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Remember that scene in The Devil Wears Prada when Anne Hathaway's character undergoes a transformation and struts over to her desk wearing a pair of over-the-knee boots? You'll recall the look sent jaws dropping. That was the the point. With their elongated, leg-hugging silhouette, thigh-high boots are anything but subtle; they're meant to turn heads and be the stand-out piece of your ensemble.
And now, just in time for the 2024 winter season, the trendy shoes are getting a chic upgrade with unexpected shades and finishes, and sleek details galore. We're talking croc-embossed leather for added texture. We're talking slouchy styles reminiscent of the '80s and '90s. And of course, extra-tall designs with moto-inspired hardware for a modern edge. All of that and more in our roundup of the best over-the-knee boots of the season, below.
1
Chic Croc
Schutz Maryana Crocodile-Embossed Leather Over-The-Knee Boots
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2
3
4
Sky-High Leather
Loeffler Randall Deidre 85MM Leather Over-The-Knee Boots
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5
Hint of Height
Bernardo Hammond Over-The-Knee Boots
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6
Burgundy Beauty
Khaite Snake-Effect Leather Knee-High Boots
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7
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9
10
Lush Velvet
Black Suede Studio Lola Pointy Toe Over The Knee Straight Boots
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1
Chic Croc
Schutz Maryana Crocodile-Embossed Leather Over-The-Knee Boots
1
Chic Croc
Schutz Maryana Crocodile-Embossed Leather Over-The-Knee Boots
Now 50% Off
The croc embossed details, the dark espresso color, the sky-high stiletto—we can go on and on about this Schutz iteration, but we'll keep it brief: Everything about them are killer. Pair with a slit skirt for a layered effect.
Size Range: 5-11
Material: Leather
Heel Height: 3.5"
3
The OG
Stuart Weitzman 5050 Bold Over the Knee Boot
3
The OG
Stuart Weitzman 5050 Bold Over the Knee Boot
When we think OTK boot, we instantly think Stuart Weitzman. His simple and sleek leather 5050's are a classic and fit just like a glove thanks to the stretchy back panel and itty-bitty stacked heel.
Size Range: 5-10.5
Material: Leather
Heel Height: 1"
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4
Sky-High Leather
Loeffler Randall Deidre 85MM Leather Over-The-Knee Boots
4
Sky-High Leather
Loeffler Randall Deidre 85MM Leather Over-The-Knee Boots
Now 69% Off
Want to take your look to new heights? These Loeffler Randall's with a sizeable heel were certainly made for walking.
Size Range: 5-12
Material: Leather
Heel Height: 3.25"
6
Burgundy Beauty
Khaite Snake-Effect Leather Knee-High Boots
6
Burgundy Beauty
Khaite Snake-Effect Leather Knee-High Boots
If there's anything we learned in fall 2023, it's that burgundy was the shade of the season. Take the rich hue into winter with Khaite's croc-effect style complete with a square toe, block heel, and touch-the-sky length. Elegant doesn't even begin to cut it.
Size Range: 36-41
Material: Leather
Heel Height: 3.5"
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9
Sleek Leather
Proenza Schouler Black Glove Over-The-Knee Boots
9
Sleek Leather
Proenza Schouler Black Glove Over-The-Knee Boots
Every woman should own a trusty pair of black leather boots they can wear with anything, and these sleek leather OTKs by Proenza Schouler fit the bill to a T. Bonus: They're currently on sale with nearly $300 off.
Size Range: 35-42
Material: Leather
Heel Height: 50 mm
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10
Lush Velvet
Black Suede Studio Lola Pointy Toe Over The Knee Straight Boots
10
Lush Velvet
Black Suede Studio Lola Pointy Toe Over The Knee Straight Boots
An over-the-knee boot with a lush velvet upper and a walkable stiletto heel. What's not to love? Perfect for all your night outings in temps under 40 degrees.
Size Range: 35-41
Material: Velvet
Heel Height: 4"
Also having a moment: slouchy boots of the '80s and '90s. Alaia's updated version features sleek almond toes, an oh-so-soft suede upper, and razor sharp heels, perfect for all occasions this winter.
Size Range: 36-41
Material: Suede
Heel Height: 3.5"
If a thigh-high style still feels too daunting, might we suggest this Reformation option which hits slightly over the knees? We're partial to the taupe colorway—it's a fresh way to brighten a drab winter ensemble.
Size Range: 5-11
Material: Suede
Heel Height: 75mm
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13
Thigh-High Riding Boots
Alexandre Birman Lauren Over the Knee Boot Mousse
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Thigh-High Riding Boots
Alexandre Birman Lauren Over the Knee Boot Mousse
Alexandre Birman gives the riding boot the over-the-knee treatment in a supple chocolate leather that's hard to resist.
Size Range: 35-42
Material: Leather
Heel Height: .8"
15
Adjustable
Stuart Weitzman Yulianaland 60MM Leather Over-The-Knee Boots
15
Adjustable
Stuart Weitzman Yulianaland 60MM Leather Over-The-Knee Boots
Another SW oldie but goodie. The Yulianaland gets the T&C stamp of approval for its block heel with a Goldilocks "just right" height and the tie closure at the back to ensure the boots never run down your legs.
Size Range: 5-11
Material: Suede
Heel Height: 2.36"
Sophie Dweck
Sophie Dweck is the associate shopping editor for Town & Country, where she covers beauty, fashion, home and décor, and more.