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This Season's Best Over-the-Knee Boots

This fall, we're loving boots that are at one extreme or the other: tiny ankle booties on one end, tall over-the-knee boots on the other. The thigh-skimming style is surprisingly easy to wear and can look so chic and high fashion. Here are our picks for some of this season’s best over-the-knee boots.
Asos Kingdom Leather Over-the-Knee Boots
Frye Shirley Over-the-Knee Riding Boot
Twelfth St. By Cynthia Vincent Daire Over-the-Knee Etched Suede Boot
3.1 Phillip Lim Leather Over-the-Knee Boots
Cosmopolitan Break Out Over-the-Knee Riding Boots
Kenneth Cole Stay Idol Over-the-Knee Boot

Kenneth Cole Stay Idol Over-the-Knee Boot

Even a low heel does wonders for a pair of plain black boots, and this stacked heel won’t make them difficult to walk in. Slip on this pair of over-the-knee boots, thanks to the elastic insert at the top, with a long-sleeve dress for a sophisticated outfit that’s perfect for a work event or dinner date.

Stay Idol Over-the-knee Boot
Brand: Kenneth Cole
Price: Out of stock
Store: Kenneth Cole

Frye Shirley Over-the-Knee Riding Boot

If you don't want to invest in more than one new pair of tall boots this fall, Frye makes this great pair of over-the-knee boots that can fold down and be worn as knee-high boots, too. Wear these versatile black leather boots with a patterned skater skirt and tweed jacket.

Twelfth St. By Cynthia Vincent Daire Over-the-Knee Etched Suede Boot

Suede softens the look of these black over-the-knee boots, but the subtle etched design over the front is what makes them so special. Play up the etched tribal design by pairing these boots with a sweater dress and tribal-print scarf for a cozy fall weekend outfit.

3.1 Phillip Lim Leather Over-the-Knee Boots

These tan leather over-the-knee boots are positively biker-chic, emphasis on the chic! An extended front panel gives you the thigh-high look while an adjustable buckle in back will ensure they stay in place. The rich-colored leather looks gorgeous with cream-colored knits or soft black pieces.

Cosmopolitan Break Out Over-the-Knee Riding Boots

Keep it simple with this sleek pair of black over-the-knee boots. Riding boots are always a popular style for fall, and this pair will go with everything! Wear them with printed jeans for everyday or a leather mini skirt for a trendier look.

Kenneth Cole Stay Idol Over-the-Knee Boot

Even a low heel does wonders for a pair of plain black boots, and this stacked heel won’t make them difficult to walk in. Slip on this pair of over-the-knee boots, thanks to the elastic insert at the top, with a long-sleeve dress for a sophisticated outfit that’s perfect for a work event or dinner date.

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