| It's Monday. Sharpen your style for the week. |
Hikers or Chelseas? Cowboy or Camion? Here are all the boots worth investing in this autumn. —Yang-Yi Goh, senior style editor |
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What Will Be the Defining Boots of Fall 2025? 5 Menswear Pros Decide |
Stash away your sneakers. Flick off your flip-flops. It’s boots season, y’all. With temperatures finally starting to drop, the time has come to treat your dogs to all manner of serious stompers—from sophisticated dress boots to hardy work boots and beyond. To help you get a sense of where best to direct your footwear funds this autumn, we asked a handful of the leading men’s fashion experts for their favorite boots of 2025. While there were some clear frontrunners—rugged hikers and sleek Chelseas chief amongst them—our insiders highlighted a wide spectrum of boots for every taste and budget. Here are all the fall boots that matter most right now.
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