Can You Pair Cowboy Boots with Skinny Jeans?

by jacky chou
Updated on

Cowboy boots are the most versatile pair of shoes you can own because you can style them in many different ways. They fit into casual, functional, dressy, and sporty outfits. On the other hand, skinny jeans are a staple in most women’s closets. I have a couple of pairs in mine.

So, can you wear cowboy boots with skinny jeans? Most definitely, especially because they come in bright colors, intricate stitching, and beautiful inlay designs that go with every day or fashionable skinny jeans. Additionally, you can wear skinny jeans with cowboy boots because they do not scrunch when you tuck them in to show off your beautiful boots.

Types of Cowboy Boots

Historically, cowboy boots were mainly worn by cattle herders or cowboys on horsebacks but have gradually been popularized by mainstream fashion. They are made out of durable leather. They keep your legs dry and bug-free, especially when working outdoors. Additionally, they are perfect streetwear for everyday casual or formal looks.

They come in different styles, as illustrated below:

1. Western Cowboy Boots

Black Western Cowboy Boots

Image Credits: jacksonswestern.com

These traditional cowboy boots feature a mid-calf tall boot shaft, pointed, rounded, or square toes, and a one-inch heel.

2. Animal Skin Boots

Python Skin Cowboy Boots

Image Credits: vicentevilasl.com

Most cowboy boots feature cow leather. However, exotic animal skins such as snakeskin, buffalo, lizard, and alligator are also used to make them.

3. Roper Boots

Roper Women's Ava Fashion Booties

Image Credits: bootbarn.com

Cattle ropers mainly wear roper boots, hence the name, and are similar to ankle boots. The boot shaft sits right above the ankle, and the heel is shorter. Some come with decorative lacing making them the perfect choice for streetwear.

How to Style Women’s Cowboy Boots

1. Skinny Jeans

Cowboy Boots with Skinny Jeans

Image Credits: fashion.allwomenstalk.com

Skinny denim jeans are a staple in women’s wardrobes. I like wearing skinny jeans because they are stretchy and accentuate my curves in all the right places. However, not all skinny-fit jeans are elastic at the waist, so look for this feature when purchasing a pair.

On the other hand, women’s cowboy boots are very detailed and intricate. Therefore pairing them with skinny jeans is perfect since you tuck the jeans inside the boot, thus showcasing their beauty.

Additionally, the skinny jeans do not scrunch when tucked into the boot, leaving you with a clean look. This is the perfect look for any time of the year, and you can pair it with a t-shirt, blouse, or plaid shirt. It is all up to you.

2. Boot Cut Jeans

Boot Cut Jeans with Cowboy Boots

Image Credits: ubuy.ke

Bootcut jeans and cowboy boots are a classic and timeless combination. They feature traditional and modern styles adaptable for work or events. Ensure your bootcut jeans are longer than usual, 2 inches longer, to pair them well with your cowboy boots without stepping on the hem. Also, Bootcut jeans have a wider opening at the ankle compared to the knee.

However, not all of them have a flare or bell effect. Therefore if you are looking for the bell effect, ensure that you purchase flared boot-cut jeans. Boot-cut jeans with a flared effect fit perfectly and comfortably over your cowboy boots. So go for the type that best suits your style.

3. Straight-Leg Jeans

Wearing Cowboy Boots & Straight-Leg Jeans

Image Credits: themomedit.com

Straight-leg jeans and cowboy boots give off a more traditional and western look. However, this outfit is more versatile since you can tuck or untuck your straight-leg blue jeans into your cowboy boots, depending on your style. This casual outfit goes hand in hand with just a flannel or with a white tank top and a flannel on top.

4. Denim Shorts

Cowboy Boots with Denim Shorts

Image Credits: harpersbazaar.com

Wearing cowboy boots and denim shorts is a timeless look, especially when attending a bull riding event in the summer. To complete this look, you could add a plaid shirt. So please don’t feel limited regarding cowboy boots during summer. They look perfect in any family event or cookout when worn with denim shorts.

5. Leggings

Funky Cowboy Boots and Leggings

Image Credits: thestatenislandfamily.com

If you think skinny jeans are form-fitting, you haven’t tried leggings. They are the most comfortable and naturally form-fitting pants to pair with cowboy boots. Leggings are available in various colors allowing you to put together different outfits. They also come as highrise or midrise, fitting perfectly into your cow boots without scrunching.

Basic black leggings with a white t-shirt and brown cowboy boots are a perfect outfit for running errands if you ask me. It is a simple yet sophisticated outfit. But do not feel limited if you love color in your wardrobe.

When buying leggings, I always look for a soft, stretchy, and breathable material that is machine washable since it is easy to maintain.

6. Jeggings

Jeggings paired with cowboy boots

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I like jeggings because they give the comfort and stretch of leggings combined with my favorite pair of tight jeans. They are also denim leggings or jean leggings and come in different colors and sizes, while some may even feature pockets. You can easily find highrise or midrise ones that pair well with your favorite pair of cowboy boots.

7. Dress

How to Wear Cowboy Boots with a Dress and Long Coat

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Women’s cowboy boots look great when paired with your favorite dress. This look may dress up your casual dress or dress down your formal dress, whatever your preference may be. This is not a practical look for a saddle, but it looks great when you are out and about in your neighborhood or attending a meeting in an office.

8. Skirt

Cowboy Boots paired with a skirt

Image Credits: instyle.com

A skirt and cowboy boots are a classic and the most common combination. You can pull off this look with almost any type of skirt, including maxi and midi skirts. However, the knee-length skirt is the best choice that allows you to showcase your newest statement cowboy boots.

It is easy to find a pleated or flat front skirt that complements your body shape and size and pair it with a knitted top and cowboy boots.

The general rule is to leave space between the skirt’s hem and the boot’s top. However, when it comes to fashion and style, rules are meant to be broken, so wear your boots and skirts however you prefer.

9. Suit

Cowboy Boots paired with a suit

Image Credits: vogue.mx

Cowboy boots are the best way to make a formal skirt or trouser suit more laid back. Make sure to choose boots in the same color family as your suit for the cohesion of your outfit. You may tuck your trousers into your boots for a sleek look.

Your suits can be knitted, plaid, or in one color, depending on your style. Pair your suits with plain cowboy boots if you want a chic, sophisticated look.

How to Style Men’s Cowboy Boots

1. T-shirt and Jeans

Men's White and Black Print Long Sleeve T-Shirt, Blue Jeans, Burgundy  Leather Cowboy Boots

Image Credits: lookastic.com

A white crew-neck t-shirt, blue jeans, and brown cowboy boots give off an easy yet sophisticated style. This is an effortless look; you don’t have to tuck your jeans into your boots. There is a wide array of jeans, so don’t be restricted to blue ones or just a white t-shirt.

Generally, pair your medium to dark wash jeans untucked over your cowboy boots. Choose jeans that are form-fitting but with enough space to accommodate the boot.

Additionally, the denim jeans should rest just above the heel of the cowboy boot. They should cover the shaft of your boot but not too long such that they drag in the back.

2. Plaid Shirt

Wrangler Rugged Wear Men's Ridge Flannel Long Sleeve Western Shirt | Boot  Barn

A plaid shirt, jeans, and cowboy boots are the most common way of pulling off a western look. However, plain shirts have different patterns and colors depending on your style. Throw on a t-shirt under your flannel shirt or plaid shirt jacket for a more modern look.

A black pair of jeans checked orange and black plaid with a white t-shirt underneath, and brown cowboy boots are the perfect combo.

3. Denim Shirt

Men's Light Blue Long Sleeve Denim Shirt, Black Jeans, Brown Leather Cowboy  Boots

Image Credits: lookastic.com

Another way to pull off casual vibes is to pair your cowboy boots with a denim shirt or jacket. You can rock different shades of denim with your brown cowboy boots.

4. Skinny Jeans

Skinny Jeans paired with Cowboy Boots

Image Credits: pinterest.com

Pairing cowboy boots with skinny jeans is the go-to look for younger guys. A black pair of skinny jeans, brown suede cowboy boots, and a beige fleece area practical, effortless look. Alternatively, you could pair your skinny black jeans, black crew neck t-shirt, and gray cowboy boots for a relaxed, casual style.

5. Blazer

Urban cowboy style

Image Credits: pinterest.com

I don’t think we can talk about wearing cowboy jeans without talking about this signature cowboy look. All you need is western boots, a blazer, a button-up shirt, and a pair of jeans. A black blazer, navy blue jeans, and gray boots look good together. You can pair your western cowboy boots with a suit for a more sophisticated, dressed-up look.

What to Avoid Wearing with Cowboy Boots

1. Prairie Dresses and Overalls

Cowboy boots paired with overalls

Image Credits: shoe-tease.com

Western-inspired outfits such as overalls and prairie dresses paired with cowboy boots come across as costume outfits. So please stay away from them. Instead, pair cowboy boots with plain outfits or lean towards timeless animal print.

2. Tons of Accessories

Cowboy Boots

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Generally, too many accessories and complicated outfits take away from the overall look you are trying to pull off. This is the same case when it comes to rocking boots. Instead, opt for simple outfits such as a t-shirt and jeans so that your boots are the show’s main star.

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jacky chou

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