Most People Wear Clothes That Are Too Small

I’ve noticed, throughout my years of working with men on their style, that many tend to wear clothes that don’t fit quite right. Part of what I do involves helping them realize they’ve outgrown their sizes—it’s not a weight issue, but more of a growth issue. I mean, guys change as they age; you’re not the same person at 31 as you were at 21.

Finding the Right Fit

We’re just beginning to emerge from an era where slim fits dominated the fashion landscape. It’s time for guys to rethink what a good fit really is since it encompasses much more than it used to.

If you suspect that your clothes are too small, well, you probably already know the answer.

Accept it. Loose shirts offer so much more comfort than tight ones. And let’s be honest—who wants to feel constricted?

Comfort is Key

Wearing loose shirts isn’t just about comfort, either. It tends to look better and allows for natural fluctuations in weight. Granted, there are fitness enthusiasts who wish their weight would fluctuate just the right amount; we can all relate to that wish. But life isn’t always that accommodating. Weight varies, and it can happen over time. If a shirt is too tight to handle even slight weight changes, it’s not practical. It’s no surprise many feel the need to buy new clothes regularly.

Historically, shirts were looser. People didn’t have a lot of disposable income, so garments had to last. This practicality translated into a style that valued comfort and durability—qualities that come with a looser fit.

How to Tuck Properly

Now, let’s think about tucking. Loose shirts are generally easier to tuck in, which might sound simple, but it can sometimes feel daunting. Ironically, it often results from trying too hard. One common error I spot is what’s termed the “mannequin look,” where a shirt clings too tightly around the waist, almost like it has been pinned in place at the back. This style works for mannequins, stunning in a well-lit store but quite the opposite on a moving human.

If you watch older films, you’ll notice how men’s shirts tend to fold nicely when the jacket is taken off. They fit snugly but aren’t pulled too tight, creating a balance. The goal is to tuck the shirt evenly around the waist and then slightly loosen it to create a natural, flattering fit.

Ultimately, it’s about feeling good and looking great—embracing the movement and comfort in a more relaxed style.