Dressy Black Ankle Booties

Dressy black ankle booties are the ultimate power move—because when you step out in these, you’re not just making an entrance, you’re setting the vibe for the whole night. Whether you’re leveling up your jeans-and-blazer combo or giving your favorite dress a little edge, these booties are here to turn any outfit into a main character moment. Slip into your boldest self and show the world that confidence really does come in black.

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$40.90

4.666667 star rating

A stylish black ankle bootie with studded accents and criss-cross straps in faux microsuede.

$44.90

A pair of black faux leather ankle booties featuring a platform sole, block heel, and dual zipper closures.

$42.90

A black nubuck ankle bootie featuring sheer rhinestone fishnet, pointed toe, and clear PVC trim.

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$45.90

4.666667 star rating

A pair of black faux leather calf-length boots featuring square toes, buckled side accents, and block heels.

$30.90

A chic pair of black leather block heels featuring an almond toe and adjustable ankle strap.

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Windsor Totally Edgy Buckled Square Toe Boots in Black
(6) 4.6666665 star rating

Step into these edgy statement faux leather boots with a buckled side accent and a calf-length fit perfect for pairing with bottoms or dresses. Fit & Feature2” in heel, 7.5” leg opening, 11.5” shaft , Square toe, Buckled side accents, Calf height shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Totally Edgy Buckled Square Toe Boots in Black | Size: 7 | Leather

Major Strut Faux Leather Knee-High Stiletto Boots in Black-2
(5) 5 star rating

Fit & Features3" Stiletto heel, 7.5" leg opening, 13.5" shaft height, Patent faux leather material, Knee-high design, Pointed toe, Complete inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Black-2 | Size: 5.5

Sleek Strut Under-The-Knee Moto Boots in Brown
(4) 3 star rating

Show off a sleek strut in these edgy under-the-knee moto boots featuring a stacked block heel, buckle strap accent, and inner zipper closure. Fit & FeaturesStacked block heel, Round toe, Under-the-knee height, Faux leather material, Circular buckle strap accent, top buckle strap, Inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Strut Under-The-Knee Moto Boots in Brown | Size: 9 | Leather

Daring Details Studded Ankle Booties in Black
(4) 4.75 star rating

Make a bold statement with the daring details studded ankle booties. Featuring a block heel, peep toe, and criss-cross straps with metal buckles, these booties are your new go-to for standout style. Fit & FeaturesBlock heel, Ankle-length fit, Faux microsuede material, Peep toe, Criss-cross straps with metal buckles, Studded accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Daring Details Studded Ankle Booties in Black | Size: 6

Windsor Boot Scootin’ & Vibin’ Cowboy Boots in Camel
(3) 5 star rating

Giddy up, but make it fashion. These cowboy boots bring rodeo realness with a side of city-girl sass—perfect for concerts, content days, or just stomping through life like it’s your personal runway. Fit & FeaturesStacked block heel, Almond toe, Western-inspired pattern, Inner zipper closure, Knee-length shaft height, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Boot Scootin’ & Vibin’ Cowboy Boots in Camel | Size: 7.5 | Faux Suede

Western Flair Under-The-Knee Boots in Ivory
(3) 5 star rating

Yeehaw to these fun cowboy boots! With a trendy pointed toe and stacked block heel, these under-the-knee boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long! Fit & Features3.5" Stacked block heel, Faux leather material, Western-inspired stitched design, Closed pointed toe, Under-the-knee fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Flair Under-The-Knee Boots in Ivory | Size: 8.5 | Leather

Edgy Essential Platform Lug Boots in Black
(2) 3 star rating

An absolute edgy essential, these faux leather boots elevate your outfit with a platform lug sole and under-the-knee length shaft, perfect for styling with jeans or a skort! Fit & FeaturesRound toe, Platform lug sole, Inner zipper closure, Under-the-knee length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Edgy Essential Platform Lug Boots in Black | Size: 6.5 | Leather

Chic Season Under The Knee Boots in Ivory
(1) 5 star rating

Versatile and chic, these under-the-knee boots will be your favorite this season! The square toe and thin block heel provide a sleek and modern look, while the faux leather material adds a touch of sleekness. Fit & FeaturesThin block heel, Square toe, Inner zipper closure, Under the knee length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Season Under The Knee Boots in Ivory | Size: 6 | Leather

Windsor Country Threads Western Microsuede Cowboy Boots in Brown
(1) 5 star rating

Flaunt your country threads in these western microsuede cowboy boots with trendy western-inspired stitch detailing and a stacked block heel. Complete the look with a cowboy hat. Fit & Features2.5" stacked block heel, 7.5" leg opening, 9.5" shaft height, Pointed toe, Western-inspired stitch detailing, Below the knee fit, Smooth microsuede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Country Threads Western Microsuede Cowboy Boots in Brown | Size: 5.5

Made For Dancing Laser Cut Cowboy Boots in Taupe
(1) 5 star rating

These cowboy boots are made for dancing! They flaunt a trendy and unique laser cut design that stands out in any crowd at festivals or concerts. Fit & FeaturesStacked block heel, Pointed toe, Inner zipper closure, Laser cut design, Knee high shaft length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Made For Dancing Laser Cut Cowboy Boots in Taupe | Size: 6

Dressy Black Ankle Booties

There’s just something about slipping into a pair of dressy black ankle booties that instantly makes you feel like you can take on the world—or at least the dance floor, the office, or that last-minute dinner date your group chat peer-pressured you into. These beauties are the ultimate ride-or-die for anyone who loves a little edge with their elegance. Whether you’re the queen of the RSVP or the spontaneous bestie who’s always down for “just one more” night out, black ankle booties are that versatile staple you’ll reach for on repeat. Picture this: you’re running late (as usual), you throw on your go-to jeans and a cute top, but it’s the booties that pull it all together, giving you that main character energy. Or maybe you’re leveling up a sleek mini dress for a rooftop party—suddenly, you’re not just arriving, you’re making an entrance. And let’s not forget the power move of pairing them with tailored pants for a boardroom moment that says, “I mean business, but I still know how to have a good time.” The beauty of dressy black ankle booties is that they’re never too much or too little—they’re just right for basically every vibe you want to serve.

When it comes to picking out your perfect pair, think about what makes you feel unstoppable. Are you all about that sky-high heel for a little extra drama, or do you live for a chunky block heel that can keep up from brunch to after-hours? Maybe you’re into sleek pointed toes for a touch of boss energy, or you love a bit of hardware for that subtle “don’t mess with me” statement. The best part? These booties are the ultimate chameleons, ready to dress up your favorite LBD or add a bold twist to a flowy skirt. If you’re shopping for someone else (major bestie points incoming), dressy black ankle booties are a certified crowd-pleaser—think birthday surprises, graduation presents, or just because your BFF deserves to feel like a total icon. They’re the kind of gift that says, “I see your style, and I’m here to hype it up.” Plus, since black goes with literally everything, you never have to stress about matching her wardrobe.

And if your style has a little wild side, don’t sleep on the trend that’s taking over every feed: Black Western Ankle Booties are where classic meets cool-girl cowgirl, perfect for giving your look a bit of yeehaw flair without going full rodeo. No matter where you’re headed—date night, girls’ night, or just strutting your stuff down the street—dressy black ankle booties have your back (and your feet). They’re the secret weapon your closet’s been waiting for, ready to turn every sidewalk into a runway and every moment into a main event. So go ahead, step up, and let your booties do the talking—because you’re not just walking, you’re making moves.

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