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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Ian Somerhalder and Nina Dobrev
Look, we can’t deny that Ian Somerhalder and Nikki Reed are the perfect couple but when Somerhalder and Nina Dobrev were an item, everyone was ecstatic. After meeting on the set of The Vampire Diaries and playing an on-screen couple, they also dated in real-life from 2010 to 2013. To this day, they’re still good friends so we guess that’s something.
Ian Somerhalder And Nina Dobrev
