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    Hailey Bieber and Kylie Jenner Pair Heeled Flip-Flops With Baggy Jeans and Parachute Pants

    The two beauty moguls twinned in an unexpected way.

    Amy Mackelden's avatar
    By Amy Mackelden
    Published 20 September 2025 In News

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    Kylie Jenner and Hailey Bieber take a selfie together after getting sushi
    (Image credit: DUTCH/Bauer-Griffin/GC Images/Getty Images)
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    Hailey Bieber and Kylie Jenner have a lot in common. After all, both women founded successful beauty brands, leading to international success. Now, it appears as though the two friends are influencing one another's style choices, with heeled flip-flops and baggy pants playing an important role in their outfits.

    On Friday, Sept. 19, Bieber and Jenner were photographed in Beverly Hills, where they apparently indulged in some skincare treatments together. For the outing, both women wore black pants, which they styled with the heeled flip-flops they've been wearing all summer.

    The Rhode founder wore baggy black wide-leg jeans featuring studs on each pocket. A simple white T-shirt, a brown leather jacket, and black sunglasses completed the outfit.

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    Meanwhile, the Kylie Cosmetics creator opted for wet-look parachute pants—leaning into a resurgent trend—with a cropped black T-shirt. She carried a large black leather bag, and appeared to be wearing a pair of heeled flip-flops to match Bieber's.

    Kylie Jenner and Hailey Bieber wear heeled flip flops and baggy black pants

    Hailey Bieber wears a leather jacket and wide-leg jeans.

    (Image credit: Backgrid)

    Bieber has been modeling Toteme's $560 Leather Heeled Flip-Flops with just about every outfit for months. Jenner has instead opted for Amina Muaddi's Juliette Patent Kitten Thong Sandals, which retail for $800, and Manolo Blahnik's $775 Leather Paterno Sandals. Even as fall approaches, both women appear to refuse to part with their favored footwear.

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    • Kendall Jenner went out with friends in a black long-sleeve shirt, dark-wash jeans, and flip-flops for fall. Sorry, Ballet Flats—Kendall Jenner Is Having a Flip-Flops Fall
    • Hailey Bieber styled a black camisole and matching yoga pants with another hybrid flip-flops trend Hailey Bieber's $180 Flip-Flops Blend Wedges and Kitten Heels Into a New It Shoe
    • How to style Hailey Bieber's favorite flip-flops from The Row, A.Emery, Toteme, Massimo Dutti, and more Hailey Bieber Quietly Curated Fashion's Finest Flip-Flops Collection

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    Although it's unclear where Jenner's exact bag is from, she was spotted holding a 2001 Gucci by Tom Ford Snakeskin Drawstring Tassel Shoulder Bag earlier this summer. The vintage purse recently sold on a re-sale site for $2,695.

    Meanwhile, Bieber's recent bag of choice is Jil Sander's $3,350 Medium Goji Soft Handle Leather Bag.

    Marie Claire Newsletter

    The ultimate daily digest for women of power, purpose, and style.

    By submitting your information you agree to the Terms & Conditions and Privacy Policy and are aged 16 or over.

    Kylie Jenner and Hailey Bieber wear heeled flip flops and baggy black pants

    Kylie Jenner pairs parachute pants with heeled flip-flops.

    (Image credit: Backgrid)

    Medium Distressed Leather Tote

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    As fall fast approaches, Jenner and Bieber's wide-leg jeans and parachute pants are sure to inspire a ton of autumnal outfits.

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    Weekend Editor

    Amy Mackelden is the weekend editor at Marie Claire, where she covers celebrity and royal family news. She was the weekend editor at Harper’s BAZAAR for three years, where she covered breaking celebrity and entertainment news, royal stories, fashion, beauty, and politics. Prior to that, she spent a year as the joint weekend editor for Marie Claire, ELLE, and Harper's BAZAAR, and two years as an entertainment writer at Bustle. Her additional bylines include Cosmopolitan, People, The Independent, HelloGiggles, Biography, Shondaland, Best Products, New Statesman, Heat, and The Guardian. Her work has been syndicated by publications including Town & Country, Good Housekeeping, Esquire, Delish, Oprah Daily, Country Living, and Women's Health. Her celebrity interviews include Jennifer Aniston, Jessica Chastain, the cast of Selling Sunset, Emma Thompson, Jessica Alba, and Penn Badgley. In 2015, she delivered an academic paper at Kimposium, the world's first Kardashian conference.

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