High Rise Casual Shorts

High Rise Casual Shorts are your ticket to main character energy, babe. Whether you’re planning a spontaneous road trip or just want to turn the grocery store into your runway, these shorts have your back (and your best angles). Slip into a pair and instantly level up your confidence—because who says casual can’t be iconic? Get ready to serve looks, break hearts, and live your best life one high rise at a time.

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Smooth Moves PU High-Rise Shorts in Black

$29.90

A sleek pair of black faux leather high-rise shorts with a fitted cheeky hem and side pockets.

Windsor She's A Wild One Leopard Ruffle Hot Shorts

$29.90

A leopard print ruffle hot short with a high-rise waist and form-hugging fit.

Breezy Escape High-Rise Ruffled Shorts in Off White

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Breezy Escape High-Rise Ruffled Shorts in Off White

$9.97 $26.90 63% off

A pair of off-white woven shorts featuring a smocked high-rise waistband and ruffled tier design.

Windsor Summer Mode High-Rise Cotton Shorts in Chartreuse

$29.90

A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual pockets, and a fitted silhouette.

Admirable Style High-Rise Ponte Mini Skort in Black

$24.90

An elegant black high-rise skort with a flattering A-line silhouette in stretchy ponte knit fabric.

Windsor Buckle Down High-Rise Denim Skort in Black

Best Seller

Windsor Buckle Down High-Rise Denim Skort in Black

$46.90

A black high-rise denim skort featuring buckle front detailing and a bodycon mini-length silhouette.

Windsor Twirl With It High Rise Pleated Skort in Black

$29.90

A black high-rise pleated skort crafted from ponte knit fabric with a comfortable shorts lining.

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Windsor Smooth Moves PU High-Rise Shorts in Black

$29.90

(33)

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

Chic Fairytale Tiered Lace Hot Shorts in Ivory

$29.90

(31)

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 Ivory | Size: S | Knit Fabric/Mesh Fabric

Center Stage Rhinestone Hot Shorts in Black-2

$29.90

(18)

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

One And Only Mid-Rise Hot Shorts in Black

$24.90

(9)

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

Windsor Power Moment Sequin Velvet Hot Shorts in Black

$29.90

(6)

The kind of hot shorts you reach for when you want your outfit to flirt a little. The velvet base and all-over sequin shimmer make every step feel like you’re walking into your next power moment. Fit & FeaturesVelvet fabric, All-over sequin embroidery, High-rise waist, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Power Moment Sequin Velvet Hot Shorts in Black | Size: M | Velvet Fabric

Sale

Windsor Shine Check Rhinestone Hot Shorts in Red

$12.97 $32.90
61% off

(5)

Made for the spotlight—these shorts sparkle with rhinestones and a flattering cheeky bottom that keeps things sultry. Pair with the matching top. Shop The Matching Top: Shine Check Rhinestone Halter Crop TopFit & FeaturesRhinestone-embellished, mesh-lined fabric, Low-rise waist, Form-hugging fit, Cheeky bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Shine Check Rhinestone Hot Shorts in Red | Size: M

Play Time Mid-Rise Hot Shorts in Black

$39.90

(4)

Sleek and edgy faux leather hot shorts to trend right at festivals, concerts, or for a spicy night on the town! Fit & FeaturesFaux leather-lined fabric, no stretch, Mid-rise waist, Front button and hidden zipper closure, Four-pocket styling, belt loop accents, Form-hugging fit, Cheeky hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Play Time Mid-Rise Hot Shorts in Black | Size: M | Leather

She's A Wild One Leopard Ruffle Hot Shorts

$29.90

(4)

Shake it up in this leopard ruffle hot short for a night on the prowl! Shop Matching Top: She's A Wild One Leopard Ruffle Tube TopFit & FeaturesLeopard print, mesh fabric, stretchy knit lining, High-rise waist, Ruffled silhouette, Form-hugging fit, Runs true to size, 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

Windsor So Fab Ruffled Lace Hot Shorts in Brown

$29.90

(4)

So fab, these ruffled lace hot shorts will amp up the flirty vibe of your look! Style with a graphic tee for concerts. Fit & FeaturesSheer lace fabric with knit lining, high stretch, Low-rise waist, Tiered ruffled design, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Fab Ruffled Lace Hot Shorts in Brown | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Summer Spice Low-Rise Ruffle Hot Shorts in Black

$29.90

(3)

Set the tone in this spicy ruffled hot short with a flattering low-rise waist that flaunts your figure! Pair with the matching top to complete the vibe. Fit & FeaturesMesh-lined fabric, Low-rise waist, Ruffled, fitted silhouette, Runs true to size, Shop The Matching Top: Summer Spice Lace-Up Ruffle Crop Top Free Shipping on All Orders Over $75. | Windsor Summer Spice Low-Rise Ruffle Hot Shorts in Black | Size: M

High Rise Casual Shorts

There’s something undeniably effortless about slipping into a pair of high rise casual shorts—like that first warm breeze after months of bundling up, or the way sunlight spills across your bedroom floor on a slow Saturday morning. Even in the heart of January, these shorts are the unsung heroes of your wardrobe, patiently waiting for their moment in the sun (or, let’s be honest, ready to make an appearance layered with tights and a slouchy sweater for those transitional days). High rise shorts aren’t just a summer staple—they’re a year-round mood, a kind of sartorial optimism that says you’re ready for whatever the day throws at you, whether that’s a spontaneous coffee run, a laid-back hang with friends, or just lounging at home with your favorite playlist on repeat. The beauty lies in their versatility: a flattering rise that cinches at the smallest part of your waist, giving you legs-for-days energy without sacrificing comfort. They’re the piece you reach for when you want to look put-together but still feel like yourself—easy, breezy, and completely at ease.

When it comes to choosing the perfect pair, it’s all about knowing what works for you and the moments you want to create. Think about those days when you’re running errands but still want to feel cute, or the nights when you’re swapping out jeans for something a little more playful. High rise casual shorts are the ultimate blank canvas: dress them up with a silky cami and a statement belt for dinner out, or keep it low-key with a tucked-in tee and sneakers for a day of exploring. They’re also a thoughtful gift for anyone who loves to mix comfort with style—think of the friend who’s always booking last-minute weekend getaways, the sister who lives in denim, or even yourself (because sometimes the best gifts are the ones you didn’t know you needed). The high rise cut offers a natural confidence boost, smoothing and shaping in all the right places while giving you room to move, dance, or just kick back and relax. And let’s not forget the practicality: roomy pockets, easy care fabrics, and that magical ability to go from brunch to beach to backyard BBQ without missing a beat.

As you scroll through the collection, picture yourself styling these shorts your way—maybe with a crisp button-down for a touch of polish, or an oversized hoodie for ultimate cozy vibes. Don’t be afraid to play with textures, washes, and details like frayed hems or paperbag waists; each pair tells a different story, and there’s no right or wrong way to wear them. If you’re looking to refresh your closet with something that feels both current and classic, you’ll find plenty of inspiration in our curated roundup of Cute High Rise Shorts. Whether you’re manifesting warmer days or just want to add a little sunshine to your winter wardrobe, these shorts are your ticket to easy, everyday style that always feels like you.

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High Rise Casual Shorts

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