Cheeky Denim Shorts

Cheeky denim shorts are your go-to for turning heads and catching rays, all while keeping that effortlessly cool vibe. Whether you're strutting down the boardwalk or dancing under the stars, these shorts have your back like your bestie at a summer festival. With a playful edge and a dash of sass, cheeky denim shorts are here to make sure you own every moment with confidence and flair. Slip into these wardrobe staples and let your fearless side shine through—because life's too short for anything less than fabulous!

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$29.90

A pair of medium wash, mid-rise denim shorts with a form-hugging fit and cheeky bottom.

Sale

$12.97 $29.90 57% off

4 star rating

A pair of pink lace hot shorts featuring sheer floral fabric, knit lining, and cheeky side slits.

$19.90

4.333334 star rating

A pair of black ponte micro shorts with a high-rise waist and form-hugging silhouette.

$19.90

5 star rating

A pair of black sheer lace shorts with a built-in panty lining for cheeky coverage.

$28.90

3 star rating

A pair of brown lace hot shorts featuring frilly ruffles and a cheeky low-rise fit.

$34.90

5 star rating

A sassy leopard print short with high-rise waist and all-over sequin embroidery for glam nights.

$32.90

A pair of light denim high-rise shorts featuring a frayed hem, classic fit, and five-pocket styling.

$29.90

4.37931 star rating

A sleek pair of black faux leather high-rise shorts with side pockets and a cheeky hem.

Sale

$13.97 $32.90 58% off

4.5 star rating

A pair of grey acid wash high-rise denim shorts with distressed details and a frayed hem.

Best Seller

$39.90

4 star rating

A sleek pair of black faux leather hot shorts with a mid-rise waist and cheeky hem.

Best Seller

$36.90

5 star rating

A pair of dark denim mid-rise shorts featuring side buckle straps, back pockets, and a cheeky hem.

$34.90

A dark denim mini skort featuring a mid-rise waist and a stylish front skirt overlay with slit.

Sale

$13.97 $32.90 58% off

A pair of medium wash, mid-rise denim shorts featuring a form-hugging fit and trendy cutoff hem.

$29.90

4.956522 star rating

A chic pair of black tiered lace shorts with a cheeky fit and stretchy knit fabric.

$27.90

3 star rating

A pair of burgundy woven hot shorts with a low-rise waist, front studded trim, and cheeky fit.

$32.90

5 star rating

A pair of dark denim mid-rise shorts with a frayed hem and vintage-inspired fabric.

$29.90

5 star rating

A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.

Best Seller

$39.90

5 star rating

A pair of camel faux suede hot shorts with a mid-rise waist and cheeky fit.

$29.90

5 star rating

A pair of black denim shorts featuring a built-in belt, low-rise waist, and form-hugging fit.

$36.90

A pair of mid-rise denim hot shorts with a color wash tint and cheeky fit.

$32.90

A pair of fitted khaki denim shorts featuring a mid-rise waist and front and back pockets.

Sale

$14.97 $34.90 57% off

A pair of light denim mid-rise shorts featuring a front lace-up detail and form-hugging fit.

Sale

$13.97 $32.90 58% off

A playful pair of dark denim cotton shorts featuring a mid-rise waist and ruffled trim hem.

Sale

$9.97 $34.90 71% off

A pair of grey high-rise denim shorts featuring a frayed hem and five-button front closure.

$29.90

4.777778 star rating

A dazzling pair of black hot shorts featuring rhinestone embellishments and a stretchy cotton-blend fabric.

$36.90

5 star rating

A pair of high-rise dark denim shorts with a form-hugging fit and stretch fabric.

$34.90

5 star rating

A trendy dark denim mini skort with a mid-rise waist and bodycon fit for stylish versatility.

$39.90

4.75 star rating

A denim mini skort with a mid-rise adjustable belted waist and form-hugging silhouette.

$36.90

4.75 star rating

A medium denim high-rise skort featuring a ruffled mini skirt overlay and form-hugging fit.

Sale

$16.97 $39.90 57% off

5 star rating

A pair of brown cow print denim shorts featuring a mid-rise waist and classic five-pocket design.

Sale

$15.97 $36.90 57% off

5 star rating

A pair of light denim mid-rise shorts featuring unique seam detailing and a flattering, form-hugging fit.

$32.90

5 star rating

A trendy pair of grey mid-rise denim shorts featuring an acid wash design and form-hugging fit.

Sale

$9.97 $32.90 70% off

5 star rating

A pair of dark denim mid-rise shorts featuring button-trimmed front pockets and a form-hugging fit.

Sale

$13.97 $32.90 58% off

5 star rating

A pair of light denim mid-rise shorts featuring a raw frayed hem and classic five-pocket design.

$39.90

5 star rating

A trendy black denim mini skort with a ruched side seam and adjustable drawstring.

Sale

$9.97 $39.90 75% off

A medium denim skort featuring a pleated mini skirt overlay and edgy exposed pockets.

Sale

$16.97 $39.90 57% off

A pair of medium denim high-rise shorts featuring dramatic side fringe and classic five-pocket styling.

$32.90

A pair of dark denim high-rise shorts with a form-hugging fit and four-pocket styling.

$34.90

A high-rise grey acid wash denim skort with an envelope front design and form-hugging fit.

$34.90

A pair of medium wash high-rise denim shorts featuring distressed accents and a frayed hem.

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Windsor Sealed With Charm Short A-Line Dress in White-2
Sale
(34) 4.4117646 star rating

Seal your look with this charming A-line dress for a rehearsal dinner or sunset dinner date! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a padded bust, and a flattering short-length hem. Complete the look in chic block heels. Fit & FeaturesSleeveless sweetheart neckline, Adjustable spaghetti straps, Padded bust, A-line silhouette, Short-length hem, Poplin fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sealed With Charm Short A-Line Dress in White-2 | Size: L | Knit Fabric

Windsor Smooth Moves PU High-Rise Shorts in Black
(29) 4.37931 star rating

Oh-so-contemporary and sleek, these smooth faux leather shorts feature a high-rise waist, front snap-button, hidden zipper closure, side pockets, seam detailing, and a fitted cheeky hem. The lined faux leather fabric has minimal stretch. Complete the look in a basic tee and boots for an edgy vibe. Fit & FeaturesHigh-rise waist, Front snap-button and hidden zipper closure, Side pockets, Seam detailing, Fitted, cheeky hem, Faux leather lined fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Moves PU High-Rise Shorts in Black | Size: M | Leather

Chic Fairytale Tiered Lace Hot Shorts in Blood Red
(25) 4.88 star rating

Create your own fairytale this Halloween with hot shorts that feature a chic tiered lace design and a cheeky fit. Perfect for creating a masquerade-inspired costume or classic icons. Complete costume with the matching mask or plaid top. Fit & FeaturesStretchy knit fabric with tiered floral mesh design, Mid-rise elasticized waist, Cheeky bottom coverage, Form-hugging fit, Shorts in size small have an 8.5" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fairytale Tiered Lace Hot Shorts in Blood Red | Size: M | Knit Fabric/Mesh Fabric

Center Stage Rhinestone Hot Shorts in Black-2
(9) 4.7777777 star rating

Take the stage in this rhinestone hot shorts and heat the scene! Fit & FeaturesRhinestone embellishments, Stretchy cotton-blend knit fabric, Low-rise waist, Fitted silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Center Stage Rhinestone Hot Shorts in Black-2 | Size: S | Cotton/Knit Fabric/Rhinestone

Exceptional Poise High Rise Denim Shorts in Dark Denim
(9) 5 star rating

Short, sweet, and exceptionally poised! These high-rise denim shorts are everything for elevating your style. Pair with the matching vest. Shop Matching Vest: Exceptional Poise Sleeveless Button Denim VestFit & FeaturesDark wash denim fabric with stretch, High-rise waist, Front button and hidden zipper closure, Form-hugging fit, Short-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Exceptional Poise High Rise Denim Shorts in Dark Denim | Size: M

One And Only Mid-Rise Hot Shorts in Black
(5) 4.8 star rating

Elevate your style with these hot shorts for any fun plans! These mid-rise shorts provide a comfortable fit and accentuate your curves in a sleek, form-hugging fit. Fit & FeaturesWoven fabric, Mid-Rise waist, Back zipper closure, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor One And Only Mid-Rise Hot Shorts in Black | Size: XS | Woven Fabric

Make It Hot High Rise Ponte Micro Shorts in Black
(4) 4.5 star rating

Turn up the heat in these ponte micro shorts this season! Featuring a high-rise waist for a flattering fit, a form-hugging silhouette to accentuate your curves, and a cheeky cut to show off those legs. Complete the look in a graphic tee and sneakers! Fit & FeaturesPonte fabric, minimal stretch, High rise waist, Form-hugging fit, Cheeky cut micro hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Hot High Rise Ponte Micro Shorts in Black | Size: M

Windsor Olessa Short Sleeve A-Line Slit Satin Formal Dress in Sage
(4) 4.75 star rating

The silky satin and curve-flattering silhouette make the Olessa formal dress feel so special! The dress boasts adorable flutter short sleeves and a chic A-line silhouette with a high front slit for effortless movement. Fit & FeaturesPremium satin fabric, woven lining, Short flutter sleeves, V-neckline, padded bra cups, Back zipper and hook-eye closure, High front slit, A-line silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, galas, black tie parties, engagement parties, rehearsal dinner, fancy date nights, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Olessa Short Sleeve A-Line Slit Satin Formal Dress in Sage | Size: S | Satin Fabric

She's A Wild One Leopard Ruffle Hot Shorts
(3) 5 star rating

Shake it up in this leopard ruffle hot short for a night on the prowl! Fit & FeaturesLeopard print, mesh fabric, stretchy knit lining, High-rise waist, Ruffled silhouette, Form-hugging fit, Runs true to size, Shop The Matching Top: She's A Wild One Leopard Ruffle Tube Top Free Shipping on All Orders Over $75. | Windsor She's A Wild One Leopard Ruffle Hot Shorts | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Maybe Tonight Leopard Ruffle Shorts
(3) 3.6666667 star rating

Bring the fierceness to the night in these leopard shorts made for dancing all concerts or the bar! With a flattering high-rise waist and ruffled hem, these shorts are perfect for stepping up your style. Fit & FeaturesLeopard print, stretchy knit fabric, High-rise waist, Ruffled short hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Maybe Tonight Leopard Ruffle Shorts | Size: L | Knit Fabric

Cheeky Denim Shorts