All the Looks Kendall Jenner Has Worn to the Vanity Fair Oscar Party
In fashion, a little black dress is a staple of any wardrobe. Leave it to model Kendall Jenner to put a spin on the classic look when it comes to dressing for the Vanity Fair Oscar Party.From the humble(ish) beginning at Mortons to this year’s revamped blowout, here’s the full story of Hollywood’s biggest night—as told by Gwyneth Paltrow, Anjelica Huston, Tom Ford, Fran Lebowitz, Graydon Carter, and more.Since her first time attending the star-studded bash in 2018, Jenner has reached for looks in the dark hue, but they’ve been anything but basic. That first dress in 2018, by Redemption, was, yes, an LBD, but so much more too: an ultra-short, ultra-fitted minidress with lace-inset side panels, subtle boning through the bodice, and not-at-all subtle ultra-oversized shoulder ruffles serving as sleeves. Pairing the dress with sapphire-and-diamond chandelier earrings from Lorraine Schwartz for a hint of color, Jenner brought sophistication and edge to the carpet in just one look.In 2023 she wore the same couture Jean Paul Gaultier silhouette that Marion Cotillard did when she accepted her best-actress Oscar in 2008 for La Vie en Rose, but instead of Cotillard’s ivory base, Jenner’s version of the gown featured bronze mermaid scales over a black foundation, embellished even more with bronze 3D rosette details on the chest.Again and again, Jenner has used texture and embellishment to make each black dress she’s chosen for the Vanity Fair Oscar Party worthy of a category of its own. Little black dress? Try major fashion moment.Ahead of the Oscars 2026 and all the fabulous looks the Vanity Fair Oscar Party 2026 is sure to bring with it, let’s take a look back at everything Jenner has worn to the Vanity Fair Oscar Party.
