How To: Wear Thigh-High Boots

Ok so I know the thought of thigh-high boots can be a little intimidating but they really are a must-have this season. First off, let’s get a couple of things straight – no you are not too short to wear them, no you are not too old to wear them and no, they are not “too much” for you. The great thing about over-the-knee or thigh-high boots is that they are just as versatile as your regular knee-highs but add just a little extra je ne sai quoi to any outfit.

Not only are these boots hot hot hot, but you really can wear them with anything. Slide them on over your skinniest jeans and pair with a leather jacket for a slightly vampy yet still totally appropriate evening-look. Pair with that skirt that shows just a bit too much skin (add tights if you’re still not comfortable) and an oversized sweater and you’ll be amazed at how suddenly sophisticated that mini is. Wear with an oversized sweater dress and a great hat for a slightly boho-vibe. I promise you, these will be your new boot bestie. See how our ‘Girl in Focus’ Nira Arora styles her thigh-high boots.


Steve Madden Gorgeous Thigh-High Faux-Suede Boots

Embrace your inner fashionista with these thigh-high, slim heel, faux-suede boots with tie detailing at back.

Available at Town Shoes $150*

Shayna Drape Leather Jacket

A stunning combination of allure and edge, this leather jacket is the perfect topper to any look. The contrast paneling and gold-tone hardware add a slight moto-inspired feel while still staying feminine.

Shayna Drape Leather Jacket available at GUESS $348*; Tailor Made Dark Denim Jeans available at Plenty $115*; Peplum Top with Leather Detailing available at Dynamite $34.95*; Hat available at RW&CO. $49.90*.

Wrap Skirt

Thigh-high boots really do pair perfectly with a short skirt. While you might think that a short hemline with thigh-high boots might look too risque (to put it politely), they actually have the opposite effect because they cover so much skin. Make sure to pair with a loose, oversized top. This wrap skirt from H&M checks all this season's boxes; it's short, has a wrapped asymmetrical hem, and it's textured.

Wrap Skirt available at H&M $19.99*; Lord & Taylor Cashmere Oversized Sweater available at Hudson's Bay $109*; Opaque Tights available at H&M $12.99*.

Moiety Sweater Dress

An oversized sweater dress is not only extremely comfortable and easy to wear but it also makes your legs took oh so tiny. Go as short as you dare for maximum impact! This turtleneck one in wine from Plenty is definitely one of my top picks.

Moiety Sweater Dress available at Plenty $48*; Fedora available at H&M $29.99*; Suede-Like Coat available at H&M $69.99*.

Are you game to try a pair of thigh-high boots this season?

*Prices quoted are regular prices, before taxes. Price and availability are subject to change. Please see stores for details.