Elastic Waist Sleep Shorts

Elastic waist sleep shorts are your ticket to ultimate chill mode—think effortless comfort with a cute twist. Whether you’re binge-watching your fave show, texting the group chat at midnight, or just living your best cozy life, these shorts are here for every lazy-girl moment. Slip into elastic waist sleep shorts and let the good vibes roll—because you deserve to feel as carefree as you look.

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$19.90

A charming pair of white knit pajama shorts featuring a cherry print and ruffled hem.

$16.90

A white cherry print pajama short with a low-rise elastic waistband and soft rib knit fabric.

$29.90

1 star rating

A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual front pockets, and fitted silhouette.

New Arrival

$17.90

A pair of white knit pajama shorts featuring a multicolored star print and a mid-rise elastic waistband.

$17.90

A pair of pink knit pajama shorts featuring a playful dice print and flirty side slit accents.

Best Seller

$29.90

4.944445 star rating

A chic pair of ivory hot shorts featuring a tiered lace design and cheeky fit.

Sale

$9.97 $16.90 41% off

5 star rating

A playful pair of pink knit pajama shorts featuring a zesty orange print and cheeky fit.

$22.90

3 star rating

A pair of pink, low-rise ribbed knit pajama shorts perfect for cozy lounging.

New Arrival

$19.90

A pair of light blue rib knit pajama shorts featuring a playful popsicle print and ruched side seams.

$16.90

A pair of off-white ribbed knit pajama shorts featuring a playful horse print and cheeky, form-hugging fit.

$16.90

A pair of brown knit pajama shorts featuring a playful horseshoe print and delicate lace trim.

$22.90

A comfy pair of ivory knit pajama shorts with a flattering mid-rise folded waist and cheeky bottom.

$16.90

A pair of multi-color ribbed knit pajama shorts featuring a playful gummy bear print and cheeky fit.

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Windsor Smooth Moves PU High-Rise Shorts in Black
(24) 4.4166665 star rating

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

Windsor Chic Fairytale Tiered Lace Hot Shorts in Pink
(18) 4.9444447 star rating

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

Windsor Center Stage Rhinestone Hot Shorts in Black
(9) 4.7777777 star rating

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

Windsor Turn Up Cargo Metallic Faux Leather Shorts in Black
(3) 3 star rating

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

One And Only Mid-Rise Hot Shorts in Black
(3) 4.6666665 star rating

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

Windsor Pop Star Rhinestone High-Rise Denim Shorts in Med Denim
(3) 3.3333333 star rating

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

Windsor Sunny State Mid-Rise Distressed Denim Shorts in White
(3) 5 star rating

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

Windsor Iconic 'Fit Studded Hot Shorts in Black
(2) 3 star rating

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

Windsor Make It Hot High Rise Ponte Micro Shorts in Black
(2) 4 star rating

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

Windsor Trendsetting Vibe Lace-Up Denim Shorts in Olive
(2) 4.5 star rating

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

Elastic Waist Sleep Shorts

Let’s be real, there’s nothing quite like slipping into your favorite pair of elastic waist sleep shorts after a long day. It’s that moment when the world melts away, your to-do list is on mute, and you’re free to just vibe in total comfort. Elastic waist sleep shorts are the ultimate “treat yourself” move for winding down, whether you’re binging your latest show, FaceTiming your bestie, or just catching up on some much-needed beauty sleep. The magic is all in the details—think soft, breathable fabrics that feel like a gentle hug, a waistband that moves with you (no pinching, no drama), and a fit that’s all about letting you lounge, stretch, and snack without a second thought. These shorts are designed for every kind of chill: solo self-care nights, spontaneous sleepovers, or even those lazy mornings when you’re not rolling out of bed until the coffee’s brewed and the group chat’s blowing up. If you ask us, they’re the MVPs of any sleepwear drawer, perfect for gifting to your ride-or-die bestie who lives for cozy nights in, your sister who’s always “borrowing” your cutest loungewear, or honestly just for you—because you deserve to feel good, even when you’re just catching Z’s.

Choosing the right pair of elastic waist sleep shorts is all about dialing into your personal comfort zone and style. Maybe you’re all about that barely-there, lightweight feel for those warm nights when you want to stay cool, or you love a little extra coverage for curling up with your favorite book and a cup of tea. Look for shorts with buttery-soft fabrics like jersey, modal, or brushed cotton—trust, your skin will thank you. Bonus points for cute details like lettuce hems, lace trims, or playful prints that make lounging feel just a little more luxe. And don’t sleep on the versatility: these shorts are perfect for mixing and matching with your go-to tanks, tees, or oversized sweatshirts, so you can create a sleepwear look that’s all you. They’re also a top-tier gift for birthdays, bachelorette parties, or just because—because who doesn’t love a little extra comfort in their life? And if you’re obsessed with that effortlessly chill, off-duty vibe, don’t miss our Low Rise Pajama Shorts for even more ways to keep it cute and comfy.

At the end of the day, elastic waist sleep shorts are more than just a nighttime essential—they’re your ticket to feeling confident and carefree, no matter what your evening has in store. Whether you’re dancing around your room to your favorite playlist, plotting your next big adventure with your BFFs, or just soaking up a little me-time, these shorts are there to keep you comfy and cute. They’re made for the girl who’s always down for a midnight snack run, the one who knows that comfort is key but never compromises on style, and the friend who’s always first to RSVP “yes” to a cozy night in. So go ahead, treat yourself to a pair (or three), and let your sleepwear game be as bold and fun as you are.

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