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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"
Lightweight blue cotton cargo shorts with elastic comfort panels, secure pockets and a weathered pigment-dyed 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 Lakewashed® Stretch Khaki Shorts, 9"
L.L.Bean Men's Lakewashed® Stretch Khaki Shorts, 9"
A pair of tan khaki shorts in stretch cotton twill, washed for softness and easy movement.
(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"
Brown cotton shorts with an elastic drawstring waist, garment-washed softness, and convenient pockets.
(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 Tropic-Weight Cargo Shorts, Comfort Waist, 6"
L.L.Bean Men's Tropic-Weight Cargo Shorts, Comfort Waist, 6"
Men’s lightweight gray cotton cargo shorts with breathable comfort, elastic side-waist panels and multiple secure 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 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 cotton chino short with wrinkle-free fabric, hidden elastic waist and a roomy natural fit.
(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"
Yellow nylon sport shorts with UPF 50+ protection, quick-drying liner, and water-repellent fabric.
(1,374)
$44.95 $29.99
SALE
What customers like:
High quality
Attractive design
Fast-drying material
Comfortable
Good fit
$44.95 $29.99
SALE
Men's Cresta Shorts, 10"
L.L.Bean Men's Cresta Shorts, 10"
A pair of blue nylon-blend hiking shorts with two-way stretch, UPF 50+ protection, and quick-drying comfort.
(1,301)
$74.95 $74.95
SALE
What customers like:
Quick drying
Good quality
Lightweight
Nice pockets with zippers
Comfortable fit
$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 blue pair of multisport shorts offers stretch, quick-dry comfort and UPF 50+ protection.
(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 pair of gray nylon shorts with stretch, quick-drying fabric, and 97.5% sun protection.
(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 Sport Shorts with SUPPLEX® fabric, 6"
L.L.Bean Men's Sport Shorts with SUPPLEX® fabric, 6"
Blue nylon sport shorts with UPF 50+ protection, quick-drying mesh liner, pockets, and adjustable drawstring waist.
(1,262)
$44.95 $37.99
SALE
$44.95 $37.99
SALE
Men's Tropicwear Zip-Leg Pants
L.L.Bean Men's Tropicwear Zip-Leg Pants
A lightweight gray nylon pant with zip-off legs, stretch comfort, quick-drying fabric, and 97.5% sun protection.
(240)
$99.95 $64.99
SALE
What customers like:
Versatile convertible design
Ample pockets
Durable material
Quick-drying
Comfortable fit
$99.95 $64.99
SALE
Men's L.L.Bean Multisport Shorts, 7"
L.L.Bean Men's L.L.Bean Multisport Shorts, 7"
A blue multisport short with stretch, quick-drying recycled fabric and UPF 50+ protection.
(274)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's BeanFlex® Corduroy Shorts, 7"
L.L.Bean Men's BeanFlex® Corduroy Shorts, 7"
Men's blue corduroy shorts with built-in stretch, extra-soft midweight cotton blend, and a buttoned back pocket.
(0)
$69.95 $24.99
SALE
$69.95 $24.99
SALE
Men's Everyday Poplin Shorts, Standard Fit, 8"
L.L.Bean Men's Everyday Poplin Shorts, Standard Fit, 8"
A lightweight pair of gray cotton-blend shorts with stretch for easy movement and everyday comfort.
(0)
$64.95 $44.99
SALE
$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 blue cotton-blend corduroy shorts with wide wales, an elastic drawstring waist, and stretch.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's VentureStretch Chino Shorts, 7"
L.L.Bean Men's VentureStretch Chino Shorts, 7"
A pair of gray shorts in stretch nylon with UPF 50+, water resistance, and gusseted mobility.
(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"
Red hybrid shorts in a stretchy recycled nylon-spandex blend, with quick-drying, water-repellent fabric and UPF 50+ protection.
(0)
$69.95 $34.99
SALE
$69.95 $34.99
SALE
Men's Mountainside Ripstop Shorts, 8"
L.L.Bean Men's Mountainside Ripstop Shorts, 8"
A pair of green ripstop shorts in stretch cotton-nylon fabric with moisture-wicking, quick-drying performance.
(0)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's Comfort Stretch® Chino Shorts, 8"
L.L.Bean Men's Comfort Stretch® Chino Shorts, 8"
A pair of orange chino shorts in breathable cotton-COOLMAX® fabric with built-in stretch and moisture-wicking comfort.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 8"
L.L.Bean Men's Comfort Stretch Performance® Everywhere Chino Shorts, 8"
Green chino shorts in a soft cotton-nylon-spandex blend, offering lightweight stretch comfort and abrasion resistance.
(0)
$74.95 $74.95
SALE
$74.95 $74.95
SALE
Men's Field Chino Shorts, 7"
L.L.Bean Men's Field Chino Shorts, 7"
A tan cotton-blend chino short with durable stretch twill, garment-washed softness, and a rugged everyday feel.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Sunwashed Khaki Shorts, 7"
L.L.Bean Men's Sunwashed Khaki Shorts, 7"
A pair of men's blue khaki shorts in soft cotton-blend twill with comfortable stretch.
(0)
$64.95 $64.95
SALE
$64.95 $64.95
SALE
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 6"
L.L.Bean Men's Comfort Stretch Performance® Everywhere Chino Shorts, 6"
Men’s green chino shorts in stretch cotton-nylon twill with abrasion resistance and a soft, lightweight feel.
(0)
$74.95 $74.95
SALE
$74.95 $74.95
SALE
Men's VentureStretch Five-Pocket Shorts, 9"
L.L.Bean Men's VentureStretch Five-Pocket Shorts, 9"
A pair of gray men's shorts with nylon blend, UPF 50+, water resistance and five-pocket utility.
(0)
$69.95 $44.99
SALE
$69.95 $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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