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Men's Relaxed Fit Lounge Shorts

Find men's relaxed fit lounge shorts with a roomy silhouette and easygoing style. As you browse the selection, check each pair’s sizing, length and care details to choose the lounge shorts that suit your preferences.

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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 lightweight blue cotton cargo short with elastic side panels, roomy pockets and weathered finish.
(3,006)
$54.95 $54.95
SALE
What customers like:
High quality
Perfect fit
Lightweight
Deep pockets
Comfortable
$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 lightweight blue cotton shorts with a comfort waist, breathable fabric and cargo pockets.
(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 Lakewashed® Stretch Khaki Shorts, 9"
L.L.Bean Men's Lakewashed® Stretch Khaki Shorts, 9"
A pair of navy khaki shorts in washed cotton twill with a 9" inseam and added stretch.
(1,676)
$59.95 $39.99
SALE
What customers like:
High quality
Durable
Comfortable
Good fit
Breathable
$59.95 $39.99
SALE
Men's Dock Shorts, 8"
L.L.Bean Men's Dock Shorts, 8"
A brown, garment-washed organic cotton shorts with an adjustable drawstring waist and easy pull-on comfort.
(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 blue, wrinkle-free cotton short with a hidden comfort waist, roomy fit, and durable, easy-care construction.
(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 blue nylon sport short with UPF 50+ protection, quick-drying fabric, mesh liner and adjustable drawstring.
(1,374)
$44.95 $37.99
SALE
What customers like:
High quality
Attractive design
Fast-drying material
Versatile use
Comfortable fit
$44.95 $37.99
SALE
Men's Cresta Shorts, 10"
L.L.Bean Men's Cresta Shorts, 10"
A blue nylon-blend short with two-way stretch, UPF 50+ protection, quick-drying fabric, and zippered pockets.
(1,301)
$74.95 $74.95
SALE
What customers like:
Secure zippered pockets
Durable and practical design
Comfortable fit
Lightweight and quick drying
Attractive color and appearance
$74.95 $74.95
SALE
Men's Sport Shorts with SUPPLEX® fabric, 6"
L.L.Bean Men's Sport Shorts with SUPPLEX® fabric, 6"
A blue, lightweight nylon short with UPF 50+ protection, quick-drying liner, water-repellent fabric and versatile pockets.
(1,262)
$44.95 $37.99
SALE
$44.95 $37.99
SALE
Men's L.L.Bean Multisport Shorts, 9"
L.L.Bean Men's L.L.Bean Multisport Shorts, 9"
A gray synthetic short with stretch, quick-dry comfort, UPF 50+ sun protection, and secure zippered pockets.
(1,176)
$64.95 $64.95
SALE
What customers like:
Quick-dry fabric
Lightweight comfort
Versatile design
Great fit and style
Water resistance
$64.95 $64.95
SALE
Men's Tropicwear Shorts, 9"
L.L.Bean Men's Tropicwear Shorts, 9"
A gray nylon-stretch short with sun protection, moisture-wicking quick-drying fabric, pockets, and a removable belt.
(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 blue synthetic short with stretch, quick-dry comfort, UPF 50+ protection, and secure zippered storage.
(274)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Tropicwear Zip-Leg Pants
L.L.Bean Men's Tropicwear Zip-Leg Pants
A gray nylon-stretch pant with zip-off legs, moisture-wicking fabric, 97.5% sun protection, and multiple pockets.
(240)
$99.95 $74.99
SALE
What customers like:
Lightweight and breathable
Durable and quick-drying
Versatile convertible design
Ample pockets
Comfortable fit
$99.95 $74.99
SALE
Men's Mountainside Ripstop Shorts, 8"
L.L.Bean Men's Mountainside Ripstop Shorts, 8"
A blue cotton-nylon-spandex blend short with stretch, moisture-wicking performance, abrasion resistance, and UPF 50+ 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 tan performance canvas short with stretch comfort, durable abrasion resistance, and a soft cotton-TENCEL Lyocell blend.
(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 gray cotton-blend chino short with durable stretch twill, garment-washed softness, and versatile everyday styling.
(0)
$69.95 $54.99
SALE
$69.95 $54.99
SALE
Men's Comfort Stretch® Chino Shorts, 8"
L.L.Bean Men's Comfort Stretch® Chino Shorts, 8"
A soft, breathable orange cotton blend with COOLMAX® fabric and stretch for moisture-wicking comfort.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 6"
L.L.Bean Men's Comfort Stretch Performance® Everywhere Chino Shorts, 6"
A gray pair of performance chino shorts in a stretch cotton-nylon blend for flexible, durable comfort.
(0)
$74.95 $74.95
SALE
$74.95 $74.95
SALE
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 8"
L.L.Bean Men's Comfort Stretch Performance® Everywhere Chino Shorts, 8"
A blue, lightweight cotton-nylon blend short with stretch, abrasion resistance, and a soft washed finish.
(0)
$74.95 $49.99
SALE
$74.95 $49.99
SALE
Men's Sunwashed Khaki Shorts, 7"
L.L.Bean Men's Sunwashed Khaki Shorts, 7"
A green cotton-blend short with stretch, peached softness, durable twill, and versatile everyday styling.
(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 gray peached cotton-blend shorts with stretch, softness, durability, and versatile everyday styling.
(0)
$64.95 $64.95
SALE
$64.95 $64.95
SALE
Men's VentureStretch Five-Pocket Shorts, 9"
L.L.Bean Men's VentureStretch Five-Pocket Shorts, 9"
A blue pair of nylon-spandex shorts with stretch, water-repellent finish, UPF 50+ protection, and zippered pocket.
(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 blue pair of soft, stretchy cotton-blend corduroy shorts designed for comfortable everyday movement.
(0)
$69.95 $24.99
SALE
$69.95 $24.99
SALE
Men's VentureStretch Chino Shorts, 7"
L.L.Bean Men's VentureStretch Chino Shorts, 7"
A gray nylon-spandex blend short with water resistance, UPF 50+ protection and gusseted freedom of movement.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Access Trail Shorts, 9"
L.L.Bean Men's Access Trail Shorts, 9"
A tan, ultralight nylon-spandex short with quick-drying stretch, UPF 50+ protection, and gusseted freedom of movement.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE

Men's Relaxed Fit Lounge Shorts

Men’s relaxed fit lounge shorts bring a laid-back shape to a familiar part of the wardrobe: the clothes chosen when there is room in the day to settle in and take things at an easier pace. A relaxed fit generally describes a roomier cut rather than a close-fitting silhouette, although the exact proportions depend on the style. That distinction matters because relaxed does not necessarily mean oversized. The waist measurement, the shape through the seat and thigh, and the length all contribute to how a pair looks and feels on the person wearing it. Two pairs labeled with the same size can have different proportions, making the size chart and fit description more useful than the size label alone. For someone who prefers a little more room through the thigh, the cut may be the starting point; for someone with a favorite shorts length, the inseam may be the detail that makes the choice feel familiar. An inseam measures the inside leg from the crotch seam to the hem, while the rise describes the distance between the crotch and waistband. Together, those measurements help explain why shorts with the same inseam can sit differently on different people. A hem that falls above the knee on one man may land closer to the knee on another, depending on height, leg length, and where the waistband rests. These are useful distinctions within a category that can look straightforward at first glance. The appeal is not a single prescribed shape, but a relaxed fit that still feels right for an individual’s proportions and preferences. Whether the preferred look is neatly understated or more generously cut, lounge shorts belong to the quieter side of getting dressed, where familiar proportions and personal taste matter more than making a statement.

Lounging looks different from one household to the next. It might mean reading a few chapters in a favorite chair, sharing the couch for a family movie, or sitting at the kitchen table over a crossword after breakfast. Men’s relaxed fit lounge shorts fit the theme of those unhurried moments without requiring a complete change in personal style. Someone who usually favors simple, coordinated clothing may prefer the same approach to loungewear, while someone who enjoys a more informal look may be drawn to a different length or a fuller silhouette. Proportion is a useful part of that picture: a loosely cut top and relaxed shorts create a different overall outline than a straighter top paired with the same shorts. Neither approach needs to be complicated, and the most familiar combinations often reflect clothes already in the wardrobe. Color and pattern preferences can be just as personal. A person who usually reaches for understated shades may appreciate keeping that consistency, while someone who enjoys expressive clothing may want loungewear that reflects it. The broader Lounge Shorts category offers another place to consider the overall look alongside the men’s relaxed fit theme. Within any selection, details such as the stated inseam, waist construction, and pocket layout are worth distinguishing rather than assuming they are identical across styles. A drawstring, an elastic waist, or pockets should be confirmed in the individual description, not inferred from the word “lounge.” Preferences about those details often come from ordinary habits, including where someone likes the waistband to sit or whether pockets are part of a favorite pair’s appeal. Those small distinctions make loungewear feel personal. The category is less about putting together a special outfit than finding the shape and details that belong naturally among the clothes someone enjoys wearing during downtime.

Thoughtful selection also includes the details that are less visible in a photograph. Fabric composition and care directions belong to the individual style, so a relaxed fit label alone does not establish what a pair is made from or how it should be washed. The listed composition gives a clearer starting point for shoppers with an established material preference, while the care label explains the washing and drying routine for that particular garment. Familiarity can be helpful here: a favorite pair already in the drawer provides a reference for measurements, proportions, and care preferences, even when the next pair is not intended to be an exact match. Durability deserves the same attention to specifics. A relaxed silhouette is a description of fit, not a promise about how a garment will hold up, and expectations about wear should rest on the construction information and care directions supplied for the style. For shoppers building a small loungewear wardrobe, that practical context matters alongside appearance. Clothing that requires a care routine someone is willing to follow is a more considered choice than clothing selected on looks alone. Men’s relaxed fit lounge shorts can also be a personal gift for a partner, father, brother, or adult son who already enjoys this style of loungewear. The most useful clues are often simple ones: his usual size, the length he tends to choose, and whether he prefers a fuller or more restrained silhouette. A gift does not need to introduce a completely different look to feel thoughtful; recognizing an existing preference can be meaningful in its own way. When fit information is available, measurements from a pair he already likes can offer more context than guessing from height alone. For personal shopping and gifting alike, the strongest starting point is the same: a clear understanding of the wearer’s preferences, attention to the individual garment’s details, and an appreciation for the everyday place that relaxed lounge shorts hold in a familiar wardrobe.
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