Third-wheeling your sibling’s date is a rite of passage—even when you’re Kendall Jenner. On April 7, she met Kylie Jenner and Timothée Chalamet at West Hollywood’s Sushi Park, where they each test-drove one of Spring 2026’s winning shoe trends.

    Kendall was the first to arrive to their Tuesday night reservation, dressed in a mustard yellow T-shirt and a black leather blazer. Its patent sheen instantly elevated the dark-wash, straight-leg jeans she’s worn nonstop this season. Her black, square-toe ballerinas also seem to be a rewear—or, at the very least, a strong endorsement of the high-vamp flats taking over everyone’s shoe wardrobe. (She’s been photographed in them pretty much every month. Other fans include Zoë Kravitz, Hailey Bieber, and Rihanna.) She finished off her casual weeknight outfit with a paparazzi-blocking baseball cap, a leather bowling bag, and a red scarf.

    Kendall Jenner third-wheeled Kylie Jenner and Timothée Chalamet's date in a leather blazer, straight-leg jeans, and the high-vamp flats trend

    Kendall Jenner led the way for Kylie Jenner and Timothée Chalamet.

    (Image credit: Backgrid)

    Fresh off their apparent Turks and Caicos beach vacation, Kylie and Chalamet arrived later looking sun-kissed in their everyday basics. The former wore a black cropped tank top with low-rise trousers and another major spring shoe trend: heeled flip-flops. (The brand behind her shoes remains a mystery, but they could’ve been sisters—or at least cousins—to Bieber’s The Row pair on March 23.)

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    Meanwhile, Chalamet dressed the part of an L.A. cool-girl’s boyfriend in oversize selects aplenty, including a a stark white long-sleeve and baggy light-wash jeans. At first, the Dune actor’s brown-and-beige shoes looked like slim sneakers, but they’re actually the new $1,250 Roadie Boots from Jonathan Anderson’s Dior.

    Kylie Jenner and Timothée Chalamet met Kendall for dinner in casual everyday basics

    Kylie Jenner and Chalamet followed close behind, with the former in heeled flip-flops.

    (Image credit: Backgrid)

    Dior, Dior Roadie Lace-Up Boot

    Dior

    Dior Roadie Lace-Up Boot

    Sushi has become one of Kendall, Kylie, and Chalamet’s go-to’s for dinner outings. Most recently on Jan. 20, the three were spotted at L.A.’s Sushi Enya: Kylie in a camel-colored trench coat; Kendall in almost-identical jeans and The Row flats; and Chalamet wearing the Bieber-approved white sneaker revival. The trio is clearly sticking to a dress code of It-shoes that’ll inspire the masses.

    Shop Spring 2026 Shoe Trends Inspired by Kendall and Kylie Jenner

    Leather Elodie Flat

    Jenni Kayne

    Leather Elodie Flat

    Brash Flat

    Italian Leather Glove Ballet Flats in Black

    Quince

    Italian Leather Glove Ballet Flats

    Ruched Leather Ballet Flat

    Banana Republic

    Ruched Leather Ballet Flat (Was $180)

    Sculpted Heel Sandal | Black Leather - 5

    Everlane

    Sculpted Heel Sandal

    Ramia Heels Black Leather

    Jessie Block Heel Sandal

    Reformation

    Jessie Block Heel Sandal

    Skip - 5

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