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Women Who Matt Dillon Has Dated

Updated June 14, 2019 154.8k views12 items

Got a thing for '90s TV stars? So do these famous women who have dated Matt Dillon, listed alphabetically with photos when available. Wondering who Matt Dillon has dated? This list features Matt Dillon's ex-girlfriends along with additional information about them, such as when they were born and what their profession is. Fans will also enjoy these hot photos of young Matt Dillon. These women come in all shapes and sizes, but what they all have in common is that they're all women who Matt Dillon has either dated or canoodled with. It's not hard to get jealous of these women that Matt Dillon has gone out with, so try your hardest to contain your envy.

If you're wondering who Matt Dillon's wife is, stop - he never married! However, the actor was in a three-year relationship with There's Something About Mary costar Cameron Diaz, from 1995 to 1998. 

Dillon has a pretty epic dating history that includes exes like Brooke Shields, Melanie Griffith, and Eliza Dushku. This list answers the questions, "What are the names of Matt Dillon's ex-girlfriends?" and "Who has Matt Dillon linked up with?"

It's not hard to imagine that his romantic life has been pretty good. It's not certain whether the exes on this list are women that Matt Dillon has been intimate with, but it's safe to assume that when two adults are going out, some action will inevitably occur. Who has Matt Dillon slept with? We can't say for sure but it's most likely all the women on this list.

  • In 2014, Matt Dillon began dating film choreographer Roberta Mastromichele.

    Roberta Mastromichele is an actress....  more
    • Melanie Griffith
      Photo: Manfred Werner / Wikimedia Commons / CC BY-SA 3.0

      In 2014, Matt Dillon and Melanie Griffith were spotted going on a dinner date in Rome.

      • Age: 63
      • Birthplace: New York City, New York, United States of America

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    • Hallie Eisenberg

      Rumor has it that Matt Dillon dated Hallie Eisenberg in 2009.

      Hallie Kate Eisenberg (born August 2, 1992) is an American former actress, best known for being "The Pepsi Girl" in a series of Pepsi commercials, as Marie Alweather in Paulie, and her role as Erika Tansy in How to Eat Fried Worms....  more
      • Age: 28
      • Birthplace: East Brunswick Township, New Jersey, USA
    • Throughout 2006, Matt Dillon was frequently spotted with Eliza Dushku, which led to dating rumors.

      • Age: 39
      • Birthplace: USA, Massachusetts, Watertown

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