Ridiculously Good Outfits to Wear With Over-the-Knee Boots

You may have noticed that when fall rolls around, over-the-knee boots become the hero piece of every trendsetter's closet. Sure, they're tricky to put on (unless you're lucky enough to own a pair with zippers), but they look good with just about everything you own. Throw them on over skinny jeans or pair them with a sweaterdress, and your outfit instantly feels more polished. Additionally, over-the-knee boots are some of the most flattering footwear you can put on. By cutting off above the knee, they instantly elongate and slim the leg.

We know that at times, it can be intimidating to know how to style statement pieces like over-the-knee boots IRL, so to help inspire you, we’re taking a look at how a few of our favorite celebs have been styling their over-the-knee boots as of late. From night-out ensembles to casual daytime looks, you'll have ideas on how to wear them no matter what your plans may be. Needless to say, you’ll have plenty of celeb-approved ways to wear your OTK boots in the coming months.

Read on to see how to wear over-the-knee boots right now!

Skirt + Sweatshirt

best over knee boot outfits


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On Bella Hadid: Blackdope hoodie; Are You Am I Zillah Slip Dress ($299); Stuart Weitzman The Highlegs Boots ($798)

For a cool spin on nighttime dressing, style a sleek miniskirt with a sweatshirt. 

Ribbed Sweaterdress


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On Chrissy Teigen: Jimmy Choo Toni Boots ($1983); Chloé Drew Bicolor Zip-Around Wallet ($446)

Stay warm in style by pairing over-the-knee boots with a cozy-chic sweaterdress.

Suit Set



On Georgia May Jagger: Alexander Wang Black Lace Strict Blouse ($695); Stuart Weitzman Highland Boots ($798)

A polished skirt-and-jacket set feels instantly cooler styled with a sleek pair of heeled boots.


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On Chiara Ferragni: Chiara Ferragni Eye Stretch Faux Patent Boots ($635)

A classic shirtdress paired with edgy leather boots is a day-to-night look you’ll want to wear all the time.

Colorful Minidress


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On Hailee Steinfeld: Stuart Weitzman Highlegs Boots ($798)

Yellow is a color you can expect to see everywhere in the coming months. Pick up a bold minidress and style it with your favorite black boots.

Black Jeans + Tee


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On Rosie Huntington-Whiteley: Balmain Belted Knit Cardigan ($1185); Zadig & Voltaire sweater; Paige Transcend Margot Ultra Skinny Jeans ($179); Saint Laurent Medium Cabas Rive Gauche Grained Leather Satchel ($2450) and boots

There’s no look more flattering than an all-black one. Update it by adding a long robe coat.

Camel Coat + Sweaterdress


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On Hailey Baldwin: Cyclas coat; Stuart Weitzman Suede Highland Boots ($798); Givenchy Antigona Small Bag ($2280)

Floor-dusting coats are all the rage. Style your boots with a sweaterdress and cozy camel coat, and you’re good to go.

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