5 Classic Shirts that Make You Look Handsome at 40+

One of the myths we like to bust the most is about how a man in his 40s or older should dress and act. Especially with certain kinds of shirt, which turns out to be one of the most judged pieces of clothing ever. Depending on how old you are, you might not know this, but at the end of the 1800s, a book called Manual de Carreo was written. Its original name was Manual de Civilidad y Buenas Maneras, which was widely known at the start of the 1900s. In it, different roles and responsibilities of men were described and advice was given. Other values and customs that would help us become the best gentlemen in the world were also mentioned. But its rules no longer apply, and we could have serious doubts about a lot of what it says.

Why do we talk about this? We are sure that this kind of rule doesn’t belong in our world anymore. We can make suggestions, but a man’s integrity and morals aren’t called into question if, for example, he doesn’t wear a tie or takes his hat off inside. The style has changed, and each of us is becoming less and less like it used to be.

But there are still a lot of people who live by all of these old-fashioned rules and regulations every day, most of the time putting old-fashioned obligations or biases on men. Especially as you get older and older. So, it’s common that by the time you’re 40, you don’t trust what you wear and how you look to other people. Our advice is to get rid of anything that makes you feel insecure and embrace modernity in all its glory. You don’t have to choose the most traditional clothes or wear them like they did 70 years ago.

Next, we’ll talk about the kinds of shirts that will make you look like a stylish man at 40, without forgetting that you also want to look good-looking and sure of yourself. Dressing more “serious,” whatever that means, is not a good idea, and you won’t lose respect or presence if you go beyond the classic dress code.

Button Down

The OCBT is a classic version of the traditional shirt, which is not as young as we might think and has been updated in recent years to look even more casual and young. Short for “Oxford Cloth Button Down,” this style has buttons on the neck and was made to make a traditional look a little less formal. This shirt is great if you want to look classic but laid-back. Whether you’re at the office or out and about, it will make you look fun and modern. It’s a great way to strike a balance between casual, sophisticated, and fun clothes. A type of shirt you should always wear if you want to look really good.

Cuban neck

A shirt that has everything: short sleeves so you can proudly show off those missiles you carry on each side, a cut that flatters your figure whether you wear it or not, traditional prints that will show off your personality, and a collar that will make you look very fresh. and not afraid. The way it’s made makes it better for casual situations, but if you wear it with a blazer, dress pants, loafers, or boots, you’ll be the most handsome man in the room. We can agree to it. This collar doesn’t have any buttons at the top, so you get extra points if you have chest hair.

Flannel Shirt

Part of us still thinks that flannel shirts are only for younger men, but when worn by an older man, they have a HUGE amount of power. With a simple t-shirt underneath or a t-shirt that stands out and dress pants, you’ll look like the most handsome and sure-of-yourself guy in the bar. If you add a leather jacket or a bomber, you will get more than a sigh; pay attention. Of course, you shouldn’t make the most common mistakes with this type of shirt.


A linen shirt is always light and fresh, and it can be just what you need to break out of the routine at the office or with chinos on the weekend. It also shows that you are a man who knows fashion and style. Even better if it doesn’t have a collar or has a Mao cut. You’ll look modern, sure of yourself, and very hot.


The best parts of a t-shirt and a dress shirt come together in our favorite mix. It’s neither very serious nor very casual, but it’s exactly what you need to show off your body, make those biceps pop in front of everyone else’s eyes, look cool, and make it seem like you have everything under control. Not to mention how amazing she looks in a suit and sneakers. Remember that the right size will make the line of your back look stronger, giving you a much more confident and firm posture.

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