Black Stiletto Heel Booties
Black Stiletto Heel Booties are the ultimate power move—when you want to serve confidence with a side of sass. These iconic kicks were made for the girl who never shies away from a little extra height or a lot of attention. Whether you’re strutting into brunch or shutting down the dance floor, Black Stiletto Heel Booties have your back (and your best angles). Slip into these must-haves and let every step remind the world: you didn’t come to play—you came to slay.
$38.90
A pair of black faux leather stilettos featuring a lace bow strap and cushioned insole for comfort.
$28.90
A sleek black nubuck stiletto heel with a square toe and adjustable thin straps.
$48.90
A sleek black patent faux leather knee-high boot featuring a pointed toe and 3" stiletto heel.
$30.90
A sleek black stiletto heel with a trendy buckle accent and adjustable ankle strap in faux leather.
$59.90
A black faux leather knee-high stiletto boot featuring buckle accents and functional pocket detailing.
$42.90
A pair of black nubuck stiletto booties featuring sheer rhinestone fishnet and clear PVC trim.
$40.90
A stylish black ankle bootie with studded accents and criss-cross straps in faux microsuede.
$32.90
A glossy black stiletto heel featuring double straps and playful mixed charm embellishments for added glam.
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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
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: 6.5 | Leather
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 White | Size: 7.5 | Leather
Tie your look together with these statement stiletto heels! Perfect for brides, graduates, birthday babes, or any occasion, these heels showcase a pretty tulle back bow and a sparkling rhinestone trim toe strap. Fit & FeaturesStiletto heel, Square toe, rhinestone-embellished toe strap, Closed ankle, back tulle bow accent, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tied With A Bow Stiletto Heels in White | Size: 10 | Leather/Rhinestone
Edge up your look in these sleek stiletto heels with a trendy buckle accent perfect for dressing up jeans or a dress! Fit & Features4" Stiletto heel, Square toe, Buckle accent toe strap, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Buckled Up Stiletto Heels in Black | Size: 10 | Leather
Out All Night Charm Strap Stiletto Heels in Pink
$9.97 $32.90
70% off
Big charm energy only. These strappy heels bring a glam twist with flirty accents that do the flirting for you—perfect for date nights, rooftop hangs, or any outfit that needs a little extra. Fit & FeaturesGlossy patent-style upper, Double-strap silhouette, Open almond toe, Mixed charm embellishments on straps, Stiletto heel, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Out All Night Charm Strap Stiletto Heels in Pink | Size: 8
These sleek kitten stiletto heels with PVC straps and a glossy finish are ready to elevate your ‘fit, from brunch to date nights. Fit & Features3" Kitten stiletto heel, Square toe, PVC clear straps, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Patent faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strut Factor Patent Stiletto Kitten Heels in Beige | Size: 6 | Leather/Polyvinyl Chloride
These chic patent faux leather stiletto pumps feature a criss-cross buckle strap design and a sleek slingback adjustable strap. Fit & FeaturesShort 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: 9 | Leather
The sling-back stiletto heels that instantly make every outfit hotter. Sleek, minimal, and endlessly wearable, they’re the pair you’ll reach for on repeat for day or night looks. Fit & Features3.5" Stiletto heel, Open square toe, Toe strap, cutout side design, Sling-back ankle strap, Faux nubuck material, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strut Ready Sling-Back Stiletto Pumps in Black | Size: 9 | Faux Nubuck
Not your average plus-one—these stilettos were made to steal the spotlight. With skinny straps and a sleek heel, they’re your go-to for everything from rooftop drinks to dance floor moments. Fit & FeaturesStiletto heel, Faux leather material, Open square-shaped toe, Asymmetric strappy design, Adjustable ankle and heel straps with buckle detail, Padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Afterparty RSVP Strappy Stiletto Heels in Mocha | Size: 9 | Leather