Ryan Phillippe and Reese Witherspoon
Watching these two in Cruel Intentions made all of us weak in the knees. Especially when they became a real-life couple. Two kids later, we thought they’d be together forever. Sadly (tragically, painstakingly, and every other depressing word) they divorced in 2006, but they do remain amicable co-parents to Ava and Deacon.

Ryan Phillippe And Reese Witherspoon
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