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100 Items
Stretch Tuxedo Shirt
3 Fits
Stretch Tuxedo Shirt
$179
$179

White

Makes formal occasions more comfortable & better looking.

Only a few left
Jetsetter Stretch Dress Shirt
4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

Solid Light Blue

Built with comfy stretch.

Only a few left
Jetsetter Stretch Dress Shirt
4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

Blue Textured Dobby

Built with comfy stretch.

Jetsetter Stretch Dress Shirt
4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

Cornflower Blue Dot

Built with comfy stretch.

Jetsetter Stretch Dress Shirt
4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

Blue Tattersall

Built with comfy stretch.

Jetsetter Stretch Dress Shirt
4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

Navy Mini Check

Built with comfy stretch.

4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

Cannes Blue Dot

Built with comfy stretch.

3 Fits
Tuxedo Shirt
$169
$169

White

Luxe Italian fabric. Impeccable details. Cut to an elegant fit.

3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Sampson Check

Wrinkle resistant & machine washable.

3 Fits
Tuxedo Shirt
$169
$169

White Pique

Luxe Italian fabric. Impeccable details. Cut to an elegant fit.

4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

Solid White

Built with comfy stretch.

3 Fits
The Desk to Dinner Shirt
$99
$99

Blue Texture

Your all-day shirt. Tuck it in for work, then go untucked for date night. Stretchy & wrinkle-resistant.

3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Birch Tattersall

Wrinkle resistant & machine washable.

3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Textured Light Blue

Wrinkle resistant & machine washable.

2 Fits
Jetsetter Stretch Dress Shirt Extended Sizes
$129
$129

Solid Light Blue

Built with comfy stretch.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Sycamore Check

Wrinkle resistant & machine washable.

3 Fits
The Desk to Dinner Shirt
$99
$99

White Texture

Your all-day shirt. Tuck it in for work, then go untucked for date night. Stretchy & wrinkle-resistant.

Only a few left
2 Fits
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$34$98
$34$98

Blue End On End

Wrinkle resistant & machine washable.

2 Fits
Swiss Performance Dress Shirt
$98$158
$98$158

Textured Burgundy

Innovative Swiss stretch fabric you never need to iron.

Only a few left
Stretch Tuxedo Shirt Extended Sizes
$178
$178

White

Makes formal occasions more comfortable & better looking.

3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Navy End On End

Wrinkle resistant & machine washable.

4 Fits
Jetsetter Stretch Dress Shirt
$88$129
$88$129

Purple Hillston Check

Built with comfy stretch.

2 Fits
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$34$98
$34$98

Blue Soundview Check

Wrinkle resistant & machine washable.

2 Fits
Swiss Performance Dress Shirt
$98$158
$98$158

Ink Blue Paisley

Innovative Swiss stretch fabric you never need to iron.

Only a few left
2 Fits
Jetsetter Stretch Dress Shirt Extended Sizes
$129
$129

Navy Gingham

Built with comfy stretch.

3 Fits
Tuxedo Shirt
$169
$169

White Pleated

Luxe Italian fabric. Impeccable details. Cut to an elegant fit.

3 Fits
The Desk to Dinner Shirt
$99
$99

Navy Dots

Your all-day shirt. Tuck it in for work, then go untucked for date night. Stretchy & wrinkle-resistant.

2 Fits
Swiss Performance Dress Shirt
$98$158
$98$158

Textured Rainstorm Blue

Innovative Swiss stretch fabric you never need to iron.

2 Fits
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$34$98
$34$98

Navy Gingham

Wrinkle resistant & machine washable.

Only a few left
2 Fits
Jetsetter Stretch Dress Shirt Extended Sizes
$129
$129

Blue Tattersall

Built with comfy stretch.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

Burgundy Geo

Built with comfy stretch.

Only a few left
3 Fits
Tuxedo Shirt
$169
$169

White Pique Bib

Luxe Italian fabric. Impeccable details. Cut to an elegant fit.

Only a few left
3 Fits
The Desk to Dinner Shirt
$99
$99

Black Tandy Check

Your all-day shirt. Tuck it in for work, then go untucked for date night. Stretchy & wrinkle-resistant.

Only a few left
3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue End On End

Wrinkle resistant & machine washable.

4 Fits
Jetsetter Stretch Dress Shirt
$128
$128

Pink Norwood Floral

Built with comfy stretch.

2 Fits
Swiss Performance Dress Shirt
$98$158
$98$158

Rouge Textured Checks

Innovative Swiss stretch fabric you never need to iron.

Only a few left
2 Fits
Daily Grind Wrinkle Free Dress Shirt Extended Sizes
$34$98
$34$98

Bay Blue

Wrinkle resistant & machine washable.

Only a few left
2 Fits
Jetsetter Stretch Dress Shirt Extended Sizes
$129
$129

Solid White

Built with comfy stretch.

Only a few left
4 Fits
Jetsetter Stretch Dress Shirt
$129
$129

White Textured Dobby

Built with comfy stretch.

3 Fits
Daily Grind Wrinkle Free Dress Shirt
$34$98
$34$98

Blue Classic Check

Wrinkle resistant & machine washable.

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. Once you pick out your favorite shirt, head over to our navy suits and match it with a perfectly fitted out of the box suit.

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. 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!