Look No Further: Your #1 Guide On How To Wear Over The Knee Boots

Over the knee boots can be a tricky trend to master. While they always seem to look super cute on everyone else, when it comes down to actually wearing them yourself, you might be left wondering why you have these fab over-the-knee boots when you can’t figure out how to pair them with anything.

We’re breaking down a few ways to style your OTKs, whether you live where it’s real winter or where January is pretty much New York September.


Kourtney Kardashian is the queen of over the knee boots. Although she’s petite, she still pulls off OTKs effortlessly wit. Take a cue from her and try pairing your boots with a huge sweatshirt or long T-shirt.


Wearing your over-the-knee boots to the office might sound impossible, but if you pair them right, they look chic and appropriate. Try them with a loose-fitting dress and tights, or a skirt and blouse for a more buttoned-up look. If Olivia Palermo can do it, you can too!


Next let’s go for the classic over-the-knee with a pair of jeans: the “everyday” outfit. This is an outfit you can wear on repeat when you want to look both cool and laid-back, a look that seems much harder to attain than it actually is!


I can’t write an article about over-the-knee boots without including the queen herself — Rachel Zoe. She wears them basically every day, sunny or rainy, hot or cold, New York or LA. She even has her own line of signature boots!

Have I convinced you that OTKs are actually extremely versatile? I know I’ll be wearing them all winter and beyond!

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