Meet Joe Black (1998)
In Martin Brest's romantic mystery movie, Pitt plays Death - living on Earth under the pseudonym of "Joe Black" - who makes a deal with media mogul Bill Parrish (Anthony Hopkins) granting him extra time in his life if he allows him to experience what it is like to live as a human.
Joe falls for Bill's daughter Susan Parrish (Claire Forlani) and a unique love story develops.
The film tackles many philosophical questions on mortality, such as what will our legacy be? And is the passion of love worth the pain of loss?