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Men's Stretch Shorts

Find men's stretch shorts with the give you want in a style that suits you. Explore the selection, comparing length, fit and pocket details, and check each pair’s fabric and sizing information to help narrow down your choices.

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Men's Vacationland Stretch Swim Trunks, 8"
L.L.Bean Men's Vacationland Stretch Swim Trunks, 8"
A blue four-way stretch swim trunk with UPF 50+ protection, quick-dry fabric, and built-in liner.
(115)
$59.95 $39.99
SALE
What customers like:
Supportive liner
Durable fabric
Ideal length
Good value
Comfortable fit
$59.95 $39.99
SALE
Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"
L.L.Bean Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"
A pair of lightweight, breathable 100% cotton cargo shorts with elastic side panels in dusty olive.
(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 vintage indigo cargo shorts made from breathable 100% cotton with a comfortable elastic waist.
(2,011)
$54.95 $54.95
SALE
What customers like:
Lightweight fabric
High quality
Ample pockets
Durable material
Comfortable fit
$54.95 $54.95
SALE
Men's Dock Shorts, 8"
L.L.Bean Men's Dock Shorts, 8"
A casual pull-on short in coastal dune, made from 100% organic cotton twill with an 8" inseam.
(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 Sport Shorts with SUPPLEX® fabric, 8"
L.L.Bean Men's Sport Shorts with SUPPLEX® fabric, 8"
A versatile pair of black nylon sport shorts with UPF 50+ protection and quick-drying fabric.
(1,374)
$44.95 $44.95
SALE
What customers like:
Attractive appearance
High quality material
Quick-drying fabric
Versatile design
Comfortable fit
$44.95 $44.95
SALE
Men's Cresta Shorts, 10"
L.L.Bean Men's Cresta Shorts, 10"
A durable blue 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 Sport Shorts with SUPPLEX® fabric, 6"
L.L.Bean Men's Sport Shorts with SUPPLEX® fabric, 6"
A versatile pair of blue nylon sport shorts featuring quick-drying, UPF 50+ SUPPLEX® fabric and mesh liner.
(1,262)
$44.95 $44.95
SALE
$44.95 $44.95
SALE
Men's L.L.Bean Multisport Shorts, 9"
L.L.Bean Men's L.L.Bean Multisport Shorts, 9"
A pair of classic black, quick-dry, stretch shorts with UPF 50+ protection and multiple pockets.
(1,176)
$64.95 $64.95
SALE
What customers like:
Great fit
Quick-dry fabric
Lightweight
Versatile
Comfortable
$64.95 $64.95
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 pair of carbon navy workout shorts with 7" inseam, featuring quick-dry, UPF 50+ fabric and stretch comfort.
(274)
$64.95 $64.95
SALE
What customers like:
Wrinkle-resistant
Perfect fit
Lightweight
Comfortable material
Deep pockets
$64.95 $64.95
SALE
Men's Tropicwear Zip-Leg Pants
L.L.Bean Men's Tropicwear Zip-Leg Pants
A versatile gray pant-to-short convertible with sun protection, moisture-wicking nylon, and multiple pockets.
(240)
$99.95 $74.99
SALE
What customers like:
Lightweight and breathable
Durable and quick-drying
Versatile convertible design
Ample pocket space
Comfortable fit
$99.95 $74.99
SALE
Men's No Fly Zone Zip-Off Pants
L.L.Bean Men's No Fly Zone Zip-Off Pants
A pair of briar-colored nylon pants that repel insects, offer UPF 50+ protection, and convert to shorts.
(101)
$110 $110
SALE
What customers like:
Lightweight
Excellent quality
Stylish
Comfortable
Good fit
$110 $110
SALE

Men's Stretch Shorts

Men's Stretch Shorts bring a familiar wardrobe essential together with the appeal of stretch, with plenty of room to find a style that feels like your own. A good place to start is with the shorts you already reach for most often: the length you like, the cut that suits you and the colors that work with your favorite shirts. Those everyday preferences can be more helpful than choosing by size alone. Compare the listed inseam with a pair you own, and look closely at how the cut is described through the seat and thigh. If you prefer a little more room, let the fit—not just the presence of stretch—guide your choice. The goal is a pair that feels right for your style, whether you favor a classic, neatly tailored look or a more relaxed silhouette.

The smaller details are worth a closer look as you compare options. Waistband construction, closure style, belt loops and pocket placement can all influence which pair you prefer, so check the individual descriptions rather than assuming every style is alike. Stretch is one part of the decision, but it doesn't replace checking measurements or understanding the cut. Inseam length deserves particular attention: even a modest difference can change where the hem falls and the overall proportions of an outfit. For color, take a cue from what's already in your dresser. A shade that pairs naturally with several favorite shirts offers a straightforward starting point, while a different color can add variety without changing the look you enjoy. Think of that familiar stack of clothes you return to each week; choosing with those pieces in mind makes it easier to narrow the assortment to shorts that belong in your wardrobe.

Men's stretch shorts can also make a thoughtful gift when you know someone's preferences well. The most useful clues are often simple ones: a favorite inseam, a usual waist size, a preference for belt loops or the colors they consistently choose. A partner, dad, brother or friend who has a clear sense of personal style may appreciate a pair that reflects those habits more than one that asks them to try an entirely different look. If you're comparing sizes, use the measurements supplied for each style rather than relying on the size of an unrelated garment. Before making a final choice, review the care instructions and any fit notes, too. Whether you're selecting a gift or adding to your own collection, a little attention to those practical details helps make the choice feel considered and personal.

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