Kendall Jenner’s Best Red Carpet Moments Give Her Sisters a Run for Their Money

Jenner wore a minimalist look from The Row to attend the 2025 Academy Museum Gala.

The model championed rising designer, Torisheju Dumi, at the 2025 Met Gala.

For the 2025 Oscars after parties, Jenner dipped into the Thierry Mugler archive for this inky 1992 lace dress.

Jenner showed off her newly-dyed blonde hair and a whimsical, velvet Schiaparelli dress at the 2024 Academy Gala.

There was a bit of controversy surrounding Jenner’s Met Gala look. The dress came from Alexander McQueen’s 1999 couture collection for Givenchy, which was showcased on mannequins instead of models. Thus, the model claimed she was the first person to ever wear it, but Internet sleuths pointed out that Winona Ryder looked to have donned the design in a 1999 issue of Flaunt Magazine. A source told E! News Ryder’s dress was a replica, but the actress herself commented on the situation to Harper’s Bazaar in July 2024. “I did wear it,” she said of the dress. “I have pictures.”

Jenner was one of the lucky few who got to wear a dress from the Maison Margiela 2024 artisanal collection, donning the sheer, Chantilly lace number to the Vanity Fair Oscar party.

The model attended the 3rd annual Academy Gala in a corseted, bright red knit maxi gown from the Fendi fall 2023 couture collection.

FWRD’s creative director, Jenner, threw on a Rick Owens one-shoulder top and matching mini skirt to celebrate the site’s first-ever in-person shopping experience.

Jenner attended the 2023 Met Gala with Marc Jacobs, meaning she had the pleasure of climbing the museum steps in the designer’s famously-high platform boots.

The model wore a gorgeous, black and gold scaled Jean Paul Gaultier dress to the 2023 Vanity Fair after party.

Jenner used the opportunity of the 2022 LACMA Art + Film Gala to promote an up-and-coming designer, attending the event in a unique dress from Burc Akyol’s spring 2023 collection.

Jenner wore custom Prada to the 2022 Met Gala, featuring a crop top with a netted overlay and a voluminous, ball gown skirt. It was her bleached eyebrows, however, that made the biggest statement.

The model’s decision to keep her styling simple paid off as it allowed her strapless Balenciaga dress with a torso overflowing with fabric to speak for itself.

Jenner wore a Givenchy gown inspired by Audrey Hepburn in the 1964 film, My Fair Lady to the 2021 Met Gala.

Wearing a latex dress from Richard Quinn’s Spring 2020 runway, Jenner brought London subversion to Los Angeles.

Jenner wore a pink tiered dress from the Giambattista Valli x H&M collection to the amfAR Cannes Gala in 2019.

Both wearing Versace, the Jenners attended the 2019 Met Gala in sister style.

The model went pantsless at the 2019 Oscars partiesl, wearing a bold loook from Rami Kadi’s spring 2019 collection.

Jenner wore a gold, see-through Julien MacDonald dress to the Fashion Awards 2018.

Wearing a lavender feathered Alexandre Vauthier dress, Jenner attended the 2018 CFDA Fashion Awards.

Wearing an off-the-shoulder Off-White jumpsuit, Jenner attended the “Heavenly Bodies: Fashion & The Catholic Imagination” Costume Institute Gala.

Jenner wore a black mini dress with statement sleeves by Redemption to the 2018 Vanity Fair Oscar Party.

Wearing a black high-low Giambattista Valli gown, Jenner attended the Golden Globes in 2018.

In a see-through La Perla dress, Jenner brought naked dressing to the Met Gala in 2017.

Wearing an orange Paule Ka strapless gown, Kendall Jenner attended NBCUniversal’s 74th Annual Golden Globes after party.

Wearing a long-sleeved see-through dress by Roberto Cavalli, Jenner attended a screening of From The Land And The Moon (Mal De Pierres) at the annual 69th Cannes Film Festival.

Wearing a cut-out Atelier Versace gown, Jenner attended the ‘Manus x Machina: Fashion in an Age of Technology’ Costume Institute Gala.

At the Victoria’s Secret Show in 2015, Jenner smoldered in a shimmering Versace gown with a high slit.

The model chose a pink velvet Calvin Klein mini dress for the Tonys in 2015.

She wore Balmain x HM to the 2015 Billboard Music Awards.

Jenner wore a green crystal Calvin Klein gown to “China: Through The Looking Glass” Costume Institute Benefit Gala.

Wearing a black and white Chanel Resort 2014 dress, Jenner attended the Opening Ceremony and the Grace of Monaco premiere at Cannes.

Jenner wore a pink strapless, mermaid dress from Topshop to her first Met Gala.

Wearing a white ensemble from Keepsake, the model attended the 2013 American Music Awards.

Jenner wore a animal print mini dress to The Hunger Games premiere.

Jenner attended The Twilight Saga: Breaking Dawn – Part 1 premiere in a blush pink mini dress.

Wearing a structured, purple Aurelio Costarella dress, Jenner attended the 2011 Teen Choice Awards.

Jenner wore a black and white dress to the premiere of Easy A.