Matching Sets
Matching sets are the easiest way to look instantly put-together while keeping it on-trend for Fall. From two-piece sets like crop tops with mini skirts to flowy fly-a-way tops paired with wide-leg pants, the options are endless. Long sleeve crop tops with maxi skirts bring a chic vibe, while jersey knits and printed mesh keep the styles fresh. Perfect for date night, brunches, or mixers, these sets take the stress out of styling and give you a ready-made outfit that always turns heads.
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Matching Sets That Serve Style in Every Fall Scene
From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a seasonal soirée, a night out, or a casual hang, these outfits take the guesswork out of getting ready.
Everyday Ease & Polished Pairings
Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for daytime polish. Cozy ribbed knits, soft sweater fabrics, and sleek satins keep things comfortable and put-together. Style with ankle boots and layered jewelry for casual glam that moves with you.
Night-Out Energy & Elevated Looks
Dial it up with sleek two-piece matching sets paired with a tailored blazer or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels or heeled boots and a mini bag for your next night out.
Mix, Match & Layer
Wear the full look or break it up—pair your top with jeans or faux leather pants, or swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or a longline duster coat for extra dimension.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your fall wardrobe.
What are matching sets?
Matching sets are coordinated outfits that include two or more pieces, such as a blouse and pants or a crop top and skirt. Windsor’s matching sets go beyond the basics, featuring stylish combos like blazer and skirt sets, lounge tops with joggers, and trendy T-shirts with biker shorts. Some sets even include matching accessories or jackets for a fully styled look. Whether you’re dressing for a casual day, a vacation, or a night out, matching sets make putting together an outfit effortless and stylish.
Are matching sets a trend?
Absolutely! Matching sets are a must-have trend that Windsor carries all year long. These coordinated outfits take the guesswork out of styling while delivering an effortlessly put-together look. Whether you’re keeping it casual or dressing up for an event, Windsor’s curated selection ensures you’re always on-trend.
What do you call a two-piece outfit?
A two-piece outfit is often called a matching set or co-ords (short for coordinates). These stylish separates are designed to be worn together, but they’re also perfect for mixing and matching to create fresh, new looks.
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              Uptown Girl Tweed Corset Top
              
              
              
              
                This sophisticated tweed corset top is perfect for making a chic statement! With a flattering tailored fit, the corset features a strapless sweetheart neckline and a cropped hem. The corset is crafted from tweed fabric with a sewn-in woven lining. Complete the look with the matching trench coat and mini skirt.
Shop Matching Jacket: Uptown Girl Tweed Belted Trench Coat
Shop Matching Bottoms: Make The Rules Tweed Woven Mini Skirt
Fit & Features
- Strapless sweetheart neckline, non-slip grip lining
 - Cropped hem
 - Stretchy smocked back, zipper and hook-eye closure
 - Tweed fabric, sewn-in woven lining
 - Runs true to size
 
Style Number/Barcode: 06003-2223
Category Name: Matching Sets
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Uptown Girl Tweed Belted Trench Coat
              
              
              
              
                This sophisticated tweed trench coat is perfect for making a chic statement! With a flattering tailored fit, the coat features long sleeves with button cuffs, shoulder pads, strap button accents, a lapel collar neckline, hidden side pockets for keeping your hands warm, a tie-waist belt, and a longline hem. The coat is crafted from tweed fabric with a sewn-in woven lining. Complete the look with the matching corset top and mini skirt.
Shop Matching Top: Uptown Girl Tweed Corset Top
Shop Matching Bottoms: Make The Rules Tweed Woven Mini Skirt
Fit & Features
- Long sleeves with button cuffs
 - Shoulder pads, strap button accents
 - Lapel collar neckline
 - Hidden side pockets, tie-waist belt
 - Longline hem
 - Tweed fabric, sewn-in woven lining
 - Runs true to size
 
Style Number/Barcode: 06201-0392
Category Name: Matching Sets
Price: $33.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Cozy Cutie Snow Bunny Faux Fur Bra Top
              
              
              
              
                Serving cozy but make it flirty—this snow bunny bra top is all about playful vibes. The faux fur texture and alluring triangle cut make it a standout pick for Halloween costume nights or party looks.
Shop Matching Bottoms: Cozy Cutie Snow Bunny Faux Fur Mini Skirt
Fit & Features
- Faux fur fabric with knit lining, minimal stretch
 - Triangle design
 - Tie-back halter spaghetti straps
 - Open back, lower tie-back spaghetti straps
 - Ultra-cropped fit
 - Runs true to size
 
How To Style For Spooky Season:
Complete the vibe with the fuzzy ears headband and heels for the ultimate snow bunny moment.
Style Number/Barcode: 06003-000113
Category Name: Matching Sets
Price: $11.96 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Maldives Please Tropical Mesh Duster
              
              
              
              
                Pack your bags with this stunning tropical mesh duster on your way to the Maldives! Enjoy fun in the sun in this sultry duster featuring sheer fitted long sleeves, an open front design with tie-front closure, and a flowy silhouette. Style with the matching top and skirt to complete the look!
Shop Matching Top And Skirt: Maldives Please Tropical Mesh Bustier, Maldives Please Tropical Mesh Mini Skirt
Fit & Features
- Fitted long sleeves
 - Open-front design, tie-front closure
 - Flowy silhouette
 - Tropical print
 - Sheer lightweight mesh fabric, moderate stretch
 - Runs true to size
 
Style Number/Barcode: 06202-0429
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Maldives Please Tropical Mesh Bustier
              
              
              
              
                Pack your bags with this stunning tropical mesh bustier on your way to the Maldives! Enjoy fun in the sun in this sultry top featuring a sleeveless wired V-notch neckline, sleek bungee spaghetti straps, a padded bust, and flattering ruched seams and crop hem. Style with the matching skirt and duster to complete the look!
Shop Matching Duster and Skirt: Maldives Please Tropical Mesh Duster, Maldives Please Tropical Mesh Mini Skirt
Fit & Features
- Sleeveless wired V-notch neckline
 - Bungee spaghetti straps
 - Ruched seams
 - Cropped hem
 - Tropical print mesh fabric, sewn-in knit lining
 - Runs true to size
 
Style Number/Barcode: 06001-5025
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Dazzle Endeavor Glitter Mesh Bolero
              
              
              
              
                If you have an endeavor to dazzle, then layer on this glitter mesh bolero for the perfect shimmer! The bolero features a sheer design, fitted long sleeves, an open front, and an ultra-cropped hem. Complete the look with the matching dress for a holiday party!
Shop Matching Dress: Dazzle Endeavor Glitter Mesh Mini Dress
Fit & Features
- Fitted long sleeves
 - Open front
 - Ultra-cropped hem
 - Sheer glitter mesh fabric
 - Runs true to size
 
Style Number/Barcode: 06202-0420
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Unparalleled Chic Rhinestone Trim Mini Dress
              
              
              
              
                Showcase an unparalleled chic style in this stunning mini dress! It features a strapless straight-across neckline, shimmering rhinestone-embellished trims at the bust and mini-length hem, and a bodycon silhouette to put your gorgeous curves on display. The crepe fabric offers a moderate stretch. Complete your party outfit with the matching cropped blazer and metallic heels.
Shop Matching Jacket: Unparalleled Chic Rhinestone Trim Cropped Blazer
Fit & Features
- Strapless straight-across neckline
 - Rhinestone-embellished bust and hem trims
 - Back zipper, hook and eye closure
 - Mini-length hem
 - Bodycon silhouette
 - Crepe fabric, moderate stretch
 - Runs true to size
 
Style Number/Barcode: 05103-5203
Category Name: Matching Sets
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Dazzle Endeavor Glitter Mesh Mini Dress
              
              
              
              
                If you have an endeavor to dazzle, wear this glitter mesh dress for the perfect shimmer! The mini dress features a sleeveless square neckline, spaghetti straps, and a flattering bodycon silhouette. Complete the look with the matching bolero for a holiday party!
Shop Matching Bolero: Dazzle Endeavor Glitter Mesh Bolero
Fit & Features
- Sleeveless square neckline
 - Spaghetti straps
 - Bodycon silhouette
 - Mini-length hem
 - Glitter mesh fabric
 - Runs true to size
 
Style Number/Barcode: 05103-5173
Category Name: Matching Sets
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Unparalleled Chic Rhinestone Trim Cropped Blazer
              
              
              
              
                Showcase an unparalleled chic style in this stunning cropped blazer! It features a lapel collar, long fitted sleeves, a button-front closure, shimmering rhinestone-embellished trims at the hems, and a fitted, cropped hem. The crepe fabric offers a moderate stretch. Complete your party outfit with the matching mini dress and metallic heels.
Shop Matching Dress: Unparalleled Chic Rhinestone Trim Mini Dress
Fit & Features
- Lapel collar
 - Long fitted sleeves
 - Single button-front closure
 - Rhinestone-embellished trims
 - Fitted cropped hem
 - Crepe fabric, moderate stretch
 - Runs true to size
 
Style Number/Barcode: 06202-0423
Category Name: Matching Sets
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Total Vibe Sheer Lace Flared Sleeve Bolero
              
              
              
              
                Make your next going-out look a total vibe with this sultry sheer lace bolero! It features long fitted sleeves with flared-out hems, an ultra-cropped fit, and is composed of a textured sheer lace fabric. Style with the matching tube top for a seamless trendy look.
Shop Matching Top: Total Vibe Sheer Lace Tube Top
Fit & Features
- Long fitted sleeves, flared hems
 - Ultra-cropped hem
 - Textured sheer lace fabric
 - Plenty of stretch
 - Runs true to size
 
Style Number/Barcode: 06202-0443
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Total Vibe Sheer Lace Tube Top
              
              
              
              
                Make your next going-out look a total vibe with this sultry sheer lace tube top! It features a strapless straight-across neckline, a subtle curved cropped hem, a form-hugging fit, and is composed of a textured sheer lace fabric with a front knit lining. Style with the matching bolero for a seamless trendy look.
Shop Matching Bolero: Total Vibe Sheer Lace Flared Sleeve Bolero
Fit & Features
- Strapless straight-across neckline, elasticized hem
 - Subtle curved cropped hem
 - Form-hugging fit
 - Textured sheer lace fabric, front knit lining
 - Plenty of stretch
 - Runs true to size
 
Style Number/Barcode: 06001-5093
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              All Night Glitz Rhinestone Bandage Mini Skirt
              
              
              
              
                This amped-up glam rhinestone bandage mini skirt will have you shimmering with glitz all night! It features a high-rise waist, a front design of iridescent rhinestone embellishments for that gorgeous multi-hue sparkle, a back zipper closure, and a mini-length hem with a curve-hugging fit. The bandage knit fabric features a striped seam design and offers a sculpted and snatched look. Style with the matching crop top and strappy stilettos!
Shop Matching Top: All Night Glitz Rhinestone Bandage Crop Top
Fit & Features
- High-rise waist
 - Front iridescent rhinestone embellishments
 - Back zipper closure
 - Mini-length hem
 - Bodycon silhouette
 - Bandage knit fabric, striped seams, sculpted look
 - Runs true to size
 
Style Number/Barcode: 06501-0900
Category Name: Matching Sets
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
 
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              All Night Glitz Rhinestone Bandage Crop Top
              
              
              
              
                This amped-up glam rhinestone bandage crop top will have you shimmering with glitz all night! It features a sleeveless sweetheart neckline with tank shoulder straps, a front design of iridescent rhinestone embellishments for that gorgeous multi-hue sparkle, and a fitted cropped hem. The bandage knit fabric features a front criss-cross seam design and offers a sculpted and snatched look. Style with the matching mini skirt and strappy stilettos!
Shop Matching Bottoms: All Night Glitz Rhinestone Bandage Mini Skirt
Fit & Features
- Sleeveless sweetheart neckline
 - Tank shoulder straps
 - Front iridescent rhinestone embellishments
 - Back zipper closure
 - Fitted cropped hem
 - Bandage knit fabric, front criss-cross seams, sculpted look
 - Runs true to size
 
Style Number/Barcode: 06005-1765
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
 
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              Sunny Daze Linen Tie-Front Crop Top
              
              
              
              
                Catch the breeze, catch the vibe. This linen tie-front crop top is made for sunny days and carefree moments—easy, airy, and ready for wherever the day takes you.
Shop Matching Bottoms: Sunny Daze Linen Mini Skort
Fit & Features
- Linen woven fabric
 - Sleeveless V-neckline
 - Tank shoulder straps
 - Tie-front design
 - Fitted ultra-cropped hem
 - Runs true to size
 
Style Number/Barcode: 06204-000023
Category Name: Matching Sets
Price: $14.97 $32.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Sale
 
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              Save A Dance Sequin Mini Skirt
              
              
              
              
                Show off your #ootd with this dazzling sequin mini skirt! Crafted from sequin-embellished knit fabric, it features a high-rise waist and bodycon silhouette for a flattering fit. Make a statement with its mini-length hem for a night out. Complete the look with the matching top.
Shop Matching Top: Save A Dance Sequin Marabou Crop Top
Fit & Features
- High-rise waist
 - Bodycon silhouette
 - Mini-length hem
 - Sequin-embellished knit fabric
 - Sewn-in knit lining, moderate stretch
 - Runs true to size
 
Style Number/Barcode: 06501-0881
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
 
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              Save A Dance Sequin Marabou Crop Top
              
              
              
              
                Show off your #ootd with this dazzling sequin crop top! Crafted from sequin-embellished knit fabric, it features a square neckline, adjustable spaghetti straps, and a cropped hem. Make a statement with its marabou trim for a night out. Complete the look with the matching skirt.
Shop Matching Bottoms: Save A Dance Sequin Mini Skirt
Fit & Features
- Sleeveless square neckline with marabou trim
 - Adjustable spaghetti straps
 - Cropped hem
 - Sequin-embellished knit fabric
 - Sewn-in knit lining, moderate stretch
 - Runs true to size
 
Style Number/Barcode: 06001-4964
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
 
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              Night Cocktails Sequin Tie-Waist Blazer
              
              
              
              
                Enjoy a cocktail at night in this sequin blazer perfect for celebrating holiday festivities! The blazer features long sleeves, a lapel collar neckline, a tie-waist belt, and a fitted silhouette on sequin-embellished knit fabric with a gorgeous shimmer. Complete the look with the matching pants.
Shop Matching Bottoms: Night Cocktails Sequin High-Rise Flare Pants
Fit & Features
- Long sleeves
 - Lapel collar neckline
 - Tie-waist belt
 - Fitted silhouette
 - Lined sequin-embellished fabric, no stretch
 - Runs true to size
 
Style Number/Barcode: 06202-0444
Category Name: Matching Sets
Price: $12.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Night Cocktails Sequin High-Rise Flare Pants
              
              
              
              
                Enjoy a cocktail at night in this sequin pant perfect for celebrating holiday festivities! The pants feature a high-rise waist, side pockets for keeping your hands warm, and a flare leg silhouette on sequin-embellished knit fabric with a gorgeous shimmer. Complete the look with the matching blazer.
Shop Matching Jacket: Night Cocktails Sequin Tie-Waist Blazer
Fit & Features
- High-rise waist
 - Side pockets
 - Flare leg silhouette
 - Lined sequin-embellished knit fabric, no stretch
 - Runs true to size
 
Style Number/Barcode: 06502-2432
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
 
 - High-rise waist
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              Chic And Elevated Woven Trouser Shorts
              
              
              
              
                Chic and elevated, these woven trouser shorts will refresh your wardrobe! They feature a high-rise waist with a back elastic waistband for comfortable wear, pleated detailing, front pockets, and a fitted silhouette. Style with the matching blazer for a seamless look!
Shop Matching Blazer: Chic And Elevated Woven Blazer
Shop Matching Pants: Chic And Elevated Woven Trouser Pants
Fit & Features
- High-rise waist, hidden front zipper, hook and bar closure
 - Back elastic waistband
 - Pleating
 - Dual side pockets
 - Fitted silhouette
 - Woven fabric. lightweight woven lining, no stretch
 - Runs true to size
 
Style Number/Barcode: 06403-0352
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Chic And Elevated Woven Trouser Pants
              
              
              
              
                Chic and elevated, these woven trouser pants will refresh your wardrobe! They feature a high-rise waist with a back elastic waistband for comfortable wear, pleated detailing, front pockets, faux back pockets, and a relaxed wide-leg silhouette. Style with the matching blazer for a seamless look!
Shop Matching Blazer: Chic And Elevated Woven Blazer
Shop Matching Shorts: Chic And Elevated Woven Trouser Shorts
Fit & Features
- High-rise waist, hidden front zipper, hook and bar closure
 - Back elastic waistband
 - Pleating
 - Dual front pockets, dual faux back pockets
 - Wide-leg silhouette
 - Woven fabric, no stretch
 - Runs true to size
 
Style Number/Barcode: 06402-1346
Category Name: Matching Sets
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Sweet Like Honey High-Rise Mesh Midi Skirt
              
              
              
              
                This mesh midi skirt is a sweet staple to have in your weekly rotation. The knee-length skirt features a high-rise elasticized waist, side, and back ruched seams to define your curves, a bodycon silhouette, and a center back slit for added flair. Complete the look with the matching top for a dinner date!
Shop Matching Top: Sweet Like Honey Mesh Bustier Crop Top
Fit & Features
- High-rise elasticized waist
 - Side and back ruched seams
 - Bodycon silhouette
 - Center back slit
 - Midi-length hem
 - Mesh fabric, sewn-in knit lining, moderate stretch
 - Runs true to size
 
Style Number/Barcode: 06501-0906
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Operation Cute Wide-Leg Cargo Sweatpants
              
              
              
              
                Pull off a cute operation in these cargo sweatpants! They feature a high-rise elasticized drawstring waist with tie, hidden side pockets, back flap pockets, and three lower flap pockets along the wide-leg silhouette on smooth scuba knit fabric. Complete the look with the matching hoodie for lounging or running errands!
Shop Matching Jacket: Looking Sweet Corset Crop Hoodie
Fit & Features
- High-rise elasticized drawstring tie waist
 - Hidden side pockets
 - Back flap pockets
 - Three lower flap pockets
 - Wide-leg silhouette
 - Smooth scuba knit fabric, moderate stretch
 - Runs true to size
 
Style Number/Barcode: 06502-2400
Category Name: Matching Sets
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Looking Sweet Corset Crop Hoodie
              
              
              
              
                Look and feel sweet in this crop hoodie perfect for layering over your casual outfits! The hoodie features slouchy long sleeves, a hoodie neckline, a front zipper closure, a corset-seam bodice for a snatched appearance, and a fitted crop hem on smooth scuba knit fabric. Complete the look with the matching sweatpants for coffee runs or errands!
Shop Matching Bottoms: Operation Cute Wide-Leg Cargo Sweatpants
Fit & Features
- Slouchy long sleeves
 - Hoodie neckline
 - Front zipper closure
 - Corset-seam bodice
 - Fitted crop hem
 - Smooth scuba knit fabric
 - Runs true to size
 
Style Number/Barcode: 06202-0424
Category Name: Matching Sets
Price: $16.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Sunny Daze Linen Mini Skort
              
              
              
              
                Catch the breeze, catch the vibe. This linen mini skort is made for sunny days and carefree moments—easy, airy, and ready for wherever the day takes you.
Shop Matching Top: Sunny Daze Linen Tie-Front Crop Top
Fit & Features
- Linen woven fabric
 - Mid-rise waist
 - Mini-length overlay, A-line silhouette
 - Hidden shorts
 - Runs true to size
 
Style Number/Barcode: 06303-000034
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Part of a Set