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  1. Nov 17, 2020 · Following her divorce from Ryan, Reese went on to marry talent agent Jim Toth in 2011. The couple has a son together, Tennessee James, who is now 8 years old. The actress said in an interview with Harper's Bazaar that her husband supports her career endeavors, saying, "I have a husband who supports my dreams and my ideas.

    • Reese Witherspoon and Ryan Phillippe Meet at A Birthday Party
    • Reese Witherspoon and Ryan Phillippe Get Engaged
    • March 1999: Reese Witherspoon and Ryan Phillippe Star in Cruel Intentions
    • June 1999: Reese Witherspoon and Ryan Phillippe Get Married
    • September 9, 1999: Reese Witherspoon and Ryan Phillippe Welcome Their First Baby
    • August 2002: Ryan Phillippe Says He and Reese Witherspoon Are in Couples Therapy
    • October 23, 2003: Reese Witherspoon and Ryan Phillippe Welcome Their Second Baby
    • December 19, 2014: Reese Witherspoon Discusses Her Divorce from Ryan Phillippe
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    Although it is widely believed that Witherspoon and Phillippe met on the set of Cruel Intentions, the two had been quietly dating for a bit before they even started filming the movie. During a 1998 interview with Janemagazine, Witherspoon said they met at her 21st birthday party. "I don't know what came over me — maybe the seven Midori sours — but ...

    It didn't take long for Witherspoon and Phillippe to take things to the next level. The couple got engaged about a year after meeting.

    Witherspoon and Phillippe starred in Cruel Intentions alongside Sarah Michelle Gellar and Selma Blair. The film came out in theaters in March 1999 and helped catapult both Witherspoon and Phillippe's careers. In a 2019 interview with Entertainment Weekly, Witherspoon admitted that she had to be talked into taking the role of Annette in the film. "W...

    The couple got married only a few weeks after Cruel Intentionscame out. They tied the knot in Charleston, South Carolina at the Old Wide Awake Plantation along the Stono River. At the time, Witherspoon was several months pregnant with their daughter, Ava.

    Just three months after their wedding, Witherspoon gave birth to their first child, a daughter named Ava. The Big Little Lies star was just 23 years old at the time. She later spoke about being a young mother during an appearance on The Drew Barrymore Show. "To be completely candid, I was terrified too," she said. "I got pregnant when I was 22 year...

    Phillippe told New York's Daily Newsthat the pair were putting in the work with their marriage and attending couples therapy. "The biggest mistake," he said, "is not doing that, ignoring it and having the marriage fall apart because of laziness." Around the same time, Witherspoon also opened up to PEOPLE about their relationship, saying, "I'm not i...

    About four years after having their daughter, the couple welcomed their second child, a son named Deacon.

    During an interview with CBS' 60 Minutes, Witherspoon opened up about her divorce from Phillippe and shared how hard the time period was. "Phew, that was a tough year that followed. I got divorced the next year and I spent a few years just trying to feel better," she said. She went on to say that the struggles she experienced in her personal life a...

    A look back at the '90s power couple's marriage, divorce and co-parenting journey. From meeting at a birthday party to starring in Cruel Intentions, here are the milestones of their relationship.

  2. Matthew Ryan Phillippe (/ ˈ f ɪ l ɪ p i /; born September 10, 1974) is an American actor.After appearing as Billy Douglas on the soap opera One Life to Live (1992–1993) and making his feature film debut in Crimson Tide (1995), he came to prominence in the late 1990s with starring roles in I Know What You Did Last Summer (1997), 54 (1998), Playing by Heart (1998), and Cruel Intentions (1999).

    • Sophie Dodd
    • Ava Elizabeth Phillippe, 24. Phillippe officially became a dad when he and Witherspoon welcomed their first child together, daughter Ava Elizabeth Phillippe, on Sept.
    • Deacon Reese Phillippe, 20. Phillippe's son, Deacon Reese Phillippe, was born on Oct. 23, 2003, in Los Angeles. Now 20, the budding musician graduated from high school in spring 2022, which his parents celebrated with a backyard commencement ceremony.
    • Kai Knapp, 12. Phillippe welcomed his youngest child, a daughter named Kailani Merizalde Phillippe Knapp, with ex-girlfriend Alexis Knapp on July 1, 2011.
  3. Apr 16, 2023 · Deacon, 19, also posed for a snap with his mom, and 23-year-old sister Ava Phillippe. The newly single “Big Little Lies” star stunned in a red plaid jacket with jeans, while her lookalike ...

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    • Emily Selleck
  4. May 28, 2024 · Ryan Phillippe is taking a moment to appreciate the good ol' days, which includes his fashion chemistry with ex-wife Reese Witherspoon. Phillippe, who was once married to the "Legally Blonde" star ...

  5. 10. Shutterstock (4) Ryan Phillippe has had his fair share of high-profile romances — but coparenting remains his top priority. The Shooter star started dating Reese Witherspoon in 1997 after ...

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