Midi Dresses
Midi dresses strike that sweet spot between chic and effortless—perfect for brunch with the girls, date night plans, or showing up wedding-guest ready. From flowy A-line silhouettes to curve-hugging bodycon styles, these fits flatter in all the right places. Discover midis with open-back halters, strapless, corset, and bustier bodices that bring the allure, while luxe fabrics like silky satin, mesh with floral prints, and buttery-soft knits keep it elevated. Modern details like ruching, cutouts, and twisted necklines make every midi post-worthy and unforgettable.
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Midi Dresses
Product Recommendations
Fall & Winter Midi Dresses You’ll Live In
Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.
Winter Nights, Office Days, Holiday Evenings
From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.
Styles That Work Overtime
In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.
Layering is everything this season—add a cropped faux fur, a tailored blazer, or sheer long-sleeve mesh underneath. Pair with knee-high boots or strappy heels depending on the look. Whether you're heading to the office, a holiday soirée, or dinner with friends, our midi dresses adapt to your schedule and mood.
Fall & Winter Midi Dresses You’ll Live In
Welcome your cold‑weather glow with midi dresses that bring warmth and wow. Our curated edit of mid-length dresses blends cozy knit, velvet, satin, and stretch crepe to keep you wrapped in chic style all season long. Dress them up or down—this is the collection that proves midi dresses aren’t just for sunshine.
Winter Nights, Office Days, Holiday Evenings
From formal midi dresses for gala nights to midi holiday party dresses that shine under string lights, we’ve got every vibe covered. Think long sleeves, mock necks, and rich jewel tones for upscale events. When you want a touch of edge, reach for a midi club dresses silhouette with cutouts or ruching that plays up bodycon lines while still delivering mid-length elegance.
Styles That Work Overtime
In our fall/winter midi line, expect figure-flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Cozy yet sleek ribbed knits, ponte, and sweater fabrics make daytime wear effortless—pair with a moto jacket or trench. For evening, slip into velvet or satin mid-length dresses that catch candlelight and camera flashes alike. With pockets, adjustable straps, and stretch back panels, each piece solves styling hiccups so you look composed from date to dance floor.
Midi Dresses in Every Shade—With Holiday Styling Tips
Explore our curated midi collections in every hue, with outfit ideas that transition effortlessly from festive dinners to gift swaps and winter weddings:
- Black Midi Dresses: Pair a sleek black midi with pointed-toe pumps and a structured blazer for an office party look that turns into dinner-ready elegance.
- Blue Midi Dresses: Go bold with cobalt blue styled under a faux fur jacket and metallic heels for a festive night out with friends.
- Green Midi Dresses: Elevate your holiday presence in an emerald green midi paired with gold statement earrings and velvet ankle boots.
- Pink Midi Dresses: A blush pink midi with soft satin finish and nude heels is perfect for a winter bridal shower or holiday brunch.
- Red Midi Dresses: Command attention in a scarlet red midi, styled with a faux leather moto jacket and black booties for party-season drama.
- White Midi Dresses: For winter formals or seasonal celebrations, opt for a white midi layered with a crystal-embellished belt and silver heels.
Shop Windsor’s midi dresses online, in-store, or in-app—and fall in love all over again. From cozy daytime looks to ultra-glam formal midi dresses and midi holiday party dresses, your new go-to mid-length dresses await.
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Jeanne Formal Sequin Midi Dress
Special Occasion
Countless sequins form a spectacular array of shine on the Jeanne formal midi dress perfect for birthdays, date nights, or dinner banquets! She features a sleeveless sweetheart neck, adjustable spaghetti straps for a customizable fit, a lightly padded bust, and a form-hugging silhouette with a flirty back slit. The formal dress is composed of a sequin pattern mesh fabric with a stretchy knit lining. Complete the look in this mid-length dress with an envelope clutch and heels.
Fit & Features
- Sleeveless sweetheart neck, adjustable spaghetti straps
- Lightly padded bust, back zipper and hook-eye closure
- Form-hugging silhouette
- Back slit, midi-length hem
- Sequin pattern mesh, stretchy knit lining
- Bra optional
- Runs true to size
Style Number/Barcode: 05001-1344
Category Name: Midi Dresses
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Radiant In Satin Strappy Midi Dress
You'll look so radiant in this satin midi dress to make a stunning appearance at cocktail parties and date nights! It features a sleeveless cowl neckline with pleating, spaghetti straps, a strappy back design, a form-hugging silhouette, and a side slit. Complete the look in stiletto heels.
Fit & Features
- Sleeveless cowl neckline, pleating
- Spaghetti straps
- Strappy back design
- Form-hugging silhouette
- Side slit, midi-length hem
- Lined satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1802
Category Name: Midi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So In Love Floral A-Line Midi Dress
You'll fall so in love with this floral midi dress to wear for day dates! It features a sleeveless square neckline, elastic ruched straps with lettuce-edge trim, an A-line silhouette, and a flirty front slit. The dress has a dainty rose floral print on stretchy knit-lined fabric. Complete the look in heeled sandals.
Fit & Features
- Sleeveless square neckline
- Elastic ruched straps
- Lettuce-edge trim
- A-line silhouette
- Front slit, midi-length hem
- Dainty rose floral print, stretchy knit-lined fabric
- Runs true to size
Style Number/Barcode: 05102-4921
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trip To The Tropics Printed Midi Dress
You'll look like you're ready to whisk away on a tropical vacay in this printed midi dress! It features a sleeveless V-neckline, spaghetti straps, a midi-length hem, a hip-hugging fit and an A-line silhouette, a thigh-high front slit, and an eye-catching tropical palm leaf print. Style with trendy wedges.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Midi-length hem, hip-hugging fit, A-line silhouette
- High front slit
- Tropical palm leaf print
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4979
Category Name: Midi Dresses
Price: $19.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Silky Sleek Satin Slip Midi Dress
This silky sleek satin slip midi dress will create the prettiest party outfit! It features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, a midi-length hem, and a flowy A-line silhouette. The lightweight satin woven fabric will catch the light with its eye-catching sheen. Style with a pair of platform heels.
Fit & Features
- Sleeveless cowl neckline
- Adjustable spaghetti straps
- Midi-length hem
- Flowy A-line silhouette
- Satin woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-2244
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flutter On Crepe V-Neck Midi Dress
Let this crepe midi dress flutter into your semi-formal lineup! The dress features breezy short sleeves, a plunge V-neckline, bust pleating, and a form-hugging silhouette. Style with sleek pumps for a business lunch or networking event!
Fit & Features
- Flutter short sleeves
- Plunge V-neckline
- Bust pleating
- Form-hugging silhouette
- Midi-length hem
- Lined crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2351
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Date Night Approved Floral Lace Midi Dress
This alluring floral lace midi dress is totally date night approved! It features a sleeveless square neckline, spaghetti straps, an open back with a strappy lace-up design for a customized fit, a midi-length hem with a high front slit, and a form-hugging silhouette. The sheer lace fabric includes a full knit lining. Style with sleek stilettos.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open back, strappy lace-up design, tie closure
- Midi-length hem, high front slit
- Form-hugging silhouette
- Sheer floral lace fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2108
Category Name: Midi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Savannah Glitter Cutout Midi Formal Dress
Special Occasion
Made for the spotlight, the Savannah formal dress stuns in a glitter knit that hugs every curve with effortless allure. Its sleek bodycon fit, sultry front slit, and open cutout back deliver the kind of detail that turns an entrance into a moment.
Fit & Features
- Glitter knit fabric, smooth knit lining, moderate stretch
- Sweetheart neckline, padded bra cups
- Wide shoulder straps
- Cutout back, hook closure, lower zipper and hook-eye closure
- Front slit
- Bodycon silhouette, midi-length hem
- Runs true to size
Where to Wear:
Weddings, cocktail soirees, engagement parties, rehearsal dinners, date nights, birthdays, dinner parties, milestone celebrations, red-carpet events
Style Number/Barcode: 05001-000363
Category Name: Midi Dresses
Price: $59.90
Availability: In Stock
Available Color: PINK, BURGUNDY, MOCHA
Available Size: XS, S, M, L, XL
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On The Go Crew Neck Slit Midi Dress
The perfect casual midi dress to look stylish while on the go! It features cap short sleeves, a crew neck, a bodycon silhouette, a side ruched drawstring, and a flirty slit along the hem. The dress is composed of a super soft brushed knit fabric with plenty of stretch. Style with cute slide sandals and a tote bag!
Fit & Features
- Cap short sleeves
- Crew neck
- Bodycon silhouette
- Side ruched drawstring, slit accent
- Midi-length hem
- Soft brushed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4872
Category Name: Midi Dresses
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Charm Tie-Front Midi Dress
Make them all fall for your stylish charm in this adorable midi dress! It features a sleeveless V-neckline with a cute tie-front detail, spaghetti straps, a midi-length hem with a high front slit for a subtle sultry vibe, and a slim-fit silhouette. The lightweight knit fabric has plenty of stretch. Pair with hoop earrings and block heels for a date night.
Fit & Features
- Sleeveless V-neckline, tie-front detail
- Spaghetti straps
- Midi-length hem, high front slit
- Slim-fit silhouette
- Lightweight knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4864
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Irresistible Mesh Midi Dress
You'll be a vision in this simply irresistible mesh midi dress perfect for an engagement party or cocktail soiree! It features a sleeveless plunge v-neck, adjustable straps, a back slit accent, and ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in stiletto heels.
Fit & Features
- Sleeveless plunge v-neck
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Ruched seams, back slit accent
- Bodycon, midi-length hem
- Mesh fabric, sewn-in knit lining, minimal stretch
- Fits true to size
Style Number/Barcode: 05101-1857
Category Name: Midi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elise Formal Short Sleeve Midi Dress
Special Occasion
Chic with stylish sophistication, the Elise formal short sleeve midi dress is a staple for cocktail parties. She features a square neckline with a wired notched front design, short cap sleeves with shoulder pad inserts, high waist seams, a midi-length hem with an alluring high side slit, and a form-hugging silhouette. The smooth crepe fabric offers a moderate stretch. Perfect for brides, pair with strappy stilettos for your engagement party or bridal shower.
Fit & Features
- Square neckline, wired notched front design
- Short cap sleeves, shoulder pad inserts
- High waist seams, back zipper, hook and eye closure
- Midi-length hem, high side slit, form-hugging fit
- Crepe fabric, knit lining, moderate stretch
- Bra-friendly design
- Runs true to size
Style Number/Barcode: 05001-1375
Category Name: Midi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Blooming Beauty Floral Midi Dress
Bloom with beauty in this gorgeous floral midi dress perfect for the season! It features a sleeveless square neckline, spaghetti straps, a knot-front design at the waist with ruching, a midi-length hem with a chic high front slit, and a curve-hugging fit. The stretchy knit fabric showcases a stunning bold floral print. Style with platform heels for a bridal shower.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps, square back
- High waist seam, knot-front design, ruching
- Midi-length hem, high front slit
- Form-hugging fit
- Bold floral print, knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-1678
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vision In Satin Corset Midi Dress
You'll be looking like a vision in this satin midi dress to make a flawless entrance at the club! Featuring a sleeveless sweetheart neckline, adjustable spaghetti straps, padded bust, flexible boning bodice, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit. The mid-length dress is composed of a lined silky satin fabric with a slight stretch. Complete the look with an envelope clutch.
Fit & Features
- Sleeveless sweetheart neckline, adjustable spaghetti straps
- Back zipper and hook-eye closure
- Padded bust, flexible boning bodice
- Bodycon silhouette
- Front ruched seam, slit, midi-length hem
- Lined satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-4811
Category Name: Midi Dresses
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mia Formal Sleeveless Cutout Midi Dress
Special Occasion
Simply chic, the Mia formal midi dress is a must-have style for cocktail parties or as a guest at weddings! She features a sleeveless square neckline, spaghetti straps, an alluring small cutout under the bust, a midi-length hem with a fab back slit accent, and a form-hugging silhouette. Complete the look with strappy stilettos.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps, back zipper closure
- Small cutout under the bust
- Midi-length hem, back slit, form-hugging fit
- Woven fabric, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1447
Category Name: Midi Dresses
Price: $14.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On The Dance Floor Glitter Midi Dress
Dazzle on the dance floor in this striking glitter midi dress perfect for birthdays or a classic GNO! Featuring a sleeveless square neckline, spaghetti straps, front and back cutout waist accents, and a bodycon silhouette with ruching down the side seams. The glitter knit fabric offers plenty of stretch. Complete the look in rhinestone heels.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Front and back waist cutouts, elasticized waistband
- Bodycon silhouette, ruching down the side seams
- Midi-length hem
- Glitter knit fabric, bust lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2068
Category Name: Midi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Soiree Cold Shoulder Midi Dress
The most stylish soiree is always better in this cold shoulder midi dress in a striking bodycon silhouette and ruched seams that accentuate your curves!
Fit & Features
- Mesh fabric, stretchy knit lining
- Cold shoulder sweetheart neckline
- Padded bra cups
- Back zipper and hook-eye closure
- Side ruched seams
- Bodycon silhouette, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-4103
Category Name: Midi Dresses
Price: $49.90
Availability: In Stock
Available Color: WHITE, WINE
Available Size: XS, S, M, L, XL
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Kori Formal Velvet Cutout Midi Dress
Special Occasion
Every guest will be crushing on you in the Kori formal velvet dress perfect for engagement parties and a dressy casino night! She features long sleeves, a plunge v-neckline, a back keyhole with button closure, a center front o-ring insert and a cutout waist and back, and a slim curve-hugging midi-length silhouette. The formal dress is composed of stretchy crushed velvet fabric. Complete the look in clear stiletto heels.
Fit & Features
- Long sleeves, plunge v-neckline
- Back keyhole with button closure, lower zipper closure
- Center front o-ring insert, cutout waist, and back
- Slim, curve-hugging silhouette, midi-length hem
- Crushed velvet fabric, moderate stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1517
Category Name: Midi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Palmer Strapless High-Low Midi Dress
Special Occasion
The Palmer strapless high-low midi dress is the perfect option for any semi-formal occasion! Featuring a strapless square neckline, flattering vertical seam detailing down the front and back, a high waist horizontal seam, and a midi-length high-low hem with a flared fishtail silhouette, this dress will have you looking effortlessly chic. The lined slinky knit fabric offers plenty of stretch. Style with strappy stilettos.
Fit & Features
- Strapless square neckline
- Vertical seams down the front and back
- High waist horizontal seam
- Midi-length high-low hem, fishtail silhouette
- Slinky knit fabric, short knit lining, plenty of stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1527
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Love Debut Satin Pleat Midi Dress
Everyone will love your debut in this dressy satin midi dress! It features a sleeveless v-neckline with a pleated overlay, sleek spaghetti straps, and an open strappy back design, and a bodycon silhouette. Complete the look in sparkly stiletto mules.
Fit & Features
- Sleeveless v-neckline with a pleated overlay
- Spaghetti straps
- Open strappy back design
- Bodycon silhouette
- Midi-length hem
- Smooth satin fabric, lined, minimal stretch
- Fits true to size
Style Number/Barcode: 05101-1890
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flaunt It Glitter Mesh Midi Dress
Flaunt your gorgeous figure in this curve-hugging glitter mesh midi dress! It features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams, a midi-length hem, and a chic front slit to showcase some leg. The sparkly sheer glitter mesh fabric includes a full lining. Complete the look with strappy stilettos.
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps, back zipper, hook and eye closure
- Ruching down the side seams
- Midi-length hem, fitted bodycon silhouette
- Front slit
- Sheer glitter mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1717
Category Name: Midi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Kathryn Formal Satin Corset Midi Dress
Special Occasion
Kathryn photographs beautifully on red carpets and is stunning for bridesmaids! She embodies grace and class with a touch of sultriness. Featuring an off-the-shoulder, cowl pleated neckline, a lightly padded bust, a corset bodice with flexible boning, and a bodycon, midi-length silhouette with a flirty slit. The formal dress is composed of smooth satin fabric with lining and minimal stretch. Style with rhinestone platform heels to add some shine!
Fit & Features
- Off-the-shoulder, cowl pleated neck, lightly padded bust
- Back zipper and hook-eye closure
- Corset bodice, flexible boning
- Bodycon, midi-length hem, front slit
- Lined smooth satin, minimal stretch
- No bra required
- Runs true to size
Style Number/Barcode: 05001-1350
Category Name: Midi Dresses
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Silhouette Bodycon Midi Dress
Showcase a trendy silhouette in this curve-hugging bodycon midi dress. It features a one-shoulder neckline, a single long fitted sleeve with a puff shoulder, a high waist seam, and a midi-length hem with a wrap-front design. Style with a pair of strappy stilettos for cocktail hour!
Fit & Features
- One-shoulder asymmetrical neckline
- Single long fitted sleeve, puff shoulder
- Back zipper, hook and eye closure
- High waist seam
- Midi-length, form-fitting silhouette, wrap-front
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1634
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mandy Formal Satin Lace-Up Midi Dress
Special Occasion
Luminous shine makes the Mandy formal satin midi dress photogenic as you grace the red carpet or a white veil occasion! She flaunts your femme figure in a sleeveless cowl neckline, dual spaghetti straps, an open-back with a lace-up design, and side and back ruched seams that accentuate your curves along her bodycon, midi-length silhouette. The formal dress is composed of silky satin fabric with lining and minimal stretch. Style this mid-length dress with rhinestone platform heels to complete the look!
Fit & Features
- Sleeveless cowl neckline, dual spaghetti straps
- Open-back, lace-up design
- Side and back ruched seams
- Bodycon, midi-length hem
- Lined satin fabric, minimal stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-6891
Category Name: Midi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale