Sundresses
Delight in our charming collection of sundresses, perfect for sunny getaways and warm destination weddings. Explore our stunning collection of printed dresses, from floral, dreamy tie-dyes, and lush tropical patterns, ideal for warm-weather outings and beach vacations. Our assortment includes dresses in a variety of lengths, designs, and necklines - from mini to maxi, strapless to spaghetti strap, ensuring there's a dress to flatter every body type. Embrace your femininity with our enchanting sundresses.
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MOST POPULARFlaunt Your Style In Fall & Winter Sundresses
As the air turns crisp, don’t tuck away your favorite sundresses just yet. Windsor’s versatile sundress collection lets you transition effortlessly into the cooler months while keeping your style fresh and seasonal. These dresses, known for their light and breezy feel, transform into perfect fall sundresses when paired with cozy layers like cardigans, denim jackets, and boots. Whether you’re headed to a weekend brunch or dreaming of a winter getaway, these flowy dresses will have you looking chic all year round.
Imagine walking through a crisp fall day, wrapped in a beautiful sundress with darker tones like olive or burgundy, layered under a soft sweater-knit cardigan. Sundresses in these rich hues, especially dark floral dresses, bring a fall-appropriate vibe to your wardrobe. And when cooler days arrive, sundresses in heavier fabrics like cotton knits, velvet, and crochet allow you to embrace the season without sacrificing comfort or style. Embrace these colors and fabrics on new print dresses with marble patterns or soft watercolor prints.
Feeling unsure about styling a sundress for the winter chill? It’s easier than you think. Layering with jackets and boots, or even adding warm tights, keeps you cozy while maintaining the breezy essence of the sundress. Pair with long sleeve tops or tie-front blouses also updated at Windsor so you can create your perfect cozy, layered look. Plus, with Windsor’s collection of beach dresses, you can pack for those tropical winter escapes in style. Explore the viral trend of milkmaid dresses for more sundress outfit ideas.
Looking for the perfect outfit for a bridal shower or a casual daytime event? Our sun dresses can be styled for any occasion. A cozy scarf or tights, paired with sleek boots, turns your sundress into the ultimate blend of fashion and function. Whether you’re gravitating towards a mini sundress or a long, flowing silhouette, there’s no shortage of ways to make your look stand out.
Shop Windsor’s range of fall sundresses and discover how easy it is to carry your favorite styles into the colder months. From bridal showers to casual get-togethers, our collection offers something for every event. Visit us in-store at over 350 retail locations or shop online to find the perfect year-round look!
What is a sundress?
A sundress is a casual dress style that is intended to be worn during warmer weather. This informal dress style typically features wider necklines, sleeveless bodices, and/or narrow shoulder straps or dainty sleeves. You can also find some smocked or halter dresses that offer a sleeveless sundress design. Beach dresses and summer dresses are considered similar styles and all can be found at Windsor in mini, midi, and maxi lengths. Sundresses in these varying lengths are perfect for different summer festivities, such as picnics, brunches, baby showers, bridal showers, birthday parties, or wedding-related events. Sundresses are known for being composed of lightweight fabrics like cotton to combat the heat. For the fit of this casual dress style, the design typically offers a flowy, loose fit that doesn't adhere close to the body. Sundresses are a closet staple during warm weather months and offer a feminine look to any casual outfit.
How do you wear a sundress to work?
You can style up a sundress to wear to work with some key staple pieces. Dress it up with chic layers and pretty accessories. Layer on a lightweight cardigan or duster, a structured blazer, a denim jacket, or a sleek moto-style jacket to add coverage to the sundress. Pair the look with strappy mules, classic block heels, trendy wedges, or your favorite ankle booties. Silver or gold hoop earrings are a perfect addition, as well as dainty chain-link necklaces or freshwater pearl stud earrings. Level up your sundresses with belts to cinch your waist and create a flattering silhouette. Sundresses are an effortless style you can style up to impress at the office!
How can I style a sundress for a party or date night?
You can style your sundress for date night or a party by dressing it up with statement accessories and/or creating layers. A sundress is a casual style, so start by shopping for minimal prints and solid colors that style up this laid-back design. If you're looking to wear it for a dressy event, you'll want statement pieces that enhance your look from head to toe and don't clash with your dress. Choose statement necklaces that feature chunky chain link designs, layered charms, and/or gemstone accents. You can also dress up your sundress with statement earrings like textured door knockers, oversized hoops, and rhinestone studs. For footwear, you can dress up with the latest ladies' shoe styles in mules, wedges, and block heels. Choose a stiletto heel to bring the sexy for a fitted dress style. If your date is taking place at night or on a cooler day, you can layer up with a moto jacket, long-sleeve duster, or a cropped denim jacket to complete your outfit. To add texture or colors, you can also play with tie-front tops, fashion kimonos, and trendy lightweight jackets that compliment your shoes, purses, or belts.
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Chic Girl Style Turtleneck Midi Dress
Elevate your fall wardrobe and show off a chic girl style with this bodycon midi dress! It features a sleeveless bodice, a turtleneck, a midi-length hem with a thigh-high side slit, and a curve-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Pair with a layered chain necklace and ankle booties!
Fit & Features
- Sleeveless bodice
- Turtleneck
- Midi-length hem
- High side slit
- Bodycon silhouette
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5096
Category Name: Sundresses
Price: $17.97 $19.90
On Sale: Yes
Availability: Out of Stock
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Maybelle Formal Floral Chiffon A-Line Dress
Special Occasion
Delicate floral blooms transform the Maybelle formal dress into a dream for bridesmaids and spring fling dances! She enchants in adorable short puff sleeves, an elasticized square neckline with a keyhole tie-front, a lightly padded bust, and a fitted bodice. Her flattering a-line silhouette effortlessly creates the illusion of a smaller waistline as it flares out into a floor-sweeping hem with a sultry wrap high-cut front slit. The formal dress is composed of a floral printed airy chiffon fabric with a sewn-in knit lining and no stretch. Style with platform lace-up heels to complete the look!
Fit & Features
- Short puff sleeves, elasticized square neckline
- Keyhole tie-front, lightly padded bust, fitted bodice
- Back zipper and hook-eye closure
- A-line silhouette, high-cut wrap front slit, floor-length hem
- Delicate floral print, chiffon fabric, sewn-in knit lining, no stretch
- Bra optional
- Runs true to size
Style Number/Barcode: 05002-7053
Category Name: Sundresses
Price: $19.97 $68.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Madelyn Formal Chiffon A-Line Dress
Special Occasion
Boho allure with a sprinkle of romance is the hallmark of the Madelyn formal dress perfect for wedding showers and dressy outdoor parties! She features a sleeveless sweetheart neckline, self-tie spaghetti straps for a customizable fit, a padded underwire bust, and a flattering A-line silhouette that creates the high front slit along her floor-sweeping hem. The formal dress is composed of an airy chiffon burnout fabric with a stretchy knit lining. Complete the look in this long dress with statement earrings and clear strap mules for a chic-seamless style!
Fit & Features
- Sleeveless sweetheart neckline, self-tie spaghetti straps
- Padded underwire bust
- Back zipper and hook-eye closure
- A-line silhouette, high front slit, floor-length hem
- Airy chiffon burnout fabric, stretchy knit lining
- No bra required
- Runs true to size
Style Number/Barcode: 05002-7091
Category Name: Sundresses
Price: $19.97 $84.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Be Mine Ditsy Floral A-Line Midi Dress
Make this ditsy floral midi dress be yours for the summer and beyond! It features a sleeveless V-neckline, adjustable spaghetti straps, a trendy tie-back cutout design, and a flattering A-line silhouette, front slit with a frayed trim, and midi-length hem. Complete the look in block heels for a dressy soiree!
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Tie-back cutout design
- Hidden side zipper closure
- A-line silhouette, front slit, frayed trim
- Midi-length hem
- Ditsy floral print, airy woven fabric, short chiffon lining
- Runs true to size
Style Number/Barcode: 05102-5320
Category Name: Sundresses
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual-Chic Style Muse High Slit Maxi Dress
Show off your elevated casual-chic style in this high slit maxi dress. Featuring a sleeveless crew neckline with tank shoulder straps, trendy side cutouts at the waist, a maxi-length hem, and a thigh-high side slit, this dress will get you major compliments. The ribbed knit fabric offers plenty of stretch. Complete the look with sleek hoops and strappy heels.
Fit & Features
- Sleeveless crew neckline
- Tank shoulder straps
- Dual side cutouts at the waist
- Maxi-length hem
- High side slit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4866
Category Name: Sundresses
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Enchanting Entrance Chiffon Floral Maxi Dress
Make an enchanting entrance into a tropical destination wedding in this effortless chiffon floral maxi dress! It features a sleeveless V-neckline, flirty ruffled spaghetti straps, a stretchy smocked back, a ruched bust, and a flowy tiered ruffled silhouette with a flattering front slit. Complete the look with a dainty layered choker necklace and heels.
Fit & Features
- Sleeveless V-neckline, ruffled spaghetti straps, adjustable
- Stretchy smocked back, ruched bust
- Flowy tiered ruffled silhouette, front slit
- Maxi-length hem
- Tropical floral print
- Airy chiffon fabric, short smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-5270
Category Name: Sundresses
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Day Dreamer Strapless Abstract Midi Dress
Make your daydream come true and wear this mesh midi dress for a gorgeous look this weekend! It features a strapless neckline with non-slip grip lining, flexible boning inserts along the bodice for structure, and ruched seams to accentuate your figure along the bodycon silhouette. The dress is designed with an abstract print on mesh fabric with a sewn-in knit lining. Complete the look with hoop earrings.
Fit & Features
- Strapless neckline, non-slip grip lining
- Flexible boning inserts
- Side zipper and hook-eye closure
- Ruched seams, bodycon silhouette
- Midi-length hem
- Abstract print, mesh fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 05102-5363
Category Name: Sundresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
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Obsessed With Floral Chiffon Skater Dress
Obsessed with floral? Let this chiffon skater dress into your blossoming collection! It features cap sleeves, a scoop neckline, a flirty front lace-up along the stretchy smocked bodice, and a flattering and flowy short-length hem. Complete the look with earrings and heels for a dressy occasion!
Fit & Features
- Cap sleeves
- Scoop neckline
- Front lace-up, stretchy smocked bodice
- Skater silhouette, short-length hem
- Back zipper and hook-eye closure
- Floral print, airy chiffon fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-5391
Category Name: Sundresses
Price: $5.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Summer Mood Ditsy Floral Mini Dress
This adorable ditsy floral mini dress will have you in the mood for easy summer days! It features a sleeveless scoop neckline, a small bust cutout with a tie-front detail, spaghetti straps, a mini-length hem, and a form-hugging silhouette. The ditsy floral printed ribbed knit fabric offers plenty of stretch. Style with hoop earrings and strappy sandals.
Fit & Features
- Sleeveless scoop neckline
- Small bust cutout, tie-front detail
- Spaghetti straps
- Mini-length hem, form-hugging fit
- Ditsy floral print
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5114
Category Name: Sundresses
Price: $5.97 $26.90
On Sale: Yes
Availability: Out of Stock
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Room To Grow Floral Cutout Midi Dress
You'll flourish this season in this fresh floral midi dress perfect for outdoor parties, family gatherings, and baby showers! The dress features adorable puff short sleeves, a sweetheart neck, a ruched bust seam with a cutout accent, a stretchy smocked back, and a flowy midi-length hem with a flirty side slit. Complete the look in platform wedges.
Fit & Features
- Puff short sleeves
- Sweetheart neck
- Ruched bust seam, stretchy smocked back
- Cutout accent
- Flowy midi-length hem, side slit
- Floral print, airy woven fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2358
Category Name: Sundresses
Price: $5.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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: Sundresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Marvelous Style Marble Print Maxi Dress
Showcase a marvelous style in this trendy marble print maxi dress! It features a sleeveless square neckline, spaghetti straps, an asymmetric side cutout at the waist to add a sultry vibe, ruching down one side seam with an adjustable drawstring, an asymmetric maxi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The all-over eye-catching marble print pattern on the smooth and stretchy knit fabric will draw all the attention to you! Complete your summer party look with clear heels.
Fit & Features
- Sleeveless square neckline, spaghetti straps
- Asymmetric side cutout at the waist
- Ruching down one side seam, adjustable drawstring
- Asymmetric maxi-length hem, high side slit, curve-hugging fit
- Marble print
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5119
Category Name: Sundresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
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Playful Touch Crepe Daisy Print Short Dress
Add a playful touch to your closet with this adorable crepe daisy print dress to wear for birthdays or family parties! It features puff short sleeves, a sweetheart neckline, a flirty bust tie, a stretchy smocked back, hidden side pockets for keeping your hands warm, and a tiered ruffled short-length hem. Complete the look with dainty earrings.
Fit & Features
- Puff short sleeves
- Sweetheart neckline
- Bust tie front, stretchy smocked back
- Hidden side pockets
- Tiered ruffled short-length hem
- Daisy print,
Style Number/Barcode: 05101-2338
Category Name: Sundresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Darling Woven Drop-Waist Skater Dress
Create a sweet summer look that is oh-so-darling with this drop-waist skater dress. Designed with a lightweight woven fabric, the bodice is accented with a dainty lace trim for a pretty vibe. The short dress features a sleeveless sweetheart neckline, a ruched bust with a small tie-front adjustable detail, and thin tank straps leading to an alluring lace-up back for a customized fit. The asymmetric drop-waist is detailed with pleated side panels, flowing down to a tiered A-line silhouette for a flirtatious look. Style with hoop earrings and a charm necklace.
Fit & Features
- Woven fabric with lace trim woven lining
- Sweetheart neckline, ruched bust, adjustable tie-front
- Tank straps, lace-up back design
- Back zipper and hook-eye closure
- Asymmetric drop-waist, pleated side panels
- Tiered A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3377
Category Name: Sundresses
Price: $64.90
Availability: In Stock
Available Color: WHITE, BLACK, WINE
Available Size: XS, S, M, L, XL
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Sweet And Sassy Strapless Scuba Knit Skater Dress
So sweet and sassy, this strapless skater dress is perfect for brides-to-be or any girl who loves a little white dress! Designed with a structured crepe fabric with ample stretch, this short dress will have you ready to twirl all night long. It features a strapless straight-across neckline with a flattering fold-over design, corset-style seams and a V-shaped high waist for a snatched fit, a secure back zipper closure, and a pleated skater skirt with a flirtatious fit and flare silhouette. Complete your gorgeous look with hoop earrings and platform heels.
Fit & Features
- Scuba knit fabric with moderate stretch, top knit lining
- Strapless straight neckline, fold-over design
- Corset seams, V-shaped high waist
- Back zipper with hook and eye closure
- Pleating
- Fit and flare silhouette
- Runs true to size
Style Number/Barcode: 05101-3235
Category Name: Sundresses
Price: $42.90
Availability: In Stock
Available Color: WHITE, BLACK
Available Size: S, M, XXS, XS, L
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So Darling Woven Drop-Waist Skater Dress
Create a sweet summer look that is oh-so-darling with this drop-waist skater dress. Designed with a lightweight woven fabric, the bodice is accented with a dainty lace trim for a pretty vibe. The short dress features a sleeveless sweetheart neckline, a ruched bust with a small tie-front adjustable detail, and thin tank straps leading to an alluring lace-up back for a customized fit. The asymmetric drop-waist is detailed with pleated side panels, flowing down to a tiered A-line silhouette for a flirtatious look. Style with hoop earrings and a charm necklace.
Fit & Features
- Woven fabric with lace trim woven lining
- Sweetheart neckline, ruched bust, adjustable tie-front
- Tank straps, lace-up back design
- Back zipper and hook-eye closure
- Asymmetric drop-waist, pleated side panels
- Tiered A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3378
Category Name: Sundresses
Price: $64.90
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: XS, S, M, L
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Stunning Sweetie Open Back Bow Skater Dress
Arrive like the stunning sweetie you are in this short skater dress as the bride-to-be, graduate, or birthday girlie! This dress features a square neckline and shoulder straps, with an attention-grabbing open back and statement bow detail. The drop waist skater silhouette is flattering, and the short-length hem is perfect for showing off your legs. Complete the look in block heels.
Fit & Features
- Woven fabric, tulle and stretchy knit lining
- Square neckline, shoulder straps
- Open back, statement bow
- Back zipper and hook-eye closure
- Drop waist seam, skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3410
Category Name: Sundresses
Price: $59.90
Availability: In Stock
Available Color: IVORY
Available Size: M
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Marvelous Blooms Lace-Up Corset Floral Skater Dress
Stay stunning all night in this floral skater dress at prom, birthdays, or dressy events! With adjustable spaghetti straps and a drawstring sweetheart neckline, this dress offers a perfect fit every time. The underwire bust, flexible boning, and a lace-up back provide support and a flattering silhouette, while the mini-length hem adds a playful touch. Complete the look in chic block heels.
Fit & Features
- Floral print, woven fabric, woven lining, no stretch
- Adjustable spaghetti straps
- Drawstring sweetheart neckline
- Side zipper and hook-eye closure
- Underwire bust
- Flexible boning, lace-up back
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3550
Category Name: Sundresses
Price: $49.90
Availability: In Stock
Available Color: IVORY
Available Size: S, M, L
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Romance Dreamer Sweetheart A-Line Lace Mini Dress
Embrace your romantic side in this lace mini dress to add a whimsical allure to parties, birthdays, and dates! The sweetheart neckline and adjustable spaghetti straps flatter and give you a perfect fit, while the corset-trim fitted bodice and A-line silhouette provide a lovely silhouette along the ruffled mini-length hem. Complete the look with platform heels and a purse.
Fit & Features
- Delicate lace fabric line with stretchy knit
- Adjustable spagehtti straps
- Corset trim fitted bodice
- Ruffled mini-length hem
- A-Line silhouette
- Runs true to size
Style Number/Barcode: 05101-3302
Category Name: Sundresses
Price: $49.90
Availability: In Stock
Available Color: MAUVE
Available Size: XXS, XS, S, L
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Ray Of Beauty Lace-Up Corset Skater Dress
You'll be a ray of beauty in this chic lace-up corset skater dress! Designed with a lightweight woven fabric with a stretchy knit lining, this adorable short dress captures the summer season. It features an alluring sleeveless corset-style bodice with a ruched sweetheart neckline and a tie-front detail at the bust. The thin adjustable tank straps lead to a lace-up strappy back design to find your perfect fit. The angled high waist seam flows out to a fit-and-flare skater silhouette with pleating for a flirtatious vibe. Complete the look with platform heels!
Fit & Features
- Cotton woven fabric, stretchy knit lining
- Corset-style bodice, ruched sweetheart neckline, tie-front bust
- Thin adjustable tank straps
- Lace-up strappy back, tie closure
- Side zipper with hook and eye closure
- Fit-and-flare skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3641
Category Name: Sundresses
Price: $49.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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Such A Flirt Sweetheart Lace Trim Skater Dress
This sleeveless chiffon skater dress features a lace trim sweetheart neckline and bodice for flirty flair while the drop waist seam accentuates your curves along the mini-length skater silhouette. Perfect for a dressy brunch or party.
Fit & Features
- Sheer chiffon woven fabric with stretchy knit lining
- Lace trim sweetheart neckline with bow detail, bust underwire
- Adjustable lace trim shoulder straps
- Partially smocked back with zipper and hook-eye closure
- Lace trim bodice, drop waist seam
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3461
Category Name: Sundresses
Price: $49.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L
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Cassie Corset Floral Jacquard Party Skater Dress
Special Occasion
Conversations will light up the room when you enter wearing the Cassie corset party skater dress to banquets or garden parties! With a surplice sweetheart neckline and corset trim bodice, this dress will provide the perfect fit and shape while the hidden side pockets are perfect for holding your phone or lip gloss. The stretchy smocked back ensures comfort and movement, while the floral jacquard pattern with metallic threading adds a touch of luxury. Complete the look in platform heels and a clutch!
Fit & Features
- Floral jacquard pattern with metallic threading
- Woven fabric lined with stretchy knit
- Back zipper and hook-eye closure
- Wide shoulder straps, padded bra cups
- Hidden side pockets
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05001-1724
Category Name: Sundresses
Price: $99.90
Availability: In Stock
Available Color: PINK, IVORY
Available Size: S, XS, M, L
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Picturesque Cutie Corset Lace-Up A-Line Midi Dress
The perfect A-line midi dress for a picturesque look at showers, birthdays, or graduation! With a sweetheart neckline and adjustable straps, this dress flatters your figure while offering a touch of sweetness. The corset-inspired bodice and lace-up back add a hint of edginess, while the A-line silhouette and midi-length hem make it perfect for any occasion. Complete the look with earrings and block heels.
Fit & Features
- Woven fabric lined with stretchy knit
- Sweetheart neckline, drawstring tie
- Adjustable straps
- Lace-up back
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3606
Category Name: Sundresses
Price: $26.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: SAGE
Available Size: XS, S, M, L
Product Badge:- Sale
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Ray Of Romance A-Line Lace Mini Dress
Radiate a ray of romance in this sleeveless lace mini dress featuring a V-neckline accented with a dainty lace and ribbon bow trim and a flattering A-line silhouette. Style with heels for a date.
Fit & Features
- Lace fabric lined with stretchy knit
- V-neckline with lace and ribbon bow trim
- Spaghetti straps
- Mini-length A-line fit
- Runs true to size
Style Number/Barcode: 05101-3626
Category Name: Sundresses
Price: $34.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L