15 Most Shocking Celebrity Breakups

5/15 Reese Witherspoon and Ryan Phillippe

Possibly more cruel than the ever-so-popular Cruel Intentions film that the couple starred in, the shocking breakup of Reese Witherspoon and Ryan Phillippe couldn\’t have been more devastating. The power couple married in 1999 after dating for two years and celebrated eight years of marriage together. During this time, they had two beautiful children, Ava and Deacon. They remain friendly today and claim that the main reason for the breakup was the fact that they married so young.