What Height of Boots Do You Wear With a Knee Length Skirt?

Kate Waterhouse poses on the red carpet of a ROC eyewear event in Sydney, Australia.

Photo: Mike Flokis/Getty Images Entertainment/Getty Images

What boot height do you wear with a knee-length (midi) skirt? Any height you choose. It's all about how you put the look together and expressing your personal sense of style. Granted, there are some simple rules to follow to get the most flattering looks, but you have a variety of boot options for this skirt length.


Booties are short boots with a shaft that comes just a few inches past your ankle. There are tons of different styles of booties. What you should know about wearing a pair with a knee-length skirt is that the skirt should be slim fitting. Think of a simple, cotton, jersey black pencil skirt. Make sure those booties have a little bit of a heel to them, to give your bottom half length.

Knee to Knee

Knee-high boots are perfectly okay to wear with a knee-length skirt, and they'll help keep your legs warm in colder temps. If you're going for a casual look with flat riding boots, keep the skirt fitted. If you're going to put on a heel, feel free to choose something in a fabric that flows, like chiffon, and wear a boot whose shaft is snug on your leg.

Over the Knee

Over-the-knee (OVK) boots have so far been relegated to celebrities, models and reality TV stars. But, there's no reason why you can't bring them out into the real world. They're sexy, chic and cool; rarely does one wardrobe item provide all three benefits in one. Choose any skirt you like, in any fit. These type of boots, in black, will go with all of them, trust. Just beware that a fitted pencil skirt is going to be about twice as sexy with a pair of OVKs on, so you might want to avoid wearing the look to the office.

What to Avoid

It's really all about fit and proportion here. A boot with a short shaft or a flat sole is going to make you and your legs look shorter, so your clothing should be fitted and sleek. A taller-shaft boot, and one with a heel, will give you height, so feel free to experiment with pattern and color on your top half. Stick to the basic leather colors of black and brown. And don't wear cheap, polyurethane knee-high boots that shrink wrap themselves to your calves. They look cheap; you can do better.

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