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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Elegant Miss Lace High Low Midi Dress
Radiate pure elegance and bliss in this lace midi dress perfect for a semi-formal event! Featuring an off-the-shoulder, sweetheart neck, sheer ruffle trim short sleeves, a lightly padded bust, and a form-hugging silhouette leading to the high-low ruffled hem. Complete the look with a beaded clutch and heels.
Fit & Features
- Off-the-shoulder, sweetheart neck
- Sheer ruffle trim short sleeves
- Lightly padded bust
- Back zipper and hook-eye closure
- Form-hugging, high-low ruffled midi hem
- Lace fabric, sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2048
Category Name: Midi Dresses
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Low-Key Luxe Open Back Midi Dress
From classy neckline to tie-back surprise, this bodycon midi dress brings unexpected drama to this sleek silhouette. Perfect for weddings, date nights, or any occasion to dress up!
Fit & Features
- Slinky knit-lined fabric, moderate stretch
- Boat neckline
- Open tie-back design
- Form-hugging silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000502
Category Name: Midi Dresses
Price: $42.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L, XL
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Lizzy Feather Trim Satin Slip Dress
Special Occasion
Step out with a dramatic flair in the Lizzy sleek satin slip dress! She features a sleeveless square neckline with a fabulous marabou feather trim, adjustable spaghetti straps for a customized fit, and a flowy, midi-length, A-line silhouette. The smooth lightweight woven satin fabric showcases a luxe sheen. Complete the look with sparkling rhinestone heels.
Fit & Features
- Sleeveless square neckline, marabou feather trim
- Adjustable spaghetti straps
- Back zipper, hook and eye closure
- Midi-length hem, A-line silhouette
- Woven satin fabric, no stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1408
Category Name: Midi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Floral Ruched Mesh Midi Dress
You'll look like a dream in this stunning floral mesh midi dress! It features a sleeveless V-neckline, adjustable spaghetti straps that lead to a cross-back design, ruched detailing down one side, and an asymmetrical midi-length hem creating a stylish side slit. The lined mesh fabric features a gorgeous watercolor floral print pattern for a romantic vibe. Complete your date night look with clear heels.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, cross-back design
- Ruching down one side
- Asymmetrical midi-length hem, side slit, form-hugging fit
- Watercolor floral print
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1983
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Candlelit Dinner Lace-Up Midi Dress
You'll look flawless in this midi dress for a candlelit dinner! It features a sleeveless square neckline, sleek spaghetti straps that lead to the lace-up open-back, a bodycon silhouette, and an asymmetrical cutout hem. Complete the look with gemstone earrings.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Lace-up open-back
- Bodycon silhouette
- Asymmetrical cutout midi hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1994
Category Name: Midi Dresses
Price: $5.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Unwrap Me Lace V-Neck Midi Dress
Let their eyes unwrap you in this sultry lace midi dress that's absolute perfection for date night! Featuring a sleeveless V-neck, spaghetti straps that cross along the back, and a bodycon silhouette with a scallop trim slit. The dress is composed of a delicate lace fabric with partial lining and minimal stretch. Complete the look with a chic ring set and heels.
Fit & Features
- Sleeveless V-neck, spaghetti straps
- Criss-cross back
- Bodycon silhouette
- Scallop trim slit
- Midi-length hem
- Lace fabric, partial lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2022
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Staple Long Sleeve Midi Dress
This long sleeve midi dress is such a stylish staple! Featuring a square neckline with a chic center cutout at the bust, long fitted sleeves, a midi-length hem with a front slit, and a form-hugging fit, this crepe dress can be styled up or down. Pair with strappy mules for a date night.
Fit & Features
- Square neckline
- Small bust cutout
- Long fitted sleeves
- Midi-length hem, front slit
- Form-hugging fit
- Crepe fabric, short knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5529
Category Name: Midi Dresses
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ava Formal Sequin Wrap Midi Dress
Special Occasion
Get some compliments when you stun in the Ava formal sequin dress for upcoming cocktail mixers or art show galas! She radiates shine and a classic style in her sleeveless, one-shoulder neckline, tank-style strap, high-waist seam, and form-hugging asymmetrical wrap slit midi-length hem. The formal dress is composed of a sequin patterned fabric with a sewn-in knit lining and moderate stretch. Style with sleek block heels to complete the look!
Fit & Features
- Sleeveless, one-shoulder neckline, tank-style strap
- Back zipper and hook-eye closure
- High-waist seam, form-hugging silhouette
- Asymmetrical wrap slit, midi-length hem
- Sequin patterned fabric, sewn-in knit lining, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1269
Category Name: Midi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Twyla Formal Satin Cutout Midi Dress
Special Occasion
Luminous shine enchants the Twyla formal satin midi dress showcasing sultry detail that won't go unnoticed at banquets or ceremonies! She stuns in a sleeveless sweetheart neckline with a twisted bust, keyhole cutout, adjustable spaghetti straps for a customizable fit, and a front ruched seam leading to the skin-flaunting slit. The formal midi dress is composed of a lined satin fabric that hugs your body like a glove and has a sheen effect. Style with embellished heels to complete the look!
Fit & Features
- Sleeveless, sweetheart neckline, adjustable spaghetti straps
- Twisted bust, keyhole cutout, lightly padded
- Back zipper and hook-eye closure
- Bodycon silhouette, ruched seam, front slit, midi-length hem
- Lined satin fabric, minimal stretch
- No bra required
- Runs true to size
Style Number/Barcode: 05001-1297
Category Name: Midi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Try To Resist Surplice Midi Dress
Try to resist not staring at yourself in this sultry midi dress with every mirror you pass! The dress features a sleeveless V-neckline, sleek spaghetti straps, a surplice pleated bust with lining, and an empire waist seam leading to the form-hugging silhouette and a skin-flaunting slit. Complete the look in stiletto heels.
Fit & Features
- Sleeveless surplice V-neckline, spaghetti straps
- Surplice pleated bust, lining
- Empire waist seam
- Form-hugging silhouette
- Front slit, midi-length hem
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1999
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Romantic Floral Mesh Midi Dress
Serving soft girl with a sultry twist—this mesh midi stuns from every angle. The sweetheart neckline and ruched finish keep it romantic for date nights, weddings, or chic garden parties!
Fit & Features
- Floral print, mesh-lined fabric
- Strapless plunge neckline
- Back zipper and hook-eye closure
- Ruched bodycon silhouette
- Center back slit, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000640
Category Name: Midi Dresses
Price: $52.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L
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Trendy Babe Cutout Sweater Dress
You'll be such a trendy babe in this adorable cutout sweater dress! Featuring a sleeveless high neckline with a racerback design, a front keyhole cutout at the bust, alluring side cutouts at the waist, a midi-length hem, and a curve-hugging silhouette, this dress is a perfect pick for a night out with the girls. Style with platform heels and a chic handbag.
Fit & Features
- Sleeveless high neckline, racerback design
- Front keyhole cutout at the bust
- Dual side cutouts at the waist
- Midi-length hem, curve-hugging fit
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1633
Category Name: Midi Dresses
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Liv Formal Metallic Midi Dress
Special Occasion
Glimmering and shimmering metallic creates the perfect shine on the Liv formal midi dress to stun at birthdays, themed parties, and school dances! She features a sleeveless cowl neckline with spaghetti straps, a form-hugging silhouette, and a side pleated seam that leads to her asymmetrical wrap hem with a slit. The formal dress is composed of a sparkling metallic knit fabric with moderate stretch. Style with rhinestone strap heels to complete the look!
Fit & Features
- Sleeveless cowl neckline, spaghetti straps
- Form-hugging silhouette
- Side pleated seam
- Asymmetrical wrap slit midi hem
- Metallic knit fabric, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1418
Category Name: Midi Dresses
Price: $14.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Limelight Lace-Up Bandage Dress
Look back at it. Flaunt your hourglass in this lace-up bandage dress featuring a sleeveless, boat neckline, spaghetti straps, a mini bodycon silhouette, and an open-back with an alluring lace-up design with tie-closure. Composed of a seamless bandage-knit fabric with minimal stretch. Finish the look in stiletto heels for a night out.
Fit & Features
- Sleeveless, boat neckline
- Spaghetti straps
- Open-back, lace-up design with tie-closure
- Mini bodycon silhouette
- Seamless bandage-knit fabric
- Fits true to size, minimal stretch
Style Number/Barcode: 06005-1302
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Night-Out Allure Sleeveless Midi Dress
Showcase an alluring vibe for a night out on the town in this sleek sleeveless midi dress! It features a trendy cowl neckline, spaghetti straps, shirring at the waist, an asymmetric midi-length hem creating a chic side slit, and a bodycon silhouette that will hug your curves. The smooth knit fabric offers a moderate stretch. Style with clear heels.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Shirring at the waist
- Asymmetric midi-length hem, high side slit
- Bodycon silhouette
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1951
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Only The Best Cutout Sweater Dress
Treat yourself to the best sweater midi dress to have this season! It features fitted long sleeves, an asymmetrical neckline with contrast trim, a form-hugging silhouette, and a flirty side waist cutout with contrast trim. Style with block heels to complete the look!
Fit & Features
- Fitted long sleeves
- Asymmetrical neckline, contrast trim
- Form-hugging silhouette
- Side waist cutout, contrast trim
- Midi-length hem
- Rib-knit sweater fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1639
Category Name: Midi Dresses
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Contemporary Girl Sweater Midi Dress
Breeze in looking like a chic contemporary girl in this sweater midi dress! It features an on-trend cold shoulder with adjustable halter spaghetti straps, fitted long sleeves, a bodycon silhouette, and a front-side slit accent. Complete the look with lace-up heels for a dinner date!
Fit & Features
- Cold shoulder
- Adjustable halter spaghetti straps
- Fitted long sleeves
- Bodycon silhouette
- Front side slit, midi-length hem
- Sweater rib-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1613
Category Name: Midi Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Christen Formal Velvet Midi Dress
Special Occasion
Stealing the spotlight is a guarantee in the Christen formal velvet dress perfect for ceremonies and dinner parties! She delivers allure in a sleeveless one-shoulder neckline, dual spaghetti straps, and a high-waist seam leading to her bodycon, midi-length hem with a flirty slit. The formal dress is composed of luxurious velvet-lined knit fabric with minimal stretch. Style with a sparkling necklace and earrings set to complete the look!
Fit & Features
- Sleeveless, one-shoulder neckline
- Dual spaghetti straps
- High-waist seam, bodycon silhouette
- Slit accent, midi-length hem
- Lined velvet knit fabric, minimal stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1403
Category Name: Midi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Laila Formal Crepe Twist Midi Dress
Special Occasion
The Laila midi dress offers a playful twist for cocktail parties and dinner dates! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a twisted bust with a keyhole cutout, a form-hugging silhouette, and a flirty front slit along the hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Complete the look with hoop earrings and heels.
Fit & Features
- Sleeveless sweetheart neckline, adjustable spaghetti straps
- Back zipper and hook-eye closure
- Twisted bust, keyhole cutout
- Form-hugging, slit midi-length hem
- Lined crepe, moderate stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1295
Category Name: Midi Dresses
Price: $14.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Fall Vibe Ditsy Floral Corset Midi Dress
Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit.
Fit & Features
- Ditsy floral-printed woven fabric
- Sweetheart neckline, ruched bust, tie-front detail, underwire bust
- Thin tank shoulder straps
- Corset-style bodice with piping, high waist seam
- Hidden side zipper and hook-eye closure
- High front slit
- Midi-length A-line fit
- Runs true to size
Style Number/Barcode: 05101-3706
Category Name: Midi Dresses
Price: $46.90
Availability: In Stock
Available Color: BROWN
Available Size: XS
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Rendezvous In Satin Slip Midi Dress
Have a chic rendezvous in this satin slip midi dress featuring a sleeveless V-neck, bungee spaghetti straps, a fitted a-line silhouette, and a sultry front slit along the hem. The dress is composed of smooth, non-stretch satin fabric. Complete the look in lace-up stiletto heels.
Fit & Features
- Sleeveless V-neck
- Bungee spaghetti straps
- Fitted a-line silhouette
- Front slit
- Midi-length hem
- Non-stretch woven satin fabric
- Runs true to size
Style Number/Barcode: 05101-2383
Category Name: Midi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mary Off-The-Shoulder Velvet Midi Dress
Special Occasion
Every girl needs a chic and stunning velvet midi dress for weddings, banquets, or soirees! The Mary velvet formal dress features an off-the-shoulder, foldover asymmetrical neckline, a fitted bodice with a wrap-front design, short sleeves, and a curve-hugging, midi-length silhouette with a stylish side slit. The luxe velvet fabric will elevate your look all the more! Complete your outfit with a rhinestone jewelry set.
Fit & Features
- Off-the-shoulder, foldover asymmetrical neckline
- Fitted bodice, wrap-front design
- Short sleeves, back zipper closure
- Curve-hugging fit, midi-length silhouette, high-side slit
- Lined velvet fabric, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1402
Category Name: Midi Dresses
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wonderful Winter Sweater Midi Dress
Slay all season no matter the weather in this sweater midi dress perfect for casual or dressy events! It features fitted long sleeves, a mock neck, a bust cutout, and a form-hugging silhouette with a flirty front slit. The dress is composed of a stretchy rib-knit fabric. Pair with booties to complete the look.
Fit & Features
- Fitted long sleeves, mock neck
- Bust cutout
- Form-hugging silhouette
- Front slit accent
- Midi-length hem
- Rib-knit sweater fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1579
Category Name: Midi Dresses
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Jenny Strapless High Slit Satin Midi Dress
Special Occasion
Style up the silky-chic Jenny satin midi dress to be the best-dressed guest at your next wedding! She features a strapless straight across neckline with a fold-over design, a high waist seam, a midi-length hem with a skin-flaunting high front slit, and a form-hugging silhouette. The satin-knit fabric offers a moderate stretch. Complete your look with platform heels.
Fit & Features
- Strapless straight across neckline, fold-over design
- High waist seam, back zipper, hook and eye closure
- Midi-length hem, high front slit
- Form-hugging fit
- Satin-knit fabric, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1505
Category Name: Midi Dresses
Price: $14.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale