Home Putting Together Outfits How to Wear Thigh-High Boots

How to Wear Thigh-High Boots

by krismkoch

I fell for the over-the-knee boot trend as soon as I saw it. It was at once sexy and fashion-forward and yet practical, adding an extra layer of protection when it’s freezing out and you’re only wearing tights.  This season, that extra layer of protection (along with its sexiness factor) is going up, up, up. The thigh-high boot may only be a few inches taller, but those few inches pack a lot of punch. If you’re wondering how to wear thigh-high boots, I promise you, you can.

Thigh-high boots up the hotness factor of any outfit dramatically, and offer you a few extra inches of windchill protection, making it possible to wear minis and even long sweaters as dresses as it gets colder. But there’s a reason why we’ve had to work our way up to the thigh-high boot — it’s hard to shake its Pretty Woman, or as my husband calls them “hooker boot,” roots. The trick? While your legs may be covered up by the boots, treat them like a short mini, and balance out the sexy-factor by keeping the rest of your outfit fairly covered-up (i.e., avoid low-cut tops and  crop tops unless you’re Kylie Jenner, and then you can wear whatever you want.

Here’s how to wear thigh-high boots.

thigh high boots over the knee boots french style jacket jeans weekend work fall via theyallhateus.com


suede jacket over the knee boots mom style collage vintage

collage vintage

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lace dress, red lace burgundy, navy blazer, over the knee thigh high boots

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lacoste polo, pleated mini skirt, over the knee thigh high boots patent leather boots, preppy school girl navy and black

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french style, cutoffs, shorts in fall winter, over the knee thigh high boots, navy and black, shorts and tights

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paris fashion week pfw street style elle turtleneck dress black and white geometric abstract prints fall dress printed dress thigh boots


fall plaid poncho cape coat belted suede thigh high boots Paris-Fashion-Week-Day-1


amanda weiner, suede button front skirt, tan orange skirt, short sleeve turtleneck sweater, over the knee thigh high boots, fall neutrals, fall work outfits


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french style, over the knee thigh high boots, fall neutrals, navy and black, tweed coat, belted, skinny jeans


style du monde, navy and black, navy peacoat fur hood, black over the knee boots, black skinnies, cross pendant necklace, teen vogue fashion director marina larroude

style du monde




the styleograph




vanessa jackman


pandora sykes

pinterest, style hacks, fur coat scarf, beanie, over the kneed thigh high boots dress over shirt, navy and black, red bag, flounce peplum dress, fall work outfits


athens street style, belted sweater, red sweater, chunky oversized knit, fringe bag, over the knee thigh high boots, fall outfits,

athens street style

elle strauss, red and black colorblock sweater, skinny jeans, black leather moto jacket, over the knee thigh high boots, weekend, casual fall winter work outfit, chain necklace,

candice lake


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a love is blind, over the knee thigh high boots, sweater coat, fall layers weekend going out, brunch

a love is blind


ohh couture

plaid-coat-over-the-knee-boots-via-styledumonde, amy song, song of style

style du monde


style du monde

pose.com, turtleneck sweater dress, black over the knee thigh high boots, oversized orange clutch, all black, black and orange


black and white, over the knee thigh high boots, camel coat, fall neutrals, black mini skirt, pleated skirt, plaid scarf, black and white, fall neutrals, winter work outfits

who what wear

olivia-palermo-sweater-coat-over-the-knee-boots-plaid-scarf-dog-walking-outfit-winter-via-splash-news-via-whowhatwear, sweater coat, sweater dress, camel, over the knee thigh high boots, printed scarf, shawl, dog walk, walking dog outfits, weekend outfits, oversized cardigans, fall neutrals

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black and white, asymmetrical hankerchief skirt, ruffled high low skirt, ivory all white monochromatic, red fur bag, furry bag clutch, white turtleneck sweater chunky knit, over the knee thigh high boots, black and white, ruffled wrap skirt, hankerchief hemline

via who what wear

over the knee thigh high boots, grey suede, greige, beanie, turtleneck sweater, shawl coat, brooklyn blonde

via brooklyn blonde



black over the knee thigh high boots, black skinnies, grey turtleneck sweater, fall layers, fall weekend outfit, movie night outfit, lookdepernille.com


over-the-knee-boots-via-whowhatwear, thigh high boots

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thigh high over the knee boots, tweed shorts, fall shorts, black vest, fall layers, fall going out night out outfits, brunch, oliviapalermofashionstyle.tumblr.com


harpersbazaar.com, amanda weiner, printed dress, over the knee thigh high boots, winter work outfit, black moto jacket, fall jacket


elle, thigh high boots, over the knee boots, turtleneck under dress, romper, emerald leather dress, shearling fur collar, moto jacket, colorblock jacket, burgundy fall colors, over the knee


le catch, belted fur jacket, over the knee thigh high boots

le catch


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style du monde

over the knee thigh high boots, shearling leather coat, metallic embellished dress, style du monde

style du monde

we the people, over the knee thigh high boots, black leather mini skirt, wrap skirt, mens oversized sweater, all black

we the people

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Autumn Bryant March 29, 2019 - 3:21 am

This is the most helpful article I’ve ever read. Thank you!!!

krismkoch March 29, 2019 - 5:57 pm

Thanks so much for reading!



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