Comfortable Stilettos
Comfortable stilettos? Yes, you read that right! It's time to step up your shoe game with a collection that proves you can have it all—style, sass, and comfort. Whether you're strutting into the office or dancing the night away, these heels are your new BFFs, ready to make every entrance unforgettable. No more sacrificing comfort for style; get ready to conquer your world one fabulous step at a time. With these comfortable stilettos, you'll feel like you're walking on clouds while looking like a total queen.
$28.90
A sleek black nubuck stiletto heel with a square toe and adjustable ankle strap.
$32.90
A glamorous gold mule with rhinestone straps, 3.5" stiletto heel, and cushioned insole.
$32.90
A chic white patent faux leather stiletto pump featuring criss-cross buckle straps and a sleek slingback.
$34.90
A chic black faux leather mule featuring a stiletto heel, square toe, and trendy buckle accent.
$42.90
A pair of white stiletto pumps featuring sheer lace material and a classic pointed toe design.
$9.97 $28.90 66% off
A metallic silver faux leather stiletto heel featuring an open almond toe and adjustable ankle strap.
$32.90
A metallic silver stiletto heel featuring rhinestone-embellished straps and a sparkling butterfly accent.
$9.97 $32.90 70% off
An ivory straw stiletto pump featuring a pointed toe, faux pearl accent, and adjustable ankle strap.
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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 White | Size: 6 | 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 Blue | Size: 8.5 | Leather
Strut with icy flair in these rhinestone kitten stiletto heels to dress up your look. Fit & Features3.5" Kitten stiletto heel, Square toe, Rhinestone embellished straps, Adjustable ankle strap, buckle closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Icy Rhinestone Kitten Stiletto Heels in Gold-2 | Size: 8
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
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 Black | Size: 5.5
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-2 | Size: 10
These strappy stiletto heels were built for chic nights out. With sleek straps and a gold hardware toe ring accent, they’re the perfect balance of classy and cool for weeknight dinners to weekend RSVP's. Fit & FeaturesStiletto heel, Square toe with hardware toe ring accent, Strappy design, Adjustable ankle strap, buckle closure, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Luxe Minimalist Toe Ring Strappy Stiletto Heels in Brown | Size: 7.5 | Leather
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: 7 | Leather