Reese Witherspoon’s Ex, Ryan Phillippe
In 1999, Reese Witherspoon and Ryan Phillippe starred in sexy cult classic “Cruel Intentions” together. The same year, they also got married and welcomed a child together. 1999 — big year! Unfortunately, the couple got divorced in 2007, even after having another child together in 2003. Since the end of the marriage, Phillippe has been in several relationships, including with actors Abbie Cornish and Alexis Knapp. He’s also appeared in movies like “MacGruber” and toplined the USA TV adaptation of “Shooter.”