Ryan Phillippe and his fiancée, Paulina Slagter, have split after nearly five years together, a source tells Us Weekly.

The Secrets and Lies actor, 42, and the law school student made their red carpet debut as a couple at a Hugo Boss event in Beijing in May 2012. Phillippe proposed to Slagter last Christmas, and the pair celebrated their engagement with a lunch at Seaspice in Miami two days later.

The Cruel Intentions star gushed about Slagter back in April 2015 on Howard Stern’s SiriusXM radio show. “She’s awesome,” he said. “When people see her they have these judgments because she could be a model, but she’s about to graduate Stanford Law. Also, what’s great about it — as you get older, certain issues become more important to you. I’m very involved in civil rights issues, and so to be with a woman who could actually make an impact in the legal realm — that’s a beautiful thing.”

Phillippe was previously married to Reese Witherspoon from 1999 to 2007, and they share kids Ava, 17, and Deacon, 13. Following his split from Witherspoon, he dated Abbie Cornish for four years. The actor is also dad of 5-year-old daughter Kai with ex-girlfriend Alexis Knapp.

However, Phillippe has proven he can be amicable with his exes, saying that he’s “very much” still friends with Witherspoon. “I think more of the problem was age. When we got together we were so young,” he told Larry King last year. “I think it can create issues with two people in this industry because there’s so much noise that goes along with it.”

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