Chelsea boots fall in that sweet spot between smart and casual - they work well with everything from jeans to tailoring, so you'll get plenty of use out of a well-made pair like Ermenegildo Zegna's 'Siena Flex' style. They're made from dark-brown suede and have supple leather linings. The practical pull tabs and elasticated sides allow them to slip on and off easily. Shown here with Ermenegildo Zegna sweater, TOM FORD jeans, Ermenegildo Zegna overshirt.
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