12 Cute Fall Outfits to Make Transitional Dressing a Breeze in 2021

Kendall Jenner wore a similar black and white outfit earlier this year, and we totally get why: Between the combined nonchalance of the unbuttoned shirt and the loosely tailored trousers, this is a borrowed-from-the-boys look that’s downright cool

Arket Elastic-Waist Linen Trousers

& Other Stories Croco Leather Belt

Knit Bra + White Jeans

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Christian Vierig

No T-shirt, no problem! Emphasize a deliciously soft cashmere bra with a relaxed open button-down and matching jeans. This kind of tonal outfit is perfect for minimalist tastes, with rectangular shades completing the look. 

& Other Stories Oversized Shirt

Frame Le Italien Straight Blanc

Favorite Daughter Sleeveless Crop Sweater Top

Butaby Rectangle Sunglasses

Sweater Vest + High-waisted Jeans

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Jeremy Moeller

Humble grandpa knits made their way into our wardrobes last spring, and they’re officially back for fall. Embrace texture with an oversized cable-knit: Not only does the tactile material look super cozy, but the sleeveless V-neck silhouette has infinite layering potential over printed mesh tops, turtleneck sweaters, and bodysuits. Style it with high-waisted denim (in a baggy or skinny jean fit) for a look that reads thoroughly modern.

Gap High Rise Barrel Jeans With Washwell

Topshop Cable Knit Oversize Sweater Vest

Aurate Medium Chain Necklace

Cropped Puffer + Sweatsuit Set

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Christian Vierig

On days when you want an outfit that’s legit cute but also rain- and sleet-proof, a down puffer will come to the rescue. In a cropped style, this winter essential will serve as a cozy layer atop a matching hoodie-and-sweatpants or leggings set, while still offering aeration thanks to the shorter length. Utilarian and stylish? Say no more. 

The North Face 1996 Retro Nuptse Jacket

Le Specs Recovery Sunglasses

Trench Coat + Flip-flops

Courtesy of Edward Berthelot/Getty Images

Edward Berthelot

A long coat adds instant polish to whatever you’re wearing—not to mention it’s a fall style staple that transcends any seasonal fashion trends. Try a sleek duster or trench coat that hits just above the ankles for maximum impact and full-body cocooning. Bitter wind? Who’s she?

Pilcro The Column Straight Jeans

Buck Mason Pima Cropped Easy Crew

Ancient Greek Sandals Charisma Padded-Strap Leather Flip Flops

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