When it comes to red carpet glamour, no one does it quite like Kylie Jenner.
After turning heads at the 98th Academy Awards earlier in the evening, the reality star-turned-beauty mogul, 28, raised the bar yet again at the Vanity Fair Oscar Party in a look that demanded a second glance.
Jenner slipped into a curve-hugging sultry black gown as she arrived at the Los Angeles County Museum of Art on Sunday, March 15, proving that sometimes the most powerful fashion statement is also the most timeless. The custom Alexander McQueen piece featured a cutout at the hip, allowing her to flash a bit of skin.
The shimmering black fabric caught the light with every step as she posed alongside boyfriend Timothée Chalamet on the red carpet, while the sleek halter neckline and dramatic silk chiffon skirt added just the right amount of Old Hollywood drama.
Chalamet, who was a Best Actor nominee for his role in Marty Supreme, was no slouch in the style department either as he was clad in a white Givenchy by Sarah Burton suit.
Although Jenner didn’t hit the red carpet with him at the Oscars, she did join her beau, 30, inside of the star-studded ceremony held at the Dolby Theatre. She wore a red hot skin-tight Schiaparelli gown, featuring a deep-V halter neckline and lock-shaped cutout under the bust.
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Jenner accessorized with an extravagant Lorraine Schwartz diamond necklace and statement earrings to match.
She notably wore the same design in 2023 — albeit in a different color — while attending the designer’s show during Paris Fashion Week. At the time, she rocked the champagne hue with sparkling earrings. Similar to the Oscars, Jenner wore her hair down in soft curls.
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“This is my favorite look of all time,” she said about the gown in an October 2025 episode of Vogue’s “Life in Looks” YouTube series. “This was a couture dress. It was just perfect. I definitely felt the most beautiful I’ve ever felt in my life this night.”
