Women's Black Stiletto Booties

When you’re ready to turn every sidewalk into your personal runway, Women's Black Stiletto Booties are your secret weapon. Sleek, bold, and totally unstoppable—these booties are all about making power moves with every step. Whether you're headed for a night out with the squad or leveling up your everyday look, these stunners bring the drama and dial up the confidence. Slip into a pair and watch how fast you become *that* girl—because with Women's Black Stiletto Booties, playing it safe is officially canceled.

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Sleek Stance Faux Leather Stiletto Boots in Black

$46.90

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

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.

Totally Edgy Buckled Square Toe Boots in Black

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Totally Edgy Buckled Square Toe Boots in Black

$45.90

A pair of black faux leather calf-length boots featuring buckled side accents and a square toe design.

Windsor Style Pop Square Toe Nubuck Stiletto Heels in Black

$28.90

A chic pair of black nubuck stilettos featuring a square toe and sleek thin straps.

Shine Season Rhinestone Heels in Black

$28.90

A black stiletto heel featuring rhinestone-embellished straps, a square toe, and a cushioned insole.

On Point Strappy Sling-Back Stiletto Heels in Black

$32.90

A sleek black patent faux leather stiletto featuring strappy sling-back design and adjustable buckle detail.

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Style Pop Square Toe Nubuck Stiletto Heels in Black

$28.90

(9)

Make your style pop in these heels featuring a square toe and thin straps for a sleek look finished with a stiletto heel. Perfect for elevating your everyday outfits. Fit & Features3.5" Stiletto heel, Black is nubuck, red is patent material, Square toe, Thin straps, adjustable ankle strap, buckle closure, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Style Pop Square Toe Nubuck Stiletto Heels in Black | Size: 5.5

Windsor Chic Strides Kitten Stiletto Heels in Gold

$30.90

(6)

Step out boldly in these chic faux leather heels. Featuring a sleek square toe and a sleek kitten stiletto heel, these shoes blend poise with polished style, perfect for any occasion. Fit & Features3" Stiletto kitten heel, Square toe, Adjustable ankle strap, buckle closure, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Strides Kitten Stiletto Heels in Gold | Size: 6 | Leather

Major Moment Lace-Up Stiletto Heels in Blue

$28.90

(6)

Be prepared for many compliments when you step out in these lace-up stiletto heels that add a bold touch to any look. Fit & Features4" Stiletto heel, Square toe, Thin strappy design, Lace-up ankle straps, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Major Moment Lace-Up Stiletto Heels in Blue | Size: 7.5 | Leather

Radiance Rhinestone Metallic Stiletto Heels in Silver

$34.90

(4)

When the invite says “dress to impress,” these heels deliver. Featuring sleek metallic straps with rhinestone accents and a sky-high stiletto, they’re made for making an entrance at parties and events. Fit & Features4" Stiletto heel, Almond toe, Rhinestone-embellished straps, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Metallic material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Radiance Rhinestone Metallic Stiletto Heels in Silver | Size: 7

Windsor Glow Getter Rhinestone Stiletto Heels in Gold

$42.90

(2)

Let your glow shine through in these eye-catching stiletto heels featuring a rhinestone embellished spiral design, pointed toe, on a chrome sole. Complete your look in a short party dress for a dressy night out! Fit & Features4" Stiletto heel, Pointed toe, Rhinestone embellished spiral design, Chrome sole, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glow Getter Rhinestone Stiletto Heels in Gold | Size: 9

Sweetheart Shine Stiletto Heels in Gold

$32.90

(2)

A little sparkle, a lot of love. These strappy stiletto heels dazzle with rhinestone heart charms—aka the perfect mix of sweet and sultry. Fit & Features3.5" Stiletto heel, Almond toe, Strappy design, rhinestone trim heart charms, Cushioned insole, Adjustable ankle strap with buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweetheart Shine Stiletto Heels in Gold | Size: 6 | Leather/Rhinestone

Like A Dream Rhinestone Stiletto Heels in Pink

$30.90

(2)

These heels don’t just walk, they shine. Featuring a square toe, colored PVC strap, and rhinestone embellished ball trim, these stilettos are all about glam with a twist. Fit & Features4" Stiletto heel, Square toe, Colored PVC strap, Rhinestone embellished ball trim detail, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Like A Dream Rhinestone Stiletto Heels in Pink | Size: 5.5 | Leather/Polyvinyl Chloride/Rhinestone

Strut Season Bow Stiletto Pumps in Wine

$32.90

(2)

Sleek, sculpted, and topped with a flirty bow, these heels are your VIP pass to every invite-only moment. Fit & FeaturesStiletto heel, Closed pointed toe, Bow accent, Slingback ankle strap, Cushioned insole, Patent faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strut Season Bow Stiletto Pumps in Wine | Size: 10 | Leather

Fab Icon Butterfly Rhinestone Stiletto Heels in Silver

$32.90

(1)

A showstopping stiletto heel adorned with a whimsical rhinestone butterfly accent on sleek metallic that turns heads! Fit & FeaturesStiletto heel, Square toe, Rhinestone-embellished twist toe straps, Rhinestone-embellished ankle support strap, Adjustable ankle strap, buckle closure, rhinestone butterfly accent, Metallic faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fab Icon Butterfly Rhinestone Stiletto Heels in Silver | Size: 10 | Leather/Rhinestone

Chic Buckle Strap Sling-Back Stiletto Pumps in White

$32.90

(1)

These chic patent faux leather stiletto pumps feature a criss-cross buckle strap design and a sleek slingback adjustable strap. Fit & Features2.5" Short stiletto heel, Patent faux leather material, Closed pointed toe, Criss-cross buckle strap design, Sling-back adjustable strap, buckle detail, Cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Buckle Strap Sling-Back Stiletto Pumps in White | Size: 6 | Leather

Women's Black Stiletto Booties

There’s a reason black stiletto booties have a permanent spot in every style icon’s closet—they’re the ultimate power move for your wardrobe, no matter the season. December’s chill might have you reaching for layers, but nothing pulls together a look quite like the sharp silhouette of black stiletto boots ankle-high or higher. They’re the answer when you want to go from brunch to boardroom, or from a cozy dinner to a night out, without missing a beat. The beauty of black stiletto booties is all in the details: sleek pointed toes, sculpted heels, and just the right amount of edge to make even your most basic jeans feel runway-ready. If you’ve ever stared at your closet in a “what now?” panic before a holiday party, you know the magic of slipping on a pair that instantly elevates your mood—and your outfit. Whether you’re styling them under a midi dress for a family gathering, pairing them with leather leggings for a little festive drama, or gifting them to a friend who’s always first to RSVP “yes” to every invite, these boots bring versatility and confidence in equal measure.

When it comes to choosing the perfect pair, think about your lifestyle and the moments you want to own. Maybe you’re after the classic black stiletto boots that hit just above the ankle—a timeless pick that works with everything from tailored trousers to your favorite sweater dress. Or maybe you’re drawn to details like statement zippers, textured finishes, or a subtle platform for extra comfort when you’re clocking in serious steps. Black stiletto booties make an unforgettable gift, too—think of them as the sartorial equivalent of a confidence boost wrapped in a bow. For the friend who’s always curating her next photo dump, the sister who loves a little height (without the commitment of a full pump), or the coworker who’s ready to upgrade her desk-to-dinner game, this is the kind of present that feels both personal and endlessly wearable. And if you’re shopping for yourself? Consider it an act of self-celebration. There’s something about that first stride out the door—heels clicking, head held high—that makes even the greyest winter day feel a little more electric.

Styling black stiletto boots is all about embracing your own rhythm. Maybe you’re in the mood for a monochrome moment: black booties, black jeans, and a statement coat that makes you feel unstoppable. Or maybe it’s about softening the edge with a flowy skirt and a chunky sweater, letting the boots peek out for just the right amount of contrast. However you wear them, you’re channeling that effortless cool only a true classic can deliver. If you want more inspiration or are ready to find your next go-to pair, explore our curated collection of Black Stiletto Heel Booties—where every style is designed to keep you one step ahead, no matter where the season (or your plans) take you.

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Women's Black Stiletto Booties

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Women's Black Stiletto Booties

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