$20 & Under Sale
Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.
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Unveil the Magic of Windsor's $20 and Under Sale – Hot Deals on Must-Have Dresses & Clothing!
Looking to elevate your wardrobe affordably? Search no further than Windsor's spectacular $20 and under sale, where chic meets affordability! This fashion sale is the perfect opportunity to update your wardrobe with stylish pieces that won't break the bank. Discover a curated selection of $20 sale clothing that includes affordable dresses for any occasion, from weddings and cocktail hours to summer parties.
Featured $20 and Under Deals:
Elegant Dresses: Find the perfect dress for formals, birthdays, or date nights without overspending. Our collection features stunning styles that make a statement.
Summer Party Dresses: Stay cool and fashionable with our range of dresses designed for summer parties and casual gatherings. Light, breezy, and effortlessly chic!
Versatile Wardrobe Staples: Whether you're dressing up or down, our affordable tops and bottoms offer versatility and style for any event.
Why You'll Love Our $20 Deals
- Capture unbeatable prices on current trends featuring high-quality, fashionable pieces at prices you’ll adore.
- Brag about getting something new with fresh updates and how you always have exciting pieces to discover that won't break the bank.
- Come back to get limited-time offers: These hot deals won’t last long – make sure you snag your favorites before they're gone!
At Windsor, we believe that everyone deserves to look and feel fabulous without overspending. Our $20 and under sale is designed to bring you the best in trendy fashions at incredible prices. From elegant wedding guest dresses to fun and flirty summer party outfits, you'll find everything you need to stay stylish this season. Capture more savings and shop the full collection of affordable women's apparel!
Don’t miss out on these unbeatable $20 deals. With new styles added regularly, there's always a fresh find waiting for you. Shop now and discover the joy of Windsor fashion sale – stylish, affordable, and simply irresistible.
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Kayla Satin Cowl A-Line Ball Gown
Special Occasion
A classic ball gown silhouette reveals a modern allure! The Kayla satin gown is a stunning option for making your grand entrance at formal dances and galas. She's designed in a sleeveless sweetheart neck with cowl draping, spaghetti straps that lace up on the back, a built-in padded bust, and flexible boning inserts along the bodice. Her flattering A-line silhouette features hidden side pockets to keep your hands warm, pleat detailing, and a floor-sweeping hem. The ball gown is composed of smooth satin fabric with multi-layers of tulle and woven lining for a voluminous effect. Style with a sparkly envelope clutch and heels to complete the look!
Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>
Fit & Features
- Sleeveless sweetheart neck, cowl draping
- Spaghetti straps, lace-up back, zipper, and hook-eye closure
- Built-in padded bust, flexible boning inserts on bodice
- Hidden side pockets, pleat detailing
- A-line silhouette, floor-length hem
- Satin fabric, multi-layers of tulle, and woven lining
- Runs true to size
Style Number/Barcode: 05004-0165
Category Name: $20 & Under Sale
Price: $89.97 $189.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Riley Ruched Velvet Formal Dress
Special Occasion
Showcase an elevated and chic style in the gorgeous Riley ruched velvet formal dress! She features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back design, a hip-hugging silhouette with ruching at the waist, and a floor-length hem with a sultry thigh-high front slit. The velvet fabric gives off a luxe vibe. Complete the look with strappy heels and an embellished evening bag.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps, cross-back design
- Hip-hugging silhouette, ruching at the waist
- Floor-length hem, high front slit
- Velvet fabric, lined bust, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7374
Category Name: $20 & Under Sale
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gabrielle Formal Sequin Long Dress
Special Occasion
You'll shine in head-to-toe sequins on the Gabrielle formal dress boasting a lace-up back that stuns and a mermaid silhouette with a sultry high slit perfect for showing off your heels!
This dazzling dress was made for the spotlight! Love the shimmer? Discover more sequin prom dresses or find a sophisticated look in our wedding guest dresses.
Fit & Features
- Sequin-embroidery, mesh fabric, stretchy knit lining
- Cowl neckline, adjustable spaghetti straps
- Lace-up back, zipper and hook-eye closure
- Form-hugging, mermaid silhouette
- Front slit, floor-length hem
- Runs true to size
Where to Wear:
Prom, big birthday events, glamorous parties, and special occasions.
Style Number/Barcode: 05002-2975
Category Name: $20 & Under Sale
Price: $49.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxurious Night Satin Midi Dress
Your night is looking flawless and luxe in this satin midi dress perfect for a cocktail party! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a lace-up strappy design for a customized fit, a midi-length hem with a sultry high-cut front slit, and a form-hugging silhouette. The silky satin-knit fabric offers a moderate stretch. Style this mid-length dress with rhinestone heels and a clutch!
Fit & Features
- Sleeveless square neckline, spaghetti straps
- Princess seams, angled high waist seam
- Open back, lace-up strappy design, tie closure
- Midi-length hem, high front slit
- Form-hugging silhouette
- Silky satin-knit fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1988
Category Name: $20 & Under Sale
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cross Your Mind X-Back Short Dress
You'll cross their mind once they catch you in this sleeveless short dress featuring a sweetheart neck, wide tank-style straps that cross in the back, a padded bust, and side ruched seams that accentuate your curves. Complete the look with a sparkly bracelet and clutch.
Fit & Features
- Sleeveless sweetheart neck
- Wide-tank style straps, criss-cross back
- Padded bust
- Side ruched seam, bodycon fit
- Short-length hem
- Lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-6006
Category Name: $20 & Under Sale
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Glam Girl Rhinestone Fishnet Top
Give off edgy glam girl energy in this sultry rhinestone fishnet top! It features a crew neckline, long fitted sleeves, a fitted, cropped hem, and all-over mini rhinestone embellishments for an alluring shine. The sheer fishnet fabric offers a moderate stretch. Style over a bralette with faux leather shorts for festival season!
Fit & Features
- Crew neckline
- Long fitted sleeves
- Fitted, cropped hem
- Mini rhinestone embellishments
- Sheer fishnet fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4648
Category Name: $20 & Under Sale
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Velvety Luxe Long Sleeve Bolero
Layer on this velvety luxe bolero over your semi-formal or party dress! It features long fitted sleeves, an open-front design, and a cropped hem on soft velvet fabric with minimal stretch. Complete the look with a sparkly bracelet.
Fit & Features
- Long fitted sleeves
- Open-front design
- Cropped hem
- Velvet fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06202-0369
Category Name: $20 & Under Sale
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Krista Strapless Tulle Ruffle Party Dress
Special Occasion
Embrace your bride-to-be era or grand debut as a graduate in the Krista party dress perfect for bachelorette weekends, bridal showers, or graduation celebrations! She features a strapless tulle ruffled neckline, and side ruched seams to accentuate your natural curves along her bodycon silhouette with a flirty short hem. The formal dress is composed of a lined mesh fabric with a moderate stretch. Complete the look with spiral block heels.
This dress brings the drama. Want more? Turn up the volume in a showstopping ruffle prom dress or make a statement in our sleek party dresses.
Fit & Features
- Strapless tulle ruffled neckline
- Back zipper and hook-eye closure
- Side ruched seams, bodycon silhouette
- Short-length hem
- Lined mesh fabric, moderate stretch
- Strapless bra or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-2189
Category Name: $20 & Under Sale
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kristy Satin Cowl Neck Party Dress
Special Occasion
Sleek and slinky satin shapes the chic Kristy party dress ready for rehearsal dinners, bachelorettes, and formal parties! She features a sleeveless cowl neckline, adjustable spaghetti straps, a side ruched drawstring so you can customize the style and a short bodycon silhouette. The formal dress is composed of silky satin fabric with a stretchy knit lining. Complete the look in statement block heels.
Fit & Features
- Sleeveless cowl neckline, adjustable spaghetti straps
- Side ruched drawstring
- Bodycon silhouette
- Short-length hem
- Silky satin, stretchy knit lining
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1469
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Let It Glow Glitter Rhinestone Skater Dress
You'll be glowing in this glitter skater dress to shine at graduation parties, rehearsal dinners, and birthdays! It features a sleeveless cowl neckline, spaghetti straps, a glam rhinestone back strap with a lower cutout, and a short fit and flare silhouette. Complete the look in rhinestone platform heels for extra shimmer!
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Rhinestone back strap, lower cutout
- Fit and flare, skater silhouette
- Short-length hem
- Lined glitter fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2279
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fallon Satin Corset Side Sash Formal Dress
Special Occasion
Entrance them all with your stunning beauty showcasing chic details in the Fallon satin formal dress! She features a sleeveless sweetheart neckline with a structured and padded bust, a pleated cowl neck overlay, adjustable spaghetti straps, and a sheer mesh corset bodice with flexible boning. Her ruched high waist flows out to a floor-length hem with a sultry high side slit, a floor-sweeping side sash for extra drama, and a form-hugging silhouette. The buttery smooth satin-knit fabric offers a moderate stretch. Complete your look with strappy stilettos.
With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.
Fit & Features
- Sleeveless sweetheart neckline, padded bust, supportive underwire
- Pleated cowl neck overlay
- Adjustable spaghetti straps, back zipper, hook and eye closure
- Sheer mesh corset bodice, flexible boning, ruched high waist
- Floor-length hem, high side slit, floor-length side sash, form-hugging fit
- Satin-knit fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-7092
Category Name: $20 & Under Sale
Price: $39.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Radiant Glitter Off-The-Shoulder Dress
Radiant shine in this glitter party dress - perfect for a girl's night or bachelorette weekend! It features a chic off-the-shoulder neckline, short-sleeve cuffs, a bodycon silhouette, and a side ruched seam that leads the asymmetrical mini-length hem. Complete the look in strappy block heels.
Fit & Features
- Off-the-shoulder neckline, short-sleeve cuffs
- Bodycon silhouette
- Side ruched seam
- Asymmetrical mini-length hem
- Glitter knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4962
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Marcy Glitter Bow Mini Party Dress
Special Occasion
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!
This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.
Fit & Features
- Strapless 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
Style Number/Barcode: 05001-1556
Category Name: $20 & Under Sale
Price: $39.97 $76.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sealed With Charm Short A-Line Dress
Seal your look with this charming A-line dress for a rehearsal dinner or sunset dinner date! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a padded bust, and a flattering short-length hem. Complete the look in chic block heels.
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Padded bust
- A-line silhouette
- Short-length hem
- Poplin fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-3152
Category Name: $20 & Under Sale
Price: $7.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lindsey Pearl Cold Shoulder Mermaid Formal Dress
Special Occasion
Romantic and ethereal, the Lindsey pearl-embellished gown stuns with an off-the-shoulder mesh sleeve detail and figure-skimming silhouette. The ruched mesh layers create a soft, elegant finish made for unforgettable evenings.
Fit & Features
- Faux pearl embellished
- Mesh fabric lined with stretchy knit
- Cold shoulder neckline, adjustable spaghetti straps, padded bra cups
- Fitted sheer long sleeves
- Back zipper and hook-eye closure
- Ruched mermaid silhouette, floor-length hem
- Runs true to size
Where to Wear:
Weddings, bridal celebrations, engagement photoshoots, rehearsal dinners, formal galas, charity and military balls, red-carpet soirees, milestone celebrations
Style Number/Barcode: 05002-000354
Category Name: $20 & Under Sale
Price: $69.90
Availability: Out of Stock
Product Badge:- Sale
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Kirsten Satin Cowl Neck High Slit Formal Dress
Special Occasion
Dare to impress with your stylish allure in the Kirsten satin formal dress! She features a sleeveless cowl neckline with a subtle sweetheart design and pleated detailing, tank shoulder straps, a high waist seam with ruching, a floor-length hem with an asymmetric high side slit, and a slim-fit silhouette. The silky satin-knit fabric offers a moderate stretch. Complete the look for weddings or parties with a sticky bra and sleek stilettos.
Fit & Features
- Sleeveless cowl neckline, sweetheart design, pleating
- Tank shoulder straps, high waist seam, ruching
- Floor-length hem, asymmetric high-side slit
- Slim-fit silhouette
- Satin-knit fabric, lined bust, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7141
Category Name: $20 & Under Sale
Price: $14.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Daria Strapless Wrap Slit Slim Satin Formal Dress
Special Occasion
Inspire glamour in the compliment-provoking Daria strapless satin formal dress at black tie galas and soirees! Crafted from luxurious satin fabric, this dress is perfect for any formal occasion. The strapless sweetheart neckline, flexible boning, and slim silhouette accentuate your curves while the high front wrap slit and long-length hem add a touch of sophistication. Complete the look with rhinestone earrings and stiletto heels.
Fit & Features
- Satin fabric, bust lining, minimal stretch
- Strapless sweetheart neckline
- Flexible boning
- Back zipper and hook-eye closure
- High front wrap slit
- Slim silhouette
- Runs true to size
Style Number/Barcode: 05002-7227
Category Name: $20 & Under Sale
Price: $29.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ellerie Low Back Ruffle Bubble Short Dress
Special Occasion
Oh so chic and just as sultry, the Ellerie short dress will have everyone fall head over heels! Designed with a low back, flattering bodycon silhouette, and an adorable ruffled bubble hem, this dress is charming from every angle.
Fit & Features
- Smooth woven fabric, sewn-in stretchy knit lining
- Boat neckline
- Low back, zipper and hook-eye closure
- Bodycon silhouette
- Ruffled bubble short-length hem
- Runs true to size
Where to Wear:
Prom, brides, weddings, garden parties, dressy date nights, cocktail soirees, graduations
Style Number/Barcode: 05001-2768
Category Name: $20 & Under Sale
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Breanne Strapless Ruffled Back Mermaid Dress
Special Occasion
Elegantly chic, the Breanne mermaid formal dress will have you radiating red-carpet energy. She features a strapless sweetheart neckline, a fitted bodice with flexible boning inserts and a high waist, a ruffled back accent that cascades down the length of the dress, a floor-sweeping hem, and a form-hugging mermaid silhouette. The formal maxi dress is composed of a crepe fabric and offers a moderate stretch. Style with a rhinestone jewelry set and stiletto heels for a black-tie affair.
Flawlessly chic and bold, this dress is a statement. If strapless styles are your go-to, explore our strapless prom dresses or embrace effortless fashion with our formal dresses.
Fit & Features
- Strapless sweetheart neckline
- Fitted bodice, flexible boning, high waist, back zipper, hook and eye closure
- Ruffled back accent, continues down the length of the dress
- Floor-sweeping hem, mermaid silhouette
- Crepe fabric, lined bust, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-7289
Category Name: $20 & Under Sale
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adera Formal Sweetheart Mermaid Dress
Special Occasion
Steal the show in the chic Adera formal dress as you raise a toast to the newlyweds, graduates, or award recipients at a banquet! She stuns in a sleeveless sweetheart neckline with a chic cowl draping, a padded bust, spaghetti straps, and a curve-hugging mermaid silhouette with a sultry high front slit and long hem. The formal dress is composed of a slinky knit-lined fabric with a moderate stretch. Complete the look with an embellished box clutch and heels.
Fit & Features
- Sleeveless sweetheart neckline, cowl draping
- Spaghetti straps, padded bust
- Curve-hugging, mermaid silhouette
- High front slit, long hem
- Lined slinky knit fabric, moderate stretch
- No bra required
- Runs true to size
Style Number/Barcode: 05002-000250
Category Name: $20 & Under Sale
Price: $59.90
Availability: Out of Stock
Product Badge:- Sale
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Krissy Formal Sequin Scroll Corset Midi Dress
Special Occasion
Captivating sequins lend endless sparkle while the scroll pattern elevates the Krissy formal midi dress sure to make a lasting impression! She features a sleeveless sweetheart neckline, a padded bust, adjustable spaghetti straps, a corset-style bodice with flexible boning to give you a snatched appearance, a flattering bodycon silhouette, a front slit, and a midi-length hem. The formal dress is designed with a shimmering sequin scroll pattern with a chic lace effect. Complete your look for a rehearsal dinner or banquet in strappy rhinestone heels.
This dazzling dress was made for the spotlight! Love the shimmer? Discover more sequin prom dresses or find a sophisticated look in our wedding guest dresses.
Fit & Features
- Sleeveless sweetheart neckline, padded bust
- Adjustable spaghetti straps, back zipper and hook-eye closure
- Corset-style bodice, flexible boning
- Bodycon silhouette, front slit, midi-length hem
- Sequin-scroll pattern, lace effect
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1668
Category Name: $20 & Under Sale
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shiann Sequin Lace-Up Mini Dress
Special Occasion
Dazzle from every angle in the Shiann sequin mini dress, designed with a curve-hugging silhouette and delicate lace-up back. The ornate beadwork catches the light beautifully, making it the perfect piece for unforgettable nights out.
Fit & Features
- Sequin-embellished lined fabric
- Scoop neckline, padded bra cups
- Spaghetti straps
- Lace-up back, zipper and hook-eye closure
- Bodycon mini-length silhouette
- Runs true to size
Where to Wear:
School dances, birthdays, milestone celebrations, bachelorettes, date nights
Style Number/Barcode: 05001-000281
Category Name: $20 & Under Sale
Price: $49.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Marylin Rhinestone Mesh Mini Dress
Special Occasion
Built to shine from every angle, The Marylin mini dress is the definition of modern glamour. Crafted from mesh lined with mini rhinestones and statement teardrop gems, this bodycon dress sculpts the silhouette with a sweetheart neckline and adjustable straps—made for that unforgettable night out or black-tie affair.
Fit & Features
- Mini rhinestones and teardrop rhinestone gems
- Mesh-lined fabric, moderate stretch
- Sweetheart neckline, padded bra cups
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Bodycon fit, mini-lenght hem
- Runs true to size
Where to Wear:
Birthdays, bachelorettes, cocktail parties, holiday soirees, rooftop hotel bars, Vegas, GNO, red-carpet events
Style Number/Barcode: 05001-000493
Category Name: $20 & Under Sale
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Krystal Sequin Low Back Beaded Mini Dress
Special Occasion
Gorgeous back detail makes the Krystal sequin dress a sexy standout! Perfect for modern brides or birthday babes, she features a plunge V-neckline, adjustable spaghetti straps in a subtle nude hue, a padded bust, a striking low back with multiple strands of beads, and a sweet form-hugging silhouette. The party dress is designed with a sequin-embellished pattern on sheer mesh fabric to give you some sparkle and has a subtle nude-tone stretchy knit lining. Complete the look with dangly earrings and heels for weddings, birthdays, or a dressy night out!
Show off your style in this standout dress. Feeling the short and chic vibe? Discover more fashion-forward short prom dresses or elevate your style with our formal dresses.
Fit & Features
- Sleeveless plunge V-neckline, padded bust
- Adjustable spaghetti straps, subtle nude tone
- Low back, multiple strands of beads, zipper and hook-eye closure
- Form-hugging fit, mini-length hem
- Sequin-embellished pattern
- Sheer mesh fabric, subtle nude tone stretchy knit lining
- Runs true to size
Style Number/Barcode: 05001-1682
Category Name: $20 & Under Sale
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale