On May 27, 2024, Ryan Phillippe shared a nostalgic throwback photo on Instagram Stories with his ex-wife, Reese Witherspoon. The image captured from 2001 shows them styled in ’90s fashion, reflecting on their younger years. Phillippe captioned the snapshot, “We were hot and drenched in late 90’s angst @reesewitherpoon (such a cooler time than today).”
The throwback post aligns with the former couple’s history of both personal and professional interactions that have remained a point of interest for fans. Ryan Phillippe and Reese Witherspoon first met at her 21st birthday party in 1997 and quickly became one of Hollywood’s most talked-about pairs after starring together in the film “Cruel Intentions.” They married in June 1999 in Charleston, South Carolina. During their relationship, they had two children, Ava born in September 1999 and Deacon born in October 2003.
Their marriage ended officially in October 2006 when they issued a joint statement expressing sorrow over their decision to separate but affirming their commitment to co-parenting. In hindsight, Phillippe described his post-divorce experience as the “darkest, saddest place” lasting several months before finding peace.
Despite their split, both Phillippe and Witherspoon have managed successful co-parenting arrangements. A shining example was at their son Deacon’s high school graduation where Phillippe shared insights into their parenting approach: “You have to get to that point as a divorced parent…where you’re not putting yourself first… We have been very good about that.”
Ryan Phillipe has not remarried since his divorce from Witherspoon while she later married Jim Toth in March 2011 before separating from him in March 2023. Witherspoon also shares a child named Tennessee with Toth.
This nostalgic post serves as a reminder of Phillippe and Witherspoon’s significant moments together during the late ‘90s and early 2000s—a time cherished by many fans of cinema and celebrity culture.