8 Best Thigh High Boots Outfit Ideas

best thigh high boots outfit ideas

Just a few days ago, the fall has officially arrived and with it the cold weather. I don’t know about you, but I love fall. For me, it includes, long walks, dry leaves crackling under my boots, cozy clothes, spending afternoons with warm coffee, reading and absorbing new trends from fashion magazines.

Boot season is already here, and the fashion girls are only thinking about one thing: thigh-high boots.

Some of you may have reservations about thigh-high boots, but their popularity is on the rise and you won’t be able to avoid them for much longer.
They were on the scene long before their “premiere” in A/W 2016 collection. Julia Roberts wore them in “Pretty Woman” in the ’90 and they were very provocative for that period of time. Their history dates back to the early ’60. It’s no coincidence that the boots made their fashion debut on the runways of Yves Saint Laurent or Balenciaga. Designers used them to introduce the youth subculture to a more liberal attitude toward dressing.
In this article, I will share some ideas with you on how to wear the thigh-high boots like a real fashion girl! As a bonus, I’m going to share a lot of style tips with you. Let’s start, shall we?

Velvet Burgundy

velvet burgundy thigh high boots outfit


Paired with this kind of outfit, Danielle Bernstein takes velvet trend to the next level. As you can see on the picture above, she has decided to keep the rest of her outfit really simple. The white and grey colors allow the boots to be seen and to be used for making a statement. Combining velvet with other pieces of your outfit is not that hard. It leaves a lot of room for experimentation. Just be careful not to put on too many colors.

Short Skirt with Long Coat

short skirt long coat thigh high boots


Do you want some style tips from Olivia Palermo? I’m always ready for them! She perfectly combines over-the-knee boots with a black and white miniskirt and long black coat. Bag over her shoulder is a nice touch as well as her red nail polish. The skirt is short enough to show us just a little bit of her legs, but not too short to be provocative. This outfit can be worn on a date, business dinner or just for a casual city stroll.

Midi skirt

midi skirt thigh high boots outfit


The best thing about this outfit is that you can keep your legs warm during long and chilling fall and winter days. Since you won’t be showing any skin while wearing this outfit, you can freely play with patterns, colors, and materials. Suede shoes can look nice with silk skirt or when paired with a leather jacket. You can also experiment by wearing them with a black and white skirt, like in the photo.

Let It Be Cozy

let it be cozy thigh high boots


The fall is here, right? So, it’s important to remember to keep yourself warm at all times. The outfit from the picture above will definitely do the trick for you! As you can see it consist of the warm thigh-high boots and cozy sweater dress. Anja Rubik wore this one as a casual evening outfit. I bet it feels good to enjoy a warm cup of coffee with your friends while wearing this outfit.

Be cool in Jeans and Blazer

jeans blazer thigh high boots outfit


Leandra Medine is always trying to get our attention by wearing cool and unusual outfits. This time, she picked something more classic. We can call it French style – oversized blazer and blue jeans perfectly mixed with thigh-high boots. You can easily put this outfit together. Adding some jewelry to it will definitely enhance the effect of the statement you are trying to make. I suggest this outfit for both day and night events.

Monochrome: Black and white

monochrome black white thigh high boots


If you are not so into colors, don’t worry, as thigh-high boots are ideal for one or two-color combinations. As you can see the outfit on the picture above, white color of the skirt and blouse is perfectly going with black thigh high boots. You can also add some statement jewelry or good bag, and you are good to go. This kind of outfit is more elegant than the previous ones and it can be worn at a business meeting, during work or at some night events.

Supermodel Lookalike

super model lookalike thigh high boots


When the over-the-knee boots entered the fashion scene, all the supermodels, bloggers and influencers were crazy about them. In the era of supermodels, like Gigi and Bella Hadid, Kendal Jenner are, it’s important to see some of them wearing at least some of the trendy stuff. Simply because this is the way to make sure that something is good! If you also want to copy this supermodel outfit, just pair monochrome sweater, silk skirt and over-the-knee boots. Gigi definitely nailed it!

Only for the Brave Ones

brave thigh high boots outfit


There is a lot of skin showing when wearing this kind of outfit. So it’s not a coincidence that I wrote: “This is only for the brave ones”. Some of you may think this outfit is not classy at all. But there were a lot of girls seen wearing this kind of outfit during and on the New York Fashion Week. The outfit is pretty casual. It looks like you’ve stolen your boyfriends’ hoodie or you are just wearing really, really short sweatshirt dress. It has to be big, lycra is definitely forbidden, otherwise, you are risking to turn this outfit into a cheap looking one. Therefore, proceed with caution, and don’t wear this if you are not feeling comfy.

The over-the-knee boots have found their way back from 19th century. Back in the days, women used them to appear more provocative and to grab more attention. We saw that it is not the case nowadays. You can really wear them with the variety of clothes, ranging from short and midi skirts to casual and elegant ones.
So girls, don’t be afraid to pair your boots with a variety of outfits in order to create your personal style, and amaze all your friends!