Kylie Jenner may have made a glamorous entrance at the 2025 Golden Globe Awards, but the beauty mogul later admitted she had mixed feelings about her daring outfit choice.
In the season 6 finale of The Kardashians, viewers got a behind-the-scenes glimpse of Kylie’s post-award show thoughts. The 26-year-old Kylie Cosmetics founder was seen calling her mom, Kris Jenner, expressing uncertainty over the attention-grabbing ensemble she wore to the star-studded event.

“Should I have looked like this at the Golden Globes with my t**s out?” Kylie asked candidly in a light-hearted post-credits scene. Kris, unbothered by the question, replied with full support: “Yes. You have to wear your best dress to every function you go to, no matter what.”
Kylie turned heads that evening when she arrived alongside actor Timothée Chalamet, wearing a vintage silver gown by Atelier Versace. The stunning look drew comparisons to Elizabeth Hurley’s unforgettable dress from the 1999 CFDA Awards. Kylie completed the ensemble with Lorraine Schwartz jewelry and styled her hair in soft, effortless curls.
Though she kept her appearance with Chalamet low-key on social media, Kylie did offer fans a closer look at her outfit on Instagram. In one of her posts, she shared a sweet selfie with actress Elle Fanning, Chalamet’s co-star in the upcoming film A Complete Unknown.
“Cuuutest night w the cutest girls in a little 1999 Versace,” she wrote in the caption, giving fans a peek into her glamorous night.
Despite her initial doubts, Kylie’s Golden Globes look was widely praised—and her mom made it clear she wouldn’t have had it any other way.