Smart Women Who Make Poor Choices In Men

December 16, 2014  |  
10 of 13

Sandra Bullock

Sandra Bullock’s dating history includes failed relationships with fellow actors Matthew McConaughey, Ryan Gosling and Ryan Reynolds. She was also engaged to Tate Donovan but they never made it down the aisle. None of her relationships crashed and burned as bad as her marriage to Jesse James though. The euphoric feeling Bullock felt after winning the Oscar for Best Actress soon dissipated after reports surfaced of her hubby’s serial infidelity. Lately the only constant male in her life has been her adopted son Louis.

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