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Ryan Phillippe

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Ryan Phillippe, the best smile winner in high school, started as a teen model in Philadelphia before pushing the daytime TV envelope as a gay character on "One Life To Live" and establishing himself as a go-to pretty boy of the late '90s thanks to roles in "I Know What You Did Last Summer," "54" and "Cruel Intentions," which is the only time he shared the screen with ex-wife Reese Witherspoon. They met at her 21st birthday party in 1997, married and welcomed daughter Ava in 1999, had son Deacon in 2003 and separated in 2006. He moved into more critically acceptable fare like 2000's "Way Of The Gun," 2002's "Gosford Park," 2006's Best Picture winner "Crash" and 2008's "Stop-Loss." He moved on in the romance department with Abbie Cornish (2007-10), Amanda Seyfried (2010-11) and Paulina Slagter (2012 to present). He became a dad again in July 2011 when actress Alexis Knapp, a former flame, gave birth to daughter Kailani. 

Ryan Phillippe, son Deacon Phillippe
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Ryan Phillippe: Related Content

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    Dumbledore dies at 82: Daniel Radcliffe, J.K. Rowling, Ryan Phillippe and more stars pay tribute to the late actor Stars react to the death of Michael Gambon after his bout with pneumonia. Sep. 29, 2023 Share Tweet
  • Cruel Intentions, Ryan Phillippe, Sarah Michelle Gellar, Selma Blair, Reese Witherspoon
    As Ryan Phillippe turns 48, see what the cast of 'Cruel Intentions' looks like now Find out what the cast of 1999's 'Cruel Intentions' is up to (and looks like) these days. Sep. 9, 2022 Share Tweet
  • Ryan Phillippe and Reese Witherspoon
    Reese Witherspoon and ex Ryan Phillippe reunite for son's graduation Reese Witherspoon and Ryan Phillippe are doing co-parenting in style. Jun. 9, 2022 Share Tweet
  • Ryan Phillippe, Coachella
    Ryan Phillippe and his lookalike son Deacon hit the Firefly Music Festival, plus more news Fans can't decide if Deacon Phillippe looks just like his dad — or just like his mom.n Plus, more celebrity news for June 24, 2019. Jun. 24, 2019 Share Tweet
  • Ryan Phillippe
    Ryan Phillippe drinks beer, hilariously live-tweets royal wedding in middle of the night Ryan Phillippe's commentary on Prince Harry and Meghan Markle's wedding will make you laugh. May. 20, 2018 Share Tweet
  • Ryan Phillippe
    Ryan Phillippe shows off insanely chiseled bod shirtless in the snow Ryan Phillippe, 43, shows off his chiseled physique with a shirtless Instagram pic on Dec. 26. Dec. 27, 2017 Share Tweet
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