Combining Comfort with Style: A Guide for Modern Guys

Being comfortable in your clothing is the most important thing you should strive for, no matter what the occasion. Although the old saying goes “no beauty without pain,” this really is not true, especially in the modern age.

Style really can be comfortable and there are many ways you can go about making this happen. With sweatpants, oversized t-shirts, and cardigans making a big comeback, here is a guide for modern guys who want to combine comfort with style.

Choosing Your Unique Style

When finding the right clothes for you, it is important you choose clothes that you like, not just what is on-trend right now. When buying clothes, find your unique style and go from there. For some, that is plain t-shirts and tailored pants, for others the more colourful the better. There is no wrong way to choose your unique style and when it comes to getting a new wardrobe, less is more.

Some staple pieces of men’s clothing, a few accessories, and a couple of pairs of shoes can help you discover your unique style. The men’s clothing selection at Orlebar Brown has something for every modern guy from relaxed drawcord trousers to comfortable cotton polos. You can always add more pieces as you go along and discover more about what you like and what feels good.

Finding the Right Fit

One of the most important things to consider when being comfortable in your clothes is fit. Instead of dressing for the body shape you want to be, you should be dressing for the body shape that you are. This means selecting items of clothes that flatter your figure and fit well.

If you are not sure where to start with finding clothes that fit correctly, try a few sizes on and see what not only looks best but feels best. When we feel good in our clothes, we ooze confidence and can pull off pretty much anything (except socks and sandals).

Nailing the Casual Wear Look

From the office to date night, casual wear is every modern guy’s dream. It combines comfortable, effortless clothing with chic pieces that turn comfort into style. There are lots of items that look great as casual wear, from denim jeans to polo shirts.

Find what feels most comfortable for you and go from there. Layering is an effortless way to add more charm to an outfit and most casualwear can be dressed up for a formal occasion with the help of a blazer. Below we look at how to style some of the most comfortable casual wear.


A t-shirt doesn’t have to be boring, although a few plain t-shirts in your wardrobe is a good idea if you like to go jazzy with patterned overshirts, blazers, or pants. For lazy days doing chores or shopping, team your favourite black tee with a pair of grey sweatpants and some designer trainers for an on-trend look that screams comfort. If you like oversized t-shirts, try combining yours with a denim jacket, a pair of blue denim skinny jeans, and loafers.


Who doesn’t love a good hoodie? Hoodies definitely can be stylish, depending on the occasion of course. Whilst a hoodie may not be suitable for a night out, it can keep you warm and edgy during casual coffee dates and gym days. A neutral colour palette is a smart choice if you want to be able to wear your hoodie with anything in your wardrobe.


Autumn and winter are the seasons to break out your favourite knitwear. Although knitwear is often overlooked by men, cardigans can add flair to any outfit whilst keeping you warm, cosy, and comfortable. A classic oversized black cardigan can be added to your favourite t-shirt and pants combo for office wear or boys’ night.

If you like to go bold, you can opt for a brighter cardigan and dress it down with a white t-shirt and jeans. Adding some accessories can really make your cardigan pop. Try adding a silver chain, a smart wristwatch, and a few rings to stay minimalistic and chic.


Trousers are very versatile and can throw a distinctive look in the mix if you usually go straight for jeans. Not only can trousers be extremely comfortable, but they are also stylish and look great when fitted correctly. Try styling a pair of checked grey trousers with a white t-shirt and trainers for a true casualwear look. You can always dress them up for an evening meal by adding a pair of smart shoes and an oversized blazer.

Being casual and comfortable does not mean you need to scrimp on style. Whether you opt for knitwear, hoodies, trousers, or the plain tee look, wearing clothes that you feel comfortable in will leave you feeling and looking good.

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