Gray Bottoms

Gray bottoms are your secret weapon for serving looks that are equal parts chic and effortless. Whether you’re leveling up your everyday vibe or plotting a major main character moment, these pieces have range—just like you, babe. From brunch dates to late-night adventures, gray bottoms are the low-key flex that instantly pulls your outfit together. Ready to own every room? Slip into your new favorites and let the compliments roll in.

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Windsor Off The Radar Camouflage Straight Leg Denim Jeans in Grey

$49.90

A trendy pair of grey camouflage denim jeans featuring a low-rise waist and convenient cargo pockets.

Plaid Charm Pleated Drop Waist Skort in Grey

$36.90

A grey plaid pleated skort with a drop waist and hidden shorts, crafted from knit fabric.

Coolest In The Room Acid Wash Denim Skort in Grey

$39.90

A trendy grey acid wash denim skort with a high-rise waist and adjustable side drawstring.

Casual Edge Mid-Rise Acid Wash Denim Shorts in Grey

$32.90

A trendy pair of grey mid-rise denim shorts featuring an acid wash design and form-hugging fit.

Style So Cool High-Rise Mini Denim Skort in Grey

$34.90

A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.

Cutie Cadet Cargo Denim Mini Skirt in Grey

$39.90

A grey denim mini skirt with a subtle camo print, cargo pockets, and a high-rise waist.

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Cool Edge High-Rise Distressed Denim Shorts in Grey

$13.97 $32.90 58% off

A pair of grey acid wash high-rise denim shorts with distressed details and a frayed hem.

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Cool Classic High-Rise Frayed Denim Shorts in Grey

$9.97 $34.90 71% off

A pair of grey high-rise denim shorts featuring a frayed hem and five-button front closure.

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

$9.97 $38.90
74% off

(34)

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

(29)

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

(26)

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

(9)

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

(9)

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: M

One And Only Mid-Rise Hot Shorts in Black

$24.90

(5)

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: XS | Woven Fabric

Make It Hot High Rise Ponte Micro Shorts in Black

$19.90

(4)

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

Windsor Olessa Short Sleeve A-Line Slit Satin Formal Dress in Sage

$59.90

(4)

The silky satin and curve-flattering silhouette make the Olessa formal dress feel so special! The dress boasts adorable flutter short sleeves and a chic A-line silhouette with a high front slit for effortless movement. Fit & FeaturesPremium satin fabric, woven lining, Short flutter sleeves, V-neckline, padded bra cups, Back zipper and hook-eye closure, High front slit, A-line silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, galas, black tie parties, engagement parties, rehearsal dinner, fancy date nights, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Olessa Short Sleeve A-Line Slit Satin Formal Dress in Sage | Size: S | Satin Fabric

She's A Wild One Leopard Ruffle Hot Shorts

$29.90

(3)

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

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

Gray Bottoms

When you’re building out a wardrobe that works overtime—one that’s ready for spontaneous plans, late-night adventures, and those “I have nothing to wear” moments—gray bottoms are your secret weapon. These pieces are the definition of versatile, the kind of staple that fits seamlessly into every style story, whether you’re a minimalist, a maximalist, or somewhere in between. Think about it: gray is that cool neutral that never tries too hard, always looks polished, and pairs with literally everything. It’s the ultimate canvas for your boldest tops, your most extra accessories, or even your comfiest basics. Whether you’re powering through a marathon day of classes, clocking in at your dream internship, or just living your best life with your ride-or-die crew, gray bottoms have your back. They’re the go-to for those days you want to keep it low-key, but still serve a look that says “I woke up like this”—effortless, but with a little edge. And if you’re shopping for someone else, gray bottoms make for a genius gift. They’re the kind of present that’s always appreciated—chic, practical, and guaranteed to get worn on repeat, no matter the recipient’s vibe.

Let’s talk fit, because when it comes to gray bottoms, it’s all about finding your match. Some days call for loose, flowy silhouettes that make you feel like you’re floating through your day, while other moments demand something sleek and tailored that hugs you in all the right places. The beauty of gray bottoms is how they flex for every mood and every plan. Heading out for a coffee run? Pair a comfy gray jogger with your favorite graphic tee and sneakers for an off-duty model vibe. Big presentation coming up? Slip into a high-waisted gray skirt or tailored pants and let your confidence do the talking. And for those nights when the group chat is blowing up and you need to pull together a killer look, gray is the perfect base for metallics, brights, or even head-to-toe monochrome magic. Don’t forget, gray is also a dream for travel—wrinkle-resistant, easy to mix and match, and always camera-ready for those spontaneous photo ops. If you’re the friend who loves to share style secrets, gifting gray bottoms is basically handing over a fashion cheat code. It’s a thoughtful way to say, “I see your style, and I’m here to help you slay—no matter what the day throws at you.”

And if you’re already obsessed with the endless possibilities of gray, why stop there? It’s all about building a wardrobe that’s as dynamic as your life, mixing up your neutrals to keep things fresh and fun. For another totally crave-worthy option, check out our Brown Bottoms—they’re just as versatile, with a rich, warm vibe that’s perfect for adding depth to your fits. Whether you’re curating your signature look or just love having options, mixing in different shades and textures keeps your closet feeling new and exciting. So go ahead, let your gray bottoms be the foundation for every outfit, every plan, and every wild idea you dream up. With the right pieces, you’ll always be ready for whatever comes next—no permission slips required.

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