George Clooney and Brad Pitt

Both named Sexiest Man Alive by People in different years, actors George Clooney and Brad Pitt have been best friends for over a decade. After starring in the Ocean's 11 trilogy together, as well as Confessions of a Dangerous Mind and Burn After Reading, the Hollywood hunks now often bid against each other for the rights to books they want to adapt into movies (Brad beat George to produce The Big Short, not long after George beat Brad to produce Argo). But the men epitomize bromance, constantly playing pranks on each other and hitting the red carpet together.