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.
$12.97 $28.90 55% off
A metallic silver faux leather stiletto heel featuring an open almond toe and adjustable ankle strap.
$32.90
A chic pair of white stiletto mules featuring a woven strap and cushioned insole for comfort.
$30.90
A metallic silver leather stiletto mule with a wide curved strap and cushioned insole for comfort.
$34.90
A chic black faux leather mule featuring a stiletto heel, square toe, and trendy buckle accent.
$28.90
A pair of black strappy kitten heels featuring a square toe and wrap-around adjustable ankle strap.
$32.90
A dazzling silver stiletto heel featuring rhinestone butterfly accents and metallic faux leather straps.
$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 sleek leopard print stiletto heel featuring an almond toe and adjustable buckle ankle strap.
$32.90
An ivory straw stiletto pump featuring a pointed toe, faux pearl accent, and adjustable ankle strap.
$28.90
A chic pair of black stiletto mules featuring sheer mesh thong straps and faux leather material.
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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
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: 6 | Leather
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 & FeaturesStiletto kitten heel, Square toe, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Strides Kitten Stiletto Heels in Black | Size: 10 | 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
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
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
These metallic strappy heels are sleek, chic, and made to level up any look. Perfect for weddings, nights out, or any occasion when you want to shine. Fit & FeaturesStiletto heel, Square toe, Strappy design, Adjustable ankle strap with buckle closure, Cushioned insole, Metallic material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Shine Hour Metallic Strappy Stiletto Heels in Gold | Size: 8.5
Sharp, sleek, and totally unstoppable—these stiletto heels are the definition of glam power moves. With a chic ankle strap and gold buckle accents, they’re your go-to for a polished finish with a bold edge. Fit & FeaturesStiletto heel, Square toe, Hardware buckle strap accent, Adjustable ankle strap, buckle closure, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strap In Luxe Stiletto Heels in Black | Size: 6.5 | Leather
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 Ivory | Size: 7 | Leather