While it may have summer connotations, the all-in-one transitions beautifully into fall thanks to its ability to layer with ease. A button-down shirt and playful flats give this one a polished-yet-quirky edge.

All in one
SIMILAR: NOMIA Wide-Leg Sleeveless Jumpsuit / BARNEYS NEW YORK Slub Button-Front Shirt

The cropped strait leg is the unrivaled silhouette of the season. Here, with boots and a moto jacket, it exudes understated edge but would just as easily work for evening with pumps and a blazer.

Denim
BARNEYS NEW YORK Leather Quilted-Yoke Moto Jacket / RAG & BONE Distressed Crop Jeans

Both girly and tough, fringe adds a playful touch to any look. Rather than embracing its Western roots, this season we love the edge it lends polished and tailored ensembles.

Fringe
SIMILAR: ULLA JOHNSON Gia Dress

If there’s one worthwhile update you can make to your fall/winter outerwear wardrobe, it’s investing in a grey coat. Less severe than black but just as easy to match, grey will be your wardrobe workhorse through winter.

Grey coat
SIMILAR: NILI LOTAN Boiled Wool Coat / CHLOÉ Drew Small Crossbody

5. Relaxed Utility

Utility off-duty is a bit of an oxymoron, but the unexpected contrast feels very fresh. Create a fluid silhouette with relaxed tailoring in matching neutrals for a modern take on suiting.
Relaxed Utility

With so much emphasis on ankle-baring silhouettes this season, a rolled hem is the go-to styling trick. It works just as well with artfully distressed RE/DONE’s as it does with tailored trousers and gives an excuse to flaunt your favorite loafers or pumps.

Rolled cuffs
SIMILAR: RE/DONE Relaxed Straight Jeans / NILI LOTAN Washed Silk Top / FRAME DENIM Karlie Forever Skinny Jeans / DEREK LAM Crêpe De Chine Blouse

From slim fit to chunky, the high-neck knit has become a sophisticated choice for cool-weather layering. Here, it adds a demure spin to a sleek, low-cut black dress.

Turtleneck
SIMILAR: PROTAGONIST Deconstructed Turtleneck Sweater / IRO Cady Shift Dress

The suede skirt nods to the ’70s and feels right for today at the same time. At any length, it adds luxe texture to an outfit—feeling boho with a chunky sweater, polished with a button-down, or evening with a blouse.

Suede mini
SIMILAR: BARNEYS NEW YORK Mock-Button-Front Suede Skirt / COMME DES GARCONS GIRL Ruffled-Hem Shirt

With so much amazing artisanal knitwear on offer this season—from Ryan Roche‘s sumptuous cashmeres and dreamy color palate, to Gabriela Hearst‘s modern take on classic country cable knits—we’re actually excited for the chilly days ahead.

Thick knit
SIMILAR: GABRIELA HEARST “Fisherman” Sweater / GOEN.J Fleece Skirt

Few forms of outerwear are as alluring as the cape, which is a stylish, subtle-statement-making alternative to a traditional coat. Whether you opt for tailored or relaxed silhouettes, wear with flair and confidence.

Cape
SIMILAR: PUBLIC SCHOOL Chevron Zip-Front Cape

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