Drugstore Cowboy (1989)
Crime | Drama
A realistic road movie about a drug addict, his 'family', and their inevitable decline into crime.
Starring: Matt Dillon, Kelly Lynch, James LeGros, Heather Graham, James Remar, William S. Burroughs
Director: Gus Van Sant
There's Something About Mary (1998)
Comedy | Romance
There's something about Mary that still bewitches Ted. Although he hasn't seen her in over a dozen years, since that shameful prom night, his heart still flutters at the recollection of her. He's still crazy about her after all these years, and curious as to her whereabouts. At the insistence of his good friend Dom, he hires private eye Pat Healy to track her down in Miami.
Starring: Ben Stiller, Cameron Diaz, Matt Dillon, Lee Evans, Chris Elliott, Lin Shaye
Director: Bobby Farrelly, Peter Farrelly
Rumble Fish (1983)
Drama
Rusty James is the leader of a small, dying gang in an industrial town. He lives in the shadow of the memory of his absent, older brother — The Motorcycle Boy. His mother has left, his father drinks, school has no meaning for him and his relationships are shallow. He is drawn into one more gang fight and the events that follow begin to change his life.
Starring: Mickey Rourke, Matt Dillon, Diane Lane, Dennis Hopper, Nicolas Cage, Chris Penn
Director: Francis Ford Coppola
The Outsiders (1983)
Crime | Drama
Coming-of-age drama about teenagers growing up in the 1950s Midwest. The youngest of three orphaned brothers gets into trouble with the law after he and his "greaser" friend are attacked at a park by the rich "socs."
Starring: C. Thomas Howell, Matt Dillon, Ralph Macchio, Patrick Swayze, Tom Cruise, Diane Lane, Rob Lowe, Emilio Estevez, Leif Garrett
Director: Francis Ford Coppola
You, Me and Dupree (2006)
Comedy | Romance
Carl and Molly Peterson are just starting their new life together–complete with a cute house, boring neighbors, stable jobs and the routines of newlywed existence. There's just one unfortunate hitch in their perfectly constructed new world. And his name's Dupree. Randy Dupree, Carl's oldest friend and perpetual bachelor, has found himself with nowhere to go after being fired. Carl yanks his jobless/homeless pal out of the bar he's living in and invites him to temporarily crash on the couch–that's just what friends do. At first, Carl is quite pleased to have his good buddy as a permanent couch guest, while Molly bears the brunt of Dupree's immature antics. But, as Carl becomes buried in his grown-up job, he finds it harder and harder to juggle Dupree and his responsibilities as a husband. To make matters worse, Dupree uses his ample spare time to become a great companion for Molly. Even her dad and the neighbors are falling for his carefree wisdom and charm–frustrating Carl to no end. Soon, everyone (but Carl) begins to root for Dupree to stick around. But as Dupree starts to become a fixture in the Peterson's home, three becomes not just a crowd–but a full blown, hilarious catastrophe.
Starring: Owen Wilson, Kate Hudson, Matt Dillon, Michael Douglas
Director: Anthony Russo, Joe Russo
IMDb Info
To Die For (1995)
Comedy | Crime
Suzanne Stone wants to be on television and she is willing to do whatever it takes to get what she wants. As she pursues her goal with relentless focus, she refuses to let anything or anyone stand in her way.
Starring: Nicole Kidman, Joaquin Phoenix, Matt Dillon, Illeana Douglas, Dan Hedaya
Director: Gus Van Sant
Beautiful Girls (1996)
Comedy | Drama | Romance
In this post-coming-of-age comedy, a piano player at a crossroads in his life returns home to his friends and their own problems with life and love. The high school reunion in a small Massachusetts town gives the group of buddies plenty of opportunities to try and sort out their views about women. From the former stud-turned-snowplow operator to the aspiring nightclub musician who escaped to New York, these clueless cads can only hope for some female guidance.
Starring: Matt Dillon, Timothy Hutton, Rosie O'Donnell, Michael Rapaport, Mira Sorvino, Uma Thurman, Noah Emmerich, Annabeth Gish, Lauren Holly
Director: Ted Demme
IMDb Info
