Fit And Flare Black Dresses

Fit and flare black dresses are the ultimate main character energy—effortlessly flirty, endlessly flattering, and always ready to steal the spotlight. Whether you’re twirling on the dance floor or making an entrance at brunch, these dresses have your back (and your best angles). Ready to be that girl? Slip into one of these stunners and let the compliments roll in—because every Windsor girl knows a fit and flare black dress is never just a dress, it’s a whole mood.

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$42.90

A black skater dress with a sweetheart neckline and flattering low-cut back in woven fabric.

$36.90

4.742857 star rating

A chic black ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.

Sale

$46 $64.90 29% off

3.444444 star rating

A black taffeta skater dress with a low back bow and elegant square neckline.

$54.90

4 star rating

A black glitter skater dress with chiffon sleeves and a fit-and-flare silhouette for parties.

Best Seller

$42.90

5 star rating

A strapless black lace skater dress featuring a ruffled mini hem and stretch knit lining.

$69.90

4 star rating

A black velvet skater dress with a flocked floral pattern, sweetheart neckline, and spaghetti tie straps.

$44.90

3.5 star rating

A chic black short dress with sheer mesh sleeves and a sleek satin A-line silhouette.

$54.90

3 star rating

A black glitter mesh skater dress with a corset bodice and lace-up back for a custom fit.

$32.90

3.5 star rating

A slinky black knit mini dress with a square neckline and flirty A-line silhouette.

$56.90

5 star rating

A black velvet skater dress with a strapless neckline and pleated mini-length hem for formal occasions.

Sale

$9.97 $59.90 83% off

5 star rating

A black satin skater dress with a bustier bodice, sweetheart neckline, and adjustable straps.

$52.90

5 star rating

A chic black skater dress featuring a sheer lace corset bodice and lined mesh skirt.

$33.90

4 star rating

A playful black skater dress featuring a lace-up back and adjustable spaghetti straps.

$46.90

A chic black chiffon skater dress featuring a lace halter neckline and mesh corset bodice.

Sale

$19.97 $38.90 49% off

A chic black mini dress with sheer flare sleeves and a daring low back design.

Sale

$19.97 $59.90 67% off

A chic black taffeta skater dress with a strapless sweetheart neckline and drop waist seam.

$49.90

A flirty black chiffon skater dress featuring a lace V-neckline and ruffled mini-length skirt.

$32.90

4.828948 star rating

A chic black strapless mini dress with pleated bust and flowy A-line silhouette in stretchy knit.

Best Seller

$36.90

4.588235 star rating

An elegant black off-the-shoulder midi dress with a stretchy knit fabric and flared hem.

$109.90

4.727273 star rating

A stunning black sequin dress with a lace-up back, sweetheart neckline, and high front slit.

$139.90

4.777778 star rating

An elegant black A-line tulle dress with rhinestones, embroidery, and adjustable spaghetti straps.

Sale

$19.97 $42.90 53% off

4.8 star rating

A black rhinestone mesh mini dress with a plunge V-neckline and partially open back.

$62.90

4.25 star rating

A chic black satin knit formal dress featuring a ruched bodice and sultry front slit.

$64.90

4.5 star rating

An elegant black velvet skater dress with an off-the-shoulder neckline and pleated silhouette.

$46.90

5 star rating

A strapless black satin midi dress featuring figure-flattering pleating and a high side slit.

$119.90

5 star rating

A stunning black strapless corset gown with glitter fabric and a high front wrap slit.

$36.90

5 star rating

A black glitter knit mini dress with an off-the-shoulder neckline and flirty A-line silhouette.

Sale

$24.97 $54.90 55% off

5 star rating

A black lace mini dress with a mesh corset bodice and skater silhouette for charming occasions.

$44.90

4.5 star rating

A black floral skater dress featuring a corset bodice and bubble hem for a flattering silhouette.

$79.90

5 star rating

A black glitter formal dress with a strapless neckline and high wrap slit for elegant occasions.

$69.90

A black velvet formal dress with a corset bodice, adjustable straps, and a high front slit.

$29.90

A black sheer lace dress featuring a sweetheart neckline and partially open back with tie straps.

$49.90

A black rib knit mini dress with a halter neckline and playful skater silhouette.

$35.90

A strapless black floral midi dress with a sweetheart neckline and trendy flare hem.

$59.90

A black sequin skater dress with an open back and tie-back bow, perfect for parties.

$36.90

A black halter skater mini dress with stretchy rib knit fabric and a flattering silhouette.

$39.90

A strapless black crepe mini dress featuring a flattering skater silhouette and playful foldover neckline.

$44.90

A black mesh-lined skater dress featuring a halter neckline, hoop insert, cutout bodice, and ruffled hem.

$59.90

A black eyelet woven skater dress featuring a strapless smocked bodice and tiered ruffled mini skirt.

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Windsor Wrapped In Stylish Satin Mini Dress in Denim
(152) 4.6578946 star rating

Get all wrapped up in this stylish sleek satin mini dress. Dance the night away at that upcoming wedding or celebrate a girl's night in this statement dress that will have all eyes on you. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The mini-length dress is composed of a satin-like fabric that offers a moderate stretch. Complete your look with rhinestone earrings and strappy heels. Fit & FeaturesSleeveless square neckline, spaghetti straps, Strapless bra recommended, Ruched wrap-front detail , Mini-length bodycon silhouette , Satin-like fabric, sheen finish, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped In Stylish Satin Mini Dress in Denim | Size: XS | Rhinestone/Satin Fabric

Windsor So Your Vibe Strapless A-line Mini Dress in Lavender
(78) 4.8076925 star rating

This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules. Fit & FeaturesStretchy knit fabric with knit lining, Strapless straight neckline, no-slip strip, Pleated bust, A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Your Vibe Strapless A-line Mini Dress in Lavender | Size: XS | Knit Fabric

Lucy Taffeta Bow Mini Party Dress in White
(67) 4.432836 star rating

The Lucy mini party dress is sleek and simple from the front and stunning from the back. Turn heads as you stun from the back with a flirty big bow tie with a dramatic train that glides against the floor! Fit & FeaturesTaffeta structured woven-lined fabric, slight stretch, Strapless, square neckline, non-slip grip, Hidden side zipper, hook and eye closure, Front and back pleating and ruching, Form-hugging, mini-length hem, Detachable back bow with train, Runs true to size, Where to Wear:Prom, wedding receptions, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XL

Windsor Kathy Iridescent Sequin Mini Dress in White
(64) 4.609375 star rating

Shine on in a sequin dress that brings the glitz and glam. Kathy features a plunging sleeveless V-neckline, iridescent sequins embroidered throughout, adjustable spaghetti straps for a customized fit, and a mini-length hem with a bodycon silhouette that will hug your curves. The sheer velvet fabric includes a full knit lining and offers a moderate stretch. Complete your A-list-worthy look with clear heels and rhinestone hoops. Fit & FeaturesSleeveless V-neckline, adjustable spaghetti straps, Back zipper, hook and eye closure, Mini-length hem, bodycon silhouette, Iridescent sequin embroidery, Sheer velvet fabric, full knit lining, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kathy Iridescent Sequin Mini Dress in White | Size: S | Knit Fabric/Rhinestone/Velvet Fabric

Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White
(40) 4.3 star rating

This satin mini dress will be your favorite for celebrations, events, and date nights! Sleek and smooth satin shapes this off-the-shoulder dress, which features a flattering A-line silhouette perfect for styling with heels. Fit & FeaturesSmooth and sleek satin fabric, stretchy knit lining, Off-the-shoulder neckline, Short sleeve cuffs, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White | Size: L | Knit Fabric/Satin Fabric

Marcy Glitter Bow Mini Party Dress in Blush
(22) 4.7272725 star rating

Dazzle from every angle in the sleek and stunning Marcy glitter mini party dress! Turn heads at weddings, school dances, and formal cocktail parties. She features a strapless, square neckline with non-slip grip lining, a hidden side zipper closure, and front and back pleat and ruching that creates the illusion of an hourglass figure. She stuns from the back with her flirty big bow tie with a dramatic train that glides against the floor. The formal dress is composed of a glitter woven fabric with a sewn-in knit lining and minimal stretch. Complete your dressy look in metallic heels and jewelry! Fit & FeaturesStrapless square neckline, non-slip grip lining, Strapless or sticky bra recommended, Hidden side zipper, hook and eye closure, Front and back pleat/ruching, bodycon fit, mini-length hem, Detachable back bow with train, Glitter woven fabric, sewn-in knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marcy Glitter Bow Mini Party Dress in Blush | Size: L | Knit Fabric/Woven Fabric

Make It Known Satin Strapless Pleat Mini Dress in White
(22) 4.681818 star rating

Make yourself known in this satin mini dress as you step into the club or party! The short dress is designed with a strapless neckline with non-slip grip lining, a pleated bust and side seam, a flattering bodycon silhouette, and a mini-length hem. Style the satin dress with rhinestone heels for a charming sparkle! Fit & FeaturesStrapless neckline, non-slip grip lining, Pleated bust and side seam, Bodycon silhouette, Mini-length hem, Silky satin fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Known Satin Strapless Pleat Mini Dress in White | Size: L | Rhinestone/Satin Fabric

Glam Princess Lace-Up Sequin Mini Dress in Pink
(20) 4.7 star rating

Radiate major glam princess energy when you show up in this gorgeous sequin mini dress! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a lace-up strappy design for a customized fit, a mini-length hem, and a form-hugging silhouette. The lined mesh fabric features iridescent sequin embroidery in an intricate scroll pattern that will catch the light beautifully. Complete your regal look with a matching rhinestone jewelry set. Fit & FeaturesSleeveless square neckline, spaghetti straps, Open back, lace-up strappy design, tie closure, Lower back zipper, hook and eye closure, Mini-length hem, form-hugging fit, Iridescent sequin embroidery, scroll pattern, Sheer mesh fabric, full knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Princess Lace-Up Sequin Mini Dress in Pink | Size: L | Knit Fabric/Rhinestone/Mesh Fabric

Windsor Perfect Glow Strapless Pleat A-Line Satin Mini Dress in Gold
(20) 4.85 star rating

You'll have that perfect glow in this satin mini dress at the party! This stunning mini-length dress features a strapless neckline for a classic style, and a side pleated seam adds a touch of sophistication and creates a flattering A-line silhouette. Complete the look with stiletto heels. Fit & FeaturesSatin fabric lined with stretchy knit, Strapless neckline, Side pleated seam, Back zipper closure with hook-eye closure, A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfect Glow Strapless Pleat A-Line Satin Mini Dress in Gold | Size: S | Satin Fabric

Ethereal Beauty Iridescent Sequin Mini Dress in Blush
Sale
(17) 4.529412 star rating

Let your beauty bloom in this stunning sequin mini dress. It features a sleeveless V-neckline, spaghetti straps that lead to an open back with a lace-up design for a customized fit, and a short, form-hugging silhouette. The lined mesh fabric features all-over iridescent sequin embroidery in an intricate design. Complete the look with rhinestone heels. Fit & FeaturesSleeveless V-neckline, Spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted silhouette, Iridescent sequin embroidery, Sheer mesh fabric, full knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ethereal Beauty Iridescent Sequin Mini Dress in Blush | Size: L | Knit Fabric/Rhinestone/Mesh Fabric

Fit And Flare Black Dresses

When it comes to creating those main character moments, nothing comes close to the iconic fit and flare black dress. It’s the ultimate fashion BFF—always there to hype you up, whether you’re headed to a fancy dinner, crashing a rooftop party, or just making your everyday feel a little extra. The magic is in the silhouette: cinched at the waist, then flaring out in a way that just begs for a twirl (and maybe a slow-mo boomerang for the ‘gram). Black dresses with a fit and flare vibe are like the secret weapon in your closet—effortlessly flattering, endlessly versatile, and ready to adapt to your mood. Throw on some bold jewelry and strappy heels for a night out, or keep it chill with sneakers and a cropped jacket for a daytime adventure. Either way, you’re serving looks and collecting compliments like it’s your side hustle.

Choosing your perfect black dress fit and flare style is all about playing up your personality and owning your confidence. Think about the vibe you want: classic and timeless, or a little edgy with cutouts and mesh? Maybe you’re the girl who loves a dramatic flare, or you’re all about subtle, swishy movement that catches the light just right. The beauty of a black dress flare is that it’s a blank canvas for your wildest styling dreams. Layer it with a statement belt, add a pop of color with your clutch, or go full-on glam with a red lip and a killer cat-eye. These dresses are more than just a go-to for your own closet—they make the ultimate gift for your bestie, your sister, or anyone who deserves a confidence boost wrapped in a little black magic. There’s just something about slipping into a fit and flare black dress that makes you feel ready to take on anything, from spontaneous date nights to last-minute invites that call for a little drama (the good kind, obviously).

And let’s be real: there’s no wrong time to rock a black dress fit and flare. Whether you’re making memories at a family celebration, dancing the night away with your ride-or-die crew, or even leveling up your everyday style for a casual coffee run, these dresses are built for every adventure. The fit and flare shape keeps things playful and comfortable, letting you move, groove, and live your best life without a care. If you’re craving even more ways to switch up your look, check out our curated collection of Fit And Flare Halter Dresses for a fresh twist that’s just as flirty and fun. No matter how you style it, a black dress flare is your ticket to feeling unstoppable, unforgettable, and 100% that girl.

Top Picks For Fit And Flare Black Dresses