Matt Dillon – ’80s Heartthrob
One of the most promising young actors of the early ’80s was Matt Dillon. Matt played the bad boy in numerous movies, including Rumble Fish, My Bodyguard, and Little Darlings. He also appeared in the comedy film Me, You And Dupree alongside Owen Wilson and Kate Hudson in 2006, while two years earlier, he had won an Academy Award nomination for his stunning performance in Crash. His breakthrough role was that of seedy private detective Patrick “Pat” Healy in 1998’s There’s Something About Mary. Did you know that he once dated Cameron Diaz as well?