Comfortable Strappy Kitten Heels
Comfortable strappy kitten heels are your secret weapon for turning every sidewalk into a runway—without sacrificing that all-day comfort you crave. Perfect for when you want to serve major looks but keep it low-key, these heels bring the perfect balance of flirty and functional. Whether you’re heading out for brunch with your ride-or-die crew or dancing the night away, these strappy cuties have your back (and your feet). Step up your shoe game and let those confident vibes shine through—because you deserve to feel unstoppable in every step.
$24.90
A beige faux leather mule featuring a thong strap, buckle detail, kitten heel, and cushioned insole.
$28.90
A pair of black strappy kitten heels featuring a square toe and wrap-around adjustable ankle strap.
$24.90
A chic pair of black faux leather kitten heels featuring strappy design and adjustable ankle buckle closure.
$30.90
A beige faux leather mule featuring delicate strappy design, cushioned insole, and a 2.5" kitten heel.
$28.90
A metallic silver faux leather kitten heel featuring asymmetric strappy design, thong strap, and padded insole.
$30.90
A bold red slingback kitten heel featuring a pointed toe and trendy buckle strap design.
$38.90
A white satin kitten heel featuring chiffon beaded flower accents and adjustable ankle straps.
$9.97 $24.90 60% off
A black faux leather mule featuring criss-cross buckle straps, kitten heel, and a cushioned insole.
$32.90
A silver low block heel with rhinestone accents and adjustable ankle strap for glamorous comfort.
$28.90
A vibrant red strappy block heel crafted from faux leather with a cushioned insole for comfort.
$26.90
A chic pair of white faux leather block heels featuring a trendy toe ring and strappy design.
$30.90
A vibrant yellow faux leather heel featuring asymmetric strappy design, block heel, and adjustable ankle strap.
$32.90
A gold glitter block heel featuring rhinestone-embellished strappy design, clear PVC accents, and padded insole.
$39.90
A black faux leather block heel featuring sparkling rhinestone straps and adjustable ankle buckle closure.
$36.90
An ivory faux leather heel featuring a 3" straw block heel and trendy crisscross ankle straps.
$28.90
A pair of beige faux leather block heels featuring dainty straps, a square toe, and adjustable ankle closure.
$30.90
A chic pair of mint leather block heels featuring strappy design, toe loop, and adjustable ankle strap.
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Amp up the glamour while still keeping it comfortable in these low block heels featuring an open square-shaped toe, a thin asymmetric strappy design accented with mini rhinestone embellishments for a pretty sparkle, and an adjustable ankle strap. Pair with your fave clutch! Fit & Features2.5" Low block heel, Open square toe, Asymmetric strappy design, mini rhinestones, Adjustable ankle strap with buckle detail, Closed back, faux leather padded insole, Black heels are faux nubuck, Gold and silver heels are faux leather, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Up Rhinestone Strappy Low Block Heels in Silver | Size: 7 | Leather/Faux Nubuck/Rhinestone
Give your outfits some cuteness in these strappy block heels, perfect for pairing with your favorite bottoms or dresses! Fit & Features3" Round block heel, Square toe, Strappy design, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Much Personality Strappy Block Heels in Black | Size: 7.5 | Leather
A pair of strappy block heels with a trendy toe ring trim that gives every outfit a sweet look! Fit & Features2.5" Block heel, Square toe, Strappy design, Toe ring trim, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Attraction Toe Ring Strappy Block Heels in White | Size: 10 | Leather
These rhinestone strap mules are topped with a whimsical butterfly detail for that perfect mix of dainty and glam, ready to float from dinner dates to dance floors. Fit & FeaturesStiletto heel, Square toe, Rhinestone-embellished straps, butterfly accents, Metallic faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Butterfly Kisses Rhinestone Metallic Heels in Gold | Size: 8 | Leather/Rhinestone
Bring all the glamour in these block heels that shimmer with rhinestone embellishments and metallic trim! Fit & FeaturesBlock heel with rhinestone embellishments, Square toe, Rhinestone-embellished strap design, Cushioned insole, Adjustable ankle strap, buckle closure, Metallic material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bring The Glam Rhinestone Block Heels in Gold | Size: 7
From daytime outings to nights out, these thong heels are perfect for dressing up any look for every occasion! Fit & Features2" short kitten heel, Square toe, Thin thong toe strap, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feeling Chic Thong Square Toe Heels in Pink | Size: 9 | Leather
Tie your look with these strappy kitten heels, perfect for styling day or night! Fit & FeaturesKitten heel, Square toe, Strappy design, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tied Together Strappy Kitten Heels in Black | Size: 7 | Leather
Minimal straps, max impact. These block heel mules are made for everything from rooftop drinks to girls’ night glam, with a shiny toe ring detail that adds a unique flair. Fit & Features3" Block heel, Square toe, Toe ring strap detail, Sleek strappy design, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking Pretty Toe Ring Heels in White | Size: 6 | Leather
These heels understood the assignment—flirty, chic, and ready to turn heads. With strappy detailing and a comfy block heel, they’re made for rooftop hangs, brunch dates, and everything in between. Fit & FeaturesBlock heel, Open square-shaped toe, Asymmetric strappy design, Adjustable ankle strap with buckle detail, Faux leather material, padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirt Mode Activated Strappy Block Heels in Light Blue | Size: 7.5 | Leather
Designed to dazzle, destined to be noticed. These glitter block heels bring high-shine elegance with rhinestone bows that add the perfect luxe touch to any night-out moment. Fit & FeaturesBlock heel, Glitter mesh material, Open almond-shaped toe, Multi-strap design, rhinestone bow accent, Thin adjustable ankle strap, buckle detail, closed back, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Starlit Glam Rhinestone Bow Glitter Block Heels in Silver | Size: 6 | Rhinestone/Mesh Fabric
Comfortable Strappy Kitten Heels
When your calendar is stacked and your feet are begging for mercy, strappy kitten heels are the ultimate game-changer. These shoes are your secret weapon for those moments when you want to look put together without sacrificing comfort—think rooftop brunches, gallery openings, or dancing the night away at your bestie's birthday bash. The magic of comfortable kitten heels is in their just-right height: enough lift to elongate your legs and boost your confidence, but still low-key enough to keep you on your toes (literally) from day to night. They’re a go-to for anyone who’s done with the drama of sky-high stilettos but still wants that flirty, feminine vibe. Whether you’re the trendsetter in your crew or the queen of classic style, there’s something about the delicate straps and subtle heel that just hits different. Picture yourself stepping out in a pair of yellow strappy kitten heels—playful, bold, and totally unexpected—or keeping it classic with a neutral shade that goes with absolutely everything in your closet. These shoes are all about options, letting you flex your style without ever feeling restricted.
Gifting strappy kitten heels? You’re about to earn serious BFF points. They’re the kind of gift that says, “I see you, and I know you love to look cute without the pain.” Perfect for the friend who’s always running late because she can’t decide on shoes, or the sister who needs a little nudge to break up with her worn-out flats. These comfortable kitten heel shoes are also a must-have for big moments—think graduation, first job interviews, or that cousin’s wedding where you know you’ll be on the dance floor until the DJ packs up. And if you’re shopping for yourself (because self-care is real and you deserve it), you’ll love how easy it is to style these heels with everything from flowy midi skirts to distressed denim. They’re made for mixing, matching, and making memories—no backup sneakers required.
When you’re picking out your perfect pair, pay attention to the details that matter most: cushioned insoles, adjustable straps, and a heel that feels sturdy but never clunky. Look for materials that move with you, not against you, and finishes that match your mood—matte, metallic, or even a pop of color when you’re feeling extra. If you’re not sure where to start, check out our curated collection of Comfortable Kitten Heel Shoes for inspo on all the latest styles and best fits. Whether you’re living for the spotlight or just want to add a little pep to your step, these heels are made for every vibe, every plan, and every girl who’s ready to take on the world—comfortably, of course.