Date Night Shorts

Get ready to turn heads and break hearts with our sizzling collection of date night shorts! Whether you're planning a romantic dinner under the stars or dancing the night away, these shorts are your ticket to unforgettable nights and endless compliments. From flirty hems to bold prints, each pair is designed to make sure you're the star of the show. So slip into your favorite pair, add a dash of confidence, and let those date night shorts do all the talking while you steal the spotlight!

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Best Seller

$29.90

4.424243 star rating

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

$29.90

5 star rating

A leopard print ruffle short with a high-rise waist and form-hugging fit.

$39.90

4.5 star rating

A sleek and edgy pair of black faux leather hot shorts perfect for festivals or a night out.

Sale

$9.97 $34.90 71% off

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

$27.90

4.691176 star rating

A black ponte mini skort with a high-rise waist and dual front slits for a chic look.

$29.90

4.9 star rating

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

Best Seller

$29.90

4.833334 star rating

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

$36.90

4.818182 star rating

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

Best Seller

$24.90

4.285714 star rating

A pair of black woven mid-rise shorts featuring a sleek, form-hugging fit for stylish comfort.

$34.90

5 star rating

A trendy dark denim mini skort with a mid-rise waist and bodycon fit, featuring a skirt overlay.

Best Seller

$22.90

4 star rating

A sleek black bodycon mini skort with faux leather fabric and a high-rise waist.

$39.90

3.666667 star rating

A sultry black romper featuring a plunge halter neckline and ruffled short-length hem in stretchy knit.

Sale

$14.97 $39.90 62% off

3.666667 star rating

A khaki denim skort with a high-rise waist and ruched drawstring for a unique touch.

$39.90

3.5 star rating

A faux leather mini skort with a western belted waist, perfect for concerts and festivals.

Sale

$11.97 $32.90 64% off

5 star rating

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

$32.90

5 star rating

A sleek black faux leather skort with edgy buckle accents and a bodycon silhouette.

Sale

$14.97 $39.90 62% off

5 star rating

A sassy denim mini skort featuring a unique belted overlay and form-hugging fit.

Sale

$9.97 $29.90 67% off

5 star rating

A pair of black cotton woven shorts featuring a smocked drawstring waist and playful ruffled hem.

Sale

$9.97 $24.90 60% off

3 star rating

A pair of snake print, low-rise hot shorts in stretchy knit fabric for festival flair.

$39.90

5 star rating

A trendy black denim mini skort with a ruched side seam and high-rise waist.

Sale

$6.97 $17.90 61% off

5 star rating

A pair of pink knit pajama shorts with a playful dice print, elastic waist, and flirty side slits.

$36.90

A sleek black faux leather mini skort with a ruched front overlay and bodycon silhouette.

Sale

$9.97 $34.90 71% off

A white cotton mini skort featuring a tiered ruffled overlay and hidden fitted knit shorts.

Sale

$11.97 $29.90 60% off

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

Sale

$11.97 $32.90 64% off

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

Sale

$9.97 $32.90 70% off

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

Sale

$9.97 $32.90 70% off

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

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Windsor Sealed With Charm Short A-Line Dress in White-2
Sale
(35) 4.4 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
(33) 4.4242425 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 Ivory
(30) 4.9 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 Ivory | Size: S | Knit Fabric/Mesh Fabric

Center Stage Rhinestone Hot Shorts in Black-2
(12) 4.8333335 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
(11) 4.818182 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: S

One And Only Mid-Rise Hot Shorts in Black
(7) 4.285714 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: M | Woven Fabric

She's A Wild One Leopard Ruffle Hot Shorts
(4) 5 star rating

Shake it up in this leopard ruffle hot short for a night on the prowl! Shop Matching Top: She's A Wild One Leopard Ruffle Tube TopFit & FeaturesLeopard print, mesh fabric, stretchy knit lining, High-rise waist, Ruffled silhouette, Form-hugging fit, Runs true to size, 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

Summer Spice Low-Rise Ruffle Hot Shorts in Black
(3) 3.6666667 star rating

Set the tone in this spicy ruffled hot short with a flattering low-rise waist that flaunts your figure! Pair with the matching top to complete the vibe. Fit & FeaturesMesh-lined fabric, Low-rise waist, Ruffled, fitted silhouette, Runs true to size, Shop The Matching Top: Summer Spice Lace-Up Ruffle Crop Top Free Shipping on All Orders Over $75. | Windsor Summer Spice Low-Rise Ruffle Hot Shorts in Black | Size: M

So Fab Ruffled Lace Hot Shorts in Yellow
(3) 5 star rating

So fab, these ruffled lace hot shorts will amp up the flirty vibe of your look! Style with a graphic tee for concerts. Fit & FeaturesSheer lace fabric with knit lining, high stretch, Low-rise waist, Tiered ruffled design, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Fab Ruffled Lace Hot Shorts in Yellow | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Lady Justice Star Print Shorts in Royal Blue
Sale
(3) 4 star rating

Ready to save the night? These star-print shorts serve bold, confident energy with a superhero twist—perfect for owning the party spotlight. Fit & FeaturesSmooth knit stretch fabric, star print, Mid-rise waist, Form-hugging fit, Cheeky hem, Runs true to size, How To Style For Spooky Season:Pair with the halter top and headband for a heroic Halloween costume! Free Shipping on All Orders Over $75. | Windsor Lady Justice Star Print Shorts in Royal Blue | Size: L | Knit Fabric

Date Night Shorts