Close-to-Home Style

How to Wear Over-the-Knee Boots This Winter

No need to overthink it.
how to wear over the knee boots
Getty

All products are independently selected by our editors. If you buy something, we may earn an affiliate commission.

Whether they’re leather or suede, flat-soled or with block heels, not only are over-the-knee boots surprisingly wearable, but they’re well on their way to becoming cold-weather wardrobe staples—even if you’re not going very far from home this winter. Pull on over-the-knee boots with skinny jeans or leggings, style them with a midi skirt that falls below the top of the boot, or allow a sliver of skin (or tights, come winter frost!) to peek out between your boot and a short hemline. Just in time for Cyber Monday, find out our favorite ways to wear over-the-knee boots, below.

Brown Over-the-Knee Riding Boots
Edward Berthelot / Getty

If the rest of your outfit is busy—like this multi-patterned miniskirted look—choose classic brown over-the-knee riding boots; they’re statement-making but aren’t screaming for attention.

Leather Over-the-Knee Boots

Knee Boots

Poppidal Stretch Riding Boots

Black Over-the-Knee Boots
Edward Berthelot / Getty

If you must venture out—and want to look professional when you do—pair black over-the-knee boots with a jewel-tone sweater dress and a matching belt. A slit in the skirt shows off your footwear and helps you hit your stride.

Gretal Boots

Bromley Over-the-Knee Riding Boots

Tempest Over-the-Knee Boots

Grand Ambition Huntington Over-the-Knee Boots

Patent Leather Over-the-Knee Boots

Edward Berthelot / Getty

Shiny, patent-leather over-the-knee boots feel a little bit flashier than a standard pair. Have fun with yours: Wear them with unexpected layers—with playful pastel accessories, opaque tights, and a boxy, outsize blazer (no one needs to know if you slept in the T-shirt and hoodie).

Break Thigh-High Boots

Black Patent Leather Above-the-Knee Boots With Heel

Faux Patent Leather Over-the-Knee Boots

Platform Over-the-Knee Boots
Edward Berthelot / Getty

A platform upgrades over-the-knee boots to a wear-them-everywhere staple. Regardless of heel height, if your foot is more or less flat, you can clock miles comfortably—even if they’re all within a couple blocks of your home.

Scout Boots

Kate Flat Over-the-Knee Boots

Emilie Thigh-High Boots

Haleen Boots

Moto-Inspired Over-the-Knee Boots
Edward Berthelot / Getty

Pick an over-the-knee boot style that will give your minidress some edge: Biker-style details (buckles, studs, lug soles—or all three at the same time) are very on-trend for 2021.

Bellaa 4 Boots

Rockstud Knee-High Boots

Shale Boots

Plannia Boots

Drawstring Over-the-Knee Boots
Christian Vierig / Getty

If you’ve shied away from over-the-knee boots because you don’t like the way they pool around your quads, there’s an on-trend solution: a drawstring on over-the knee boots keeps things streamlined.

Octavie Over-the-Knee Boots

Sidney Microsuede Over-the-Knee Fashion Boots

Tieland Over-the-Knee Boots

Faux Suede Over-the-Knee Boots

Suede Over-the-Knee Boots
Kirstin Sinclair / Getty

When in doubt, try monochromatic dressing. Start with suede over-the-knee boots, and match your layers (even your outerwear) for an one-color look.

Calypso Boots

Wasi Over-the-Knee Boots

Canyons Over-the-Knee Boots

Pitch Wide-Calf Thigh-High Boots

Textured Over-the-Knee Boots
Melodie Jeng / Getty

Breathe new life into a floral dress with textured over-the-knee boots. Whether the pattern is subtle or high-impact, the contrasting fabrics will make an any-old-day office dress feel extra sophisticated.

Comess Velvet Knee-High Boots

Logan Over-the-Knee Boots

Elyse Tall Slouch Boots

Lila 90-mm Knee Boots