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Men's Relaxed Fit Shirts

Find men's relaxed fit shirts with a roomier cut for a less fitted look. Browse the selection for styles that suit your wardrobe, and check each shirt’s size and fit details to help you choose the fit you prefer.

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Men's Carefree Unshrinkable Tee, Traditional Fit Short Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit Short Sleeve
A soft green cotton tee that resists shrinking, fading, and wrinkles for lasting everyday comfort.
(12,867)
$26.95 $20.99
SALE
$26.95 $20.99
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
A resilient white long-sleeve tee made of 100% cotton that resists wrinkles, shrinking, and fading.
(10,664)
$36.95 $36.95
SALE
What customers like:
Durable and well-made
High quality fabric
Variety of colors
Maintains shape and color
Comfortable fit
$36.95 $36.95
SALE
Men's Chamois Shirt, Traditional Fit
L.L.Bean Men's Chamois Shirt, Traditional Fit
A tan, heavyweight Portuguese cotton flannel shirt with exceptional softness, double-stitched seams, and unbreakable buttons.
(7,136)
$79.95 $79.95
SALE
$79.95 $79.95
SALE
Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
L.L.Bean Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
A gray heather, traditional fit tee made from 100% cotton that resists wrinkles, shrinking, and fading.
(7,068)
$26.95 $26.95
SALE
What customers like:
High quality
Durable material
Great pockets
Soft fabric
Comfortable fit
$26.95 $26.95
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve Henley
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve Henley
A resilient lake-blue henley made of 100% jersey-knit cotton that resists wrinkles, shrinking, and fading.
(6,468)
$44.95 $19.99
SALE
What customers like:
Great fit
High quality
Versatile
Comfortable
Soft fabric
$44.95 $19.99
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A tan solid cotton canvas shirt with a relaxed fit, durable stitching, and button-flap patch pockets.
(5,386)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
A bright blue, wrinkle-free cotton shirt with moisture-wicking TrueCool® fabric and a relaxed traditional fit.
(4,814)
$69.95 $49.99
SALE
What customers like:
Fits well
Good quality
Bright and vivid colors
Wrinkle-free
Lightweight
$69.95 $49.99
SALE
Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit, Long-Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit, Long-Sleeve
A gray heather long-sleeve tee made of soft, wrinkle-resistant cotton with a convenient chest pocket.
(3,527)
$36.95 $36.95
SALE
What customers like:
Easy care
Perfect fit
Durable
Good quality material
Comfortable
$36.95 $36.95
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Henley
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Henley
A delta blue henley made from 100% jersey-knit cotton, resisting wrinkles, shrinking, fading, and pilling.
(3,027)
$32.95 $32.95
SALE
What customers like:
High quality
Easy care
Durable
Comfortable
Good fit
$32.95 $32.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
A nautical blue, wrinkle-free cotton sport shirt with moisture-wicking TrueCool® fabric and a relaxed traditional fit.
(2,628)
$59.95 $59.95
SALE
What customers like:
Great fit
High quality
Wrinkle-free
Comfortable
Nice color
$59.95 $59.95
SALE
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
L.L.Bean Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe
A wrinkle-free, 100% cotton oxford shirt in French blue stripes with a relaxed traditional fit.
(2,141)
$64.95 $64.95
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Classic style
Comfortable
$64.95 $64.95
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
A gray cotton-blend chambray shirt with built-in stretch, moisture-wicking fabric, and a relaxed untucked fit.
(1,159)
$74.95 $54.99
SALE
$74.95 $54.99
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
A breathable blue plaid chambray shirt in a cotton blend with stretch and a relaxed untucked fit.
(845)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
A rugged white cotton flannel shirt with rich slub texture, brushed for extra softness and durability.
(531)
$79.95 $67.99
SALE
$79.95 $67.99
SALE
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
A breathable red cotton-blend chambray shirt with built-in stretch and a relaxed, untucked fit.
(294)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
L.L.Bean Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
A white cotton blend oxford shirt with moisture-wicking and stretch, designed for untucked wear.
(290)
$74.95 $54.99
SALE
What customers like:
Quality fabric
Versatile
Good fit
Dressy yet comfortable
Casual style
$74.95 $54.99
SALE
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
A blue striped chambray shirt in a breathable cotton blend with stretch and a relaxed untucked fit.
(267)
$74.95 $74.95
SALE
$74.95 $74.95
SALE
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
A blue cotton blend shirt with moisture-wicking fabric, perfect for untucked wear and easy care.
(0)
$59.95 $29.99
SALE
$59.95 $29.99
SALE
Men's Comfort Stretch® Chambray Shirt, Slightly Fitted Untucked Fit, Short-Sleeve, Plaid
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Slightly Fitted Untucked Fit, Short-Sleeve, Plaid
A vintage indigo plaid chambray shirt with built-in stretch, designed for comfort and untucked wear.
(0)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
L.L.Bean Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
A slightly fitted, untucked cotton blend shirt in silver birch with stylish stripes for men.
(0)
$79.95 $59.99
SALE
$79.95 $59.99
SALE
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A rugged, breathable hemp/cotton blend shirt with a slightly fitted untucked fit and vintage-inspired patterns.
(0)
$79.95 $38.99
SALE
$79.95 $38.99
SALE
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Stripe
L.L.Bean Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Stripe
A rugged gray short-sleeve shirt in a soft, breathable hemp/cotton blend with a slightly fitted untucked fit.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
L.L.Bean Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
A midweight blue cotton denim shirt with authentic workwear details and a perfectly faded, broken-in feel.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Riverton Ripstop Shirt, Long-Sleeve, Traditional Untucked Fit
L.L.Bean Men's Riverton Ripstop Shirt, Long-Sleeve, Traditional Untucked Fit
A green cotton-blend shirt featuring lightweight micro ripstop fabric, subtle texture, and a relaxed untucked fit.
(0)
$79.95 $64.99
SALE
$79.95 $64.99
SALE

Men's Relaxed Fit Shirts

Men's Relaxed Fit Shirts offer an easygoing approach to personal style, with a roomier silhouette for those who prefer their shirts less close to the body. Finding the right one starts with the fit you already enjoy: the way the shoulders sit, how much room you like through the chest and waist, and where you want the hem to fall. Relaxed fit describes the cut, not simply a larger size, so choosing your usual size is a useful starting point rather than automatically sizing up. Check each shirt’s size chart and fit description, since proportions can vary between styles. A favorite shirt from your own closet can be a helpful reference—especially one you reach for without a second thought because its shape feels right.

The details help narrow the selection from a shirt you like to one that feels like you. Consider the neckline or collar, sleeve length, pocket placement and overall proportions alongside the color or pattern. An understated design can bring a quiet, classic look, while a distinctive pattern offers a little more personality. Think about how the shirt will look with the pieces you already own rather than imagining an entirely new wardrobe around it. If you prefer an untucked look, pay particular attention to the shirt’s length and hem shape; if you usually tuck your shirts in, compare the length with a shirt that sits the way you like. Product photos are useful for seeing these details, but measurements and individual fit notes provide a clearer basis for choosing your size.

For a gift, a relaxed-fit shirt is worth considering when you know the recipient prefers a roomier cut. Start with their established preferences: the size they typically buy, the colors they return to and whether their favorite shirts have a simple or more distinctive look. Someone with a closet full of understated classics may appreciate a familiar style more than a departure from it. When possible, check the label and measurements of a shirt they already love instead of relying on size alone. Whether you’re choosing for yourself or someone close to you, take a moment to review the care instructions and finishing details before deciding. The most thoughtful choice is often the one that reflects a person’s own style—familiar enough to feel natural, with details they’ll appreciate each time they put it on.

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