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Riding bootsRiding boots are the quintessential all-occasion boot. The perfect alternative to the overly-casual UGG boot, riding boots have been the go-to casual boot for many winter seasons now and are arguably the most versatile winter shoe one can have in their repertoire. While a casual brown pair like these by Dolce Vita (pictured at right) are a great option for everyday, a glossy black set like these by Dior could work with a dress or pair of nice jeans to a dressier event.
The trend to watch this winter in terms of footwear is the over-the-knee boot, which has been appearing in stores all over with a flat heel as a hybrid of the standard riding boot. Thus far, great over-the-knee boots have proven hard to find: the wrong leather looks cheap, the right leather is often too expensive, suede creates an undesirable Peter Pan-meets-Robin Hood look and a high heel is often too “Pretty Woman” (see: Stripper boots). Prada offer …

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