Comfy Shorts
Comfy shorts are your ticket to laid-back days and spontaneous adventures—because who says you can’t look cute while keeping it chill? Whether you’re lounging with your crew, hitting up your favorite coffee spot, or just vibing at home, these shorts have your back. Slip into effortless style that feels as good as it looks, and let comfy shorts be the go-to pick for every plan.
$26.90
A pair of off-white woven shorts featuring a smocked high-rise waistband and ruffled tier design.
$9.97 $34.90 71% off
A cheeky form-hugging ivory knit short with a tiered ruffled design, perfect for festivals.
$14.97 $36.90 59% off
A pair of multi-color watercolor print woven shorts featuring a high-rise waist and relaxed fit.
$9.97 $17.90 44% off
A pair of pink knit pajama shorts featuring a playful dice print, elastic waist, and side slits.
$16.90
A playful pair of multi-colored rib knit pajama shorts featuring a sweet gummy bear print and cheeky fit.
$11.97 $29.90 60% off
An airy pair of light blue cotton shorts featuring a smocked drawstring waist and playful ruffled hem.
$29.90
A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual front pockets, and fitted silhouette.
$29.90
A pair of black rhinestone-embellished hot shorts in stretchy cotton-blend knit with a low-rise waist.
$24.90
A pair of black woven mid-rise shorts featuring a sleek, form-hugging fit for stylish comfort.
$29.90
A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.
$29.90
A playful pair of pink low-rise shorts featuring ruffled mesh-lined fabric and a fitted silhouette.
$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 grey acid wash high-rise denim shorts with distressed details and a frayed hem.
$24.90
A stylish pair of black and white gingham shorts with a mid-rise waist and ruffled hem.
$32.90
A pair of dark denim mid-rise shorts with a vintage-inspired fabric and edgy frayed hem.
$36.90
A pair of light denim mid-rise shorts featuring unique seam detailing and a flattering, form-hugging fit.
$9.97 $36.90 73% off
A pair of black knit shorts with square-shaped rhinestone accents and a cheeky, low-rise fit.
$34.90
An ivory chiffon eyelet short featuring a smocked mid-rise waist, ruffled silhouette, and lace trim.
$29.90
A pair of yellow sheer lace hot shorts featuring tiered ruffles and a cheeky, form-hugging fit.
$24.90
A pair of snake print, low-rise hot shorts in stretchy knit fabric for festival flair.
$19.90
A charming pair of white knit pajama shorts featuring a cherry print and ruffled hem.
$36.90
A pair of mid-rise denim hot shorts with a color wash tint and cheeky fit.
$9.97 $19.90 50% off
A pair of light blue rib knit pajama shorts featuring a playful popsicle print and ruched side seams.
$29.90
A pair of medium wash denim hot shorts featuring a mid-rise waist and form-hugging, cheeky fit.
$32.90
A pair of high-rise dark denim shorts with distressed detailing and a relaxed fit.
$32.90
A trendy pair of grey mid-rise denim shorts featuring an acid wash design and form-hugging fit.
$32.90
A pair of fitted khaki denim shorts featuring a mid-rise waist and front and back pockets.
$32.90
A playful pair of dark denim cotton shorts featuring a mid-rise waist and ruffled trim hem.
$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 wash, high-rise denim shorts featuring a frayed hem and classic five-pocket styling.
$32.90
A pair of medium wash, mid-rise denim shorts with a trendy cutoff hem and form-hugging fit.
Now Trending
Windsor Sealed With Charm Short A-Line Dress in White-2
$9.97 $38.90
74% off
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
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-2 | Size: S | 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: S
Such A Sweetheart Corset Lace-Up A-Line Short Dress in Light Blue
$9.97 $48.90
80% off
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
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 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
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
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 Burgundy | Size: L | Woven Fabric
Comfy Shorts
Let’s be real—comfy shorts are basically a love language. They’re the piece you reach for when you want to feel like you’re living your best life, whether you’re chilling at home with your ride-or-die crew, running errands that somehow turn into a mini adventure, or just vibing through a lazy Sunday with your favorite playlist on repeat. When you slip into a pair of comfy cute shorts, it’s like the universe is giving you a little wink, telling you to kick back and enjoy the good stuff. The best part? They’re the ultimate “treat yourself” staple and double as a foolproof gift for your bestie, sister, or that friend who always borrows your clothes and swears she’ll return them (but never does). Think about it: everyone needs a go-to pair of shorts that feel like a soft hug but still look cute enough to answer the door for unexpected guests—or, you know, take a million mirror selfies.
Choosing the perfect pair of comfy shorts is all about that sweet spot between style and softness. You want something that feels like clouds against your skin but still has enough structure to keep you feeling put together. Look for elastic waistbands that move with you, buttery fabrics that breathe, and silhouettes that flatter every curve—because confidence is the best accessory, babe. Whether you’re into classic lounge vibes, sporty chic, or a little bit of glam, there’s a pair out there that’s basically your personality in clothing form. And let’s not forget pockets—because where else are you going to stash your phone, snacks, or lip gloss when you’re dancing around your room? Comfy shorts are also a lifesaver for spontaneous plans. Heading to a picnic, a movie night, or just out for coffee? Toss on a cute top, slip into your favorite slides, and you’re out the door in seconds, looking effortlessly put-together. If you’re curating your own collection or shopping for someone special, think about versatility: colors and prints that go with everything, lengths that work from lounging to late-night ice cream runs, and details like drawstrings or ruffles that add that extra “you got this” energy.
No matter how you style them, comfy cute shorts are here for all your moments—big and small. They’re the unsung hero of your closet, always ready to hype you up and keep you cozy. From binge-watching your latest obsession to catching up with friends on the patio, they’re the MVPs of comfort and style. If you’re ready to level up your wardrobe with pieces that’ll have you feeling like the main character in your own story, check out our full lineup of Cute Shorts and find your next obsession. Trust us, your closet (and your mood) will thank you.