13 Over the Knee Boots To Live In This Winter

Thigh-high boots continue to rule this fall/winter season.

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When it comes to over-the-knee footwear, Julia Roberts in “Pretty Woman” deserves all the glory. Who could forget her star-making turn as hooker-with-a-heart-of-gold Vivian Ward, who meets the man of her dreams while rocking patent leather thigh-high boots? Now that that’s settled, let’s talk about today’s take on the thigh-high trend, which offers a little less flash, a lot less trash, and some major style points for those who dare.


When wearing thigh-high boots make sure to keep your clothes loose and kinda unflattering. No matter how you slice it, thigh-high boots add a serious dash of sex appeal, and it’s for this reason you can rock an otherwise less-than-figure-flattering dress, like a boxy shift or oversized shapeless sweater, which balances the inherent sexiness of the shoe style.


Scroll down and click through our gallery to see and shop our favourite styles for this season!

2016 Victoria's Secret Fashion Show Model Fittings

Steve Madden Over the Knee Boot, $89


If your thigh-high boots are skin tight, be sure to wear them with opaque tights, leggings, or dark skinnies, which leaves you plenty of room to add volume and texture on top. Add color, play with layers, or throw on a bright statement bag.



Ivanka Trump Women’s Smith Riding Boot, $179


Calvin Klein Women’s CYLAN Riding Boot, $58


Sam Edelman Women’s Sable Boot, $250


Sigerson Morrison Women’s Steele Slouch Boot


More Over the Knee Boots on the NEXT PAGE ->

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