4 Ways to Wear High Boots That You Haven't Tried

Tall boots are perfect with skinny jeans 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 a daring Julia Roberts in Pretty Woman , tall boots are a must-have in your winter wardrobe.

With midi skirt for comfortable, sweet and feminine outfit

Outfits with high boots are also suitable for those who do not have long and slim legs. Soft leather material, under the butter yellow knitwear gives 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 slimming ability for the wearer. However, avoid the "sandwich" effect, with the hem a little shorter than the top, with a combination of colors and patterns. From classic black and white high boots to creative reinterpretations, this is a perfect combination for office workers and even for the most romantic dinners.

High boots with short skirts and layered looks

Supermodel Cindy Mello in a short skirt, high boots and a shirt-style jacket when attending the Fend fashion show at Milan Fashion Week Spring Summer 2025

Lila Moss wore a leather mini skirt paired with a basic black sweater, tights, a long leather jacket and high boots.

How to combine high boots with short skirts without looking too revealing? You should choose skirts with thick materials such as leather, knitted... with flexible designs, A-line shape, avoid thin material skirts. To never go out of fashion, just combine them with an ankle-length coat and leave the feminine outfit inside exposed when moving. Or a cloak, cape coat, bring the elegance of times gone by.

Look with skinny jeans

Corsair boots and skinny jeans, a combination of time gone by with 70s style

If you’re unsure how to style a pair of high boots, the first step is to try them on with jeans. In most cases, this unwritten rule solves any styling dilemma. Pair them with skinny jeans and a boho top to emulate the 70s look seen on the catwalk.

With Bermuda shorts for the office and more

High boots and Bermuda shorts for a different look

Bermuda shorts in winter, a style that is increasingly popular on the catwalk, are worn with matching tights and high leather boots. Follow the It girl above by wearing a cardigan and blazer for a modern, on-trend suit.

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