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28. Sandra Bullock and Jesse James
Though their marriage didn't last, the couple married in 2005, 10 days before Bullock turned 42. 

However, the rocky end to their marriage hasn't scarred either of them when it comes to finding love. "We're all where we're supposed to be," Bullock shared with Vogue. "I am exactly where I want to be now. You can't go backward. I'm not going backward. I'm grateful that I'm here, blessed to have what I have. Nobody can be prepared for anything."