Fans are still buzzing over Kylie Jenner’s red gown at the Oscars, where she accompanied boyfriend Timothée Chalamet—but another moment from that same night, involving his sister, has sparked just as much chatter online. See their awkward exchange here!
The mom of two made a bold statement at the 2026 Oscars in a custom red Schiaparelli “keyhole” gown, which she previewed on Instagram before arriving with Chalamet. The striking design featured more than 730K bugle beads and a silhouette reminiscent of Jessica Rabbit, complete with the brand’s signature keyhole cutout at the center. She finished the look with over 200 carats of diamonds from Lorraine Schwartz.
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Kylie Jenner Wears Her Signature Plunging Style At Oscars
If the dress looked familiar, that’s because it echoed her go-to 2023 nude Schiaparelli “keyhole” gown—this time reimagined in a bold red. While the reality star has previously been called out for sticking to similar red carpet styles, particularly low-cut, curve-hugging, and embellished designs, she continues to gravitate toward the silhouette.
Later in the evening, the Khy founder changed into a custom black Alexander McQueen gown for the Vanity Fair after-party, once again featuring a plunging neckline. She paired the look with her signature “no-makeup” makeup style, including a nude lip and a voluminous, bouncy blowout.
Although Kylie skipped the red carpet with her boyfriend, she was spotted throughout the ceremony beside him, chatting with nearby guests like Elle Fanning.
Fans React To Awkward Moment Between Kylie Jenner And Timothée Chalamet's Sister
One moment that quickly went viral came from a clip shared by E! News, showing the Dune star standing to greet his sister, Pauline Chalamet.
The two shared a warm hug and brief conversation before Pauline turned to point something out in the distance. At that point, Jenner—still seated—caught her attention and appeared momentarily surprised as she greeted her. With an exaggerated expression, Jenner then stood up to hug Pauline, who smiled, hugged her back, then quickly turned toward her brother, while Jenner returned to her seat and resumed chatting with guests behind her.
The interaction sparked a wave of reactions online, with many viewers calling the moment awkward.
“The sister doesn’t like Kylie,” one user wrote. Another added, “That was a weird moment—she’s clearly not a Kylie fan.” Others criticized Jenner’s initial reaction, with comments like, “Kylie could’ve at least stood up to greet her,” and “That’s awkward—Kylie’s trying too hard, but the sister isn’t into it.”
Some viewers saw tension in the body language, writing, “Everything about this clip was awkward,” while another commented, “Timothée Chalamet’s sister doesn’t seem to approve of Kylie at all—and her not getting up right away didn’t help.”
Pauline Chalamet is a multifaceted talent, working as an actress, writer, and director.
