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Reese Witherspoon Loves and Hookups

Updated December 18, 2018 12.4k views7 items

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 guys 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 linked 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
    Photo: Joshua Blanchard / Getty Images

    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.

    • Age: 50
  • Jake Gyllenhaal
    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 Gyllenhaal (born December 19, 1980) is an American actor. Born into the Gyllenhaal family, he is the son of director Stephen Gyllenhaal and screenwriter Naomi Foner. He began acting as a child, making his acting debut in City Slickers (1991), followed by roles in his father's films A Dangerous Woman (1993) and Homegrown (1998). His breakthrough performances were as Homer Hickam in October Sky (1999) and as a psychologically troubled teenager in Donnie Darko (2001). His most widely seen film to that point came with the disaster film The Day After Tomorrow (2004). Gyllenhaal won the BAFTA Award for Best Actor in a Supporting Role and received a nomination for the Academy Award...  more
    • Age: 39
    • Birthplace: Los Angeles, California, United States of America

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  • Ryan Phillippe
    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: Ava Elizabeth Phillippe (born September 9, 1999) and Deacon Reese Phillippe (born October 23, 2003).

    • Age: 46
    • Birthplace: USA, Delaware, New Castle

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  • Mark Wahlberg
    Photo: Universal Pictures

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

    • Age: 49
    • Birthplace: Dorchester, Boston, Massachusetts, United States of America

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