Just 15 cute dresses to wear with cowboy boots
In the saddle, cowgirl, because cowboy boots are back and better than ever. In the past I’ve worn mine exclusively to country gigs and outdoor hatchbacks, but Gen Z has convinced me they’re the shoe of the season, so grab me by pairing them with absolutely all. In particular, I bring together the best dresses to wear with cowboy boots, from tiny tots to flowing and chic farmhouse ones. One thing is for sure, if you want to try the look, you have options.
The art of styling cowboy boots isn’t as tricky as it looks, as long as you think about the figure. While I like a good bodycon time on the reg, a bit of frill and flare can be a fun contrast to heavy boots, so consider the more flowing A-line shapes that don’t necessarily tighten at the waist.
You might think that you need to rock a mini with such tall boots, but I am here to say that midday and maxi are just as beautiful. In fact, they allow for the element of surprise – a cheeky cowboy boot looks so cute stepping out of a voluminous skirt.
Yet i understand planning outfits Getting around your statement boots can be tricky, so I’ve taken the liberty of making a list of the paris dresses to wear with cowboy boots below, from brands like Selkie, Reformation, ASTR the Label and more.
Read on and be prepared for the compliments.
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Sleeveless dress in pink
A maxi floating which doesn’t look heavy is perfect for showing off a taste of your boots. This A New Day pick comes in eight shades in standard sizes and up.
Easy dress with eyelets
Die-cut eyelets I feel so dreamy farmer, but make it fashionable! I love the contrast of the stand-up collar and long sleeves with the cropped hem.
It’s exactly the dress I want to wear it with beige cowboy boots to flex on absolutely everyone on a night out. Can you blame me?
Mini day dress with smocked front
A square dress with puffed sleeves and a square neckline is the perfect soft silhouette to rock up with cowboy boots. This Eloquii is available in four colors and sizes 14-28.
3/4 sleeve puff dress
I’m a sucker for a white dress jumpsuit with cowboy boots, so this bohemian moment without a shoulder is a must have for me, available in standard sizes and up.
Smocked Waist Fit & Flare Dress
This Savage Fable mini ruched floral is the perfect pop of color for your late summer wardrobe. I love orange, but there are four other colors to choose from.
of the Reformation Evening Dresses supreme reign. Those like this one with a high slit allow you to show off your boots in a big way.
Selkie the puffy dress
Yes, you can style your selkie puffy dresses with cowboy boots. The contrast is frankly perfect.
Postcard wrap dress
Never fully dressed wrap dresses can be tied up in different ways, so you will have many options to show off your boots.
Sleeveless dress in light brown
remember that maxi floating from Target that I mentioned earlier? It also comes in that neutral stripe perfect for fall layering.
Saveria off-the-shoulder midi dress
Neutrals are definitely the easiest for beginners when it comes to cowboy boot styling, so this tiered mocha midi would be a great option.
Sleeveless Ruffle Skater Dress
Something about the V waist on this Wild Fable dress leans west for me, so it’s a perfect choice to pair with your most daring boots.
Brie linen dress
If flowy dresses aren’t your thing, you can strike a balance between these and full bodycon cuts. This lin Reform Number is adjusted, but still relaxed.
Long ribbed dress
LISTEN TO ME! This body embrace SKIMS dress is a total wildcard, but it’s going viral on TikTok and would be perfect with boots for an Instagram fit.
Lorrie Ruched Sleeveless Midi Dress
I’m head over heels for this dress and her bodice tied at the front. I prefer white, but it also comes in a soft pastel lilac.
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