Distressed High Waisted Boyfriend Jeans

Distressed high waisted boyfriend jeans are your new excuse to break the rules and look good doing it. Effortlessly cool and forever on-trend, these jeans bring that IDGAF energy to every outfit—perfect for when you want to keep it casual but still turn heads. Whether you’re rolling with your crew or taking yourself out (because, duh, you deserve it), these jeans have your back with a vibe that says “I woke up like this” and totally meant it.

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$42.90

4.742857 star rating

A pair of medium denim high-rise boyfriend jeans with trendy knee slits and multi-button closures.

$46.90

4.882353 star rating

A medium denim high-rise boyfriend jean with destructed detailing and moderate stretch for trendsetters.

$46.90

4.9 star rating

A stylish pair of medium denim high-rise straight cropped jeans with knee destruction and moderate stretch.

$46.90

5 star rating

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

$42.90

4.32 star rating

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

$44.90

A pair of black high-rise acid wash cargo jeans with a straight-leg hem and cargo pockets.

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Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim
(71) 4.746479 star rating

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: 9

Windsor High-Rise Distressed Mom Skinny Jeans in Medium Denim
(25) 4.32 star rating

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 Rocky High-Rise Destructed Boyfriend Jeans in Medium Denim
(17) 4.882353 star rating

Strut in the Rocky High-Rise Destructed Boyfriend Jeans and make it known who the true trendsetter is! Featuring a high waist and destructed detailing, this pair of denim is perf for a shopping day. Take your look up a notch for a nice dinner by adding on heels and a mini tote! Fit & FeaturesDenim fabric, moderate stretch, High-rise waist, Destructed detailing, Boyfriend fit, Button-front closure, hidden zipper closure, Traditional five-pocket and belt loop design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Rocky High-Rise Destructed Boyfriend Jeans in Medium Denim | Size: 3

Windsor Cool Captured High Rise Cargo Denim Jeans in Black
(16) 4.9375 star rating

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

High-Rise Straight Cropped Jeans by Windsor Denim in Medium Denim
(12) 4.8333335 star rating

Serve major style in these fabulous straight cropped jeans by Windsor Denim! They feature a flattering high-rise waist, a straight-leg silhouette, knee destruction accents, and a front cut-off style cropped hem. The medium-wash denim fabric offers a moderate stretch for comfortable wear. Complete the look in a cute corset top for a casual dinner! Fit & FeaturesHigh-rise waist, Straight-leg silhouette, knee destruction accents, Front cut-off cropped hem, Front button, hidden zipper closure, Five-pocket styling, belt loop accents, Medium-wash denim fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | High-Rise Straight Cropped Jeans by Windsor Denim in Medium Denim | Size: 3

Make A Scene Mid-Rise Flare Denim Jeans in Dark Denim
(4) 5 star rating

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: 11

Stylish Refresh High-Rise Wide-Leg Denim Jeans in Med Denim
(3) 5 star rating

Crush the day in stylish refresh high-rise wide-leg denim jeans. With a hip-hugging fit and wide-leg flare, these jeans bring effortless chic to your every move. Fit & FeaturesMedium-wash denim fabric, no stretch, High-rise waist, belt loops, Four-pocket styling, Front button and hidden zipper closure, Hip-hugging fit, Wide-leg flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Stylish Refresh High-Rise Wide-Leg Denim Jeans in Med Denim | Size: L

Windsor Prepare To Love High RIse Boyfriend Denim Jeans
(3) 5 star rating

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: 3

Windsor Totally Edgy Mid-Rise Wide-Leg Denim Jeans in Grey
(1) 4 star rating

Elevate your style with totally edgy mid-rise wide-leg denim jeans. Featuring vintage vibes, a relaxed fit, and classic five-pocket design. Perfect for your effortlessly cool look. Fit & FeaturesVintage-inspired denim fabrication, no stretch, Mid-rise waist, Front button and hidden zipper closure, Five-pocket styling, belt loops, Relaxed wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Totally Edgy Mid-Rise Wide-Leg Denim Jeans in Grey | Size: 9

Cutie In Cargo High-Rise Denim Jeans
(1) 5 star rating

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