Fashion People in New York Are Already Wearing These Stylish Boots With Jeans

If there’s one thing that takes up the most space in my apartment, it would most definitely be a collection of boots. From chelsea to cowboy and ankle length to knee-high, I collect them all. As an avid boots collector, I’m very excited to see what the new season brings. Fashion people have already broken out boots as a teaser to what’s to come and I have my eyes peeled to see how they’ll style them.
New Yorkers are known for making you expect the unexpected when it comes to fashion however, I’ve noticed that the items that they’re styling with boots so far this year have been absolutely timeless. Below, see 6 outfits you should copy if you want to look like a New Yorker with an avid boots collection.
Utility jackets have a special place in my heart and closet. As we slowly make our way into fall, I'll be styling mine with jeans as much as possible.
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The best part of fall is the endless amount of layering that can be done. Sweatshirts, baseball caps, and blazers will adorn your favorite pair of boots well.
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Right now, waistlines are at the forefront. Any tops or jackets you have that show off your waist are well worth looking into wearing.
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I haven't thought about leather blazers in a year or two but right now they're definitely on the mind. I just ordered an oversized one and have plans to style it with boots.
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Sometimes the less complicated you make things, the better. That's why I'm loving the idea of styling my boots with a blazer, quality t-shirt, classic belt, and wide leg jeans.
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The thought of the weather getting cold enough for a shearling jacket scares me but it's coming whether we like it or not. There are still some sales going on so I'm stocking up on all of my outerwear now.
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Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.
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