Out of all of the fashion capitals in the world, New York City is the headquarters of carefree, cool-girl energy. So it comes as no surprise that the brightest street style stars are wearing looks that embody the city’s effortlessly chic attitude. This year, the New York Fashion Week scene proved that less is more with a collection of wardrobe staples anchoring their photo-worthy looks.

From the host of blazers modernized with boxy, unstructured silhouettes to the polished loafers amplified with chunky stacked platforms, let this roundup serve as a checklist for ensuring all of your fall outfits feel fresh and of the moment.

Boxy Blazers

nyfw ss25 street style day 4
Pierguido Grassano
new york fashion week spring summer 2025 street style day 1
Pierguido Grassano

No longer beholden to boring days in the office, the blazer has become a street style mainstay, especially oversized designs that drape over the shoulder in a relaxed way. Keep the trend going, and style yours with matching shorts or a casual black T-shirt to create balance.

Shop the Boxy Blazer Trend Here
Blazer
Stella McCartney Blazer
Now 40% Off
Relaxed Fit Blazer
Open Edit Relaxed Fit Blazer
Gelso Blazer
The Frankie Shop Gelso Blazer

Stacked Up Loafers

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Pierguido Grassano
nyfw street style ss25 day 2
Pierguido Grassano

Loafers will forever be a smart shoe to turn to during the fall, but the way street style stars are making them feel new again is with the addition of a thick sole. Whether it’s a subtle lug sole or an exaggerated platform, it’s that little detail that makes loafers feel cooler than ever.

Shop the Platform Loafer Trend Here
Leah Leather Loafer
Coach Leah Leather Loafer
Now 87% Off
Idle Platform Loafers
Gucci Idle Platform Loafers
Flatform Leather Loafers
Prada Flatform Leather Loafers

Sultry Sheer Skirts

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Pierguido Grassano
nyfw ss25 street style day 4
Pierguido Grassano

One of the most divisive trends for quite a few seasons now has turned into a street style staple. The key to making the skin-revealing look work is to think of the peek-a-boo garments as a layering piece. Let the sheer fabric hang below the hem of a longline shirt or pair it over shorts to balance the see-through look.

Shop the Sheer Skirt Trend Here
Chloe Sheer Skirt
SNDYS Chloe Sheer Skirt
Mirror Disc Skirt
Prada Mirror Disc Skirt
Lersa  Midi Skirt
Siedrés Lersa Midi Skirt

Double Dipped Denim

nyfw ss25 street style day 3
Pierguido Grassano
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Pierguido Grassano

The Canadian tuxedo is poised to be the star this season. And there are so many fun combinations to try, from a trucker jacket with fitted denim to a trench coat with barrel jeans.

Shop the Denim Trend Here
Kosmo Trench Coat
EB Denim Kosmo Trench Coat
Trucker Jacket
Frame Trucker Jacket
Now 30% Off

New York State of Mind

nyfw ss25 street style day 4
Pierguido Grassano
nyfw ss25 street style day 4
Pierguido Grassano

There’s no place like New York City, so it only makes sense to represent our hometown. This season, love for the Big Apple was shown on sweatshirts, hats, and so much more.

Shop the New York Trend Here
New York Yankees Cap
47 New York Yankees Cap
NY ’94 Sweatshirt
Sporty & Rich NY ’94 Sweatshirt
Now 35% Off
NYC Graphic Sweatpants
Hollister NYC Graphic Sweatpants

Go Go Cargo

new york fashion week spring summer 2025 street style day 1
Pierguido Grassano
nyfw street style ss25 day 2
Pierguido Grassano

Whether in dopamine-inducing colors or classic denim styles, the cargo pant continues to be a cool-girl-approved staple to have. Pair yours with a cozy knit or layered shirt for instant sartorial success this fall.

Shop the Cargo Pant Trend Here
Cay Cargo Pants
Alice + Olivia Cay Cargo Pants
Cargo Pants
Heron Preston Cargo Pants
Shon Cargo Pants
Nili Lotan Shon Cargo Pants
Now 40% Off