$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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Brunch Bound Ruffle High-Low Maxi Skirt
Light, airy, and ready for wherever the day decides to go. This ruffle maxi skirt brings an effortless, breezy feel with its lightweight woven fabric and high-low flowy fit that's made for weekend brunch with your girls. Style with the matching cropped vest.
Shop Matching Top: Brunch Bound Tie-Front Cropped Vest
Fit & Features
- Lightweight woven fabric, short knit lining
- High-rise waist
- Maxi-length hem with flowy high-low silhouette
- Ruffled design
- Runs true to size
Style Number/Barcode: 06301-000011
Category Name: $20 & Under Sale
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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American Honey Cropped Tube Top
The top you throw on when the outfit needs a little extra attitude. This cropped tube top keeps the vibe playful with a body-hugging fit, open tie-back, and hanky hem that was practically made for low-rise denim and stacked jewelry.
Fit & Features
- Cotton-blend knit fabric, dainty eyelet trim, moderate stretch
- Strapless straight-across neckline
- "American Honey" front script with star graphics
- Open tie-back design
- Cropped hanky hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000545
Category Name: $20 & Under Sale
Price: $6.97 $22.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Sale
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Recycle Boys Graphic Tank Top
Build your DIY Halloween costume around this playful graphic tank top. The sleeveless silhouette and bold "I Recycle Boys" graphic give the look an easy focal point for adding utility-style pieces.
Fit & Features
- Cotton-blend knit fabric, high stretch
- Sleeveless crew neckline, notched V-neck design
- "I Recycle Boys" script graphic
- Recycling symbol detail
- Cropped hem, form-hugging fit
- Runs true to size
How to style for Halloween: Pair with a construction vest, shorts, and boots for an effortless Halloween look.
Style Number/Barcode: 06002-000737
Category Name: $20 & Under Sale
Price: $9.97 $22.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: S, M, L
Product Badge:- Sale
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Cozy Cutie Snow Bunny Faux Fur Bra Top
Halloween weekend gets a little cozier with this snow bunny bra top. It pairs a halter silhouette with plush texture to give your snow bunny look a flirty, party-ready vibe. Add the mini skirt when the costume plans call for the full matching moment.
Shop Matching Bottoms: Cozy Cutie Snow Bunny Faux Fur Mini Skirt
Fit & Features
- Faux fur fabric with knit lining, minimal stretch
- Triangle design
- Tie-back halter spaghetti straps
- Open back, lower tie-back spaghetti straps
- Ultra-cropped fit
- Runs true to size
How to style for Halloween: Pair it with the coordinating mini skirt sold separately, bunny ears headband, and heels to finish the ultimate snow bunny look.
Style Number/Barcode: 06003-000113
Category Name: $20 & Under Sale
Price: $9.97 $22.90
On Sale: Yes
Availability: In Stock
Available Color: IVORY
Available Size: L/XL
Product Badge:- Sale
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Cave Girl Faux Fur Bra Top
Start your cave girl costume with a faux fur bra top that brings plenty of texture to the look. Its minimal silhouette makes an easy base for layering on accessories while keeping the faux fur detail front and center. Complete the outfit with the matching faux fur trim mini skirt.
Shop Matching Bottoms: Cave Girl Faux Fur Trim Mini Skirt
Fit & Features
- Faux fur and faux suede fabric
- Triangle-shaped cups
- Tie-back halter spaghetti straps
- Open back, lower tie-back spaghetti straps
- Fitted ultra-cropped hem
- Runs true to size
How to style for Halloween: Pair it with the coordinating faux fur trim mini skirt sold separately, then add rugged boots, bangle bracelets, and tousled hair to complete the cave girl look.
Style Number/Barcode: 06003-000418
Category Name: $20 & Under Sale
Price: $9.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Sale
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Fairest Of All Satin Corset Top
Halloween weekend just found its fairytale dress code. This satin corset top brings a romantic fantasy look with a strapless neckline, ruffled trim, and corset-style silhouette. Style it for a costume party look with storybook charm.
Fit & Features
- Satin woven fabric with lining
- Strapless neckline with ruffled lace trim
- Flexible boning inserts
- Lace-up back design
- Mid-length hem
- Form-hugging fit
- Runs true to size
How to style for Halloween: Pair it with ruffle shorts, gloves, and red heels to be the fairest of all at your party.
Style Number/Barcode: 06003-000426
Category Name: $20 & Under Sale
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: ROYAL
Available Size: XS, S, M, L
Product Badge:- Sale
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Storybook Beauty Princess Corset Top
Your Halloween plans just found their fairytale moment. The strapless corset top brings a romantic storybook-princess look with a delicate trim at the neckline and a lace-up back. Style it for a costume party to complete the fantasy-inspired vibe.
Fit & Features
- Woven fabric, sewn-in knit lining
- Strapless neckline with dainty trim
- Corset-style silhouette, flexible boning
- Side zipper with hook-eye closure
- Back lace-up design
- Angled mid-length hem
- Runs true to size
How to style for Halloween: Pair it with ruffle shorts, delicate jewelry, and a romantic tiara to complete your storybook princess look.
Style Number/Barcode: 06003-000434
Category Name: $20 & Under Sale
Price: $14.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: YELLOW
Available Size: S, M, L
Product Badge:- Sale
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Space Cowgirl Fringe Tie-Front Top
Costume party plans call for fringe and a little shine. The long-sleeve tie-front top sets the Western mood with an iridescent finish, sequin detail, and swishy fringe. Complete the space cowgirl look with the matching hot shorts.
Shop Matching Bottoms: Space Cowgirl Fringe Hot Shorts
Fit & Features
- Iridescent patent knit fabric, high stretch
- Sheer mesh paneling with iridescent sequin embroidery
- Ombre fringe side design
- Collared neckline
- Tie-front closure
- Long fitted sleeves
- Ultra-cropped hem
- Runs true to size
How to style for Halloween: Add the coordinating hot shorts sold separately, a cowgirl hat, statement earrings, and boots to finish the glam cowgirl look.
Style Number/Barcode: 06202-000123
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: S, M, L
Product Badge:- Sale
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Merry Mode Santa Helper Flared Mini Skort
Bring festive energy to Halloween party plans with a Santa Helper skort that keeps the seasonal costume direction clear. The flared mini silhouette, contrast trim, and buckle detail give the piece a playful holiday finish.
Shop The Matching Bra Top With Hat: Merry Mode Santa Helper Top With Santa Hat
Fit & Features
- Velvet fabric, built-in knit stretchy shorts lining
- High-rise waist
- Flared skater silhouette
- Faux fur trim mini-length hem
- Includes a faux leather patent belt
- Runs true to size
How to style for Halloween: Pair it with the coordinating bra top sold separately, knee-high boots, and festive accessories for a playful holiday-themed Halloween look.
Style Number/Barcode: 06503-000353
Category Name: $20 & Under Sale
Price: $13.96 $34.90
On Sale: Yes
Availability: In Stock
Available Color: RED
Available Size: S, M, L
Product Badge:- Sale
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Rush Delivery Worker Collared Crop Top
Special delivery, but make it Halloween. This collared crop top brings the delivery worker look to life with short sleeves, a cropped fit, and a front patch reading "Handle With Care." Pair it with the matching shorts and consider the route planned.
Shop Matching Bottoms: Rush Delivery Worker Low-Rise Shorts
Fit & Features
- Sleek knit fabric, high stretch
- Short sleeves
- Collared neckline
- Snap-button front closures
- Front embroidered patch reading, "Handle With Care"
- Cropped hem, form-hugging fit
- Runs true to size
How to style for Halloween: Complete the delivery worker look with the coordinating shorts sold separately, boots, and fingerless gloves.
Match With Your Bestie: FavEx Delivery Worker Crop Top
Style Number/Barcode: 06001-000709
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Sale
- Sleek knit fabric, high stretch
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Wish List Sheer Mesh Harem Pants
Halloween plans just got a little more dramatic. These sheer mesh harem pants bring flowing movement and split-leg styling to genie, mystical desert-inspired, or enchanted fantasy looks without locking you into one costume lane.
Fit & Features
- Sheer mesh fabric with attached knit panty liner, high stretch
- High-rise waist
- Split-leg design
- Wide-leg flowy silhouette
- Elasticized ankle cuffs
- Runs true to size
How to style for Halloween: Pair them with a beaded bra top, statement jewelry, and bold accessories to build a genie, mystical desert-inspired, or enchanted fantasy look with plenty of movement.
Style Number/Barcode: 06502-000130
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: M, L
Product Badge:- Sale
- Sheer mesh fabric with attached knit panty liner, high stretch
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Cell Block Cutie Inmate Tie-Front Top
Your inmate costume has officially entered the lineup with this crop top serving "too hot for lockdown" vibes. This tie-front top combines a collared neckline, short sleeves, and inmate-inspired graphics for a playful take on uniform styling. Add the matching hot shorts to complete the cell-block look.
Shop Matching Bottoms: Cell Block Cutie Inmate Belted Hot Shorts
Fit & Features
- Smooth stretch knit fabric
- Collared V-neckline
- Tie-front design
- Short sleeves
- Inmate-inspired graphics at the front and back
- Fitted, ultra-cropped hem
- Runs true to size
How to style for Halloween: Pair it with the coordinating hot shorts sold separately, black boots, and the cuffs accessory to finish the inmate costume.
Style Number/Barcode: 06202-000039
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: In Stock
Available Color: ORANGE
Available Size: L
Product Badge:- Sale
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Wild West Cowgirl Fringe Tube Top
Bring a little western attitude to Halloween weekend with this fringe tube top. The strapless silhouette and dramatic fringe give the cowgirl look plenty of movement while keeping the styling effortless. Pair it with the matching fringe mini skort for costume parties, themed nights, or a Halloween night out.
Shop Matching Bottoms: Wild West Cowgirl Fringe Mini Skort
Fit & Features
- Knit fabric, moderate stretch
- Long fringe detailing
- Strapless straight-across neckline
- Lace-up back design
- Cropped silhouette
- Runs true to size
How to style for Halloween: Pair it with the coordinating fringe mini skort sold separately, then add cowboy boots and a western hat to finish the cowgirl look.
Style Number/Barcode: 06001-000723
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: L
Product Badge:- Sale
- Knit fabric, moderate stretch
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Priority Postal Worker Tie-Front Crop Top
Halloween party plans are officially in the mail with this postal worker crop top. The collared neckline, short sleeves, tie-front design, and chest patch detail give the cropped silhouette a uniform-inspired finish.
Fit & Features
- Smooth knit fabric, high stretch
- Collared neckline
- Short sleeves
- Tie-front design
- Cropped silhouette
- Mail-inspired chest patch detail
- Runs true to size
How to style for Halloween: Pair it with hot shorts, a mail-inspired accessory, and sporty shoes to complete the postal worker look.
Style Number/Barcode: 06202-000148
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: M, L
Product Badge:- Sale
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Once Upon Fairytale Princess Satin Bustier Top
Costume party plans, but make them storybook-level cute. This satin bustier top pairs a strapless neckline with lace trim and a lace-up back for a polished fairytale princess look everyone will find enchanting.
Fit & Features
- Satin jacquard woven fabric, lace trim, sewn-in lining
- Strapless sweetheart neckline, underwire bust
- Fitted bustier-style silhouette
- Side zipper closure
- Lace-up back design
- Mid-length hem
- Runs true to size
How to style for Halloween: Pair it with ruffle shorts, heels, and sparkling accessories to finish the fairytale princess look for costume parties and events.
Style Number/Barcode: 06003-000428
Category Name: $20 & Under Sale
Price: $9.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: S, M, L
Product Badge:- Sale
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Space Cowgirl Fringe Hot Shorts
Costume party plans call for fringe and a little shine. The hot shorts set the Western mood with an iridescent finish, sequin detail, and swishy fringe. Complete the space cowgirl look with the matching tie-front top.
Shop Matching Top: Space Cowgirl Fringe Tie-Front Top
Fit & Features
- Iridescent patent knit fabric, high stretch
- Low-rise elasticized waist
- Belt loops, belt with engraved metal buckle
- Straps with ombre fringe side detailing
- Cheeky form-hugging fit
- Runs true to size
How to style for Halloween: Pair with the coordinating tie-front top sold separately, a cowgirl hat, statement earrings, and boots to finish the glam cowgirl look.
Style Number/Barcode: 06503-000354
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Sale
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Here To Sparkle Rhinestone Catsuit
You came to sparkle and slay in this glam rhinestone-embellished catsuit. Featuring a sleeveless V-neck with adjustable straps and a curve-hugging silhouette, consider your party-ready look handled.
Fit & Features
- Nylon-knit fabric, includes shorts lining, moderate stretch
- All-over rhinestone embellishments
- Sleeveless V-neckline
- Adjustable spaghetti straps, open cross-back design
- Back zipper with hook-eye closure
- Form-hugging fit
- Runs true to size
How to style for Halloween: Pair with the cat ears headband, jewelry, and heels for the purrfect glitzy cat costume.
Style Number/Barcode: 06502-000120
Category Name: $20 & Under Sale
Price: $27.96 $69.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
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Star Cheerleader Metallic Pom-Poms
Halloween party plans get a spirited finish with these star cheerleader pom-poms. The blue-and-silver metallic pom-poms add high-shine movement and a recognizable costume detail to your look. Bring them along for Halloween weekend for a bold, performance-ready vibe.
Fit & Features
- Pair of pom poms
- Blue-and-silver two-tone design
- Metallic finish
- Full pom-pom shape
- Attached handles
How to style for Halloween: Complete the star cheerleader look with the coordinating costume set sold separately and knee-high cowboy boots.
Style Number/Barcode: 07308-000113
Category Name: $20 & Under Sale
Price: $2.97 $10.90
On Sale: Yes
Availability: In Stock
Available Color: BLUE
Available Size: NS
Product Badge:- Sale
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Fairytale Farm Girl Lace Trim Satin Bustier
Cute costume plans, consider this your shortcut. The polka dot satin bustier brings lace trim, front hardware, and a lace-up back to fairytale farm girl, storybook heroine, or sweet pastoral-inspired looks. Pair it with your own skirt, bloomers, or accessories to build a DIY costume with just the right amount of charm.
Fit & Features
- Polka dot pattern, lined satin fabric, slight stretch
- Strapless sweetheart neckline, lace trim, non-slip grip lining
- Padded bra cups, side zipper and hook-eye closure
- Front hardware hook-eye closures
- Lace-up back, flexible boning
- Fitted lace trim crop hem
- Runs true to size
How to style for Halloween: Pair it with a ruffled mini skirt, bloomers, or a playful headpiece to build a cute fairytale farm girl or storybook-inspired DIY look.
Style Number/Barcode: 06003-000467
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: S, M, L
Product Badge:- Sale
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Party Ready Denim Hot Shorts
Create your party-ready vibe with these versatile denim shorts. The hot shorts bring a form-hugging silhouette that’s easy to style with your crop tops and graphic tees.
Fit & Features
- Dark wash denim fabric
- Mid-rise waist
- Back zipper closure
- Cheeky hem
- Form-hugging fit
- Runs true to size
How to style for Halloween: Build out your costume with DIY pieces that take the shorts in your own direction.
Style Number/Barcode: 06603-000243
Category Name: $20 & Under Sale
Price: $11.96 $29.90
On Sale: Yes
Availability: In Stock
Available Color: DARK, DENIM
Available Size: S, M, L
Product Badge:- Sale
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Glam Flutter Butterfly Wing Face Gems
Build your Halloween costume look with sparkle that leaves room to make it your own. The rhinestone face gems feature a wing-inspired design that adds a bright focal point around the eyes for DIY Halloween styling.
Fit & Features
- Rhinestone face gems
- Butterfly wing-inspired eye design
- Two eye tattoos included
- Rhinestone embellishment
- Designed for placement around the eyes
How to style for Halloween: Complete your DIY look with soft shimmer makeup, a whimsical hairstyle, and fairy-inspired accessories for a sparkling finish.
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07308-000135
Category Name: $20 & Under Sale
Price: $5.96 $15.90
On Sale: Yes
Availability: In Stock
Available Color: MULTI
Available Size: NS
Product Badge:- Sale
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Cave Girl Faux Fur Trim Mini Skirt
Start your cave girl costume with a faux fur trim mini skirt that brings plenty of texture to the look. Its short silhouette and textured trim add a rugged costume detail that pairs easily with the matching top.
Shop Matching Top: Cave Girl Faux Fur Bra Top
Fit & Features
- Faux suede fabric, moderate stretch
- High-rise waist
- Mini-length hem, faux fur trim
- Form-hugging fit
- Runs true to size
How to style for Halloween: Style it with the coordinating faux fur bra top sold separately and finish the cave girl costume with boots and bangle bracelets.
Style Number/Barcode: 06401-000055
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S/M, M/L, L/XL
Product Badge:- Sale
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Rush Delivery Worker Low-Rise Shorts
Consider these shorts your express lane to the delivery worker look. The low-rise silhouette and form-hugging fit keep the costume feeling coordinated and playful. Pair them with the matching crop top to finish the route.
Shop Matching Top: Rush Delivery Worker Collared Crop Top
Fit & Features
- Sleek knit fabric, high stretch
- Low-rise waist, belt loops
- Front button closure
- Dual back pockets
- Short-length hem
- Form-hugging fit
- Runs true to size
How to style for Halloween: Pair with the coordinating crop top sold separately, boots, and fingerless gloves to finish the delivery worker costume.
Style Number/Barcode: 06503-000359
Category Name: $20 & Under Sale
Price: $9.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Sale
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Web Glow Rhinestone Face Gems
Build your Halloween DIY look with sparkle that does the costume work. The rhinestone face gems feature a web-inspired design that adds an eye-catching finish to your Halloween makeup.
Fit & Features
- Rhinestone web face art kit
- Web-inspired rhinestone design
- Two eye tattoos included
- One sheet of face gems included
- Designed for placement around the eyes and face
How to style for Halloween: Complete your look with dramatic eye makeup, a sleek hairstyle, and dark costume accessories for a customized finish.
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07308-000136
Category Name: $20 & Under Sale
Price: $2.97 $15.90
On Sale: Yes
Availability: In Stock
Available Color: SILVER
Available Size: NS
Product Badge:- Sale