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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 Tropic-Weight Cargo Shorts, Comfort Waist, 10"
L.L.Bean Men's Tropic-Weight Cargo Shorts, Comfort Waist, 10"
A lightweight green cotton cargo short with elastic comfort panels, secure pockets, and breathable tropical-weight fabric.
(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 lightweight, breathable gray cotton short with elastic side panels and roomy 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 gray washed cotton-twill shorts with 2% spandex stretch, breathable comfort, and front and back pockets.
(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 blue, garment-washed organic cotton twill short with an elastic drawstring waist and convenient pockets.
(1,664)
$49.95 $49.95
SALE
What customers like:
Lightweight fabric
High quality
Versatile design
Flattering color
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 brown, wrinkle-free 100% cotton chino short with a hidden comfort waist and roomy natural fit.
(1,377)
$54.95 $54.95
SALE
What customers like:
Wrinkle-proof fabric
High quality
Perfect fit
Comfortable waistband
Durable
$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 yellow nylon sport short with UPF 50+ protection, quick-drying fabric, mesh liner, and versatile pockets.
(1,374)
$44.95 $44.95
SALE
$44.95 $44.95
SALE
Men's Cresta Shorts, 10"
L.L.Bean Men's Cresta Shorts, 10"
A gray, lightweight nylon-spandex hiking short with UPF 50+ protection, stretch comfort, and secure zippered pockets.
(1,301)
$74.95 $74.95
SALE
What customers like:
Practical zippered pockets
Durable quality
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 gray nylon adventure short with UPF 50+, quick-drying fabric, mesh liner and convenient drainage pockets.
(1,262)
$44.95 $37.99
SALE
What customers like:
Perfect fit
Durable
Versatile
Quick-drying
Comfortable
$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 blue, quick-drying stretch short with 50% recycled polyester, UPF 50+ protection and zippered security pocket.
(1,176)
$64.95 $64.95
SALE
What customers like:
Quick-dry fabric
Lightweight shorts
Great looks
Versatile
Comfortable
$64.95 $64.95
SALE
Men's Tropicwear Shorts, 9"
L.L.Bean Men's Tropicwear Shorts, 9"
A gray nylon-and-spandex short with stretch, sun protection, quick-drying moisture-wicking fabric, and multiple pockets.
(372)
$74.95 $74.95
SALE
What customers like:
Stylish look
Secure pockets
Lightweight material
Good fit
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, quick-drying stretch short with recycled polyester, Sorona® fabric, UPF 50+ protection, and secure pockets.
(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 Tropicwear Zip-Leg Pants
L.L.Bean Men's Tropicwear Zip-Leg Pants
A gray nylon-stretch pant converting to shorts with moisture-wicking, quick-drying fabric and 97.5% UV protection.
(240)
$99.95 $74.99
SALE
What customers like:
Versatile convertible design
Ample pockets
Durable material
Quick-drying
Comfortable fit
$99.95 $74.99
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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