Kylie Jenner and Timothée Chalamet Brought Date Night to the 2025 Oscars—and the After-Party

Timothe Chalamet and Kylie Jenner attend the 2025 Vanity Fair Oscar Party
Photo: Getty Images

At last, all of our questions were answered! Kylie Jenner and Timothée Chalamet became Academy Awards official at the 2025 Oscars. The duo hit the awards ceremony in celebration of Chalamet’s best actor nomination for his role as Bob Dylan in A Complete Unknown—where, as usual, Jenner bypassed the red carpet, sneakily grabbing her front-row seat next to Chalamet.

Both halves of the couple stuck to their sartorial guns for the Oscars. Chalamet chose another outré look to cap off the 2025 awards season, donning a butter yellow leather Givenchy suit by Sarah Burton. Jenner, meanwhile, opted for a custom black Miu Miu dress riddled with cutouts and covered in crystals. The pair were joined by the actor’s sister Pauline Chalamet and mother Nicole Flender.

Timothe Chalamet and Kylie Jenner 97th Annual Oscars
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HOLLYWOOD CALIFORNIA  MARCH 02  Kylie Jenner and Timothe Chalamet attend the 97th Annual Oscars at Dolby Theatre on...
Photo: Getty Images

The 2025 Oscars wasn’t Jenner’s first awards show rodeo. At the 2025 Golden Globes, she wore a vintage silver chainmail Versace dress from spring 1999, while Chalamet debuted Haider Ackermann’s new Tom Ford. And for the Berlinale, she went for a black sequined Balenciaga pre-fall 2024 dress, artfully clashing with her beau’s pink Chrome Hearts sweatsuit.

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Photo: Getty Images

At the 2025 Oscars, Kylie Jenner and Timothée Chalamet continued to match each other’s freak, sartorially speaking. And, of course, they had to take it to the 2025 Vanity Fair after-party.

Kylie Jenner and Timothe Chalamet attend the 2025 Vanity Fair Oscar Party
Photo: Getty Images

Jenner once again skipped the red carpet portion of the evening, but posed for photos with Chalamet inside the Wallis Annenberg Center for the Performing Arts. Both made a quick change too: Jenner slipped into a corseted black lace dress by Ashi Studio, while Chalamet wore a Tom Ford by Haider Ackermann suit, sans tie. They partied the night away with Chalamet’s co-stars, including Monica Barbaro and Elle Fanning.

See all the looks on the 2025 Oscars red carpet here: