Matt Dillon – Age 57 – Actor
From teen idol to credited Hollywood superstar, Matt Dillon’s been making all the right career moves. Dubbed one of the best actors of his generation, Dillon has made it to productions as iconic as My Bodyguard, There’s Something About Mary, Crash, and The House That Jack Built.
The 57-year-old Dillion has never married before, but it’s not like he’s a loner—it simply didn’t happen! These days, he’s been enjoying the company of the beautiful Italian actress Roberta Mastromichele. Dillon and Mastromichele have been dating since 2014, so maybe it’s about time to put a ring on it?