$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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Whitley Formal Ruched Long Mermaid Dress
Special Occasion
The Whitley formal ruched long mermaid dress will showcase your stunning silhouette at your next formal affair! Crafted from a stretchy smooth knit fabric, she features a sleeveless cowl neckline with a built-in padded bust so you don't have to worry about a bra, adjustable spaghetti straps for a customized fit, ruching down the back and side seams, a dramatic floor-sweeping hem with a cascading train, and an iconic mermaid silhouette to flaunt your curves. Style this formal long dress with rhinestone chandelier earrings.
Fit & Features
- Sleeveless cowl neckline, padded bust
- Adjustable spaghetti straps, back zipper, hook and eye closure
- Ruched back and side seams
- Floor-sweeping hem, train, mermaid silhouette
- Stretchy smooth knit fabric, mini-length knit lining
- No bra required
- Runs true to size
Style Number/Barcode: 05002-8253
Category Name: $20 & Under Sale
Price: $39.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stroll The Beach V-Neck Floral Paisley Maxi Dress
Wherever your summer travels take you, always be in style with this casual floral paisley maxi dress! Featuring adjustable spaghetti straps and a stretchy smocked V-neckline, you'll have the perfect fit for a day in the sun. The crisscross back adds a playful touch, while the ruffled hem gives a flirty flair to the flowy silhouette. Complete the look with a cute hair accessory and sandals!
Fit & Features
- Floral paisley print, woven fabric, stretchy knit lining
- Adjustable spaghetti straps, crisscross back
- Stretchy smocked V-neckline
- Flowy silhouette
- Ruffled hem
- Runs true to size
Style Number/Barcode: 05102-5566
Category Name: $20 & Under Sale
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Maleah Twist-Front Glitter Knit Mermaid Dress
Special Occasion
Bring the dazzling energy to your next glamorous soiree in the stunning Maleah twist-front glitter knit mermaid dress! Designed with a glitzy glitter knit fabric offering plenty of stretch, this formal dress will gleam and glimmer all night long. She is shaped with a sleeveless sweetheart neckline with a ruched twist-front design and spaghetti straps. She features a matching twist-back design followed by a lower back cutout to add some allure. Her floor-length sultry mermaid silhouette will showcase your gorgeous curves. Complete the look with rhinestone fringe earrings and strappy stilettos!
Fit & Features
- Stretchy glitter knit fabric lined with stretchy knit
- Sleeveless sweetheart neckline, ruched twist-front
- Spaghetti straps
- Twist-back, lower back cutout
- Mermaid fit
- Sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-8430
Category Name: $20 & Under Sale
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Abby Floral Jacquard Ball Gown
Special Occasion
You'll be ready to celebrate the night in the Abby formal ball gown designed to capture all the attention! She features a sleeveless boat neckline, dual adjustable spaghetti straps, and an open back with an alluring lace-up design for a customized fit. Her high waist seam effortlessly leads to the A-line silhouette with a sultry front slit to showcase some leg. The formal dress is composed of a floral jacquard woven fabric with an inner lining and no stretch. Complete your event look in this long dress with a stunning hairpiece and clutch.
Fit & Features
- Sleeveless boat neckline, dual adjustable spaghetti straps
- Open back, lace-up design, tie closure, zipper closure
- High waist seam
- A-line silhouette, front slit
- Floral jacquard woven fabric, inner lining, no stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-2411
Category Name: $20 & Under Sale
Price: $59.97 $119.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Danielle Lace A-Line Party Dress
Special Occasion
Made to catch all the attention, Danielle brings a romantic touch to your high school dance! She features a sleeveless, square neckline, adjustable spaghetti straps, a lightly padded bust, a lace back design, an empire waistband, hidden side pockets, and a short, A-line silhouette. The formal dress is composed of a lustrous, non-stretch satin woven fabric with a knit lining. Complete your dressy look in glam rhinestone heels.
Fit & Features
- Sleeveless, square neckline, adjustable spaghetti straps
- Lightly padded bust, bra optional
- Lace back design, zipper closure
- Empire waistband, hidden side pockets
- Short, A-line silhouette
- Non-stretch satin woven fabric, knit lining
- Runs true to size
Style Number/Barcode: 05001-1125
Category Name: $20 & Under Sale
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Valerie Short Sleeveless Party Dress
Special Occasion
Sweet and flirty, the Valerie party dress is a must-have for Homecoming season! She features a sleeveless sweetheart neckline with a notched front design and a fold-over hem, a padded bust that eliminates the need for a bra, and adjustable spaghetti straps for a customized fit. Her pleated high waist leads to a short party skirt with a cute bubble hem and a fit-and-flare silhouette. Complete your look with sparkly rhinestone heels.
Fit & Features
- Sleeveless sweetheart neckline, notch wire front design
- Padded bust, fold-over hem
- Adjustable spaghetti straps, back zipper, hook-eye closure
- Pleated high waist, bubble hem, fit-and-flare silhouette
- Smooth taffeta fabric, knit lining, minimal stretch
- Bra optional
- Runs true to size
Style Number/Barcode: 05001-1185
Category Name: $20 & Under Sale
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Beauty Chiffon A-Line Midi Dress
Create a truly beautiful look for spring and summer weddings in this floral chiffon midi dress! The airy chiffon fabric showcases a blooming floral print and includes a stretchy knit lining for coverage. The tea-length dress is shaped with a sleeveless square neckline and adjustable spaghetti straps for a perfect customized fit. Smocking at the back provides added stretch and features a secure zipper closure. The fitted high waist seam flows out to a classic A-line silhouette with a front slit for extra movement. Style this pretty midi dress with sleek hoops and block heels.
Fit & Features
- Sheer chiffon fabric with stretchy knit lining, floral print
- Sleeveless square neckline, no-slip strip, adjustable spaghetti straps
- Stretchy smocked back, zipper with hook and eye closure
- High waist seam, front slit
- A-line silhouette
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05101-2356
Category Name: $20 & Under Sale
Price: $21.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Muriel Formal One Shoulder Long Dress
Special Occasion
Let the Muriel formal dress accentuate your natural shine on a luxe shiny fabric - perfect for bridesmaids, wedding guests, and banquet dinners! She features a sleeveless one-shoulder neckline with a sultry cutout, a tank shoulder strap, and side ruched seams that hug your curves along her slim, bodycon silhouette with a side slit and floor-length hem. The formal dress is composed of a slinky knit-lined fabric with a moderate stretch. Complete the look with a clutch and chic block heels.
Fit & Features
- Sleeveless one-shoulder neckline, cutout
- Tank shoulder strap, side ruched seams
- Slim, bodycon silhouette, side slit
- Floor-length hem
- Lined slinky knit fabric, sheen effect, moderate stretch
- Sticky bra or strapless bra recommended
- Runs true to size
Style Number/Barcode: 05002-7292
Category Name: $20 & Under Sale
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Karlee Formal Ponte Sleeveless Midi Dress
Special Occasion
Chat, dance, and toast the night in the perfect Karlee formal midi dress for rehearsal dinners, graduations, or cocktail parties! She features a classic sleeveless V-neckline, wide shoulder straps, a flattering bodycon silhouette, a back slit accent, and a midi-length hem. The formal dress is composed of a smooth ponte knit fabric with a knit lining and moderate stretch. Style with statement earrings and lace-up heels for an eye-catching complete look!
Fit & Features
- Sleeveless V-neckline, wide shoulder straps
- Back zipper closure
- Bodycon silhouette
- Back slit accent, midi-length hem
- Smooth ponte knit fabric, knit lining, moderate stretch
- Bra friendly design
- Runs true to size
Style Number/Barcode: 05001-1746
Category Name: $20 & Under Sale
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Attire Ruffle Trim Glitter Midi Dress
This alluring ruffle trim glitter midi dress is the perf flirty attire for your next party! It features a sleeveless cowl neckline, spaghetti straps, ruching down the side seams, an asymmetric midi-length hem with a chic ruffled trim, and cascading ruffled accents down the sides. The glitter knit midi dress offers a bodycon silhouette to showcase your gorgeous curves. Style with rhinestone stiletto heels!
Fit & Features
- Sleeveless cowl neckline, spaghetti straps
- Ruched side seams
- Asymmetric midi-length hem, ruffled trim
- Cascading ruffled accents
- Bodycon silhouette
- Glitter knit fabric, full-length sewn-in knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2793
Category Name: $20 & Under Sale
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorable Factor Chiffon Sweetheart Midi Dress
Raise the bar looking adorable in this chiffon midi dress perfect for upcoming dressy occasions! The midi-length dress features short puff sleeves, a sweetheart neckline, a ruched bust, and a flirty cutout waist to show some skin. The flattering A-line silhouette boasts a playful front slit and a flowy midi hem. Complete the look with cute sandals and jewelry!
Fit & Features
- Short puff sleeves
- Sweetheart neckline, stretchy smocked back
- Ruched bust, cutout waist
- A-line silhouette, front slit
- Midi-length hem
- Chiffon woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-3189
Category Name: $20 & Under Sale
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lo Formal One-Shoulder Satin Corset Dress
Special Occasion
Make an entrance they will all remember in a prom dress that wows! Lo features a daring one-shoulder neckline, a sweetheart bust, and supportive padded cups that provide all the support you need. Her partially lined bodice features contrast piping with flexible boning and underwire. Her slim-fit bodice leads to a floor-length wrap silhouette with a high side slit and pleats. She is composed of a lined satin fabric that offers a form-hugging fit with minimal stretch. Complete the look with rhinestone heels and a clutch.
Fit & Features
- One-shoulder strap, sweetheart neckline
- Built-in padded bust
- Corset bodice, contrast piping, flexible boning
- Back zipper, hook and eye closure
- Wrap silhouette, high side slit, pleats
- Lined satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-2469
Category Name: $20 & Under Sale
Price: $9.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Molly Formal Butterfly Applique A-Line Dress
Special Occasion
Your ethereal beauty in the Molly formal butterfly dress will sweep everyone away! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset bodice with flexible boning, a showstopping lace-up back design, and a flattering A-line silhouette that leads to a ruffled long hem. The formal dress is designed with beautiful all-over butterfly appliques on airy mesh fabric to give you a whimsical charm and has multiple tulle and satin woven linings for a voluminous effect. Complete the look with fringe earrings and heels for a dressy banquet dinner or outdoor wedding!
Fit & Features
- Sleeveless sweetheart neckline, adjustable spaghetti straps
- Corset bodice, flexible boning, back lace-up design
- Lower back zipper and hook-eye closure
- A-line silhouette, ruffled long hem
- Butterfly appliques, airy mesh fabric, multiple tulle and satin linings
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-2027
Category Name: $20 & Under Sale
Price: $9.97 $104.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Whitney Formal High-Slit Mermaid Dress
Special Occasion
Bring the elegance to your look with a formal dress that wows! The dress features a sleeveless V-neckline with padded cups, spaghetti straps, a lace-up back, a high side slit with a ruched drawstring, and a mermaid silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a rhinestone anklet and glitter heels.
Fit & Features
- Sleeveless V-neckline, padded cups
- Bungee spaghetti straps
- Lace-up back design
- High side slit with ruched drawstring
- Mermaid silhouette
- Knit fabric, short knit lining, form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1493
Category Name: $20 & Under Sale
Price: $39.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stacie Formal Cowl Neck Long Dress
Special Occasion
Your divine beauty will stun in the Stacie formal dress to make your entrance as a bridesmaid or arrival to a dinner banquet! She features a sleek and sleeveless cowl neckline, spaghetti straps, a high-waist seam, and a skin-flaunting high-cut front slit along her flowy, a-line silhouette and floor-length hem. The formal dress is composed of a slinky knit fabric with a sewn-in knit lining and plenty of stretch. Style with rhinestone platform heels and a clutch to complete your dressy look!
Fit & Features
- Sleeveless cowl neckline, spaghetti straps
- High-waist seam
- High-cut front slit
- Flowy a-line silhouette, floor-length hem
- Slinky knit fabric, sewn-in knit lining, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-6805
Category Name: $20 & Under Sale
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Audrey Formal Ruffled One Shoulder Dress
Special Occasion
Timeless with an eye-catching twist, the Audrey long formal dress is ready to make your acquaintance for banquets, ceremonies, and black-tie events. She features a striking sleeveless one-shoulder neckline, a bonded ruffled design for a structured look, a flattering mermaid silhouette, and a bonded ruffled long-length hem. The formal dress is composed of a sleek scuba knit fabric with plenty of stretch. Complete the look with a clutch and stiletto pumps.
Fit & Features
- Sleeveless one-shoulder neckline, bonded ruffled design
- Mermaid silhouette
- Bonded ruffled long hem
- Sleek scuba knit fabric, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-4037
Category Name: $20 & Under Sale
Price: $9.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kylie Formal Knit Corset Mermaid Long Dress
Special Occasion
Look your most breathtaking in the Kylie formal long dress perfect for chic events and fancy soirees! She features a V-neckline, adjustable spaghetti straps, pleated and padded bust, and a corset-design bodice with flexible boning to snatch your figure. While her flattering mermaid silhouette showcases a front wrap slit and floor-length hem to elongate your figure. The formal long dress is crafted from a silky soft knit fabric with a sheen and has a short stretchy knit lining. Complete the look in platform heels for a black-tie wedding or gala!
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Back zipper and hook-eye closure
- Pleated and padded bust
- Corset-designed bodice, flexible boning
- Mermaid silhouette, high front wrap slit, floor-length hem
- Silky soft knit fabric, short knit stretchy lining
- Runs true to size
Style Number/Barcode: 05002-7827
Category Name: $20 & Under Sale
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Sweetheart Smocked Gingham Cotton Skater Dress
This short skater dress features an adorable gingham print on lightweight lined cotton fabric. The smocked waist offers added stretch, while the fit-and-flare silhouette gives that flirty touch, perfect for a day date.
Fit & Features
- Gingham printed cotton fabric with woven lining, no stretch
- Scoop neckline with keyhole cutout and tie-front
- Adjustable spaghetti straps
- Stretchy smocked waist
- Short tiered skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5891
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Elevated Strapless Linen-Blend Dress
Effortlessly elevated, this breezy linen-blend dress is such a summer staple. It features a strapless straight-across neckline, a secure back zipper closure, a ruched fitted high waist, hidden side pockets, and a flowy A-line mid-length silhouette for that relaxed casual-chic vibe. Style with espadrille sandals.
Fit & Features
- Linen-blend fabric
- Strapless straight neckline
- Back zipper hook-eye closure
- Ruched high waist
- Side pockets
- A-line fit, mid-length hem
- Runs true to size
Style Number/Barcode: 05102-5823
Category Name: $20 & Under Sale
Price: $20.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Meghan Sequin Lace-Up Party Dress
Special Occasion
The Meghan party dress is the prettiest pick for dances and beyond! She enchants and mesmerizes in her sleeveless scoop neckline, lightly padded bust, and satin adjustable spaghetti straps that lace up along the open-back design. Her fitted bodice offers a structured fit with flexible boning inserts, princess seams, and a high waist that leads to the short skater silhouette with hidden side pockets to keep your hands warm. The formal party dress is composed of a sequin scroll and glitter mesh woven fabric with a knit lining and tulle trim to create a voluminous effect. Complete your dressy look in this short dress with a sparkly hair accessory and heels.
Fit & Features
- Scoop neck, lightly padded bust, satin adjustable spaghetti straps
- Open lace-up back, tie, and zipper closure
- Fitted bodice, flexible boning, high waist seam
- Hidden side pockets, short hem, skater silhouette
- Sequin scroll and glitter mesh woven fabric
- Knit lining with tulle trim, no stretch
- Runs true to size
Style Number/Barcode: 05001-1094
Category Name: $20 & Under Sale
Price: $9.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Inspiring Muse One-Shoulder Long Sleeve Midi Dress
This bodycon midi dress features a flattering one-shoulder neckline with a sheer fitted long sleeve and side ruched seams that perfectly highlight your curves at cocktail parties.
Fit & Features
- Mesh fabric, sewn-in knit lining, slight stretch
- One-shoulder neckline
- Sheer fitted long sleeve
- Side ruched seams
- Bodycon midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3441
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Leighton Formal Sequin Strapless Mermaid Dress
Special Occasion
Enchant everyone's evening when you arrive in the Leighton formal sequin long dress! She evokes classy sultriness in a strapless sweetheart neckline with a wired notch cutout, a padded bust, and a mermaid silhouette that hugs your curves down to her dramatic bonded floor-length hem to create a voluminous effect. The formal long dress is embellished with sparkling sequins in a regal scroll pattern on mesh fabric and has a full stretchy knit lining. Complete the look in teardrop earrings for a black tie gala or party!
This dress brings effortless confidence with every step. Love this look? Browse our stunning strapless prom dresses or find a statement style in our party dresses.
Fit & Features
- Strapless sweetheart neckline, wired notch cutout
- Padded bust, non-slip grip lining
- Back zipper and hook-eye closure
- Mermaid silhouette, bonded floor-length hem
- Sequin scroll embellished pattern
- Mesh fabric, full stretchy knit lining
- Runs true to size
Style Number/Barcode: 05002-7939
Category Name: $20 & Under Sale
Price: $49.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ellen Ruffled Slit Long Glitter Formal Dress
Special Occasion
Unlock momentous charm in the Ellen ruffled slit long glitter formal dress as a lovely bridesmaid, wedding guest, or banquet guest! Her cowl neckline and adjustable spaghetti straps enhance your form and add sophistication. The high front ruffled trim slit adds a touch of drama along the long-length hem, while the glossy glitter fabric exudes opulence and luxury. Complete the look in strappy rhinestone heels.
Fit & Features
- Glossy glitter fabric, sewn-in knit lining, minimal stretch
- Adjustable spaghetti straps
- Padded bra cups
- Back zipper hook-eye closure
- High front ruffled trim slit
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-8055
Category Name: $20 & Under Sale
Price: $19.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Helga V-Neck Ruffled Mermaid Floral Formal Dress
Special Occasion
Complement your darling charm in the Helga floral formal dress at weddings, banquets, or garden parties! Designed with playful asymmetrical ruffles throughout the mermaid silhouette and a high front slit, this chiffon dress is perfect for your next formal event. The garden floral print adds a touch of whimsy while the V-neckline flatters and adjustable spaghetti straps ensure a perfect fit. Finish the look with earrings, a clutch, and lace-up heels.
Fit & Features
- Garden floral print
- Chiffon fabric lined with stretchy knit
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Ruffles, high front slit
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8456
Category Name: $20 & Under Sale
Price: $9.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale