Reese Witherspoon has been a few public relationships. The Morning Show star and her ex-husband Jim Toth announced their divorce via Instagram on March 24, 2023. She married the talent agent over a decade beforehand, and they grew apart. Before Jim, Reese was married to actor Ryan Phillippe. Reese’s two marriages led to the births of her three children: Ava Phillippe, Deacon Phillippe and Tennessee Toth.
Reese and Jim finalized their divorce nearly five months after announcing their split on August 2, 2023. The pair filed paperwork in Nashville, Tennessee to declare themselves “legally single,” finalizing the split.
In September 2025, Reese opened up about a past toxic relationship on “The Interview” podcast without revealing the name of the boyfriend she was referring to.
Reese Witherspoon announces her divorce! pic.twitter.com/8lvpJ8tsxK
— emily miller (@emilymiller) March 24, 2023
“You get into relationships that don’t work for you, and sometimes you don’t even see the dynamics that are happening,” Reese said. “It took me a while to reconstitute myself. My spirit had been diminished because I thought all those awful things that person said about me were true. I had to rewire my brain.”
Below, learn more about Jim, Ryan and Reese’s other past relationships.
Reese met her first husband at her 21st birthday party in March 1997. “I crashed her party,” Ryan told The Morning Call in 1999. “I went with a friend because I knew there would be free food and drinks. I was just sitting back in the corner pounding away the drinks when somebody walked over and introduced Reese to me.” Reese, meanwhile, told Jane magazine the year after the party, “I don’t know what came over me—maybe the seven Midori sours—but I told him, ‘I think you’re my birthday present.’ He thought it was so flattering, and now that I think about it…how embarrassing!”
Reese and Ryan reunited to film the 1999 teen rom-com Cruel Intentions, which they starred in alongside Sarah Michelle Gellar, Selma Blair, and Joshua Jackson. They fell in love on set and got engaged in December 1998. Six months later, on June 5, 1999, Reese and Ryan tied the knot at Old Wide Awake Plantation in Hollywood, South Carolina. At the time, Reese was roughly six months pregnant with their daughter Ava, who was born on September 9, 1999. Their son Deacon arrived on October 23, 2003.
