Captured in late September 2025, the supermodel masterfully updates the model off-duty uniform, proving casual chic doesn’t mean sacrificing tailoring or polish.
The term “model off-duty” can often feel like a cliché, yet when Kendall Jenner steps out, she redefines it with an astute focus on proportion and texture. Captured in Los Angeles on September 26, 2025, her look is less about effortless throwing on and more about meticulously calculated ease—the true hallmark of quiet luxury style.
The foundation is a lesson in relaxed tailoring: a pinstripe or striped poplin button-down shirt is dramatically oversized, worn open over a simple white crewneck tee. The volume of the shirting is expertly balanced by a pair of high-waisted, full-length black trousers with a subtle wide-leg cut that nearly skims the pavement. This silhouette is instantly chic, moving her look far beyond standard denim and into the realm of elevated urban fashion. The dark palette of the trousers is grounding, providing a sleek counterpoint to the lightness of the stripes.
Where Jenner truly elevates this everyday outfit is through strategic layering and smart accessories. A dark charcoal or navy knit sweater is draped across her shoulders—a styling cue that serves less as warmth and more as a textural accessory, adding a preppy-meets-polished dimension. Up top, she maintains an air of mystery with sleek dark sunglasses and a navy baseball cap, an item that has become one of her signature ways to infuse a subtle sporty edge into an otherwise polished ensemble.
Her footwear choice is the final, intriguing move: she anchors the long lines of the trousers with simple, dark-colored thong sandals (flip-flops), a polarizing piece of footwear that she, and other influential popular celebrities like Hailey Bieber, have successfully transformed into a chic streetwear staple. The calculated simplicity and clean lines of this look confirm why Jenner is often the benchmark for modern celebrity style—she understands that in today’s landscape, her off-duty look is just as influential as any runway appearance. For more inspiring looks from A-list talent, visit our exclusive celebrity list.
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