Apparel by Occasion
Women’s apparel is getting a fall refresh, with on-trend, current pieces made for every plan on the calendar. Go casual to dressy in long-sleeve, button-down, blouson, and cowl-neck tops, sassy graphic tees, cozy sweaters, mock necks, and ribbed knits. Add sleek outerwear in faux leather, faux suede, or denim, then rotate denim jeans, dressy trousers, mini skirts, pleated skorts, and dressy shorts. Finish with mini party dresses, slip dresses, modern sheaths, or long formal maxis for weddings, birthday soirées, date nights, and every RSVP in between.
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Women’s Apparel By Occasion for Every Invite on Your Calendar
Women’s Apparel By Occasion makes finding the right look easier when you know where you’re going but haven’t decided what to wear. Windsor brings together all occasion outfits across dresses, clothing, shoes, jewelry, handbags, and accessories, so you can build your look in one place. From HOCO season and fall celebrations to weddings and winter parties, find special occasion outfits for women that help you feel ready for the moment—and excited to walk into it.
What Should I Wear for Fall’s Biggest Events?
Start with the occasion, then make the outfit yours. For homecoming, 2026 HOCO Dresses range from affordable A-line minis to fitted bodycon styles, with sparkle and beading when you want the photos to hit differently. Finish your dress with hair accessories, jewelry, or a dress belt for a detail that feels personal.
When Halloween takes over the group chat, Sexy Halloween Costumes let you become whoever you feel like being for the night. Go playful with a princess or fairy look, channel an angel or devil, or build your own idea around a catsuit and costume accessories.
Friendsgiving calls for a different kind of dressed up. Remix an LBD or black midi with heeled boots, reach for a velvet floral dress, or keep things cozy in a sweater dress. Cute knits and jeans work when dinner is more laid-back—because sometimes the best outfit is the one that leaves room for seconds.
What Can I Wear to Fall and Winter Wedding Events?
Wedding season doesn’t disappear when the weather cools, and neither do all the moments surrounding the ceremony. If you’re the bride, Engagement Dresses can start the celebration with a look for photos, dinner, or the party that makes everything feel official. From there, white jumpsuits and matching sets can give bridal showers and bachelorette or stagette plans an alternative to the expected dress.
For wedding guests, let the invitation, venue, and dress code lead. Cocktail dresses and women's formalwear can take you from an elegant reception to a black-tie celebration, while seasonal fabrics, longer lengths, and layers make dressing for cooler weather feel intentional rather than like an afterthought.
Where Can I Find Looks for Winter Formal?
Once HOCO season wraps, winter dances bring another reason to dress up. Semi-formal party styles, full-length gowns, sparkle, and jewelry sets give you different ways to match the dress code and make the night feel like yours.
Explore Winter Formal Dresses when you’re ready to find the dress, then build the rest of your look around it with shoes, jewelry, and accessories.
What Should I Wear to Holiday Parties and New Year’s Eve?
Holiday dressing can be as polished or playful as the invitation. A velvet or satin mini brings instant party energy, while matching skirt and pant sets let you create a coordinated outfit without overthinking every piece. Corset tops, heels, booties, and faux fur layers can take the look somewhere completely different. Explore Holiday Party Outfits For Women when your calendar starts filling up.
Then NYE gives you permission to turn everything up. Go all in with sequins, glitter, or rhinestones, try a sparkly dress romper, or make sheer long sleeves part of the statement. Add a clutch, your favorite shoes, and whatever amount of shine feels right for your midnight moment.
How Do I Choose an Outfit for a Special Occasion?
First, figure out what the event actually asks of you. Check the dress code, venue, weather, and what you’ll be doing once you get there. A wedding reception and Friendsgiving dinner might both be celebrations, but your outfit needs to work very differently for each.
Next, decide what will make you feel comfortable and confident. All occasion outfits don’t have to start with a dress. Jumpsuits, matching sets, corset tops with pants, skirts with sweaters, and other separates can be just as right for the occasion. Once you have the foundation, use shoes, layers, jewelry, and accessories to adjust how casual, polished, or glamorous the finished look feels.
Why Shop Windsor for Special Occasion Outfits?
Special occasions have been part of Windsor’s story for generations. Since 1937, Windsor has helped make fashion accessible and affordable, with styles for milestone moments alongside the trends you want to wear right now.
That means you don’t have to wait for a specific season to find women's formalwear or something special to wear. Windsor carries occasion styles year-round, with new looks arriving as trends and calendars change. Shop online, in-app, or visit one of more than 350 stores across North America when you want to see, feel, and try on your favorites before the big day.
How Do I Build a Complete Special Occasion Outfit?
Once you find the main piece, think about what the occasion still needs from your outfit. Shoes can change how dressy the look feels. Jewelry can bring sparkle closer to your face, while a clutch gives you somewhere to keep the essentials without weighing down your outfit. When temperatures drop, add a jacket, wrap, or faux fur layer that feels like part of the look rather than something you’re just wearing to stay warm.
Your occasion may come with a dress code, traditions, or a hundred photos—but the finished outfit should still feel like you. Bring the plans, the people, and the reason to celebrate. Windsor will help you put together the look that gets you there feeling ready.
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Classy Chic Chiffon Crop Top
Embrace chic elegance in this long sleeve crop top, perfect for transitioning from day to evening glam. The form-fitting bodice and square neckline accentuate your figure and lend a timeless sophistication to any ensemble. Its long, sheer sleeves add a playful twist to the elegant shape, making it a versatile piece for high-waisted skirts or jeans. This crop top pairs effortlessly with layered necklaces and hoop earrings for a complete, stylish look.
Fit & Features
- Square neckline
- Long sheer chiffon bishop sleeves, elastic cuffs
- Cropped hem
- Form-hugging fit
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1391
Category Name: Apparel by Occasion
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Pretty Floral Mini Dress
Get an effortlessly pretty look in this adorable mini dress. It features short puff sleeves, a sweetheart neckline with a tie-front detail, a stylish waist cutout, and a mini-length, curve-hugging silhouette with a flirty ruffled hem. The dress is composed of a lightweight woven fabric with an all-over disty floral print and features a stretchy smocked body. Complete the look with a charm necklace.
Fit & Features
- Short puff sleeves, cinched hems
- Sweetheart neckline, tie-front detail
- Front waist cutout
- Short, form-hugging fit
- Tiered, ruffled hem
- Lightweight woven fabric, ditsy floral print
- Stretchy smocked body
- Runs true to size
Style Number/Barcode: 05102-3061
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Style Floral Romper
Showcase your sweet and charming style with this adorable floral printed romper. It features a sleeveless V-neckline, a trendy twist-front detail with a small keyhole cutout, spaghetti straps, an open back with a tie-back accent, and a high waist silhouette with flowy shorts. Complete the look with strappy sandals.
Fit & Features
- Sleeveless V-neckline
- Twist-front detail, keyhole cutout
- Spaghetti straps
- Open back, tie-back accent
- High waist, flowy shorts
- Sheer woven fabric, floral print, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0164
Category Name: Apparel by Occasion
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Essential Faux Fur Bolero Jacket
Add a touch of luxury to your ensemble with this elegant faux fur crop jacket. Its plush fabric gives an opulent feel, perfect for adding sophistication to any look. The jacket's cropped length makes it a chic pairing with cocktail dresses, formal jumpsuits, or dressy pants ensembles. With its clean, collarless design and discreet front fastening, this jacket offers a modern take on classic bolero styling.
Fit & Features
- Draped open front
- Long sleeves
- Cropped hem
- Soft faux fur fabric
- Satin-like woven lining
- No stretch
- Runs true to size
Style Number/Barcode: 06201-0229
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Passion Ruffled Midi Dress
Show off your passion for florals with a midi dress that brings the romance! The dress features a sleeveless square neckline, spaghetti straps, a gorgeous blooming floral print, and a midi-length silhouette accented with a flirty ruffled high slit. The dress is composed of a lined crepe fabric that offers a curve-hugging silhouette with a moderate stretch. Style the look with platform wedges and a butterfly necklace.
Shop Ivory Floral Version: Ruffled For Florals Midi Dress
Shop Solid Color Version: Add Some Flair Ruffle Detail Midi Dress
Fit & Features
- Sleeveless square neckline, spaghetti straps
- Strapless or adhesive bra recommended
- Cross-back strap design, front slit, ruffled hem
- Midi-length silhouette
- All-over floral print
- Lined crepe fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1066
Category Name: Apparel by Occasion
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Maggie Formal Chiffon A-Line Midi Dress
Special Occasion
Make a dazzling impression with a gorge dress that is perfect for these twirl-worthy moments! Maggie features a sleeveless V-neckline, adjustable spaghetti straps, a high waistline with a flared A-line midi silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with heels.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- High waist
- A-line silhouette
- Midi length
- Lined chiffon fabric
- Relaxed fit, runs true to size
Style Number/Barcode: 05001-0630
Category Name: Apparel by Occasion
Price: $14.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ruffled Romance Floral Skater Dress
Fall head over heels for a pretty floral dress that brings the charm! The dress features a wrap V-neckline, long sheer sleeves with smocked cuff, an elastic waistband with tie-waist belt, and a skater silhouette with a ruffled hem. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with mules and gold hoops.
Fit & Features
- Floral print, wrap V-neckline
- Long sheer sleeves, smocked cuff
- Elastic waistband, tie-waist belt
- Skater silhouette, ruffled hem
- Lined chiffon fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1075
Category Name: Apparel by Occasion
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Mesmerizing Beauty Puff Sleeve Eyelet Skater Dress
Mesmerize with a skater dress that is perf for your next photoshoot! The dress features a square neckline, short puff sleeves, an eyelet pattern, and a skater silhouette. The dress is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with wedges.
Fit & Features
- Square neckline
- Short puff sleeves
- Eyelet pattern
- Skater silhouette
- Lightweight woven fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4073
Category Name: Apparel by Occasion
Price: $19.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Romantic Vibes Floral Mesh Midi Dress
Hey babe, bring the romantic vibes to your next dinner date in this floral mesh midi dress! It features a sleeveless cowl neckline, bungee spaghetti straps, and a mid-length, curve-hugging silhouette. The sheer mesh fabric has a pretty all-over floral print with a full knit lining. Complete the look with strappy heels.
Fit & Features
- Sleeveless cowl neckline
- Bungee spaghetti straps
- Mid-length, form-hugging fit
- Sheer mesh fabric, knit lining, floral print
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1094
Category Name: Apparel by Occasion
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Radiance Eyelet Mini Dress
Radiate in a gorge floral mini dress for your next brunch date! The dress features a sleeveless square neckline, spaghetti straps, a ditsy floral print, and a mini-length silhouette. The dress is composed of an eyelet knit fabric that offers a form hugging fit with minimal stretch. Complete look with mules and hoops.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Ditsy floral print
- Mini length silhouette
- Eyelet knit fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4091
Category Name: Apparel by Occasion
Price: $9.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Charming Florals Chiffon Skater Dress
Charm them all with a floral dress that brings those sweet vibes! The dress features a sleeveless V-neckline, adjustable spaghetti straps, an open-back design with cute tie-back ties, and a skater silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with a minimal stretch. Complete look with wedges.
Fit & Features
- Floral print
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Open back, tie-back ties
- Skater silhouette
- Chiffon fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 05101-1100
Category Name: Apparel by Occasion
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrapped In Florals Chiffon Skater Dress
Wrap yourself in a fab floral dress this season for your next brunch! The dress features a floral print, plunging V-neckline, ruffled cap sleeves, an open back with a tie-back strap, and a skater silhouette with an asymmetrical ruffled trim. The dress is composed of a semi-sheer chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with sandals and duster earrings.
Fit & Features
- Wrap V-neckline
- Ruffled cap sleeves
- Open back with tie back ties
- Skater silhouette
- Ruffle trim
- Floral print
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 05101-1103
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Just One Night Ruched Midi Dress
Make your night out a fab one with a dress that stuns! The dress features a sleeveless cowl neckline, spaghetti straps, curve-defining ruche detail, and a high-side slit for a display of leg along the midi-length hem. The dress is composed of a smooth knit fabric that offers a moderate stretch. Complete the look with mules.
Fit & Features
- Sleeveless cowl neckline, sticky bra recommended
- Spaghetti straps
- Ruching, high side slit
- Midi length hem
- Form-hugging fit
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1107
Category Name: Apparel by Occasion
Price: $19.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet And Flirty Chiffon Mini Dress
Sweet and flirty, this airy chiffon dress is perf for summer. It features a sleeveless V-neckline, adjustable spaghetti straps that lead to a cross-back design, ruffled seam detailing, and a short, flowy silhouette. Complete the look with chic mules.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, cross-back design
- Hidden back zipper and hook and eye closure
- Ruffled seam detailing
- Mini-length, flowy silhouette
- Sheer chiffon fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05101-1106
Category Name: Apparel by Occasion
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Flowy Chiffon Midi Dress
Get the perf semi-formal look in this effortlessly chic chiffon midi dress. It features a sleeveless sweetheart neckline with a padded bust, spaghetti straps, a flattering high waist seam, and a mid-length skirt with a front slit and a flowy A-line silhouette. Style this dress with sleek earrings and cute heels.
Fit & Features
- Sleeveless sweetheart neckline
- Built-in padded bust
- Adjustable spaghetti straps
- Partially smocked back, zipper and hook-eye closure
- High waist seam, flowy A-line silhouette, front slit
- Sheer chiffon fabric, inner knit lining
- Runs true to size
Style Number/Barcode: 05101-2187
Category Name: Apparel by Occasion
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep it Cute Basic Block Heels
It's warming up, so it’s time to add some color to your shoe collection! These faux suede basic heels feature an open almond toe, a single toe strap and an adjustable ankle strap. Style them with a crop top and a flirty mini skirt.
Fit & Features
- Block heel
- Adjustable ankle strap
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-3031
Category Name: Apparel by Occasion
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dreamy In Satin Ruched Mini Dress
You'll look so dreamy in this sleek satin mini dress. It features a sleeveless square neckline, spaghetti straps, an open back with a lower back dual strap design, front ruching, and a short, curve-hugging silhouette with a wrap-front hem. Style this dress with clear heels.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open back with lower back dual strap design
- Front ruching
- Mini-length, form-hugging fit, wrap-front hem
- Satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-3893
Category Name: Apparel by Occasion
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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: Apparel by Occasion
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet For The Summer Babydoll Dress
Sweet and chic, this babydoll dress is perf for the summer season. It features a square neckline, three-quarter length puff sleeves with cute ruffled hems, a high waist seam, and a short, flowy, flared-out silhouette. Style this dress with a trendy shoulder bag and mules for a weekend brunch.
Fit & Features
- Square neckline
- Three-quarter length puff sleeves, ruffled elastic cinched hems
- Stretchy smocked back detail, high waist seam
- Mini-length silhouette
- Flowy, flared-out fit
- Twill fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-4109
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Island Getaway Mesh Mini Dress
Get ready for your island getaway in this adorable mesh mini dress! It features a sleeveless square neckline, adjustable spaghetti straps, ruched detailing, a short, curve-hugging silhouette, and an all-over tropical palm leaf print. Style this dress with strappy sandals.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Ruching
- Mini-length, form-hugging fit
- Sheer mesh fabric, tropical palm leaf print, knit lining
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4133
Category Name: Apparel by Occasion
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fabulous Floral Puff Sleeve Mini Dress
Keep your look fresh and fab in this adorable floral printed mini dress! It features a sweetheart neckline with a tie at the bust, short puff sleeves, and a short, curve-hugging silhouette. Style this dress with strappy sandals and chic sunnies.
Fit & Features
- Sweetheart neckline, tie at the bust
- Short puff sleeves, elastic cinched hems
- Mini-length, form-hugging fit
- Brushed knit fabric, plenty of stretch
- Ditsy floral print
- Runs true to size
Style Number/Barcode: 05102-4125
Category Name: Apparel by Occasion
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Flirt Crepe Skater Dress
Flirt and flaunt in this skater dress that shows off your charming side! The dress features a sleeveless square neckline, bungee spaghetti straps, an open back with a sleek caged accent, and a skater-length silhouette that hits mid-thigh. The dress is composed of a lined crepe fabric that offers a fit and flare silhouette with a moderate stretch. Complete look with rhinestone heels.
Fit & Features
- Sleeveless square neckline, adhesive bra recommended
- Bungee spaghetti straps
- Open back with caged strap detail
- Skater length silhouette
- Lined crepe fabric
- Fit and flare silhouette, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1140
Category Name: Apparel by Occasion
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All My Love Ditsy Floral Mini Dress
Keep it lovely and gorge with a mini dress that shows off your sweet side! The dress features a ditsy floral print, a sleeveless square neckline, spaghetti straps, a lower back keyhole with tie-back straps, and a skater silhouette with a ruffled hem. Complete look with chunky sneakers.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Lower back keyhole
- Tie-back straps
- Skater silhouette, ruffled hem
- Lightweight woven fabric, ditsy floral print
- Relaxed fit, no stretch
- Runs true to size
Style Number/Barcode: 05102-4147
Category Name: Apparel by Occasion
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free