Men’s Shirts: A Guide to Timeless and Versatile Styles

Men’s shirts are a key component of any wardrobe, offering versatility and style for both casual and formal settings. Whether you’re looking for something polished for the office, relaxed for the weekend, or classic for a special event, the right shirt can elevate your look and complete your outfit. Here’s a comprehensive guide to men’s shirts, covering essential styles, fabrics, and how to wear them.

1. Types of men’s shirts

Oxford button-down shirt

The Oxford button-down shirt is a classic piece that every man should own. Made from Oxford cloth, which is thicker and more durable than standard cotton, this shirt is perfect for both casual and smart-casual settings. The button-down collar adds a touch of formality, while the relaxed fit makes it comfortable for everyday wear.

• Style tip: Pair with chinos or jeans for a casual look, or tuck it into trousers with a blazer for a smart-casual vibe.

Dress shirt

Dress shirts are formal shirts typically worn with suits, blazers, or tuxedos. They are made from finer fabrics like cotton or cotton blends and feature a stiff collar, often designed to be worn with a tie. Dress shirts are essential for business, weddings, and formal events.

• Style tip: Opt for classic colors like white or light blue for versatility, and make sure the shirt fits well around the neck, shoulders, and chest.

Casual button-down shirt

A casual button-down shirt is less formal than a dress shirt, often featuring softer fabrics, relaxed fits, and more diverse patterns. Plaid, checkered, and chambray shirts fall into this category, making them ideal for everyday wear.

• Style tip: Wear casually with rolled-up sleeves and untucked with jeans or chinos for a laid-back look.

Polo shirt

Polo shirts are a staple in casual and preppy fashion, featuring short sleeves and a soft collar with a few buttons at the neck. Made from breathable cotton or pique fabric, polo shirts are perfect for warm weather and can be dressed up or down.

• Style tip: Pair with shorts for a relaxed summer look, or wear with chinos for a smart-casual outfit.

Henley shirt

A henley shirt is a collarless shirt with a button placket that typically extends halfway down the chest. Henleys can be short-sleeve or long-sleeve and offer a more rugged, casual look. They are often made from cotton or a cotton blend and are a great alternative to a basic t-shirt.

• Style tip: Wear a long-sleeve henley with jeans and boots for a casual, masculine outfit.

Flannel shirt

Flannel shirts are made from soft, brushed cotton and are known for their warmth and durability. They often come in plaid or tartan patterns and are perfect for cooler weather. Flannel shirts are great for layering and can be worn open over a t-shirt or buttoned up for a casual look.

• Style tip: Pair with jeans and a casual jacket for a rugged, outdoorsy style.

Chambray shirt

Chambray shirts are made from a lightweight cotton fabric that resembles denim but is softer and more breathable. Chambray shirts are versatile, working well in both casual and smart-casual settings. They are often used as a layering piece.

• Style tip: Layer a chambray shirt over a white t-shirt and pair with chinos for a polished yet relaxed outfit.

Cuban collar shirt

Cuban collar shirts are characterized by their open, camp-style collar and are often made from lightweight fabrics like linen or cotton. These shirts typically have a boxy fit and short sleeves, making them perfect for summer. Cuban collar shirts often feature bold prints, giving them a vintage vibe.

• Style tip: Wear with tailored shorts or lightweight trousers for a breezy, stylish summer outfit.

T-shirt

The humble t-shirt is a casual wardrobe staple that can be worn alone or as a layering piece. Available in a variety of fits and fabrics, t-shirts are incredibly versatile, with options ranging from crew neck to V-neck. A well-fitted t-shirt is essential for a casual look and can be paired with almost anything.

• Style tip: Stick to neutral colors like white, black, gray, and navy for maximum versatility, and make sure the fit is snug around the chest and shoulders.

Long-sleeve t-shirt

A long-sleeve t-shirt is a great option for cooler weather, offering the same casual comfort as a regular t-shirt but with added warmth. They are often made from cotton or cotton blends and come in various colors and styles.

• Style tip: Layer under a flannel or casual jacket for a relaxed fall look, or wear on its own with jeans.

2. Shirt fabrics

Cotton

Cotton is the most common fabric for men’s shirts due to its breathability, softness, and versatility. It is ideal for both casual and formal shirts, ranging from basic t-shirts to dress shirts. Look for high-quality cotton such as Egyptian or Pima for a more luxurious feel.

• Style tip: Cotton shirts are great for everyday wear. Choose thicker cotton for fall and winter, and lighter cotton for spring and summer.

Linen

Linen is a lightweight, breathable fabric perfect for hot weather. It has a natural texture that gives it a relaxed, casual look. Linen shirts are often worn in summer or tropical climates and are ideal for casual settings.

• Style tip: Embrace the slightly wrinkled look of linen, and pair a linen shirt with tailored shorts or chinos for a breezy summer outfit.

Oxford cloth

Oxford cloth is a basket-weave fabric that is thicker and more durable than regular cotton. It is commonly used for Oxford button-down shirts and offers a slightly more casual appearance than a standard dress shirt.

• Style tip: Oxford shirts work well for both casual and smart-casual outfits, making them a great all-around shirt for different occasions.

Poplin

Poplin is a tightly woven fabric with a smooth texture, making it perfect for dress shirts. It’s lightweight and breathable, making it ideal for wearing under a suit or blazer.

• Style tip: Poplin dress shirts are perfect for formal or business settings. Choose classic colors like white or light blue for maximum versatility.

Flannel

Flannel is a soft, brushed cotton fabric, perfect for colder weather. It is often associated with casual shirts, especially in plaid or tartan patterns, and offers warmth and comfort.

• Style tip: Wear flannel shirts as part of a casual, outdoorsy look, layering them with t-shirts or jackets for extra warmth.

Chambray

Chambray is a lightweight, breathable fabric that looks similar to denim but is softer and more comfortable. Chambray shirts are great for casual and smart-casual settings.

• Style tip: Chambray shirts pair well with chinos or dark denim for a balanced look. They can also be layered with sweaters or jackets.

3. How to style men’s shirts

For casual settings

• Outfit idea: Pair a short-sleeve Cuban collar shirt with tailored shorts and loafers for a breezy summer look.
• Outfit idea: Wear a chambray shirt with dark denim jeans and white sneakers for a clean, casual outfit.
• Outfit idea: Layer a plaid flannel shirt over a plain white t-shirt, and pair it with rugged boots and jeans for an outdoor-inspired look.

For smart-casual settings

• Outfit idea: Pair an Oxford button-down shirt with chinos and brown loafers for a timeless smart-casual outfit.
• Outfit idea: Wear a casual button-down shirt with tailored trousers and a lightweight blazer for a polished, yet relaxed look.
• Outfit idea: Opt for a long-sleeve Henley shirt with chinos and leather boots for a rugged yet stylish approach to smart-casual dressing.

For formal settings

• Outfit idea: Pair a white dress shirt with a navy or charcoal suit, a silk tie, and polished Oxfords for a business-ready look.
• Outfit idea: Wear a crisp poplin shirt with a tailored blazer and dress trousers for a sophisticated, evening look.
• Outfit idea: Opt for a three-piece suit with a fitted dress shirt and pocket square for a formal wedding or event.

4. Shirt dos and don’ts

Do:

• Invest in quality fabrics: High-quality cotton, linen, and poplin shirts will last longer and look better.
• Focus on fit: Ensure your shirt fits well around the shoulders, chest, and sleeves. Avoid shirts that are too baggy or too tight.
• Keep it simple: For versatility, stick to classic colors and patterns like white, light blue, gray, and subtle stripes or checks.
• Layer thoughtfully: Shirts can be layered under jackets, sweaters, or worn over t-shirts for a versatile look.

Don’t:

• Overdo bold patterns: While bold patterns can add character, stick to subtle prints for everyday wear to avoid looking too loud.
• Wear wrinkled shirts: A wrinkled shirt can ruin even the most well-put-together outfit. Always ensure your shirts are ironed or steamed for a clean, polished look.
• Ignore the occasion: Choose the appropriate shirt for the occasion—dress shirts for formal settings, casual button-downs for weekends, and polo shirts or t-shirts for relaxed environments.
• Forget to check the sleeve length: Shirt sleeves should end right at your wrist bone. Sleeves that are too short or too long can make your outfit look sloppy.

5. Final thoughts

Men’s shirts are a fundamental part of any wardrobe, offering a variety of styles that can be adapted for any occasion. Whether you’re dressing for work, a formal event, or a weekend outing, the right shirt can elevate your entire look. Focus on fit, fabric, and versatility to build a collection of shirts that suit your lifestyle and personal style. From the timeless Oxford button-down to the casual Cuban collar shirt, mastering the different types of shirts will ensure you’re always dressed for success.