Why Angelina Jolie’s 2000 Critics Choice Awards Look Still Rules

Winning best supporting actress at the 2000 Critics Choice Awards, the star rebuked a traditional gown for a graphic tee that came with a message.

When it comes to red carpet style, Angelina Jolie consistently nails traditional Hollywood glamour. The actor often favors classic black dresses, silvery column gowns, and occasionally a sleek suit. You’ll rarely catch her in an eye-popping hue, but what she lacks in high-octane color, she makes up for with fantastic shapes and materials that are indeed worthy of an A-lister. 

But it’s her laid-back, punk looks from the 90s and 2000s that really rule, when she was a rebellious starlet instead of a philanthropic powerhouse. With the Critics Choice Awards coming up on Sunday, we’ve been looking back at her past appearances at the ceremony, and one outfit is particularly top of mind. In the year 2000, Jolie was nominated for (and won) Best Supporting Actress at the Critics Choice Awards for her unforgettable role in Girl, Interrupted. It was only the fifth Critics Choice Awards ever, so while she was a main nominee, the fashion stakes were not as high as they are today. The red carpet vibe was semi-formal; Hilary Swank and Laura Dern showed up in simple blouses and black trousers. But Jolie's more punk-rock vibe stole the show: She attended with her brother, James Haven, wearing cool black leather pants, a structured white blazer, and a graphic tee—a look that screams more Friday night rock concert, less glitzy awards show.

Photo: Getty Images

Jolie’s tee was more than just a fashion statement, though. The top was an ode to the 1974 movie A Woman Under The Influence, starring Gena Rowlands. The film shares many similar themes to Jolie's Girl, Interrupted, as both touch on mental health awareness and the complexities of flawed characters. Wearing the tee was a clever nod to Jolie’s own film, while perhaps acknowledging a film that also influenced her performance in it. As stars (mostly male) continue embracing casual wear at this year’s virtual awards, Jolie was simply ahead of her time.

This story originally appeared on: Vogue - Author:Christian Allaire