Leonardo DiCaprio is one of Hollywood's most iconic actors, but he rarely pulls back the curtain on his innermost thoughts - until now. The Oscar winner, 50, got real about his age, regrets and whether he watches his own projects in an exclusive interview with his One Battle After Another writer and director Paul Thomas Anderson for Esquire. When asked to "answer as quickly as you can" if you "didn't know how old you are, how old are you right now?" DiCaprio responded, "32." (DiCaprio was 32 years old in the early 2000s.