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Conan O’Brien. A Wicked medley. A potential Demi Moore sweep. What could go wrong at this year’s Academy Awards? Most of the A-list attendees and nominees went traditional for their outfit choices, rocking black-tie or a colorful equivalent—but some opted instead to dress in something out of left field.

At the SAG Awards, Chalamet said that he wanted to “be one of the greats.” Jenner has been at his side on that pursuit.

Many iconic gowns have been worn on the Oscars red carpet over the history of the award show, including Audrey Hepburn's white Givenchy gown, and Nicole Kidman's yellow Dior dress.

Ariana Grande wowed in a stunning crystal-studded ballgown at the 2025 Academy Awards. The singer-actress walked the red carpet at the Dolby Theatre in Los Angeles in a custom-made Schiaparelli Haute Couture dress featuring an architectural skirt made of pale pink tulle.