Comfortable Pointed Toe Heels

Ready to strut your stuff without sacrificing comfort? Comfortable pointed toe heels are here to level up your look and keep you feeling unstoppable from day to night. Whether you're making power moves at work or dancing until the lights come on, these heels bring all the style with none of the drama. Slip into a pair that’s as fierce as you are—because who says you can’t have it all?

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Chic Buckle Strap Sling-Back Stiletto Pumps in White

$32.90

A sleek white patent faux leather stiletto pump featuring criss-cross buckle straps and an adjustable slingback.

She Came to Sparkle Slingback Heels in Camel

$30.90

A rhinestone-embellished camel heel featuring a pointed toe, slingback strap, and faux leather insole.

Windsor Style Pop Square Toe Nubuck Stiletto Heels in Black

$28.90

A sleek black nubuck stiletto heel with a square toe and adjustable thin straps.

Bedazzled Allure Rhinestone Stiletto Booties in Silver

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Bedazzled Allure Rhinestone Stiletto Booties in Silver

$11.97 $52.90 77% off

A dazzling pair of silver rhinestone booties featuring a pointed toe and sleek stiletto heel.

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Walk It Like You Slay It Snake Print Heels

$9.97 $32.90 70% off

A faux leather block heel featuring a bold snake print and rhinestone chain toe strap detail.

Point Made Buckle Strap Sling-Back Pumps in White

$30.90

A glossy white patent faux leather pump featuring a block heel and adjustable buckle sling-back straps.

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Flirt Mode Activated Strappy Block Heels in White

$30.90

(8)

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 White | Size: 10 | Leather

Feeling Chic Thong Square Toe Heels in Wine

$26.90

(5)

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 Wine | Size: 7 | Leather

So Much Personality Strappy Block Heels in Black

$28.90

(4)

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

Sweet Attraction Toe Ring Strappy Block Heels in Tan

$26.90

(3)

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 Tan | Size: 6.5 | Leather

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Minimal Mood Faux Suede Kitten Heels in Camel

$11.97 $28.90
59% off

(3)

Less is more, babe. These faux suede kitten heels keep it simple with slim straps and a sleek silhouette—aka the perfect pair for elevating jeans, dresses, and every OOTD in between. Fit & Features3" Kitten heel, Square toe, Thong strappy design, Soft faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Minimal Mood Faux Suede Kitten Heels in Camel | Size: 8.5

Bring The Glam Rhinestone Block Heels in Gold

$32.90

(2)

Bring all the glamour in these block heels that shimmer with rhinestone embellishments and metallic trim! Fit & Features2.5" Block 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

Sweet Point Kitten Bow Heels in Beige

$30.90

(2)

A little polished, a little playful—these patent heels bring major charm with a pointed toe, dainty bow detail, and ankle strap that ties it all together. Perfect for dinner dates or dressing up denim. Fit & FeaturesKitten heel, Closed pointed toe with bow and rhinestone charm accent, Adjustable ankle strap with buckle closure, Red and nude are patent faux leather material, Black is nubuck material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Point Kitten Bow Heels in Beige | Size: 10 | Leather/Nubuck/Rhinestone

Sweet Finish Satin Bow Heels in Black

$32.90

(2)

Flirty from every angle. These satin stiletto heels bring sleek sophistication with a playful twist—square toes, glossy finish, and statement back bows made to steal the spotlight (subtly, of course).Fit & Features3.5" Stiletto heel, Square toe, Sleek straps, Back bow, Closed ankle, adjustable strap with buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Finish Satin Bow Heels in Black | Size: 10 | Satin Fabric

Walking Pretty Toe Ring Heels in Camel

$28.90

(2)

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 Camel | Size: 7 | Leather

Strut In Style Rhinestone Block Heels in Silver

$34.90

(2)

These heels didn’t come to play. With sleek straps and rhinestone sparkle, this block heel is made for grand entrances, dancing, and outfits that deserve extra shine. Fit & FeaturesBlock heel, Square toe, Asymmetrical straps, Rhinestone embellishments, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strut In Style Rhinestone Block Heels in Silver | Size: 10 | Leather/Rhinestone

Comfortable Pointed Toe Heels

Let’s be real—finding a pair of pointed toe heels that don’t leave you limping home is basically the holy grail of shoe shopping. But you know what? Your search for comfortable pointy heels is about to get a serious upgrade. Imagine slipping into a pair that feels as good as they look, ready to take you from boardroom boss moves to late-night dance floors without a single “ouch.” These aren’t your average heels—they’re made for the girl who refuses to compromise on style or comfort, who wants to turn heads and keep the good times rolling all night long. Whether you’re heading to a big presentation, brunch with your ride-or-die crew, or a date you’ve been hyping up in your group chat, comfortable pointed toe heels are your secret weapon. They’re perfect for anyone who lives for those spontaneous plans—think last-minute invites, impromptu photo ops, and the kind of adventures you’ll be laughing about for weeks. The magic is in the details: plush insoles, flexible soles, and just the right amount of support to keep you strutting with confidence, no matter how many blocks you have to conquer.

These heels aren’t just for you, either—think of them as the ultimate gift for your bestie who’s always on the go, your sister who’s leveling up her work wardrobe, or even your mom who deserves to feel as fabulous as she looks. Gifting a pair of comfortable pointy heels is like handing someone a ticket to their next main character moment. It’s about giving the gift of confidence, of knowing she can own every room she walks into, all while feeling totally at ease. And if you’re the one treating yourself (as you should), you’ll love how these shoes blend seamlessly into every part of your life. Pair them with tailored trousers for your 9-to-5 grind, a flirty dress for dinner downtown, or even your go-to jeans and a graphic tee for that perfectly undone vibe. The pointed toe is classic and chic, elongating your silhouette and adding instant polish to any outfit, while the comfort features make them a must-have for marathon days and unforgettable nights.

When you’re picking your next pair, pay attention to those little things that make a big difference—like cushioned footbeds, adjustable straps, and materials that move with you. Look for options with a bit of give in the toe box and a heel height that matches your energy, whether you’re all about a subtle lift or you want to go full glam. The best part? You don’t have to sacrifice your feet just to look fierce. There’s a whole world of styles out there that prove you can be both unstoppable and comfortable. If you’re ready to find your new favorite heels, check out our curated collection of Comfortable Heels and get ready to strut like you mean it. No more kicking off your shoes under the table or stashing flats in your bag—these are the heels you’ll actually want to keep on, from your morning coffee run to that “just one more” round at your favorite rooftop bar.

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