High Waisted Flowy Shorts
High waisted flowy shorts are your secret weapon for turning any day into a main character moment. Effortlessly cool and ready to move with you, these shorts are made for spontaneous adventures, rooftop hangs, and all the double-tap-worthy moments in between. Whether you’re styling them up for brunch or keeping it casual for errands, high waisted flowy shorts bring that carefree energy you need to strut through life like it’s your own runway.
$29.90
A pair of high-rise leopard print shorts featuring a playful ruffled hem for bold, stylish nights.
$26.90
A pair of off-white woven shorts featuring a smocked high-rise waistband and ruffled tier design.
$16.97 $39.90 57% off
A chic pair of ivory eyelet lace shorts featuring a high-rise waist and dual front pockets.
$22.90
A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.
$29.90
A leopard print ruffle hot short with a high-rise waist and form-hugging fit.
$34.90
A sassy leopard print short with high-rise waist and all-over sequin embroidery for glam nights.
$20.97 $49.90 58% off
A denim chambray romper featuring floral embroidery, a ruched bust, smocked back, and flowy shorts.
$26.90
A chic black faux leather skort with a high-rise waist and flowy A-line silhouette.
$32.90
A pair of grey acid wash high-rise denim shorts featuring distressed details, frayed hems, and slight stretch.
$24.90
An off-white high-rise skort with a flowy silhouette and charming uneven lace trim hem.
$24.90
A black knit mini skort featuring a ruched high-rise waist, adjustable ties, and a flowy hanky hem.
$19.90
A charming pair of white knit pajama shorts featuring a cherry print and ruffled hem.
$34.90
A pair of medium wash high-rise denim shorts featuring distressed accents and a frayed hem.
$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.
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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
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
High Waisted Flowy Shorts
Let’s be real: high waisted flowy shorts are the ultimate power move for any girl who wants to look effortlessly put together with zero stress. These aren’t just shorts—they’re a vibe, a whole mood, and the secret weapon for those days when you want to serve main character energy without sacrificing comfort. Picture this: you’re running late for brunch, hair still damp from your five-minute shower, but you slip into your favorite pair of high waisted cotton shorts, toss on a cropped tank, and suddenly you’re giving off that “I woke up like this” confidence. The high rise cinches you in at just the right spot, while the flowy silhouette keeps things breezy and free—no pinching, no riding up, just pure, unfiltered you. Whether you’re hitting the farmer’s market, dancing at a rooftop party, or just living your best life at a backyard hang, these shorts have your back (and your booty). They’re also the low-key MVP for travel—easy to pack, wrinkle-resistant, and ready for anything from sightseeing marathons to spontaneous road trip pit stops.
Gifting high waisted flowy shorts? Chef’s kiss. They’re the kind of present that says, “I know you, I get you, and I want you to feel amazing.” Perfect for your bestie’s birthday, your sister’s graduation, or just because you want to spoil someone who deserves to feel like a queen. The magic is in the versatility—these shorts work for every body type, every mood, and every plan on the group chat. They’re the go-to for that friend who’s always down for an adventure, the one who lives for comfort but refuses to sacrifice style, and even the girl who swears she “can’t pull off shorts” (spoiler: she totally can). Styling them is a breeze—think graphic tees for a laidback look, silky camis for a touch of glam, or oversized button-downs for that borrowed-from-the-boys charm. And don’t sleep on the details: paperbag waists, subtle ruffles, playful prints, and pockets (because we all know the struggle is real). If you’re on the hunt for even more dreamy options, check out our collection of High Waisted Woven Shorts for all the inspo you need to level up your wardrobe.
High waisted flowy shorts are the definition of “do it all” style. They’re the first thing you reach for when you want to feel cute but comfy, the piece you pack for every trip, and the staple that never lets you down—no matter what the weather or your plans have in store. Imagine twirling through a festival, catching the breeze on a city stroll, or just lounging with your crew at a picnic—these shorts are made for movement, for laughter, for living fully in every moment. They’re the answer to sticky days and spontaneous plans, the perfect blend of flirty and functional, and the kind of closet hero you’ll wonder how you ever lived without. Trust your bestie: once you slip into a pair, there’s no going back.