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End of Season Sale
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End of Season Sale

Y2K Boots for Men

Our boots collection offers style and substance, with chunky ankle boots that look incredible but are also designed for support and security.

Men’s leather boots

Leather boots adapt to your foot over time, offering soft, supple support that is molded to your stride. Leather boots offer an uncompromising finishing touch to any outfit and balance well against an extra baggy Y2K hoodie. Choose from zip-up boots or laces, with a range of fastenings to match the features of your other garments, all available in a full range of US sizes.

The original boots for jeans

Diesel means denim, and our jeans expertise means every pair of men's boots looks perfect alongside a pair of our iconic denim pants. Choose bootcut jeans for a tapered leg that can be worn over chunkier footwear, giving a classic Western style that has been a cultural mainstay for generations. Alternatively, try chunky boots alongside men’s skinny jeans for a playful contrast of thick and thin profiles.

Modern boots for modern men

Our expert designers have used their decades of experience to create an iconic boot collection of current, imaginative designs. Outlandishly chunky footwear mixes with innovative fabrics to create a contemporary boot collection with something for everyone. If you want to modernize every outfit you wear, try a pair of our contemporary boots. For a softer, modern interpretation of our classic designs, try our men’s brown boots in a variety of profiles.

Y2K-Inspired Boots for Modern Street Style

Our Y2k-inspired boots are a celebration of our decades of urban design, combining our love of 90s street culture with the latest in manufacturing and design excellence. As such, embrace the golden age of city style with exquisite retro footwear, perfect for wearing alongside an oversized tee. Step into the past—shop our retro-inspired boots now.

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