2015

REESE & RYAN

Once Hollywood's golden couple, Witherspoon and Phillippe first met on the set of Cruel Intentions before getting hitched in 1999. The pair, who had been together for close to a decade, both agreed that their 2006 divorce was the hardest thing they had experienced. "I spent a few years just trying to feel better ... You can't really be creative when you feel like your brain is scrambled eggs," Witherspoon has said.