High boots are perfect with skinny pants for a classic outfit or with shorts for a casual chic look. Whether you want to feel like French fashion icon Francois Hardy on the streets of Paris or daring Julia Roberts in the movies Pretty Woman High boots are still indispensable in the winter wardrobe.
With a midi skirt for a comfortable, sweet and feminine outfit
Outfits with high boots are also suitable for people who do not have long and slim legs. Soft leather, underneath a buttery yellow knit, creates a sweet and feminine look
PHOTO: FB GR MAKEUP CHERRY
High boots are also perfect not only with short skirts but also with soft cut midi skirts, considered the ideal “companion” thanks to their ability to slim down the wearer. However, avoid the “sandwich” effect, with the hem slightly shorter than the top, with color and pattern coordination. From classic black and white high boot outfits to creative reinterpretations, this is a winning combination for the office and even the most romantic dinners.
High boots paired with short skirts and layered looks
Supermodel Cindy Mello wearing a short skirt, high boots and a shirt-style jacket when attending the Fend fashion show in Milan Fashion Week spring-summer 2025
Lila Moss wore a leather mini dress with a basic black sweater, tights, a long leather jacket and high boots.
How to combine high boots with short dresses without looking too revealing? You should choose dresses with thick materials such as leather, knitted… with flexible designs, with an A-line shape and avoid dresses with thin materials. To never go out of style, just combine them with an ankle-length coat and leave your feminine outfit exposed underneath while on the go. Or a cape, a cape, with the elegance of times gone by.
Look with skinny jeans
Corsair boots and skinny jeans, a combination of times gone by with 70s style
If you don’t know how to pair a pair of high boots, the first step is to try it on with a pair of jeans. In most cases, this unwritten rule solves any style dilemma. They were paired with skinny jeans and a boho shirt to emulate the ’70s style often seen on the catwalk.
With Bermuda shorts for the office and more
High boots and Bermuda shorts give a unique look
Bermuda shorts in winter, an increasingly popular style on the catwalk, are worn with matching tights and tall leather boots. Follow the It girl style above wearing a cardigan and blazer, creating a modern, on-trend suit.
