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Cowboy-Up and Wear Cowboy Boots

I’m far from a country boy, but I love my cowboy boots. Out of all the shoe styles I wear, there’s something about cowboy boots that’s very different. When I put them on, I walk with a natural swagger that all of my cowboy boot wearing people out there can attest to. As soon as the boots go on my feet, it just happens; my confidence is high, I’m a little taller and my posture is on point.

Yes, they’re mighty fine-looking boots (My southern drawl is starting to kick in), but cowboy boots can also be surprisingly comfortable to walk in, depending on the designer, style, etc. I bought my Lucchese’s used, so the leather was already nicely worn in and flexible. Two reasons why I decided to go with a used pair were 1) I wasn’t ready to dish out $400 on cowboy boots without knowing if they would look good on me, and 2) I found a pair on eBay that were exactly what I was looking for at a quarter of the price of a new pair. I was sold!

There are some things to consider when it comes to styling a look. Unless you’re a real cowboy or are involved in that culture, steer away from going full western because that can come off as costumey and contrived. I recommend mixing the look with other everyday pieces; a tailored overcoat, a plain button-down shirt, and a pair of slim-fit Levi’s is a good look. It’s a simple and classic approach that is undeniably masculine.

I’m interested to hear how you guys style your cowboy boots. Drop a line in the comments!

Insider tip: Here in Seattle, you won’t have much luck finding boutiques that carry cowboy boots, but there is a cool store in Ballard called Gold Dogs and they carry some of the best styles I’ve seen locally.


With style,



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Photography by Blake Gillies

Huge thank you to Callus in Pioneer Square for providing the backdrop for this shoot.

What I’m Wearing: Boots, Lucchese | Overcoat, Allsaints | Shirt, Corridor NYC/Division Road Inc. | Jeans, Levi’s | Jewelry, BDG Accessories

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