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Step into the world of preppy shorts—where timeless style meets modern flair. These fresh new styles are your go-to for effortless, everyday looks that transition seamlessly from beach to street. Whether you're hanging with friends or exploring new adventures, preppy shorts offer the hottest trends and coveted designs to keep you looking sharp and feeling confident. Discover your look with our great assortment of stylish options that embody the laid-back, California-cool vibes you love. Dive into the most wanted styles and elevate your wardrobe with fresh fits that are as functional as they are fashionable.

$34.99
Now $14.97 (57% Off)

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A stylish pair of black chino shorts with a 7" inseam, made from cotton, recycled polyester, and spandex.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of light grey chino shorts with a 7" inseam, made from a cotton-recycled polyester blend.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of khaki chino shorts with a 7" inseam, made from cotton, recycled polyester, and spandex.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of khaki chino shorts with a 10" inseam, made from cotton, recycled polyester, and elastane.

$34.99
Now $12.49 (64% Off)

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A multi-colored knee-length chino short with slant pockets, button closure, and a cotton-polyester blend.

$34.99
Now $14.97 (57% Off)

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A stylish pair of black chino shorts with a 5" inseam, featuring a comfortable cotton blend.

$34.99
Now $12.49 (64% Off)

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A pair of black knee-length chino shorts with slant pockets and a comfortable cotton-polyester blend.

$34.99
Now $14.97 (57% Off)

SALE!

A pair of storm blue chino shorts with a 5" inseam, made from cotton, recycled polyester, and spandex.

$34.99
Now $20.99 (40% Off)

SALE!

A pair of black chino shorts with slant pockets and a comfortable cotton-spandex blend.

$34.99
Now $24.97 (29% Off)

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A multi-colored cotton pull-on short with an elastic waistband, internal drawstring, and stripe pattern.

$34.99
Now $12.49 (64% Off)

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A pair of cotton twill shorts with an elastic waistband, adjustable drawstring, and contrast stitching.

$62.99

A classic black corduroy short with front and back welt pockets, made from cotton and spandex.

$64.99
Now $34.97 (46% Off)

SALE!

A versatile black short with water-resistant, anti-rip polyester-spandex fabric and multiple secure pockets.

$38.40
Now $30.72 (20% Off)

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A lightweight gingham-patterned short with a smocked design, eyelet lace trim, and bow detail.

$60.80
Now $48.64 (20% Off)

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A chic pair of grey Bermuda trouser shorts with front pleats and a loose fit.

$36.80
Now $29.44 (20% Off)

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A lightweight navy gingham short with tiered elastic scrunch, perfect for spring and summer plans.

$38.40
Now $30.72 (20% Off)

SALE!

A comfy pair of shorts with contrast stripes, adjustable tie waist, and ruffle detailing.

$33.60
Now $26.88 (20% Off)

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A comfy pair of striped shorts with lace trim and bow detail, crafted from a cotton blend.

$27.20
Now $21.76 (20% Off)

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A fun twist on a closet staple, these light pink striped shorts feature a bow detail and fitted silhouette.

$35.20
Now $28.16 (20% Off)

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A pair of lightweight, plaid-patterned cotton shorts with tiered elastic scrunch, perfect for versatile styling.

$33.60
Now $26.88 (20% Off)

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A pair of navy striped shorts with a fold-over waistband, made from 95% cotton and 5% spandex.

$35.20
Now $28.16 (20% Off)

SALE!

A pair of green plaid shorts with an adjustable drawstring waist, made from 50% cotton and 50% polyester.

$33.60
Now $26.88 (20% Off)

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A stylish pair of 100% cotton shorts featuring eyelet fabric, adjustable tie waist, and scalloped hem.

$33.60
Now $26.88 (20% Off)

SALE!

A cute and comfy pair of white micro shorts with a polka dot pattern and mini bow detail.

Preppy Shorts

When the sun’s out and the days stretch long into golden evenings, there’s nothing quite like reaching for a pair of preppy shorts to keep your summer style on point. Whether you’re heading out for a spontaneous weekend getaway, catching up with friends at a backyard BBQ, or just taking it easy on a breezy afternoon, these shorts are built to move with you. Preppy shorts are all about that effortless blend of comfort and polish—think crisp tailoring, clean lines, and pops of color that let your personality shine. They’re a go-to for anyone who loves to keep it classic but still wants to show off a little individuality. From tailored fits that nod to coastal vibes to relaxed silhouettes perfect for campus hangs, the versatility is next-level. You’ll spot mens preppy shorts paired with polos for a round of golf, or see preppy mens shorts styled with a button-up for a sunset dinner by the water. And if you’re searching for a gift that’s both functional and fresh, preppy shorts for men are a solid pick—they’re the kind of staple that always finds its way into heavy rotation, season after season.

August is prime time for dialing in those warm-weather looks, and preppy shorts make it easy to stay cool while still looking put-together. There’s something about the right pair that instantly elevates your whole vibe—whether you’re rocking cute preppy shorts with a tucked-in tee for brunch, or throwing on a lightweight sweater for an impromptu beach bonfire. The best part? These shorts are designed to keep up with whatever your day brings, from early morning coffee runs to late-night ice cream stops. Look for breathable fabrics that feel soft against your skin, functional pockets for stashing your essentials, and details like subtle stripes or classic plaids that add a little extra flair. If you’re all about mixing and matching, preppy shorts play well with everything from sneakers to sandals, and they transition effortlessly from poolside to party. For those who love to keep their wardrobe on point, exploring styles beyond the basics can open up a whole new world of fresh fits. If you’re in the mood to expand your summer lineup, don’t miss the collection of Cute Shorts for even more ways to show off your personal style.

Style with confidence, knowing preppy shorts are more than just a seasonal trend—they’re a lifestyle staple that brings together comfort, function, and undeniable style. Whether you’re shopping for yourself or picking up a gift for someone who’s all about that laid-back, put-together energy, these shorts are a must-have for any closet. They’re perfect for anyone who loves to keep things light, bright, and ready for whatever the day brings. From beach to street styles, preppy shorts are your ticket to staying cool and looking fresh, no matter where summer takes you.

FAQs

Preppy shorts are super versatile and can be dressed up or down. Pair them with a crisp button-up and loafers for a polished look, or go casual with a graphic tee and sneakers. For beach days, throw on a lightweight tank and slides. Layer with a sweater or jacket for cooler evenings.

Preppy mens shorts look great with everything from polos and classic tees to lightweight button-ups. For a more relaxed vibe, opt for a slouchy crewneck or a breezy linen shirt. Mixing textures and colors can add an extra pop to your outfit.

Absolutely! Many preppy shorts are designed with breathable fabrics and functional pockets, making them perfect for outdoor activities like picnics, walks along the boardwalk, or casual games of frisbee. They keep you comfortable and stylish all day long.

Yes! Choose preppy shorts in classic colors or subtle patterns and pair them with a tailored shirt and dressier shoes. This combo works well for summer garden parties, rooftop gatherings, or any event where you want to look sharp but stay cool.

Preppy shorts make a great gift for anyone who loves fresh, stylish looks—think friends heading off to college, family members with a laid-back but polished sense of style, or anyone who enjoys spending time outdoors during the warmer months.