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Dress Shirts
Dressing for the office shouldn't be hard. Simply stated, these dress shirts are crafted to look great, tailored to fit like a charm, and designed to simplify your life in different ways.
66 Items
Daily Grind Wrinkle Free Dress Shirt
$98
$98
White
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
Jetsetter Stretch Dress Shirt
$128
$128
Solid White
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Blue Harrison Stripe
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
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Daily Grind Wrinkle-Free Dress Shirt 3-Pack
$225$294
$225$294
Get any 3 for $225. Discount applied in cart. Markdown items are not eligible for bundle discounts.
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Jetsetter Stretch Dress Shirt 3-Pack
$294$384
$294$384
Get 3 Jetsetter Dress Shirts for $294. Discount applied in cart. Markdown items are not eligible for bundle discounts.
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128
Solid Light Blue
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
2 FITS
Swiss Performance Dress Shirt
$158
$158
Blue Runaround Dobby
Innovative Swiss stretch fabric you never need to iron.
Daily Grind Wrinkle-Free Dress Shirt 3-Pack (Extended Sizes)
$225$294
$225$294
Get any 3 for $225. Discount applied in cart. Markdown items are not eligible for bundle discounts.
Jetsetter Stretch Dress Shirt 3-Pack (Extended Sizes)
$294$384
$294$384
Get 3 Jetsetter Dress Shirts for $294. Discount applied in cart. Markdown items are not eligible for bundle discounts.
Stretch Tuxedo Shirt Extended Sizes
$178
$178
White
Makes formal occasions more comfortable & better looking.
3 FITS
Tuxedo Shirt
$168
$168
White Pleated
Luxe Italian fabric. Impeccable details. Cut to an elegant fit.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Blue Sampson Check
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Blue End On End
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Textured Light Blue
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Textured White
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Textured White
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Blue End On End
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Jetsetter Stretch Dress Shirt
$128
$128
Blue Textured Dobby
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128
Solid White
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Textured Light Blue
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128
Blue Tattersall
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Blue Twill Check
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Blue Twill Check
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128
Navy Mini Check
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Blue Sampson Check
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Light Purple Gingham
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Purple End On End
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Blue Harrison Stripe
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Navy Gingham
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Navy End On End
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Navy Gingham
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128
Blue Textured Dobby
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128
White Textured Dobby
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Blue Birch Tattersall
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128
Blue Myrtle Check
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Blue Sycamore Tatterall
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Blue Soundview Check
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Light Purple Gingham
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Jetsetter Stretch Dress Shirt
$128
$128
Solid Light Blue
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
2 FITS
Swiss Performance Dress Shirt
$158
$158
White Textured Dobby
Innovative Swiss stretch fabric you never need to iron.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
White Oxford
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Jetsetter Stretch Dress Shirt
$128
$128
White Textured Dobby
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Blue Classic Check
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Pink Tattersall
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Purple End On End
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Swiss Performance Dress Shirt
$158
$158
Blue Mini Houndstooth
Innovative Swiss stretch fabric you never need to iron.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Blue Oxford
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Blue Soundview Check
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Solid White
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Navy End On End
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Textured Blue
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Jetsetter Stretch Dress Shirt Extended Sizes
$128
$128
Solid Peri Blue
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
2 FITS
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$98
$98
Bay Blue
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
2 FITS
Swiss Performance Dress Shirt
$158
$158
Blue Clifton Jacquard
Innovative Swiss stretch fabric you never need to iron.
3 FITS
Daily Grind Wrinkle Free Dress Shirt
$98
$98
Blue Sycamore Check
Wrinkle resistant & machine washable. Get 2 for $150 or 3 for $225. Full-priced styles only. Discount applied in cart.
3 FITS
Jetsetter Stretch Dress Shirt
$128
$128
Navy Mini Check
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
3 FITS
Jetsetter Stretch Dress Shirt
$128
$128
Blue Tattersall
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
3 FITS
Jetsetter Stretch Dress Shirt
$128
$128
Blue Myrtle Check
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
3 FITS
Tuxedo Shirt
$168
$168
White Pique
Luxe Italian fabric. Impeccable details. Cut to an elegant fit.
3 FITS
Tuxedo Shirt
$168
$168
White Pique Bib
Luxe Italian fabric. Impeccable details. Cut to an elegant fit.
3 FITS
Jetsetter Stretch Dress Shirt
$128
$128
Navy Gingham
Built with comfy stretch. Get 2 for $196 or 3 for $294. Full-priced styles only. Discount applied in cart.
How do you pick out a dress shirt? A good dress shirt should be fitted and crisp (but also comfortable). It's important to focus first on fit and material, pocket and collar styles, then color for the occasion. Slim Fit is a more modern style that looks great on most men. For the more muscular type, an Athletic Fit is going to bring out the shoulders and trim down in the waist. The classic man might go for a Casual Fit Dress Shirt, which is a little looser and relaxed. Now that we've got our fit figured out, we can look at the material. A wool shirt will be great for the winter because it's warm but doesn't show sweat. A cotton dress shirt is the standard option and gives a nice amount of stretch, softness and comfort. Finally, tech fabrics will be the top choice for summer or the sweatier guys because they wick moisture. Now nobody likes to deal with ironing their shirts, especially when they're on a business trip. That's why we've got premium Non-Iron dress shirts and Wrinkle Free Dress Shirts that will save a lot of hassle.
But we don’t stop there, you get to choose the details, like pockets, collars (point, semi-spread, spread, etc.), sleeve length, and neck size. Dialing in the fit will help ensure that you can wear that thing all day without even noticing it. Finally, pick your design. Now, what color of dress shirt to buy? It depends, but we always recommend a nice solid color for more formal occasions like white, navy or black. For a dinner date, it can be fun to pick out a pinstriped or patterned dress shirt because they're more unique. And for work, it's always good to have a selection of solids, plaids and patterned dress shirts to keep people guessing. If that doesn't help, just go with your heart and pick one that stands out to you. Don't forget to check out our athletic fit dress pants and tech pants that will go great with any of these tops!
