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Men's Long Sleeve Button Downs

Find men's long sleeve button downs with timeless style for your wardrobe. Browse the selection of button-front shirts, compare the looks you like, and check each shirt’s fit and sizing details to help choose the right one for you.

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Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
A red check button-down shirt made from wrinkle-free, moisture-wicking 100% cotton poplin for lasting comfort.
(4,814)
$69.95 $69.95
SALE
What customers like:
Comfortable fit and feel
Classic, versatile style
High quality and durable fabric
Wrinkle-free and easy care
Attractive color and pattern options
$69.95 $69.95
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A cadet blue, 100% cotton canvas shirt with a relaxed fit and durable double-needle stitching.
(5,386)
$69.95 $69.95
SALE
What customers like:
High quality
Durable
Comfortable
Good fit
Nice color
$69.95 $69.95
SALE
Men's Tropicwear Shirt, Plaid Long-Sleeve
L.L.Bean Men's Tropicwear Shirt, Plaid Long-Sleeve
A blue plaid long-sleeve shirt with UPF 50+ protection and built-in stretch for comfort.
(159)
$79.95 $59.99
SALE
What customers like:
Effective sun protection
High quality
Attractive appearance
Cool and comfortable fabric
Good fit
$79.95 $59.99
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, 100% cotton oxford shirt in French blue with a relaxed traditional fit.
(3,567)
$64.95 $64.95
SALE
What customers like:
High quality
Wrinkle-free
Durable
Stylish appearance
Comfortable fit
$64.95 $64.95
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 traditional, relaxed 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 Scotch Plaid Flannel Shirt, Traditional Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Traditional Fit
An indigo tartan flannel shirt made from high-quality Portuguese cotton with a relaxed traditional fit.
(20,377)
$59.95 $59.95
SALE
What customers like:
Perfect fit
Well-made
Softness
Warmth
Comfortable
$59.95 $59.95
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 oxford shirt in 100% cotton with a traditional fit and durable buttons.
(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 Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
L.L.Bean Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
A slim-fit green plaid flannel shirt crafted from soft, garment-washed Portuguese cotton for vintage comfort.
(1,273)
$89 $75.99
SALE
What customers like:
Warm and heavyweight material
Soft and comfortable fabric
Flattering slim fit
Attractive color and pattern
High quality construction
$89 $75.99
SALE
Men's Tropicwear Shirt, Long-Sleeve
L.L.Bean Men's Tropicwear Shirt, Long-Sleeve
A long-sleeve, UPF 50+ shirt in dusty sage with built-in stretch and excellent venting.
(980)
$74.95 $74.95
SALE
What customers like:
Great fit
Light and comfortable wear
Good quality
Sun protection
Versatility
$74.95 $74.95
SALE
Men's Signature Denim Workshirt
L.L.Bean Men's Signature Denim Workshirt
A rugged, midweight 100% cotton denim workshirt in dark indigo, perfect for versatile, untucked wear.
(0)
$130 $109.99
SALE
$130 $109.99
SALE
Men's Cloud Gauze Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Cloud Gauze Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A superlight green long-sleeve shirt made from breathable, crinkled 100% cotton gauze.
(0)
$69.95 $34.99
SALE
$69.95 $34.99
SALE
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slightly Fitted
A slightly fitted flannel shirt in authentic Scottish tartans, crafted from high-quality Portuguese cotton.
(6,433)
$59.95 $59.95
SALE
What customers like:
Quality construction
Perfect fit
Softness
Warmth
Comfortable
$59.95 $59.95
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 tattersall shirt made from 100% cotton with a wrinkle-free, ultrasmooth finish for all-day comfort.
(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 Scotch Plaid Flannel Shirt, Slim Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slim Fit
A slim-fit flannel shirt crafted from 100% Portuguese cotton in authentic, yarn-dyed Scottish tartans.
(1,791)
$59.95 $59.95
SALE
What customers like:
Attractive colors and patterns
Warm and cozy
Soft and comfortable fabric
Flattering slim fit
High quality construction
$59.95 $59.95
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
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
A green cotton blend shirt with built-in stretch, perfect for untucked wear and easy movement.
(1,214)
$69.95 $49.99
SALE
What customers like:
Great fit
High quality
Versatile design
Excellent comfort
Soft fabric
$69.95 $49.99
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 breathable brown chambray shirt in a cotton blend with stretch and a relaxed untucked fit.
(1,159)
$74.95 $74.95
SALE
$74.95 $74.95
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 moisture-wicking comfort.
(267)
$74.95 $62.99
SALE
What customers like:
Easy to care for
Stylish design
Breathable and stretchy
Great fabric quality
Comfortable fit
$74.95 $62.99
SALE
Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
L.L.Bean Men's Sunwashed Denim Shirt, Slightly Fitted Untucked Fit
A blue 100% cotton denim shirt with authentic workwear details and a comfortable, broken-in feel.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
L.L.Bean Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
A blue cotton-blend chambray shirt with moisture-wicking stretch fabric and a slightly fitted untucked fit.
(0)
$64.95 $64.95
SALE
$64.95 $64.95
SALE
Men's Sunwashed Corduroy Shirt, Slightly Fitted Untucked Fit
L.L.Bean Men's Sunwashed Corduroy Shirt, Slightly Fitted Untucked Fit
A superlight white corduroy shirt made from 100% cotton with a vintage look and untucked fit.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
A green plaid cotton-blend shirt featuring moisture-wicking stretch chambray and a slightly fitted untucked design.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Comfort Stretch Performance® Seersucker Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's Comfort Stretch Performance® Seersucker Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
A blue plaid seersucker shirt in a moisture-wicking cotton blend with built-in stretch for comfort.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Long-Sleeve, Slim Fit, Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Long-Sleeve, Slim Fit, Check
A slim-fit, wrinkle-free cotton sport shirt in purple check with moisture-wicking TrueCool® fabric.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE

Men's Long Sleeve Button Downs

Men’s long sleeve button downs bring a familiar, put-together look to a wardrobe without making personal style complicated. A collar, a buttoned front and long sleeves give this shirt category its recognizable character, while differences in proportion, color and pattern leave plenty of room for individual taste. The appeal is in that balance: a shirt can look classic without feeling overly formal, and familiar without looking exactly like every other shirt in the closet. In traditional shirt terminology, “button-down” refers to a collar with points that fasten to the shirt; “button-front” describes the opening down the front. The terms are often used interchangeably when shopping, so collar photos and individual descriptions are helpful when that distinction matters. Beyond the terminology, the strongest starting point is the look someone already enjoys wearing. An understated shirt can sit quietly alongside favorite pants, while a more noticeable pattern can become the main feature of an otherwise simple outfit. Color offers another way to make the choice personal. A shade that echoes the rest of a wardrobe is easy to picture in familiar combinations, whether that means darker pants and a matching belt or a lighter, more relaxed arrangement. Pattern scale changes the overall impression, too: smaller patterns tend to look more subtle from a distance, while larger ones give a shirt a more pronounced visual presence. Neither approach needs an elaborate outfit to feel complete. The collar’s shape, the spacing of the buttons and the proportions of the front all contribute to the finished appearance. These are small details, but they help explain why two long sleeve button downs can feel quite different in style. For someone who appreciates timeless clothing, that variety makes it possible to find a shirt that feels like a natural addition rather than a departure from a familiar look.

Fit is an equally important part of the character of men’s long sleeve button downs. The size on a label is a starting point, not a complete description of how a shirt will sit on the person wearing it. Shoulder placement, room through the chest, sleeve length and the shape through the middle all affect its proportions. A closer silhouette creates a different outline from a roomier one, and preference matters just as much as the measurement itself. Someone who likes a neat, straight appearance may favor different proportions from someone who prefers a looser outline. Comparing the stated measurements with a favorite shirt offers a more useful reference than relying on a size name alone. The shoulder seams, chest width and back length of that familiar shirt provide concrete points of comparison, especially when the preferred fit is hard to describe in words. Sleeve length deserves particular attention in a long sleeve style: the relationship between the cuff and wrist can change how the whole shirt looks. The collar should also reflect how it will be worn, with attention to the listed neck measurement if the top button will be fastened. Shirt length and hem shape help determine the appearance of a tucked or untucked outfit, rather than either approach being a rule for the entire category. A tucked shirt gives the waistline more definition; an untucked shirt places more emphasis on the line of the hem. Photos showing the front and back can make those differences easier to judge. The same attention to proportion applies when considering a shirt alongside other clothing: a collar visible above a neckline or a cuff extending beyond a sleeve becomes part of the overall look. Shoppers interested in a related category can also explore Men's Outdoor Button Down Shirts. Across these choices, the goal is a familiar one: a shirt with proportions and details that suit the wearer, rather than a wearer having to adjust personal preferences to suit the shirt.

Quality, fabric information and care details round out the picture, helping distinguish a thoughtful wardrobe addition from a choice based on appearance alone. Men’s long sleeve button downs share a broad style identity, but the category name does not establish a particular material, fabric weight or maintenance routine. Those details belong to the individual shirt description and care label. Fabric composition is worth reviewing alongside close-up photographs, since color and pattern tell only part of the story. A photo can show the appearance of the surface and the definition of the collar, but it cannot establish how a shirt will feel to a particular wearer. Previous favorites can be useful reference points here as well: knowing the composition and fit of a well-liked shirt gives the next choice some practical context. Care requirements deserve the same consideration as appearance, especially for someone who prefers a straightforward clothing routine. Washing, drying and ironing directions should come from the label rather than assumptions about what a button-down shirt usually needs. Long sleeves and a collar do not, by themselves, indicate a specific cleaning method. Durability is another consideration best approached through individual construction details rather than broad promises. Information about seams, buttons and finishing can provide a fuller sense of workmanship when those details are documented. For a gift, these practical considerations can be just as meaningful as choosing a favorite color. A long sleeve button down is a personal choice, and the recipient’s usual size, preferred shirt shape and existing wardrobe offer helpful clues. The shirt someone reaches for repeatedly often says more about their taste than an unfamiliar style chosen only for the occasion. A partner, parent, sibling or friend may appreciate a choice that reflects those familiar preferences, down to a subtle pattern or a particular collar shape. Whether selected for someone else or added to an established wardrobe, the lasting appeal of this category rests in its straightforward design, classic proportions and room for personal expression. A carefully considered shirt does not need to change an entire wardrobe; it can simply feel at home among the clothes already enjoyed.
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