Trendy High Waisted Jean Shorts
Trendy High Waisted Jean Shorts are your ticket to main character energy, babe. Serving up all the confidence and attitude you need, these shorts are made for spontaneous adventures and late-night plans that turn into unforgettable stories. Whether you’re leveling up your weekend ‘fit or just living your best life, Trendy High Waisted Jean Shorts keep it cute, comfy, and totally on point—because you deserve to feel unstoppable every single day.
$54.90
A pair of medium denim high-rise shorts with rhinestone chains and trendy distressed accents.
$32.90
A pair of grey acid wash high-rise denim shorts with distressed details and a frayed hem.
$34.90
A pair of medium wash, high-rise denim shorts featuring a frayed hem and five-button fly closure.
$32.90
A pair of light denim high-rise shorts with trendy distressed accents and a frayed cut-off hem.
$32.90
A pair of high-rise dark denim shorts featuring distressed details and a relaxed fit in cotton.
$34.90
A pair of grey high-rise denim shorts featuring a frayed hem and five-button front closure.
$34.90
A pair of medium wash high-rise denim shorts featuring distressed accents and a frayed hem.
$32.90
A pair of dark denim high-rise shorts with a form-hugging fit and four-pocket styling.
$32.90
A pair of light denim high-rise shorts featuring a frayed hem and classic five-pocket styling.
$29.90
A sleek pair of black faux leather high-rise shorts with side pockets and a cheeky hem.
$46.90
A stylish pair of medium denim high-rise straight cropped jeans with knee destruction and moderate stretch.
$26.90
A taupe knit short with a high-rise fit and stylish scalloped hem for a boho vibe.
$36.90
A dark denim mini skort featuring a high-rise fit, faux wrap overlay, side tie, and frayed hem.
$34.90
A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.
$34.90
A chic white denim skort with a high-rise waist and asymmetric faux wrap-front overlay.
$29.90
A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual front pockets, and fitted silhouette.
$34.90
A yellow woven mini skort featuring a high-rise waist, side button accents, and a ruffled hem.
$39.90
A light denim skort featuring a playful heart print, high-rise waist, and ruffled mini-length hem.
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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: S | Leather
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 Pink | Size: M | Knit Fabric/Mesh Fabric
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 | Size: XS | Cotton/Knit Fabric/Rhinestone
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: M
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: M | Woven Fabric
Turn up the shine in these groovy metallic faux leather shorts perfect for themed parties! With a high-rise waist and form-hugging fit, these shorts accentuate your curves while providing a flattering silhouette. The cargo flap pockets offer functionality while the front button and hidden zipper closure secure the style. Complete the look in a mesh long sleeve top and heels! Fit & FeaturesCoated metallic faux leather fabric, slight stretch, High-rise waist, Form-hugging fit, Front button and hidden zipper closure, Three waist pockets, lower cargo flap pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Turn Up Cargo Metallic Faux Leather Shorts in Black | Size: M
Put on a show arriving in these rhinestone denim shorts! They feature a flattering high-rise waist, and stunning rhinestone swag chains across the front for a touch of glamour. The distressed accents add a trendy edge, while the fitted hem ensures a perfect fit. Complete the look in a bodysuit and boots for a concert or music festival! Fit & FeaturesHigh-rise waist, Rhinestone swag chains across the front, Distressed accents, fitted hem, Front button and hidden zipper closure, Five-pocket styling, belt loop accents, Medium wash denim fabric, no stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pop Star Rhinestone High-Rise Denim Shorts in Med Denim | Size: S
Grab your besties and make plans to rock these mid-rise denim shorts for fun under the sun! The mid-rise waist and form-hugging fit flatter your curves, while the distressed accents and cut-off hem add a touch of edge. Complete the look in a cute bodysuit and platform sneakers! Fit & FeaturesDenim fabric, minimal stretch, Mid-rise waist, Distressed accents, cut-off hem, Form-hugging, Front button and hidden zipper closure, five-pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny State Mid-Rise Distressed Denim Shorts in White | Size: S
Designed with the best fit, these high-rise denim shorts are forever flattering! With a form-hugging fit and a cross-over hem that elevates your everyday look. Fit & FeaturesMedium wash denim fabric, slight stretch, High-rise waist, Front button and hidden zipper closure, belt loop accents, Two back pockets, Form-hugging fit, Cross-over hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Crossed Over High-Rise Denim Shorts in Med Denim | Size: S
Bring the fierceness to the night in these leopard shorts made for dancing all concerts or the bar! With a flattering high-rise waist and ruffled hem, these shorts are perfect for stepping up your style. Fit & FeaturesLeopard print, stretchy knit fabric, High-rise waist, Ruffled short hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Maybe Tonight Leopard Ruffle Shorts | Size: L | Knit Fabric
Trendy High Waisted Jean Shorts
When you’re living life in the fast lane, nothing says “I woke up like this” quite like a pair of high waisted jean shorts. They’re the ultimate confidence booster—snatching your waist, highlighting your curves, and giving you that legs-for-days look that never fails to turn heads. Whether you’re running errands, heading out for a spontaneous road trip, or just vibing at a backyard hang, these shorts are your ride-or-die. They’re the piece you reach for when your group chat is blowing up with last-minute plans and you need an outfit that’s cute, comfy, and totally Instagram-worthy. High waisted jean shorts are basically the BFF of your closet—always down for whatever, up for every adventure, and ready to make you look and feel like the main character. When you’re picking out your next pair, think about the little details that make all the difference: distressing that gives off that perfectly “lived-in” vibe, raw hems for a touch of edge, or a classic dark wash when you want to keep it sleek. Don’t forget about stretch—because nobody wants to be held back when the playlist hits your song and it’s time to dance. Pockets are a must (where else would you stash your lip gloss and that emergency hair tie?), and a sturdy button fly always brings the vintage feels.
Gifting high waisted jean shorts? Absolute genius move. They’re the kind of gift that says, “I see you, I get your style, and I want you to have the best summer ever.” Perfect for your bestie who’s always up for a festival, your sister who lives in denim, or even as a treat for yourself (because self-love is the vibe). These shorts are made for making memories—think sunset beach walks, impromptu ice cream runs, or that epic friend’s night in that turns into a TikTok dance marathon. They pair up with literally everything: a cropped tee for those “I’m chill but cute” days, a flirty bodysuit when you want to bring the drama, or an oversized button-down for that effortlessly cool, borrowed-from-the-boys energy. The high waist is a secret weapon, giving you all the support and coverage you want, so you can move through your day (or night) with zero worries. Pro tip: if you love to accessorize, these shorts are a blank canvas for all your favorite belts, chains, and statement jewelry. Go wild and make them your own!
No matter how you style them, high waisted jean shorts are the definition of versatile. They’re the piece you’ll reach for again and again, season after season, because they just work—every single time. Whether you’re planning a weekend getaway, heading to a rooftop party, or just chilling with your crew, these shorts have your back. If you’re ready to level up your wardrobe and snag a pair (or two… or three), check out our full lineup of Trendy Shorts for all the inspo and options your closet could ever want. This is your sign to go bold, have fun with your fits, and let your style do the talking—because you’re not just following trends, you’re setting them.