9 Fun Facts About Leonardo DiCaprio and Tobey Maguire's 30-Year Friendship

Leo made his film debut in Critters 3, a role which he got at Tobey's expense. In 1993's This Boy's Life, Leo also beat out Tobey for the main role, but this time around Tobey ended up getting a part as one of Leo's friends in the film. Fortunately neither incident stopped the two from becoming close, and they went on to collaborate on two movies years later: the ill-fated, low-budget Don's Plum in 2001, and The Great Gatsby in 2013.