Indulge in the sultry aesthetics of cutout dresses that are bound to make heads turn. Browse our collection of eye-catching and sexy dresses with revealing designs at the waistline, twists-front, or neckline. You can never go wrong with a cutout dress in a classic black or white, or go bold in hues like, hot pink, red, or a vibrant purple for a truly unforgettable look. Keep up with the cutting-edge of fashion with the latest dresses with cut-outs.

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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.

Glitter Goddess One Shoulder Mini Dress
Give off gorgeous glam vibes in this glitter knit mini dress! It features a sleeveless one shoulder neckline, a front waist cut out with thin cross strap detailing, a side slit, and a mini length, curve-hugging silhouette. Pair this dress with gold hoop earrings and a rhinestone cuff bracelet to add all the more sparkle to your NYE look.

Fit & Features
- One shoulder neckline
- Hidden back zipper closure
- Front waist cut out
- Thin cross strap detailing
- Side slit
- Short, form-hugging fit
- Unlined glitter knit fabric with moderate stretch
Style Number/Barcode: 05103-3721

Category Name: Cutout Dresses

Price: $13.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Sultry Stunner Satin Mini Dress
Showcase a stunning sultry style in this gorgeous satin mini dress. It features spaghetti straps, a V neckline, a front waist cut out, and a short, form-hugging fit. The satin fabric has a pretty sheen and offers moderate stretch. Style this dress with a chic clutch to complete your look for a girl's night out!

Fit & Features
- Spaghetti straps
- V neckline
- Front waist cut out
- Short, curve-hugging fit
- Satin-like fabric
- Moderate stretch
Style Number/Barcode: 05103-1981

Category Name: Cutout Dresses

Price: $6.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sequin Sweetheart Long Sleeve Mini Dress
You'll look stunning sweetheart in this gorg sequin mini dress! It features a high crew neckline, long fitted sleeves, dual open back cut outs, and a short, form-hugging silhouette. Pair this dress with a rhinestone choker necklace for a majorly blinged out vibe.

Fit & Features
- High crew neckline
- Long fitted sleeves
- Back hook and eye closures
- Dual open back cut outs
- Lower back zipper closure
- Short, form-hugging fit
- Sequin adorned sheer mesh fabric with a stretchy knit lining
Style Number/Barcode: 05103-0683

Category Name: Cutout Dresses

Price: $26.97 $65.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Off The Shoulder Ribbed Knit Cutout Mini Dress
Stun in a mini dress that brings sultry appeal with cutout details! The mini dress features an off the shoulder neckline, cutout detail at the bust with matching cutout detail at the midriff, and a mini length silhouette. Complete look with clear mules.

Fit & Features
- Off the shoulder neckline
- Cutout detail at the bust
- Cutout detail at the midriff
- Long sleeves
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit
Style Number/Barcode: 05102-0864

Category Name: Cutout Dresses

Price: $19.97 $30.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Ribbed Knit O-Ring Mini Dress
Keep it chic in a ribbed knit dress that has a stylish twist! The mini dress features a trendy crew neckline, an O-ring accent with waist cutouts, and composed of a ribbed knit fabric that embraces curves. Complete look with clear mules for a head-turning look.

Fit & Features
- Crew neckline
- O-ring accent with waist cutouts
- Fitted long sleeves
- Mini length silhouette
- Ribbed knit fabric
- Form-hugging fit
Style Number/Barcode: 05102-0998

Category Name: Cutout Dresses

Price: $9.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Showstopper Cutout Ruffle Slit Maxi Dress
Serve major allure in this sleeveless maxi dress while on vacay or weekend getaway! The maxi dress delivers a sultry design with a twist plunge V-neckline, cutout bodice, and a high front slit with a ruffled trim.

Fit & Features
- Slinky knit fabric, short knit lining
- Plunge twist V-neckline
- Shoulder straps, one metal accent piece
- Cutout bodice
- High front slit with ruffle trim
- Bodycon maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-000503

Category Name: Cutout Dresses

Price: $46.90

Availability: In Stock

Available Color: WHITE

Available Size: XS, S, M, L
Twist of Glamour Brushed Knit Mini Dress
Bring a twist of glam to this mini dress! The dress features a plunging V-neckline with a twist knot accent, a midriff keyhole, and a mini length silhouette with an envelope hem. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.

Fit & Features
- V-neckline
- Twist-knot accent at the center of the bodice
- Long sleeves
- Mini length silhouette with an envelope hem
- Brushed knit fabric
- Form hugging fit, moderate stretch
Style Number/Barcode: 05102-0830

Category Name: Cutout Dresses

Price: $9.97 $30.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Cut To The Chase Knit Mini Dress
Let's cut to the chase - this knit mini dress is so chic! Featuring trendy cut outs and a sexy, curve-hugging fit, this dress is perf for a girl's night out. Pair it with chunky gold hoops to give the look some glam.

Fit & Features
- Crew neckline
- Long fitted sleeves
- Waist cut out
- Ruched detailing
- Short, form-hugging fit
- Knit fabric with plenty of stretch
Style Number/Barcode: 05102-0974

Category Name: Cutout Dresses

Price: $9.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Ruched To The Maxi Knit Dress
This sultry long summer-ready dress is ruched to the max! It features a sleeveless bodice, spaghetti straps, a square neck and back, a front and back waist cutout, ruched detailing along the sides, and a floor-length hem with a knee-high side slit. The dress is composed of a stretchy knit with a short knit skirt lining and offers a flattering, curve-hugging fit. Complete your look with wedges and statement earrings.

Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Front and back cutouts
- Ruched dealing
- Maxi length silhouette
- Knee-high slit
- Form hugging fit, stretchy knit fabric
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0886

Category Name: Cutout Dresses

Price: $14.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Lavish In Lace Skater Dress
Look absolutely lavish in this dress! This beautiful lace dress is the perfect date night outfit to impress from the moment you put it on. The dress features a sleeveless v-neckline, a sexy lace bodice with waist cutout to show off a hint of skin, spaghetti straps that offer support, and a flirty skater silhouette. The dress is composed of lace and crepe fabric combination that offers a form hugging fit with a moderate stretch. Complete your head-turning look with a pair of open-toe mules and a sleek envelope clutch.

Fits & Features
- Sleeveless v-neckline
- Spaghetti straps
- Waist cutout
- Zipper with hook and eye closure
- Flirty skater skirt
- Crepe composition
- Form hugging fit, moderate Stretch
Burgundy Dress: Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size small.
Style Number/Barcode: 05101-8165

Category Name: Cutout Dresses

Price: $19.97 $38.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Flowy Floral Woven Midi Dress
Create an effortlessly pretty look in this floral woven midi dress! It features a trendy tie front detail and a flattering flowy mid-length silhouette. Pair the dress with block heels and gold hoops for the perfect date night outfit.

Fit & Features
- V neckline
- Tie front detail
- Three-quarter length flowy sleeves
- Front waist cut out
- Mid-length flowy fit
- Floral printed woven fabric
Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0962

Category Name: Cutout Dresses

Price: $9.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Deirdre Ruched High Slit Mermaid Dress
Special Occasion

Chic will be your mood in the Deirdre mermaid dress accented with a twist-front cutout at the neckline and a high-cut front slit to show some skin. The ruched draped overlay at the waist offers a flattering design you'll love.

Fit & Features
- Smooth knit fabric with full-length knit lining, high stretch
- Sleeveless crew neckline, twist-front accent, asymmetric cutout
- Padded bust
- Back zipper closure
- Ruched draped overlay at the waist
- Floor-length mermaid silhouette, high front slit
- Runs true to size
Where to Wear:

Weddings, dressed-up dinners, romantic date nights, and rooftop parties.
Style Number/Barcode: 05002-000063

Category Name: Cutout Dresses

Price: $59.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M
Brighter Vibes Lace-Up Chiffon Maxi Dress
Bring on brighter vibes in this maxi dress that brings a burst of color this season. The maxi dress features a plunging v-neckline, sexy waist cutout to show off a hint of skin, a lace-up back, and a high side slit. Complete your look with fab cork wedges and sunnies for those ultimate summer vibes.

Fit & Features
- Sleeveless v-neckline with spaghetti straps
- Waist cutouts
- Lace-up back
- High side slit
- Maxi length silhouette
- Chiffon fabric
Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0505

Category Name: Cutout Dresses

Price: $9.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
That's My Stripe Crepe Triangle Waist Cut Out Mini Dress
This striped crepe waist cut out mini dress will be just your type! Featuring a sultry cutout, a streamlined silhouette, and trendy stripes, this dress checks all the boxes. Opt for some booties and statement earrings to go with this look for a night out.

Fits & Features
- Spaghetti straps
- V Neckline and vertical dart seams
- Square back with no zipper
- Triangular waist cut out
- Mini length silhouette
- Crepe fabric
- Form-hugging fit with moderate stretch
Style Number/Barcode: 05103-0292

Category Name: Cutout Dresses

Price: $9.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Season of Stripes Cutout Gauze Mini Dress
Keep it sassy in a striped dress this season to keep on-trend! Make a stunning impression for that upcoming date in a dress that features a plunging V-neckline, sexy bar waist cutouts, and a trendy striped design. Complete look with wedges and fringe earrings to channel bohemian vibes.

Fit & Features
- Sleeveless V-neckline
- Smocked waist
- Bar waist cutouts
- Striped pattern
- Mini length silhouette
- Gauze-linen fabric
- Form hugging fit, minimal stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0414

Category Name: Cutout Dresses

Price: $9.97 $40.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Alisha Pleated Floral Printed Party Dress
You'll make a stunning entrance in our beyond gorgeous Alisha party dress! Her flirty flowy skater skirt will let you twist and twirl on the dance floor. Her caged back design adds a fun twist to the dress. Strut it at your next dance and have all eyes on you babe. Glam her up with some rhinestone earrings and platform heels.

Fit & Features
- High rounded neckline
- Tank shoulder straps
- Caged back design with cut-outs
- Back zipper closure
- High waist
- Flowy pleated skater skirt with pockets
- Floral print
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0429

Category Name: Cutout Dresses

Price: $31.97 $69.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Double Trouble Cutout Mini Dress
Cause some trouble in a mini dress that brings some serious sultry appeal for your next date night with bae. The mini dress features a plunging scoop neckline, a sexy waist cutout, and a mini length silhouette with side slits at the sides. Complete look with chic door knocker earrings.

Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Waist cutout
- Mini length silhouette
- Side slits
- Crepe fabric
- Form hugging fit, moderate stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05103-1001

Category Name: Cutout Dresses

Price: $13.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Mesmerizing Mesh Cutout Mini Dress
Mesmerize in a mesh dress that brings the heat for your next night out! The mini dress features a mesh bodice with a high round neckline a sexy waist cutout to show off a hint of skin. Complete your look with sleek hoops and stilettos.

Fit & Features
- High round neckline
- Mesh bodice
- Waist cutout
- Mini length silhouette
- Form hugging fit
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05103-1721

Category Name: Cutout Dresses

Price: $11.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Western Baddie Strapless Lace-Up Mini Dress
A faux leather mini dress features a flattering strapless neckline, a bodycon fit, and a cutout back with a lace-up design that turns heads at the rodeo. The dress is composed of a faux leather-lined fabric with western-inspired stitching.

Fit & Features
- Western-inspired stitching
- Faux leather fabric, sewn-in knit lining
- Strapless
- Cutout back, lace-up design, lower zipper and hook-eye closure
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05103-5936

Category Name: Cutout Dresses

Price: $52.90

Availability: In Stock

Available Color: CHARCOAL, IVORY

Available Size: XS, S, M, L
Product Badge:
Button Down Beauty Maxi Dress
Button-down in a casual maxi dress for a cute day-out outfit the next time you're picking up a must-have iced coffee! This maxi dress features a plunging sweetheart neckline with a tie-front accent, mini cutout at the bodice, and a button-down front with a high center slit. Complete your look with sleek sandals for those low-key vibes.

Fit & Features
- Plunging sweetheart neckline
- Tie-front accent with a small cutout at the bodice
- Adjustable spaghetti straps
- Multi-button down front
- High center slit
- Maxi length silhouette
- Ribbed knit fabric, form-hugging fit
Navy Dress: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

Mustard Dress: Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0746

Category Name: Cutout Dresses

Price: $9.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Sleeveless Cut Out O-Ring Ribbed Mini Dress
Step up in a sleeveless ribbed mini dress with sexy cutout details this season. The curve-hugging ribbed dress features a flattering crew neck that leads to a chic O-Ring at the mid-drift accented with waist cut outs for a subtle hint of skin. The back reveals a matching lower back cut out to impress from all angles. The ribbed knit embraces curves while offering a moderate stretch to easily move. Complete this date-night ready look with daring hoops and strappy stilettos.

Fit & Features
- Sleeveless
- Crew neckline
- O-Ring at the center, waist cut outs
- Lower back cut out
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit, moderate stretch
Style Number/Barcode: 05102-0723

Category Name: Cutout Dresses

Price: $9.97 $28.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Go All Out Waist Cut Out Crepe Mini Dress
Pull all the stops when you slip into this sultry dress! Add a trendy pair of earrings and slip into your heels for an entrancing ensemble! The dress features a plunging v-neckline, sexy waist cutouts with a crossbar design, and a mini length silhouette.

Fits & Features
- Spaghetti straps
- Plunging v neckline
- Square back, back zipper closure
- Waist cutout with crossbar design
- Mini length silhouette
- Crepe fabric
- Form hugging fit, moderate stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05103-1702

Category Name: Cutout Dresses

Price: $19.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Scooped In Style Sleeveless Cutout Ribbed Maxi Dress
Serve up a stylish look in a maxi dress that slays girl! Step out in this dress that features a sleeveless bodice, a scoop neckline with tank-like straps, a sexy mid-drift cutout to show off a hint of skin, and a maxi length silhouette with twist front accent to reveal a mini length skirt. Complete outfit with wedges and fringe earrings.

Fit & Features
- Sleeveless scoop neckline
- Tank-like straps
- Mid-drift cutout
- Maxi length silhouette overlay with twist front accent
- Mini length skirt
- Ribbed knit fabric
- Form hugging fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-0462

Category Name: Cutout Dresses

Price: $14.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Sultry And Strappy Mini Dress
Sultry and strappy, this LBD will make you a total stunner. Pair with a faux leather jacket and some heels to edge up your look.

Fit & Features
- Spaghetti straps
- V neckline
- Front waist cut out | Dual cross strap details
- Short, form hugging fit
- Crepe fabric | Moderate stretch
Style Number/Barcode: 05103-2927

Category Name: Cutout Dresses

Price: $19.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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Cutout Dresses That Own the Spotlight

Chic & Sultry

Bold & Elevated