2. Brad Pitt and Jennifer Aniston: Hollywood’s golden couple married in 2000, and everyone dreamed of having their picture perfect relationship. From Brad Pitt’s guest appearance on Jennifer Aniston’s show Friends to always walking hand-in-hand on the red carpet, it seemed like this couple was as strong as could be. Then came the 2005 movie Mr. and Mrs. Smith, where Pitt costarred with the one and only Angelina Jolie, and the rest is history: Pitt and Jolie are now engaged with six kids. Aniston, however, has found a new man, Justin Theroux, and was recently voted hottest woman of all time by Men’s Health magazine.
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3. Sandra Bullock and Jesse James: It seems like a woman can't win the Academy Award for Best Actress without subsequently splitting with her man. Kate Winslet, Reese Witherspoon, Halle Berry and now Sandra Bullock are just a few of the many actresses who won big in their career yet fell short in their love life soon after. Bullock’s marriage to TV’s Monster Garage host Jesse James seemed better than ever, especially due to the heartfelt award speech she gave about him. But then Bullock and the entire world discovered James’ cheating rampage just days later. As if we couldn’t feel any worse for America’s sweetheart, the couple was in the process of adopting a baby boy, whom Bullock now solely cares for. However, she now seems very happy as a mother.