Womens High Waisted Distressed Shorts

Womens High Waisted Distressed Shorts are your new go-to for turning heads and breaking hearts. Ready to show off those killer legs and serve up some serious attitude? These shorts are all about giving you that effortlessly cool vibe—think bold, carefree, and totally unstoppable. Whether you're chasing adventure or just vibing with your crew, these high waisted distressed shorts promise to keep your style game strong and your confidence sky-high.

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Cool Classic High-Rise Frayed Denim Shorts in Grey

$9.97 $34.90 71% off

A pair of grey high-rise denim shorts featuring a frayed hem and five-button front closure.

She's A Wild One Leopard Ruffle Hot Shorts

$29.90

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

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.

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Windsor Sealed With Charm Short A-Line Dress in White-2

$7.97 $38.90
80% off

(35)

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

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

(30)

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

Windsor Center Stage Rhinestone Hot Shorts in Black-2

$29.90

(16)

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: XS | Cotton/Knit Fabric/Rhinestone

Exceptional Poise High Rise Denim Shorts in Dark Denim

$36.90

(11)

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

Windsor One And Only Mid-Rise Hot Shorts in Black

$24.90

(8)

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: S | Woven Fabric

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

So Fab Ruffled Lace Hot Shorts in Wine

$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 Wine | Size: XS | 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

Womens High Waisted Distressed Shorts

High waisted distressed shorts are the kind of wardrobe essential that never quite stay tucked away, even when the temperatures drop and the calendar insists it’s still winter. They’re the hero piece you reach for when you want to channel that carefree, lived-in vibe—think spontaneous road trips, music festivals on the horizon, or just a casual lunch with friends when you’re feeling a little extra. There’s something about the way a well-placed rip or frayed hem adds instant personality, turning a basic outfit into a mood. High waisted cuts are especially flattering, cinching at the smallest part of your waist and elongating your legs (even if you’re styling them with tights and boots in January, because, let’s be honest, style doesn’t hibernate). These shorts are made for the girl who loves to mix nostalgia with now—pairing them with chunky knits, oversized blazers, or that vintage band tee you’ve been saving for a day that needs a little attitude. They’re also a genius gift for your effortlessly cool friend who’s always borrowing your clothes or your sister who’s already planning her spring break looks. Whether you’re shopping for yourself or someone else, these shorts are the kind of present that says, “I get your style—and your need for comfort that doesn’t compromise on edge.”

When it comes to choosing the perfect pair, it’s all about the details. Look for distressing that feels intentional, not overdone—think subtle whiskering, artful frays, and rips that hit in all the right places. The right wash can make all the difference, too: light denim feels fresh and playful, while darker shades bring a little more polish (and are surprisingly versatile for winter layering). High waisted silhouettes are a favorite for a reason—they tuck everything in, create a smooth line under cropped sweaters, and give you that confident, pulled-together feeling even when you’re just running errands. If you’re gifting, consider sizing up for a relaxed, slouchy fit or sticking true to size for a more tailored vibe. And don’t underestimate the power of a good pocket placement—it can totally change the look from casual to statement, especially when you’re styling with bold accessories or statement shoes. These shorts aren’t just for summer—they’re a year-round staple for anyone who likes their outfits with a side of attitude and a dash of nostalgia. If you’re looking to expand your collection or find more ways to style this classic, check out our curated selection of Womens Distressed Jean Shorts for even more inspiration.

Styling high waisted distressed shorts is where the real fun begins. In the chillier months, don’t be afraid to layer—think sheer tights, chunky boots, and a slouchy knit for a look that’s both cozy and cool. Come spring, swap in sneakers or strappy sandals and a breezy blouse, or go full festival with a crochet top and layered jewelry. These shorts are made for mixing and matching, so whether your vibe is minimalist, boho, or somewhere in between, there’s a way to make them feel totally you. They’re also a lifesaver for those “I have nothing to wear” mornings—just add a belt, a tucked-in tee, and your favorite jacket, and you’re out the door with zero stress. For anyone who loves a piece that works overtime, high waisted distressed shorts are the answer: easy to dress up or down, endlessly comfortable, and always ready for a photo op (or just a really good day).

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