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.
$34.90
A sassy leopard print short with high-rise waist and all-over sequin embroidery for glam nights.
$16.97 $39.90 57% off
A chic pair of ivory eyelet lace shorts featuring a high-rise waist and dual front pockets.
$12.97 $29.90 57% off
A chic pair of pink high-rise trouser shorts with side pockets and a slim-fit silhouette.
$11.97 $29.90 60% off
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.
$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.
$46.90
A high-rise medium denim skort with buckle detailing and a bodycon fit for a Western vibe.
$24.90
A pair of black woven mid-rise shorts featuring a sleek, form-hugging fit for stylish comfort.
$29.90
A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.
$29.90
An ivory ponte skort with rhinestone bows, high-rise waist, and a flirty bodycon silhouette.
$36.90
A leopard print denim mini skort featuring a belted mid-rise waist and pleated skirt overlay.
$19.90
A high-rise black ponte micro short with a form-hugging fit and cheeky cut hem.
$27.90
A pair of burgundy woven hot shorts with a low-rise waist, front studded trim, and cheeky fit.
$39.90
A faux leather mini skort with a western belted waist, perfect for concerts and festivals.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$29.90
A pair of high-rise leopard print shorts featuring a playful ruffled hem for bold, stylish nights.
$39.90
A khaki denim skort with a high-rise waist and ruched drawstring for a chic look.
$26.90
A pair of off-white high-rise shorts with a ruffled tier design and stretchy smocked waistband.
$29.90
A leopard print ruffle short with a high-rise waist and form-hugging fit.
$39.90
A sleek and edgy pair of black faux leather hot shorts perfect for festivals or a night out.
$34.90
A pair of ivory sequin-embellished shorts featuring a bold cow print and a body-hugging fit.
$34.90
A black faux leather mini skort with high-rise waist and dual front cargo flap pockets.
$36.90
An edgy black acid-wash denim skort with a mini-length overlay and hidden shorts for coverage.
$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 pink lace hot shorts featuring sheer floral fabric, knit lining, and cheeky 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.
$39.90
A sassy denim mini skort featuring a unique belted overlay and form-hugging fit.
$9.97 $36.90 73% off
A pair of black knit shorts with square-shaped rhinestone accents and a cheeky, low-rise fit.
$42.90
A black faux leather mini skort featuring a high-rise waist and edgy grommet trim hem.
$19.90
A pair of black sheer lace shorts with a built-in panty lining for cheeky coverage.
$34.90
A stylish brown denim skort with a mid-rise waist and bodycon fit for a trendy look.
$29.90
A pair of yellow sheer lace hot shorts featuring tiered ruffles and a cheeky, form-hugging fit.
$34.90
A dark denim mini skort featuring a mid-rise waist and a stylish front skirt overlay with slit.
$34.90
An edgy brown denim skort with an acid wash, mid-rise waist, and mini-length hem.
$26.90
A gingham printed mini skort in black and white with a trendy faux belted front design.
$9.97 $34.90 71% off
A light denim mid-rise skort combining skirt style with shorts coverage and unique stitch detailing.
$9.97 $34.90 71% off
A white denim high-rise skort with a wrap front and belt for a chic, edgy look.
$34.90
A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.
$32.90
A playful pair of dark denim cotton shorts featuring a mid-rise waist and ruffled trim hem.
$32.90
A pair of dark denim high-rise shorts with a form-hugging fit and four-pocket styling.
$34.90
A yellow woven mini skort featuring a high-rise waist, side button accents, and a flirty ruffled hem.
$29.90
A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual front pockets, and fitted silhouette.
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: S
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
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
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
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.