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Kylie Jenner’s Vintage Ralph Lauren Look Is Peak Y2K Revival

Last updated: July 7, 2025 2:30 am
Oliver James
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Kylie Jenner’s Vintage Ralph Lauren Look Is Peak Y2K Revival
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It’s officially a polka dot (and capri) summer, according to Kylie Jenner, anyway.

While vacationing in Italy, the beauty mogul and burgeoning fashion archivist stepped out in a black and white leather polka-dot bra with matching cropped pants from Ralph Lauren’s Spring 2000 runway. She posted a closer look at her outfit on her Instagram.

The throwback set was first worn by Gisele Bündchen over two decades ago, and Jenner made sure to honor the moment by sharing a side-by-side on Instagram Stories.

She further accessorized with casual black flip-flop sandals and a matching purse in the same retro print, the same bag worn by Bündchen.

Fresh off her trip to Venice for Jeff Bezos and Lauren Sánchez’s lavish wedding, the Kylie Cosmetics mogul has been on a roll fashion-wise.

She slipped into an icy-blue gown with a silver sheen from Dilara Findikoglu to attend the nuptials. The lace-up corset dress featured super-thin straps adorned with little black bows, a hot, plunging neckline, and a cinched bodice that creates a dramatic hourglass silhouette.

The final night of the three-day wedding extravaganza closed out with a Dolce Notte-themed pajama party, which Jenner attended alongside her sisters.

What you wear to sleep (or to a pajama party) can say a lot about you. So naturally, the Khy founder turned to Chloé’s Spring 2000 runway for inspiration.

For the event, she opted for a sparkly boho bra with fringe detailing. She paired the statement top with a matching low-slung white skirt.

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