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Boot season is here, and I hate to say it, but if you don't have a reliably comfortable pair in your ... or just damn good construction, these styles are boots you're going to want to wear with ...

For a touch of Nineties elegance, Prada’s brown suede Chelsea boots offer a rounded square toe that avoids pressure and ...

Paired with one of the best suits for women ... spot as the most comfortable heel. Make sure you check out Margaux's other shoes (like The Heel, a pump) for similarly stellar construction.

A Franco Sarto square-toed bootie cleverly crafted with a flexible insole (see impressive stretching photo bowl) that is ...