Off The Shoulder Dresses

Embrace elegance with our breathtaking collection of off-the-shoulder dresses, available in a variety of lengths from short to maxi. Each piece, whether fitted with a corset or with a flowy skirt, is designed to enhance your silhouette with a flattering display of an open neckline. Our dresses come in bodycon styles for a figure-hugging look or more relaxed, flowy designs for a breezy aesthetic.

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Discover Your Perfect Off-the-Shoulder Dress for Fall and Winter at Windsor

Refresh your seasonal style with Windsor's collection of Off-the-Shoulder Dresses, perfect for fall and winter occasions. Our curated selection blends contemporary fashion with cold-weather functionality, ensuring you look stylish at every event, whether it's a holiday party, winter wedding, or cozy night out.

Your Perfect Fit for Every Winter Moment

As the weather cools, off-the-shoulder dresses offer a stylish way to showcase your neckline while staying on-trend for the season. For formal events or winter weddings, our off-the-shoulder wedding guest dresses strike the right balance between style and comfort. Looking for something more glamorous? Explore our collection of off-the-shoulder cocktail dresses, ideal for evening parties and work holiday gatherings, where you’ll make a memorable impression.

Rich, Seasonal Colors That Speak Volumes

Explore a palette of colors designed to complement the rich tones of fall and winter. From the timeless appeal of black dresses to deep, luxurious shades like burgundy, chocolate brown, and forest green, you'll find hues that suit your seasonal style. Embrace the warmth of jewel tones like emerald and sapphire, or opt for classic neutrals in shades of beige and ivory to create a sophisticated look perfect for any occasion.

Unveil Your Unique Style With The Right Details

Choose the length and style that best suits your fall and winter wardrobe. Off-the-shoulder maxi dresses offer a dramatic, flowy look perfect for formal occasions or winter galas, while an off-shoulder midi dress strikes a balanced look that's ideal for Winter Formal or holiday parties. For a playful and flirty vibe, a mini dress with an off-shoulder sleeve is your go-to option, paired with tights and boots for a chic winter ensemble.

Our collection emphasizes versatility and seasonal vibes, featuring off-the-shoulder dresses with long sleeves to keep you cozy during cooler evenings. Opt for an elegant off-the-shoulder long sleeve dress for formal gatherings, or choose a dress with three-quarter sleeves for a versatile look that transitions from day to night effortlessly.

Stand out with unique seasonal details like dark floral prints and ruffle accents on hems and sleeves, adding a touch of romance to your fall and winter wardrobe. This collection features luxurious fabrics like velvet, satin, and sequin, ensuring you have a dress that not only looks stunning but feels incredible to wear.

As we embrace the fall and winter seasons, off-shoulder dresses are perfect for everything from holiday parties to cozy evenings by the fire. Whether you're looking for a statement evening dress for a night out or something stylish and warm for a daytime event, Windsor has you covered.

Explore the Off-the-Shoulder Dresses collection now and find your perfect look for any occasion. Visit Windsor online or in-store today to discover the latest in women's fashion and elevate your wardrobe with stylish, seasonally-appropriate styles.

How do I style an off-the-shoulder dress for a wedding?

Styling an off-the-shoulder dress for a wedding is all about balancing elegance with personal flair. Start with accessories: delicate jewelry like a simple necklace and matching earrings can enhance the neckline without overpowering the dress. Opt for a pair of stylish heels or strappy sandals to complete the look. For a daytime wedding, choose lighter colors and softer fabrics like chiffon or lace, paired with a floral print or pastel shade. For an evening affair, consider richer colors like burgundy or navy and fabrics such as satin or velvet. Don’t forget to bring a shawl or wrap to stay warm during cooler evening hours.

What type of bra should I wear with an off-the-shoulder dress?

Finding the right bra for an off-the-shoulder dress can make all the difference in comfort and appearance. A strapless bra is the most common choice, providing support without visible straps. For added security, consider a longline strapless bra, which extends further down the torso for extra support. If you need more lift, a strapless push-up bra can enhance your silhouette. Alternatively, adhesive bras or stick-on cups can offer support without any visible hardware. Some off-the-shoulder dresses also come with built-in support, eliminating the need for a bra altogether.

Can off-the-shoulder dresses be worn in colder weather?

Yes, off-the-shoulder dresses can be styled for colder weather with a few clever additions. Layering is key: pair your dress with a chic, fitted jacket, bolero, or a stylish tie-front top that complements the dress without covering its distinctive neckline. A wrap or shawl can also provide warmth while maintaining the elegance of the off-the-shoulder design. Opt for long-sleeved off-shoulder dresses made from warmer fabrics like velvet or knit. Complete the look with tights and closed-toe shoes or boots to keep warm. Adding accessories like scarves and gloves can also enhance your outfit while keeping you cozy.

  • A Stylish Affair Ruffled Midi Dress

    Make a dramatic entrance with a midi dress that is perfect for your cocktail event. The dress features a ruffled off-the-shoulder neckline a bodycon fit, and a midi length silhouette with a ruffled hem. The dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and statement earrings.

    Fit & Features

    • Ruffled off the shoulder neckline
    • Bodycon fit
    • Midi length silhouette 
    • Ruffled hem 
    • Crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-0989

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Blair Formal Off The Shoulder Lace Dress

    Special Occasion 

    Radiate luxe and glamour with a formal lace dress that brings enchanting details to your evening. The dress features an off-the-shoulder neckline, a sweetheart bust with padded cups, short sleeves, a ribbon tie-waist belt, and a party-length silhouette. The dress is composed of a lined floral lace fabric that offers a form hugging fit with minimal stretch. Includes voluminous petticoat for that extra flare! Complete look with heels

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust, padded cups
    • Short sleeves
    • Tie-waist ribbon belt with belt loops
    • Party length silhouette
    • Lined floral lace fabric, petticoat
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05001-0795

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

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  • Major Knockout Puff Sleeve Bodycon

    Stun in a knockout dress for your next night out with the squad! The dress features a plunging sweetheart neckline, short puff sleeves, a bodycon fit throughout, and a mini-length silhouette. The dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch.

    Fit & Features

    • Sweetheart neckline
    • Short puff sleeves
    • Mini-length silhouette
    • Bodycon fit, moderate stretch 
    • Crepe fabric 
    • Runs true to size

    Style Number/Barcode: 05101-1235

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Ribbed Knit Mini Dress

    Button up in a chic mini dress that is perf to dress up or dress down in for your next outing! The dress features an off-the-shoulder neckline, short sleeves, a faux button-down front, and a mini-length silhouette. The dress is composed of a lined ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and denim jacket

    Fit & Features

    • Off the shoulder neckline
    • Short sleeves
    • Faux button down front
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1911

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Sweet Stunner Woven Skater Dress

    Showcase sweet and stunning looks in this gorgeous woven skater dress. It features a sweetheart neckline, sheer short puff sleeves, a high waist seam, and a flirty, flowy skater silhouette with a cute ruffled hem. Style this dress with wedges for weekend brunch with the girls.

    Fit & Features

    • Sweetheart neckline
    • Sheer short puff sleeves, elastic cinched hems
    • Back zipper and hook and eye closure
    • High waist seam, flowy skater silhouette
    • Ruffled hem
    • Sheer woven fabric with eyelet detailing, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1102

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

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  • So Sweet Ruffled Cutout Skater Dress

    Keep it so sweet with a charming ruffled skater dress! The dress features an off-the-shoulder neckline, a smocked bodice with a ruched drawstring, long sleeves, a sexy cutout at the midriff, and a tiered ruffled skater silhouette. The dress is composed of a lightweight gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with sandals

    Fit & Features

    • Off-the-shoulder neckline 
    • Smocked bodice with a ruched drawstring
    • Long sleeves, elastic cinched hems
    • Cutout at the midriff 
    • Tiered ruffle skater skirt
    • Gauze knit fabric, relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2486

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Sweet Vibes Off-The-Shoulder Floral Mini Dress

    Bring those sweet vibes with a pretty mini dress that is perf for your next date night! The dress features a ditsy floral print, an off-the-shoulder neckline, a sweetheart bust with a mini tie-front, short puff sleeves, and a mini-length silhouette. The dress is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Off-the-shoulder neckline
    • Sweetheart bust, mini tie-front 
    • Short puff sleeves, ruffled hems
    • Mini-length silhouette
    • Brushed knit fabric, side ruched detailing
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4154

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Total Sweetheart Floral Mini Dress

    Charm like the total sweetheart you are with a mini dress that brings the glam. The dress features an off-the-shoulder neckline, a padded sweetheart bust, long sleeves, a ruched body, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Off-the-shoulder neckline, padded sweetheart bust
    • Long sheer sleeves, elastic cinched hems
    • Ruched body
    • Mini-length silhouette
    • Floral print, sheer mesh fabric, knit lining
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1122

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Sweet And Sultry Vibes Mesh Midi Dress

    Bring the sweet and sultry vibes to your night-out look in this stunning mesh midi dress. It features an off-the-shoulder sweetheart neckline with a ruffled trim, short sleeves, padded cups, ruched detailing, and a mid-length, curve-hugging silhouette with a chic side slit. Style this dress with hoop earrings and clear heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, ruffled trim
    • Short sleeves, padded cups
    • Back zipper and hook and eye closure
    • Ruched detailing
    • Mid-length, form-hugging fit, side slit
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1661

    Category Name: Off The Shoulder Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Sunsets Maxi Dress

    Your dream vacation is calling! Pack this stunning tropical floral printed maxi dress for a gorgeous look. It features an off-the-shoulder square neckline, a fitted smocked bodice, short ruffled sleeves, a tie-front accent to highlight the waist, and a flowy, floor-length silhouette with a wrap-front design. Style this dress with sleek hoop earrings and strappy sandals.

    Fit & Features

    • Off-the-shoulder square neckline
    • Fitted smocked bodice
    • Short ruffled sleeves
    • Tie-front detail
    • Flowy, floor-length silhouette, wrap-front design
    • Woven fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 05102-4068

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Penelope Off-The-Shoulder Ruched Midi Dress

    Special Occasion

    Classic and chic, the Penelope midi dress is perf for your next cocktail party. She features an off-the-shoulder V-neckline with a wrap-front design, long fitted sleeves, side ruched detailing, and a mid-length, form-fitting silhouette to hug your curves. Style this dress with glitzy rhinestone earrings and strappy heels.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Wrap-front design
    • Long fitted sleeves
    • Side ruching
    • Mid-length, form-hugging fit
    • Slinky knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-0663

    Category Name: Off The Shoulder Dresses

    Price: $14.97

    Availability: Out of Stock

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  • Floral Feels Ruffled Mini Dress

    This pretty floral dress has us in our feels, bby! The dress features a floral print, an off-the-shoulder neckline with a ruffled popover, ruffled short sleeves, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with wedges and a metal cuff. 

    Fit & Features

    • Ditsy floral print
    • Off the shoulder neckline
    • Ruffled popover, ruffled short sleeves
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-2096

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Audrey Glitter Lace Mermaid Dress

    Special Occasion

    Elegant and chic, the Audrey glitter lace mermaid dress will have all eyes on you. She features an off-the-shoulder neckline with a pretty scalloped hem, long sheer fitted sleeves, and a back zipper closure. Her high waist seam is highlighted with a stylish tie-front ribbon belt, and flows out to a floor-length, mermaid silhouette with a sexy thigh-high front slit. The sheer glitter lace fabric has a knit lining and offers a moderate stretch. Complete the look with a radiant rhinestone necklace.

    Fit & Features

    • Off-the-shoulder neckline, scalloped hem
    • Long sheer fitted sleeves
    • Back zipper closure
    • High waist seam, tie-front ribbon belt
    • Floor-length, fitted mermaid silhouette, high front slit
    • Sheer glitter lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1060

    Category Name: Off The Shoulder Dresses

    Price: $14.97

    Availability: Out of Stock

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  • Cleo Formal One-Shoulder Velvet Dress

    Special Occasion 

    Make a mesmerizing impression with a formal velvet dress that stuns! Cleo features an asymmetrical one-shoulder neckline with a cold shoulder strap, a wrap mermaid silhouette, and a high side slit. The dress is composed of a velvet fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a tennis bracelet.

    Fit & Features

    • Asymmetrical one-shoulder neckline
    • Wrap mermaid silhouette
    • High side slit
    • Velvet fabric
    • Form-hugging fit
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1579

    Category Name: Off The Shoulder Dresses

    Price: $14.97

    Availability: Out of Stock

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  • Floral Wonder Ruffled Skater Dress

    Make em' awestruck with a pretty mini dress! The dress features a floral print, an off-the-shoulder neckline, ruffled off-the-shoulder straps, a mini tie-front accent at the bust, a smocked bodice, a tie waist belt, and a skater silhouette with a ruffled hem. The dress is composed of a lined chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with wedges and butterfly earrings. 

    Fit & Features

    • Floral print
    • Off the shoulder neckline with ruffled shoulder straps
    • Smocked bodice, mini-tie front 
    • Tie waist belt
    • Skater silhouette
    • Chiffon fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05102-4227

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Smocked Maxi Dress

    Capture those effortlessly chic vibes in this maxi dress! The dress features a square neckline, short sleeves, and a smocked bodice. The maxi length silhouette features a button-down center and a mini skirt length lining. The dress is composed of a smocked knit fabric and lightweight woven fabric that offers a form hugging fit with a moderate stretch. Complete look with wedges and a floppy hat

    Fit & Features

    • Square neckline, short sleeves
    • Smocked bodice
    • Button-down center
    • Maxi length silhouette
    • Mini skirt length knit lining
    • Smocked knit, lightweight woven fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4113

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Glam Puff Sleeve Mini Dress

    Keep it iconic in a glam mini dress! The dress features an elastic square neckline, short puff sleeves, and a mini-length silhouette. The dress is composed of a stretchy knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with heels

    Fit & Features

    • Elastic square neckline
    • Short puff sleeves
    • Mini length silhouette
    • Nylon-knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1097

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Elandra Formal Off The Shoulder Heat Stone Dress

    Special Occasion

    Light up the evening with a glitzy formal dress that brings the sparkle to your evening! The dress features an off-the-shoulder neckline, a sweetheart bust, a sheer bodice with sparkling heat stone accents, and a mermaid silhouette with a high side slit. The dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch. 

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust, padded cups, underwire, flexible boning
    • Sheer bodice, heat stones
    • Mermaid silhouette
    • High side slit
    • Crepe fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1441

    Category Name: Off The Shoulder Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
  • Chic Moment Mesh Bodycon Mini Dress

    Have a chic and stylish moment in this mesh bodycon mini dress, perf for your next night out. It features an off-the-shoulder neckline with a fold-over detail, sheer long fitted sleeves, ruched detailing, and a short, form-hugging fit that will hug your curves. Complete the look with rhinestone statement earrings and strappy heels.

    Fit & Features

    • Off-the-shoulder neckline, fold-over detail
    • Sheer long fitted sleeves
    • Ruching
    • Mini-length, form-hugging silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3905

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Stylish Off-The-Shoulder Mini Dress

    Stay sweet and stylish this season in this adorable mini dress! It features an off-the-shoulder sweetheart neckline, sheer short sleeves, a corset-designed front, and a short, curve-hugging silhouette. Complete the look with clear heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, padded cups
    • Sheer short sleeves, no-slip silicone strip
    • Corset-designed front
    • Back zipper closure
    • Mini-length, form-hugging fit
    • Crepe fabric
    • Runs true to size

    Style Number/Barcode: 05101-1121

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Renata Formal Off The Shoulder Mermaid

    Special Occasion 

    Channel classic elegance with a formal dress that is totally A-list worthy! The dress features an off-the-shoulder neckline with a sweetheart bust, long sleeves, and a curve-hugging mermaid silhouette. The dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels and a rhinestone clutch

    Fit & Features

    • Off the shoulder neckline, sweetheart bust
    • Long sleeves
    • Mermaid silhouette
    • Crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1435

    Category Name: Off The Shoulder Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
  • Floral Romance Ruched Mini Dress

    Start a floral romance with this pretty mini dress! The dress features an off-the-shoulder neckline, ruching at the bust, short sleeves, a cutout at the midriff, a ditsy floral print, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and earrings. 

    Fit & Features

    • Off the shoulder neckline
    • Ruching at bust
    • Short sleeves
    • Cutout at the midriff
    • Ditsy floral print
    • Smooth knit fabric, form-hugging fit, runs true to size
    • Mini length silhouette

    Style Number/Barcode: 05102-1103

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Pop Ruffled Mini Dress

    Add a pop of florals to your look with a mini dress that brings the romance! The dress features an off-the-shoulder neckline, a sweetheart bust with ruffled trim, short sleeves, and a ditsy floral print. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Off the shoulder neckline, padded cups
    • Sweetheart bust, ruffled trim 
    • Short sleeves
    • Ditsy floral print
    • Mini length silhouette
    • Lined mesh fabric 
    • Form hugging, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1009

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Milena Formal Off The Shoulder Mermaid Dress

    Special Occasion 

    Radiate elegance with a formal dress that truly captivates. Milena features an off-the-shoulder neckline, a pleated taffeta accent at the bodice, and a curve-hugging mermaid silhouette.  The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with a rhinestone bracelet and heels. 

    Fit & Features

    • Off the shoulder neckline, no-slip strip
    • Pleated taffeta accent, padded cups, flexible boning
    • Mermaid silhouette
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1653

    Category Name: Off The Shoulder Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale