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Home»Style»Your Ultimate Guide to the Dress Shirt
Style

Your Ultimate Guide to the Dress Shirt

By Nick Walton2 May 2025Updated:4 May 2025
To know your dress shirt is to understand one of the most important components of your urban wardrobe. 

To know your dress shirt is to understand one of the most important components of your urban wardrobe.

There’s no doubt that the dress shirt is the cornerstone of any man’s wardrobe. Whether you’re navigating boardrooms or cocktail hours, your choice of dress shirt speaks volumes. We break down the components and styles of this essential garment and determine which is best suited for every occasion. Prepare to become a sartorial maestro with this witty and informed guide.

READ: This Watchmaker is 300 Years Young

The Anatomy of a Dress Shirt

Before we dive into styles, let’s understand the components, each of which is important in its own way and contributes to the overall aesthetic of this vital wardrobe addition:

Collar: The pièce de résistance. It frames your face and defines the shirt’s formality.

Cuffs: Where the shirt meets your wrist. Choices here impact your overall look.

To know your dress shirt is to understand one of the most important components of your urban wardrobe. 
@Nicholas_edward

Placket: The fabric that holds the buttons. It can be standard, hidden, or French (no placket).

Fit: Ranges from slim to regular to relaxed. Tailoring is crucial.

Fabric: Cotton is king, but there are also blends, linen, and more.

READ: Singapore’s Coastal Legend Reimagined

Collar Styles and Their Occasions

Collars are the shoes of the shirt – get this part wrong and it doesn’t matter if you’re dressed in threads of gold, you’re going to fail.

The Point Collar

It’s both timeless and versatile, and as easy a choice for office wear as it is for job interviews. This standard collar works well with most tie knots and fits seamlessly under any suit.

The Spread Collar

Boasting a modern and confident look, the spread collar is ideal for business meetings and more formal events. Its wider collar points accommodate larger tie knots like the Windsor, exuding power and polish.

To know your dress shirt is to understand one of the most important components of your urban wardrobe. 
@seealan

The Button-Down Collar

This has a casual yet polished look, making it perfect for casual Fridays and smart-casual outings. Originally for polo players, it’s perfect for when you want to look put-together without being overly formal.

The Cutaway Collar

Bold and stylish, the cutaway collar is the look for weddings and upscale parties thanks to its extreme spread, which offers a dapper aesthetic, ideal for slim ties or no tie at all.

READ: Watches We Love in 2025

The Mandarin Collar

Contemporary and sleek and favoured by Bond villains, the mandarin is best seen at cocktail parties and casual summer events where its collarless charm stands out. Pair it with a blazer or wear it solo.

To know your dress shirt is to understand one of the most important components of your urban wardrobe. 
@clowverk

Cuff Styles and Their Occasions

More subtle than the collar, cuffs still count as they’re on display every time you make an impression and seal a deal. Here’s what to look for.

Barrel Cuffs

Practical and versatile, as well as simple and functional, these cuffs are easy to button and are for everyday office wear and casual outings.

French Cuffs

Exuding a sophisticated and elegant look, French cuffs are ideal for formal events and are a must for black-tie affairs. Their con is that they require cufflinks, although these additions do add a touch of class and personal style.

READ: From Wing Kings to Bankruptcy Blues

Convertible Cuffs

Adaptability is the name of the game here, as convertible cuffs transition easily from day events to evening soirees and can be buttoned like barrel cuffs or fastened with cufflinks.

To know your dress shirt is to understand one of the most important components of your urban wardrobe. 
@rowanrow

Fit Styles and Their Occasions

Because not every shirt should cling to you like you’ve just won a wet t-shirt competition.

The Slim Fit

Tailored and modern, this shirt style suits formal events as well as stylish office settings and hugs the body without being tight, making it perfect for lean physiques.

The Regular Fit

Comfortable and classic, this style offers a bit more room, making it ideal for most body types and versatile occasions, from daily office wear to casual meetings.

READ: How to Master the Art of Conversation

The Relaxed Fit

With a casual and loose look, this style is breathable and ideal for Casual Fridays and relaxed outings, with a laid-back look that doesn’t sacrifice style.

To know your dress shirt is to understand one of the most important components of your urban wardrobe. 
@magno_scavo

Fabric Choices and Their Occasions

Fabric could just be the most important element of the shirt because you need to be able to roll with the weather conditions while staying loose and comfortable throughout the day.

Cotton: Crisp and breathable, it’s perfect for every occasion under the sun.’

Linen: Light and airy, linen is the cloth you need for those summer events and casual outings, especially in the tropics.

READ: The 10 Things Women Find Most Attractive in Men—Backed by Science

Cotton Blends: Offering a practical and easy-care solution, cotton blends are ideal for daily wear and are wrinkle-resistant and durable.

Poplin: Something a little different, poplin is favoured for its smoothness and lightweight and is well suited for business and more formal events thanks to its tight weave.

To know your dress shirt is to understand one of the most important components of your urban wardrobe. 
@blakescott

Choosing the right dress shirt is an art. Whether you’re aiming for boardroom respect, cocktail party charm, or casual sophistication, the right combination of collar, cuffs, placket, fit, and fabric will ensure you look impeccable. So next time you’re staring down your closet, remember: a great shirt isn’t just about looking good; it’s about feeling invincible.

Now, go forth and conquer your day, one impeccably dressed moment at a time.

For more Style inspiration, click here

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Nick Walton
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Nick Walton is a Hong Kong-based photojournalist and Group Managing Editor for Artemis Communications, producers of Alpha Men Asia, Ultimate Encounters, The Art of Business Travel, IKHLAS, Heavens Voyage, and many other titles.

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