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He had a resurgence when he played Nicole Kidman's husband in To Die For (1995), as well as starring roles in Wild Things (1998) and There's Something About Mary (1998), for which he received an MTV Movie Award for Best Villain.
In 2002, he wrote and directed the film City of Ghosts, starring himself, James Caan and Gérard Depardieu.
He made his Broadway debut with the play The Boys of Winter in 1985.
Dillon did voiceover work in the 1987 documentary film Dear America: Letters Home from Vietnam.
In the 2000s, he made his directing debut with City of Ghosts (2002) and went on to star in the films Factotum (2005), You, Me and Dupree (2006), Nothing but the Truth (2008), Sunlight Jr. For Crash (2004), he won an Independent Spirit Award and was nominated for a Golden Globe Award and the Academy Award for Best Supporting Actor.
He had earlier been nominated for the Grammy Award for Best Spoken Word Album for narrating Jack Kerouac's On the Road.
Early in 2015 he played the role of a Secret Service agent in the FOX 10-episode series Wayward Pines.
In 2018, Dillon played the lead role in the Lars von Trier thriller The House That Jack Built.
In 2006, he narrated Once in a Lifetime: The Extraordinary Story of the New York Cosmos.
The films, released in March and July 1980, respectively, were box office successes The only available copies of this film are stored at UCLA, where a legal dispute makes it unavailable to the public.
One of his next roles was in Liar's Moon, where he played Jack Duncan, a poor Texas boy madly in love with a rich banker's daughter.
Without any further delay, we bring in the current dating details followed by the prior relationship Matt was involved in.
After dating handful of women in life, Matt is involved in a relationship with Roberta Mastromichele since 2014.