The Casual Shirt Guide

Our guide to the essential casual shirts you need for this Fall and Winter. From fabrics to collars, we break down the details that go into these classics.

01

The Western Shirt

Soft indigo fading, front chest pockets, Western detailing, and Mother of Pearl snaps come together to make this American classic. Wear it over a t-shirt for an easy stylish look.

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The Western Shirt Shirt Detail of Albiate Washed Denim Western Shirt
02

The Oxford Cloth Button Down

A classic with American heritage. A good oxford cloth is hardy, durable, and comfortable, unpretentious yet refined. Style it with a soft button down collar and rounded chest pocket for that traditional look.

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The Oxford Cloth Button Down Shirt Detail of White Heavy Oxford Button Down
03

The Chambray Utility Shirt

Chambray is known for fading that gets better with time. A low-profile collar, utility pockets, and Natural Corozo buttons make this shirt really stand out.

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The Chambray Utility Shirt Shirt Detail of Light Wash Slub Indigo Chambray
04

The Versatile Plaid Shirt

A large plaid pattern paired with a spread collar, front placket, and chest pocket makes for a stylish yet relaxed look. Tuck it in to keep things on the sleeker side.

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The Versatile Plaid Shirt Shirt Detail of Teton Navy and Light Grey Plaid Flannel
05

The Smart Denim Shirt

Paired with a soft spread collar and a minimalist French front, the smart denim shirt dresses up but retains a sophisticated-casual edge thanks to the faded, slightly puckered seams.

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The Smart Denim Shirt Shirt Detail of Extra Light Wash Indigo Denim Twill
06

The Elevated Flannel Shirt

Flannels are some of the softest fabrics you’ll find, and in a solid or subtle pattern they’re particularly easy to wear. Pair with a soft button down collar for a look that’s elevated yet relaxed.

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The Elevated Flannel Shirt Shirt Detail of Whistler Navy Melange Cotton Flannel
07

The Long Sleeve Polo

Rooted in athletic wear, the long sleeve polo swings from the golf course to the casual office setting with ease. Knit fabrics like this have plenty of stretch for maximum comfort.

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The Long Sleeve Polo Shirt Detail of Sullivan Light Grey Melange Easy Care Knit
Denim Fabric01
Oxford Fabric02
Chambray Fabric03
Flannel Fabric04

Fabric Choices

For the colder seasons, we generally reach for heavier fabrics like denims, chambrays, oxfords and flannels.

Denims and chambrays fade slightly at the seams for a worn-in casual look that gets better over time. Hardy oxfords naturally resist wrinkles and pair will jeans and chinos alike.

And there’s nothing like a soft flannel to stay warm and comfortable on a cooler day.

Style Details

Collar Styles

Stick to our soft, unfused collars. The Soft President Spread and Soft President Semi-Spread have a bit more presence and dress things up a bit more compared to smaller collars. The smaller Soft Franklin Spread is a modern, wearable, and easy casual collar, while the Soft Ivy Button Down is a more traditional choice.

  • Soft President Spread

  • Soft Ivy Button Down

  • Soft President Semi-Spread

  • Soft Franklin Spread

Cuff Styles

Casual shirts should have soft, no-nonsense cuffs. Avoid fused and French cuffs for these shirts. The Soft Long One Button cuff has an elegant, simple shape, and the Soft Square Two-Button provides a bit more visual interest.

  • Soft Long One Button

  • Soft Square Two Button

  • Mitered Cuffs

  • French Cuffs

Pockets

Casual shirts don’t require pockets, but they can certainly have them—they’re a great way to add a little more detail. Consider a Rounded pocket if you like to use a chest pocket, or simply like the look of it. Dual pockets lean into a functional, utilitarian look.

Front Styles (Placket)

Keep the shirt Front soft and relaxed for easy maintenance and a relaxed look that matches the fabric. For a sleeker look that’s easily dressed up, forego the placket entirely with a French front (no placket). A Standard Front or Stand Up placket with fusing are too formal for the laidback vibe of a casual shirt.

Putting it Together

  • Outerwear

    Complete your look with a light vest, bomber jacket, windbreaker, or chore coat. These distinctly smart-casual pieces are the perfect way to add a bit of warmth and visual weight.

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  • Custom Jeans

    The always-essential piece of every man’s wardrobe is a perfect-fitting pair of jeans. Custom fit to you and only you, and available in a range of washes and colors.

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  • Custom Chinos

    Chinos are some of our favorite pieces thanks to their versatility. They can be dressed up or down easily, and look particularly good with a casual shirt tucked in.

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