Reese Witherspoon‘s dating life has always been a topic of curiosity, and her recent relationship is no exception. Fans are eager to know: “Who is Witherspoon’s boyfriend?” and if she is dating Oliver Haarmann. Nonetheless, over the period, Witherspoon’s relationship history does contain some of the big names in the industry.
Here’s everything you need to know about Witherspoon’s current boyfriend, her past relationships, and how her love life has evolved over the years.
Who is Reese Witherspoon dating?
Reese Witherspoon is currently dating private-equity financier, Oliver Haarmann.
According to People, the couple was spotted together in New York City on September 4, 2024, confirming their relationship after being seen multiple times over the past few months.
Though their relationship is described as “just casual” by sources, Witherspoon and Oliver Haarmann have been spending time together at various events, including an Assouline opening in the company of notable figures like Roger Federer and Anna Wintour.
Reese Witherspoon’s relationship history
Reese Witherspoon’s dating history has been filled with notable relationships.
Jeremy Sisto
She first dated actor Jeremy Sisto whom she met in 1992 when they were both young stars, though their romance ended when she went to film abroad. In an interview with Reddit AMA 2015 Sisto confessed “I guess I thought she had broken up with me because she didn’t call that much,” he said. “So, I moved on and met my ex-wife Marisa. When [Witherspoon] returned I found out that wasn’t her intention, but I had already gotten involved. Felt badly. She’s a great person.” (via FandomWire)
Ryan Phillippe
Witherspoon and Ryan Phillippe first crossed paths at Witherspoon’s 21st birthday celebration. Their romantic connection blossomed, leading them to co-star in the iconic film Cruel Intentions.
In June 1999, Witherspoon and Phillippe exchanged vows in a picturesque ceremony at the Old Wide Awake Plantation in Charleston, South Carolina. At the time, Witherspoon was pregnant with their first child, daughter Ava. Their family grew further in 2003 with the birth of their son, Deacon.
However, their fairytale romance faced challenges, culminating in a joint announcement of their separation in October 2006. Phillippe later opened up about the emotional toll of the divorce in an interview with W magazine, describing it as “the darkest, saddest place” he had ever been. (via People)
Despite the end of their marriage, Witherspoon and Phillippe have maintained a cordial relationship, prioritizing the well-being of their children. They have continued to co-parent their children, most recently celebrating Deacon’s high school graduation together in June 2022.
Jake Gyllenhaal
Reese Witherspoon’s romantic journey following her separation from Ryan Phillippe included a two-year relationship with actor Jake Gyllenhaal, which concluded in 2009.
Jim Toth
She subsequently found happiness with Hollywood agent Jim Toth, whom she married in 2011. Together, they welcomed their son, Tennessee, in 2012. After over a decade of marriage, Witherspoon and Toth announced their separation in March 2023, as per People.
“We have some personal news to share… It is with a great deal of care and consideration that we have made the difficult decision to divorce,” they said. “We have enjoyed so many wonderful years together and are moving forward with deep love, kindness and mutual respect for everything we have created together.”
“Our biggest priority is our son and our entire family as we navigate this next chapter,” they added. “These matters are never easy and are extremely personal. We truly appreciate everyone’s respect for our family’s privacy at this time.”
