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!
$34.90
A pair of olive mid-rise denim shorts with edgy lace-up sides, perfect for festival season.
$29.90
A pair of medium wash, mid-rise denim shorts with a form-hugging fit and cheeky bottom.
$29.90
A sleek pair of black faux leather high-rise shorts with side pockets and a cheeky hem.
$32.90
A pair of grey acid wash high-rise denim shorts with distressed details and a frayed hem.
$29.90
A chic pair of black tiered lace shorts with a cheeky fit and stretchy knit fabric.
$54.90
A glamorous pair of medium denim shorts featuring rhinestone chains and a flattering high-rise waist.
$27.90
A pair of burgundy woven hot shorts with a low-rise waist, front studded trim, and cheeky fit.
$29.90
A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.
$13.97 $34.90 60% off
A trendy pair of dark denim shorts featuring a mid-rise waist and stylish lace-up front.
$32.90
A pair of dark denim mid-rise shorts with a frayed hem and vintage-inspired fabric.
$32.90
A pair of medium denim shorts featuring a vintage-inspired look with a trendy frayed hem.
$34.90
A pair of ivory knit shorts with a cheeky fit and tiered ruffled design for festivals.
$19.90
A pair of black ponte micro shorts with a high-rise waist and form-hugging silhouette.
$32.90
A pair of light denim high-rise shorts with trendy distressed accents and a frayed cut-off hem.
$34.90
A pair of medium wash, high-rise denim shorts with a frayed hem and five-button fly closure.
$24.90
A pair of black denim mid-rise hot shorts with a form-hugging fit and mini side slit accents.
$28.90
A pair of brown lace hot shorts featuring frilly ruffles and a cheeky low-rise fit.
$36.90
A pair of black knit shorts with square-shaped rhinestone accents and a cheeky, low-rise fit.
$24.90
A pair of snake print, low-rise knit shorts with a form-hugging, cheeky fit for festivals.
$39.90
A pair of camel faux suede hot shorts with a mid-rise waist and cheeky fit.
$32.90
A pair of light denim high-rise shorts featuring a frayed hem, classic fit, and five-pocket styling.
$36.90
A pair of mid-rise denim hot shorts with a color wash tint and cheeky 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 dark denim mid-rise shorts featuring side buckle straps, back pockets, and a cheeky hem.
$34.90
A pair of grey high-rise denim shorts featuring a frayed hem and five-button front closure.
$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 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 medium wash high-rise denim shorts featuring distressed accents and a frayed hem.
$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.
$32.90
A pair of white mid-rise denim shorts with distressed accents and a form-hugging fit.
$39.90
A denim mini skort with a mid-rise adjustable belted waist and form-hugging silhouette.
$29.90
A dazzling pair of black hot shorts featuring rhinestone embellishments and a stretchy cotton-blend fabric.
$29.90
A pair of pink lace hot shorts featuring sheer floral fabric, knit lining, and cheeky side slits.
$39.90
A pair of brown cow print denim shorts featuring a mid-rise waist and classic five-pocket design.
$32.90
A pair of light denim mid-rise shorts featuring a star back design and edgy cut-off hem.
$22.90
A pair of pink, low-rise ribbed knit pajama shorts perfect for cozy lounging.
$34.90
An edgy black denim skort featuring a mid-rise fit, studded pocket trim, and bodycon mini-length style.
$36.90
A relaxed-fit, low-rise denim short in medium wash with belt loops and spacious front and back pockets.
$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 featuring button-trimmed front pockets and a form-hugging fit.
$19.90
A pair of black sheer lace shorts with a built-in panty lining for cheeky coverage.
$34.90
A dark denim mini skort featuring a mid-rise waist and a stylish front skirt overlay with slit.
$16.90
A pair of white cherry print pajama shorts in soft ribbed knit with a low-rise waistband.
$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 high-rise dark denim shorts with distressed detailing and a relaxed fit.
$39.90
A pair of medium denim high-rise shorts featuring dramatic side fringe and classic five-pocket styling.
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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
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.