Yes, You Can Pull Off Cowboy Boots. Here’s How


Have you heard? Everybody is talking about it. It’s the trend we can’t get enough of—cowboy boots. I, for one, am thrilled that these western wonders are back in style, pushing taunts of yeehaw to the back of my head where my shiny black Luchesse ankle boots once threatened to retreat to. When a quirky piece you’ve been wearing for years finally becomes a viral trend, it’s equal parts of self-satisfaction and refreshing validation. But I’ve got no time to be mad, I frickin’ love cowboy boots. So much so that I keep a spare pair in my work cupboard at all times, in case I need to jazz up an outfit last minute.

 

The original cowboy boot was constructed in 1870 with a Cuban heel and pointed toe for riding horses, and the style hasn’t evolved much since. The lifted heel and sleek foot box translate to elevated, yet functional footwear, ticking two V important boxes on our winter checklist. Paired with a dress and tights, tucked into jeans or thrown under a warm wool trouser, the ways to wear this boot are endless. Below, five ways to pull off cowboy boots with style. Giddyup!

 

Wide leg pants and a cardigan

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Sometimes it really is black and white.

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Behold, native Texan and cowboy queen Erin Wasson. Her wide-leg denim creates a flattering silhouette for the sleek black boot underneath without feeling country at all. The key with big shapes is sticking to a neutral color palette. Black and white does the trick.


SOCIÉTÉ ANONYME

wide leg culottes - White

$257 $129



GIANVITO ROSSI

Suede Gored Cowboy Boots

$1,095 $536



3.1 PHILLIP LIM

Ribbed Wool-blend Cardigan - Black

$395 $237



MSGM

double-breasted coat - Black

$1,135 $454



ILLESTEVA

Pamela Two-Tone Cat-Eye Sunglasses

$220



ALEXANDER MCQUEEN

Box Bag 19 Croc Embossed Leather Bag - Black

$1,990


 

Pop of color

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Cowboy boots #pfw #streetstyle

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Your footwear is the focal point when opting for a bright red boot. That doesn’t mean the rest of your outfit needs to be boring. Don’t be afraid to go monochrome while mixing textures and fabrics.


CASADEI

western inspired boots

$940 $470



MSGM

tailored sport trouser - Black

$375 $150



BAGATELLE

Cropped Lamb Leather Trucker Jacket

$579 $376



CHARLOTTE CHESNAIS

Unchained Ring/Goldtone 0.75"

$755 $302



THE ROW

Wristlet Knotted Satin Clutch - Navy

$1,490



NORDSTROM SIGNATURE

Textured Cashmere Sweater

$249 $149.4


 

Straight-leg denim and clashing prints

 

The mix of prints and colors in this outfit makes the cowboy boot feel like the least out-there element. It works well with neutral denim and fuzzy cardigan—despite the unexpected yellow—with keeping silhouettes sleek and basic.


ALLUDE

V-neck cardigan - Yellow

$354



TOPSHOP

Snake Print Top

$35



JONATHAN SIMKHAI

Stove Pipe HIgh-Rise Jeans

$395 $118.5



ALEXANDER MCQUEEN

black cowboy 40 studded leather boot

$1,440 $720



TASHA

Crystal Barrette

$20



CABAS

pouch shoulder bag - Black

$153 $138


 

For a night out

 

Go full-on ’90s with slim-cut snakeskin pants and a pair of matching ankle boots like Lucy Williams. When it comes to accessories there are no rules—beads, feathers, sequins—go for it. Ganni’s croc-embellished version here is the perfect heel height and so comfortable.


MSGM

Python Print Trousers - 03 Snake Print

$525 $263



JAMES PERSE

reverse binding tee - Black

$132 $79



GANNI

caramel Lovina 70 leather ankle boots - Brown

$435



ATTICO

Tasseled Sequined Chiffon Pouch - Pink

$285 $114



LAURA LOMBARDI

Cara Hoop Earrings

$84



JENNIFER BEHR

Leather Hair Scrunchie

$175


 

Mix n’ match

 

Again, can’t sing enough praise for the versatility of this boot. Suede, leather, blue jeans and a knit. Treat subdued styles as a neutral winter boot to add laidback polish to any outfit.


JOSEPH

Marko Houndstooth Woven Coat - Gray

$1,175 $588



GOLDEN GOOSE

Sunset Suede Cowboy Ankle Boot

$750



VETEMENTS

X Levi's Reworked Straight Leg Jeans - Womens - Denim

$1,590 $477



VASIC

Bond Small Leather Bucket Bag

$370 $222



COS

REVERSIBLE SWEATSHIRT

$59 $25



ELEVEN SIX

Marlowe Wrap Cardigan

$558 $334.8


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