Matt Dillon and Ilona Grübel in Target (1985)

Matt Dillon and Dean R. Miller in My Bodyguard (1980)

Matt Dillon, C. Thomas Howell, and Ralph Macchio in The Outsiders (1983)

Matt Dillon and Emilio Estevez in The Outsiders (1983)

Matt Dillon and C. Thomas Howell in The Outsiders (1983)

Matt Dillon and S.E. Hinton in The Outsiders (1983)

Diane Lane, Matt Dillon, and C. Thomas Howell in The Outsiders (1983)

Matt Dillon, C. Thomas Howell, Ralph Macchio, Teresa Wilkerson Hunt, and Gailard Sartain in The Outsiders (1983)

Matt Dillon, Sofia Coppola, C. Thomas Howell, and Ralph Macchio in The Outsiders (1983)

Matt Dillon and Ryan Potter in Running for Grace (2018)

Matt Dillon and Cole Takiue in Running for Grace (2018)

Patricia Arquette and Matt Dillon in High Desert (2023)

Matt Dillon and Tom Hardy in Capone (2020)

Mira Sorvino and Matt Dillon in Beautiful Girls (1996)

Matt Dillon and Timothy Hutton in Beautiful Girls (1996)

Kim Cattrall, Matt Dillon, and Andrew McCarthy in Mannequin (1987)

Matt Dillon, Emilio Estevez, and Meg Tilly in Tex (1982)

Tommy Lee Jones, Diane Lane, and Matt Dillon in The Big Town (1987)

Matt Dillon and Sean Young in A Kiss Before Dying (1991)

Matt Dillon, Christina Applegate, and Steve Zahn in Employee of the Month (2004)

Matt Dillon, Vincent Spano, Pamela Ludwig, and Harry Northup in Over the Edge (1979)

Sandra Bullock, Don Cheadle, Matt Dillon, Brendan Fraser, Ludacris, Thandiwe Newton, and Michael Peña in Crash (2004)

Matt Dillon, Kate Hudson, and Owen Wilson in You, Me and Dupree (2006)

Matt Dillon, Lili Taylor, and Marisa Tomei in Factotum (2005)