Kendall Jenner Proves There’s Nothing More Flattering Than a Cinched Black Midi Dress

The model and tequila brand owner has adopted some chic New York City style recently.
Kendall Jenner.

Kendall Jenner.


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Kendall Jenner has been spending a lot of time in New York City—whether it’s for date nights with Puerto Rican singer Bad Bunny, promotion events for her tequila brand 818 or to sit front row of prestigious runway shows during New York Fashion Week. As a result of all her recent visits to the Big Apple, she has adopted some chic and sophisticated city style.

Dani Michelle, who is Jenner’s fashion-forward go-to stylist for pretty much all of the reality TV star’s looks, opted for a sleek black midi dress recently. The New Bottega number featured a super cinched waist that perfectly accentuated the 27-year-old’s curves, a soft V-neckline, ruffled dramatic cap sleeves and a thigh-high flappy single-leg slit.

She paired the dress with a small black clutch, pointed-toe block-heel pumps and sleek rectangular black sunglasses, as always. Jenner showed off her ultra-toned arms and long legs as she strutted down the streets of Manhattan.

“KJ,” Michelle captioned a Sept. 19 post of the look.

“dream dress😍,” a fan commented.

“So classic,” someone wrote.

“slaying to the opera,” another added.

“Her arms are so defined,” one person chimed.

“Straight to the chic as usual 🔥,” someone else noted.

Shop similar black midi dress looks below.

Forever 21 Flounce-Sleeve Midi Dress, $29.99 (forever21.com)

This black woven midi dress features a V-neckline, adorable ruffled sleeves and a flattering column silhouette.

Anthropologie Modern Slim Midi Dress, $170 (anthropologie.com)

This timeless sleek black dress is a bit of a splurge, but the quality is unmatched and it comes in standard, petite and plus-size fits.

PacSun Kendall & Kylie Linen Bustier Midi Dress, $31.46 (pascun.com)

The lightweight linen dress features a sweet open-back detail and flirty front slit.

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Ananya Panchal
ANANYA PANCHAL

Ananya Panchal is a writer on the Lifestyle and Trending News team for SI Swimsuit, where she covers fashion, beauty, pop culture and the internet’s favorite personalities and trends. She joined the brand in 2022 after roles at Bustle, the San Francisco Chronicle and the TODAY Show. Panchal loves to write about fashion in all its forms—from standout runway moments and evolving street style to the best accessories to elevate each season’s wardrobe (she rarely goes anywhere without a stack of jewelry and a coffee in hand). A self-proclaimed beauty fanatic, she’s always on the hunt for must-have products and loves breaking down viral trends. Her favorite series at the moment is spotlighting female founders and the stories behind the brands they’ve built—especially those shaping the future of fashion, wellness and tech. She is based between New York City and San Francisco and, when she’s not writing, can be found rewatching One Tree Hill, playing sudoku, trying new restaurants or ranking her favorite Disney Channel Original Movies. She holds a bachelor’s degree in communications and journalism with a minor in criminal justice from Boston University.