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.
$29.90
A leopard print ruffle short with a high-rise waist and form-hugging fit.
$29.90
A pair of high-rise leopard print shorts featuring a ruffled hem for a bold, playful look.
$34.90
A sassy leopard print short with high-rise waist and all-over sequin embroidery for glam nights.
$39.90
A sleek and edgy pair of black faux leather hot shorts perfect for festivals or a night out.
$13.97 $34.90 60% off
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.
$29.90
A dazzling pair of black hot shorts featuring rhinestone embellishments and a stretchy cotton-blend fabric.
$34.90
A trendy dark denim mini skort with a mid-rise waist and bodycon fit, featuring a skirt overlay.
$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.
$39.90
A sultry black romper featuring a plunge halter neckline and ruffled short-length hem in stretchy knit.
$39.90
A khaki denim skort with a high-rise waist and ruched drawstring for a unique touch.
$39.90
A faux leather mini skort with a western belted waist, perfect for concerts and festivals.
$19.90
A pair of black ponte micro shorts with a high-rise waist and form-hugging silhouette.
$36.90
A pair of light denim mid-rise shorts featuring unique seam detailing and a flattering, form-hugging fit.
$32.90
A pair of dark denim mid-rise shorts with a frayed hem and vintage-inspired fabric.
$19.90
A pair of black sheer lace shorts with a built-in panty lining for cheeky coverage.
$29.90
A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.
$29.90
A pair of yellow sheer lace hot shorts featuring tiered ruffles and a cheeky, form-hugging fit.
$24.90
A pair of snake print, low-rise hot shorts in stretchy knit fabric for festival flair.
$39.90
A sassy denim mini skort featuring a unique belted overlay and form-hugging fit.
$29.90
A pair of pink lace hot shorts featuring sheer floral fabric, knit lining, and cheeky side slits.
$16.97 $39.90 57% off
A chic pair of ivory eyelet lace shorts featuring a high-rise waist and dual front pockets.
$26.90
A chic black faux leather skort with a high-rise waist and flowy A-line silhouette.
$13.97 $32.90 58% off
A pair of dark denim mid-rise shorts featuring button-trimmed front pockets and a form-hugging fit.
$36.90
A sleek black faux leather mini skort with a ruched front overlay and bodycon silhouette.
$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.
$29.90
A pair of medium wash, mid-rise denim shorts with a form-hugging fit and cheeky bottom.
$34.90
A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.
$32.90
A sleek black faux leather skort with edgy buckle accents and a bodycon silhouette.
$32.90
A pair of fitted khaki denim shorts featuring a mid-rise waist and front and back pockets.
$32.90
A playful pair of dark denim cotton shorts featuring a mid-rise waist and ruffled trim hem.
$11.97 $29.90 60% off
A pair of black cotton woven shorts featuring a smocked drawstring waist and playful ruffled hem.
$36.90
A stylish pair of mid-rise denim hot shorts with a color wash tint and cheeky fit.
$34.90
An edgy brown acid wash denim skort with a mid-rise waist and mini-length hem.
$32.90
A pair of dark denim high-rise shorts with a form-hugging fit and four-pocket styling.
$9.97 $17.90 44% off
A pair of pink knit pajama shorts with a playful dice print, elastic waist, and flirty side slits.
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Windsor Sealed With Charm Short A-Line Dress in White-2
$9.97 $38.90
74% off
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
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: S | 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-2 | Size: S | Cotton/Knit Fabric/Rhinestone
Such A Sweetheart Corset Lace-Up A-Line Short Dress in Light Blue
$9.97 $48.90
80% off
Capture sweet vibes in this flirty corset short dress designed with a striking lace-up back design, a corset-style bodice that snatches your waist, and a flattering A-line silhouette. Pair with bow earrings. Fit & FeaturesPoplin woven fabric, woven lining, Sweetheart neckline with adjustable drawstring tie, Adjustable spaghetti straps, lace-up back design, Underwire bust, corset-bodice, flexible boning, Side zipper and hook-eye closure, A-line short silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Such A Sweetheart Corset Lace-Up A-Line Short Dress in Light Blue | Size: L | Woven Fabric
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
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
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
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 Pink | 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: M
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.