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Casual Shirts For Older Men

Find casual shirts for older men with timeless style and an easygoing look. Browse the selection for styles that complement your wardrobe, and check each shirt’s fit, size options and care instructions to help choose the right one for you.

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Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
A green cotton blend shirt with moisture-wicking stretch, perfect for untucked casual wear.
(1,214)
$69.95 $49.99
SALE
What customers like:
Great fit
High quality
Attractive color
Versatile design
Excellent comfort
$69.95 $49.99
SALE
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
A wrinkle-free white oxford shirt with a traditional fit, crafted from 100% cotton for ultimate comfort.
(3,567)
$64.95 $64.95
SALE
What customers like:
Great fit
High quality
Wrinkle-free
Versatile
Comfortable
$64.95 $64.95
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 short-sleeve orange check shirt crafted from wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.
(2,628)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
A navy blue, long-sleeve tee made of 100% cotton that resists shrinking, fading, and pilling.
(10,664)
$36.95 $36.95
SALE
What customers like:
Durable and well-made
Variety of colors
Maintains shape and color
High-quality fabric
Comfortable fit
$36.95 $36.95
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit Short Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit Short Sleeve
A charcoal heather tee made of 100% cotton, resisting wrinkles, shrinking, fading, and pilling.
(12,867)
$26.95 $26.95
SALE
What customers like:
Great fit
High quality
Durable
Versatile
Comfortable
$26.95 $26.95
SALE
Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
L.L.Bean Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
A delta blue, traditional fit tee made of 100% cotton, resisting wrinkles, shrinking, fading, and pilling.
(7,068)
$26.95 $26.95
SALE
What customers like:
High quality
No shrinkage
Durable material
Great color options
Comfortable fit
$26.95 $26.95
SALE
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
A charcoal heather flannel shirt with sheepskin shearling lining, offering superior softness and traditional fit.
(8,393)
$79.95 $79.95
SALE
What customers like:
Beautiful design
Roomy fit
Warmth
Durable
Superior softness
$79.95 $79.95
SALE
Men's Premium Double L® Polo, Long-Sleeve Without Pocket
L.L.Bean Men's Premium Double L® Polo, Long-Sleeve Without Pocket
A long-sleeve red cotton polo that resists wrinkling, fading, shrinking, and pilling for lasting comfort.
(5,065)
$54.95 $44.99
SALE
What customers like:
Retains shape and color after washing
Durable and long lasting
High quality material and construction
Comfortable and soft
Excellent fit and true to size
$54.95 $44.99
SALE
Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket
L.L.Bean Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket
A blue solid cotton polo with a no-roll collar, tonal herringbone details, and a chest pocket.
(2,956)
$44.95 $44.95
SALE
$44.95 $44.95
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 Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
A blue, wrinkle-free cotton shirt with a tattersall pattern, offering a nearly custom traditional fit.
(2,091)
$79.95 $79.95
SALE
What customers like:
Durable construction
Wrinkle-free quality
High-quality materials
Professional look
Comfortable fit
$79.95 $79.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
A red check button-down shirt made from wrinkle-free, moisture-wicking cotton poplin for lasting comfort.
(1,619)
$69.95 $44.99
SALE
What customers like:
No ironing required
Attractive color and style
High-quality construction
Wrinkle-free fabric
Comfortable fit
$69.95 $44.99
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 green chambray shirt with stretch, moisture-wicking cotton blend, perfect for untucked casual wear.
(1,159)
$74.95 $54.99
SALE
What customers like:
High quality material
Well made
Good stretch
Soft fabric
Comfortable fit
$74.95 $54.99
SALE
Men's Chamois Shirt, Traditional Fit, Plaid
L.L.Bean Men's Chamois Shirt, Traditional Fit, Plaid
A heavy-weight apple cinnamon plaid flannel shirt, made from 7.5 oz. Portuguese cotton for exceptional softness.
(7,285)
$84.95 $84.95
SALE
What customers like:
Well-made and durable
Exceptional softness
High quality
Warm and cozy
Attractive color and pattern
$84.95 $84.95
SALE
Men's Chamois Shirt, Traditional Fit
L.L.Bean Men's Chamois Shirt, Traditional Fit
A heavyweight charcoal gray heather flannel shirt made from 7.5 oz. Portuguese cotton for exceptional warmth.
(7,136)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Warmth
Great appearance
Comfortable
$79.95 $79.95
SALE
Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley
L.L.Bean Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley
A brown wool-blend Henley with duofold construction for warmth and a relaxed, traditional fit.
(6,147)
$79.95 $67.99
SALE
What customers like:
Soft material
Warm and cozy
High quality and durable
Versatile for cold weather
Comfortable fit
$79.95 $67.99
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A prewashed 100% cotton canvas shirt in bay leaf, featuring a relaxed fit and durable double-needle stitching.
(5,386)
$69.95 $69.95
SALE
What customers like:
High quality
Durable construction
Versatile for spring and fall
Great color options
Comfortable fit
$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 yellow checked cotton shirt offering wrinkle-free performance, moisture-wicking comfort, and a relaxed traditional fit.
(4,814)
$69.95 $58.99
SALE
What customers like:
Wrinkle-free and easy care
Comfortable and lightweight
Excellent fit and sizing
High quality and durable
Classic, attractive design
$69.95 $58.99
SALE
Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
L.L.Bean Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
A supersoft, fleece-lined flannel shirt in coal plaid, offering a relaxed fit and cozy warmth.
(4,535)
$99.95 $99.95
SALE
What customers like:
Quality
Comfort
Warmth
Softness
Versatility
$99.95 $99.95
SALE
Men's Carefree Unshrinkable Mockneck Shirt
L.L.Bean Men's Carefree Unshrinkable Mockneck Shirt
A charcoal heather mockneck shirt made of 100% cotton that resists shrinking, fading, and wrinkling.
(2,952)
$44.95 $44.95
SALE
What customers like:
Perfect fit
Excellent quality
Durability
Comfortable
Good style
$44.95 $44.95
SALE
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
A wrinkle-free white cotton shirt offering a relaxed traditional fit and ultrasmooth finish.
(2,511)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Professional look
Versatile
$79.95 $79.95
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
A soft, prewashed orange cotton canvas shirt with a relaxed fit and durable double-needle stitching.
(1,629)
$59.95 $50.99
SALE
What customers like:
Versatile and stylish
Perfect fit and true to size
Durable and sturdy
Soft and high-quality fabric
Comfortable to wear
$59.95 $50.99
SALE
Men's Tropicwear Shirt, Long-Sleeve
L.L.Bean Men's Tropicwear Shirt, Long-Sleeve
A white long-sleeve shirt with UPF 50+ protection, built-in stretch, and wrinkle-free fabric.
(980)
$74.95 $74.95
SALE
$74.95 $74.95
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve
A green short-sleeve chambray shirt with moisture-wicking cotton blend and comfortable stretch.
(625)
$59.95 $39.99
SALE
$59.95 $39.99
SALE

Casual Shirts For Older Men

Casual Shirts For Older Men starts with a straightforward idea: personal style doesn’t come with an age limit. Some men have reached for the same kind of collar for decades; others enjoy finding a different pattern or adding a little more color to the closet. The right choice respects those preferences rather than prescribing a certain look. When browsing, consider the shirts that already get the most attention in his wardrobe. They might share a simple stripe, a small-scale check, a familiar shade of blue or an understated solid color. Those details offer a useful starting point, whether you’re choosing for yourself or someone you know well. A shirt doesn’t have to be a departure to feel like a worthwhile addition. Sometimes, a fresh take on a longtime favorite is exactly what’s wanted.

Look beyond the size label when comparing casual shirts. Shoulder placement, sleeve length and the shape through the body all deserve a closer look, and individual size charts and fit descriptions can help clarify the differences. An older favorite laid flat on a table can be a useful reference when measurements are available. Think about preferences at the collar and hem, too: a man who likes his shirts tucked in may make a different choice from someone who prefers an untucked look. Product photos can help show the overall proportions, while the individual listing is the place to check measurements and details. Rather than assuming that a particular cut is right for every older man, let his own preferences lead. The goal is a shirt that feels like his choice, not someone else’s idea of how he should dress.

For a gift, familiarity can be more thoughtful than surprise. Notice whether he gravitates toward button-down collars, favors shirts with a chest pocket or consistently chooses smaller patterns over bold ones. Picture the row of shirts in his closet and consider what would belong there without simply repeating what he already owns. A color related to his favorites or a subtly different check can make the selection personal without asking him to change his style. If you’re shopping for yourself, take the same approach: compare what you like about your current shirts with what you’d prefer to change. Review each item’s care instructions before deciding, and choose according to the routine you actually want to keep. A well-considered casual wardrobe leaves plenty of room for individual taste, whether that means quiet, classic choices or a little more color.

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