• Home
  • Lifestyle
    • Gift Guides
    • Holidays
      • Halloween
      • Christmas
      • New Years
    • Food & Drink
  • Home Decor
  • Beauty
    • Nails
    • Hair
    • Skin Care
  • Style
  • Books
  • Start A Blog
  • Freebies
    • Lightroom Presets
    • Phone Wallpaper

Explore

  • Home Decor
  • Style
  • Nails
  • Hair
  • Skin Care
  • Gift Guides
  • Lightroom Presets
  • Phone Wallpaper
  • About
  • Contact

Connect

May the Ray

A lifestyle blog for the dream chasers

Style · June 9, 2023

What To Wear With Cowboy Boots – 15 Cute Outfit Ideas

9.5K shares

This post may contain affiliate links. Read my privacy policy for more.

Been eyeing the cowboy boots trend and want to hop in? They can be an intimidating piece of fashion but are actually so easy to style! This post contains some pretty easy but super stylish ways you can wear cowboy boots as a woman…

Cowboy boots are really trendy right now. It’s actually quite funny to think about how this item was something that was only embraced pretty much exclusively by farmers in the west, and now cowboy boots are trendy and cool. But that’s the magic of fashion right? The most unexpected things can become fashionable and stylish.

Cowboy boots are the perfect accessory to any outfit because they say you’re down to have a good time. And even though you could probably rock cowboy boots with anything, they look especially good paired with little white dresses or denim shorts outfits.

When to Wear Cowboy Boots?

The best season to style cowboy boots is during the spring and probably the summer season too. There is just something about the fun and down-to-roll aesthetic of the shoes that’s perfect for those seasons. Cowboy boots also go so well with outfits you would typically wear during spring or summer – things like floral dresses or denim shorts. Cowboy boots are the perfect accessory to an outfit that makes you feel pretty, young and free.

To be honest though you can totally still rock these shoes whenever you want, doesn’t matter the season and still look rocking!


1. Little White Dress with White Cowboy Boots

little white dress and white cowboy boots outfit
instagram: @solarpowered_blonde

SHOP THE LOOK

shop the boots
shop the dress

Little white dresses are so so cute, you can never go wrong especially if it’s spring or summer. Cowboy boots paired with a little white dress give off that young and fun aesthetic. It’s so so good!

2. Black Top, Denim Shorts and Black Cowboy Boots

black shirt, denim shorts and black cowboy boots outfit
instagram: @vanessamferraiolo

SHOP THE LOOK

shop the TOP
shop the shorts
shop the boots

Pair a little black top over some denim shorts and some black cowboy boots for an insanely cute outfit with a little bit of an edge.

3. Lacy top, denim shorts + brown cowboy boots

corset top, denim shorts and brown cowboy boots outfit
instagram: @maddybajczyk

SHOP THE LOOK

shop the TOP
shop the boots

This outfit (a lacy white top over some denim shorts) is like the perfect cute everyday look that you’d wear when it’s hot out. Accessorizing with some classic short brown cowboy boots and a cowboy style hat.

4. brown bodycon dress + white cowboy boots

brown bodycon dress and white cowboy boots outfit
instagram: @michaelajacobs

SHOP THE LOOK

shop the boots
shop the bag

This is proof that you can accessorize almost any outfit with cowboy boots and have yourself a cute outfit. And just like any other boot style, cowboy boots go great with cute little bodycon dresses.

5. white Flowy blouse, denim shorts + brown cowboy boots

white blouse, denim shorts and brown cowboy boots outfit
instagram: @izzzxie

SHOP THE LOOK

shop the TOP
shop the boots

You can totally dress up cowboy boots, everyone associates them with like a more casual vibe but you could totally go for a more like chic casual look depending on how you style the look. We already know that cowboy boots totally rock paired with denim shorts but you can totally dress that outfit up a little more with a flowy blouse. Plus there is just something so classic about brown cowboy boots.

6. green ruched dress with Oversized Shirt + black cowboy boots

green ruched dress and black cowboy boots
instagram: @bethmccreadie

SHOP THE LOOK

shop the boots

Who said you couldn’t style a going out outfit with cowboy boots. With the right dress (like this little green ruched dress!) and the right cowboy boots (black is always stunning!), you could create such a fun and sexy going out look if you wanted to.

7. little white dress, denim jacket + white cowboy boots

little white dress, denim jacket and white cowboy boots outfit
instagram: @solarpowered_blonde

SHOP THE LOOK

shop the boots
shop the jacket

Denim jackets and little white dresses are a match made in heaven, they’re so cute. The entire outfit of a white dress, denim jacket and cowboy boots just gives country-girl chic, which is an aesthetic we all have fallen in love with.

8. white silky blouse, Denim shorts + white boots

white silky blouse, shorts and white boots outfit
instagram: @jazztacular

SHOP THE LOOK

shop the TOP
shop the boots

This is another way you can upgrade denim shorts and cowboy boots to look chic and stylish. First of all white cowboy boots are always a slay but there is something about pairing them with a matching white shirt that’s so gorgeous. Especially if it’s an elegant silky white shirt.

9. brown corset top with Denim Shorts + brown cowboy boots

brown corset top with brown cowboy boots outfit
instagram: @kathy.hrndz

SHOP THE LOOK

shop the TOP
shop the boots

Brown cowboy boots a definitely a little harder to style than white cowboy boots but there is just something about them that makes them worth the effort. This is a great example of how you can style your brown boots in such a cute way, with a brown leather corset top and some denim jeans.

10. graphic sweatshirt outfit with white cowboy boots

graphic sweatshirt outfit with white cowboy boots
instagram: @nikidetrich

SHOP THE LOOK

shop the boots
shop the sweatshirt

A different way to style denim shorts and cowboy boots is with your favorite graphic sweatshirt, honestly this look would be cute with any boot style but a pair of knee high cowboy boots just bring the fun!

11. black top with denim shorts + Black cowboy boots

black top with denim shorts and cowboy boots
instagram: @kristennroy

SHOP THE LOOK

shop the top
shop the boots

There is something so fun about the combination of black cowboy boots and black tops. This is the perfect summer outfit, just pick a fun black top, some denim shorts and a pair of black cowboy boots.

12. sweatshirt with Denim Shorts + White cowboy boots

sweatshirt and cowboy boots outfit
instagram: @readysetliv

SHOP THE LOOK

shop the sweatshirt
shop the shorts
shop the boots

Pairing a sweatshirt and shorts with cowboy boots is taking cozy everyday fashion and styling it up a bit for a fun and cute outfit.

13. Whimsical Mini Dress + White Denim Boots

floral dress and white cowboy boots
instagram: @jazztacular

SHOP THE LOOK

shop the dress
shop the boots

This is like cottagecore meets country-girl aesthetic and it’s so so good. All you got to do is find a dress that makes you feel like you’re in a movie or a fairytale and pair it with some really cute cowboy boots.

14. Tube Top and Jeans with Brown Cowboy Boots

black jeans and cowboy boots outfit
instagram: @haleighwhitcraft

SHOP THE LOOK

shop the top
shop the boots

You can totally style cowboy boots with jeans, it doesn’t always have to be denim shorts and dresses. They look so good styled with denim jeans as well!

15. Orange Dress with Oversized Shirt and White Cowboy Boots

orange mini dress with white cowboy boots outfit
instagram: @luci.dcarpio

SHOP THE LOOK

shop the dress

You can add a little bohemian tough to your country girl aesthetic by accessorizing you outfit with cowboy boots and a waist chain. Pick an outfit that so fun like this bright orange dress and an oversized shirt to throw over it.

Posted By: ngozamay · In: Style

35 Bright and Beautiful Yellow Nail Designs
50+ Cute Pink Wallpapers For Your iPhone

You’ll Also Love

25 Pastel Outfit Ideas Perfect for Spring and Easter
25 Casual Date Night Outfits That Look Effortlessly Stylish25 Casual Date Night Outfit Ideas That Look Effortlessly Stylish
25 Transitional Winter to Spring Outfit Ideas You’ll Love25 Transitional Winter to Spring Outfit Ideas You’ll Love

About Me

May is a twenty-something year old lifestyle blogger who likes travel, food and spends inordinate amounts of time reading. Her life motto is "try everything at least once!" Read More…

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Recipe Rating




Hi there! I'm May and welcome to May the Ray, a young adult lifestyle blog where I share tips about lifestyle, food, fashion (+ so much more!), and where I try to inspire people to live life to the fullest!

Get on the List

Categories

Where I Shop

  • H&M
  • NASTY GAL
  • ASOS
  • FREE PEOPLE
  • ANTHROPOLOGIE
  • LULUS
  • ABOUT
  • CONTACT
  • PRIVACY POLICY

Copyright © 2026 May the Ray · Theme by 17th Avenue