Distressed Cut Off Shorts

Distressed Cut Off Shorts are your ticket to main-character energy, babe. Perfect for those days when you’re feeling bold, a little rebellious, and ready to turn sidewalks into runways. Whether you’re vibing at a rooftop hang or just making a coffee run feel like a photo op, these shorts bring all the attitude and none of the rules. Pair them with your favorite crop top, oversized tee, or whatever makes you feel unstoppable—because with Distressed Cut Off Shorts, you’re always the moment.

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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.

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Windsor Majorly Fresh Mid-Rise Cargo Denim Jorts in Black

$14.97 $36.90 59% off

A pair of black denim mid-rise cargo jorts featuring a baggy fit and multiple utility pockets.

Windsor Stand Out Mid-Rise Denim Hot Shorts

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Windsor Stand Out Mid-Rise Denim Hot Shorts

$9.97 $29.90 67% off

A stylish pair of mid-rise denim hot shorts with a color wash tint and cheeky fit.

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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

Distressed Cut Off Shorts

Distressed cut off shorts are the definition of effortless cool—equal parts laidback and intentional, with just enough edge to make even your simplest tee feel like a full-on look. If you’re the type to chase that “thrown together, but make it fashion” vibe, these shorts are probably already at the top of your warm-weather wish list (or maybe you’re just manifesting an early spring, and honestly, we get it). There’s something about the raw hem and artfully frayed edges that nails the balance between undone and styled—the kind of detail that looks like you’ve lived in them all summer, even if you just snagged them last week. Whether you’re building your closet for festival season, dreaming about patio brunches, or just want to inject a little rebel energy into your everyday rotation, distressed cut offs are the shortcut to feeling like you’ve got it together—even when you’re running out the door in five minutes flat.

When it comes to picking out the perfect pair, it’s all about the fit and the finish. Some love a classic mid rise that sits just right on the hips, while others go for a high-waisted silhouette for that legs-for-days effect. The level of distressing is a personal call—maybe you’re into subtle scuffs and a hint of fray for a more polished take, or maybe you want full-on rips and raw hems that feel like they’ve seen a few epic road trips. The wash is another game changer: light blue for that vintage, sun-faded look, deep indigo for a little more structure, or even black for a moodier, downtown edge. And let’s not forget the versatility—distressed cut off shorts are the ultimate chameleons. Toss them on with a slouchy sweater and boots for those in-between January days when winter can’t quite make up its mind, then swap in a tank and sneakers when the temps finally climb. They’re the shorts you reach for when you want to look like you didn’t overthink it, but still end up with compliments anyway.

Gifting a pair of distressed cut off shorts? It’s the kind of present that feels personal and fun, whether you’re surprising your bestie who lives for summer concerts or treating a sister who’s always “borrowing” your favorite pair. They’re a staple that works for so many personalities—trendsetters, minimalists, and the ones who just want to keep it casual but cute. If you’re shopping for yourself, think about what you’ll actually wear them with: oversized graphic tees, cropped knits, breezy button-downs, or even that blazer you’ve been dying to dress down. For a little extra inspiration, check out our Distressed Mid Rise Denim Shorts page for more ways to make this classic style your own. However you style them, distressed cut off shorts are all about embracing your mood, mixing things up, and feeling like your most authentic self—no matter the season or the setting.

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