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Kendall Just Weighed in—If You Want to Wear Leggings This Season, Pair Them With This Classic Trainer

Our take

The runway may dictate trends, but discerning style often finds its roots in enduring classics. Kendall Jenner recently offered a masterclass in effortless chic, demonstrating that leggings can transcend athleisure with a simple, yet impactful pairing: a classic trainer. It's a move that speaks volumes about understated confidence and refined taste—the chicest way to elevate a versatile staple. For more inspiration on cultivating timeless style, explore our recent piece on COS’s elegant summer collection.
 Kendall Just Weighed in—If You Want to Wear Leggings This Season, Pair Them With This Classic Trainer

The resurgence of leggings as a wardrobe staple is a fascinating reflection of our current cultural moment, a gentle pivot away from the maximalism of recent years towards a quieter, more considered approach to style. While the fleeting trend of pairing leggings with ballet flats captured attention briefly, the return to classic trainers, as championed by Kendall Jenner, feels far more enduring. It speaks to a desire for practicality and understated elegance—a rejection of performative fashion in favor of pieces that seamlessly integrate into an authentic lifestyle. This isn't about chasing fleeting trends; it's about finding a reliable formula for effortless chic, the kind of look that whispers confidence rather than shouting it. Indeed, the advice to skip the ballet flat and embrace the trainer aligns perfectly with the ongoing appreciation for timelessness, mirrored in our own coverage of [I Just Tried On COS's Elegant, Timeless Summer Collection—9 Cult Buys Selling Fast]—a testament to the enduring appeal of well-made, versatile pieces.

The significance of this shift extends beyond mere footwear choice. It underscores a broader movement toward mindful consumption and a rejection of fast fashion’s cyclical trends. The “I just threw this on” aesthetic, as the article highlights, isn't about meticulous styling; it’s about ease and comfort, reflecting a desire for simplicity in a world often characterized by complexity and overwhelm. It's a rejection of the idea that style requires constant effort or elaborate orchestration. Furthermore, the ongoing fascination with Western aesthetics, as seen in our feature on [If You Love Netflix's 'Ransom Canyon,' Here's Your Guide to the Jodi Thomas Books That Inspired It], illustrates a broader cultural yearning for authenticity and a return to foundational narratives—a sentiment that extends to our clothing choices as well. We're gravitating toward pieces that feel grounded, real, and inherently timeless.

This trend also feels intrinsically linked to the rise of the “quiet luxury” aesthetic, a sensibility that prioritizes quality, craftsmanship, and understated sophistication over ostentatious displays of wealth. The pairing of simple black leggings with sleek trainers embodies this philosophy perfectly. It’s a look that’s both polished and relaxed, conveying a sense of effortless confidence without relying on logos or flashy embellishments. The focus is on the inherent quality of the garments and the way they feel against the skin—a tactile experience that speaks volumes about the wearer’s discerning taste. This aligns with the broader shift in beauty and style where inner confidence and wellbeing are prioritized over external validation, a message we’ve explored in our coverage of [These Y2K Hair Colours Are Making a Comeback—How To Wear Them in 2026, According to Experts], which emphasizes individual expression over fleeting aesthetic trends.

Ultimately, Kendall Jenner’s endorsement of the leggings-and-trainer combination isn’t just a style tip; it’s a validation of a larger cultural shift toward mindful dressing and a pursuit of effortless elegance. It's about embracing simplicity, prioritizing quality, and cultivating a personal style that feels authentic and enduring. As we move further into 2026, will we see this “quiet” approach to style continue to gain momentum, or will the pendulum swing back towards more expressive, statement-driven looks? The answer likely lies in finding a balance between individuality and timelessness—a delicate dance that captures the essence of modern femininity.

If you want to make leggings look genuinely chic, my best advice is to skip ballet flats and return to the leggings outfit formula that never fails. For that effortless, I just threw this on kind of off-duty look, black high-waisted leggings are at their best when paired with sleek black trainers.

Whilst ballet flats—chic as they are—can visually shorten the leg, black trainers elongate your silhouette. Their cushioned soles add a little extra height, whilst the tonal colour palette creates one uninterrupted line, making the overall look feel longer, leaner and more polished.

Kendall Jenner is photographed wearing waisted leggings with black trainers and a navy sports top.

(Image credit: Courtesy of Adidas)

Taking the outfit formula out for a spin, I spotted Kendall in the timeless pairing just this week. Beginning with the perfect base, Kendall selected a pair of black, high-waisted leggings, styling them with tall black socks and a pair of Adidas's Adizero Dropset Pro Training Shoes (£130).

Kendall completed her outfit with an oversized pair of sunglasses, whilst wired headphones framed her face and a sleek black leather bag swung from her shoulder, compounding on the cool energy.

Kendall Jenner is photographed wearing waisted leggings with black trainers and a navy sports top.

(Image credit: Courtesy of Adidas)

Whilst her trainers are already available to shop, her navy top and streamlined leggings have yet to be released—and I doubt they'll stay in stock for long once they launch.

So, rather than trying to dress leggings up as something they're not, embrace their sporty roots and style with a classic pair of black trainers. Into it? Read on to shop the leggings and trainers I'd recommend below.

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