7 Simple Jackets Every Man Should Own to Be Stylish

A jacket’s purpose may be to keep you warm in cold weather, but that’s not all they do. Not only it can protect you from rain, wind, or snow, but can complete your outfit and showcase your personality.

Man Wearing Black Leather Jacket Outfit

Not all jackets were created equal – some are designed to keep you warm on a cold winter night, while others are suitable for lighter spring weather. Some are trendy pieces, while others have a unique, timeless look. One thing is certain, there are a handful of jackets every man should own, as they build the foundation of a stylish and functional wardrobe.

These versatile pieces can effortlessly transition from season to season, offering comfort and fashion-forward appeal.

How Can Men Style Their Jackets?

Jackets are one of the easiest to style for us men because they usually take and cover a huge part of our outfits, but you need to find the perfect one that suits your style and environment and also fits your body.

Man Wearing a White Jacket and T-shirt with Sunglasses

To style jackets, you can opt for timeless combinations like pairing with jeans or layering over sweaters. Blazers elevate a look, while scarves and accessories add flair.

Experiment with textures, and contrast colors. Your footwear is equally important to your outfit as the jacket you are wearing.

Wear a well fitted sports jacket for a polished appearance, and don’t shy away from personalizing with a lapel pin or pocket square.

As always, your confidence is key!

1. Denim Jacket

People often call it a trucker jacket, denim jacket, or jean jacket.

It’s a lightweight jacket crafted from denim fabric. It was introduced in the United States during the late 19th century and has since become a popular choice of casual attire for both men and women. It is often considered an iconic element of American fashion.

Jackets Every Man Should Own: Denim jacket

Denim jackets are probably the most affordable type of jacket you can own. Not only is it inexpensive, but it is one of the most versatile jackets out there.

There are many variations of colors and styles of a denim jacket – such as dark-washed, light-washed, or black.

Tips When Buying a Denim Jacket

There are two main things to keep in mind when you are looking for your next jacket. Firstly, avoid matching the color of your jacket with your jeans. Many have attempted it, but none have succeeded.

Try to contrast your jacket with your jeans. If you are wearing dark jeans, opt for a light-colored jacket. Likewise, if you wear light-colored jeans, go for a darker jacket.

Jackets Every Man Should Own: Denim jacket
Dark Washed Trucker Denim Jacket © Fashion Nova

The second tip is to avoid trendy pieces such as the ones with text or patterns on the back. There are denim jackets that have fur inside because some people love to wear denim jackets in winter as well.

I don’t prefer wearing denim jackets in colder weather, but that’s just a matter of personal taste. In my honest opinion, denim jackets are better suited for lighter seasons like Spring, Autumn, and chilly Summer nights.

2. Bomber Jacket

Like many modern things, the bomber jacket originates from the military.

It was a flight jacket that pilots were using during the First World War when they required warm and durable outerwear for flying. Over time the garment was adopted by regular civilians and is now a classic man’s fashion item.

Jackets Every Man Should Own: Bomber jacket
Photo by Osama Saeed

The bomber jacket is another versatile option for us men. There are many colors, patterns, and fabrics to choose from. If you are planning to buy your first bomber jacket, I recommend opting for basic colors such as black, military green, or burgundy.

Once you are confident with the basics, you can experiment with more complex colors and patterns.

Modern bomber jackets come in lightweight designs or thicker fabrics for colder weather. They offer versatility for various outfits, making them suitable for casual shirt ensembles and ideal for Friday nights with friends.

3. Leather Jacket

Ah, the leather jacket. Another timeless masterpiece.

There is nothing more manly than a classic all-black leather jacket. From Steve McQueen to your favorite musicians, there is not a single person who can’t rock the leather jacket.

No matter what year it is, the leather jacket is one of the best pieces of outerwear a man can wear.

Jackets Every Man Should Own: Leather jacket

We know leather can be pricey, but keep in mind that it usually lasts for a lifetime, if you take good care of it. The more you wear it, the better it will look as the leather gets its patina.

For younger guys, there are a lot of synthetic leather alternatives. Although it may not be as good quality and durable as the real thing, it can look just as good for a couple of years.

You can choose from several types, such as a biker jacket, an aviator jacket, or a racing jacket, just to name a few. I won’t list them all here right now. We’ll explain the topic deeper in a future article.

Visit your favorite store, choose a style you like, and wear your leather jacket everywhere.

4. Windbreaker Jacket

A windbreaker, or technical jacket, is a thin fabric jacket designed to resist wind chill and light rain, making it a lighter version of the jacket. It is usually of lightweight construction and characteristically made of synthetic material.

These types of jackets usually focus on functional abilities rather than aesthetics. Some windbreakers are made out of gore-tex material which has a water-resistant effect and allows you to stay dry in any weather condition.

Jackets Every Man Should Own: Windbreaker jacket

It often uses elastic waistbands, armbands, and zippers to allow adjustments for the current weather conditions. There’s nothing worse than wanting to do outdoor activities, the weather is bad, and you don’t have the right jacket for the occasion.

It has happened to me several times. If you enjoy outdoor activities such as running, hiking, or any other outdoor sports, you might want to invest in a technical jacket – especially nowadays when most places can be closed overnight.

James Dean from the film Rebel Without a Cause wearing a Harrington jacket
James Dean from the film Rebel Without a Cause wearing a Harrington jacket

A great alternative to the classic windbreaker is a Harrington jacket. Originally known only as a Baracuta jacket or a G9 is a lightweight, waist-length jacket made of cotton, polyester, wool, or suede.

It is a classic piece but looks just as stylish today as it was at its debut. Harrington jackets were worn by stars like James Dean.

5. Parka Jacket

Parkas are casual jackets for those cold winter days.

They are often stuffed with down or synthetic fiber and sometimes feature a fur-lined hood. Thanks to their warm and relaxed design, the parkas are perfect for those snowy days, and they will keep you staying warm.

Just pair it with jeans and sneakers or classy Chelsea boots for a stylishly laid-back look.

Jackets Every Man Should Own: Parka jacket

A great winter alternative to the parka jacket is the Puffer Jacket. The Puffer jacket is a quilted coat that is insulated with either duck or goose feathers. Air pockets created by the bulk of the feathers allow for the retention of warm air.

Man Wearing Green Puffer Jacket

6. Topcoat

It is probably the most formal option in the article. You can find many versions of the topcoat in clothing stores and there should be at least one in every man’s wardrobe.

Topcoats are often confused with overcoats. Overcoats are most commonly used in winter when warmth is more important. While they may look alike, the lengths and fabrics are different.

Man Wearing a Camel Overcoat with Suit and Brown Leather Shoes Outfit
Overcoat Worn by Brian Sacawa. Photo by He Spoke Style

The Difference Between a Topcoat and an Overcoat

The topcoat differs from an overcoat in weight, length, and style. It’s a lightweight, knee-length coat with versatile styles and color options, suitable for elegant or casual wear. Its underestimated versatility makes it an excellent choice for dressing up or down, adding sophistication to any outfit.

Men Wearing Different Colored Topcoats

Many like to wear it as formal attire, such as with suits or shirts and chinos. Yet, you should not underestimate the coat’s potential. When pairing it with casual clothes, opt for simplicity, like a plain white or black t-shirt and no ripped jeans, while avoiding printed clothing.

7. Trench Coat

Finally, the trench coat. Worn by soldiers during the First World War, the trench coat has a rich military heritage.

Nowadays, the lightweight yet protective style is a staple for every modern gentleman around the world. Add one to your wardrobe, and you’ll always have a smart coat on hand for the cozy autumn days.

Jackets Every Man Should Own: Trench coat

What Kind of Men’s Jackets Are in Style?

There are trendy and timeless jackets a man can buy. You will never go wrong with Bomber jackets, leather jackets, denim jackets, or tailored blazers. Today we’ll feature seven timeless jackets a man should own.

Black Jeans Men Outfit

In conclusion, building a versatile jacket collection is essential for any man looking to elevate his style. With these seven timeless and simple jackets in your wardrobe, you’ll be ready for any occasion while exuding confidence and sophistication.

Keep on reading: How to Dress like a Gentleman

7 Simple Jackets Every Man Should Own - Midway Gentleman
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7 Simple Jackets Every Man Should Own – Midway Gentleman
Looking to up your fashion game? Check out our guide on the 7 jackets every man should own. From classic denim to sleek leather, we've got you covered.
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Midway Gentleman
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