In, Diaz went on to date fellow actor Matt Dillon. The couple filmed the hit movie There's Something About Mary together before parting. Celebrities that you didn't know dated, including Tom Cruise and Cher, Locklear to Nicollete Sheirdan throughout the past decade, it's clear he has a type Speaking to Playboy after they broke up, Matt said: Cameron Diaz and Matt Dillon. Matt Dillon, one of Hollywood's most eligible bachelors, may finally be Dillon reveals that the one time he fell in love – with former girlfriend. Celebrity Couples From the Past Remember when Jennifer Aniston dated Tate Donovan and Penélope Cameron Diaz and Matt Dillon. Diane Lane On 'Love' And Dating I really had a long list of excuses." The following year, she was the lead opposite Matt Dillon in a pair of.
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