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The Staples: Best Leather Boots for Men

It’s time to raise your game with tall, dark, handsome boots. Over the years, boots have evolved from their equestrian origins to being perennial favorites of tough-as-nails menswear icons like Ryan Gosling and Keanu Reeves. From sleek black leather Chelsea boots to soft suede ankle boots, we’ve rounded up the best new boots that add height, swagger, and texture to every fit.

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Chelsea Boots

Chelsea boots are defined by a panel of elastic, which replaces inconvenient laces. They come in various heel heights, forms, and shapes from casual chunky-soled suede to dressy almond-toe leather numbers. If you’re new to boots, your best bet would be to start with a clean pair of classic black leather Chelsea boots that can be worn with everything, everywhere.

Lace Up Boots

Modeled after military and workwear styles, lace-up boots have sturdy, weather-resistant rubber-lug soles for traction and are fastened securely with laces above the ankle. From rugged combat and hiking boots to polished derby styles, there are all kinds of variations designed for both the great outdoors and formal occasions.

Ankle Boots

Call them desert boots, Chukka boots, or simply ankle boots. These shorter turbo steppers add a dash of refinement to smart casual fits. They typically have supple leather or suede uppers and flexible rubber soles making them a dream to walk in all day. Go for a tasty chocolate colorway that compliments dark denim and light chinos.