Pitt, then 27, still had yet to make it big in Hollywood when he entered into a high-profile relationship with his then-17-year-old "Too Young to Die?" costar Juliette Lewis. They dated from the end of 1989 to 1993, and Lewis still had nothing but kind things to say about him years later. "It amazes me that people are still fascinated that we went out for four years," she said in an interview with the Daily Mail in 2010. "I was a teenager at the time. It's a lifetime away. I was in my high-school years and it was a wonderful, loving relationship with a fun, smart guy. Then it was over and he went on to become incredibly famous."