
Dillon’s youthful good looks, husky voice and slacker persona resonated with an entire generation.
It’s hard to pinpoint the exact moment when Matt Dillon became the poster boy for Gen X, but certainly starring roles in films that celebrated twentysomething angst — “Singles,” “Drugstore Cowboy” and “Beautiful Girls” among them — cemented his standing. Dillon’s youthful good looks, husky voice and slacker persona resonated with an entire generation. Here, the then-21-year-old actor attends a party at The Palladium in New York, for which Azzedine Alaïa created the all-black uniforms worn by the club’s staff.