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 Search Results
Week in PhotosAmanda Seyfried attends a screening in London, plus more photos in this week in photos.
Backseat Make-OutWho's getting their PDA on? Get the latest romance news ...
Wedding Attendee?Watch as Ryan Phillippe is asked about Reese Witherspoon's upcoming wedding.
Dating Mayer?Did Kate Winslet hook up with John Mayer? We take a look at the validity of the week's biggest celebrity rumors.
Fortune FaceoffWhich celebs are the luckiest to have gotten get where they are today?
Baby DramaRyan steps out with Amanda as his pregnant former flame hits back at money rumors ...
Imminent 'I Do's'?Reese may be heading down the aisle very soon as rumors about Ryan's purported paternity fly ...
Dad Duty Again?Ryan Phillippe's ex-girlfriend Alexis Knapp claims she is pregnant with his child.
Week in PhotosJennifer Aniston promotes her perfume in Mexico City, plus more celebs in this week in photos.
Kissing CostarsAmanda Seyfried talks to Elle about dating and who she wants to kiss on-screen next.
From Crowd Ignite