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!
$29.90
A pair of medium wash, mid-rise denim shorts with a form-hugging fit and cheeky bottom.
$19.90
A pair of black sheer lace shorts with a built-in panty lining for cheeky coverage.
$19.90
A pair of black ponte micro shorts with a high-rise waist and form-hugging silhouette.
$29.90
A sleek pair of black faux leather high-rise shorts with side pockets and a cheeky hem.
$34.90
A pair of medium wash high-rise denim shorts featuring distressed accents and a frayed hem.
$29.90
A chic pair of black tiered lace shorts with a cheeky fit and stretchy knit fabric.
$27.90
A pair of burgundy woven hot shorts with a low-rise waist, front studded trim, and cheeky fit.
$34.90
A sassy leopard print short with high-rise waist and all-over sequin embroidery for glam nights.
$29.90
A dazzling pair of black hot shorts featuring rhinestone embellishments and a stretchy cotton-blend fabric.
$39.90
A denim mini skort with a mid-rise adjustable belted waist and form-hugging silhouette.
$29.90
A pair of pink lace hot shorts featuring sheer floral fabric, knit lining, and cheeky side slits.
$34.90
A pair of medium wash, high-rise denim shorts featuring a frayed hem and five-button fly closure.
$36.90
A pair of light denim mid-rise shorts featuring unique seam detailing and a flattering, form-hugging fit.
$32.90
A trendy pair of grey mid-rise denim shorts featuring an acid wash design and form-hugging fit.
$32.90
A pair of medium wash, mid-rise denim shorts featuring a form-hugging fit and trendy cutoff hem.
$39.90
A sleek pair of black faux leather hot shorts with a mid-rise waist and cheeky hem.
$29.90
A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.
$32.90
A pair of grey acid wash high-rise denim shorts with distressed details and a frayed hem.
$32.90
A pair of dark denim mid-rise shorts with a frayed hem and vintage-inspired fabric.
$9.97 $36.90 73% off
A pair of black knit shorts with square-shaped rhinestone accents and a cheeky, low-rise fit.
$28.90
A pair of brown lace hot shorts featuring frilly ruffles and a cheeky low-rise fit.
$26.90
A pair of red ribbed knit shorts featuring a mid-rise waist, adjustable side ties, and cheeky 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.
$32.90
A playful pair of dark denim cotton shorts featuring a mid-rise waist and ruffled trim hem.
$34.90
A pair of light denim mid-rise shorts featuring a front lace-up detail and form-hugging fit.
$32.90
A pair of light denim high-rise shorts featuring a frayed hem, classic fit, and five-pocket styling.
$13.97 $34.90 60% off
A pair of grey high-rise denim shorts featuring a frayed hem and five-button front closure.
$34.90
A trendy dark denim mini skort with a mid-rise waist and bodycon fit, featuring a skirt overlay.
$36.90
A pair of high-rise dark denim shorts with a form-hugging fit and stretch fabric.
$39.90
A pair of brown cow print denim shorts featuring a mid-rise waist and classic five-pocket design.
$13.97 $32.90 58% off
A pair of dark denim mid-rise shorts featuring button-trimmed front pockets and a form-hugging fit.
$34.90
An edgy black denim skort featuring a mid-rise fit, studded pocket trim, and bodycon mini-length style.
$34.90
A dark denim mini skort featuring a mid-rise waist and a stylish front skirt overlay with slit.
$16.97 $39.90 57% off
A medium denim skort featuring a pleated mini skirt overlay and edgy exposed pockets.
$32.90
A pair of light denim mid-rise shorts featuring a raw frayed hem and classic five-pocket design.
$39.90
A pair of medium denim high-rise shorts featuring dramatic side fringe and classic five-pocket styling.
$34.90
A high-rise grey acid wash denim skort with an envelope front design and form-hugging fit.
$32.90
A pair of dark denim high-rise shorts with a form-hugging fit and four-pocket styling.
Now Trending
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
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: L
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
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
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
Cheeky denim shorts are the ultimate partner-in-crime for every girl who lives for spontaneous adventures and unforgettable nights out. These aren’t just shorts—they’re a whole attitude, stitched up in denim and ready to turn heads wherever you go. You know the vibe: you slip into a pair of cheeky jean shorts and suddenly you’re feeling bold, flirty, and totally unstoppable. Whether you’re headed to a rooftop hang with your ride-or-die crew, making a statement at a backyard bash, or just vibing on a late-night ice cream run, these shorts bring that extra dose of confidence that says, “Yeah, I know I look good.” They’re the go-to for any girl who wants to show off her playful side while keeping it effortlessly cool—think frayed hems, distressed details, and fits that hug you in all the right places. High waisted cheeky denim shorts are a total game changer, too. They cinch you in at the waist and give you legs for days, making them perfect for pairing with everything from a cropped graphic tee to a sleek bodysuit. And if you’re all about that vintage energy, high rise cheeky denim shorts are the throwback staple your closet’s been craving. The best part? They’re just as comfy as they are cute, whether you’re dancing until sunrise or lounging with your besties after a long day.
Shopping for the perfect pair of cheeky shorts denim is basically a love language. It’s about finding that fit that makes you feel like the main character, no matter what’s on your agenda. For the girls who live for a little drama, look for details like raw-edge hems, bold washes, or edgy hardware. If you’re all about that laid-back, California-cool vibe, a classic light wash with subtle distressing is your new BFF. And don’t sleep on the versatility—cheeky denim shorts make the best gift for the friend who’s always down for a last-minute road trip or the sister who loves to stand out in the crowd. They’re easy to dress up with strappy heels and a statement top for a night out, or down with chunky sneakers and an oversized hoodie for those “I woke up like this” days. And let’s be real—there’s something about slipping into a pair of high waisted cheeky denim shorts that just feels like freedom. You can move, groove, and live your best life without a care in the world. Want to keep your look on point? Just add a layer of confidence and a killer playlist, and you’re ready to take on anything.
If you’re ready to step up your shorts game and unleash your inner trendsetter, don’t miss the full edit of Trendy Denim Shorts for even more inspo. Whether you’re gifting a pair to your favorite partner-in-crime or treating yourself to a wardrobe refresh, cheeky denim shorts are the must-have staple that brings the heat to every moment. Mix, match, and style them your way—because you deserve to feel like the main event, every single day.