Cutout Dresses

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Cutout Dresses That Own the Spotlight

Dial up the drama with Windsor’s cutout dresses, designed to turn heads from golden-hour dinners to holiday parties. Whether you're stepping out for a seasonal soirée or dressing for a fall night out, these standout styles bring bold energy and effortless edge.

Chic & Sultry

Bodycon minis and skater dresses with side or waist cutouts offer a playful twist for date nights, concerts, or weekend plans. Luxe satin, ribbed knits, and velvet fabrics keep it seasonally chic, while front and back cutouts show just enough skin to stay polished and put-together.

Bold & Elevated

Heading to a formal event? Slip into a mermaid gown or a sleek midi with statement cutouts at the neckline, back, or sleeves. These looks mix modern structure with curve-loving fits that shine at weddings, galas, and holiday celebrations—just add heels and a clutch.

Ready to stand out this season? Shop Windsor’s latest collection of cutout dresses online, in-app, or in-store today.

  • Maude Formal High Slit Satin Dress

    Special Occasion 

    Make a striking impression in a formal dress that radiates elegance from the moment you enter the room! Maude features a sleeveless square neckline, spaghetti straps, and a slim-fit silhouette with a high side slit. Her back features a sexy cutout design accented with a wide bar strap and ruching at the lower back. The dress is composed of a lined stretch satin fabric that offers a form hugging fit with a moderate stretch. Complete your formal outfit with rhinestone heels and a glitter clutch. 

    Fit & Features

    • Sleeveless square neckline
    • Adhesive bra recommended
    • High side slit
    • Cutout at back, ruching at the lower back
    • High waist
    • Slim-fit silhouette
    • Form hugging fit, moderate stretch, runs true to size 

    Style Number/Barcode: 05002-2103

    Category Name: Cutout Dresses

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prepped For Anything Cutout Mini Dress

    With this mini dress, you'll be ready for whatever plans come up! It features long sleeves, a collared neck, button-down closures, a sultry cutout bodice on a bodycon silhouette. Composed of stretchy rib-knit fabric. Style with mules.

    Fit & Features

    • Long sleeves, collared neck
    • Button-down closures
    • Cutout bodice
    • Bodycon silhouette
    • Mini-length hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4354

    Category Name: Cutout Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Emma One-Shoulder Mermaid Dress

    Special Occasion

    Have all eyes on you as you enter the room in the chic and sleek Emma mermaid dress. She features an asymmetrical one-shoulder neckline with a single long fitted sleeve, a sultry lower back cutout followed by ruching, and a floor-length curve-hugging mermaid silhouette. Style this dress with sparkling rhinestone statement earrings.

    Fit & Features

    • Asymmetrical one-shoulder neckline, single long fitted sleeve
    • Bra-friendly
    • Lower back cutout, lower back ruched detailing
    • High waist seam, floor-length fitted mermaid silhouette
    • Stretch satin fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1961

    Category Name: Cutout Dresses

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Steal The Spotlight Sequin Ruffle Cutout Mini Dress

    Giving glam energy with every shimmy and strut. This sequin bodycon mini dress serves drama with a deep V neckline, flirty ruffles, and a head-turning cutout.

    Fit & Features:

    • Stretch sequin knit fabric, stretchy knit lining
    • Plunging V neckline with ruffle trim, spaghetti straps
    • Back zipper and hook-eye closure
    • Front cutout with ruched skirt and lettuce-edge hem
    • Bodycon silhouette with mini length
    • Runs true to size

    Style Number/Barcode: 05103-000154

    Category Name: Cutout Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M

  • Chic Number Keyhole Halter Dress

    Keep it chic in this little number! Have a saucy night out in this halter mini dress featuring a twist halter neckline with a sultry keyhole and a bodycon silhouette. Complete the look in statement earrings.

    Fit & Features

    • Twist halter neckline
    • Keyhole on front
    • Bodycon silhouette
    • Short length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4309

    Category Name: Cutout Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Christa Formal Cutout Satin Dress

    Special Occasion 

    Choose a bold formal dress to have all eyes on you! A perfect option for prom, Christa features a sleeveless square neckline with spaghetti straps, a sexy cutout at the midriff, ruching through hip and back, and an A-line silhouette accented with a high side slit. The dress is composed of a lined stretch satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a sphere clutch.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Cutout at the midriff
    • Ruching, high side slit
    • A-line silhouette
    • Stretch satin fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05002-1959

    Category Name: Cutout Dresses

    Price: $37.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sammy Formal Crepe Cutout Midi Dress

    Special Occasion

    For looking sultry and sleek! Sammy is a class act and full of surprise in her sleeveless crew neck style with front and side sultry cutouts and a chic wrap-style bodice. Her curve-hugging silhouette ends below the knee to elongate your figure while the back slit accent adds extra detail. The formal dress is composed of a crepe texture knit fabric with a moderate stretch. Finish the look in stiletto heels and a rhinestone bracelet.

    Fit & Features

    • Sleeveless, crew neck, bra-friendly
    • Front cut bust and side cutout
    • Back zipper closure, slit accent
    • Wrap-style bodice
    • Form-fitting silhouette
    • Midi-length hem
    • Crepe texture knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0898

    Category Name: Cutout Dresses

    Price: $29.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually-Chic Bodycon Mini Dress

    Showcase a casually-chic look in this slinky knit bodycon mini dress. It features a one-shoulder neckline, a single long balloon sleeve, a high waist with a trendy side cutout, and a short, curve-hugging fit. Style this dress with clear heels.

    Fit & Features

    • One-shoulder neckline
    • Single long balloon sleeve, elastic cinched hem
    • High waist, side cutout
    • Ruching down one side
    • Mini-length, form-fitting silhouette
    • Slinky knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1355

    Category Name: Cutout Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ailyn Formal V-Neck Cutout Mermaid Dress

    Special Occasion

    Major sultry appeal! The Ailyn Formal V-Neck Cutout Mermaid dress flaunts your curvy figure on her effortless form-fitting silhouette that shows plenty of skin. She features a sleeveless V-neck with dual spaghetti straps in a cross-front design, a bust cutout, and a floor-length, mermaid fit. Complete the look in a statement jewelry set perfect for prom!

    Fit & Features

    • V-neck, dual spaghetti straps, cross-front design
    • Adhesive bra recommended
    • Front bust cutout
    • Mermaid silhouette, floor-length hem
    • Sleek knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1903

    Category Name: Cutout Dresses

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Abstract Print Cutout Mini Dress

    Step up your night-out vibe in this bold abstract print mini dress designed with a plunging halter neck, open back, and sultry waist cutouts. The bodycon fit will flaunt your gorgeous curves.

    Fit & Features

    • Sheer mesh fabric with brushed knit lining, high stretch
    • Abstract print
    • Sleeveless plunging V-neckline, tie-back halter straps
    • Textured metal accent, side cutouts, waist keyhole cutout
    • Open back, tie-back spaghetti straps, lower back ruching
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000104

    Category Name: Cutout Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: ORANGE

    Available Size: L, XL

  • Lexie One-Shoulder Sequin Cutout Dress

    Special Occasion

    Make a sultry statement in the illuminating sequin-adorned Lexie dress! She features a sleeveless one-shoulder neckline with dual bungee straps, an asymmetrical back strap design, a sexy waist cutout, and a curve-hugging, floor-length silhouette with a major side slit. The dress is adorned with all-over iridescent sequins for a pretty vibe. Complete the look with clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline, dual bungee straps
    • Strapless or adhesive bra recommended
    • Asymmetrical back strap design
    • Waist cutout, floor-length silhouette, high side slit
    • All-over sequin embroidery
    • Sheer knit fabric, knit lining
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1818

    Category Name: Cutout Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jaymie Satin Halter Side Drape Short Dress

    Special Occasion

    Add drama to the evening in the Jaymie Satin Halter Side Drape Short dress perfect for all-night dancing! Captivate in her sleeveless halter bodice with a sultry keyhole neckline atop the pleated empire waist. She features a side ruched faux wrap skirt that flaunts your figure alongside the eye-catching ruffled drape. Composed of sleek satin-knit fabric with plenty of stretch. Perfect for styling with rhinestone hoops and sparkly heels.

    Fit & Features

    • Halter bodice, front keyhole neckline
    • Pleated empire waist 
    • Side ruched faux wrap skirt
    • Short-length hem, side ruffled draped accent
    • Sleek satin-knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0997

    Category Name: Cutout Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Center Of Attention Crepe Cutout Mini Dress

    All eyes will be on you in this alluring crepe cutout mini dress featuring a sultry, one-shoulder neckline with a bust cutout, corset-style bodice, ruched bodycon silhouette, and a back zipper closure. Complete the look in statement rhinestone earrings.

    Fit & Features

    • Sleeveless, one-shoulder neckline, bust cutout design
    • Corset-style bodice, flexible boning
    • Ruched detailing down the sides
    • Back zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • Crepe and mesh fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4222

    Category Name: Cutout Dresses

    Price: $6.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endlessly Chic Satin Mini Dress

    Create an endlessly chic look in this stunning satin mini dress. It features a collared V-neckline, long sleeves with dual button details, and a trendy tie-front design with a small front waist cutout. The dress has a high waist leading to a short, curve-hugging silhouette with ruching down each side. Style this dress with strappy heels for date night.

    Fit & Features

    • Collared V-neckline
    • Long sleeves, dual button details
    • Tie-front, front waist cutout
    • High waist, mini-length, form-fitting silhouette
    • Side ruching, adjustable drawstrings at the hem
    • Satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1347

    Category Name: Cutout Dresses

    Price: $20.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rare Find Satin Ruched Slip Midi Dress

    A satin slip dress as chic and sultry as this is a rare find! It features adjustable spaghetti straps on a ruched v-neckline with a tie keyhole, front high-cut slit, and a midi-length hem. Composed of a luxe satin fabric with minimal stretch. Perfect for styling with sparkly jewelry.

    Fit & Features

    • Adjustable spaghetti straps
    • Ruched bust, v-neckline, tie keyhole
    • Front high-cut slit
    • Midi-length hem
    • Luxe satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1325

    Category Name: Cutout Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Grace Sweetheart Rhinestone Mermaid Formal Dress

    Special Occasion

     Effortless with a touch of glam, the Grace formal dress makes a stunning statement! She features a strapless, tube sweetheart neck design with a no-slip grip and a fitted, empire waist with a rhinestone trim cutout. The dress is composed of a smooth-knit-lined fabric with a moderate stretch. Complete your elegant look in a sparkly tiara and heels.

    Fit & Features

    • Strapless, sweetheart neck, no-slip grip
    • Empire waist, rhinestone trim cutout
    • Mermaid silhouette
    • Floor-length hem
    • Smooth-knit lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-1905

    Category Name: Cutout Dresses

    Price: $14.97 $72.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crushing On Velvet Flocked Floral Midi Dress

    This floral velvet midi dress hugs in all the right places with a cutout back that keeps it sultry and a flattering bodycon silhouette that flaunts your curves, perfect for date night or dressy celebrations.

    Fit & Features

    • Flocked velvet floral pattern, mesh-lined fabric
    • Tube neckline
    • Cutout back, stretchy smocked strap
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000085

    Category Name: Cutout Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: WINE

    Available Size: L

  • Melanie Sleeveless Cutout Mermaid Dress

    Special Occasion

    Showcase a sultry bold look in the stunning Melanie sleeveless mermaid dress. She features spaghetti straps, a double twist-front design with a sweetheart neckline and dual front cutouts, and a floor-sweeping fitted mermaid silhouette. Style this dress with neutral strappy heels and sleek hoop earrings.

    Fit & Features

    • Sleeveless, sweetheart neckline, spaghetti straps 
    • Strapless or adhesive bra recommended
    • Dual twist-front design, cutout bodice
    • Back zipper closure
    • Form-hugging, mermaid silhouette
    • Floor-length hem
    • Sheen knit fabric, lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2037

    Category Name: Cutout Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Luxe Velvet Mini Dress

    Keep your party look oh-so-luxe in this chic and stunning velvet mini dress. It features a sleeveless halter neckline with a twist-front design, a sultry front cutout, an open back, and a short, curve-hugging fit. Style this dress with gold hoop earrings and strappy heels.

    Fit & Features

    • Sleeveless halter neckline, twist-front design
    • Tie-back detail
    • Center front cutout under the bust
    • Open back, lower back zipper and hook and eye closure
    • High waist seam, mini-length, form-fitting silhouette
    • Smooth velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4165

    Category Name: Cutout Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night To Remember Cross Halter Bodycon Dress

    You're sure to remember the night looking so chic in this bodycon dress! It features a cross halter neckline with a keyhole accent, all-over ruching to accentuate your curves, and a mini-length hem. The dress is composed of a mesh-knit lined fabric with a moderate stretch. Complete the look in rhinestone hoops and stiletto heels.

    Fit & Features

    • Cross halter neckline
    • Keyhole accent
    • All-over ruching
    • Mini-length hem
    • Mesh-knit lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4273

    Category Name: Cutout Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Steal The Spotlight Satin Colorblock Dress

    Steal the spotlight everywhere you go in this satin mini dress! Featuring adjustable spaghetti straps, a v-neckline, color block detail, a front cutout, and a fitted short-length hem. Complete your chic look with platform heels.

    Fit & Features

    • Sleeveless, adjustable spaghetti straps
    • V-neckline, front cutout
    • Colorblock detail
    • Fitted, short-length hem
    • Zipper closure
    • Lined satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05103-4325

    Category Name: Cutout Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Cutout Bodycon Mini Dress

    Keep your night out look chic and stunning with this bodycon mini dress. It features a high crew neckline, tank shoulder straps, a sultry cutout above the bust, and a short, curve-hugging silhouette. Style this dress with sleek hoops and strappy stilettos.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Cutout above the bust
    • Mini-length, form-fitting silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4242

    Category Name: Cutout Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Steffanie Sweetheart Mesh Ruched Formal Dress

    Special Occasion

    Make your entrance in the Steffanie formal dress! She features a sleeveless, multi-strap design along a sweetheart neckline with a sexy keyhole accent. Feel supportive as your sashay your way through the crowd thanks to her padded cups with underwire insets. Her side ruching allows your curves to have a moment, shaping the form-fitting silhouette on the maxi length of the dress. Complete the look in sparkly jewelry. 

    Fit & Features

    • Sleeveless, multi-strap design
    • Sweetheart neckline, keyhole accent
    • Padded cups with underwire
    • Side ruching, form-fitting silhouette
    • Maxi length 
    • Mesh-lined fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1861

    Category Name: Cutout Dresses

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes On You Lace-Up Slit Maxi Dress

    Not just a dress—this is the moment. From date nights to rooftop dinner parties, this linen maxi dress boasts a cutout bodice and leg-baring slit that does all the flirting for you!

    Fit & Features

    • Gauze linen-blend woven fabric, stretchy knit lining
    • Halter neckline, spaghetti strap ties
    • Lace-up back
    • Cutout accents
    • High front slit
    • Flowy maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000053

    Category Name: Cutout Dresses

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale