High Waist Pajama Shorts
Dreaming of those cozy nights and lazy mornings? High waist pajama shorts are here to make your slumber style as chic as your daytime wardrobe. Picture this: a perfect blend of comfort and cuteness that hugs you in all the right places. Whether you're lounging around the house, having a Netflix marathon, or catching up on beauty sleep, these shorts are your go-to for feeling fabulous even when you're just chilling. Slip into something more comfortable and let those good vibes roll all night long!
$19.90
A pair of light blue rib knit pajama shorts featuring a playful popsicle print and ruched side seams.
$19.90
A high-rise black ponte micro short with a form-hugging fit and cheeky cut.
$26.90
A taupe knit short with a high-rise waist and trendy scalloped hem for a boho vibe.
$29.90
A pair of high-rise leopard print shorts featuring a ruffled hem for a bold, playful look.
$39.90
A chic pair of ivory eyelet lace shorts featuring a high-rise waist and dual front pockets.
$36.90
A pair of multi-color watercolor print woven shorts featuring a high-rise waist and relaxed fit.
$19.90
A charming pair of white knit pajama shorts featuring a cherry print and ruffled hem.
$29.90
A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual front pockets, and fitted silhouette.
$26.90
A pair of black metallic faux leather shorts with a high-rise waist and cargo flap pockets.
$54.90
A pair of medium denim high-rise shorts adorned with rhinestone chains and trendy distressed accents.
$24.90
A sleek beige scuba nylon shaper short offering firm compression and an ultra high-rise waist.
$26.90
A pair of off-white woven shorts featuring a smocked high-rise waistband and ruffled tier design.
$26.90
A pair of black gauze shorts featuring a high-rise smocked waist and tiered ruffled design.
$19.90
A white ribbed knit pajama top featuring a playful hot dog print and adjustable spaghetti straps.
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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: M | 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
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
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
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
Create an iconic 'fit for concerts and festivals with these curve-hugging hot shorts featuring a low-rise waist, front studded trim, and cheeky fit. Fit & FeaturesWoven fabric, moderate stretch, Low-rise elasticized waist, Front-studded trim, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Iconic 'Fit Studded Hot Shorts in Black | Size: S | Woven Fabric
Turn up the heat in these ponte micro shorts this season! Featuring a high-rise waist for a flattering fit, a form-hugging silhouette to accentuate your curves, and a cheeky cut to show off those legs. Complete the look in a graphic tee and sneakers! Fit & FeaturesPonte fabric, minimal stretch, High rise waist, Form-hugging fit, Cheeky cut micro hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Hot High Rise Ponte Micro Shorts in Black | Size: XL
Show off a trendsetting vibe in these mid-rise denim shorts for festival season! The lace-up side design adds the perfect edge to your casual 'fits. Fit & FeaturesDenim fabric, moderate stretch, Mid-rise waist, belt loops, Front button and hidden zipper closure, Lace-up side design, Fitted, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendsetting Vibe Lace-Up Denim Shorts in Olive | Size: L
High Waist Pajama Shorts
When it comes to comfort that doesn’t quit and style that never sleeps, high waisted pajama shorts are the MVP of your loungewear lineup. Whether you’re the queen of movie marathons, a serial snoozer, or just living for those lazy mornings with the group chat blowing up, these shorts are all about giving you that snatched waist and cozy vibes. Picture this: you’re wrapped up in your favorite oversized tee, sipping iced coffee, and your high waisted sleep shorts are hugging you in all the right places—no awkward bunching, no rolling down, just pure, stay-put comfort. The higher rise isn’t just a style flex (though, hello, it totally is); it’s also the secret sauce for that secure, confident fit that lets you move, lounge, and nap like nobody’s watching. And if you’re the kind of bestie who loves a little variety, you can go from classic black pajama shorts for a sleek, no-nonsense look, to playful prints or even pajama jean shorts for a cheeky twist that brings a little denim energy to your downtime.
Gifting? Oh, you’re about to win the “Best Gift Giver” group chat badge. High waisted pajama shorts are the ultimate present for your ride-or-die, your sister, your roomie, or honestly, anyone who deserves a little extra TLC. Think about it: who wouldn’t want to unwrap a pair of lounge shorts high waisted enough to flatter every curve and soft enough to make every chill sesh feel like a spa day? They’re the kind of gift that says, “I see you, I love you, and I know you value both comfort and cute.” Plus, these shorts are a lifesaver for travel—toss them in your weekender bag and you’re set for sleepovers, road trips, or spontaneous getaways. They’re also perfect for those nights when you want to look cute but still be ready to crash as soon as the last episode ends. If you’re shopping for yourself (because self-love is the best love), you’ll find that high waisted pajama shorts are basically a blank canvas for your loungewear mood. Pair them with a matching cami, an oversized crewneck, or even that hoodie you “borrowed” from your ex and never gave back—no judgment here, bestie.
The beauty of these shorts is in the details: soft, breathable fabrics that feel like a hug, elastic waistbands that never dig in, and silhouettes that are made to flatter every body. Whether you’re lounging at home, running a quick errand, or just vibing on your balcony with your playlist on repeat, high waisted pajama shorts are your go-to for effortless style and all-day comfort. If you’re ready to build your dream loungewear drawer or need a little inspo for your next girls’ night in, check out our curated collection of Womens Summer Pajama Shorts for even more ways to slay your downtime. Trust—once you slip into these, you’ll never look at regular shorts the same way again.