Distressed High Rise Jeans

Distressed high rise jeans are your ticket to instant cool-girl energy—no effort required. These are the jeans that say, “I woke up like this,” with a wink and a little edge. Whether you’re pairing them with a crop top for brunch or throwing on your favorite oversized tee for a late-night adventure, these jeans are all about turning heads and breaking rules. Ready to serve attitude with every step? Distressed high rise jeans have your back.

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Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim

$42.90

A medium denim high-rise boyfriend jean with knee slits and multi-button closures for edgy style.

High-Rise Distressed Mom Skinny Jeans in Medium Denim

$42.90

A pair of medium denim high-rise mom jeans with distressed knee slits and a skinny leg fit.

Windsor Prepare To Love High RIse Boyfriend Denim Jeans

$46.90

A high-rise boyfriend jean in vintage-inspired denim with distressed accents and a cuffed hem.

Cool Captured High Rise Cargo Denim Jeans in Black

Best Seller

Cool Captured High Rise Cargo Denim Jeans in Black

$49.90

A stylish pair of black high-rise cargo denim jeans with a straight-leg silhouette and flap pockets.

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Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim

$42.90

(79)

Create a dramatic moment with distressed jeans that add an edge to your look! The medium-wash denim jeans feature a flattering high-rise waist and a boyfriend silhouette with trendy knee slits. Complete the look with a crop top and combat boots. Fit & FeaturesHigh-rise waist, Boyfriend silhouette , Knee slit accents, Multi-button down closures, Five-pocket styling, belt loop accents, Medium-wash denim, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim | Size: 7

Windsor High-Rise Distressed Mom Skinny Jeans in Medium Denim

$42.90

(28)

Step out in style in these high-rise mom jeans. These medium-wash denim jeans are a wardrobe must-have with a high-waist silhouette and mom jean fit. The ripped detailing at the knees strikes the perfect balance of edge and elevated denim style that perfectly pairs back to a blazer or sleek bodysuit for a versatile but always chic look. Fit & FeaturesMedium wash denim, color fading, no stretch, High-rise waist, Five-pocket styling, belt loop design, Front button and hidden zipper closure, Mom-styled skinny leg, Distressed accents, knee slits, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Distressed Mom Skinny Jeans in Medium Denim | Size: 11

Windsor Cool Captured High Rise Cargo Denim Jeans in Black

$49.90

(19)

Capture effortless-cool style in these cargo denim jeans perfect for casual wear! They feature a flattering high-rise waist and straight-leg silhouette with trendy cargo flap pockets, seam detailing, and medium-wash denim fabric. Complete the look with a graphic tee and sneakers! Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Side and back cargo flap pockets, seam detailing, Front button and hidden zipper closure, Belt loop accents, three-pocket styling, Medium wash denim fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cool Captured High Rise Cargo Denim Jeans in Black | Size: XL

Windsor Off The Radar Camouflage Straight Leg Denim Jeans in Grey

$49.90

(18)

It'll be hard for people not to notice you in these cool camouflage denim jeans with an on-trend mid-rise waist and convenient cargo pockets. Fit & FeaturesCamouflage print, denim fabric, no stretch, Mid-rise waist, Straight-leg silhouette, Cargo side pockets, Front button and zipper closure, belt loops, pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Off The Radar Camouflage Straight Leg Denim Jeans in Grey | Size: S

Make A Scene Mid-Rise Flare Denim Jeans in Dark Denim

$49.90

(9)

Put your curves on display in these figure-flaunting mid-rise denim jeans showcasing an accentuating seam detail and a flared hem. Fit & FeaturesDark wash denim fabric, slight stretch, Mid-rise waist, Hip-hugging fit, seam detailing, Flare hem, Front button and hidden zipper closure, Three-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make A Scene Mid-Rise Flare Denim Jeans in Dark Denim | Size: 13

Windsor So Obsessed Rhinestone Cutout Straight Leg Denim Jeans in Black

$59.90

(7)

Add a touch of shine to your denim drawer with these high-rise straight leg jeans boasting rhinestone trim cutouts and a flattering heart-shaped bum seam! Fit & FeaturesDenim fabric, minimal stretch, High-rise waist, Front rhinestone trim cutouts, Straight-leg fit, heart-shaped bum seam, Front button and hidden zipper closure, Four-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Obsessed Rhinestone Cutout Straight Leg Denim Jeans in Black | Size: M

Cutie In Cargo High-Rise Denim Jeans

$49.90

(6)

Step up your cuteness in these cargo denim jeans with pockets perfect for stashing your lip gloss or phone and a flattering straight-leg silhouette. Fit & FeaturesDenim fabric with color fade effect, High-rise waist, front button and hidden zipper closure, Straight-leg silhouette, Cargo style, Eight-pocket styling, belt loop accents, Front button closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cutie In Cargo High-Rise Denim Jeans | Size: S

Windsor Prepare To Love High RIse Boyfriend Denim Jeans

$46.90

(6)

Prepare to love styling every top with these high rise boyfriend denim jeans featuring trendy distressed accents and a cuffed hem. Complete the look with a cute top and mules. Fit & FeaturesVintage-inspired denim fabric, minimal stretch, High-rise waist, Boyfriend fit, Distressed accents, Cuffed hem, Front button and hidden zipper closure, Belt loop accents, five-pocket styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Prepare To Love High RIse Boyfriend Denim Jeans | Size: 13

Dark Rose Drama Low-Rise Jeans in Black

$54.90

(3)

For the girl who likes her denim with attitude, these jeans take the lead. The lace-up waist and rhinestone detailing give your denim game a little edge, perfect for nights out. Shop Matching Top: Dark Rose Drama Denim Halter TopFit & FeaturesSoft denim with subtle stretch, Low-rise waist with lace-up front, Rhinestone detailing, Rose pattern, Slim through the hip with a flared leg, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dark Rose Drama Low-Rise Jeans in Black | Size: S | Rhinestone

So Far So Good High-Rise Bootcut Denim Jeans in Dark Denim

$44.90

(3)

Your best fit yet will always feature these high-rise bootcut denim jeans perfect for casual slays. Fit & FeaturesDark wash denim fabric, slight stretch, High-rise waist, front button and hidden zipper closure, Hip-hugging slim fit, Bootcut silhouette, Slight flare hem, Five-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Far So Good High-Rise Bootcut Denim Jeans in Dark Denim | Size: L

Distressed High Rise Jeans

Distressed high rise jeans aren’t just a trend—they’re a style philosophy, a sartorial wink that says, “Yes, I look this cool without even trying.” If your closet is a mood ring that shifts with your plans (or your playlist), these jeans are the ultimate chameleons. They bring edge to a basic tee, soften a structured blazer, and know exactly how to play with contrast—think frayed hems with delicate camis, or artful rips paired with something sparkly up top. The high rise isn’t just a nod to vintage silhouettes; it’s pure magic for your waistline, sculpting and elongating so you feel tucked, lifted, and ready for whatever the day throws at you. Whether you’re layering up in chunky knits for a cozy January coffee run, or sliding into heels for a night that might end with spontaneous karaoke, distressed denim has your back (and your best angles). The lived-in look means you don’t have to stress about keeping things pristine—every scuff and shred just adds more character, like a well-loved leather jacket or your favorite playlist on shuffle.

When it comes to choosing your next pair, it’s all about the details and the vibe you want to channel. Some love a subtle, barely-there fray at the knee for a hint of rebellion, while others go full throttle with bold rips and dramatic shreds. The beauty of denim windsor is that it’s built for versatility—these jeans work for the girl who swaps sneakers for boots as soon as the temperature dips, and they’re a go-to for anyone who wants to dress up a band tee without looking like they tried too hard. Fit is everything: a high rise cut flatters most body types and creates a canvas for endless outfit experiments, whether you’re tucking in a cropped sweater or letting an oversized hoodie drape just so. And let’s not forget gifting potential—distressed high rise jeans are a foolproof pick for sisters, best friends, or anyone who deserves a little “just because” surprise. They’re the rare gift that feels personal but never presumptuous, instantly wearable and always on point, whether she’s curating her next photo dump or just wants to look effortlessly put-together for brunch.

As you scroll through options, imagine the stories these jeans will collect: the impromptu road trips, the coffee dates that turned into late-night adventures, the moments you felt like yourself—unfiltered, unbothered, and undeniably stylish. With winter in full swing, high rise denim is the perfect base layer for chunky scarves, statement coats, and those boots you’ve been waiting to break out. And if you’re already dreaming of warmer days, keep the inspiration going with lighter washes and playful distressing that transitions seamlessly into spring. For those who like to keep their denim rotation fresh, don’t sleep on the chance to mix things up with a pair of Distressed Mid Rise Denim Shorts—because great style doesn’t hibernate. No matter how you wear them, distressed high rise jeans are the piece you’ll reach for on repeat, the one that never lets you down and always feels like a little celebration of your own personal style.

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