matt dillon Women Who Matt Dillon Has Dated

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Got a think 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 sexy 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 hooked up with?"

It's not hard to imagine that his sex life has been pretty good. It's not certain whether the exes on this list are women that Matt Dillon has had sex 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.


Roberta Mastromichele is listed (or ranked) 1 on the list Women Who Matt Dillon Has Dated
Photo:  Dave M. Benett/Getty Images

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

Roberta Mastromichele is an actress. ...more

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Profession: Actor

Credits: The Tourist

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Melanie Griffith is listed (or ranked) 2 on the list Women Who Matt Dillon Has Dated
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.

Melanie Griffith is an American actress. The daughter of actress Tippi Hedren and former stage actor Peter Griffith, she rose to prominence for her role in Brian De Palma's Body Double, which earned her a National Society of Film Critics Award for Best Supporting Actress. Griffith's subsequent ...more

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Age: 59

Birthplace: New York City, New York, United States of America

Profession: Film Producer, Model, Actor, Voice acting

Credits: Working Girl, Lolita, Automata, Cecil B. DeMented

Also Ranked

#31 on Celebrities You Would Not Want as a Stepmom

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Hallie Eisenberg is listed (or ranked) 3 on the list Women Who Matt Dillon Has Dated
Photo:  Neilson Barnard/Getty Images
Rumor has it that Matt Dillon dated Hallie Eisenberg in 2009.

Hallie Kate Eisenberg is an American actress. ...more

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Age: 24

Birthplace: USA, East Brunswick Township, New Jersey

Profession: Child Actor, Actor

Credits: The Insider, Bicentennial Man, Wild Child, The Goodbye Girl, Paulie, + more

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Eliza Dushku is listed (or ranked) 4 on the list Women Who Matt Dillon Has Dated
Photo:  Michael Buckner/Getty Images
Throughout 2006, Matt Dillon was frequently spotted with Eliza Dushku.

Eliza Patricia Dushku is an American actress known for her television roles, including starring as Faith on Buffy the Vampire Slayer and its spinoff series Angel. She starred in two Fox series, Tru Calling and Dollhouse. She is also known for her roles in films, including True Lies, The New Guy, ...more

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Age: 36

Birthplace: Watertown, Massachusetts, United States of America

Profession: Businessperson, Television producer, Actor, Voice acting

Credits: True Lies, Wrong Turn, Bring It On, Jay and Silent Bob Strike Back

Also Ranked

#97 on The Best American Actresses Working Today

#90 on The Greatest Former Child Stars

#90 on The Greatest '90s Teen Stars

#39 on Who Is America's Girlfriend in 2017?

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