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.

Best Seller

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.

Classy Luxe Rhinestone Strappy Stiletto Mules Shoes in Gold

$32.90

A glamorous gold mule with rhinestone straps and a 3.5" stiletto heel for elegant occasions.

Sale

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.

Bedazzled Allure Rhinestone Stiletto Booties in Silver

$52.90

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

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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Smooth And Sleek Block Heels in Black

$26.90

(74)

Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit. Fit & FeaturesZippered closed back , Ankle strap strap, Open almond toe , Single strap over the toe, Low block heel , Faux leather and nubuck material , Luxe fit cushioned insole, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Smooth And Sleek Block Heels in Black | Size: 9 | Leather/Nubuck

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

Endless Glam Rhinestone Bow Block Heels in Silver

$36.90

(7)

Every step will look so glam in these rhinestone block heels featuring a statement bow and a luxe fit insole for comfort. Pair with a clutch. Fit & Features3" Block heel, Almond toe, Adjustable ankle strap, buckle closure, Luxe fit breathable cushioned insole, Rhinestones, Bow accent, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Endless Glam Rhinestone Bow Block Heels in Silver | Size: 7

Feeling Chic Thong Square Toe Heels in Wine

$26.90

(4)

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

Starlight Steps Strappy Block Heels in Gold

$34.90

(4)

Shine with every step—these strappy block heels bring the glam with glittery straps and a sturdy heel that’s perfect for dancing all night. Chic, comfy, and totally party-approved. Fit & FeaturesBlock heel, Almond toe, Rhinestone-embellished straps, Closed ankle, back zipper closure, Luxe fit cushioned insole, Glitter material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Starlight Steps Strappy Block Heels in Gold | Size: 6.5 | Rhinestone

Windsor Chic And Polished Pearl Satin Block Heels in White

$35.90

(4)

The kind of heels that take you from “just cute” to “can’t look away” in one step. With faux pearl embellished straps and a sleek block heel, they’re a dream for bridal celebrations and birthday soirees! Fit & Features3" Block heel, Square toe, Faux pearl embellished straps, Adjustable ankle strap with buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic And Polished Pearl Satin Block Heels in White | Size: 8

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: 5.5 | Leather

Ultra Luxe Rhinestone Short Block Heels in Pearl

$32.90

(3)

Ultra-luxe rhinestones embellish the asymmetrical toe straps on these chic short block heels perfect for brides, birthday babes, or dressy events! Pair with a clutch. Fit & Features2" short block heel, Square toe, Rhinestone embellished asymmetrical toe straps, Closed ankle with adjustable strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ultra Luxe Rhinestone Short Block Heels in Pearl | Size: 8 | Leather/Rhinestone

Chic Crush Strappy Block Heels in Wine

$36.90

(3)

Bold, sleek, and made to steal the spotlight—these strappy heels bring the drama with a deep red shine and chic block heel. Perfect for everything from cocktail nights to holiday parties. Fit & FeaturesBlock heel, Square toe, Asymmetrical strappy design, Luxe fit cushioned insole, Adjustable ankle strap with buckle closure, Patent faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Crush Strappy Block Heels in Wine | Size: 8 | Leather

Flirty And Fancy Mesh Bow Kitten Heels in Black

$38.90

(3)

Flirty meets fancy in the sweetest way. These mesh bow kitten heels give you a square toe for a modern look and a low heel that makes them perfect for day or night styling! Fit & Features3" Kitten heel, Square toe, Sheer mesh toe bow strap, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty And Fancy Mesh Bow Kitten Heels in Black | Size: 9 | Sheer Mesh Fabric

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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