Entertainment
Kylie Jenner poses with Timothée Chalamet on Vanity Fair Oscar Party 2026 red carpet
King Kylie has arrived.
Kylie Jenner looked like a red-hot bombshell at the Oscars 2026 with boyfriend Timothée Chalamet — and now she’s ready to party the night away.
The makeup mogul, 28, hit the Vanity Fair Oscar Party red carpet 2026 Sunday night wearing a black custom McQueen dress that hugged her curves.
The plunging halter gown was covered in shiny black beads and featured a cutout right across her hip. The skirt cascaded into a ruffled train for some added drama and she added a massive black diamond ring by Lorraine Schwartz for some bling.
Jenner wore her hair in a relaxed, wavy style as she posed with Chalamet, who traded one all-white look for another.
At the ceremony, the “Marty Supreme” actor wore a monochromatic Givenchy double-breasted suit and tie with chunky Chelsea boots. Meanwhile, at the afterparty, he slipped into a Chrome Hearts leather suit, paired with matching high-top sneakers.
The star, 30, was nominated for best actor but ultimately lost out to Michael B. Jordan for the latter’s role(s) in “Sinners.” He also endured a few jokes from host Conan O’Brien after his jabs at ballet and opera.
The afterparty was all about Kylie, however, as she is Vanity Fair’s latest covergirl, appearing on the front of the most recent issue of the glossy, smoking a cigarette.
Inside the pages, she stripped down, wearing nothing but an oversized Chanel bow that was strategically placed in some shots. In others, she wore nothing but a thong and tights as well as a silk bra and Hermès riding breeches.
This awards season she’s been by her man’s side, dutifully wearing “Marty Supreme” orange and matching with Chalamet on the red carpet.
In the accompanying interview, she not only got shy about her relationship with Chalamet — though she did admit that she wants more kids (and hinted at a timeline to make it happen) and said it was “fun” when he shouted her out while accepting his 2026 Critics’ Choice Award.
Last year, she attended the Academy Awards with her beau, opting to skip the red carpet and wearing bedazzled black Miu Miu gown with ab cutouts. She then slipped into a black lace corset dress by Ashi Studio.
We have a feeling there will be more dazzling moments inside the party this year, too.
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