Cute Outfits to Wear With Cowboy Boots

Ditch the stilettos for a classic pair of cowboy boots.

Photo: Thomas Northcut/Photodisc/Getty Images

Ladies, ditch those stiletto and platform boots with fussy zippers, buckles and straps, and instead step into a pair of classic cowboy boots. Cowboy boots have remained a fashion staple for decades, and it's largely due to their comfort and versatility. They can be worn with many different outfits that can be dressed up or down, but there are certain outfits that, when paired with a stellar cowboy boot, command loads of attention.

Skinny Jeans

Skinny jeans were practically made to be paired with boots of any kind, and they look especially fetching with cowboy boots. There are many ways that you can style your cowboy boots and skinny jeans. A blousey, flowing tunic, vest, long-sleeve tee or a cropped jacket all complement this Western boot style and give it a more fashionable edge. All denim washes are acceptable, but dark skinny jeans stand out out more and give an overall chic appearance. This look can work for evening paired with the right accessories.


Perfect for lunching with your bestie, shopping around town or when you want an understated casual look, cowboy boots and leggings work if for no other reason than the comfort factor. Sporting this look, you'll feel as though you're lounging around at home, you'll feel so comfy and fuss-free. Skip the flats; mix things up with a stylish cowboy boot that gives you added height that flats lack. Dark-colored styles, including black, look best, but if spring is in full bloom, try a white pair for a lovely contrast. Pair your leggings with a cardigan, tunic or a dress to give yourself a leg up on the fashion competition.


Dresses can be many things: sweet, sexy, playful, functional. The easiest way to change the look of a dress is by choosing the right shoe. Cowboy boots may seem to be all wrong for a dress, but that is far from the truth. Depending on the accessories, it can look casual, dressy or edgy; the choice is yours. Very feminine, flowing dresses with romantic details like bows and ties look good with cowboy boots because the boots give it a hard edge. Keep your dress at or slightly above the knee; avoid maxi dresses or short mini styles. Feel free to play with prints and patterns; they provide an interesting contrast to your boots.


Show off your gorgeous legs with a pair of cowboy boots and your favorite skirt design. The point of this look is to give equal attention to the boots and your legs, so long skirts are not advised. Form-fitting styles are not the best look with cowboy boots; avoid them. Stick to skirts that are full and flowing for a retro hippie-chic look. Ruffles, pleats and belts are just a few details that complement the skirt and cowboy boot ensemble.

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