Introduction

The cornerstone of any man's closet is a well-fitting shirt. The right shirt can make the difference when you're preparing for a business meeting, weekend getaway, or black-tie affair. In this in-depth guide, we'll cover the various types of men's shirts and how to wear them for each occasion.

1. Dress Shirts

What is a Dress Shirt?

Dress shirts are button-down shirts suitable for suits, ties or dress pants and can be dressed up or down. They usually have a button-down placket, long sleeves, and a stiff collar.

How to Wear a Dress Shirt

Wear it with a fitted suit and a tie for the classic old-school style of business wear.

For a half-way business look, wear it with dress pants and a blazer.

Roll up the sleeves and keep the top button unbuttoned for a smart-casual impression.

2. Oxford Button-Down Shirts What is an Oxford Shirt?

Oxford shirts are made of thicker, textured fabric and have a button-down collar. They're the perfect balance of formal and informal.

How to Wear an Oxford Shirt

Wear it with chinos and loafers for an easy yet elegant look.

Layer it under a sweater for a preppy, winter-perfect ensemble.

Pair it with jeans and sneakers for a weekend look.

3. Casual Shirts

What is a Casual Shirt?

Casual shirts are printed, plaid, or denim shirts worn casually. They are constructed from various fabrics, designs, and fits.

How to Wear a Casual Shirt

A printed short-sleeve shirt is best paired with shorts and sandals during the summer.

Layer a plaid flannel shirt over a t-shirt for a street-fashion, tough look.

Denim shirts pair best with black jeans or chinos for a smart-casual, go-anywhere look.

4. Polo Shirts

What is a Polo Shirt?

A polo shirt is a short-sleeved collared shirt with a buttoned collar, typically cotton or pique material.

How to Wear a Polo Shirt
Tuck it into slim-fit trousers for an elegant business-casual appearance.

Pair it with denim and sneakers for a casual weekend look.

Add shorts and boat shoes to make it a summer-perfect outfit.

5. Henley Shirts

What is a Henley Shirt?
A Henley is a collarless, buttoned shirt that may be long or short-sleeved. It fuses the casualness of a t-shirt with the sophistication of a button-up.

How to Wear a Henley Shirt

Wear it with jeans and boots for a rugged, masculine style.

Wear it under a leather jacket to make a cool, trendy look.

Select a skinny-fit Henley with joggers for a modern athleisure style.

6. T-Shirts

What is a T-Shirt?

The most casual of all shirts, t-shirts come in crew neck, V-neck, and various fits, and are a wardrobe staple in every man's wardrobe.

How to Wear a T-Shirt

A plain white tee paired with jeans is an all-time classic, timeless look.

Layer it under an open shirt or bomber jacket for added oomph.

Pair a fitted T-shirt with joggers and sneakers for a sporty, casual style.

7. Cuban Collar Shirts

What is a Cuban Collar Shirt?

Cuban collar shirts have an open, loose collar with a retro, tropical feel. They are short-sleeved and light.

How to Wear a Cuban Collar Shirt

Wear it with linen pants and loafers for a resort style.

Pair it with shorts and espadrilles for a summer breeze style.

Opt for bold prints to create a fashion-forward statement.

8. Flannel Shirts

What is a Flannel Shirt?

Flannel shirts are constructed of smooth, brushed fabric, typically plaid in pattern. They are ideal to layer up on chilly days.

How to Wear a Flannel Shirt

Layer over a white undershirt with jeans and boots for a distressed lumberjack effect.

Tuck in and button up with chinos for a simple, cozy outfit.

Gather all the way around your waist for a streetwear grunge look.

Conclusion

What's your favorite style? Let us know in the comments!