The thigh high boot is in many ways the red-headed stepchild of the footwear world. A subject of much controversy, some say they are seductive and underused, while others will never be able to resist a tantalizingly easy Pretty Woman comparison.

Apparently this aura of shame is an effective one because—despite the multiple pairs of Jeffrey Campbell and Frye boots we whisper fond good nights to—there is not a single pair of thigh-high beauties in the Haute Talk closet.

But all that will soon change. Yes, this will be the year of the sky high, thigh high stunners–paired with opaque tights and relatively modest outfits. It’s merely a matter of finding the perfect pair. Here are a few we’re considering.


Miista Emi Platform Boot, $198 at Wasteland – Possibly leading the pack in terms of over-the-knee contenders, these beauties have a chunky 90s platform that have us reconsidering brown Maybelline lipsticks and frosted tips. But in all seriousness, they’re great, and they come in burgundy velvet, to boot.

Colin Stuart Over-the-Knee Boot, $118 at Victoria’s Secret – While these are perhaps the most overtly vampy of our picks, there’s something undeniably appealing about them. And when in doubt about the quality of suede, always go with black.

Jeffrey Campbell Batallion Boot, $370 at Free People – Certainly pricier, but–Luxe for Less alert–these are a pretty great knockoff of the $2000 Louboutin Supra FifreDefinitely a strong contender for the contents of our wallet.

Jeffrey Campbell Johnny Tall Boot, $298 at Free People – Decidedly a less sexed-up version of the thigh high, these are a wise choice for those of us who do a lot of walking.

Sam Edelman Luella Boot, $290 at Piperlime – Fringe is always a great touch, and the modest heel on these makes subway steps a decidedly less daunting task than some of the other pairs we’ve suggested.

Allsaints Hero Thigh Boot, $435 at Allsaints – These Portuguese nubuck stunners are perfect in every way, with the exception of the price tag.