Cheeky Swim Bottoms

Ready to turn heads and break a few hearts? Cheeky swim bottoms are your ticket to main character energy—whether you’re poolside posing, dancing in the sand, or making your own splashy entrance. These flirty fits were made for the fearless, the fun-loving, and the girls who know every sun-soaked moment deserves a little extra attention. Slip into cheeky swim bottoms and get ready to serve looks, soak up compliments, and own every wave of confidence that comes your way.

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$26.90

5 star rating

A pair of red ribbed knit shorts featuring a mid-rise waist, adjustable side ties, and a cheeky fit.

Sale

$9.97 $34.90 71% off

3 star rating

A pair of ivory knit shorts with a cheeky fit and tiered ruffles, perfect for festivals.

$28.90

1 star rating

A pair of brown lace hot shorts featuring frilly ruffles and a cheeky low-rise fit.

$39.90

4 star rating

A sleek pair of black faux leather hot shorts with a mid-rise waist and cheeky hem.

$19.90

5 star rating

A pair of black sheer lace shorts with a built-in panty lining for cheeky coverage.

$36.90

A stylish pair of mid-rise denim hot shorts with a color wash tint and cheeky fit.

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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

Cheeky Swim Bottoms

When it comes to making a splash and turning heads, cheeky swim bottoms are the ultimate power move for the Windsor girl who knows confidence is her best accessory. Whether you’re poolside with your ride-or-die crew, catching rays on a rooftop, or living your best life at a destination getaway, cheeky style bikini bottoms are the secret weapon for serving up major main character energy. These aren’t just swim bottoms—they’re an attitude, a vibe, and a little wink at the world that says, “Yeah, I know I look good.” The beauty of cheeky bottoms swimwear is how they instantly elevate your swim look, giving you that just-right coverage while letting you flaunt what you’ve got. They’re made for the fearless girl who isn’t afraid to show off her curves, and who knows that sometimes a little less coverage means a lot more confidence. Whether you’re a sun-chasing beach babe, a jet-setter who lives for the next tropical escape, or just want to bring a little heat to your next pool party, these bottoms are your ticket to feeling unstoppable.

Choosing the perfect pair of cheeky swim bottoms is all about dialing into your own personal style and comfort zone. Some girls love a high-cut leg for that legs-for-days look, while others go for a classic low-rise that’s all about that laid-back, effortlessly cool vibe. Maybe you’re obsessed with bold prints and neon hues that pop against your tan, or you live for sleek, minimalist designs that let your confidence do the talking. Whatever your mood, the right cheeky bottoms swimwear can totally transform your swimwear game. They’re also a killer gift for your bestie who’s always planning the next pool day or beach trip—because let’s be real, everyone deserves to feel like a total smoke show. Picture this: the sun is shining, your playlist is fire, and you’re strutting across the sand with your squad, each of you rocking a different take on cheeky style bikini bottoms. It’s those moments when you catch your reflection and think, “Damn, I really am that girl.” And the best part? Cheeky bottoms are made for mixing and matching, so you can play with different tops, textures, and colors to create a look that’s all your own.

For those who live for the thrill of new adventures and spontaneous plans, cheeky swim bottoms are the ultimate partner in crime. They’re perfect for tanning (hello, minimal tan lines!), ideal for showing off those glutes you’ve been working on, and they pack light for every last-minute getaway. If you’re gifting, they’re a go-to for birthdays, bachelorette trips, or just because your bestie deserves a little extra confidence boost. And if you’re still on the hunt for your perfect match, take a peek at our Bikini Bottoms page for even more inspo. No matter where your next adventure takes you, cheeky swim bottoms are all about living boldly, loving your body, and making every pool day, beach trip, or hot tub hangout one to remember. Because when you feel good, you look even better—and that’s always the move.