Since she first walked the red carpet at the Academy Awards in 1986 at just 10 years old, Angelina Jolie has appeared at countless premieres, film festivals, and press conferences, always dressed to the nines. Jolie has always known how to make her mark with fashion, from wearing her then-husband Billy Bob Thornton’s blood in a vial around her neck on the red carpet in 2001 to the viral black gown with a thigh-high slit she wore to the Oscars in 2012.

Ironically, Jolie doesn’t consider herself fashion-driven. “I’m not someone who likes clothes to consume her life. And I don’t love the idea of being ‘influenced,’” she told Vogue in her September 2023 digital cover. “But because we live in our clothes, it is so much a part of who we are, and something that’s important to explore, especially for young people.”

Jolie is indeed anything but influenced. Nowadays, her wardrobe is largely defined by elegant neutrals—save for the rare cheeky tee. Still, while we’ve seen no shortage of graceful gowns, she also knows the power of a major fashion moment. See: the 2025 Golden Globes, where she appeared dripping in rhinestones in a glittering McQueen, or when she declared herself an early supporter of Haider Ackermann’s Tom Ford in an asymmetrical goddess-like white dress.

Here, in honor of her 50th birthday, Vogue looks back at some of Angelina Jolie’s best looks.