she knew about her ex’s wrongdoings.

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