Dressy Shorts
Dressy shorts are your ticket to slay the style game with a mix of elegance and sass. Perfect for those moments when you want to flaunt your legs while keeping it chic, these shorts are the ultimate wardrobe chameleon. Whether you're heading to a brunch date or dancing the night away, dressy shorts have got you covered. Pair them with a sleek blouse or a daring crop top, and watch as you turn heads and steal the spotlight. It's time to step out in confidence and make every sidewalk your runway!
$29.90
A sleek pair of black faux leather high-rise shorts with side pockets and a cheeky hem.
$29.90
A black low-rise shorts with rhinestone embellishments and a stretchy cotton-blend knit fabric.
$29.90
An ivory floral skort with a ruffled tiered silhouette and high-rise smocked waistband.
$26.90
A high-rise black metallic faux leather short with cargo pockets and a form-hugging fit.
$54.90
A pair of medium denim high-rise shorts with rhinestone chains and trendy distressed accents.
$39.90
A chic pair of ivory eyelet lace shorts featuring a high-rise waist and dual front pockets.
$12.97 $29.90 57% off
A polished pair of pink high-rise trouser shorts with side pockets and a slim-fit silhouette.
$29.90
A pair of black cotton woven shorts featuring a smocked drawstring waist and playful ruffled hem.
$22.90
A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.
$29.90
A chic pair of black tiered lace hot shorts with a cheeky fit and stretchy knit fabric.
$29.90
An ivory lace skort with tiered ruffles and knit-fitted shorts for charming coverage.
$34.90
A trendy dark denim mini skort with a mid-rise waist and bodycon fit, featuring a skirt overlay.
$29.90
A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.
$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.
$39.90
A denim mini skort with a mid-rise adjustable belted waist and form-hugging silhouette.
$24.90
A pair of black woven mid-rise shorts featuring a sleek, form-hugging fit for stylish comfort.
$36.90
A medium denim skort with a dual slit overlay and form-hugging fit for chic styling.
$34.90
A leopard print denim mini skort featuring a belted mid-rise waist and pleated skirt overlay.
$24.90
An ivory high-rise skort with a flattering A-line silhouette in smooth ponte knit fabric.
$27.90
A pair of burgundy woven hot shorts with a low-rise waist, front studded trim, and cheeky fit.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$26.90
A taupe knit short with a high-rise waist and trendy scalloped hem for a boho vibe.
$26.90
A pair of off-white high-rise shorts with a ruffled tier design and stretchy smocked waistband.
$29.90
A black mesh-lined hot short featuring a low-rise waist and playful ruffled detailing for a flirty look.
$26.90
A boho-inspired ivory lace skort with a ruffled drop waist and A-line silhouette.
$34.90
A pair of ivory sequin-embellished shorts featuring a bold cow print and a body-hugging fit.
$36.90
A flirtatious pair of black lace ruffle shorts with a low-rise waist and fitted silhouette.
$36.90
A brown twill woven mini skort with a high-rise waist and double belted pleated overlay.
$19.90
A high-rise black ponte micro short with a form-hugging fit and cheeky cut hem.
$29.90
A black faux leather skort featuring a high-rise waist and dual side slits for a chic look.
$9.97 $36.90 73% off
A charcoal woven mini skort with a high-rise waist and pleated A-line silhouette.
$34.90
A black faux leather mini skort with high-rise waist and dual front cargo flap pockets.
$34.90
A brown denim mini skort featuring a high-rise waist and dual front slits for a chic look.
$29.90
A pair of high-rise leopard print shorts featuring a playful ruffled hem for bold, stylish nights.
$29.90
A pair of pink lace hot shorts featuring sheer floral fabric, knit lining, and cheeky side slits.
$24.90
A pair of black denim mid-rise hot shorts with a form-hugging fit and mini side slits.
$34.90
An olive green twill skort featuring a belted mid-rise waist, bodycon fit, and four-pocket styling.
$36.90
A grey plaid pleated skort with a drop waist and hidden shorts, crafted from knit fabric.
$32.90
A chic black mini skort with a high-rise waist, faux leather buckles, and pleated hem.
$13.97 $32.90 58% off
A trendy leopard-printed mini skort with a mid-rise waist and fitted shorts underneath.
$34.90
An edgy black denim skort featuring a mid-rise fit, studded pocket trim, and bodycon mini-length style.
$29.90
A black faux leather skort with a drop-waist design and hidden cheeky shorts.
$26.90
A leopard print mesh skort with a high-rise waist and tiered ruffled mini-length hem.
$29.90
A pair of yellow sheer lace hot shorts featuring tiered ruffles and a cheeky, form-hugging fit.
$42.90
A black faux leather mini skort featuring a high-rise waist and edgy grommet trim hem.
$39.90
A faux leather mini skort with a western belted waist, perfect for concerts and festivals.
$9.97 $32.90 70% off
A beige woven skort with a high-rise fit, drop waist, and pleated A-line overlay.
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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: M | 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 Black | Size: S | Woven 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: XL
Your weekend plans aren't complete without these high-rise ruffled shorts to give you a breezy, effortless style! Fit & FeaturesWoven fabric, Stretchy, smocked high-rise waistband, Ruffled tier design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Escape High-Rise Ruffled Shorts in Off White | Size: M | Woven Fabric
Dressy Shorts
Here’s the real tea: dressy shorts are the ultimate style power move for the girl who wants to keep her cool and look like a ten doing it. Whether you’re stepping out for rooftop drinks, brunching with your besties, or making the office your runway, dress shorts are the secret weapon you didn’t know your closet needed. Imagine this—sleek, tailored silhouettes that hug in all the right places, luxe fabrics that feel like butter on your skin, and details that make you want to do a little happy dance in the fitting room. Dressy shorts are all about serving legs for days while keeping things polished and put-together. They’re made for the girl who’s always on the move, balancing her calendar between back-to-back plans and spontaneous adventures. These aren’t your basic cutoffs—think elevated, sophisticated, and ready to slay from day to night. Perfect for gifting, too! If you’ve got a fashion-forward friend who loves to make an entrance, a pair of dressy shorts is your golden ticket to BFF status. They’re also a genius pick for birthdays, graduations, or just because you want to be the friend who always gives the best presents.
When it comes to styling, dressy shorts are the definition of versatility. Pair them with a silky cami and strappy heels for a night out that’ll have heads turning, or throw on a crisp blazer and ankle boots for a boss-babe vibe that means business. The beauty of the dressy short is that it plays well with everything in your closet, from oversized button-downs to barely-there crop tops. For the girl who loves to experiment, try mixing textures—think faux leather with a satin blouse or tweed shorts with a mesh bodysuit. You can even layer with tights and a statement jacket when the temps dip, keeping your look fresh and fire all year long. Dressy shorts are also a lifesaver for those “what do I even wear?” moments. They’re the answer when you want to show off your legs but still keep it classy, and they’re comfy enough to dance all night without a second thought. Don’t be surprised if you start reaching for them on repeat—they’re that good. And if you’re looking to level up your shorts game, check out our Trendy Shorts edit for even more inspo and must-have styles.
Let’s be real, dressy shorts are for the girl who refuses to blend in. She’s the one who turns the sidewalk into a catwalk, who believes that confidence is her best accessory, and who isn’t afraid to bend the rules and make her own. These shorts are a celebration of individuality, a little wink to the world that says, “Yeah, I did that.” Whether you’re shopping for yourself or hunting for the perfect gift, remember that dressy shorts are more than just a piece of clothing—they’re a whole mood. They’re for the girl who wants to feel unstoppable, who loves to laugh a little too loud, and who knows that the best memories are made when you’re dressed for the occasion. So go ahead, treat yourself (or your ride-or-die) to a pair that makes you feel like you can take on anything. Because with dress shorts, every day is your runway, and you’re always the main character.