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Kylie Jenner Revisits One of Madonna’s Most Divisive Fashion Moments

The entrepreneur and reality TV star stunned in an edgy black Jean Paul Gaultier look.

Ananya Panchal

Kylie Jenner
Kylie Jenner / Gilbert Flores/Getty Images

Kylie Jenner just delivered an epic vintage fashion moment—and paid homage to one of pop culture’s boldest style eras.

The 27-year-old reality TV star shared a few behind the scenes photos from the Kardashian family’s latest Hulu promo shoot on Instagram this week, and her look was pure power.

View the post on Jenner’s Instagram here.

The entrepreneur sat on a charcoal prop box in the studio, while exuding confidence and superstar allure in a striking black Jean Paul Gaultier cone bra and midi skirt set from the designer’s Spring 1993 collection. The structured, ultra-cropped top featured thick straps, a deep V-cut neckline and sharp cone-shaped cups—a direct nod to Madonna’s iconic 1990 Blond Ambition tour look, which Gaultier originally designed and which has gone down as one of fashion’s most polarizing yet impactful silhouettes.

Jenner’s take felt fresh and fierce, styled with the high-rise fitted pencil skirt that hugged her signature hourglass figure and perfectly showcased her toned abs and arms. “i look major,” she captioned the post—an on-brand reference to one of her fan-favorite The Kardashians lines.

“Yes you do!!!! 🖤🖤🖤,” Kris Jenner exclaimed in the comments.

“I love you,” Amelia Gray wrote.

“You do look MAJOR 🖤🖤🖤,” nail artist Zola Ganzorigt—who gave Jenner a “deep 90s french” manicure for the shoot—chimed in.

The mom of two, who shares her kids Stormi and Aire with ex-boyfriend Travis Scott, opted for a full-glam moment, including a radiant, dewy glow, feathered brows, fresh peachy blush, shimmering lids and a glossy nude pout.

Her hair was styled in her go-to bouncy waves with lots of volume at the root, courtesy of the viral three-hot-tool method that’s anything but effortless, but always worth it. She finished the look with black Saint Laurent Zizi patent pumps and the same fierce confidence that has defined her fashion evolution.

The cone bra—which was skyrocketed to cultural status by the Queen of Pop—was considered revolutionary for its reimagining of femininity and armor-like sexuality.

Jenner also gave fans a peek into her time on the set, sharing a fun “Day in the Life” TikTok vlog, which she also posted on IG. She filmed playful behind the scenes clips with her sisters and mom, all of whom were dressed in sleek, edgy black outfits that matched their personalities.

As Jenner continues to evolve her style—and her brand KHY—this moment solidifies her fashion-forward instincts. “Creatively, I have such a strong vision of what I want to look like and what I want to do and what I want to wear,” she previously told WSJ Magazine. “There’s really no one telling me what to do.”

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