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!

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She's A Wild One Leopard Ruffle Hot Shorts

$29.90

A leopard print ruffle short with a high-rise waist and form-hugging fit.

Windsor Summer Mode High-Rise Cotton Shorts in Chartreuse

$29.90

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

Smooth Look Scuba High Waist Shaper Shorts in Beige

$24.90

A sleek beige scuba nylon shaper short offering firm compression and an ultra high-rise waist.

Breezy Escape High-Rise Ruffled Shorts in Off White

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Breezy Escape High-Rise Ruffled Shorts in Off White

$9.97 $26.90 63% off

A pair of off-white woven shorts featuring a smocked high-rise waistband and ruffled tier design.

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Windsor Sealed With Charm Short A-Line Dress in White-2

$9.97 $38.90
74% off

(35)

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

$29.90

(33)

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

Chic Fairytale Tiered Lace Hot Shorts in Ivory

$29.90

(30)

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 Ivory | Size: S | Knit Fabric/Mesh Fabric

Center Stage Rhinestone Hot Shorts in Black-2

$29.90

(13)

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

Exceptional Poise High Rise Denim Shorts in Dark Denim

$36.90

(11)

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: S

One And Only Mid-Rise Hot Shorts in Black

$24.90

(7)

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

$29.90

(4)

Shake it up in this leopard ruffle hot short for a night on the prowl! Shop Matching Top: She's A Wild One Leopard Ruffle Tube TopFit & FeaturesLeopard print, mesh fabric, stretchy knit lining, High-rise waist, Ruffled silhouette, Form-hugging fit, Runs true to size, 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

Play Time Mid-Rise Hot Shorts in Black

$39.90

(3)

Sleek and edgy faux leather hot shorts to trend right at festivals, concerts, or for a spicy night on the town! Fit & FeaturesFaux leather-lined fabric, no stretch, Mid-rise waist, Front button and hidden zipper closure, Four-pocket styling, belt loop accents, Form-hugging fit, Cheeky hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Play Time Mid-Rise Hot Shorts in Black | Size: M | Leather

Summer Spice Low-Rise Ruffle Hot Shorts in Black

$29.90

(3)

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 Black | Size: M

So Fab Ruffled Lace Hot Shorts in Yellow

$29.90

(3)

So fab, these ruffled lace hot shorts will amp up the flirty vibe of your look! Style with a graphic tee for concerts. Fit & FeaturesSheer lace fabric with knit lining, high stretch, Low-rise waist, Tiered ruffled design, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Fab Ruffled Lace Hot Shorts in Yellow | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric

High Waist Pajama Shorts

Let’s be real: there’s something magical about slipping into high waist pajama shorts at the end of a long day. Maybe it’s the way the waistband hugs you just right—secure, never restrictive—or how the soft, breathable fabrics instantly dial down the stress and dial up the cozy. High waist sleep shorts are the unsung heroes of your loungewear lineup, giving you that perfect mix of comfort and confidence whether you’re binging your favorite series, FaceTiming your bestie, or just treating yourself to a little extra self-care before bed. They’re made for those moments when you want to feel put-together but not pressed, when you crave a little structure without sacrificing softness. The high-rise silhouette flatters every curve, smoothing and elongating your shape so you can toss on a tank or oversized tee and still feel like you’ve got your life together—even if your hair’s in a messy bun and your to-do list is miles long.

Shopping for high waist pajama shorts is all about knowing what feels good to you. Prioritize materials that breathe—think modal blends, cotton, or those silky knits that just glide over your skin. If you run warm at night, lightweight and moisture-wicking fabrics will be your best friend. Love a little drama? Look for details like scalloped hems, lace trims, or subtle prints that add personality without trying too hard. And don’t underestimate the power of a well-placed pocket (because yes, your phone and lip balm deserve a spot too). These shorts are a win for gifting, especially during December when everyone’s craving a little more comfort and a lot more downtime. Whether you’re surprising your sister with a self-care kit, treating your roommate to a sleepover upgrade, or just investing in your own winter wind-down, high waist sleep shorts are the kind of present that says, “I get you—and I know you love a good night in.” If you’re curious about how these fit compared to other Windsor favorites, checking out the windsor smooth moves pu high-rise shorts product info and reviews or the windsor make it hot high rise ponte micro shorts product info and reviews can give you a sense of sizing, stretch, and overall vibe.

The beauty of high waist pajama shorts is how easily they flex with your routine. They’re perfect for lazy weekend mornings with coffee in hand, late-night study sessions where you need to feel both comfortable and a little bit cute, or even as a base layer for those impromptu dance parties in your bedroom. The high-rise cut is especially great if you love a little extra coverage or want something that stays put while you move (no awkward adjusting required). And if you’re looking to expand your loungewear rotation, don’t miss the chance to explore other options like Elastic Waist Sleep Shorts for even more ways to stay comfy and chic. No matter your style—bold, minimal, playful, or somewhere in between—high waist pajama shorts are your ticket to off-duty confidence. They’re not just for sleep; they’re for those in-between moments that matter just as much. Because when your lounge game is strong, everything else just feels a little bit easier.

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