Ryan Phillippe and Reese Whiterspoon
Reese Witherspoon and Ryan Phillippe were together for 8 long years and were one of Hollywood's power couples. Ryan cheated on his wife, which was the reason why the divorce was filed in the first place. Suprisingly enough, the two have remained friends, which is lucky as they have two children together. These next two teen stars really shocked fans when they broke up.