Matt Dillon's film career has spanned over two decades and showcased a wide range of dramatic and comedic talents. From his breakthrough performance in The Outsiders to his hilarious turn as an obsessed private investigator in There's Something About Mary, he has proven himself to be one of the most diverse actors of his generation.

In 1990 Dillon won an IFP Spirit Award for his gritty performance as a drug addict in Gus Van Sant's Drugstore Cowboy. He's starred in such films as Ted Demme's Beautiful Girls opposite Uma Thurman and Natalie Portman; Cameron Crowe's Singles; In & Out with Kevin Kline; Kevin Spacey's Albino Alligator; Francis Ford Coppola's Rumblefish; Garry Marshall's Flamingo Kid; Van Sant's To Die For with Nicole Kidman; and John McNaughton's Wild Things.

Dillon made his directorial debut in 1997 with an episode of HBO's gritty prison drama Oz. He appeared on television in an HBO adaptation of Irwin Shaw's Return to Kansas City and co-narrated the documentary Dear America: Letters From Home.

Onstage, Dillon starred on Broadway in The Boys of Winter. He also appeared in the PBS/American Playhouse production of "The Great American Fourth of July and Other Disasters."