3. Ryan Phillippe
Ryan Phillippe and Reese Witherspoon co-starred together in Cruel Intentions and soon got married in 1999. The two were one of the most popular couples in the late 1990s and they even had a son and a daughter together. But fast forward to 2007, Phillippe met an Australian actress, Abbie Cornish, on the set of Stop Loss, and Witherspoon filed for divorce.
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Edited by Nimisha Bansal