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!
$29.90
A sleek pair of black faux leather high-rise shorts with side pockets and a cheeky hem.
$54.90
A glamorous pair of medium denim shorts featuring rhinestone chains and a flattering high-rise waist.
$34.90
A pair of ivory knit shorts with a cheeky fit and tiered ruffles, perfect for festivals.
$29.90
A pair of high-rise leopard print shorts featuring a ruffled hem for a bold, playful look.
$36.90
A pair of black knit shorts with square-shaped rhinestone accents and a cheeky, low-rise fit.
$34.90
A pair of grey high-rise denim shorts featuring a frayed hem and five-button front closure.
$27.90
A black ponte mini skort with a high-rise waist and dual front slits for a chic look.
$29.90
A chic pair of black tiered lace shorts with a cheeky fit and stretchy knit fabric.
$34.90
A trendy dark denim mini skort with a mid-rise waist and bodycon fit, featuring a skirt overlay.
$36.90
A medium denim high-rise skort featuring a ruffled mini skirt overlay and form-hugging fit.
$12.97 $29.90 57% off
A black ponte mini skort with rhinestone bows, high-rise waist, and flirty front slit.
$24.90
A pair of black woven mid-rise shorts featuring a sleek, form-hugging fit for stylish comfort.
$22.90
A sleek black bodycon mini skort with faux leather fabric and a high-rise waist.
$26.90
A high-rise black metallic faux leather short with cargo pockets and a form-hugging fit.
$32.90
A pair of white mid-rise denim shorts with distressed accents and a form-hugging fit.
$36.90
A medium denim skort with a dual slit overlay and form-hugging fit for chic styling.
$39.90
A sultry black romper featuring a plunge halter neckline and ruffled short-length hem.
$29.90
A dazzling pair of black hot shorts featuring rhinestone embellishments and a stretchy cotton-blend fabric.
$29.90
A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.
$29.90
A black faux leather skort featuring a high-rise waist and dual side slits for a chic look.
$36.90
A flirtatious pair of black lace ruffle shorts with a low-rise waist and fitted silhouette.
$13.97 $34.90 60% off
A trendy pair of dark denim shorts featuring a mid-rise waist and stylish lace-up front.
$39.90
A chic pair of ivory eyelet lace shorts featuring a high-rise waist and dual front pockets.
$29.90
A pair of pink lace hot shorts featuring sheer floral fabric, knit lining, and cheeky side slits.
$32.90
A trendy black denim mini skort with a ruched side seam and high-rise waist.
$32.90
A pair of dark denim mid-rise shorts featuring button-trimmed front pockets and a form-hugging fit.
$24.90
A pair of black denim mid-rise hot shorts with a form-hugging fit and mini side slits.
$32.90
A pair of dark denim mid-rise shorts with a frayed hem and vintage-inspired fabric.
$19.90
A pair of black ponte micro shorts with a high-rise waist and form-hugging silhouette.
$26.90
A chic black faux leather skort featuring a high-rise waist and flowy A-line silhouette.
$26.90
A pair of pink rib knit shorts featuring a foldover mid-rise waistband and a seamless, form-hugging fit.
$36.90
A pair of light denim mid-rise shorts featuring unique seam detailing and a flattering, form-hugging fit.
$36.90
A sleek black faux leather mini skort with a ruched front overlay and bodycon silhouette.
$29.90
A pair of yellow sheer lace hot shorts featuring tiered ruffles and a cheeky, form-hugging fit.
$29.90
A chic black faux leather short with a lace-up front and cheeky form-hugging fit.
$19.90
A pair of black sheer lace shorts with a built-in panty lining for cheeky coverage.
$39.90
A faux leather mini skort with a western belted waist, perfect for concerts and festivals.
$34.90
A white cotton mini skort featuring a tiered ruffled overlay and hidden fitted knit shorts.
$34.90
A dark denim mini skort featuring a mid-rise waist and a stylish front skirt overlay with slit.
$22.90
A comfy ivory knit pajama short with a mid-rise folded waist and cheeky bottom.
$32.90
A sleek black faux leather skort with edgy buckle accents and a bodycon silhouette.
$24.90
A pair of snake print, low-rise hot shorts in stretchy knit fabric for festival flair.
$34.90
A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.
$39.90
A khaki denim skort with a high-rise waist and ruched drawstring for a unique touch.
$39.90
A sassy denim mini skort featuring a unique belted overlay and form-hugging fit.
$26.90
A pair of black gauze shorts featuring a high-rise smocked waist and tiered ruffled design.
$29.90
A pair of medium wash, mid-rise denim shorts with a form-hugging fit and cheeky bottom.
$34.90
A light denim mid-rise skort combining skirt style with shorts coverage and unique stitch detailing.
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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
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 Pink | Size: M | Knit Fabric/Mesh Fabric
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 | Size: XS | Cotton/Knit Fabric/Rhinestone
Turn up the shine in these groovy metallic faux leather shorts perfect for themed parties! With a high-rise waist and form-hugging fit, these shorts accentuate your curves while providing a flattering silhouette. The cargo flap pockets offer functionality while the front button and hidden zipper closure secure the style. Complete the look in a mesh long sleeve top and heels! Fit & FeaturesCoated metallic faux leather fabric, slight stretch, High-rise waist, Form-hugging fit, Front button and hidden zipper closure, Three waist pockets, lower cargo flap pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Turn Up Cargo Metallic Faux Leather Shorts in Black | Size: M
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
Put on a show arriving in these rhinestone denim shorts! They feature a flattering high-rise waist, and stunning rhinestone swag chains across the front for a touch of glamour. The distressed accents add a trendy edge, while the fitted hem ensures a perfect fit. Complete the look in a bodysuit and boots for a concert or music festival! Fit & FeaturesHigh-rise waist, Rhinestone swag chains across the front, Distressed accents, fitted hem, Front button and hidden zipper closure, Five-pocket styling, belt loop accents, Medium wash denim fabric, no stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pop Star Rhinestone High-Rise Denim Shorts in Med Denim | Size: S
Grab your besties and make plans to rock these mid-rise denim shorts for fun under the sun! The mid-rise waist and form-hugging fit flatter your curves, while the distressed accents and cut-off hem add a touch of edge. Complete the look in a cute bodysuit and platform sneakers! Fit & FeaturesDenim fabric, minimal stretch, Mid-rise waist, Distressed accents, cut-off hem, Form-hugging, Front button and hidden zipper closure, five-pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny State Mid-Rise Distressed Denim Shorts in White | Size: S
Create an iconic 'fit for concerts and festivals with these curve-hugging hot shorts featuring a low-rise waist, front studded trim, and cheeky fit. Fit & FeaturesWoven fabric, moderate stretch, Low-rise elasticized waist, Front-studded trim, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Iconic 'Fit Studded Hot Shorts in Burgundy | Size: L | Woven Fabric
Show off a trendsetting vibe in these mid-rise denim shorts for festival season! The lace-up side design adds the perfect edge to your casual 'fits. Fit & FeaturesDenim fabric, moderate stretch, Mid-rise waist, belt loops, Front button and hidden zipper closure, Lace-up side design, Fitted, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendsetting Vibe Lace-Up Denim Shorts in Olive | Size: L
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: XL
Date Night Shorts
Ready to turn up the heat and make your next date night one for the books? Let’s talk about shorts—the ultimate power move for anyone who wants to show up, stand out, and keep things flirty from the first “hey” to the last goodbye. When you slip into the right pair of date night shorts, you’re not just picking an outfit—you’re setting the whole mood. Think about it: the perfect pair hugs you in all the right places, lets you move like you own the room, and gives you that “I woke up like this” confidence that only comes from feeling totally yourself. Whether you’re headed for rooftop drinks, a candlelit dinner, or an adventure that might end with dancing under the stars, shorts are your secret weapon for keeping things cool, comfortable, and totally unforgettable. And if you’re shopping for someone else? Trust, a killer pair of shorts is a gift that says “I see you, I get your vibe, and I want you to feel amazing.” It’s the kind of present that turns a regular night out into a main character moment—because nothing says “I care” like giving someone the freedom to feel cute, confident, and completely in control.
Picking out date night shorts is all about knowing your vibe and owning it. Are you feeling bold and ready to show some leg, or are you all about that laid-back, effortless energy? Maybe you want to channel a little retro glam with tailored silhouettes and luxe fabrics, or keep things spicy with playful details like lace trims, rhinestone accents, or a pop of unexpected color. The beauty of shorts is that they’re just as versatile as you are. Style them with a fitted crop top for a look that says “let’s get this party started,” or pair them with a flowy blouse and statement accessories for a vibe that’s equal parts chic and mysterious. And don’t even get us started on shoes—heels for drama, sneakers for the afterparty, or strappy sandals for that “I might end up at the beach” plot twist. The best part? Shorts are made for movement, so you’re always ready for whatever the night throws your way, from spontaneous dance-offs to late-night walks that turn into deep talks and laughter that echoes down empty streets. If you’re scrolling for inspo or want to see how the pros put it all together, check out our Date Night Outfits page for endless ways to make your look pop.
Let’s be real—date night is less about where you go and more about how you feel. Shorts are the unsung hero of those unforgettable evenings when you want to look amazing without trying too hard. They’re the go-to for the girl who’s always down for a little mischief, the one who’s never afraid to break the rules, and the friend who turns every “just drinks” plan into a story worth telling. If you’re gifting, think of shorts as the ultimate “I’ve got your back” move—they’re perfect for birthdays, bestie celebrations, or just because you want to hype someone up. And if you’re treating yourself (which, let’s be honest, you totally deserve), consider this your permission slip to play with textures, experiment with fits, and pick the pair that makes you feel like you could take on the world—or at least steal the spotlight for the night. No matter how you style them, date night shorts are all about embracing the moment, turning heads, and making memories that last way longer than any trend.