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These Boot Outfit Ideas Will Break You out of Your Style Rut

The looks to freshen up your winter wardrobe.

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Winter hasn't even officially started yet, but if you're already finding yourself in a cold weather outfit rut, you're not alone. With temperatures dropping and 4 P.M. sunsets, dressing in the cold can feel a bit uninspired at times, no matter how many new coats you bought yourself. So to break you out of your "I have nothing to wear!" morning routine, we're rounding up the best boot outfit formulas to try this season. From knee-high styles paired with midi dresses to winter white colors, consider the below your updated guide on how to wear boots now.

Neutral Territory

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If you're unsure of how to style mid-calf boots, take note from Hailey Baldwin and simply tuck a pair of jeans into them. When worn with a longer coat, it makes for the perfect pairing.

Get the look: Yeezy boots, $260, farfetch.com.

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Cowboy Baby

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We're not over the cowboy boot revival just yet. Style them with a midi skirt and cozy sweater for an unexpectedly cool winter look.

Get the look: Frye boots, $298, thefryecompany.com.

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Pop of Print

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If you can't stop, won't stop wearing all-black, add a pair of snake print boots for an unexpected hint of color and print.

Get the look: Splendid snake print boots, $110, nordstrom.com.

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Mixed Materials

Tuck a pair of denim jeans into leather knee-high boots for a contrasting look that can be dressed up or down.

Get the look: Saint Laurent boots, $1,746, net-a-porter.com.

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Winter Whites

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If you're still following that "don't wear white after Labor Day" myth, let a pair of statement white boots change your mind. Style them with a skirt and sweater, jeans, or a boho midi dress.

Get the look: Tibi boots, $497, net-a-porter.com.

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Show a Little Slit

This season is all about the knee-high boot. Pair it with a long flowing skirt—bonus points for a little slit that perfectly shows them off.

Get the look: Sam Edelman boots, $149, nordstrom.com.

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Make It Shine

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A patent ankle boot is an effortless way to add a little shine to any look. If you really want to go for it, wear them with a pair of matching leather pants à la Elsa Hosk.

Get the look: Topshop boots, $125, topshop.com.

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Bring On The Color

Pretty pastels and bright colors don't have to be solely reserved for spring. Brighten up your winter wardrobe with a pair of red booties that are guaranteed to make you stand out.

Get the look: Dolce Vita red boots, $150, shopbop.com.

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Wild Thing

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A leopard bootie will never go out of style—especially when worn with a cropped pair of jeans. Gigi balanced out the look with a white turtleneck and shearling coat.

Get the look: Karl Lagerfeld boots, $118, lordandtaylor.com.

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Suede Days

A pair of cognac suede boots looks instantly chic when worn with a black leather jacket.

Get the look: Neil J. Rodgers suede boots, $625, neiljdrodgers.com.

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Going To Combat

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A chunky pair of combat boots adds just the right amount of '90s grunge to everything from denim to a mini skirt with black tights.

Get the look: Schutz combat boots, $275, schutz-shoes.com.

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The New Classic

Never underestimate the power of a classic ankle bootie—especially when done in white or black. Style the essential with a midi skirt, turtleneck sweater, and coat for the perfect winter outfit.

Get the look: Mango boots, $80, mango.com.

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Proportion Play

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Whether you're going for an over-the-knee or knee-high boots, take the look to new heights by styling them with a printed midi dress.

Get the look: Red Valentino boots, $495, farfetch.com.

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Lauren Alexis Fisher
Senior Editor

Lauren Alexis Fisher is the Senior Editor at Cosmopolitan, overseeing digital content across fashion, lifestyle, beauty, sex, and culture. Previously, she was the Market Editor at Harper’s BAZAAR and has written for publications including WWD, Bustle, and W Magazine. When she’s not busy taste-testing her way through every dirty martini in New York, you can follow her on Instagram for bad jokes, good outfits, and annoying vacation pics. 

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