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Pitt first gained recognition as a cowboy hitchhiker in the road movie Thelma & Louise (1991).

His first leading roles in big-budget productions came with the dramas A River Runs Through It (1992) and Legends of the Fall (1994), and Interview with the Vampire (1994).

His personal life is also the subject of wide publicity.

He compared working with Redford to playing tennis with a superior player, saying "when you play with somebody better than you, your game gets better." In 1993, Pitt reunited with Juliette Lewis for the road film Kalifornia.

He played Early Grayce, a serial killer and the boyfriend of Lewis's character in a performance described by Peter Travers of Rolling Stone as "outstanding, all boyish charm and then a snort that exudes pure menace." 1994 marked a significant turning point in Pitt's career. When directors play up his cocky, hunkish, folksy side ... But there's nothing about him that suggests inner torment or even self-awareness, which makes him a boring Louis." based on a novel by the same name by Jim Harrison, set in the American West during the first four decades of the twentieth century.

They have six children together, three of whom were adopted internationally.

In September 2016, Jolie filed for divorce from Pitt.

, the story of an abused teenager sentenced to death for a murder.

Ken Tucker, television reviewer for Entertainment Weekly wrote: "Pitt is a magnificent slimeball as her hoody boyfriend; looking and sounding like a malevolent John Cougar Mellencamp, he's really scary." Pitt believed that he benefited from working with such a talented cast and crew.As graduation approached, Pitt did not feel ready to settle down. co-production The Dark Side of the Sun (1988) gave Pitt his first leading film role, as a young American taken by his family to the Adriatic to find a remedy for a skin condition.He loved films—"a portal into different worlds for me"—and, since films were not made in Missouri, he decided to go to where they were made. The film was shelved at the outbreak of the Croatian War of Independence, and was not released until 1997.Following the success of Seven, Pitt took a supporting role as Jeffrey Goines in Terry Gilliam's 1995 science-fiction film 12 Monkeys.The movie received predominantly positive reviews, with Pitt praised in particular.He gave critically acclaimed performances in the crime thriller Seven and the science fiction film 12 Monkeys (both 1995), the latter earning him a Golden Globe Award for Best Supporting Actor and an Academy Award nomination.