This slideshow features pictures of handsome young Matt Dillon, the American actor who first launched his career in the late 1970s and landed roles in major 1980s movies like Little Darlings, My Bodyguard, Tex, The Outsiders and Drugstore Cowboy. He starred in lead roles in the 1990s and early 2000s films Singles, Beautiful Girls, There’s Something About Mary, Wild Things and You, Me and Dupree. He has won multiple awards for his performances, including: the Independent Spirit Award for Best Male Lead, the San Sebastián International Film Festival Donostia Lifetime Achievement Award, Independent Spirit Award for Best Supporting Male and the Tomislav Pinter Award. Born in New Rochelle, New York on February 18, 1964, Dillon was discovered in 1978 by Jane Bernstein after he cut class one day and was given the chance to audition for Over the Edge. His performance was well-regarded, which led to his being cast in two other movies. Enjoy checking out these photos of Matt Dillon in his younger years.