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.

Sale

$9.97 $17.90 44% off

5 star rating

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

Sale

$9.97 $16.90 41% off

A pair of white cherry print pajama shorts in soft ribbed knit fabric with a cheeky fit.

$29.90

1 star rating

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

Sale

$9.97 $17.90 44% off

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

$29.90

4.952381 star rating

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

$16.90

5 star rating

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

Sale

$9.97 $16.90 41% off

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

$16.90

A playful pair of multi-colored rib knit pajama shorts featuring a sweet gummy bear print and cheeky fit.

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$9.97 $19.90 50% off

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

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Windsor Sealed With Charm Short A-Line Dress in White-2
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(34) 4.4117646 star rating

Seal your look with this charming A-line dress for a rehearsal dinner or sunset dinner date! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a padded bust, and a flattering short-length hem. Complete the look in chic block heels. Fit & FeaturesSleeveless sweetheart neckline, Adjustable spaghetti straps, Padded bust, A-line silhouette, Short-length hem, Poplin fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sealed With Charm Short A-Line Dress in White-2 | Size: L | Knit Fabric

Windsor Smooth Moves PU High-Rise Shorts in Black
(28) 4.357143 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: S | Leather

Windsor Chic Fairytale Tiered Lace Hot Shorts in Pink
(21) 4.952381 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

Center Stage Rhinestone Hot Shorts in Black-2
(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-2 | Size: S | Cotton/Knit Fabric/Rhinestone

Such A Sweetheart Corset Lace-Up A-Line Short Dress in Light Blue
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(5) 4.2 star rating

Capture sweet vibes in this flirty corset short dress designed with a striking lace-up back design, a corset-style bodice that snatches your waist, and a flattering A-line silhouette. Pair with bow earrings. Fit & FeaturesPoplin woven fabric, woven lining, Sweetheart neckline with adjustable drawstring tie, Adjustable spaghetti straps, lace-up back design, Underwire bust, corset-bodice, flexible boning, Side zipper and hook-eye closure, A-line short silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Such A Sweetheart Corset Lace-Up A-Line Short Dress in Light Blue | Size: L | Woven Fabric

One And Only Mid-Rise Hot Shorts in Black
(4) 4.75 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

She's A Wild One Leopard Ruffle Hot Shorts
(3) 5 star rating

Shake it up in this leopard ruffle hot short for a night on the prowl! Fit & FeaturesLeopard print, mesh fabric, stretchy knit lining, High-rise waist, Ruffled silhouette, Form-hugging fit, Runs true to size, Shop The Matching Top: She's A Wild One Leopard Ruffle Tube Top Free Shipping on All Orders Over $75. | Windsor She's A Wild One Leopard Ruffle Hot Shorts | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Maybe Tonight Leopard Ruffle Shorts
(3) 3.6666667 star rating

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

Summer Spice Low-Rise Ruffle Hot Shorts in Pink
(3) 3.6666667 star rating

Set the tone in this spicy ruffled hot short with a flattering low-rise waist that flaunts your figure! Pair with the matching top to complete the vibe. Fit & FeaturesMesh-lined fabric, Low-rise waist, Ruffled, fitted silhouette, Runs true to size, Shop The Matching Top: Summer Spice Lace-Up Ruffle Crop Top Free Shipping on All Orders Over $75. | Windsor Summer Spice Low-Rise Ruffle Hot Shorts in Pink | Size: L

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: M

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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