![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)
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 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, 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, 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, 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 & Girlfriend Roberta Mastromichele Couple Up at Film Festival in Italy: Photo 4471638 | Matt Dillon, Roberta Mastromichele Photos | Just Jared: Entertainment News Matt Dillon & Girlfriend Roberta Mastromichele Couple Up at Film Festival in Italy: Photo 4471638 | Matt Dillon, Roberta Mastromichele Photos | Just Jared: Entertainment News](https://cdn01.justjared.com/wp-content/uploads/2020/07/dillon-gfitaly/matt-dillon-with-girlfriend-in-italy-04.jpg)
Matt Dillon & Girlfriend Roberta Mastromichele Couple Up at Film Festival in Italy: Photo 4471638 | Matt Dillon, Roberta Mastromichele Photos | Just Jared: Entertainment News
![Matt Dillon Brings Girlfriend Roberta Mastromichele To 'The Great Fellove' Premiere at San Sebastian Film Festival: Photo 4486296 | Matt Dillon, Roberta Mastromichele Photos | Just Jared: Entertainment News Matt Dillon Brings Girlfriend Roberta Mastromichele To 'The Great Fellove' Premiere at San Sebastian Film Festival: Photo 4486296 | Matt Dillon, Roberta Mastromichele Photos | Just Jared: Entertainment News](https://cdn01.justjared.com/wp-content/uploads/2020/09/matt-seb/matt-dillon-roberta-mastro-michele-san-seb-festival-21.jpg)
Matt Dillon Brings Girlfriend Roberta Mastromichele To 'The Great Fellove' Premiere at San Sebastian Film Festival: Photo 4486296 | Matt Dillon, Roberta Mastromichele Photos | Just Jared: Entertainment News
![Matt Dillon and Cameron Diaz | 15 Photos of Celebrity Couples at the 1998 Oscars That Will Flood You With Nostalgia | POPSUGAR Celebrity UK Photo 16 Matt Dillon and Cameron Diaz | 15 Photos of Celebrity Couples at the 1998 Oscars That Will Flood You With Nostalgia | POPSUGAR Celebrity UK Photo 16](https://media1.popsugar-assets.com/files/thumbor/OWPnlzstjaAd9vwwjHK5CcwvHo4/fit-in/2048xorig/filters:format_auto-!!-:strip_icc-!!-/2018/02/06/837/n/1922398/e38b2f076fa2a349_GettyImages-104600209/i/Matt-Dillon-Cameron-Diaz.jpg)
Matt Dillon and Cameron Diaz | 15 Photos of Celebrity Couples at the 1998 Oscars That Will Flood You With Nostalgia | POPSUGAR Celebrity UK Photo 16
Cameron Diaz & Matt Dillon dated in 1995 and were cast together in the comedy 'There's Something About Mary.' Dillon said Diaz his muse.… | Instagram
![Matt Dillon is spotted leaving his hotel with a new mystery girlfriend | Matt dillon, Dillon, Spotted Matt Dillon is spotted leaving his hotel with a new mystery girlfriend | Matt dillon, Dillon, Spotted](https://i.pinimg.com/736x/1b/b0/b9/1bb0b9edee286d5ab9e3d62c9165be6a.jpg)
Matt Dillon is spotted leaving his hotel with a new mystery girlfriend | Matt dillon, Dillon, Spotted
![How Cameron Diaz went from Hollywood's 'eternal bachelorette' to 'off radar' wife and mum at 47 – The US Sun | The US Sun How Cameron Diaz went from Hollywood's 'eternal bachelorette' to 'off radar' wife and mum at 47 – The US Sun | The US Sun](https://www.thesun.co.uk/wp-content/uploads/2020/01/NINTCHDBPICT000552189728-1-e1578393293207.jpg)
How Cameron Diaz went from Hollywood's 'eternal bachelorette' to 'off radar' wife and mum at 47 – The US Sun | The US Sun
![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/2020/08/28/09/32494168-8673177-Mane_attraction_The_Hollywood_actor_complemented_his_look_with_a-m-4_1598601947362.jpg)