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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$39.90

5 star rating

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

$54.90

3 star rating

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

$56.90

5 star rating

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

$54.90

4.125 star rating

A black glitter skater dress with chiffon sleeves and a sweetheart neckline for dazzling occasions.

$42.90

5 star rating

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

$44.90

3.5 star rating

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

$36.90

4.333334 star rating

A black satin and mesh mini dress with sheer fitted sleeves and a flattering A-line silhouette.

$36.90

4.597403 star rating

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

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$14.97 $59.90 75% off

4 star rating

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

$36.90

5 star rating

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

$59.90

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

$32.90

4.731959 star rating

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

$109.90

4.727273 star rating

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

$36.90

4.571429 star rating

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

$39.90

4 star rating

A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.

$62.90

4.25 star rating

A chic black satin knit dress with a ruched bodice, adjustable straps, and a front slit.

$119.90

5 star rating

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

$44.90

3 star rating

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

$79.90

5 star rating

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

$36.90

3 star rating

A black nylon mini dress featuring a fitted A-line silhouette, square neckline, and hidden shorts.

$29.90

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

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Senorita Mesh Strappy Mini Dress in Pink
(86) 4.5930233 star rating

Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Lucy Taffeta Bow Mini Party Dress in White
(70) 4.457143 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:Homecoming, weddings, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees, rehearsal dinners, engagement photoshoots and parties Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XS

Windsor Cute Attitude Ponte Slit Mini Skort in Black
(67) 4.6865673 star rating

Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: L | Knit Fabric

Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White
(64) 4.296875 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

Lena Strapless Bodycon Beaded Mesh Mini Dress in White
(56) 4.803571 star rating

Express your devotion to romance in the Lena mesh mini dress perfect for modern brides, birthday girls, or graduates! The strapless cowl neckline adds a touch of elegance, while the bodycon fit accentuates your figure. Fit & FeaturesBeaded mesh fabric, stretchy knit lining, Strapless cowl neckline, Back zipper and hook-eye closure, Bodycon fit, mini-length hem, Runs true to size, Where to Wear:Prom, date nights, bachelorettes, girl's night out, birthdays Free Shipping on All Orders Over $75. | Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in White | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric

Get Down With Basic Slit Mini Skirt in Black
(53) 4.1509433 star rating

A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: M | Knit Fabric

Catalina Rhinestone And Pearl Formal Mini Dress in White
(40) 4.575 star rating

Bling on the sultry glamour with the sparkling details of the stunning Catalina formal mini dress with a bodycon silhouette that will flaunt your gorgeous figure! Fit & FeaturesSheer mesh fabric, full-length knit lining, plenty of stretch, Mini iridescent rhinestones, faux pearl embellishments, Sleeveless cowl neckline, Adjustable spaghetti straps, Mini-length hem, bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, girl's night out, date nights Free Shipping on All Orders Over $75. | Windsor Catalina Rhinestone And Pearl Formal Mini Dress in White | Size: M | Knit Fabric/Rhinestone/Mesh Fabric

Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Pink
(40) 4.525 star rating

Show off a flawless allure in this figure-flaunting mini dress! Designed with a sleek knit fabric with a fab sheen, this mini-length dress offers plenty of stretch so you can dance all night. The sleeveless bodice is shaped with a pleated cowl neckline for a chic draped effect and spaghetti straps. The pleating across the bodycon silhouette will accentuate your stunning curves. Style with metallic heels for a club night out.Fit & FeaturesStretchy sleek knit fabric, Sleeveless pleated cowl neckline, Spaghetti straps, Pleating, Bodycon fit, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Pink | Size: L | Knit Fabric

Stunning Sophistication Rhinestone Mini Dress in Wine
(38) 4.2894735 star rating

Keep it sophisticated with a satin mini dress that radiates luxe. The dress features a sleeveless square neckline, detachable rhinestone embellished spaghetti straps, ruched side and back seams, and a form-hugging silhouette and mini-length hem. Complete look with rhinestone heels and a satin clutch. Fit & FeaturesSleeveless square neckline, Detachable rhinestone spaghetti straps, Ruched side and back seams, Form-hugging silhouette, Mini-length hem, Lined sleek satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Stunning Sophistication Rhinestone Mini Dress in Wine | Size: M | Rhinestone/Satin Fabric

Make It Known Satin Strapless Pleat Mini Dress in Pink
(26) 4.730769 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 Pink | Size: L | Rhinestone/Satin Fabric

Fit And Flare Black Dresses

When it comes to the ultimate wardrobe staple, nothing does it quite like a black fit and flare dress. This iconic silhouette is the definition of flirty confidence, cinching at the waist and twirling out into a skirt that’s made to move with you—whether you’re tearing up the dance floor at your bestie’s birthday bash or making a killer first impression at that can’t-miss dinner. The fit and flare black mini dress is the secret weapon every Windsor girl needs in her closet, ready to serve up drama, elegance, and a little bit of mischief all at once. The magic is in the details: the fitted bodice that hugs your curves just right, the flared skirt that brings the fun, and the timeless color that goes with literally everything. If you’re looking for something that can go from “OMG, I’m running late!” to “I totally planned this look,” you’re in the right place. A black flare dress isn’t just a piece of clothing—it’s a mood, an energy, and a major confidence booster.

Gift alert: a fit and flare black dress is basically a love letter in fabric form. It’s the kind of present that makes your BFF’s jaw drop, your sister’s eyes light up, or your date’s heart skip a beat. It’s perfect for anyone who loves to feel a little extra, whether they’re celebrating a milestone, stepping into a new chapter, or just want to look and feel fabulous for absolutely no reason at all. And let’s be real—there’s no such thing as too many black dresses, especially when they’re this versatile. Dress it down with sneakers and a denim jacket for a coffee run, or turn up the glam with strappy heels and sparkly accessories for a night out. The black dress flare silhouette flatters every body type, so you can trust that whoever slips into one will feel like the main character. It’s the go-to for spontaneous plans, last-minute invites, and those moments when you want to walk into the room and own it—no questions asked.

Whether you’re shopping for yourself or hunting for the ultimate gift, the fit and flare black dress is a must-have for every occasion. It’s the dress you reach for when you want to feel unstoppable, the one that never lets you down, and the piece that proves you can have it all: style, comfort, and that little extra spark. If you’re vibing with this silhouette and want to add a fresh twist to your collection, don’t miss our Fit And Flare Halter Dresses for even more inspo. No matter where you’re headed—date night, brunch, or just living your best life—a black fit and flare dress is your ticket to unforgettable moments and endless compliments. So go ahead, twirl a little, take that mirror selfie, and let your outfit do the talking. You’re that girl, and the world is your runway.

Top Picks For Fit And Flare Black Dresses