Black Pointed Toe Heeled Booties

Black Pointed Toe Heeled Booties are the style staple you never knew you needed—until now. Sleek, sharp, and endlessly versatile, these booties instantly elevate everything from your weekend denim to your after-dark mini. Whether you’re running errands or running the night, they add just enough edge to keep things interesting (and your outfits on point). Consider them your shortcut to looking put-together, no matter how last-minute your plans—or your outfit changes.

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Windsor Sleek Stance Faux Leather Stiletto Boots in Black

$46.90

A sleek pair of black faux leather stiletto boots featuring a pointed toe and under-the-knee cut.

Major Strut Faux Leather Knee-High Stiletto Boots in Black

$48.90

A sleek black patent faux leather knee-high boot featuring a pointed toe and 3" stiletto heel.

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Windsor Rebel Chic Buckle Kitten Heels in Black

$11.97 $34.90 66% off

A black faux leather kitten heel featuring pointed toes, grommet-embellished straps, and bold buckle accents.

Best Seller

Bold Step Faux Leather Booties in Black

$42.90

A sleek black faux leather stiletto bootie with a pointed toe and convenient inner zipper closure.

Sculpted Step Wide Fit Boots in Black

$46.90

A sleek black faux leather boot with a pointed toe, kitten heel, and wide-fit under-the-knee silhouette.

Windsor Tough Love Platform Block Heel Booties in Black

$40.90

A pair of black faux leather booties featuring a platform sole, stacked block heel, and cushioned insole.

Dust to Dawn Cowboy Boots in Black

$54.90

A pair of black faux leather cowboy boots with western stitch detailing and a sleek pointed toe.

Windsor Fringe Flirt Studded Cowboy Boots in Black

$46.90

A black faux suede cowboy boot featuring studded star accents, flirty fringe, and a stacked block heel.

Fray All Day Denim Booties in Black Denim

$40.90

A pair of black distressed denim booties featuring a slouchy fit, raw edge finish, and block heel.

Best Seller

Season’s Sleek Thigh-High Stiletto Boots in Black

$58.90

A dramatic pair of black faux leather thigh-high boots featuring a pointed toe and sleek stiletto heel.

Bold Statement Mesh Under-The-Knee Boots in Black

$52.90

A striking pair of black under-the-knee boots featuring sheer mesh, faux leather straps, and stiletto heels.

On Point Whipstitch Stiletto Heels in Black

$36.90

A sleek black faux leather stiletto heel featuring whipstitch details, pointed toe, and adjustable ankle strap.

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Windsor Steppin Up Block Heel Knee High Boots in Wine

$48.90

(24)

Big boot energy only—these tall babes instantly elevate any 'fit. A sleek silhouette with a comfy block heel makes them perfect for day-to-night flexing. Fit & Features3" Stacked block heel, 8" leg opening, 12" shaft height, Platform sole, Round toe, Complete inner zipper closure, Knee-length shaft, Faux leather material, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Steppin Up Block Heel Knee High Boots in Wine | Size: 6 | Leather

Totally Edgy Buckled Square Toe Boots in Black

$45.90

(16)

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: 8.5 | Leather

Ride or Shine Studded Cowboy Boots in White

$52.90

(16)

Western, but make it glam. These faux leather cowboy boots mix classic embroidery with studded detailing and a sleek pointed toe—perfect for bachelorettes, country concerts, or costume parties. Fit & Features3.5” stacked block heel, 7.5” leg opening, 12.5” shaft, Pointed toe, side zipper closure, Studded and grommet embellishments, Western-inspired embroidery, Under-the-knee length, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ride or Shine Studded Cowboy Boots in White | Size: 5.5 | Leather

Retro Rise Knee High Platform Boots in Brown

$48.90

(11)

A little vintage, a little modern—these knee-high boots are the ultimate outfit maker. With a smooth faux leather finish, a sturdy block heel, and a platform sole perfect for elevating any outfit. Fit & FeaturesBlock heel, Square toe, Side zipper closure, Knee-high shaft, Side zipper closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Retro Rise Knee High Platform Boots in Brown | Size: 8.5 | Leather

Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Brown

$48.90

(8)

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 Brown | Size: 5.5

Drama Queen Faux Fur Boots in Ivory

$42.90

(5)

Go big, go fuzzy, go bold—these faux fur boots bring all the drama your outfit’s been waiting for. Perfect for stepping out, staying cozy, or just making every entrance feel like a moment. Fit & FeaturesPlush faux fur fabrication, Below-the-knee length, Round toe, Flat insole, Slip-on design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Drama Queen Faux Fur Boots in Ivory | Size: 11

Windsor Point Taken Lace-Up Stiletto Boots in Brown

$58.90

(5)

Equal parts bold and refined. These foldover stiletto boots serve a major edge with a pointed toe, sleek faux leather finish, and lace-up back detail that ties the look together—literally. Perfect for taking your outfit from casual to captivating in one step. Fit & Features4” Stiletto heel, 7" leg opening, 16" shaft height, Pointed-toe, Foldover shaft with lace-up placket, Inner side zipper closure, Sleek faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Point Taken Lace-Up Stiletto Boots in Brown | Size: 5.5 | Leather

Windsor Dust to Dawn Cowboy Boots in Black

$54.90

(3)

Classic western, modern edge. These cowboy boots feature stitched detailing and a sleek pointed toe that brings a bold finish to denim, minis, or your favorite fall layers. Fit & FeaturesStacked block heel, Pointed-toe, Western-inspired stitch detailing, Pull-on design with pull tabs, Under-the-knee length, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dust to Dawn Cowboy Boots in Black | Size: 7 | Leather

Windsor Fall For Me Wide Calf Knee-High Boots in Brown

$49.90

(3)

Seasonal staple unlocked—these faux suede boots pair effortlessly with oversized knits, flowy dresses, or denim for all your autumn to winter plans! Fit & Features3.5" Block heel, 9" leg opening, 12" shaft height, Almond toe, Knee-high shaft silhouette, Wide calf design, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fall For Me Wide Calf Knee-High Boots in Brown | Size: 7 | Faux Suede

Windsor Fray All Day Denim Booties in Black Denim

$40.90

(2)

Jeans for your feet? Basically. These distressed denim booties bring all the grunge-girl energy with a slouchy fit and raw edge finish. Perfect for concerts or themed parties! Fit & Features3” block heel, 6.5” leg opening, 8” shaft height, Pointed toe, Foldover denim with distressed accents, Hidden side zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fray All Day Denim Booties in Black Denim | Size: 8

Black Pointed Toe Heeled Booties

There’s something about black pointed toe heeled booties that just hits different—especially when the temperature drops and your calendar fills up with everything from back-to-office catch-ups to last-minute dinner reservations. These are the boots you reach for when you want to look like you actually tried, even if you only had five minutes to get ready. The pointed toe instantly sharpens up any look, while the heel (whether you’re into a subtle lift or a bold stiletto) gives you that extra bit of confidence that somehow makes even a grocery run feel a little bit runway. Black is the ultimate chameleon shade—it plays nice with your entire wardrobe, from your go-to denim and oversized knits to flirty mini dresses and tailored trousers. If you’re the type who loves a piece that transitions seamlessly from day to night, or if you live for those “Where did you get those?” compliments, this bootie is about to become your new best friend. And let’s be honest: January weather calls for a shoe that can handle slushy sidewalks and surprise snow flurries without sacrificing style. The right pair of black pointed toe heeled booties checks all the boxes—elevated, practical, and endlessly versatile.

When it comes to gifting, these booties are a power move. They’re the kind of present that feels both special and totally wearable—a thoughtful pick for the friend who’s always borrowing your shoes, the sister who’s impossible to shop for, or that coworker who just got promoted and needs something to celebrate her next chapter. Picture her unwrapping them and immediately planning outfits in her head: brunch with the girls, date night, that big meeting she’s been stressing over. These booties aren’t just a fashion statement—they’re a little boost of main-character energy (without ever saying it out loud). If you’re shopping for yourself, think of them as an investment in your own personal style arsenal. You’ll find yourself reaching for them on repeat, whether you’re dressing up for a big event or just want to add a polished edge to your everyday rotation. And if you’re the kind of person who worries about comfort, you’re not alone—look for features like cushioned insoles, walkable heel heights, and sturdy construction that won’t leave you limping by lunchtime. There’s a reason these boots have earned a permanent spot in so many closets: they’re timeless, but never boring; classic, but always current.

Styling black pointed toe heeled booties is basically an exercise in creative freedom. Pair them with a slouchy sweater and leather leggings for a cozy-chic winter vibe, or slip them on with a midi skirt and turtleneck for a look that’s both office-appropriate and Instagram-worthy. Heading out after dark? These boots instantly elevate a little black dress or add an edge to a silky slip skirt. If you’re feeling bold, play with textures—think suede against denim, or patent leather with chunky knits. And because these booties are a year-round staple, you’ll get just as much mileage out of them when the seasons change—just swap your layers and you’re good to go. For even more inspiration and options, check out the full edit of Pointed Toe Booties to find your perfect pair. Whether you’re curating your winter wardrobe or searching for the ultimate gift, black pointed toe heeled booties deliver on style, versatility, and that all-important confidence boost—no matter the occasion.

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Black Pointed Toe Heeled Booties

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