Boyfriend Jeans
Ready to rock that effortlessly cool, laid-back vibe? Boyfriend jeans are your go-to for nailing that perfect blend of casual and chic. Whether you're hitting the streets or lounging with your squad, these jeans have got you covered with their relaxed fit and undeniable style. Pair them with a cute crop top or an oversized sweater, and you're set to turn heads wherever you go. Let's be real—nothing says "I'm here to slay" quite like a pair of boyfriend jeans.
$42.90
A pair of medium denim high-rise boyfriend jeans with trendy knee slits and multi-button closures.
$42.90
A pair of medium denim high-rise boyfriend jeans with trendy knee slits and multi-button closures.
$46.90
A pair of high-rise boyfriend jeans in denim with distressed accents and a cuffed hem.
$42.90
A pair of medium denim high-rise boyfriend jeans with trendy knee slits and multi-button closures.
$46.90
A pair of high-rise boyfriend jeans in denim with distressed accents and a cuffed hem.
$46.90
A pair of high-rise boyfriend jeans in denim with distressed accents and a cuffed hem.
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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: 1
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
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: M
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: 13
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
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: 5
It'll be hard for people not to notice you in these cool camouflage denim jeans with an on-trend low-rise waist and convenient cargo pockets. Fit & FeaturesCamouflage print, denim fabric, Low-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: M
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
Forever flattering and trending, these mid-rise wide-leg denim jeans add an edge to your everyday look. Fit & FeaturesLight wash denim, Mid-rise waist, front button and zipper closure, Belt loop accents, Relaxed wide-leg silhouette, Five-pocket styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor On Trend Mid-Rise Wide-Leg Denim Jeans in Light Denim | Size: S
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
Boyfriend Jeans
Okay, babe, let’s talk boyfriend jeans—the closet MVP that’s always down for whatever you are. Whether you’re running errands, brunching with your besties, or just vibing through the day, boyfriend jeans are your ride-or-die. They’re the jeans you reach for when you want to look effortlessly put-together but still feel like you could nap on a cloud. There’s just something about the relaxed fit, that lived-in feel, and the perfectly slouchy silhouette that screams, “I woke up like this, and yes, I’m that girl.” Shopping for boyfriend jeans is all about finding your ideal level of chill: maybe you’re into a classic light wash for daytime hangs, a cute distressed pair for that edge, or a crisp, dark rinse that can totally pass for “I tried” at dinner. Fit is everything, so don’t be afraid to play with sizing—sometimes going up gives you that extra slouch, while a more tailored fit keeps things sleek. And let’s be real, boyfriend jeans are the ultimate canvas for your style mood. Cuff them up with sneakers for a coffee run, pair with heels for a little “who’s that girl?” energy, or toss on a crop top when you’re feeling bold. Hot tip from your bestie: if you spot a boyfriend jeans sale, that’s your cue to stock up. Trust, you’ll want a rotation for every vibe.
Boyfriend jeans are also the ultimate gift for anyone whose style you adore—or anyone who deserves a little more comfort in their life. Think of your BFF who’s always “borrowing” your clothes, your sister who’s obsessed with TikTok hauls, or even your mom who low-key loves a relaxed fit. They’re a go-to for gifting because they work for every body and every mood, and they’re basically the denim version of a big, supportive hug. If you’re shopping for yourself (because self-love is a thing and you deserve it), look for those little details that make a pair feel like it was made just for you: maybe it’s a raw hem, a cool rip at the knee, or that perfectly faded wash that looks like you’ve had it forever. Don’t sleep on the power of cute boyfriend jeans to transform your wardrobe and your confidence—once you find your faves, you’ll wonder how you ever lived without them. And hey, if you ever need more inspo or want to browse styles that check every box for comfort and style, check out our Comfortable Jeans page for even more options that are just as easygoing and iconic.
Windsor girls know that boyfriend jeans aren’t just a trend—they’re a lifestyle. They’re for the ones who dance in the kitchen, who turn a grocery run into a runway moment, and who believe that comfort and confidence are non-negotiable. Whether you’re styling them with a slouchy tee and messy bun for those “I’m too cool to care” days, or dressing them up with a blazer and boots for a little boss energy, boyfriend jeans always deliver. And if you accidentally type “botfriend jeans” while searching, don’t worry—your new favorite pair is still just a click away. No matter where your day takes you, trust that boyfriend jeans have your back, your booty, and your best interest at heart. Shop smart, live bold, and remember: you’re always the main character—especially when you’re rocking those boyfriend jeans.