From Naomi to Now: 7 Iconic ’90s Supermodel Trends Reimagined for Fall/Winter 2025
By Grace Owen/ Style Editor for KS Style Consulting
The ’90s gave us more than just unforgettable supermodels — it gave us a blueprint for modern style. Naomi Campbell, Cindy Crawford, and Kate Moss didn’t just wear clothes - they embodied effortless power, sensual minimalism, and a sense of super model cool that still feels fresh today.
Now, Fall/Winter 2025 is reviving that same DNA — with sharper tailoring, elevated fabrics, and a mature, confident twist. We’ve rounded up seven quintessential ’90s supermodel styles and how to channel their 2025 reinventions with effortless polish.
1. The Slip Dress → The Structured Midi
Then: Slip dresses were the signature of 90s sensuality — all fluid movement and minimal effort. Models wore them on red carpets and in off-duty moments alike.
Now: The slip has evolved into the structured midi. Think heavier satin, subtle draping, and tailored seams that shape without clinging. Designers are creating pieces that feel as luxurious as they look.
Style Tip: Layer your midi under an oversized blazer or cropped knit finish it off by adding tall boots to ground the look.
2. The Power Suit → Relaxed Tailoring
Then: The original supers were boardroom-chic before “quiet luxury” existed — think shoulder pads, sharp lapels, and nipped waists.
Now: Tailoring has softened. The modern suit is still confident, but cut with fluidity — blazers are boxier, trousers are pleated or wide-leg, and the palette leans neutral. It’s less office armor, more elevated ease.
Style Tip: Try a matching wool suit with sneakers or loafers for day, and swap in a sleek heel for evening.
3. The Leather Blazer → The Tailored Moto
Then: Leather was rebellion in the hands of ’90s icons — oversized blazers, moto jackets, and knee-high boots that meant business.
Now: Fall 2025 redefines leather with structure and sophistication. Tailored moto jackets, cinched trenches, and cropped blazers in rich chocolate and oxblood dominate runways from Paris to Milan.
Style Tip: Pair a sculpted leather jacket with silk trousers or a midi skirt to soften the edge.
4. The Cargo Pant → The Utility Trouser
Then: Supermodels made cargos a street-style statement — functional, baggy, and always paired with a fitted tank or crop.
Now: The utility trend returns sleeker and more refined. High-waisted trousers with clean pocket lines and luxe fabrics (like wool twill or satin) bring a polished feel to the once-casual staple.
Style Tip: Tuck in a turtleneck or crisp button-down, and add loafers or heels to elevate the silhouette.
5. The Platform Pump → The Block Heel Boot
Then: From Versace catwalks to after-parties, platform heels were the moment — unapologetically tall and unapologetically loud.
Now: Height is still in, but comfort is key. The block-heeled boot takes over as the power shoe of 2025 — stable, strong, and effortlessly chic. Platforms also show up subtly in Mary Janes and loafers.
Style Tip: Pair chunky boots with wide-leg trousers or a bias-cut skirt to balance volume.
6. The Tiny Bag → The Structured Mini Tote
Then: Mini shoulder bags — the baguette, the clutch, the barely-there purse — defined the model-off-duty look.
Now: The trend remains, but it’s matured. This season’s mini bags have structure — boxy totes and angular mini styles in rigid leather. They’re designed for women who want minimalism and substance.
Style Tip: Let your mini tote contrast slouchy outerwear for that model-off-duty balance.
7. The Chain Belt → The Statement Waist
Then: A glint of gold at the waist — the chain belt — was a hallmark of ’90s sensuality, often draped low over denim or slips.
Now: The 2025 update is sculptural and strong: thick leather belts, modern buckles, and hardware accents cinch coats, suits, and dresses alike. It’s more architectural than flashy.
Style Tip: Use a bold belt to define shape over a tailored blazer or oversized coat — it adds instant polish.
The return of ’90s fashion isn’t just nostalgia — it’s a reminder that confidence never goes out of style. Today’s versions are more functional, more thoughtful, and more aligned with who are in our day to day. The supermodel era taught us how to walk in power. Fall/Winter 2025 invites us to live in it.