A heart throb since his childhood, young Leonardo DiCaprio was just as good looking as the mature man he is today. Here are 26 pictures of Leonardo DiCaprio when he was young, including modeling pictures, head shots, movie roles and more. This gallery includes Leo's late teenage years, as well as photos from his early twenties. Getting his first acting break in a Matchbox cars commercial when he was 14, DiCaprio slowly worked his way up until finding his way into the mainstream with 1996's Romeo + Juliet. Ever since then he has become an international sex symbol, with women all over the world worshiping him for his boyish good looks. These young Leonardo DiCaprio photos chronicle his life from before he was famous to his break into the world of Hollywood, but one thing about him that always remained constant was his sexiness.