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.
$42.90
A black skater dress with a sweetheart neckline and flattering low-cut back in woven fabric.
$36.90
A chic black ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$46 $64.90 29% off
A black taffeta skater dress with a low back bow and elegant square neckline.
$54.90
A black glitter skater dress with chiffon sleeves and a fit-and-flare silhouette for parties.
$42.90
A strapless black lace skater dress featuring a ruffled mini hem and stretch knit lining.
$69.90
A black velvet skater dress with a flocked floral pattern, sweetheart neckline, and spaghetti tie straps.
$44.90
A chic black short dress with sheer mesh sleeves and a sleek satin A-line silhouette.
$54.90
A black glitter mesh skater dress with a corset bodice and lace-up back for a custom fit.
$32.90
A slinky black knit mini dress with a square neckline and flirty A-line silhouette.
$56.90
A black velvet skater dress with a strapless neckline and pleated mini-length hem for formal occasions.
$9.97 $59.90 83% off
A black satin skater dress with a bustier bodice, sweetheart neckline, and adjustable straps.
$52.90
A chic black skater dress featuring a sheer lace corset bodice and lined mesh skirt.
$33.90
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.
$19.97 $38.90 49% off
A chic black mini dress with sheer flare sleeves and a daring low back design.
$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
A chic black strapless mini dress with pleated bust and flowy A-line silhouette in stretchy knit.
$36.90
An elegant black off-the-shoulder midi dress with a stretchy knit fabric and flared hem.
$109.90
A stunning black sequin dress with a lace-up back, sweetheart neckline, and high front slit.
$139.90
An elegant black A-line tulle dress with rhinestones, embroidery, and adjustable spaghetti straps.
$19.97 $42.90 53% off
A black rhinestone mesh mini dress with a plunge V-neckline and partially open back.
$62.90
A chic black satin knit formal dress featuring a ruched bodice and sultry front slit.
$64.90
An elegant black velvet skater dress with an off-the-shoulder neckline and pleated silhouette.
$46.90
A strapless black satin midi dress featuring figure-flattering pleating and a high side slit.
$119.90
A stunning black strapless corset gown with glitter fabric and a high front wrap slit.
$36.90
A black glitter knit mini dress with an off-the-shoulder neckline and flirty A-line silhouette.
$24.97 $54.90 55% off
A black lace mini dress with a mesh corset bodice and skater silhouette for charming occasions.
$44.90
A black floral skater dress featuring a corset bodice and bubble hem for a flattering silhouette.
$79.90
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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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.