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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Chic Staple Ribbed Knit Skater Dress in Black

$36.90

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

Soiree Ready Strapless Crepe Skater Mini Dress in Black

$39.90

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

Classic Style Long Sleeve Short Lace Dress in Black

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Classic Style Long Sleeve Short Lace Dress in Black

$19.97 $29.90 33% off

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

Date Night Vibes Mesh And Satin Short Dress in Black

$44.90

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

Windsor Leah Glitter Mesh Corset Skater Dress in Black

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Windsor Leah Glitter Mesh Corset Skater Dress in Black

$29.97 $54.90 45% off

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

Ella Strapless Pleated Velvet Skater Dress in Black

$56.90

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

Lori Formal Sequin Lace-Up Long Dress in Black

$109.90

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

Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Black-2

$36.90

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

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Mayra Formal Satin Slit Long Dress in Navy Blue-2

$59.90

(182)

Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Navy Blue-2 | Size: M | Satin Fabric

Sasha Formal High Slit Wrap Dress in Black

$39.90

(174)

Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: M | Rhinestone

Windsor Rowena Sequin Mermaid Dress in Navy Blue

$109.90

(168)

Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black

$59.90

(130)

Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black | Size: S | Rhinestone/Velvet Fabric

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Addison Glitter Mesh Formal Dress in Black

$29.97 $69.90
57% off

(116)

Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Bethanie Formal Sequin V-Neck Mermaid Dress in Pink-2

$109.90

(93)

Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Formal dances, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Pink-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Amirah Formal Glitter Cowl Neck Column Dress in Green

$59.90

(73)

Look your best for a fancy night in the stunning Amirah formal glitter dress! Fashioned with an eye-catching cross back, this dress will make you feel like the star of the evening with a high slit and floor-length column silhouette. Fit & FeaturesGlitter knit fabric, moderate stretch, Sleeveless cowl neckline, Spaghetti straps, cross back, Side pleated seam, slim silhouette, high front slit, Floor-length column silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Prom, black-tie weddings, galas, and upscale birthday events. Free Shipping on All Orders Over $75. | Windsor Amirah Formal Glitter Cowl Neck Column Dress in Green | Size: XS | Knit Fabric

Rose Formal Mesh Corset Column Dress in Brown

$54.90

(72)

The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure! Fit & FeaturesMesh fabric, partial stretchy knit lining, Sleeveless sweetheart neckline, cowl pleating, Adjustable spaghetti straps, crisscross open back, Padded bust, sheer corset bodice, flexible boning, Side ruched seams, fitted column silhouette, High-side slit, floor-length hem, Style runs small, Where to Wear:Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights. Free Shipping on All Orders Over $75. | Windsor Rose Formal Mesh Corset Column Dress in Brown | Size: XS | Knit Fabric/Mesh Fabric

Windsor Jamie Lace-Up Satin Formal Column Dress in Brown

$89.90

(72)

Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Brown | Size: S | Knit Fabric/Satin Fabric

Shayla Strapless Corset Lace Formal Dress in Red

$159.90

(70)

Designed to be eyed up and down, the Shayla long formal dress brings the sultry heat to any black-tie occasion! A curved neckline and sheer mesh lace corset bodice create a sophisticated silhouette, while the lace-up back provides a personalized fit. Fit & FeaturesSheer mesh, smooth knit fabric, Lace corset bodice, flexible boning, padded bra cups, Lace-up, back zipper with hook-eye closure, Floor-length fitted silhouette, high front wrap slit, Runs true to size, Where to Wear:Formal dances, black-tie galas, red-carpet occasions, and big birthday events, weddings, bridal showers, engagement parties, rehearsal dinners. Free Shipping on All Orders Over $75. | Windsor Shayla Strapless Corset Lace Formal Dress in Red | Size: S | Knit Fabric/Sheer Mesh Fabric

Fit And Flare Black Dresses

There’s a reason the classic black fit and flare dress has a permanent spot in every style icon’s closet—and yours is no exception. The magic is in the silhouette: fitted at the waist, flared at the skirt, and always ready for a twirl (or a power walk into your next event). This is the dress you reach for when you want to feel equal parts polished and playful. It’s the little black dress, reimagined with movement and attitude, perfect for January’s calendar of winter weddings, dinner parties, or that “just because” night out when you need a boost. The beauty of a black dress flared at the hem is its versatility; layer it with a cropped leather jacket and boots for a downtown edge, or keep it classic with sheer tights and pointed pumps. When the cold hits, throw on an oversized coat and let the skirt peek out for that effortless, street-style moment. The fit and flare shape flatters every body type, cinching where you want it and giving you room to breathe (and maybe indulge in dessert). It’s the antidote to outfit indecision—when you’re staring at your closet, about to spiral, a black fit & flare dress is always the right answer.

Gifting a black flared dress is like giving someone their new favorite memory-maker. It’s the perfect present for the friend who loves to dress up but hates feeling restricted, the sister who’s always on the hunt for something new to wear to brunch, or the cousin who just landed her first big job and needs a confidence boost for her office wardrobe. These dresses are made for milestone moments—think birthdays, graduations, or that first date you want to remember for all the right reasons. But don’t underestimate their everyday potential; a black dress Windsor style is just as at home in a coffee shop as it is on a dance floor. The fabric and cut matter, too—look for details like subtle pleats, textured knits, or a touch of stretch to keep things comfortable without sacrificing shape. And if you’re feeling extra, or your calendar suddenly fills up with RSVPs, consider exploring a little sparkle with our Fit and Flare Sequin Dresses for that statement-making upgrade.

When you invest in black flared dresses, you’re not just buying a piece of clothing—you’re unlocking a whole new level of wardrobe freedom. These dresses are the unsung heroes of last-minute plans and “what do I wear?” emergencies. They transition seamlessly from day to night with a quick swap of accessories, making them a must for anyone who values both style and sanity. Whether you’re styling yours with a chunky knit and sneakers for a casual vibe or going full glam with chandelier earrings and a bold lip, a black fit and flare dress adapts to your mood and your moment. And let’s be real—there’s something about slipping into a dress that fits just right, flares just so, and feels like it was made for you. That’s the energy we’re channeling all season long: confident, comfortable, and ready for whatever comes next.

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Fit And Flare Black Dresses

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Fit And Flare Black Dresses

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