Autumn-Ready Kendall Jenner Masters Model-Off-Duty Aesthetic in The Row

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While her famous Kardashian sisters dazzle on the glitzy red carpets, Kendall Jenner has carved her unique fashion path, one that’s effortlessly chic and undeniably her own.

The self-proclaimed “tomboy” turned supermodel has evolved over the years to embrace a ’90s-inspired minimalism that’s all her own.

With her hectic schedule filled with photoshoots, globetrotting, and endless events, Kendall knows that time is of the essence, and her go-to outfit formula proves it – it’s casual, chic, and oh-so-cozy.

Even when the paparazzi’s lens is trained on her, the Keeping Up With the Kardashian star maintains her signature style.

However, as the autumn breeze started to rustle the leaves, she added a touch of fall flair to her classic look. This provided a lesson in casual sophistication for an autumn-ready appearance that you won’t want to miss.

Kendall Jenner showing how to dress up for fall in pieces from The Row while out in New York CityKendall Jenner showing how to dress up for fall in pieces from The Row while out in New York City on September 16, 2023 (Credit: Janet Mayer / Startraksphoto)

On Saturday afternoon, September 16, Kendall stepped out for lunch with a friend at Silvano Marchetto’s Bar Pitti in New York City, effortlessly mastering the model-off-duty aesthetic while making a fashion statement.

For her recent weekend outing, the 27-year-old successful model dared to go braless under a crisp white cropped tee that flashed a glimpse of her toned abs, effortlessly paired with dark-wash, straight-leg jeans from Reformation.

Kendall’s look was anchored by an oversized, cozy chocolate brown denim The Row Ness jacket in cotton, keeping her warm and stylish.

With its uncomplicated design and neutral brown hue, the lightweight jacket proved to be the ultimate go-to piece for transitional weather.

Her high-waisted jeans were cinched with a sleek black leather belt from The Row, boasting of a gold buckle that added a touch of glam to her ensemble.

Kendall Jenner wearing a crop top that showed a hint of her toned abs and a pair of straight-leg jeans that were cinched at the waist with a sleek leather belt from The RowKendall Jenner wearing a crop top that showed a hint of her toned abs and a pair of straight-leg jeans that were cinched at the waist with a sleek leather belt from The Row (Credit: Janet Mayer / Startraksphoto)

Completing her look, the wealthy socialite and media personality carried a black leather duffel-style The Row Margaux bag, perfect for the season.

She effortlessly donned the fall-favorite The Row Adam loafers, which boasted almond toes, a luxurious leather lining, and a subtle stacked heel that gracefully enhanced her model-esque stature.

Tiny hoop earrings added a delicate touch to Kendall’s understated, autumn-ready outfit, while narrow, rectangular Gucci sunglasses shielded her eyes with style.

The 818 tequila founder’s dark brunette locks, arranged neatly in a center part, cascaded down her back, framing her face beautifully.

Kendall’s makeup was as fresh as the fall air, with a swipe of dark pink lipstick and a hint of blush accentuating her dewy skin.

Kendall Jenner elevating her model-off-duty look with a chocolate brown denim jacket and a pair of loafers from The RowKendall Jenner elevating her model-off-duty look with a chocolate brown denim jacket and a pair of loafers from The Row (Credit: Janet Mayer / Startraksphoto)

This chic lunch outing came on the heels of a memorable night in the city, as Kendall was recently seen enjoying a romantic date night with her new boyfriend, Bad Bunny.

Their blossoming romance began earlier this year and has set hearts aflutter since they were first spotted together in February.