April 26th, 2009
Posted by Veronica Valter

Despite the fact cowboy boots are not a hot trend of nowadays they are so much loved by stars and ordinary girls as well. And if they are preferred by so many people around we just can’t miss telling a few words about this type of footwear and ways of wearing them.

Cowboy boots look interesting and they are comfortable – these are the two most important factors why everyone’s crazy about them. So, they are great, but do you know for sure what to pair them with? Don’t be afraid, we’ll help you!

Wear Cowboy Boots with Jeans

This is probably the most classic and liked-by-many way to wear a pair of cowboy boots. But even here you can choose how to wear them: under your jeans or over them.

Dan Post Cowboy Certified- Women’s Boots – Sand – Women

If you opt for wearing cowboy boots under your jeans you will be able to look a bit higher (as if you were wearing high heels) but still have your outfit casual.

The best jeans to create such a look are flared and wide-leg jeans, because cowboy boots are usually rather wide around the leg, and might look bulky if you wear a more tapered jean. And ensure your jeans are long, as your goal isn’t to show off too much of the boot.

Dingo – Dingo Fashion Boot (Black) – Footwear

Besides, cowboy boots look fabulous with skinny jeans and it’s so easy to tuck skinny jeans into any boot. Regular straight legs can serve as an alternative to skinnies when folded over and tucked in. These will look fabulous with a leather jacket and a structured handbag.

Wear Cowboy Boots with a Dress

Wearing cowboy boots with a dress isn’t sloppy, it’s actually super-cute if you pick the right dress and accessories. Try a flowery, loose or casual dress. You may want to choose a white dress or a colorful one. But whatever you opt for, remember, your dress should be above the knee, and not too short!

Laredo Deertan 11 (Women’s)


A classic stylish dress (a little black dress probably!) can be a great decision to wear with cowboy boots. Keep the rest of your look simple: don’t put on too much other stuff or you’ll risk looking too overdressed.

Wear Cowboy Boots with Leggings or Tights

Since leggings are a hot trend of the season you need to try them with your cowboy boots. If you are confident enough do that, make a stand out! Leggings, cowboy boots, a tunic dress and a cardigan – all together will look interesting.


Old Gringo – Elvis (Ocre/Tan) – Footwear

The only thing to take into account here is you should keep the colors of your outfit restarined as cowboy boots are a focus of attention on their own.

Tights and cowboy boots worn with dresses will become a perfect choice for spring, as these will make you neither too warm, nor too cold.


Jessica Simpson – Abbee (Light Tan Leather) – Footwear

Don’t wear Cowboy Boots if…

  • you don’t want to look “cowboy themed.” That will be too much. Leave checkered tops and fringe for other outfits to stay away looking weird and over-the-top.
  • you want to wear a loud outfit. When wearing cowboy boots consider them the focus of attention as it was already stated before. Keep the rest of your look modest.

Lucchese – The Vegas Boot (Silver Mettalic W/Cream Calf Hair) – Footwear

These ideas might be helpful to you if you don’t know what to wear with your cowboy boots. Keep experimenting and find your own individual look!

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