September 9, 1999: Reese Witherspoon and Ryan Phillippe welcome their first baby . Just three months after their wedding, Witherspoon gave birth to their first child, a daughter named Ava.

Ryan Phillippe is stripping down on social media. The actor, 49, ditched his shirt in multiple Instagram thirst traps Wednesday, one day after his ex-wife, Reese Witherspoon, sparked romance ...

Reese Witherspoon was 'flummoxed' by Ryan Phillippe's money comment at 2002 Oscars. Phillippe and Witherspoon made waves at the 2002 Academy Awards when the actors presented the award for best makeup.

Ryan Phillippe isn't a fan of all the "nepotism talk" in Hollywood. Phillippe, 49, shares two children with ex-wife Reese Witherspoon, 47 — Ava and Deacon. Witherspoon also shares her son ...

Reese Witherspoon and her ex-husband Ryan Phillippe were both on hand to celebrate their son’s burgeoning music career. The “Legally Blonde” actress, who announced her divorce from Jim Toth ...

Ryan Phillippe is looking back at his time with Reese Witherspoon fondly. On Monday, the "Prey" star took to his Instagram Story to share a photo of him and his ex-wife posing together. "We were ...

Ryan Phillippe and Reese Witherspoon were one of Hollywood’s hottest young couples, but the pair split in 2006. Phillippe moved on with actor Abbie Cornish, and many accused him of cheating on ...

Reese Witherspoon and Ryan Phillippe are crushing co-parenting. The former couple reunited to throw their 18-year-old son, Deacon, a “homeschool graduation,” where they posed for family photos.

Reese Witherspoon and Ryan Phillippe were married in 1999. (Everett Collection/Shutterstock) While still together, Reese and Ryan welcomed daughter Ava in 1999 and son Deacon in 2003.

Reese Witherspoon and Ryan Phillippe welcomed their second child together, Deacon Phillippe, on Oct. 23, 2003. Here’s everything to know about their son.

Ryan Phillippe was reliving his ‘90s heartthrob days when he shared a throwback photo of him and ex-wife Reese Witherspoon via his Instagram Story. “We were hot and drenched in late ’90s ...

Reese Witherspoon and Ryan Phillippe's Relationship: A Look Back. Phillippe first met Witherspoon at the actress's 21st birthday party in 1997, before working together on the movie Cruel Intentions.