Couples Reese Witherspoon Loves and Hookups  

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Who is Reese Witherspoon dating? Many famous men have dated Reese Witherspoon, and this list will give you more details about these lucky dudes. Including Reese Witherspoon’s current boyfriend, past relationships, pictures together, and dating rumors, this comprehensive dating history tells you everything you need to know about Reese Witherspoon’s love life. 

This list features Reese Witherspoon’s ex-boyfriends along with additional information about them, such as when they were born and what they do professionally. These boys come in all shapes and sizes, but what they all have in common is that they're all men that Reese Witherspoon has either dated or hooked up with. It's not hard to get jealous of these men that Reese Witherspoon has gone out with, so try your hardest to contain your envy.

Reese Witherspoon is currently married to Jim Toth. They have a son together. 

From 1999 to 2006, Reese Witherspoon was married to Ryan Phillippe. They have a son and a daughter. 

This list of Reese Witherspoon’s boyfriends and exes includes Jake Gyllenhaal, Mark Wahlberg, and Stephen Dorff. 

Jim Toth is listed (or ranked) 1 on the list Reese Witherspoon Loves and Hookups
Photo: Joshua Blanchard/Getty Images
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Jim Toth

In 2010, Reese Witherspoon started dating talent agent Jim Toth. They became engaged in December 2010, and were married on March 26, 2011. 

The couple gave birth to son Tennessee James Toth on September 27, 2012.

Jim Toth is a talent agent and actor. ...more on Wikipedia

Age: 48

Jake Gyllenhaal is listed (or ranked) 2 on the list Reese Witherspoon Loves and Hookups
Photo: Frazer Harrison/Getty Images

After meeting on the set of Rendition in 2007, Reese Witherspoon and Jake Gyllenhaal dated until December 2009.

Jacob Benjamin "Jake" Gyllenhaal is an American actor. The son of director Stephen Gyllenhaal and screenwriter Naomi Foner, Gyllenhaal began acting at the age of ten. Following his first lead role in October Sky, he starred in the indie cult hit Donnie Darko, in which he played a psychologically troubled teenager alongside his older sister, Maggie Gyllenhaal. In 2002, he starred in another indie film, The Good Girl. In 2004, he appeared in the science-fiction film The Day After Tomorrow, portraying a student caught in a cataclysmic global cooling event. Gyllenhaal played a frustrated Marine in Jarhead, and the same year, his role as Jack Twist in Brokeback Mountain earned him critical ...more on Wikipedia

Age: 37

Birthplace: Los Angeles, California, United States of America

Also Ranked

#47 on The Best (Male) Actors Working Today

#27 on The Greatest Actors Who Have Never Won an Oscar (for Acting)

#32 on The Hottest Men Of 2018, Ranked

#34 on The Best Living American Actors

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Ryan Phillippe is listed (or ranked) 3 on the list Reese Witherspoon Loves and Hookups
Photo: Ron Galella, Ltd./Getty Images

Cruel Intentions costars Reese Witherspoon and Ryan Phillippe started dating in 1997, and became engaged in December 1998. They married on June 5, 1999 in a South Carolina plantation. They later separated in 2006.

The couple has two children together: daughter Ava Elizabeth Phillippe (born September 9, 1999) and son Deacon Reese Phillippe (born October 23, 2003).

Matthew Ryan Phillippe, better known as Ryan Phillippe, is an American actor and director. After appearing on the soap opera One Life to Live, he came to fame in the late 1990s starring in a string of films, including I Know What You Did Last Summer, Cruel Intentions, and 54. In the 2000s, he appeared in several films, including 2001's Academy Award Best Picture nominee Gosford Park, 2005's Academy Award-winning ensemble film Crash, and the 2006 war drama Flags of Our Fathers. In 2007 he starred in Breach, a movie based on the true story of FBI operative Eric O'Neill, while in 2008 he headlined Kimberly Peirce's Iraq war film Stop-Loss. In 2010, he starred as Pulitzer Prize-winning ...more on Wikipedia

Age: 43

Birthplace: New Castle, Delaware, United States of America

Also Ranked

#27 on The Hottest Men Over 40

#5 on America's Most Missed Ex-Boyfriends

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Mark Wahlberg is listed (or ranked) 4 on the list Reese Witherspoon Loves and Hookups
Photo: Universal Pictures

In 1995, Reese Witherspoon was rumored to be dating Fear costar Mark Wahlberg.

Mark Robert Michael Wahlberg is an American actor, producer, and former model and rapper. He was known as Marky Mark in his earlier years, becoming famous for his 1991 debut as frontman with the band Marky Mark and the Funky Bunch. He later transitioned to acting, and is now known for his roles in films. Two important roles in the 1990s were the drama Boogie Nights and the satirical war-comedy Three Kings. In the 2000s, he starred in the biographical disaster drama The Perfect Storm, the science fiction film Planet of the Apes, the musical comedy-drama Rock Star, the heist film The Italian Job, and the Martin Scorsese-directed crime drama The Departed for which he was nominated for an ...more on Wikipedia

Age: 46

Birthplace: Dorchester, Boston, Massachusetts, United States of America

Also Ranked

#39 on The Best (Male) Actors Working Today

#77 on The Coolest Actors Ever

#62 on The Greatest Actors Who Have Never Won an Oscar (for Acting)

#22 on The Hottest Men Over 40

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