Brad Pitt: Super-hunk Brad has had no luck with taking home a golden man. He was first nominated for Best Supporting Actor for 12 Monkeys in 1996, losing to Kevin Spacey. 13 years later, he was up for Best Actor for his performance as a man ageing in reverse in The Curious Case of Benjamin Button. He lost to Sean Penn for Milk. Three years later in 2012, Brad scored another Best Actor nomination for the biographical sports drama Moneyball, this time losing to Jean Dujardin for The Artist.