![Matthew Dillon arriving at the 58th DIRECTOR GUILD AWARDS (DGA) at the Hyatt Century Plaza in Los Angeles. January 28, 2006.DillonMatthew030 Event in Hollywood Life - California, Red Carpet Event, USA, Film Matthew Dillon arriving at the 58th DIRECTOR GUILD AWARDS (DGA) at the Hyatt Century Plaza in Los Angeles. January 28, 2006.DillonMatthew030 Event in Hollywood Life - California, Red Carpet Event, USA, Film](https://c8.alamy.com/comp/MYX0B6/matthew-dillon-arriving-at-the-58th-director-guild-awards-dga-at-the-hyatt-century-plaza-in-los-angeles-january-28-2006dillonmatthew030-event-in-hollywood-life-california-red-carpet-event-usa-film-industry-celebrities-photography-bestof-arts-culture-and-entertainment-celebrities-fashion-best-of-hollywood-life-event-in-hollywood-life-california-red-carpet-and-backstage-music-celebrities-topix-couple-family-husband-and-wife-and-kids-children-brothers-and-sisters-inquiry-tsuni@gamma-usacom-credit-tsuni-usa-2006-to-2009-MYX0B6.jpg)
Matthew Dillon arriving at the 58th DIRECTOR GUILD AWARDS (DGA) at the Hyatt Century Plaza in Los Angeles. January 28, 2006.DillonMatthew030 Event in Hollywood Life - California, Red Carpet Event, USA, Film
![Matt Dillon, 54, cuts a casual figure in jeans as he is joined by girlfriend Roberta Mastromichele | Daily Mail Online Matt Dillon, 54, cuts a casual figure in jeans as he is joined by girlfriend Roberta Mastromichele | Daily Mail Online](https://i.dailymail.co.uk/i/newpix/2018/10/03/01/50F1739D00000578-0-image-a-10_1538526902553.jpg)
Matt Dillon, 54, cuts a casual figure in jeans as he is joined by girlfriend Roberta Mastromichele | Daily Mail Online
![Matt Dillon Entertainment News, Photos and Videos | Just Jared: Entertainment News and Celebrity Photos Matt Dillon Entertainment News, Photos and Videos | Just Jared: Entertainment News and Celebrity Photos](https://cdn.justjared.com/wp-content/uploads/headlines/2020/09/matt-dillon-roberta-mastro-michele-san-seb-festival.jpg)
Matt Dillon Entertainment News, Photos and Videos | Just Jared: Entertainment News and Celebrity Photos
![Matt Dillon, 56, and girlfriend Roberta Mastromichele attend City of Ghosts premiere in Rome | Daily Mail Online Matt Dillon, 56, and girlfriend Roberta Mastromichele attend City of Ghosts premiere in Rome | Daily Mail Online](https://i.dailymail.co.uk/1s/2020/08/28/09/32494620-0-image-a-38_1598602860996.jpg)
Matt Dillon, 56, and girlfriend Roberta Mastromichele attend City of Ghosts premiere in Rome | Daily Mail Online
![Matt Dillon enjoys romantic outing in Rome with girlfriend Roberta Mastromichele | Daily Mail Online Matt Dillon enjoys romantic outing in Rome with girlfriend Roberta Mastromichele | Daily Mail Online](https://i.dailymail.co.uk/1s/2019/02/22/09/10136736-0-image-a-14_1550828881903.jpg)
Matt Dillon enjoys romantic outing in Rome with girlfriend Roberta Mastromichele | Daily Mail Online
![Matt Dillon, 56, and girlfriend Roberta Mastromichele attend City of Ghosts premiere in Rome | Daily Mail Online Matt Dillon, 56, and girlfriend Roberta Mastromichele attend City of Ghosts premiere in Rome | Daily Mail Online](https://i.dailymail.co.uk/1s/2020/08/28/09/32493432-8673177-image-a-1_1598601708941.jpg)
Matt Dillon, 56, and girlfriend Roberta Mastromichele attend City of Ghosts premiere in Rome | Daily Mail Online
![Matt Dillon enjoys romantic outing in Rome with girlfriend Roberta Mastromichele | Daily Mail Online Matt Dillon enjoys romantic outing in Rome with girlfriend Roberta Mastromichele | Daily Mail Online](https://i.dailymail.co.uk/1s/2019/02/22/09/10136102-6733117-image-m-2_1550828584565.jpg)