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Men's Comfortable Shorts

Find men's comfortable shorts that suit your style, with versatile options and a classic look. Compare available fits, lengths and design details to choose a pair with the comfort and coverage you prefer.

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Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"
L.L.Bean Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"
A pair of khaki cargo shorts made from 100% cotton with elastic side panels for added comfort.
(3,006)
$54.95 $54.95
SALE
What customers like:
High quality
Lightweight material
Durable
Deep pockets
Comfortable fit
$54.95 $54.95
SALE
Men's Tropic-Weight Cargo Shorts, Comfort Waist, 6"
L.L.Bean Men's Tropic-Weight Cargo Shorts, Comfort Waist, 6"
A pair of tan, 100% cotton cargo shorts with a comfort waist and 6" inseam.
(2,011)
$54.95 $54.95
SALE
What customers like:
Lightweight fabric
Durable quality
Versatile style
Ample pockets
Comfortable fit
$54.95 $54.95
SALE
Men's L.L.Bean Allagash Cargo Shorts, 10"
L.L.Bean Men's L.L.Bean Allagash Cargo Shorts, 10"
A pair of ultrarugged 100% cotton cargo shorts with multiple pockets and a 10" inseam.
(1,777)
$64.95 $44.99
SALE
What customers like:
Durable material
Great color options
High quality construction
Comfortable fit
Roomy pockets
$64.95 $44.99
SALE
Men's Dock Shorts, 8"
L.L.Bean Men's Dock Shorts, 8"
A pair of vintage indigo shorts made from 100% organic cotton with an adjustable drawstring waist.
(1,664)
$49.95 $49.95
SALE
What customers like:
Lightweight and durable
High quality
Versatile design
Great color options
Comfortable fit
$49.95 $49.95
SALE
Men's Wrinkle-Free Double L® Chino Shorts, Natural Fit, Hidden Comfort Waist, 8"
L.L.Bean Men's Wrinkle-Free Double L® Chino Shorts, Natural Fit, Hidden Comfort Waist, 8"
A wrinkle-free, 100% cotton khaki short with hidden elastic waist and 8" inseam for all-day comfort.
(1,377)
$54.95 $54.95
SALE
What customers like:
High quality
Durable fabric
Wrinkle-free material
Comfortable waistband
Good fit
$54.95 $54.95
SALE
Men's Sport Shorts with SUPPLEX® fabric, 8"
L.L.Bean Men's Sport Shorts with SUPPLEX® fabric, 8"
A versatile pair of red nylon shorts with UPF 50+ protection, perfect for any adventure.
(1,374)
$44.95 $37.99
SALE
What customers like:
High quality
Attractive design
Easy care
Versatile use
Comfortable fit
$44.95 $37.99
SALE
Men's Cresta Shorts, 10"
L.L.Bean Men's Cresta Shorts, 10"
A durable gray nylon blend hiking short with UPF 50+ protection and secure zippered pockets.
(1,301)
$74.95 $74.95
SALE
What customers like:
Durable and tough
Secure zippered pockets
Stylish appearance
Comfortable fit
Lightweight and quick drying
$74.95 $74.95
SALE
Men's L.L.Bean Multisport Shorts, 9"
L.L.Bean Men's L.L.Bean Multisport Shorts, 9"
A versatile pair of green shorts with UPF 50+ protection, featuring stretch comfort and quick-dry fabric.
(1,176)
$64.95 $44.99
SALE
What customers like:
Quick-dry fabric
Great style
Versatile use
Lightweight design
Comfortable fit
$64.95 $44.99
SALE
Men's Tropicwear Shorts, 9"
L.L.Bean Men's Tropicwear Shorts, 9"
A pair of soft sand nylon shorts with a 9" inseam, offering sun protection and moisture-wicking comfort.
(372)
$74.95 $74.95
SALE
What customers like:
Great fit
Stylish look
Secure pockets
Lightweight material
Comfortable
$74.95 $74.95
SALE
Men's L.L.Bean Multisport Shorts, 7"
L.L.Bean Men's L.L.Bean Multisport Shorts, 7"
A versatile pair of blue shorts with stretch, quick-dry fabric, and UPF 50+ sun protection.
(274)
$64.95 $44.99
SALE
What customers like:
Perfect fit
Wrinkle resistance
Comfortable material
Deep pockets
Lightweight design
$64.95 $44.99
SALE
Men's Wide-Wale Cord Pull-On Shorts, 7"
L.L.Bean Men's Wide-Wale Cord Pull-On Shorts, 7"
A pair of gray cotton-blend corduroy shorts featuring wide-wale texture, elastic waist, and built-in stretch.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Everyday Poplin Shorts, Standard Fit, 8"
L.L.Bean Men's Everyday Poplin Shorts, Standard Fit, 8"
A lightweight gray cotton-blend short with an 8" inseam, offering comfort and ease of movement.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Access Trail Shorts, 9"
L.L.Bean Men's Access Trail Shorts, 9"
A versatile green short with UPF 50+ protection, made from a quick-drying nylon-spandex blend.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's VentureStretch Chino Shorts, 7"
L.L.Bean Men's VentureStretch Chino Shorts, 7"
A versatile pair of gray shorts with a nylon-spandex blend, offering UPF 50+ protection and durability.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Ripstop Hybrid Shorts, 7"
L.L.Bean Men's Ripstop Hybrid Shorts, 7"
A versatile pair of red shorts with UPF 50+ protection, perfect for swimming and everyday wear.
(0)
$69.95 $34.99
SALE
$69.95 $34.99
SALE
Men's Comfort Stretch® Chino Shorts, 8"
L.L.Bean Men's Comfort Stretch® Chino Shorts, 8"
A breathable blue cotton/CoolMax blend short with built-in stretch and an 8" inseam for comfort.
(0)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's BeanFlex® Corduroy Shorts, 7"
L.L.Bean Men's BeanFlex® Corduroy Shorts, 7"
A pair of cadet blue corduroy shorts with built-in stretch and a 7" inseam for comfort.
(0)
$69.95 $24.99
SALE
$69.95 $24.99
SALE
Men's Mountainside Ripstop Shorts, 8"
L.L.Bean Men's Mountainside Ripstop Shorts, 8"
A pair of brown shorts made from a durable cotton-nylon blend with UPF 50+ sun protection.
(0)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's BeanFlex® Performance Canvas Shorts, 9"
L.L.Bean Men's BeanFlex® Performance Canvas Shorts, 9"
A rugged tan canvas short made from a soft, stretchy TENCEL cotton blend with triple-needle stitching.
(0)
$74.95 $49.99
SALE
$74.95 $49.99
SALE
Men's Field Chino Shorts, 7"
L.L.Bean Men's Field Chino Shorts, 7"
A rugged pair of gray cotton-blend chino shorts with stretch, abrasion resistance, and instant softness.
(0)
$69.95 $54.99
SALE
$69.95 $54.99
SALE
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 8"
L.L.Bean Men's Comfort Stretch Performance® Everywhere Chino Shorts, 8"
A pair of brown chino shorts made from a soft, abrasion-resistant cotton-nylon blend with built-in stretch.
(0)
$74.95 $49.99
SALE
$74.95 $49.99
SALE
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 6"
L.L.Bean Men's Comfort Stretch Performance® Everywhere Chino Shorts, 6"
A pair of blue chino shorts made from a soft, abrasion-resistant cotton-nylon blend with built-in stretch.
(0)
$74.95 $74.95
SALE
$74.95 $74.95
SALE
Men's Sunwashed Khaki Shorts, 7"
L.L.Bean Men's Sunwashed Khaki Shorts, 7"
A pair of green peached twill shorts offering lived-in softness, stretch comfort, and classic everyday style.
(0)
$64.95 $64.95
SALE
$64.95 $64.95
SALE
Men's Sunwashed Khaki Shorts, 9"
L.L.Bean Men's Sunwashed Khaki Shorts, 9"
A pair of blue peached twill shorts offering lived-in softness, stretch comfort, and classic everyday style.
(0)
$64.95 $64.95
SALE
$64.95 $64.95
SALE

Men's Comfortable Shorts

Men’s comfortable shorts start with a fit that feels right to the person wearing them. Waist size is part of that picture, but so are length, proportion and personal preference. Some men prefer a closer outline, while others like a roomier shape through the seat and thigh. Neither preference calls for a complicated wardrobe; it simply helps to know which details make a pair feel like a natural choice. A useful starting point is a pair of shorts that already fits well. Lay it flat, check the measurements and compare those numbers with the sizing information for the styles being considered. The inseam measures the inside leg from the crotch seam to the hem, so it offers a more dependable reference than judging length from a photograph alone. The same inseam can fall differently on men of different heights and proportions, making the relationship between the hem and the knee more useful than a number by itself. The rise—the distance from the crotch seam to the top of the waistband—also deserves attention because it affects where the shorts sit. A waistband worn higher or lower can change both the feel and the appearance of the same length. When assessing fit, look beyond how the shorts appear while standing straight. Sitting down and standing back up can help reveal whether the waist, seat and leg openings suit personal comfort preferences. Notice whether the waistband sits where expected and whether the hem falls at a length that feels familiar. Comfortable is personal, and the best comparison is not necessarily with a photograph or another person’s favorite fit. It is with the proportions and details that have earned a place in an existing wardrobe. That approach keeps the focus on finding shorts that feel right rather than choosing a size or silhouette simply out of habit.

Style matters, too, especially when the goal is a pair that feels easy to make your own. Men’s shorts can look quite different depending on their proportions, the placement of visible details and the clothing paired with them. A shorter hem leaves more of the leg visible; a longer one changes the balance between the shorts and the shirt above them. Looking at the whole outfit helps make those differences clearer. A shirt worn untucked creates a different outline from one tucked at the waist, while the size and shape of footwear can influence how the hem looks. These are matters of preference rather than rules, and there is plenty of room for an individual approach. Familiar colors offer a straightforward place to begin. Think about the shirts already worn most often, whether that means muted tones, deeper shades or a mix of checks and stripes. Choosing with those pieces in mind can make a wardrobe feel more connected without making every outfit look the same. For a related look, men’s casual khaki shorts offer another direction to explore. Color is only one part of the comparison, though. Consider how prominent the pockets appear, whether the front has a simple or more detailed look, and how the waistband fits into the overall design. Product photographs can help show those visual differences, particularly when front, side and back views are provided. Measurements and written descriptions add context that a styled image cannot supply on its own. Timeless style often comes from that kind of attention: a proportion that feels familiar, details that suit personal taste and a look that does not depend on following every change in fashion. Even as the rest of a wardrobe shifts with the seasons, those preferences remain a useful foundation. There is no need for every pair to have the same character, but a clear sense of what feels like you makes comparisons more meaningful.

A closer look at product details helps round out the choice, particularly when comparing shorts that appear similar at first glance. Fabric composition, construction information and care directions belong to the individual style, so its description is the place to check those facts rather than relying on appearance or a broad category name. The word “comfortable” describes the goal, but it does not tell the whole story of how a pair will feel to every wearer. Personal preferences about fabric feel, waistband design and fit all deserve a place in the decision. Read the care information before choosing, then follow the sewn-in label when it is time to wash. Check the stated washing method, drying directions and any special instructions instead of assuming that all shorts can be treated alike. A care routine that fits comfortably into household habits is worth considering alongside size and style. For questions about durability, look for specific construction information in the product description; a photograph alone cannot establish how a pair will hold up over time. Keeping those details separate from first impressions makes for a more informed comparison. The same thoughtful approach helps when choosing men’s comfortable shorts as a gift. A partner, father, brother or friend may have clear preferences about length and fit even if those preferences rarely come up in conversation. A familiar size is helpful, but the inseam and shape of a favorite pair can be just as useful. Notice whether the recipient tends to choose a closer or roomier silhouette and whether the shorts in regular rotation share similar details. If those preferences are unknown, asking for a waist measurement and preferred length is more dependable than guessing from height alone. The appeal of a well-chosen gift is often in that quiet attention to the person receiving it. Whether selecting for yourself or someone close, bring the decision back to a few clear priorities: a comfortable fit, appealing proportions, familiar style and care requirements that are understood from the start.
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