There was a time when over-the-knee boots were considered the exact opposite of stylish and chic. A few design tweaks here and there, however, and this once-daring boot has really become a new classic. Paired with everything from leggings to skinnies to skirts and dresses, practically everyone, no matter their personal aesthetic, can incorporate over-the-knee boots into a well-rounded wardrobe. Whether you’re on a budget or have several hundred dollars to spend, we know you can’t go wrong with one of these best over-the-knee boots.
1. Stuart Weitzman 5050
The epitome of splurging, this Stuart Weitzman style practically made over-the-knee boots a new classic. The stretchy textile back panel is loved by women of all shapes and sizes because it conforms to nearly every leg.
2. Steve Madden Gorgeous
Get the look and still be able to pay the rent with this very affordable faux suede style. The high heel and cinched top is the most current iteration of the over-the-knee style.
3. Frye Melissa OTK
One of Frye’s best riding boots, the Melissa, is gaining an even larger fan base thanks to the addition of the OTK version. Whether your style tends toward rocker, bohemian or even western, there’s room in every closet for this high quality boot.
4. Circus by Sam Edelman Brooklyn Boot
Especially for those who prefer vegan leather, this budget-friendly over-the-knee boot style from Sam Edelman is perfect for winter. A little stretch makes the boot conform to your leg (no bagging) and the half zipper makes them easy to put on and take off.
5. Nine West Equestrian
When you want to make a daringly sultry entrance, the stiletto heel on this boot will do the trick. And especially for those of us who are tall, this boot gets rave reviews thanks to its 21-inch boot shaft height.
6. Jeffrey Campbell Raylan Over the Knee Boot
Many over-the-knee boot styles come only in basic black. Not so with this Jeffrey Campbell style. Grey, khaki, taupe…every colorway is gorgeous in the lightly distressed suede. The heel is also a stable, walkable height, making it great for everyone.