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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Feeling Amore Tie-Back A-Line Eyelet Mini Dress
Fall in love with this adorable eyelet mini dress perf for weekend plans. The flirty tie-back detail and ruffled A-line silhouette will get you all the compliments.
Fit & Features
- Eyelet knit fabric lined with stretchy knit
- Adjustable spaghetti straps
- Tie-back design
- Ruffled trim
- Short A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5434
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Attention Please Metallic Faux Leather Mini Skirt
This fabulous metallic mini skirt will make you the center of attention all night long! Designed with a coated faux leather fabric with a trendy metallic sheen, this skirt features a high waist, a back zipper closure for effortless styling, and a mini-length hem with a bodycon silhouette to flaunt your curves. Complete your trendy 'fit with a corset top and stilettos for the club.
Fit & Features
- Coated faux leather fabric, sewn-in knit lining
- Metallic sheen
- High waist
- Back zipper closure
- Mini-length hem, bodycon fit
- Runs true to size
Style Number/Barcode: 06401-0631
Category Name: Apparel by Occasion
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Icon Mid-Rise Pleated Woven Skort
Show off your chic icon status in this of-the-moment pleated skort! Designed with a structured woven fabric, this skort features a mid-rise waist with a fold-over design for a trendy look. The pleated mini-length overlay has an A-line fit over fitted knit shorts for coverage. Style this skort with a crop top and combat boots for an elevated everyday 'fit.
Fit & Features
- Woven and knit fabrics
- Mid-rise waist with fold-over design
- Pleated mini-length overlay
- A-line fit
- Hidden front zipper and hook and bar closure
- Fitted knit shorts
- Runs true to size
Style Number/Barcode: 06303-0244
Category Name: Apparel by Occasion
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Like Clockwork High-Rise Wide-Leg Trouser Pants
With a coffee in hand and these trouser pants on, your day will go smooth like clockwork! They feature a flattering high-rise waist with pleating, hidden side pockets for keeping your hands warm, and a chic wide-leg silhouette on woven fabric. Complete the look in a faux leather jacket for a sleek style.
Fit & Features
- High-rise waist with pleating
- Hidden front zipper and hook and eye closure
- Hidden side pockets
- Wide-leg silhouette
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1370
Category Name: Apparel by Occasion
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vineyard Gal Floral Woven Skater Dress
This vintage-inspired floral woven dress is perfect for vineyard weddings, wine tastings, and daytime soirees! The skater dress features adorable short puff sleeves, a sweetheart neckline with a bust tie, a lace-up back design, and a tiered fit-and-flare skater silhouette with a short hem. The lined woven fabric showcases a vintage floral print pattern. Style this short dress with on-trend strappy mules.
Fit & Features
- Short puff sleeves
- Sweetheart neckline, bust tie
- Lace-up back design, tie closure
- Tiered fit-and-flare skater silhouette
- Short-length hem
- Vintage floral print, lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-2966
Category Name: Apparel by Occasion
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Oh-So-Cute Puff Sleeve Lace-Up Gingham Mini Dress
Oh-so-cute and sweet! This gingham mini dress is sure to charm at brunch and picnics. You'll have comfort and style, made from a gauze woven fabric boasting a cheery gingham print line with a stretchy knit. With puff sleeves and a V-neckline, this bodycon dress flatters your figure and adds a fun touch with its lace-up back. The mini-length hem and playful gingham print make it perfect for any spring-to-summer event. Complete the look in sandals and sunnies!
Fit & Features
- Gingham print, gauze woven fabric lined with stretchy knit
- V-neckline
- Lace-up, back zipper and hook-eye closure
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5438
Category Name: Apparel by Occasion
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Demand Button Denim Mini Skirt
A denim mini skirt that's in demand to create a chic spring-to-summer look! The cotton-blend denim fabric offers a moderate stretch for comfortable wear. The high-rise waist and bodycon fit accentuate your curves, while the side button-down detail adds a touch of trendiness, and has back pockets and a flattering mini-length hem. Complete the look with the matching jacket.
Shop Matching Jacket: Chic Demand Denim Crop Jacket
Fit & Features
- Cotton-blend denim fabric, moderate stretch
- High-rise waist
- Front button down
- Back pockets
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06601-0182
Category Name: Apparel by Occasion
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Aura Puff Sleeve Floral Lace Skater Dress
Captivate them with your flirty aura in the cutest floral lace skater dress! The dainty sheer floral lace fabric will give your look a soft feminine vibe and includes a partial woven lining for coverage. The bodice is shaped with a plunging V-neckline with a tie-front detail and sheer short puff sleeves with elasticized hems. The open back adds to the allure and features a tie-back design. The dual high waist seams lead to a fit-and-flare skater silhouette on a short-length hem that was made to twirl. Style this adorable dress with wedge heels for a spring or summer party!
Fit & Features
- Sheer floral lace fabric with partial woven lining, no stretch
- Plunging V-neckline with tie-front
- Short puff sleeves with elasticized hems
- Open back, tie-back, lower back zipper with hook and eye closure
- Dual high waist seams
- Fit-and-flare skater silhouette
- Runs true to size
Style Number/Barcode: 05101-2967
Category Name: Apparel by Occasion
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Love Ruffled Floral Chiffon Midi Dress
Create an effortlessly pretty look you'll adore for day dates in this ruffled floral chiffon midi dress! The breezy chiffon fabric is detailed with a dainty floral bouquet print for a simply beautiful vibe. The mid-length dress features a sleeveless square neckline, a smocked bodice for added stretch with smocked adjustable tank shoulder straps, a fitted empire waist, and a tiered ruffled design with a flowy A-line silhouette. Complete your look with espadrille wedges.
Fit & Features
- Floral bouquet print, chiffon fabric and lining
- Square neckline, smocked bodice
- Smocked adjustable tank straps
- Empire waist
- Tiered ruffled design
- A-line fit
- Runs true to size
Style Number/Barcode: 05101-3879
Category Name: Apparel by Occasion
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Floral bouquet print, chiffon fabric and lining
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Bubbly Love Corset Skater Party Dress
You'll always have people falling for you in this corset skater party dress at parties! The square neckline and adjustable spaghetti straps keep it trendy while the corset bodice and hidden front hook and eye fasteners provide a flattering silhouette. The stretchy smocked back and embroidered woven fabric add style to this playful bubble hem dress. Complete the look with earrings.
Fit & Features
- Embroidered woven fabric, sewn-in knit lining
- Adjustable spaghetti straps
- Square neckline
- Hidden front hook and eye fasteners
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-2979
Category Name: Apparel by Occasion
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Brynne Formal Floral Mesh Ruffled Skater Dress
Special Occasion
The gorgeous Brynne formal floral mesh ruffled skater dress is the perfect flirty option for summer parties! The airy sheer mesh fabric is accented with a dainty floral and polka dot print pattern for an effortlessly ethereal look. The short skater dress is shaped with a sleeveless sweetheart neckline with a built-in padded bust and a chic knot-front design with ruched detailing. Her sheer waist features flexible boning inserts for added structure, and her thin tie-shoulder tank straps lead to a hidden back zipper closure. Your waist will be cinched with her high waist seam, flowing out to a tiered ruffled skater skirt with a pretty fit and flare silhouette. Complete your look with wedge heels!
Fit & Features
- Sheer mesh fabric with floral and polka dot print
- Partial knit lining, mesh underskirt, minimal stretch
- Sweetheart neckline with padded bust, ruched knot-front design
- Sheer waist design, flexible boning
- Tie-shoulder tank straps, hidden back zipper with hook and eye closure
- Tiered ruffled skater skirt, fit and flare silhouette
- Runs true to size
Style Number/Barcode: 05001-2110
Category Name: Apparel by Occasion
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bon Voyage Sweetheart Floral Chiffon Skater Dress
Say bon voyage looking darling in this floral chiffon skater dress whether you're heading out on your honeymoon or a trip abroad! Made from an airy chiffon fabric showcasing an adorable ditsy floral print that will make you stand out in the crowd. The sweetheart neckline and bust tie add a touch of romance while the skater silhouette and ruffled hem give it a playful twist. Complete the look with luxe earrings.
Fit & Features
- Ditsy floral print, chiffon fabric, stretchy knit lining
- Adjustable spaghetti straps
- Sweetheart neckline
- Back zipper and hook-eye closure
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5714
Category Name: Apparel by Occasion
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Festivities Ruffle Bodycon Glitter Mini Dress
Cue this glitter ruffle bodycon mini dress for all of your upcoming flirty festivities! Made with glitter mesh fabric, this mini-length dress is perfect for a night out on the town. With a scoop neckline and delicate spaghetti straps, this dress is both playful and elegant. The front ruffle trim adds a flirty touch, while the side ruched seams create a flattering, bodycon fit. Complete the look in platform heels.
Fit & Features
- Glitter mesh fabric, sewn-in knit lining, stretchy
- Spaghetti straps
- Ruffle trim
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5373
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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Secret Garden Floral Chiffon Babydoll Dress
Uncover this dreamy and whimsical garden floral babydoll dress for dressy soirees! Its square neckline, adjustable spaghetti straps, and hidden side pockets make it perfect for any occasion. The babydoll silhouette and short-length hem on a rose floral printed chiffon fabric with a knit lining add a touch of charm. Complete the look with earrings and platform block heels.
Fit & Features
- Rose floral print
- Sheer chiffon fabric lined with stretchy knit
- Square neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Babydoll silhouette
- Runs true to size
Style Number/Barcode: 05101-3003
Category Name: Apparel by Occasion
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rise To The Occasion Long Sleeve Slit Midi Dress
When last-minute plans arise this long sleeve midi dress rises to the occasion in chic style! The fitted long sleeves and bodycon silhouette hug your curves, while the square neckline flatters your bust. The tie-back design cinches your waist and the front slit adds a modern twist to this midi-length dress. Complete the look in stiletto heels for a dressy date night or cocktail party!
Fit & Features
- Smooth, stretchy knit fabric, top lining
- Square neck and back
- Long fitted sleeves
- Tie-back design
- Front slit
- Bodycon silhouette, midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3002
Category Name: Apparel by Occasion
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Whimsical Appeal Puff Sleeve Chiffon Skater Dress
Swiss dots add whimsical appeal to this charming chiffon skater dress perfect for birthdays, graduations, or showers! With sheer puff sleeves, a sweetheart neckline, and a tiered ruffled skater silhouette, this dress is both playful and flattering. Its short-length hem adds a touch of flirty charm. Complete the look in mules and a trendy purse!
Fit & Features
- Swiss dot chiffon fabric lined with stretchy knit
- Back zipper and hook-eye closure
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-2999
Category Name: Apparel by Occasion
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Delightful Cutie Corset Lace-Up Floral Midi Dress
If you aim to charm, this cute ditsy floral midi dress will sweep everyone off their feet at parties! Flaunt your femme figure in the sweetheart neckline, ruched underwire bust, and corset trim bodice. The A-line, midi-length silhouette, and front slit add a flattering look while the lace-up back allows for a customizable fit. Complete the look with a dainty necklace and mules.
Fit & Features
- Ditsy floral print
- Woven fabric lined with stretchy knit
- Underwire bust
- Lace-up, side zipper and hook-eye closure
- Front slit
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-2995
Category Name: Apparel by Occasion
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Garden Wanderer Corset Floral Linen Mini Dress
Wander the gardens in this romantic floral linen mini dress as a lovely party guest! With its sweetheart neckline that highlights your bust, adjustable spaghetti straps for a custom fit, and padded bust with a bust tie for trendy detail. The flexible boning and form-hugging silhouette enhance your figure, while the watercolor floral print adds a touch of whimsy. Made from linen fabric with a stretchy knit lining, it's comfortable and stylish. Complete the look with a clutch purse, block heels, and earrings for an unforgettable style!
Fit & Features
- Watercolor floral print, linen fabric lined with stretchy knit
- Padded bust
- Flexible boning
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-2993
Category Name: Apparel by Occasion
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Darling Delight Sleeveless Lace Trim Skater Dress
When the occasion calls for flair, this sleeveless skater dress delivers with darling delight! Perfect for bridal showers, rehearsal dinners, and graduations. Made from a smooth chiffon fabric, the lace trim straps and hem add a delicate touch. Featuring a square neckline and ruched bust, the flattering skater silhouette will have you twirling all day! Complete the look in block heels.
Fit & Features
- Smooth chiffon fabric, stretchy knit lining
- Square neckline, lace trim straps
- Back zipper and hook-eye closure
- Skater silhouette
- Lace trim short-length hem
- Runs true to size
Style Number/Barcode: 05101-3563
Category Name: Apparel by Occasion
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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In The Sunshine Puff Sleeve Floral Babydoll Dress
Sipping mocktails in the sunshine is always cuter in this floral babydoll dress perfect for showers and graduations! The artsy floral print adds a touch of whimsy, while the organza sheer fabric keeps you comfortable and breezy. Boasting sheer puff sleeves, a square neckline, and a short-length babydoll silhouette that is so flattering! Complete the look in dainty earrings and heels.
Fit & Features
- Artsy floral print
- Sheer organza woven fabric, stretchy knit lining
- Square neckline
- Short puff sleeves with ruffled hems
- Back zipper with hook and eye closure
- Babydoll silhouette
- Runs true to size
Style Number/Barcode: 05101-3005
Category Name: Apparel by Occasion
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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RSVP To Cute Ditsy Wildflower Tie A-Line Midi Dress
RSVP yes to shower or birthday invites when you have this cute ditsy wildflower tie A-line midi dress in your closet! Embellished with a ditsy wildflower print, this midi-length dress is sure to turn heads. With short puff sleeves and a square neckline, this dress is perfect for casual-dressy occasions. The tie front bust adds a touch of whimsy while the a-line silhouette and front slit provide movement and a flattering look. Complete the look with luxe earrings and tennis shoes.
Fit & Features
- Ditsy wildflower print
- Woven fabric lined with stretchy knit
- Tie front bust, back zipper and hook-eye closure
- Front slit
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3008
Category Name: Apparel by Occasion
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Love's In The Air Floral Chiffon A-Line Dress
Slip into romance! This dainty floral chiffon short dress features a sweetheart neckline and bust tie to accentuate your figure while the wide shoulder straps and underwire bust provide support. The corset-trim bodice and back lace-up design add a touch of romance along the flattering A-line silhouette and short-length hem. Complete the look with a ring set and sandals for a date or brunch!
Fit & Features
- Sleeveless sweetheart neckline
- Wide shoulder straps
- Underwire bust, tie front, side zipper and hook-eye closure
- Corset-trim bodice, lace-up back design
- A-line silhouette, short-length hem
- Dainty floral print, chiffon fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-3007
Category Name: Apparel by Occasion
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Daytime Cheer Fit And Flare Ruffle Floral Dress
Spread daytime cheer in this fit and flare floral dress! Made from soft chiffon fabric, this dress is adorned with a ditsy floral print for a whimsical touch. This playful dress features a sweetheart neckline with ruffle trim, adjustable spaghetti straps, and a charming keyhole bust tie. The stretchy smocked waist and tiered ruffled hem create a flattering fit and flare silhouette. Complete the look with a cute purse and sandals!
Fit & Features
- Ditsy floral print, chiffon fabric, stretchy knit lining
- Ruffle trim sweetheart neckline
- Adjustable spaghetti straps
- Stretchy smocked waist
- Fit and flare silhouette
- Runs true to size
Style Number/Barcode: 05102-5447
Category Name: Apparel by Occasion
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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