Matt Dillon » Dating History

Historical look at Matt Dillon relationships, listed in date order.

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Seka and Matt Dillon unknown date
dating the likes of Sam Kinison, Matt Dillon and pitching coach Billy Connors. [more]
Karen Campbell
Karen Campbell and Matt Dillon unknown date
Carole Mallory
Carole Mallory and Matt Dillon unknown date
Sonja Morgan
Sonja Morgan and Matt Dillon unknown date
Elisa Jordana
Elisa Jordana and Matt Dillon unknown date
Ellen Barkin
Ellen Barkin and Matt Dillon unknown date
Brooke Shields
Matt Dillon and Brooke Shields 1980 - 1981
Remained good friends. [more]
Heather Graham
Heather Graham and Matt Dillon November 1988 - 1989
Cameron Diaz
Cameron Diaz and Matt Dillon December 1995 - December 1998
These two dated for three years, then called it quits just after filming "There's Something About Mary" together. Years later Matt admitted their relationship didn't work out because he wasn't ready to settle down. He said she was a "muse for me" in later years. [more]
Eliza Dushku
Eliza Dushku and Matt Dillon March 2006 RUMOR
Eliza Dushku and Matt Dillon were spotted getting more-than-friendly during Oscar season in 2006. [more]
Hallie Kate Eisenberg
Hallie Eisenberg and Matt Dillon January 2009 RUMOR

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