How Kendall Jenner really feels about sister Kylie modeling $50M Fantasy Bra during VS Fashion Show 2026

Even though Kendall Jenner is the supermodel in the family, Page Six is told the three-time Victoria’s Secret Fashion Show star is nothing but supportive toward her younger sister, Kylie Jenner, who modeled the coveted Fantasy Bra during Sunday’s show.

“Kendall thought Kylie absolutely killed it,” one source exclusively told us Monday.

“Even though Kylie has some runway experience, she still asked Kendall for a few tips ahead of the Victoria’s Secret Fashion Show.”

Page Six can reveal how Kendall Jenner really feels about sister Kylie Jenner modeling the coveted Fantasy Bra during the 2026 Victoria’s Secret Fashion Show (pictured). Getty Images for Victoria’s Secret
“Kendall thought Kylie absolutely killed it,” one source exclusively told us Monday. (Pictured: Kendall and Kylie in 2024.) Getty Images

Though Kendall gave Kylie “some pointers,” we’re told the former felt the latter was “already a natural” and truly ready for the big moment.

A second source echoed those sentiments, exclusively telling us Kendall was very “supportive of Kylie doing the show” and that there is genuine support among “all” the sisters in the Kardashian-Jenner clan.

Kylie, 29, surprised the audience during the iconic lingerie label’s 2026 runway show at Los Angeles’ Sony Pictures Studios when she emerged on stage wearing a $50 million bra made entirely of diamonds.

“Even though Kylie has some runway experience, she still asked Kendall for a few tips ahead of the Victoria’s Secret Fashion Show,” our first source added. (Pictured: Kylie on Sunday.) FilmMagic
Though Kendall (pictured walking the VSFS in 2015) gave Kylie “some pointers,” we’re told the former felt the latter was “already a natural” and truly ready for the big moment. Getty Images

According to the jeweler, Jacob Arabo of Jacob & Co., the pricey piece features over 4,400 more diamonds in “every cut to exist,” including pear, heart, round, oval and marquise.

Meanwhile, the star of the undergarment — the center yellow diamond — is worth a whopping $22 million.

Kylie’s boyfriend, Timothée Chalamet, and her momager, Kris Jenner, watched proudly from the first row.

Kendall, however, was noticeably absent from both the lineup and the crowd. It’s unclear where she was Sunday night, but she was booked and busy the day before.

A second source echoed those sentiments, exclusively telling us Kendall (pictured walking the VSFS in 2016) was very “supportive of Kylie doing the show” and that there is genuine support among “all” the sisters. Getty Images for Victoria’s Secret
Kendall — who graced the VSFS catwalk in 2015, 2016 and 2018 — attended the 2026 Academy Museum Gala on Saturday (pictured). Getty Images

Following an event for her tequila company, 818, Kendall, 30, attended the 2026 Academy Museum Gala and its after-party along with boyfriend, Jacob Elordi.

Notably, Kendall graced the VS Fashion Show’s catwalk in 2015, 2016 and 2018.

Reps for the Jenner sisters did not immediately respond to Page Six’s requests for comment.

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