Dating

Reese Witherspoon

American Actress • 49 years old • Aries
3 relationships
1 child

Reese Witherspoon’s journey from Southern girl to Hollywood powerhouse is as charming and determined as she is. Born in New Orleans and raised in Tennessee, Witherspoon’s magnetic blend of wit and warmth has made her a standout in film and beyond for over three decades.

It all started with her electric performance in “Election” (1999), where she played the fiercely ambitious Tracy Flick – a character as memorable as any in modern comedy. But it was “Legally Blonde” just two years later that really made her a household name. Reese turned Elle Woods into an icon: funny, clever, and completely uncompromising, helping millions realize you could be both brilliant and unabashedly yourself. When “Walk the Line” came along in 2005, Witherspoon took home an Oscar for her moving portrayal of June Carter Cash, solidifying her ability to shift seamlessly from comedy to drama.

Building Her Own Path

Reese isn’t content just being in front of the camera – she’s forged an incredible path as a storyteller and entrepreneur. In 2016, she launched Hello Sunshine, a production company focused on telling women’s stories and amplifying underrepresented voices. Suddenly, Witherspoon wasn’t just starring in acclaimed series like “Big Little Lies,” “Little Fires Everywhere,” and “The Morning Show” – she was making them happen. Many of the projects she’s produced also star her friends and favorite collaborators, making her a connector in the industry.

Witherspoon’s love of storytelling extends beyond TV and film. Her book club, launched on Instagram and expanded across platforms, has turned overlooked novels into bestsellers, sparking conversations everywhere. When Hello Sunshine was sold in 2021 for nearly a billion dollars, it underscored Reese’s business savvy and her commitment to championing stories that matter.

Offscreen, life is equally busy. Reese is a dedicated mom to three: daughter Ava and son Deacon, from her marriage to actor Ryan Phillippe, and son Tennessee, from her marriage to talent agent Jim Toth. Family remains at the core of everything she does – her affection for her kids is often woven into her interviews and social media posts.

Love, Life, and Moving Forward

If there’s one thing Reese has handled with poise, it’s the public attention on her personal life. She and Ryan Phillippe, who met at her 21st birthday party, became one of Hollywood’s favorite young couples in the late ‘90s. They married in 1999, raised two children, and although their marriage ended in 2008, they’ve kept their focus on parenting and supporting their kids together.

A brief but much-followed relationship with Jake Gyllenhaal came next, after the two starred together in “Rendition.” They quietly separated in 2009.

Her relationship with Jim Toth, whom she married in 2011, offered something a little different: a behind-the-scenes partner who understood show business but wasn’t part of the Hollywood spotlight himself. Together, they welcomed son Tennessee, but after nearly 12 years, they announced their separation in spring 2023, describing it as amicable and rooted in mutual respect.

Since then, Reese has kept her romantic life largely out of the public eye. Despite occasional gossip linking her to other celebrities, she hasn’t confirmed any new relationships, instead focusing her energy on work, family, and close friends.

In conversation, Reese often circles back to the idea of empathy and growth. “You always gain by giving love,” she reflected in a 2017 interview – words that hint at the genuine optimism she brings to every relationship, professional or personal.

Past Relationships

Reese Witherspoon with Oliver Haarmann

Oliver Haarmann

2024
Oliver Haarmann and Reese Witherspoon have been dating since Sep 2024.
Reese Witherspoon with Tom Brady

Tom Brady

2023 (Rumor)
Tom Brady is rumored to have hooked up with Reese Witherspoon in Apr 2023.
Reese Witherspoon with Kevin Costner

Kevin Costner

2023 (Rumor)
Reese Witherspoon is rumored to have hooked up with Kevin Costner in 2023.
Reese Witherspoon with Jim Toth

Jim Toth

2010 - 2023
Jim Toth and Reese Witherspoon were married from 26th March, 2011 to 2023 (11 years).
Reese Witherspoon with Jake Gyllenhaal

Jake Gyllenhaal

2007 - 2009
Reese Witherspoon and Jake Gyllenhaal dated from March, 2007 to December, 2009.
Reese Witherspoon with Ryan Phillippe

Ryan Phillippe

1997 - 2008
Ryan Phillippe and Reese Witherspoon were married for 8 years. They dated for 1 year after getting together in Mar 1997. After a 6 months engagement they married on 5th Jun 1999. 8 years later they separated in Oct 2006 and divorced on 5th Oct 2007.
Reese Witherspoon with Mark Wahlberg

Mark Wahlberg

1995 - 1997 (Rumor)
Reese Witherspoon is rumored to have hooked up with Mark Wahlberg in 1995.
Reese Witherspoon with Stephen Dorff

Stephen Dorff

1993 - 1994
Stephen Dorff and Reese Witherspoon dated from October, 1993 to May, 1994.
Reese Witherspoon with Chris O'Donnell

Chris O'Donnell

1993
Chris O'Donnell and Reese Witherspoon dated in February, 1993.
Reese Witherspoon with Jeremy Sisto

Jeremy Sisto

1991 - 1992
Reese Witherspoon and Jeremy Sisto dated in 1992.

As she moves into this new chapter, Witherspoon continues to blend big Hollywood projects with time at home in Nashville and Los Angeles, raising her children and growing her creative empire. Through every twist, she’s remained authentic – fun, fierce, and full of heart – reminding fans and followers that there’s real power in doing things your own way.