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15 Solid Thursday Boots Outfits, according to a boot stylist

Aug 30, 2025 · 39K views

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Format
Tutorial
Category
ShoesClothing
Products & items
jeansbootchino
Materials & techniques
leather

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Description* Thanks for your time, @randallwestmore ! Follow his IG: https://www.instagram.com/randallwestmore/ * We wear the Brandy and Black Matte Captains here: https://thursdayboots.com/products/mens-captain-lace-up-boot-black-matte * Black vs Brown Boots: The Great Debate: https://www.youtube.com/watch?v=uqrHBs36SGw ThursdaMore
* Thanks for your time, @randallwestmore ! Follow his IG: https://www.instagram.com/randallwestmore/ * We wear the Brandy and Black Matte Captains here: https://thursdayboots.com/products/mens-captain-lace-up-boot-black-matte * Black vs Brown Boots: The Great Debate: https://www.youtube.com/watch?v=uqrHBs36SGw Thursday Boot Company is probably the most popular boot brand in the United States, and one reason they got so popular is that their flagship Captain boot presented a relatively fresh take on Goodyear welted boots: it's slimmer and more versatile than traditional casual boots, that many were accustomed to, so it unlocked a new way of wearing boots for a lot of dudes. Especially since they're under $200. Menswear continues to evolve ten-plus years after their debut, so the question I get asked a lot is more relevant than ever: how do you style Thursday boots? To find as many outfits as possible, I figured I'd head to Thursday's office in Manhattan and asked the guy who does all the styling for their product shots. 00:00 How to style Thursday Captain boots 00:55 Thursday's Rugged & Resilient vs Classic Leathers 01:38 Thursday boots with black leather jacket 02:46 Thursday boots with heritage menswear 03:10 Thursday boots with suit 03:35 Thursday boots business casual 04:48 Best pants for Thursday boots 05:30 Do Thursday boots need tapered pants or slim jeans? 07:05 Should you cuff jeans with Thursday boots? 07:49 How to wear brown boots and black pants 08:42 Should y

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