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How to Wear Cowboy Boots (When You're Not a Cowboy)

Mar 23, 2026 · 23.4K views

In this video

Format
Lookbook
Category
ShoesClothing
Materials & techniques
leatherdenim

Tags by FashionTube, read from the title and description. They are not YouTube categories.

Description- I turn invasive hogs into cool leather products that help farmers: https://badleathergoods.com/ - Give a follow to @AlejandroJomar! - Our review of Tecovas https://www.youtube.com/watch?v=KFxlAOD1k4E - How anyone can wear WESTERN shirts: https://www.youtube.com/watch?v=o6APwe2tR_A - The complete guide to DENIM shirtMore
- I turn invasive hogs into cool leather products that help farmers: https://badleathergoods.com/ - Give a follow to @AlejandroJomar! - Our review of Tecovas https://www.youtube.com/watch?v=KFxlAOD1k4E - How anyone can wear WESTERN shirts: https://www.youtube.com/watch?v=o6APwe2tR_A - The complete guide to DENIM shirts: https://www.youtube.com/watch?v=Z2ctuNsRvts - The weirdest exotic leathers from a cowboy boot collector https://www.youtube.com/watch?v=oatZOdZVg3s Boots we mention: - Alejandro's cowboy boots from Thursday: https://stridewise.com/thursday-cowboy-boots-desperado/ - Tecovas bestselling Roper boot https://stridewise.com/mens-roper-boots-the-earl-tecovas/ - Tecovas' dressy lizardskin boot https://tecovas.sjv.io/nLPN5X - Chisos, the advanced choice: https://stridewise.com/chisos-no-2-square-toe-cowboy-boot/ Cowboy boots are one of the few boots that I haven't spent a lot of time talking about but they're surprisingly versatile if you can avoid looking ostentatious. So I brought in Alejandro Jomar, a New York–based tailor and menswear YouTuber who’s been wearing cowboy boots for years. We break down different outfits ranging from casual or dressy, what jeans actually work with them, and simple outfits that make them feel normal — even if you don’t live anywhere near a ranch. 00:00 Square Toe vs Round Toe Cowboy Boots 01:11 Which Cowboy Boot Leathers Dress Up Best? 02:44 How to wear cowboy boots with jeans 03:45 Do you cuff your jeans with cowboy boots? 04:32

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