Broken In Shorts

Broken in shorts are your go-to choice for comfort and versatility, perfect for any outdoor adventure or casual day out. Designed with a lived-in feel right from the start, these shorts offer a relaxed and comfortable fit that you'll love wearing time and again. Whether you're hiking a scenic trail, enjoying a backyard barbecue, or simply running errands around town, broken in shorts provide the ideal blend of style and ease. Embrace the freedom to move effortlessly while enjoying the timeless appeal that makes these shorts a staple in any wardrobe.

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Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"

A pair of khaki cargo shorts made from 100% cotton with a 10" inseam and elastic side panels.

Pros: Lightweight fabric True to size Deep pockets Durable material Comfortable fit
Men's Tropic-Weight Cargo Shorts, Comfort Waist, 6"

A durable pair of brown cotton cargo shorts with a comfort waist and 6" inseam.

Pros: Lightweight fabric Versatile style Ample pockets Durable material Comfortable fit
Men's Lakewashed® Stretch Khaki Shorts, 9"

A pair of heritage khaki shorts made from 98% cotton and 2% spandex for ultimate comfort.

Pros: High quality Perfect fit Durable Comfortable Breathable
Men's Lakewashed® Stretch Khaki Shorts, 6"
Price was from: $59.95 now: $44.99

A comfortable pair of tan khaki shorts in washed cotton twill with a 6" inseam and stretch.
Men's BeanFlex® Corduroy Shorts, 7"
Price was from: $69.95 now: $34.99

A pair of cadet blue corduroy shorts with built-in stretch and a 7" inseam for comfort.
Women's Comfort Stretch Shorts, Chino Bermudas 9"

A pair of classic navy Bermuda shorts with a 9" inseam, made from a soft cotton-spandex blend.
Men's Wide-Wale Cord Pull-On Shorts, 7"

A pair of tan cotton-blend corduroy shorts with an elastic waist, stretch, and soft texture.
Women's Comfort Stretch Shorts, Cargo 7"

A pair of tan stretch cotton cargo shorts with deep pockets and a soft, garment-washed finish.
Women's 207 Vintage Cotton Canvas Shorts

A pair of brown stretch canvas shorts offering lived-in softness and vintage style with utility pockets.
Men's Sunwashed Khaki Shorts, 7"

A pair of green peached twill shorts offering lived-in softness, stretch comfort, and classic everyday style.
Men's Sunwashed Khaki Shorts, 9"

A pair of blue peached twill shorts offering lived-in softness, stretch comfort, and classic everyday style.
Men's Dock Shorts, 8"

An easygoing pair of orange cotton twill shorts with a drawstring waist and garment-washed softness.
Men's Wrinkle-Free Double L® Chino Shorts, Classic Fit, 8"

A pair of wrinkle-resistant khaki shorts with an 8" inseam, made from midweight 8.6 oz. cotton.

Pros: Great fit High quality Durable Comfortable Nice color
Women's Lakewashed Dock Shorts, Mid-Rise

A lightweight pink cotton-blend short with stretch, elastic waist, and soft washed finish for comfort.
Men's Tropicwear Shorts, 9"

A pair of soft sand nylon shorts with a 9" inseam, offering sun protection and comfort.

Pros: Great fit Stylish look Secure pockets Lightweight material Comfortable
Women's Lakewashed Dock Shorts, Mid-Rise Chambray

A pair of mid-rise chambray shorts in a soft-washed organic cotton blend with a drawstring waist.

Pros: Great fit High-quality material Functional pockets Versatile style Exceptional comfort
Women's Lakewashed Dock Shorts, Mid-Rise Stripe
Price was from: $54.95 now: $34.99

A comfortable mid-rise short with stretch cotton blend, elastic waist, and stylish multi-color stripes.

Pros: Perfect fit Suitable for steamy summers Versatile style Softness of the fabric Goes well with different colors
Men's L.L.Bean Multisport Shorts, 7"

A rugged brown synthetic short with stretch, quick-dry comfort, UPF 50+ sun protection, and secure pockets.
Men's Comfort Stretch® Chino Shorts, 8"

A breathable green chino short with an 8" inseam, crafted from a cotton/CoolMax polyester blend.
Women's Premium Washable Linen Shorts, Mid-Rise 6"
Price was from: $74 now: $49.99

A pair of gray linen shorts with a relaxed fit, elastic waistband, and 6" inseam.
Men's Signature Heritage Denim, Slim Fit, Straight Leg
Price was from: $119 now: $99.99

A modern slim fit black denim with a hint of stretch for a comfortable, broken-in feel.
Men's BeanFlex® Performance Canvas Shorts, 9"

A rugged tan canvas short made from a soft, stretchable TENCEL cotton blend for everyday comfort.
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 6"

A pair of brown chino shorts made from a soft, lightweight cotton-nylon blend with built-in stretch.
Women's Comfort Stretch Shorts, Chino Bermudas 9" Print

A pair of blue printed cotton twill Bermuda shorts with stretch, offering a soft, comfortable fit.

Broken In Shorts

There’s something special about slipping into a pair of broken in shorts—the kind that feel like they’ve been part of your adventures for years, even if you just picked them up. These shorts are all about easy comfort and timeless style, the sort you reach for when you’re heading out for a weekend hike, an afternoon at the lake, or just lounging on the porch with a good book. The appeal goes beyond just their lived-in softness; broken shorts are made to move with you, offering the kind of flexibility and freedom that makes them a staple for all kinds of outdoor fun. Whether you prefer a classic length or gravitate toward broken shorts low waist styles for a more relaxed fit, there’s a pair that fits seamlessly into your everyday routine. And while January might bring a chill to the air in many places, now is the perfect time to plan ahead for warmer days—having your favorite shorts ready means you’re set for that first hint of spring sunshine or a last-minute winter getaway to somewhere warm.

Broken in shorts make a thoughtful gift for anyone who values comfort, durability, and versatility. They’re a favorite among campers, travelers, and backyard grill masters alike—perfect for anyone who loves to keep things simple and functional. The beauty of these shorts is in their lasting value; they’re made to stand up to countless washes, impromptu games of catch, and long walks with the dog. If you’re shopping for yourself, think about what activities you’ll be enjoying most—do you need extra pockets for storing your essentials, or a waistband that adjusts easily for all-day comfort? Maybe you’re looking for shorts that pair well with everything from tees to button-downs, or you want something that dries quickly after a dip in the river. Broken shorts are designed to solve those everyday problems, making it easy to focus on what matters most: spending time outside with friends and family.

No matter who you’re shopping for, broken in shorts offer a blend of comfort and practicality that’s hard to beat. Their timeless style means they’ll never feel out of place, whether you’re heading out for a picnic or packing light for a weekend road trip. And if you’re interested in exploring even more options, take a look at our collection of Short Shorts for additional styles and lengths to suit every preference. With the right pair of shorts, you’ll be ready for whatever adventures the season brings—whether that’s an early spring hike or a backyard barbecue when the weather warms up.

FAQs

Broken in shorts are designed to offer a soft, lived-in feel right from the start. They often feature pre-washed fabrics and thoughtful construction, so you get the comfort of your favorite well-worn pair without the wait. Their relaxed look and feel make them a go-to choice for casual outings, outdoor activities, and everyday wear.

Absolutely. Broken in shorts are crafted for durability and comfort, making them ideal for hikes, camping trips, and other outdoor adventures. Their easy movement and breathable fabrics help keep you comfortable whether you’re on the trail, at the campsite, or enjoying a day in the park.

While broken in shorts are known for their casual comfort, they’re also versatile enough to pair with a collared shirt or a lightweight sweater for a more put-together look. Their timeless style means they transition easily from backyard barbecues to casual dinners out.

Broken in shorts make a thoughtful gift for anyone who values comfort, practicality, and lasting quality. Outdoor enthusiasts, travelers, and those who enjoy relaxed weekends with family and friends will especially appreciate their easygoing style and versatility.

To maintain the softness and comfort of broken in shorts, wash them in cold water with like colors and tumble dry on low. Avoid using harsh detergents or bleach, as these can wear down the fabric over time. With proper care, your shorts will continue to feel great and look good season after season.

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