Clothing should be fun | Blaze Media

I do a lot of things for work. I take photos, I take videos, I write stories, I write columns, I write about style, and I write about life.

I also help guys dress better. Officially it’s called style advising, but down to brass tacks, it means me helping guys get clothes they are happy with. Helping them get rid of the junk that sits in their closet that they never wear and get into clothes that make them look, and feel, their best.

Exercising creative control in the physical space feels good in a way that’s deeper than exercising the same kind of creativity in the digital space.

It’s one of the most rewarding things I do. I know lots of guys dismiss the importance of clothes, but they do so at their peril. Our clothes really do have a huge impact on our psychological state. They can make us pretty unhappy or pretty happy.

Ready to wear

Does that make us “superficial”? No. It’s an acknowledgment of the fact that what we wear represents who we are to others —and to ourselves. If you aren’t happy with how you present yourself, you aren’t going to be happy with yourself. It’s that simple.

So I take personal satisfaction from watching a guy transform his wardrobe over the course of a year or two. What’s particularly satisfying is observing how his attitude toward clothing changes as he overhauls his closet.

The process usually starts with a pragmatic interest in not looking like a slob. Achieving a baseline presentability eliminates any negative attention slovenly dress attracts. From that point he may start to notice that looking a little more “put together” actually attracts positive attention. And once he starts to experience the fruits of dressing decently in public, he’s ready to start enjoying his clothes.

This means he’s comfortable and confident enough that he no longer sees dressing himself as a test to get “right,” but as an opportunity for personal expression and creativity. Clothes finally become what they’re meant to be: fun.

Or as a client deep into his own wardrobe revamp recently told me, “I’m just blown away by how fun this stuff can get.”

What a difference in attitude and mindset. A realization like that is generally a sign that a certain kind of psychological transformation has been completed.

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Making the man

I’m aware that the word “fun” may connote something shallow or frivolous — and in some respects clothing can be both. But the pleasure we derive from clothing also derives from its deeper meaning: the way it reinforces the eternal forms of man and woman, emphasizes our dignity as human beings made in the image of God, and reflects our culture, values, and even religious beliefs.

Remember the pastel cars of the 1950s? It’s hard to believe it, but there was a time when when cars weren’t only black, gray, or white. There was a time when cars were fun. Well, it’s the same thing with clothes. If you really look at the stuff the guys were wearing back in those old movies, they were actually having much more fun than the guy who wears dark jeans, a black T-shirt, and a gray hoodie in 2025. Coming to the final realization that clothes should be fun is actually a kind of returning to tradition.

Creative control

The thoughtfully designed, personal interior of your home feels more welcoming than an airport terminal. A carefully cultivated garden is more beautiful than an expanse of artificial turf. And a well-fitting and harmonious combination of shirt, jacket, and trousers is more flattering than a prison-like monochrome sweatsuit.

There’s also a peculiar psychological benefit to embracing clothes as a domain of fun. Exercising creative control in the physical space feels good in a way that’s deeper than exercising the same kind of creativity it in the digital space.

In our screen-dominant era, the experience of joyfully controlling your personal environment is humanizing and refreshing. It’s good to like how you look and know that you are the one responsible for it. It feels like we are actually doing something rather than just moving pixels around.

Of course, it goes without saying that not all fun is good fun. We know that’s true about all sorts of stuff in life. Many a bad decision sure was fun at the time. So it goes with the temporary thrill of donning stupid neon graphic T-shirts, grotesque Crocs, alien-green sweatpants printed with pizza motifs.

Many men today begin their style journey as overgrown children who have enjoyed this “bad” kind of fun for most of their lives: the dumb T-shirts and the stupid shoes. But then they decide to grow up, and after working through their wardrobe, they come to understand that these classic clothes are not just good for the soul or society. They are fun, and they are the right kind of fun, the kind of fun that edifies and enriches us.