$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.
Home$20 & Under Sale

$20 & Under Sale
Product Recommendations
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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Eye For Style Twill Belted Crop Trench Coat
Unleash your inner fashionista with this woven crop trench coat - a must-have essential for the season! Featuring long sleeves with belted cuffs, shoulder tabs with button closures, and a lapel collar neckline that adds a classic utility style. The double-breasted button front closures and adjustable belted cropped hem help cinch your look together. Style with chic knee-high boots for a visit downtown!
Fit & Features
- Long sleeves, belted cuffs
- Shoulder tabs, button closures
- Lapel collar neckline
- Double-breasted button closures
- Adjustable belted cropped hem
- Twill woven fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06204-1710
Category Name: $20 & Under Sale
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Maryanne Strapless A-Line Glitter Tulle Ball Gown
Special Occasion
Leave the room speechless in the Maryanne glitter ball gown at prom or black tie formals! Sparkled to perfection, she shimmers in a glitter tulle fabric that shapes the strapless neckline to show some skin, padded bra cups provide support, and a corset bodice with flexible boning for a snatched appearance. This stunning floor-length gown strikes a princess allure in a classic A-line silhouette designed to flatter every figure. Style the captivating ball gown with a necklace and earrings set for an unforgettable princess look!
Fit & Features
- Glitter tulle fabric lined with knit and tulle
- Padded bra cups
- Flexible boning
- Back zipper and hook-eye closure
- A-line silhouette, floor-length hem
- Runs true to size
Style Number/Barcode: 05004-0218
Category Name: $20 & Under Sale
Price: $69.97 $149.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sofia Long Sleeve Rhinestone Mesh Mermaid Dress
Special Occasion
Luxe with a chic sophistication, the Sofia long sleeve rhinestone mesh mermaid dress will bring the wow factor to your next formal affair. The airy sheer mesh fabric is accented with stunning iridescent rhinestone embellishments in an alluring asymmetric design across the full length of the dress. The high crew neckline and long fitted sleeves add that touch of elegance, and the sheer cutout inserts at the bodice and waist as well as the sheer back add a sexy detail. The mermaid silhouette will flaunt your gorgeous curves. Style this formal long dress with a sleek clutch for your next black-tie gala!
Fit & Features
- Stretchy sheer mesh fabric with partial knit lining
- Iridescent rhinestone embellished asymmetric design
- Crew neckline, long fitted sleeves
- Back zipper, hook and eye closure
- Sheer cutout inserts, high waist seam
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-8109
Category Name: $20 & Under Sale
Price: $39.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Destination Denim Bomber Jacket
Wherever you're headed, get there in this trendy denim bomber jacket for casual plans or weekend trips! Made from medium-wash denim fabric, this jacket offers both classic style and function with a collar neckline and front pockets for keeping your hands warm. The slouchy long sleeves and elasticized crop hem provide a comfortable fit while the front zipper closure secures the style. Layer this bomber jacket over a tee with leggings and your favorite sneakers!
Fit & Features
- Medium-wash denim fabric with stretch
- Front zipper closure
- Front pockets
- Bomber silhouette
- Elasticized crop hem
- Runs true to size
Style Number/Barcode: 06203-0530
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Bae Square Neck Tank Sweater Mini Dress
Fall for this basic sweater mini dress to meet all of your day-to-night fashion needs! Crafted from a luxe rib knit fabric with the perfect amount of stretch, this short dress is designed to fit your body like a glove. Featuring a classic square neckline for a show of skin, comfortable tank shoulder straps, and a bodycon silhouette that'll turn heads! Style this mini dress with strappy heels to elevate your look.
Fit & Features
- Sweater rib knit fabric with stretch
- Tank shoulder straps
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06005-1838
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Turn Up The Flirt Sleeveless Sweater Bodysuit
Turn up the flirt in this sleeveless sweater bodysuit and dare to flaunt your confidence! Designed with a square neckline and wide shoulder straps, this form-hugging bodysuit accentuates and flatters your curves on luxe rib knit fabric. Pair with a mini skirt and choker for casual date nights or parties!
Fit & Features
- Sweater rib knit stretchy fabric
- Wide shoulder straps
- Thong bottom, snap-button closures
- Runs true to size
Style Number/Barcode: 06005-1839
Category Name: $20 & Under Sale
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Beauty Tweed Faux Pearl Button Plaid Blazer
Envoke posh confidence in this preppy tweed plaid blazer perfect for looking stylish around the office or out with the girls! Crafted with a chic plaid tweed woven fabric, this blazer is designed with classic details like a lapel collar neckline and shoulder pads for a structured look. The faux pearl double-breasted button closures add a touch of beauty, while the front flap pockets keep your hands warm. Complete the look with the matching skort.
Shop Matching Bottoms: Preppy Beauty Tweed Faux Pearl Button Plaid Skort
Fit & Features
- Tweed plaid fabric lined with woven fabric
- Lapel collar neckline
- Long sleeves with shoulder pad inserts
- Faux pearl double-breasted button closures
- Front flap pockets
- Runs true to size
Style Number/Barcode: 06204-1703
Category Name: $20 & Under Sale
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Beauty Tweed Faux Pearl Button Plaid Skort
Envoke posh confidence in this preppy tweed plaid skort perfect for looking stylish around the office or out with the girls! Crafted with a chic plaid tweed woven fabric, this mini skort is designed with a high waist and an asymmetric front skirt overlay. Complete the look with the matching blazer.
Shop Matching Blazer: Preppy Beauty Tweed Faux Pearl Button Plaid Blazer
Fit & Features
- Tweed plaid fabric lined with woven fabric
- High waisted
- Front skirt overlay
- Bodycon fit, mini-length
- Runs true to size
Style Number/Barcode: 06403-0370
Category Name: $20 & Under Sale
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Favorite Tune Sleeveless Tank Midi Dress
Get ready to sing about this sleeveless midi dress and how much you love it! With a stylish sleeveless square neckline and flattering shoulder straps, this midi dress will hug your curves in the form-hugging silhouette and show some skin with the front slit. Perfect for any occasion, style this midi dress with a denim jacket and long necklace for an effortlessly chic look!
Fit & Features
- Sleeveless square neckline, shoulder straps
- Form-hugging silhouette
- Front slit
- Midi-length hem
- Rib knit fabric, bust knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5397
Category Name: $20 & Under Sale
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romance That Wows Floral Mesh Velvet Midi Dress
Strike a wow-worthy impression in this floral mesh velvet midi dress for an effortlessly romantic look! Boasting a surplice V-neckline, adjustable spaghetti straps, and side ruched seams, this bodycon midi dress is sure to please at parties. Flocked floral velvet adds a luxurious touch to the midi-length hem with a side slit for a graceful finish. Complete the look in strappy block heels.
Fit & Features
- Sleeveless surplice V-neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Side ruched seams, bodycon silhouette, side slit, midi-length hem
- Flocked floral velvet pattern, mesh fabric,sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2922
Category Name: $20 & Under Sale
Price: $6.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Sweet Floral Lace-Trim Woven Mini Dress
This floral lace-trim woven mini dress will give you such a sweet look for the spring season! The lightweight smooth woven fabric is accented with a romantic floral print pattern for a gorgeous look, and the sleeveless sweetheart neckline features a sheer floral lace trim for a pretty touch. The mini-length dress has padded cups with structured underwire and adjustable spaghetti straps for a customized fit. The fitted silhouette adds some allure to the adorable dress. Style with block heels for a bridal shower!
Fit & Features
- Floral printed woven fabric with knit lining, no stretch
- Sleeveless sweetheart neckline with sheer floral lace trim
- Padded cups and structured underwire
- Adjustable spaghetti straps
- Back zipper, hook and eye closure
- Fitted
- Runs true to size
Style Number/Barcode: 05101-3089
Category Name: $20 & Under Sale
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cause A Scene Strapless Print Satin Mini Dress
Looking to cause a fashion scene? Look no further than this satin mini dress perfect for Galentines with the ladies or a chic wine bar with bae! Crafted from smooth satin fabric, this statement dress boasts a strapless neckline to flaunt some skin, a bodycon silhouette that hugs your curves, and a unique toile print that inspires compliments. Complete the look with fringe earrings and sleek stiletto heels for a fabulous flair!
Fit & Features
- Smooth satin fabric, sewn-in knit lining
- Toile print
- Back zipper and hook-eye closure
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05103-5570
Category Name: $20 & Under Sale
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Looking Cool Belted Cargo Twill Jumpsuit
This trendy cargo twill jumpsuit will stylishly elevate your going-out look! Designed with a twill woven fabric, this jumpsuit features a sleeveless V-neckline with a wrap-front surplice design. The halter bungee spaghetti straps have an adjustable drawcord at the neck, atop a bold open back for a sultry vibe. The fitted elasticized high waist is accented with a wide belt for a snatched silhouette, leading to a relaxed fit in the legs and a cinched jogger hem. Pair this jumpsuit with a lariat necklace and clear heels for a rooftop happy hour!
Fit & Features
- Twill woven fabric, minimal stretch
- Sleeveless V-neckline, surplice design
- Halter bungee spaghetti straps, adjustable drawcord, open back
- Fitted elasticized high waist, wide belt with rectangular metal buckle
- Dual front and back pockets, side flap pockets
- Relaxed fit, cinched jogger hem
- Runs true to size
Style Number/Barcode: 06302-0807
Category Name: $20 & Under Sale
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On The Hit List Halter Cargo Jogger Denim Jumpsuit
What's the style on everyone's hit list? This denim jumpsuit in a fashion-forward design is perfect for casual plans to festivals! With its sleeveless halter collar neckline and partially open back, this jumpsuit exudes confidence and style. The exposed front zipper closure and belt loop accents add a touch of edginess, while the two side pockets and cargo flap pockets are great for keeping your essentials in. The jogger style silhouette and elasticized cuffs create a flattering and comfortable fit that'll make you reach for this jumpsuit weekly! Complete the look with sleek hoop earrings.
Fit & Features
- Rigid non-stretch denim fabric
- Front zipper closure
- Four-pocket styling
- Jogger style silhouette
- Elasticized cuffs
- Runs true to size
Style Number/Barcode: 06302-0806
Category Name: $20 & Under Sale
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Little Flirtation Texture Knit Crop Top
Showcase a little flirtiness in this crop top perfect for dates to dinner with the girls! It features a sleeveless sweetheart neckline with a wired notch cutout, tank shoulder straps, and a fitted crop hem on texture knit fabric. Complete the look in sleek high-rise pants and heels!
Fit & Features
- Sleeveless sweetheart neckline, tank shoulder straps
- Wired notch cutout
- Fitted crop hem
- Texture knit fabric, bust knit lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06001-5054
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Travels Scuba Knit Bomber Jacket
Embark on stylish travels in this scuba knit bomber jacket! It features long sleeves with stretchy rib knit cuff and standing collar neckline, snap-button down closures, front flap pockets for carrying extra essentials, and a stretchy rib knit hem. Complete the look in casual shoes for weekend trips or day adventures!
Fit & Features
- Long sleeves
- Stretchy rib knit cuffs, standing collar neckline
- Snap-button down closures
- Front flap pockets
- Stretchy rib knit hem
- Scuba brushed knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06202-0437
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Muse Strapless Floral Chiffon Corset Top
Captivate them with your stunning looks in this floral chiffon corset top! Designed with a woven fabric with a chic floral chiffon burnout pattern, this top will give your look a sweet and sultry allure. The strapless sweetheart neckline features padded cups with structured underwire, leading to flexible boning inserts and hook and eye closures. The back has a partially smocked design for added stretch. The fitted, angled, and cropped hem will create a snatched silhouette. Style this corset top with a satin skirt and mules!
Fit & Features
- Woven fabric with floral chiffon burnout pattern, knit lining, minimal stretch
- Strapless sweetheart neckline
- Padded cups with structured underwire, flexible boning
- Front hook and eye closures
- Partial smocked back
- Fitted, angled, and cropped hem
- Runs true to size
Style Number/Barcode: 06003-2321
Category Name: $20 & Under Sale
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Details Sheer Floral Lace Corset Top
You'll fall in love with the sultry details of this lace corset top! The sheer floral lace fabric gives the top an alluring feminine vibe and includes lining at the padded cups for coverage. The structured underwire, flexible boning, and back hook and eye closures will give you a snatched silhouette, while the adjustable spaghetti straps offer a customized fit. The corset top features a fitted, angled, and cropped hem to showcase some skin. Style with a mini skirt and mules!
Fit & Features
- Sheer floral lace fabric, lined cups, minimal stretch
- Structured underwire and padded cups
- Adjustable spaghetti straps
- Flexible boning, back hook and eye closures
- Fitted, angled, and cropped hem
- Runs true to size
Style Number/Barcode: 06003-2289
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless And Fab Rhinestone Strappy Flat Sandals
These faux leather flat sandals are your ticket for looking effortless and fab out with friends! Designed with a chic square toe and a mix of rhinestone embellished and plain straps, these sandals will add a touch of glamour to any outfit. Plus, their easy slip-on-and-off design makes them perfect for switching out heels or styling on the go. Complete the look with a cute handbag.
Fit & Features
- Flat sole
- Slip-on
- Strappy design
- Square toe
- Luxe fit cushioned insole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07404-1151
Category Name: $20 & Under Sale
Price: $12.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fabulous Sheen Metallic Strappy Stiletto Mules
Step out and show off a fabulous sheen in these metallic strappy stiletto mules! The closed pointed toe features criss-cross adjustable straps with a sleek buckle and grommet detailing for a trendy vibe. The chrome finish on the faux leather material will level up your glam 'fits. The open back provides effortless on-and-off styling, leading to the chic stiletto heel. Complete the look with hoop earrings.
Fit & Features
- 3.5" Stiletto heel
- Faux leather upper
- Closed pointed toe
- Criss-cross adjustable straps, buckle, grommet detailing
- Metallic sheen
- Light cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4666
Category Name: $20 & Under Sale
Price: $4.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Deets Zip-Front Long Sleeve Knit Bodysuit
This trendy zip-front long sleeve bodysuit has chic deets you'll obsess over! It is composed of a stretchy ribbed knit fabric for ultimate comfort. The scoop neckline features a partial zip-front design so you can style it as an alluring V-neckline. The thong-cut bottom has a dual snap-button closure for effortless wear. Pair this form-hugging bodysuit with faux leather bottoms and sleek heels!
Fit & Features
- Stretchy ribbed knit fabric
- Scoop neckline
- Partial zip-front
- Long fitted sleeves
- Thong bottom, snap button closure
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-1719
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Azel Formal Glitter Tulle A-Line Long Dress
Special Occasion
All eyes will be on you in the glamorous Azel formal glitter tulle long dress that brings extravagant shine! She features a sexy plunge V-neckline with a hidden hook-eye closure, adjustable spaghetti straps, and a crisscross open back that exudes elegance. The A-line silhouette and floor-length hem create a mystical aura, perfect for any formal occasion. The long dress is designed with a sparkling glitter striped pattern on tulle fabric and has a stretchy full-knit lining with dual slit accents for movement. Complete the look with a necklace and earrings set for a black tie gala or birthday party!
Fit & Features
- Sleeveless plunge V-neckline, hidden hook-eye closure
- Back zipper and hook-eye closure
- Adjustable spaghetti straps, crisscross open back
- A-line silhouette, floor-length hem
- Glitter striped pattern, tulle fabric, stretchy full knit lining with dual slits
- Pasties recommended
- Runs true to size
The saturation of glitter varies. Glitter may transfer.
Style Number/Barcode: 05002-8003
Category Name: $20 & Under Sale
Price: $49.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Klarrissa Formal Satin Pearl Strap Midi Dress
Special Occasion
Make an iconic entrance in the Klarissa formal satin dress as the bride-to-be or banquet guest! She features a sleeveless sweetheart neckline with a pleated cowl draping, adjustable faux pearl embellished straps, a lightly padded bust, flexible boning inserts along the bodice, and a bodycon silhouette with a wrap midi-length hem. The formal dress is composed of luxurious satin fabric with a subtle sheen and a stretchy knit lining. Complete the look in dainty earrings and heels.
Fit & Features
- Sleeveless sweetheart neckline, pleated cowl draping
- Adjustable faux pearl embellished straps
- Lightly padded bust
- Flexible boning inserts, back zipper and hook-eye closure
- Bodycon silhouette, wrap midi-length hem
- Luxe satin fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05001-1700
Category Name: $20 & Under Sale
Price: $19.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend Vibes Halter V-Neck Ribbed Knit Catsuit
This casual-chic halter knit catsuit is perfect for your weekend plans! Designed with a ribbed knit fabric offering plenty of stretch, this sleeveless jumpsuit provides ultimate comfort for running everyday errands or grabbing drinks with friends! Its plunging V-neckline gives it a sultry vibe, leading to front hook and eye closures. The halter straps lead to a bold open back. The catsuit features vertical seams that run down the front, giving a flattering fit on the curve-hugging silhouette. Style with hoop earrings!
Fit & Features
- Stretchy ribbed knit fabric
- Sleeveless plunge V-neckline
- Hook and eye closures
- Halter straps, open back
- Front vertical seams
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06502-2486
Category Name: $20 & Under Sale
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale