Apparel by Occasion
Discover the latest trending women’s apparel designed to move with your plans. Keeping it casual? Reach for relaxed jeans and a flattering crop top, or slip into a sundress or romper for beach days and brunch. When the night calls for something stronger—concerts, GNO, date night—lean into sleek faux leather bottoms or sparkly mini dresses that hold their own. From statement tops and tailored jackets to versatile bottoms and dresses, this collection makes it easy to build outfits that feel current, confident, and entirely your own.
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All Occasion Dresses That Elevate Every Celebration
Step into your standout moments with Windsor’s curated collection of all occasion dresses—made for milestones, seasonal invites, and everything in between. Whether you're RSVPing to a spring wedding, celebrating a birthday dinner, or enjoying a glamorous night out with friends, these dresses are designed to turn heads and deliver confidence.
Styles That Fit Every Vibe
From rich jewel tones and deep neutrals to romantic lace and sleek satins, Windsor’s all occasion styles are anything but basic. Explore corset midis that sculpt and support, chiffon wrap dresses that sway with every step, or satin maxis with leg-baring slits that shine in every photo. Prefer short and sweet? Mini dresses with layered or tiered skirts, puff sleeves, and/or cowl necklines bring the energy for brunches, spring break vacay, and bachelorette weekends.
Your Go-To Dress for Any Event
Weddings: From elegant guest gowns in blue or lavender to flirty lace midis for rustic or vineyard I-dos, you’ll find dresses that are photo-ready and dance-floor approved.
Graduation & Ceremonies: Walk the stage or step into milestone moments in polished midi dresses with pleats, structure, or subtle shimmer.
Bridal & Baby Showers: Sweetheart necklines, delicate lace, and flowy silhouettes make these dresses feel celebratory and chic.
Evenings Out: Bring the glam with sequin minis, lace corset bodices, or sleek satin styles that dazzle under city lights.
Finish with the Perfect Touch
Complete your outfit with statement earrings, strappy heels, or a rhinestone clutch. Need a layer? Try a faux leather jacket, polished blazer, or soft wrap for cooler evenings or elevated venues.
Made to Move with You
From stretch satin to luxe velvet and mesh overlays, these dresses combine comfort with impact. Whether you're toasting at a rehearsal dinner, mingling at a gallery opening, or hosting your own big night, Windsor’s all occasion dresses let you feel polished without ever feeling overdone.
Find your perfect look online, in-app, or at one of Windsor’s 350+ stores across the U.S. and Canada. These are the all-occasion dresses that make every invite an opportunity to shine.
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Chic Entrance Cropped Blazer Bolero
This structured blazer bolero will make your formal 'fits all the more chic. Crafted from a woven crepe fabric, it features a lapel collar with a sleek silk-blend trim, long sleeves, front bar clasp closures with mini rhinestone embellishments, and a fitted cropped hem. Layer over a cocktail dress with rhinestone heels!
Fit & Features
- Lapel collar, silk-blend trim
- Long sleeves
- Front bar clasp closure, mini rhinestones
- Fitted cropped hem
- Woven crepe fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06202-0433
Category Name: Apparel by Occasion
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweeten Up Strappy Back Floral Chiffon Skater Dress
Sweeten up any moment in this floral chiffon skater dress perfect for celebrations and showers! With a square neckline, spaghetti straps, and a playful strappy back design, this dress is perfect for any occasion. The skater silhouette and ruffled short-length hem add a flirty touch, while the ditsy floral print and chiffon fabric keep it light and whimsical. Complete the look in wedges.
Fit & Features
- Ditsy floral print, chiffon fabric lined with stretchy knit
- Spagehtti straps, square neckline
- Strappy back design
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5450
Category Name: Apparel by Occasion
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Playful Summer Sweetheart Ruffled Eyelet Midi Dress
Looking for the perfect summer dress? Look no further than this playful sleeveless midi dress! With its flattering sweetheart neckline with a structured bust and adjustable spaghetti straps, this A-line silhouette dress will have you feeling confident and stylish. The ruffled midi-length hem and floral embroidered eyelet woven fabric add a touch of playfulness to this must-have dress! Complete the look with wedge sandals.
Fit & Features
- Floral embroidered eyelet woven fabric, stretchy knit lining
- Sweetheart neckline, padded bust with underwire
- Adjustable spaghetti straps, back zipper with hook and eye closure
- High waist seam, A-line silhouette
- Ruffled midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3015
Category Name: Apparel by Occasion
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Darling Details Floral Eyelet Mini Dress
This floral eyelet mini dress has darling details that make it perfect for spring and summer looks! Made from a beautiful floral printed woven eyelet fabric, this dress will make you feel like a blooming flower. With a flirtatious square neckline and bust keyhole tie, this dress is perfect for any occasion. The adjustable spaghetti straps ensure a perfect fit while the curve-hugging silhouette and mini-length hem show off your figure. Complete the look with a ring set.
Fit & Features
- Floral printed woven eyelet fabric with knit lining
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Square neckline, keyhole tie
- Curve-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-3013
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sparkly Excellence Floral Sequin Mini A-Line Dress
Get enchanted by the sparkly excellence of this floral sequin dress designed to shimmer at showers and celebrations! The sweetheart halter neckline with tie closure and A-line silhouette flatter any figure, while the mini-length hem and floral print on sequin embellished fabric make it perfect for any occasion. Complete the look in strappy-heeled sandals.
Fit & Features
- Floral print, sequin embellished fabric, stretchy knit lining
- Sweetheart halter neckline with tie
- Padded bra cups
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3014
Category Name: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Breezy Chic Floral Embroidered Chiffon Skater Dress
This breezy chic floral chiffon skater dress is perfect for your summer parties! The airy sheer embroidered chiffon fabric is detailed with a dainty floral print and includes a stretchy full-length knit lining. The short dress features a sleeveless sweetheart neckline, a bustier-style bodice with a padded bust and structured underwire, and ruched cups. The adjustable spaghetti straps lead to a partially smocked back design for added stretch with a secure back zipper closure. The front faux buttons lead to a high waist seam flowing out to a short skater skirt with a flirty fit and flare A-line silhouette. Complete your look with strappy sandals.
Fit & Features
- Sheer embroidered chiffon fabric, floral print, stretchy knit lining
- Sweetheart neckline, bustier bodice, padded bust with underwire, ruching
- Adjustable spaghetti straps
- Partial stretchy smocked back, zipper with hook and eye closure
- Front faux buttons, high waist seam
- Fit and flare A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3009
Category Name: Apparel by Occasion
Price: $49.90
Availability: Out of Stock
Product Badge:- Sale
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Sweetest Look Ditsy Floral Chiffon Babydoll Dress
Create the sweetest look for your summer plans with this adorable babydoll dress! The airy sheer chiffon fabric is detailed with a ditsy floral print and includes a full-length lining for coverage. The short dress features a sleeveless scoop neckline with ruching at the bust, adjustable spaghetti straps for a customized fit, a smocked back for added stretch, and a ruffled tiered A-line silhouette with an effortless flowy fit. Style with sneakers for a cute and casual summer outfit.
Fit & Features
- Ditsy floral print
- Sheer chiffon fabric with stretchy knit lining
- Ruched scoop neckline
- Adjustable spaghetti straps
- Smocked back
- Ruffled tiered A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5451
Category Name: Apparel by Occasion
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Subtle Charm V-Neck Ruffled Floral Skater Dress
Embrace your inner charm in this floral skater dress at showers or birthdays! The flattering V-neckline and adjustable spaghetti straps provide a perfect fit, while the tiered ruffled skater silhouette adds a touch of feminine flair. With its tie-back design, short-length hem and beautiful floral print, this dress will make you feel effortlessly stylish. Complete the look in mules and earrings!
Fit & Features
- Ditsy floral print
- Chiffon fabric lined with stretchy knit
- Adjustable spaghetti straps
- Tie-back design
- Tiered ruffled skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3022
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All The Splendor A-Line Faux Pearl Lace Mini Dress
Look and feel gorgeous in this lace A-line mini dress at parties and showers! This playful mini dress features a flattering V-neckline, spaghetti straps, and a lace-up back for the perfect fit. The A-line silhouette and faux pearl embellishments add a touch of whimsy to this lacey ensemble! Complete the look in block heels and a clutch.
Fit & Features
- Faux pearl embellishments
- Lace fabric lined with stretchy knit
- Spagehtti straps
- V-neckline
- Lace-up back, zipper and hook-eye closure
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3018
Category Name: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Vibes Ruched Lace Corset Top
This simply stunning ruched lace corset top will bring the flirty vibes to your date night outfit. The top's sheer floral lace fabric gives off a soft feminine look, and the full knit lining provides coverage. The sleeveless square neckline shapes the front with tank shoulder straps, and the flexible boning inserts provide structure. The front of the corset top has ruched detailing to accentuate your figure, leading to the back zipper closure. The fitted, angled, and cropped hem will give you a chic silhouette. Style this pretty corset top with a mini skirt and mules.
Fit & Features
- Sheer floral lace fabric with knit lining, moderate stretch
- Sleeveless square neckline
- Tank shoulder straps
- Flexible boning, back zipper, hook and eye closure
- Ruching
- Fitted, angled, and cropped hem
- Runs true to size
Style Number/Barcode: 06001-5043
Category Name: Apparel by Occasion
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dainty-Chic Lace-Trim Woven Corset Skater Dress
This adorable lace-trim woven corset skater dress will bring a dainty-chic style to your party look. The sheer stretch woven fabric offers an airy, lightweight feel with a knit lining for coverage. The short dress features a square neckline with a scalloped lace trim and sheer lace cap sleeves for the prettiest detail. The ruched bust leads to a corset front with a lace-up design for a snatched look. The high waist flows out to a skater skirt with a fit and flare silhouette. Complete your outfit with rhinestone heels for that pop of sparkle.
Fit & Features
- Sheer stretch woven fabric with knit lining
- Square neckline with scalloped lace trim
- Sheer scalloped lace cap sleeves
- Ruched bust, corset bodice with lace-up front
- Back zipper, hook and eye closure
- High waist seam, skater skirt with fit and flare silhouette
- Runs true to size
Style Number/Barcode: 05101-3026
Category Name: Apparel by Occasion
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Energy Sleeveless A-Line Chiffon Midi Dress
Bright vibrant and gorgeous energy to every shower or party in this sleeveless floral midi dress! The square neckline features a flirty V-wire cutout, while adjustable spaghetti straps provide a perfect fit. The A-line silhouette and front slit add movement and a flowy look. Style this floral dress with sandals.
Fit & Features
- Floral print, chiffon fabric, stretchy knit lining
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- V-wired cutout square neckline
- A-line silhouette
- Front slit
- Runs true to size
Style Number/Barcode: 05101-3031
Category Name: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunny Style Floral Chiffon Tiered Skater Dress
Show off an adorable style perf for sunny days in this floral chiffon skater dress! The breezy sheer chiffon fabric is detailed with a dainty floral print for the prettiest look and includes a lightweight woven lining for coverage. The short dress features a sleeveless V-neck and back design with tank shoulder straps, a ruched high waist that flows out to a double-tiered skater skirt, and a flirtatious fit-and-flare silhouette. Complete your outfit with espadrille sandals.
Fit & Features
- Dainty floral print
- Sheer chiffon fabric with woven lining, no stretch
- V-neck and back, tank straps
- Ruched high waist, back zipper with hook and eye closure
- Double-tiered skater skirt
- Fit-and-flare silhouette
- Runs true to size
Style Number/Barcode: 05101-3029
Category Name: Apparel by Occasion
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweetest Style Puff Sleeve Floral Chiffon Skater Dress
Show off the sweetest style in this breezy floral chiffon skater dress! The airy sheer chiffon fabric is detailed with an adorable dainty floral print for a charming vibe. The short dress features a square neckline with ruching and a small tie-front detail, short puff sleeves, dual high waist seams, and a fit-and-flare skater silhouette. Style with espadrille wedges for weekend brunch!
Fit & Features
- Sheer chiffon fabric, stretchy knit lining
- Dainty floral print
- Ruched square neckline, tie-front detail
- Short puff sleeves
- High waist seams, back zipper with hook and eye closure
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3027
Category Name: Apparel by Occasion
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Easily Darling Satin Floral Jacquard Bustier
Easy, breezy, and oh-so-darling! Envoke charm in this satin floral jacquard bustier featuring a sweetheart cowl neckline, adjustable spaghetti straps, and a built-in padded underwire bra for support. The flexible boning inserts and cropped hem provide a snatched and chic look with your favorite bottoms! Complete the look in a flirty skirt for a date or brunch!
Fit & Features
- Sleeveless sweetheart cowl neckline
- Adjustable spaghetti straps
- Stretchy smocked back, zipper and hook-eye closure
- Built-in padded underwire bra
- Flexible boning, cropped hem
- Floral jacquard print, satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2294
Category Name: Apparel by Occasion
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sensational Delight Sweetheart Cutout Midi Dress
Create a sensational look in this effortlessly chic midi dress on your next weekend getaway. The small cutout below the bust adds a touch of allure to the flowy A-line silhouette.
Fit & Features
- Cotton blend fabric lined with stretchy knit
- Sweetheart neckline, cutout below the bust
- Adjustable spaghetti straps
- Back zipper with hook-eye closure
- High waist seam
- Midi-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5649
Category Name: Apparel by Occasion
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fabulous By The Second Tweed Plaid Mini Skirt
Step out looking fabulous in this tweed plaid mini skirt perfect for a posh day out in Beverly Hills! Crafted with a high-rise waist and form-hugging silhouette, this skirt exudes timeless 90s style. The tweed plaid fabric, sewn-in woven lining, and flirty front slit create a flawless finish. Complete the look with the matching blazer and loafers!
Shop Matching Long Sleeve Blazer: Fabulous By The Second Tweed Plaid Crop Blazer
Shop Matching Short Sleeve Blazer: Fabulous By The Second Short Sleeve Tweed JacketFit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging fit
- Front slit, mini-length hem
- Tweed plaid fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06401-0639
Category Name: Apparel by Occasion
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise waist
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Sultry Perfection Mesh Cropped Bustier Top
This airy mesh cropped bustier top is simply sultry perfection! Designed with a stretchy sheer mesh fabric with a knit lining, this top features sexy details for an iconic night-out look. The sleeveless bodice is shaped with a sweetheart neckline with a built-in padded bust and ruching, a bustier design with flexible boning inserts for structure, and adjustable spaghetti straps for a customized fit. The angled cropped hem will create a snatched silhouette. Style this bustier top with a mini skirt and heels.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Sleeveless sweetheart neckline, padded bust, ruching
- Bustier bodice, flexible boning
- Adjustable spaghetti straps
- Angled cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5050
Category Name: Apparel by Occasion
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Pearl And Rhinestone Trim Bustier Top
This gorgeously detailed pearl and rhinestone trim bustier top will give you a dreamy vibe for your party plans! It features a sleeveless sweetheart neckline with pleated mesh fabric at the bust, a rhinestone faux pearl-embellished chain trim under the bust and on the spaghetti straps, a corset-style bodice with a structured bust and flexible boning for a snatched silhouette, and a fitted, angled, and cropped hem. Complete your look with a midi skirt and metallic heels.
Fit & Features
- Sleeveless sweetheart neckline, pleated mesh at the bust
- Rhinestone and faux pearl-embellished chain trim
- Corset-style bodice, padded cups, structured underwire, flexible boning
- Adjustable spaghetti straps, back hook and eye closures
- Fitted, angled, and cropped hem
- Sheer mesh fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-5048
Category Name: Apparel by Occasion
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fabulous By The Second Tweed Plaid Crop Blazer
Step out looking fabulous in this long sleeve tweed plaid crop blazer perfect for a posh day out in Beverly Hills! Crafted with a lapel collar neckline, long sleeves, and shoulder pads, this blazer exudes timeless 90s style. The tweed plaid fabric, sewn-in woven lining, and front button closure create a flawless finish. Complete the look with the matching skirt and loafers!
Shop The Matching Skirt: Fabulous By The Second Tweed Plaid Mini Skirt
Fit & Features
- Long sleeves, shoulder pads
- Lapel collar neckline
- Front button closure
- Cropped hem
- Tweed plaid fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06204-1691
Category Name: Apparel by Occasion
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Regal Chic Lace Up Tulle Embroidered Skater Dress
Create a princess-certified look in this chic skater dress as a cute bride-to-be, birthday girl, or graduate! Made with embroidered tulle lace fabric, this dress is perfect for making a statement at any event. The square neckline and spaghetti straps add a touch of elegance, while the lace-up detail and pleated skater silhouette create a flattering and stylish look! Complete the look in stiletto pumps and earrings.
Fit & Features
- Tulle lace embroidered fabric, tulle trim stretchy knit lining
- Spaghetti straps
- Lace up, back zipper and hook-eye closure
- Pleated skater silhouette
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05101-3034
Category Name: Apparel by Occasion
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweetest Sight Strapless Ruffled Eyelet Mini Dress
You'll be the sweetest sight in this strapless eyelet mini dress as the lovely bride-to-be or birthday girl! The strapless neckline and flexible boning provide a comfortable and flattering fit, while the tiered ruffled mini-length hem adds a playful touch. Complete the look with earrings and strappy block heels.
Fit & Features
- Eyelet woven fabric, sewn-in knit lining
- Strapless neckline
- Back zipper and hook-eye closure
- Flexible boning inserts
- Tiered ruffled mini-length hem
- Runs true to size
Style Number/Barcode: 05101-3042
Category Name: Apparel by Occasion
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Delightfully Chic Ruffled Floral Chiffon Midi Dress
Create a delightfully chic outfit for weekend parties in this airy floral chiffon midi dress! Designed with a lightweight sheer chiffon fabric with a lining for coverage, this mid-length dress is accented with a blooming rose print in subtle hues for a simply gorgeous look. It features a square neckline, adjustable spaghetti straps with dainty ruffled accents, a fitted high waist, and a flowy A-line silhouette detailed with a high front slit and feminine ruffled hem. Complete the look with hoop earrings.
Fit & Features
- Rose-printed chiffon fabric, stretchy knit lining
- Square neckline
- Adjustable spaghetti straps with ruffled accents
- High waist, back zipper with hook-eye closure
- A-line fit
- Front slit, ruffled hem
- Runs true to size
Style Number/Barcode: 05101-3046
Category Name: Apparel by Occasion
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Charming Style Puff Sleeve Chiffon Skater Dress
Create the sweetest charming style for your spring and summer parties in this chiffon skater dress! The airy sheer chiffon fabric offers that breezy lightweight feel and includes a stretchy knit lining for coverage. The short dress features a ruched square neckline, adorable short puff sleeves, dual high waist seams, and a fit-and-flare skater silhouette for a flirty vibe with a ruffled hem. Pair with sneakers for a cute and casual look!
Fit & Features
- Sheer chiffon fabric with stretchy knit lining
- Ruched square neckline
- Short puff sleeves with elasticized hems
- High waist seams, back zipper with hook and eye closure
- Skater silhouette, ruffled hem
- Runs true to size
Style Number/Barcode: 05101-3056
Category Name: Apparel by Occasion
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale