Kendall Jenner’s latest street style moment in SoHo proves once again that less is often more. The model, a master of modern minimalism, effortlessly distilled her aesthetic into a stark, two-tone look that felt both casual and deeply considered. It’s a textbook case in how to elevate an everyday outfit with pure confidence and a keen eye for silhouette—all while navigating the cobblestone streets of New York Fashion Week.
The Outfit and Styling
The focal point of Jenner’s ensemble is a crisp white crewneck top that acts as a clean slate against a dramatic, floor-length black maxi skirt. The skirt is the hero piece, its fluid silhouette and A-line cut creating a striking, elongated line. The pairing is simple, yet the contrast is what gives it impact. She chose a pair of sleek, black leather boots that disappear seamlessly under the hem of the skirt, adding to the streamlined, almost architectural feel of the look. This is the new uniform for the “quiet luxury” era, prioritizing quality materials and sharp tailoring over loud logos or fleeting fads. This curated approach to dressing is a pillar of her personal brand, redefining what it means to have impactful street style .
The styling is pure Kendall Jenner—no frills, just function and form. Her hair is worn loose and natural, a soft counterpoint to the sharp lines of her outfit. Simple black sunglasses provide a classic, incognito touch. The overall mood is relaxed and confident, as if this outfit was a second thought, but every detail—from the choice of shoes to the effortless hair—was intentional. It’s an unspoken statement that true style isn’t about the latest trend but about perfecting your personal uniform.
So, is this the final form of off-duty model dressing, or just Kendall Jenner showing us how it’s done—again?
This video provides an overview of Kendall Jenner’s style evolution, which is relevant to understanding her current aesthetic.
The Michael Kors Collection show during S/S ’26 NYFW on September 11, 2025, wasn’t just another stop on the fashion calendar; it was a masterclass in redefined power dressing, particularly as exemplified by the inimitable Lily Aldridge.
What she presented was a look that whispered ‘authority’ rather than shouted it—a refreshing shift from the often-overstated statements we see on the red carpet .
Aldridge arrived radiating an understated confidence, embodying the very essence of New York chic infused with a distinct European sensibility. The way she carries herself—it’s not just about the clothes, it’s about the attitude, isn’t it? Her ensemble was a sartorial nod to the sleek, almost severe elegance that defined certain eras of French cinema, yet utterly contemporary.
Outfit Focus: A Symphony in Black
Lily’s choice of an all-black Michael Kors Collection ensemble was anything but basic. It was a meticulously curated symphony of textures and silhouettes, beginning with a form-fitting Stretch Cashmere Bodysuit that provided a streamlined foundation. Over this, the Stretch Wool Wrap Trouser flowed with a generous, wide-leg cut that elongated her frame, creating a striking vertical line. It’s the subtle art of tailoring, where fabric moves with the body, not against it.
But it was the accessories that truly elevated this look from chic to iconic. The Michael Kors Collection Leather Opera Gloves—a daring choice for a September show, I might add—lent an air of dramatic allure. This wasn’t just a styling choice; it was a statement of intent, a whisper of old-world glamour juxtaposed with modern minimalism. The Michael Kors Collection Kasia Leather Wrap Belt cinched the waist, adding structure and emphasizing her silhouette without detracting from the fluidity of the trousers. And let’s not forget the Michael Kors Collection Sascha Leather Boots, peeking out from beneath the wide-leg trousers, grounding the entire look with their sharp, squared toe.
Aldridge effortlessly blended practicality with high fashion. In some moments, as seen in the striking second image, she paired the look with Oliver Peoples Oliver Davri Sunglasses in Black, lending an air of untouchable cool—a touch of mystique that I often associate with the enigmatic glamour of Italian actresses from the 1970s. This deliberate choice of eyewear instantly transforms the narrative of the outfit.
In another instance, she exchanged the sunglasses for a radiant smile and a playful ‘peace’ sign, showcasing the versatility of the ensemble. This is where her personal flair truly shines through: the ability to make a powerful, high-fashion look feel approachable and authentically her own. Her hair, styled in soft waves, and minimal makeup allowed the architectural quality of her outfit to take center stage. The Mega Jewelry Chunky Small Hoop Earrings provided a subtle gleam without competing with the bold lines of her attire. It’s a testament to the power of thoughtful accessorizing; sometimes, less truly is more, especially when each piece is chosen with such precision. As a prominent fashion insider once quipped to me backstage, “Lily doesn’t just wear clothes; she inhabits them. Every detail is a deliberate stroke on her canvas.”
The Enduring Appeal of Elevated Noir
What Lily Aldridge’s look at Michael Kors signifies is the enduring power of black, not as a shade of mourning, but as a canvas for sophistication and strength. It’s a return to the fundamentals of elegant dressing, a concept I’ve seen resurface time and again on the Parisian runways, but rarely executed with such American ease. This isn’t merely about following a trend; it’s about understanding the subtle interplay of design, fabric, and personal presence. Her ensemble is a masterclass for anyone seeking to combine an authoritative presence with an undeniably chic aesthetic. It challenges the notion that fashion must always be loud to be heard. Sometimes, darling, the quiet confidence of perfectly executed tailoring and thoughtfully chosen accessories speaks volumes. So, tell me, how will you incorporate this nuanced approach into your own wardrobe?
Get the Look: Effortless Noir
Get the Look: Effortless Noir
Here’s how to channel Lily Aldridge’s sophisticated style:
- The Foundation: Start with a high-quality black bodysuit or tank top to create a sleek base. Look for stretch fabrics for comfort and a smooth silhouette.
- Wide-Leg Trousers: Invest in well-tailored black wide-leg trousers in wool or a similar structured fabric. The key is a fluid drape that moves elegantly.
- Dramatic Gloves: Add a pair of black leather opera gloves. This is the unexpected element that elevates the entire look.
- Cinch the Waist: A black leather wrap belt will define your waist and add structure to the flowing trousers.
- Squared-Toe Boots: Finish with black, squared-toe ankle boots to maintain the sharp, modern aesthetic.
- Minimalist Accessories: Opt for simple, chunky hoop earrings and sleek black sunglasses for an air of mystery.
- The Bag: A structured black leather shoulder bag, like the Michael Kors Collection Manhattan Large Leather Bag, completes the ensemble.
Osment’s editorial for Numero Netherlands is a masterclass in quiet confidence, a turn away from the boisterous looks of pop-star pasts and toward something more nuanced,—a very welcome pivot, frankly. She doesn’t just attend a fashion event; she embodies a mood, and it’s one of chic, considered poise. This is a study in texture and subtle subversion.
The central image presents Osment in a long, muted olive trench coat , worn with a nonchalant slouch, its collar popped and sleeves pushed up. Beneath it, a creamy, form-fitting bodysuit with a deep V-neck creates a clean, elegant line that is disrupted—intentionally so—by the fluid, white silk skirt she holds in her hand, revealing a glimpse of a dark, knee-high boot. The textures are the story here: the rougher, almost military feel of the coat against the smooth, luxurious silk and the sleek, matte bodysuit. It’s a look that plays with an unexpected blend of hard and soft, practical and delicate. The look is a bold move that redefines the idea of celebrity style , proving that the most compelling statements are often the least shouted.
In another shot, she’s seen in a voluminous, rust-colored feather top, a piece so tactile and dramatic it demands attention. The feathers create a soft, amorphous silhouette, a stark contrast to the structured look of the trench. Her expression is both relaxed and direct, drawing the eye to her natural makeup and the soft waves of her blonde bob. The styling narrative across the images is consistent: an artful juxtaposition of disparate elements that, when combined, create a look that is sophisticated, modern, and entirely her own. She looks at ease, not performative, which is the ultimate marker of true style.
So, is this the dawn of Emily Osment as a quiet fashion force—or just a new era where understated glamour finally gets its due?
This video provides a glimpse into Emily Osment’s style evolution, which is a key topic of the article.
