Tobey Maguire and Leonardo DiCaprio's Friendship

Leonardo DiCaprio and Tobey Maguire shared the big screen as pals Jay Gatsby and Nick Carraway in 2013's The Great Gatsby, but their real-life relationship started long ago. Leo and Tobey have been friends for over 30 years, after the then-12-year-olds met at an audition in the late '80s. Both raised in LA by single mothers and both desperately trying to break onto the child actor scene, the pair built a genuine, lasting bond that hasn't been warped by fame. From wild yacht parties to competing for film roles, see how the Hollywood heartthrobs became so close.