Style Archives | The Art of Manliness https://www.artofmanliness.com/style/ Men's Interest and Lifestyle Thu, 26 Mar 2026 16:55:04 +0000 en-US hourly 1 https://wordpress.org/?v=6.9 The 5 Most Common Watch Complications (And Which Ones You Need) https://www.artofmanliness.com/style/5-most-common-watch-complications/ Thu, 26 Mar 2026 16:55:04 +0000 https://www.artofmanliness.com/?p=192888 In the world of watches, the word complication doesn’t mean something has gone wrong. It simply refers to any function beyond those of a three-hander, which tells the hours, minutes, and seconds. There are dozens of possible complications and some of them are wildly elaborate: perpetual calendars that account for leap years, “tourbillons” that counteract gravity, […]

This article was originally published on The Art of Manliness.

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In the world of watches, the word complication doesn’t mean something has gone wrong. It simply refers to any function beyond those of a three-hander, which tells the hours, minutes, and seconds.

There are dozens of possible complications and some of them are wildly elaborate: perpetual calendars that account for leap years, “tourbillons” that counteract gravity, minute repeaters that chime the time on demand. At the highest end, watchmakers compete to stack as many of these feats of engineering into a single case as humanly possible.

But for most men, those aren’t the complications that matter.

The vast majority of watches you’ll encounter and realistically consider wearing feature a couple of common, practical complications. They add useful functionality, distinctive character, and a certain mechanical charm that stands out in a sea of smartwatches.

Here are the five most common watch complications — and why you might choose a watch that includes one or more of them.

The Date

The date window is the most ubiquitous complication in modern watches. It’s simple, useful, and unobtrusive. If you routinely sign documents, schedule meetings, or just like having the date visible without pulling out your phone, it’s handy to have.

It’s also a complication that allows for a bit of variety and personal style. A small date window at 3 o’clock adds a touch of modern utility; a larger display near the bottom makes a bolder statement.

The Chronograph

A chronograph is essentially a stopwatch built into your watch. It allows you to measure elapsed time — useful for exercising, grilling a steak, or calculating speed when paired with a tachymeter bezel.

Chronographs undoubtedly add visual interest, but can also veer into busyness. You may run into multiple subdials, pushers on the case, and extra markings, which can give the watch an overbuilt, tool-oriented feel. Whether you like that or not comes down to personal preference; if you appreciate mechanical ingenuity or want a watch with a bit more presence on the wrist, a chronograph certainly delivers.

The GMT or Dual Time

Originally developed for pilots, GMT watches allow you to track a second time zone simultaneously. It could be a fourth hand that circles the dial once every 24 hours or a small separate dial.

If you travel frequently, work across time zones, or have family overseas, this complication is genuinely practical. It also carries a subtle air of adventure and the romance of global exploration.

If your life is firmly rooted in one time zone, it may simply be a perfectly acceptable aesthetic choice.

The Moonphase

Few complications are as poetic as the moonphase. It tracks the lunar cycle, displaying the waxing and waning moon through a small aperture on the dial.

It’s certainly not necessary, but often beautiful and just plain fun.

This is a complication that’s less about utility and more about tradition and craftsmanship. Long before modern calendars and digital displays, watchmakers devised moonphase complications to track the lunar cycle for navigation, agriculture, and religious observance, making it one of the oldest features of horology — the science, study, and art of measuring time. Because early watchmakers had to mechanically replicate the moon’s 29.5-day cycle using gears alone, the moonphase became a showcase of both technical skill and decorative artistry.

The moonphase complication thus connects modern wearers to centuries of horological heritage. If you’re drawn to watches for their romance and history, this complication may speak to you.

The Power Reserve

On mechanical watches, a power reserve indicator shows how much stored energy remains before the watch needs winding. It’s especially practical if you rotate watches; while a daily-worn watch is either continuously wound (automatic) or regularly wound by habit (manual), one worn only occasionally can unexpectedly run down.

A power reserve also adds a subtle technical character to a watch — a reminder that what you’re wearing is a human-engineered machine.

Choosing What Fits You

It’s easy to fall into the trap of thinking you should choose a watch based on its complications. But the truth is simpler: pick those that align with how you live and what you think looks nice.

If you value clean design, a simple three-hand watch may be your best companion. But depending on your tastes, one or more complications may be exactly the fit for your life and your personal style.

A watch is one of the few pieces of gear you’ll wear every day. Function matters, but so does the way it looks and feels. A watch’s complications should serve your daily life while also bringing some subtle satisfaction each time you glance at your wrist.

This article was originally published on The Art of Manliness.

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A Man’s Guide to the Field Jacket https://www.artofmanliness.com/style/clothing/a-man-s-guide-to-the-field-jacket/ Mon, 09 Mar 2026 16:04:40 +0000 https://www.artofmanliness.com/?p=192713 Several years ago, I picked up a field jacket inspired by field jackets from the 20th century. I needed something for those weeks in the fall and spring when it’s too warm for a proper winter coat but too cold for just a sweatshirt, and it seemed like a solid option. The field jacket has […]

This article was originally published on The Art of Manliness.

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Several years ago, I picked up a field jacket inspired by field jackets from the 20th century. I needed something for those weeks in the fall and spring when it’s too warm for a proper winter coat but too cold for just a sweatshirt, and it seemed like a solid option.

The field jacket has since become the jacket I reach for more than anything else in my closet. I throw it on with jeans and a t-shirt when I’m out running errands. I’ve worn it over an Oxford cloth button-down and chinos. I’ve worn it on road trips, to the grocery store, and to kids’ basketball games. It’s the perfect travel jacket for when I fly, with plenty of pockets for stashing stuff. The field jacket works with almost everything in my closet and fits nearly every social situation I find myself in.

That mixture of handsomeness and utility isn’t an accident, but a product of where the field jacket came from: the military. A lot of male style staples were born during times of war, originating from pieces that were tailored to be both functional and sharp-looking at the same time. And the field jacket’s path from the battlefields of World War II to your closet is one of the more interesting stories in menswear.

Below, we talk about that evolution, and how you can wear the field jacket with style today.

A Jacket Born From Failure

The U.S. military spent the better part of three years at the beginning of WWII trying to get the field jacket right.

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At the start of the 1940s, American soldiers were issued the M-1939 Service Coat, a long, heavy wool garment that was about as practical for modern combat as a bathrobe. When soldiers exerted themselves, they’d sweat through the wool. Then when they stopped to rest, all that trapped moisture would cool rapidly against their bodies. It was a recipe for hypothermia, and it weighed a ton even when dry.

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The military’s first fix was the M-1941, sometimes called the Parsons Jacket after Major General James K. Parsons. It was modeled after a civilian windbreaker, made from lightweight cotton poplin with a wool flannel lining. It was better for mobility, but the light olive drab color was highly visible in the field, the fabric couldn’t handle sustained wind and rain, and the short, waist-length cut didn’t allow for pockets with sufficient storage.

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It wasn’t until 1943 that the military nailed it. The M-1943 moved to a longer, hip-length cut in a darker olive drab cotton sateen, tightly woven for wind and water resistance. It introduced the iconic four-pocket layout: two large bellows pockets at the hips, two pleated pockets at the chest. And it was designed as the centerpiece of a layering system where you could wear it over an insulating mid-layer (including the famous “Ike Jacket” championed by Eisenhower himself) and adapt to conditions ranging from mild French autumns to the brutal winters of the Ardennes.

The M-65: The Design Peaks

The M-1943’s DNA carried through the M-1951, which added a zipper closure and bi-swing pleats at the back for better shoulder mobility, and then reached its final form in 1965 with the M-65, produced by contractors including Alpha Industries.

The M-65 is the field jacket most people picture when they think “military field jacket.” It replaced the M-1951’s pointed collar with a stand-up collar that concealed a stowaway hood accessible via a heavy-duty zipper, giving soldiers in Vietnam immediate protection from monsoon rains. The fabric was a 50/50 cotton-nylon sateen blend that offered serious wind and water resistance. Velcro fasteners replaced buttons at the cuffs and collar for a more secure seal.

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The M-65 was deliberately cut oversized and boxy to accommodate a removable quilted nylon liner for cold weather. This is important to know if you’re buying one, because an authentic M-65 or a faithful reproduction is going to feel huge unless you size down one or even two sizes from your normal jacket size. It remained in service for decades before newer cold weather clothing systems began to replace it in the late 1980s.

How the Field Jacket Became a Civilian Staple

After World War II and Korea, enormous quantities of surplus military gear flooded the civilian market. If you needed a tough, affordable jacket, you could pick up an M-1943 or M-1951 for next to nothing. Working-class guys wore them because they were cheap and built to last.

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During Vietnam, the field jacket started to become a symbol of rebellion. Veterans rotating home throughout the late ’60s and early ’70s were still wearing their issued M-65s. When some of those vets joined the anti-war movement, the jacket became a symbol of dissent. War protestors who didn’t even serve in the military started to wear the M-65 as part of their unofficial uniform. After the war, surplus M-65s hit the racks at Army surplus stores and because it had the aura of cool rebellion, civilians started wearing them. For example, the M-65 became a style staple in the punk scene in the 70s and 80s.

Hollywood cemented the field jacket as a menswear go-to for the rebel. Pacino wore an M-65 in Serpico as part of his character’s refusal to dress or act like a conventional cop. Robert De Niro’s Travis Bickle wore one as a kind of urban combat uniform in Taxi Driver. Woody Allen wore one in Annie Hall, which helped make the jacket something a (neurotic) urban intellectual could wear. Stallone’s outsider John Rambo wears a battered M-65 in First Blood. By the early ’80s, the field jacket was the jacket for guys who didn’t fit neatly into one box.

Why the Field Jacket Looks Good

So why does the field jacket look good with so many different outfits? The hip-length cut hits at the right spot on most men’s frames. If your jacket has an internal drawstring, and you use it to cinch the waist (and you should, because an uncinched field jacket on a slim guy looks like a poncho), you get a tapered silhouette that mimics the V-shape of a tailored blazer. Even without a drawstring, the jacket hits a sweet spot between structured and casual. The four-pocket layout gives the jacket visual weight and complexity without making it busy. Your eye has something to land on. Those pockets are incredibly handy to boot.

The military heritage gives the jacket an automatic dose of manly ruggedness. And the rebel cool symbolism that the field jacket acquired in the 1970s is still there. When you see a guy wearing one, you often think, “That dude looks cool.” You’ll feel like a cool dude wearing one.

Where to Find a Good Field Jacket

If you want a genuine military-issue jacket, you’ll want to check Army surplus stores and online sellers. The problem you’ll run into with vintage field jackets is that there aren’t many of them on the market these days. And when you do find one, they’ll mostly be for smaller guys. When I search for vintage M-65s on eBay, I can find a lot of smalls and mediums, but not many larges and extra larges.

Alpha Industries, one of the original manufacturers of the M-65, still makes the jacket. You can buy one from their site. It will set you back $225. One of the downsides of it (I think) is that it looks a little too new. It doesn’t have that lived-in look that you think of when you think of field jackets.

If you’re going for a more rugged-looking field jacket, look for reproductions. For example, Bronson MFG offers several, including the M-43, M-51, and M-65. They all look vintage, even though they’re not, and at around $100-$150, they’re reasonably priced. On the other end of things, if you’ve got $800 burning a hole in your pocket, Japan’s The Real McCoy’s has a sharp M-65 replica.

Many menswear companies offer field jackets that are inspired by the OGs. These aren’t exact reproductions. They’re channeling the look and feel of a field jacket, but giving it some modern updates; one of the nice things about these non-replica field jackets is that they often include some tailoring so that they don’t look so boxy. Filson offers an “inspired by” field jacket that looks sharp.

My field jacket, which I got from Flint and Tinder, fits this category. It has the look of a vintage field jacket, but with a bit of tailoring so that it fits less poncho-like. They discontinued it, but hopefully it’ll return. Hey, Huckberry! Bring it back!

Just google “field jacket” and you’ll find plenty of options for your personal budget and style preferences.

How to Wear a Field Jacket

As I mentioned above, the field jacket is a pretty dang versatile piece of clothing. You can dress it up or down. You’ll usually find me wearing my field jacket with a t-shirt (tucked in, of course), jeans, and sneakers.

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If you want to dress it up a bit, wear khakis, an OCBD (and tie, if you want), and a pair of loafers or chukkas.

It really is hard to mess up a field jacket, but here are some guidelines for you:

Match it with textures that complement the cotton sateen. Cotton, corduroy, denim. These all share that tactile, lived-in quality. Smooth, shiny fabrics are going to feel off.

Use the drawstring. If you’ve got an OG field jacket or a replica, you’ll want to cinch it with drawstrings. An uncinched one looks like a tent.

Keep the hood stowed away. If your jacket comes with a stowaway hood, keep it zipped inside the collar where it belongs unless it’s raining. It’s a genuinely useful feature, but it rarely looks good worn casually.

If you don’t yet own a field jacket, it’s worth picking one up. From the foxholes of war to the trenches of modern life, it’s a useful and handsome workhorse that’s earned its place in a man’s wardrobe.

This article was originally published on The Art of Manliness.

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4 Ways to Elevate Your Casual Style https://www.artofmanliness.com/style/outfit-guide/4-ways-elevate-casual-style/ Sun, 01 Mar 2026 16:48:12 +0000 https://www.artofmanliness.com/?p=82312 Your casual clothes are the ones you wear on your own time. It’s hard to put boundaries on what pieces of clothing count as “casual” and which ones don’t. If you ask what a suit is, most people will say “business wear,” but a salmon-pink suit with yellow pinstripes? Not so appropriate for the boardroom. […]

This article was originally published on The Art of Manliness.

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Man in black shirt lying on a chair with his legs on another chair.

Your casual clothes are the ones you wear on your own time.

It’s hard to put boundaries on what pieces of clothing count as “casual” and which ones don’t. If you ask what a suit is, most people will say “business wear,” but a salmon-pink suit with yellow pinstripes? Not so appropriate for the boardroom.

With standards relaxing everywhere and some industries (art, web technology, etc.) priding themselves on a relaxed, unconventional look, “business” wear is nearly as hard to define. Depending on your job, your casual wardrobe might be fancier than your work wardrobe, or less dressy, or it might be the exact same clothes.

So don’t worry too much about the old categories and definitions.

Upscale or down-to-earth, sleek or rugged, casual clothes are your clothes for you. They’re the expression of your personal style outside of any external dress code, when no one else is defining your style for you, and the choice of what to wear is entirely your own.

Unfortunately, this freedom can be a little frightening. Most men subsequently retreat into a default “uniform” of casual duds: think khakis and a button-down shirt for nicer occasions, and jeans and a t-shirt for everything else. While such get-ups done in the right materials, colors, and fit can be decent looking, they’re hardly either interesting or sharp.

With a little thought and effort, however, your casual clothes can turn heads every day, everywhere you go.

How to Elevate Your Casual Style

Variety is the spice of life, and it’s also the soul of good casual clothing.

If you look at a fashion model — or just a well-dressed guy on the street — you’ll see that what makes him stand out is that his clothes don’t look like everybody else’s.

That doesn’t mean that to look sharp and casual you have to wear wild prints and eccentric garments; the bar of mainstream men’s style is set so low, you don’t have deviate greatly or make a big effort to stand out!

Here are 4 simple ways to elevate your casual wardrobe above the status quo:

1. Layer

Different winter outfits displayed.

One of the biggest problems with the t-shirt/jeans or dress shirt/khakis look is that it’s complete at a single glance. No one’s attention is going to be held, because there’s nothing there to hold it. Once they’ve taken in your trousers and your shirt they’re done.

Layering basically just means adding pieces to an outfit. A blazer is a layer; so is a cardigan or a hat or a scarf or even a casually-slung messenger bag. 

Different jackets displayed.The result of adding details beyond the shirt and trousers is visual complexity. There’s more to take in, so people’s eyes linger longer.

You also get the practical benefits of an outfit you can change on the go, of course; shed a layer when it gets too hot, or offer your jacket to a lady when she gets cold. The only real drawback to a layered look is added warmth in the summer and occasionally having to keep track of something you took off.

So add a few pieces. Jackets are great, whether they’re a navy blazer or a denim or leather jacket; have one of those at a minimum. From there, go where your style and tastes take you.

Learn more about some common layers:

2. Emphasize the Accents

Different outfits displayed.

Looking good is about people noticing your appearance and remembering it.

Good accents give people something to remember you by.

What’s an accent? Basically anything that isn’t the big, body-covering pieces of the outfit. Trousers, shirts, and jackets aren’t considered accents; almost anything else can be, depending on how you wear it.

Making small upgrades to your basic accents can take an outfit from “uniform” to “unique.” Trade out plain brown dress shoes for a pair of brightly-colored canvas shoes or a loafer with a metallic buckle. Swap a leather belt for a colored web one. Add a tasteful piece of masculine jewelry or a unique watch.

This does call for a little moderation. Your outfit shouldn’t be all about one accent. If all anyone can remember is your neon-yellow ammo belt, you’ve overdone it. But some color, detail, and uniqueness where most men are wearing the most neutral option available will definitely set you apart from the crowd.

Learn more about accent pieces:

3. Tailor the Fit

Casual outfits in fitting are being displayed.

Even though a non-layered look isn’t as interesting as a layered one, it still can be sharp — as long as you nail the fit of the garments.

Casual should never look sloppy. You’re showcasing your own personal taste — and you don’t want people to think you have a taste for laziness.

We usually think of tailoring as being an option for business clothing, but casual clothes benefit just as much from some customization.

You don’t have to invest in bespoke construction for all your casual clothes (though it is a good way to get a unique jacket or blazer made exactly the way you want it), but a few alterations to the fit should be mandatory for most wardrobe items.

Trousers should be hemmed so that they break neatly, with the cuff resting lightly on the top of your shoes. The crotch should be kept as close as possible without sacrificing comfort so that you don’t get a saggy look between your legs or in the butt.

Shirts are also worth tailoring, especially if you tend toward the slim side and most shirts are baggy on you. A baggy shirt tucked in makes a “muffin top” of fabric spilling out over your belt (terrible), and a baggy shirt untucked billows like a sail (also bad). You also want to avoid short-sleeved shirts with armholes that are too big for you, as they make you look scrawnier and weaker than you are.

Factor the price of tailoring into the clothes you purchase, because it’s very rare to ever buy something off the rack that requires no alterations at all.

Learn more about fit and alterations:

4. Experiment

Different coats with outfits displayed.

It’s all about variety.

If you’re a big fan of sports jackets, and you own a whole closet full of neat ones, you’re set for that look. Whatever combinations you come up with, you’ll have the clothes to pull it off.

But you don’t want to be that guy who always wears a sports jacket.

Mix it up some. Invest in shirts that can be worn without a jacket, or shirts that are unusual under a jacket, like a long-sleeved t-shirt instead of a collared shirt. Substitute cardigans or casual coats for blazer-style jackets. And so on.

Don’t be afraid to go to stores you’ve never thought about shopping at before and trying on styles that look nothing like your day-to-day wear. You might surprise yourself with what you look good in.

That said, of course, you never want to buy experiments until you’ve tried them on and spent a good long while checking the effect out in the dressing room mirror . . .

Wearing Sharper Casual With Confidence

If you’ve added some variety to your casual wardrobe, you’re ready to go out there with a detailed, layered look.

Now comes the important part: be ready to turn some heads and attract some comments.

Most guys just don’t dress well. You’ll see it looking around. On any given street (unless you’re in a very fashionable neighborhood) most men will be wearing interchangeable outfits. You could yank the clothes off one guy and slap them on the next without anyone noticing the difference (adjusting for body type, of course).

When you start dressing better, you will not blend in. In some situations you’re going to seem a little overdressed. And that’s just fine. As long as you’re not wearing business clothes in a clearly non-business situation, you can be as dressy as you want. It just has to be clear that it’s your look.

There are limits, of course. You probably don’t want to show up to a kegger wearing a summer suit. Use a little judgment. But for the most part, accept the idea that you’re going to be better dressed and attract more attention than most of your fellow males.

Own it, and enjoy it.

Written by Antonio Centeno, founder of Real Men Real Style


With our archives 4,000 articles deep, we’ve decided to republish a classic piece each Sunday to help our newer readers discover some of the best, evergreen gems from the past. This article was originally published in March 2018.

This article was originally published on The Art of Manliness.

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The Case for Shaving at Night https://www.artofmanliness.com/style/shaving/the-case-for-shaving-at-night/ Sun, 18 Jan 2026 16:34:32 +0000 https://www.artofmanliness.com/?p=174913 Shaving is one of those daily rituals that most men take care of as part of their morning routine. It makes sense. Shaving in the morning allows you to start the day looking as fresh as possible and ensures you look clean-shaven longer throughout your waking hours. But I’ve personally been a night-shaver for several […]

This article was originally published on The Art of Manliness.

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Shaving is one of those daily rituals that most men take care of as part of their morning routine. It makes sense. Shaving in the morning allows you to start the day looking as fresh as possible and ensures you look clean-shaven longer throughout your waking hours.

But I’ve personally been a night-shaver for several years now and love it. Below I share a few reasons you might consider adopting this practice as well.

The Case for Shaving at Night

You Can Take Your Time With Your Shave. If you’re like most guys, you’re rushing to get ready in the morning. But you don’t want to rush a shave. That can lead to cuts and uneven stubble removal. 

When you shave at night, there’s no rush. You can take your time, ensuring you get a close, comfortable shave without any nicks or razor burns. 

Moreover, slowing down your shave makes the experience more enjoyable and relaxing. When you shave at night, you have the time to make yourself a barbershop hot towel. You’ve got the time to create a nice, warm lather with a badger brush. When you shave at night, you can make shaving more of a ritual and less of a chore.

Shaving at night also gives you the margin to try your hand at a more traditional shaving method: straight razor shaving. Time is your ally with straight razor shaving, especially when you’re first starting. You don’t want to rush the process. 

It Saves You Time in the Morning. Even if you’re a pro at shaving, it still takes time. If you shave at night, it’s one less grooming chore you have to do upon waking. Use the extra time you save in the morning to catch some extra ZZZs or engage in a short session of meditation. 

It Gives Your Face Time to Heal. This is a big reason why I switched to the nighttime shave. When you shave, you’re scraping a sharp piece of metal across your face. No matter how careful you are, you’ll have some irritation and even some nicks. When you shave in the morning, there’s a chance your face is going to look red and irritated as you go to work. If you’ve nicked yourself, you’ll likely have a little scab on your face or maybe even a bit of blood on your shirt collar. Not a good look. 

When you shave at night, you give your skin time to heal from the scraping and cutting. Instead of looking irritated, your face will look nice and healthy.

If I Shave at Night, Won’t I Have Too Much Stubble in the Morning?

Some guys might be reading this and objecting to the idea of nighttime shaving because they’ll wake up in the morning with stubble or a full-blown five o’clock shadow (a 5 a.m. shadow, in this case).

This is a legitimate concern. If your facial hair grows fast and thick, the nighttime shave might not be for you.

However, if your facial hair grows slowly, you can still shave at night and look fresh in the morning. 

I’d say my facial hair grows at an average rate. When I shave in the morning, I’ve got some stubble by the end of the day. But I’ve noticed that when I shave at night, I have less stubble after waking from eight hours of sleep, than I do eight hours after I shave in the morning. 

There might be a reason for this. Hair growth is driven by our circadian rhythm, and studies have shown that hair grows faster in the morning than at night. This might explain why I’ve noticed that I don’t have too much stubble in the morning when I shave before bed: hair doesn’t grow as fast at night.

So if you have a fast-growing beard, you still might try the night shave. You may discover that you’ll wake up with less stubble than you think.

More relaxing shaves, more time in the morning, a more handsome and less irritated face. Yes sir, there’s a case to be made for shaving at night. 


With our archives 4,000 articles deep, we’ve decided to republish a classic piece each Sunday to help our newer readers discover some of the best, evergreen gems from the past. This article was originally published in January 2023.

This article was originally published on The Art of Manliness.

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Holiday Smart Casual: 3 Getup Ideas for Office Parties, Holiday Dinners, and NYE Shindigs https://www.artofmanliness.com/style/outfit-guide/holiday-smart-casual/ Thu, 20 Nov 2025 20:05:13 +0000 https://www.artofmanliness.com/?p=191651 The holiday season is here, and with it comes a lineup of festive gatherings — from office parties and family dinners to New Year’s Eve celebrations. Each one calls for a little more style than your everyday jeans-and-sweater combo, but not so much that you look like you wandered out of a black-tie gala. That’s […]

This article was originally published on The Art of Manliness.

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The holiday season is here, and with it comes a lineup of festive gatherings — from office parties and family dinners to New Year’s Eve celebrations. Each one calls for a little more style than your everyday jeans-and-sweater combo, but not so much that you look like you wandered out of a black-tie gala.

That’s where smart casual holiday style comes in. It strikes the balance between laid-back and polished — the kind of outfits that feel at home around a dinner table, under string lights, or clinking glasses at midnight.

Our buddies at Huckberry have put together three holiday smart casual looks to keep you covered for every event on the calendar. Each outfit blends seasonal texture and warmth with timeless pieces you’ll wear long after the decorations come down.

Check out Huckberry’s full lineup of holiday smart casual gear in their Smart Casual Shop.

The Office Party

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For a holiday office party, start with a khaki blazer. It keeps things professional without feeling stuffy. Pair it with pleated cords for warmth and texture, and a brushed shirt for a soft, relaxed feel. The braided belt and loafers add polish, while the watch gives it just enough edge to feel festive without trying too hard. If your office leans formal, the blazer has you covered; if it’s more casual, lose the jacket.

  1. Wills Classic Blazer
  2. Wills Brushed Woven Dress Shirt
  3. Wills Pleated Cord Trouser
  4. Flint and Tinder Braided Leather Belt
  5. Huckberry x Citizen Promaster Tough Watch
  6. Jacques Soloviere Alexis Loafer

Thanksgiving or Christmas Dinner

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A cable-knit sweater is cozy, classic, and built for seconds (and thirds). Layer it over an Oxford shirt for a bit of structure, and pair with green 365 Pants for some festive pop. The scarf looks good for family photos, and the chukka boots keep things grounded and sharp.

  1. Wills Easycash Cable Knit Sweater
  2. Flint and Tinder Oxford Draftsman Shirt
  3. Flint and Tinder 365 Pant
  4. Flint and Tinder 365 Core Belt
  5. Howlin’ College Fun Scarf
  6. Luca Moc Toe Chukka Boot

New Year’s Eve Party

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For a refined New Year’s look, pair a tailored blazer with matching trousers — it’s elevated without going full tux. Swap the dress shirt for a cashmere polo to keep things relaxed but polished. A clean leather belt and Derby shoes finish it off, giving you a sharp, modern outfit that moves easily from dinner to midnight toast.

  1. Wills Classic Blazer
  2. Wills Easycash Long Sleeve Polo
  3. Wills Rosedale Trouser
  4. Flint and Tinder 365 Core Belt
  5. Timex Marlin Manual Watch
  6. Sanders Athens Plan Gibson Derby

This article was originally published on The Art of Manliness.

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The 3 Signature Fragrances Every Man Should Have https://www.artofmanliness.com/style/accessories/signature-fragances/ Tue, 18 Nov 2025 00:59:30 +0000 https://www.artofmanliness.com/?p=191613 Having a signature scent is a great way to express your personality, but no single cologne is ideal for every situation, or even every time of the year. Just as your clothing changes with the seasons, your fragrance “wardrobe” can too. In fact, fragrance experts suggest having three go-to colognes: one for spring/summer, one for […]

This article was originally published on The Art of Manliness.

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Three cologne bottles in front of a split background—blue sky and grass on the left, autumn leaves on the right; text reads "A Man's 3 Signature Fragrances." Discover the best men's cologne for every season.

Having a signature scent is a great way to express your personality, but no single cologne is ideal for every situation, or even every time of the year. Just as your clothing changes with the seasons, your fragrance “wardrobe” can too. In fact, fragrance experts suggest having three go-to colognes: one for spring/summer, one for fall/winter, and one versatile scent you can wear year-round. Different fragrances mix more or less well with the distinct atmosphere of each season — both its literal weather and its intangible mood — and choosing the right one ensures your scent acts as an ideal complement to the time of year.

Below, we break down what to look for in each seasonal category, plus a bonus pick for the holidays.

Spring & Summer

When the temperature rises, heavy colognes can turn sour fast. Heat both amplifies and breaks down fragrance, which is why richer scents often smell muddy in the heat. So in the warmer months, you want something light and clean.

Look for citrus, herbs, green leaves, or a hint of floral. Those give off a fresh-air brightness that fits the season.

Spring & Summer Fragrance Notes to Look For

  • Citrus: bergamot, lemon, grapefruit, neroli
  • Greens & herbs: basil, mint, green tea, violet leaf
  • Light florals: lavender, jasmine, lily-of-the-valley
  • Marine notes: sea breeze, salt, wet wood

Spring & Summer Fragrances to Try

  • Bluegrass by EastWest Bottlers. This is my personal spring/summer signature scent. Smells like a fresh field after mowing, with a dash of mint julep.
  • Acqua di Giò. Citrus and ocean air. A summer standby since the ’90s.
  • Tom Ford Neroli Portofino. Smells like stepping off a sunlit terrace on the Italian Riviera. Starts with a bright burst of citrus and orange blossom, then mellows into a green wood note. It’s crisp, clean, and effortlessly elegant.
  • Nautica Voyage. A long-time favorite for its crisp apple, green leaves, and marine notes.

Fall & Winter

Cool weather calls for richer, deeper scents that would be too strong in summer but now feel just right. Think of the cozy, robust smells of autumn and winter: warm spices, wood smoke, leather, and amber. They project better in cold air and last longer on heavy winter fabrics, enveloping you in a seasonally on-point aura.

Fall & Winter Fragrance Notes to Look For

  • Spices: cinnamon, clove, nutmeg, cardamom, black pepper
  • Woods: cedar, sandalwood, pine, vetiver, patchouli
  • Leather & smoke: tobacco, birch tar, incense
  • Amber & vanilla: tonka bean, amber resin

Fall & Winter Fragrances to Try

The Year-Rounder

Every man needs one scent that fits any season. One that’s balanced and dependable. An option B for when you don’t feel like wearing your seasonal scent and want to mix things up.

Your year-round fragrance should open clean and end warm. Nothing too bright, nothing too dark. Think citrus or aromatic herbs up top, and woods, musk, or amber underneath.

Fragrance Notes to Look For in a Year-Rounder

  • Top notes: light citrus or aromatic herbs like bergamot, lemon, lavender, or sage; keep things bright and open
  • Heart notes: green florals or soft spices to add texture without heaviness
  • Base notes: woods, musk, or amber; gives your year-rounder a masculine backbone that works in any weather

Year-Round Fragrances to Try

  • Bleu de Chanel. Grapefruit, cedar, and incense. A modern classic.
  • Dior Sauvage. Crisp, peppery, and easy to wear anywhere.
  • Old Spice Classic Aftershave. Clean, spicy, familiar. Easy to wear year-round and immediately recognizable.
  • Rich ’90s Dad by Ranger Station. This has been my go-to year-rounder. I discovered it this year. Bergamot and lemon give it a fresh opening, while lavender, sage, and geranium add sophistication in the middle, all grounded by a rich base of musk, sandalwood, and amber. Plus, the name is great. I love how this cologne doesn’t take itself too seriously yet still delivers a quality fragrance.

Bonus: A Holiday Scent

Not required, but nice to have. Around Christmas, reach for something that smells like the season: pine, spice, and smoke, with a hint of sweetness.

Holiday Fragrances to Try

Fresh scents when it’s hot. Warm scents when it’s cold. Something steady you can wear year-round. That’s an ideal set of fragrances for a man.

Whichever colognes you decide on for your signature scents, make sure to apply them correctly!

This article was originally published on The Art of Manliness.

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My Favorite Fall Jacket https://www.artofmanliness.com/style/clothing/flint-tinder-trucker-jacket-review/ Thu, 09 Oct 2025 14:01:18 +0000 https://www.artofmanliness.com/?p=123332 Note: I first published this post back in 2020. Five years later, I keep busting out this jacket each fall, and it’s still going strong, so I thought I’d give the article an update. While the links in this post are affiliate links to Huckberry, through which we earn a commission should you purchase something, […]

This article was originally published on The Art of Manliness.

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Note: I first published this post back in 2020. Five years later, I keep busting out this jacket each fall, and it’s still going strong, so I thought I’d give the article an update.

While the links in this post are affiliate links to Huckberry, through which we earn a commission should you purchase something, this endorsement was neither paid for nor solicited. I am a genuine owner and appreciator of the Flint and Tinder Waxed Trucker Jacket.

Fall is here, and that means crisp, cool mornings and evenings. For this season of chilly-but-not-yet-cold weather, you need a casual fall jacket — a segue piece that keeps you feeling warm and looking good before you start needing a heavier overcoat.

My recommendation is the Flint and Tinder Waxed Trucker Jacket. I’ve had mine for over ten years now, and it’s only gotten better with age. I’ve re-waxed it several times, and it’s developed a great patina. It’s still one of my go-to jackets when the temps dip. When it gets really cold, I’ll wear a pullover hoodie underneath it. That combo kept me warm and dry during a near-freezing, drizzly OSU-BYU football game that went into overtime a couple of years back. 

Below I’ll share a bit of history behind the trucker jacket style, as well as why the F&T version is my own go-to jacket for fall.

The History of the Trucker Jacket

A trucker jacket is a style of workwear jacket. You’ve seen a trucker jacket if you’ve seen a classic denim jacket. The first iteration of the trucker jacket was made by Levi’s way back in 1905. The “Type 1” jacket was made of denim (natch) and featured a single pocket on the left breast and sturdy metal buttons. Because trucking wasn’t a thing in 1905, this jacket style wasn’t originally called a “trucker jacket.” It earned that moniker as the years went on, automobiles replaced horse-drawn carriages, and the jacket became a go-to piece of outerwear amongst truck drivers and long haulers. 

Over the ensuing decades, Levi’s modified the original Type 1 style by adding pockets (another pocket on the right breast and two hand pockets on the sides) and changing the breast pocket and stitching styles on the front of the jacket. They also started making trucker jackets with sherpa collars. Cowboys working in colder climes took to this modification, and you still see ranchers sport denim jackets with wool or cotton sherpa collars today. Other denim companies like Wrangler and Lee started creating their own version of the trucker jacket, and workwear companies like Carhartt put their mark on the garment by swapping the denim for more weather-resistant materials like cotton duck. Today you can find the trucker in a variety of colors, styles, and fabrics. 

Why the Flint and Tinder Trucker Jacket Is the Perfect Fall Jacket for Dudes

A man with gray hair and a mustache stands on a wooden deck, wearing a yellow fall jacket over a navy hoodie and blue jeans, with trees in the background.

Flint and Tinder has made their contribution to the storied history of the trucker jacket with their own iteration of this classic piece of outerwear. They took the old school Type 1 style with the single breast pocket, made it with flannel-lined waxed canvas sailcloth, and updated it with a modern fit. Both the canvas material and the jacket itself are made in America.

Here’s what I like about the F&T Trucker:

  • Classic, rugged, masculine style. It just looks great.
  • Warm and weather-resistant. The canvas fabric is waxed on both sides for warmth and insulation. The material resists water and wind, and keeps me comfortable down into the 50s, maybe upper 40s (depending on what I’m wearing underneath). You can re-wax the jacket to keep the water resistance strong over time.
  • The flannel lining is super soft and comfortable, even (and especially!) when wearing short sleeves underneath. 
  • Quality construction. After 10 years of heavy use, the jacket is holding up nicely.
  • Gets better with age. The more I wear the jacket, the better it looks. It takes on a nice weathered patina over time.

I wear the jacket with jeans + tees, short- and long-sleeved henleys, and sweaters. It’s the perfect casual coat.

The Flint and Tinder Waxed Trucker Jacket is available exclusively on Huckberry, and they’ve got a bunch of different colors to choose from; my favorites are the field tan and the moss. Check ’em out — a decade in, I can honestly say this jacket is the real deal.

This article was originally published on The Art of Manliness.

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A Man’s Guide to the Rugby Shirt https://www.artofmanliness.com/style/clothing/a-man-s-guide-to-the-rugby-shirt/ Mon, 22 Sep 2025 13:59:52 +0000 https://www.artofmanliness.com/?p=190779 The rugby shirt is an underrated menswear staple. Like denim or the leather boot, it started as tough, utilitarian gear and evolved into a style icon. Equal parts rugged and refined, rugby shirts straddle the line between athleticism and leisure, work and play, tradition and rebellion. If you’ve never considered owning a rugby shirt — […]

This article was originally published on The Art of Manliness.

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Black and white photo of a man wearing a striped rugby shirt, next to the text "A Man's Guide to the Rugby Shirt"—the perfect style guide for anyone interested in men's fashion.

The rugby shirt is an underrated menswear staple. Like denim or the leather boot, it started as tough, utilitarian gear and evolved into a style icon. Equal parts rugged and refined, rugby shirts straddle the line between athleticism and leisure, work and play, tradition and rebellion.

If you’ve never considered owning a rugby shirt — or thought they were just for Ivy League types or actual rugby players — it’s time to reconsider. They seem to be on the cusp of a comeback. Here’s why you should add a rugby shirt to your wardrobe and how to wear one with style.

A Brief History of the Rugby Shirt

Four rugby players in striped Rugby shirts run across a grassy field during a match, with a scoreboard and large crowd of spectators in the background—a classic scene that highlights timeless men's fashion.

This iconic shirt traces its origins to 19th-century England, when students at elite schools like Rugby, Eton, and Cambridge began codifying the game of rugby football. To endure the sport’s rough-and-tumble nature, players needed shirts that were hard-wearing and practical — a garment that could hold up under plenty of tackling, scrums, and rain-drenched pitches.

These early rugby jerseys were first made from wool, which was then swapped for thick, heavy-gauge cotton for greater durability. The shirts featured rubber buttons (to prevent the abrasions harder buttons could cause during collisions), long sleeves, and a contrasting twill collar that resisted stretching out during play. Over time, horizontal stripes, known as hoops, were added to distinguish teams.

By the mid-20th century, rugby shirts had jumped the fence from pitch to campus, a shift that grew out of school/team pride; initially they were like wearing a sports jersey, but they looked good enough that they grew into a bona fide style staple. Ivy League students adopted them as part of the burgeoning preppy look. In the decades since, they’ve become a wardrobe staple for everyone from punks and skaters to J.Crew models and Silicon Valley CEOs.

Why a Man Should Own a Rugby Shirt

They stand out without showing off. In a world where ordinary sweatshirts and sweaters predominate, rugby shirts, with their distinctive styling and colorful stripes, turn heads; they’re not loud, but they are different.

They balance rugged and refined. The rugby shirt’s athletic heritage gives it a certain ruggedness, but its collar, sturdy structure, and classic details add polish. It’s sporty without being sloppy, masculine without trying too hard. Rugby shirts elevate your casualwear while being as easy to throw on as a sweatshirt.

They’re versatile. You can dress a rugby shirt up or down. Toss it over jeans and sneakers for a fall tailgate or pair it with chinos and chukkas for a date with your gal.

They age well. Rugby shirts are genuinely durable, and with time, their fabric breaks in and develops real character. Like a good Oxford shirt or pair of jeans, it only gets better the more you wear it. Fraying cuffs, faded stripes, and softened collars tell a story.

When to Wear One

Transitional Weather. With their thicker but still breathable cotton fabric, rugby shirts thrive in spring and fall, when it’s too cool for a tee but too warm for a jacket.

Office Casual. Paired with chinos and boots, a rugby shirt anchors a smart-casual look suited to relaxed office settings.

Weekend Errands, Casual Dinners, and Coffee Runs. They’re comfortable enough to throw on and go, but refined enough to not look like you just rolled out of bed.

Outdoor Events. Tailgates, hayrides, early-morning soccer games, apple-picking — anywhere flannel might feel too lumberjack and a hoodie too juvenile.

Travel Days. They’re cozy for the plane, yet presentable for arrival. Plus, that twill collar means you don’t look like a slob when grabbing dinner after a long drive.

What to Look for in a Rugby Shirt

1. Heavyweight Cotton Jersey. Traditional rugby shirts are made from thick, durable cotton knit — something with enough heft to stand up on its own, but soft enough to feel broken in. Avoid synthetic, thin, or clingy fabrics.

2. Twill Collar. The hallmark of a classic rugby shirt. Usually white or off-white, this woven cotton collar contrasts with the knit body and gives the shirt structure. Bonus points if the collar stands up on its own without looking stiff.

3. Rubber Buttons or Hidden Placket. Original rugby shirts used rubber buttons, and that remains an authentic touch. Some modern versions hide the buttons altogether under a placket, which lends a cleaner look. Either option works.

4. Stripe Pattern (or Not). Bold horizontal stripes, or “hoops,” are a classic rugby shirt style detail. But solid versions or subtle patterns can be equally handsome — and sharper and more “formal.”

5. Proper Fit. Traditionally, rugby shirts were roomy for ease of movement. But too oversized and you’ll look like a kid wearing Dad’s clothes. Aim for a modern, athletic cut: fitted in the shoulders, a bit of room in the torso, and sleeves that stop at the wrist.

6. Reinforced Cuffs and Elbows. If you find a version with these details, you’ve got yourself a true workhorse. Not necessary — but nice.

7. Crests and Logos. Traditional rugby jerseys often carried a team crest on the chest. A small emblem can add authenticity, but oversized logos risk making the shirt look more chintzy than classic.

Dressing the Rugby Shirt Up or Down

A collage of six men showcases rugby shirt men's fashion, each wearing long-sleeve striped shirts in various colors, posed seated or standing in stylish indoor settings.

Wearing a rugby shirt is stupidly simple.

For a casual look, pair it with dark or light denim and a pair of sneakers, and you’re good to go.

If you want to dress things up a bit from there, swap the jeans for chinos, tuck in the rugby shirt, add a leather belt, and swap the sneakers for chukkas, leather boots, or loafers. You’ve now entered smart casual territory.

Go ahead and add a rugby shirt to your wardrobe. They’ve got a rough-and-tumble pedigree, are durable and distinct, and with no more effort than donning jeans and a sweatshirt, will give you a more put-together look. 

This article was originally published on The Art of Manliness.

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5 Ways to Wear an OCBD With Style https://www.artofmanliness.com/style/clothing/5-ways-to-wear-an-ocbd-with-style/ Thu, 14 Aug 2025 18:54:42 +0000 https://www.artofmanliness.com/?p=190431 The Oxford cloth button-down — OCBD, for short — is a classic men’s style staple. Born on Ivy League campuses, it’s got a preppy pedigree that’s been adapted and refined by musicians and artists, students and professors, craftsmen and architects. The OCBD is the rare piece of clothing that straddles the line between polished and […]

This article was originally published on The Art of Manliness.

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The Oxford cloth button-down — OCBD, for short — is a classic men’s style staple.

Born on Ivy League campuses, it’s got a preppy pedigree that’s been adapted and refined by musicians and artists, students and professors, craftsmen and architects. The OCBD is the rare piece of clothing that straddles the line between polished and casual, rugged and refined.

The Oxford button-down is stupid easy to wear — throw it on with jeans and nice sneakers, and you’ve got a look that couldn’t be simpler, yet still lands a cut above average casual. But if you want to expand your OBCD style repertoire, here are five tried-and-true ways to wear an OCBD with style.

1. Ivy League Classic

Image4

OCBD + Khakis + Loafers

This is the OCBD in its native habitat.

The Ivy League look pairs your Oxford with flat-front chinos, loafers, and, optionally, a navy blazer. Tuck the shirt in. Skip the tie for everyday wear, or add a knit one if you’re headed to an occasion with real napkins.

Keep the color palette light and collegiate: blue or pink OCBD, tan chinos, brown leather. It’s the kind of outfit that makes you look like you read The Great Gatsby and actually understood it. But it doesn’t try too hard.

When to wear it: Date nights, office settings without a dress code, fancy Sunday brunches.

2. Rugged Casual

Image1

OCBD + Dark Jeans + Leather Boots

The OCBD is built from thicker, textured cloth, which means it can hold its own in a workwear-inspired outfit.

Toss it on with a pair of well-fitting dark-wash jeans and lace up some leather boots — Red Wings, Wolverines, or similar. Roll the sleeves. Leave the collar unbuttoned. Maybe even let the shirt wrinkle a bit. You’re not on campus anymore.

If the weather’s chilly, add a canvas trucker jacket or a wool overshirt. This look works best when everything has a little weight and texture to it.

When to wear it: Grabbing coffee, casual Fridays, anywhere flannel might be a bit too much but a t-shirt’s not quite enough.

3. Smart Summer

Image3

OCBD + Shorts + Boat Shoes

The OCBD isn’t just a cool-weather staple. It earns its keep year-round — especially when you treat it like a lightweight summer layer.

Start with chino or linen shorts — nothing too baggy, nothing too tight. Roll up the OCBD’s sleeves or cuff them just below the elbow. Tuck or untuck depending on hem length and occasion. Finish with boat shoes or canvas sneakers.

Stick to lighter colors — white, pale blue, soft pink — and let the fabric breathe. You’re going for a look that says “off-duty architect” not “overdressed dad at the cookout.”

When to wear it: Lake days, summer dates, backyard barbecues.

4. Layered and Literate

Image2

OCBD + Crewneck Sweater + Wool Trousers

When the temperature drops, the OCBD slots neatly under thicker layers. Think of it as the intellectual core of your fall and winter fits.

Choose a mid-weight crewneck sweater in wool, cotton, or a blend — heather gray, forest green, navy. Let the collar of your OCBD show above the collar of the sweater. Add some tailored wool trousers or cords and a pair of suede chukkas or brogues.

The effect is clean but comfortable. You look like you know how to change a tire and recite some Frost from memory.

When to wear it: Casual business meetings, reading at the coffee shop, dinners where people light candles and use coasters.

5. Modern Minimal

Image5

OCBD + Neutral Chinos or Jeans + Clean Sneakers

Minimalism is about stripping things down to what’s essential and doing those few things really well. You can do that with an OCBD by putting together a look that’s crisp, quiet, and composed.

Start with a classic OCBD — white or light blue — and pair it with slim chinos or jeans in a neutral tone like navy, gray, or olive. Leave the shirt untucked for a more relaxed vibe, or tuck it in for sharper lines. Roll the sleeves. Skip the belt. Keep the palette tonal — no patterns, no pops of color.

Finish the look with a pair of clean, minimalist sneakers. White leather works best, but canvas or off-white suede can also get the job done. The effect is effortless, but intentional. Understated, but sharp.

When to wear it: Casual office days, dinner out at a spot that’s nice but doesn’t require a reservation, weekend get-togethers where you want to look sharp without trying too hard.

Final Notes on Fit & Fabric

You can’t wear an OCBD with style if it doesn’t fit. It should be trim but not tight. The collar should roll softly when buttoned. The sleeves should hit at your wrist bone, not hang over your hands like a wizard’s robe. And if it looks like it came from a shrink-wrapped plastic package at a department store, you’re doing it wrong.

Good OCBDs get better with age. They soften, they fade, they mold to you. They earn their patina like a leather briefcase or a cast iron skillet. So wear yours often. Wash it. Wear it again. Let it become your signature.

A man can get a lot of mileage out of a single shirt — especially when he knows how to wear it.

This article was originally published on The Art of Manliness.

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Men Don’t Dress Like Boys https://www.artofmanliness.com/style/clothing/men-don-t-dress-like-boys/ Mon, 04 Aug 2025 15:18:56 +0000 https://www.artofmanliness.com/?p=190343 I’ve noticed something you’ve probably noticed too. Grown men dressing like boys. In a typical American restaurant, you’ll find 30- and 40-something men dressed like their pre-teen or teenage sons: Air Jordans, a graphic tee, and an oversized flat-brimmed ballcap. The puerility of men’s clothing is on full display at an American airport. You’ll see […]

This article was originally published on The Art of Manliness.

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A man in classic men’s style and a young boy look under the hood of a car parked in a driveway. The man stands while the boy stands on the fender, both focused on the engine.

I’ve noticed something you’ve probably noticed too.

Grown men dressing like boys.

In a typical American restaurant, you’ll find 30- and 40-something men dressed like their pre-teen or teenage sons: Air Jordans, a graphic tee, and an oversized flat-brimmed ballcap.

The puerility of men’s clothing is on full display at an American airport. You’ll see men my age shuffle toward TSA in elastic-waist joggers, video game t-shirts, and Crocs. Their kids are wearing nearly identical outfits.

I make the Clint Eastwood Gran Torino grimace at the sight.

Before you peg me as a middle-aged curmudgeon, my 14-year-old son notices the sad state of American grown-man style too: “Hey, Dad,” he’ll say, “that guy over there dresses like I did in 6th grade. He does not mean business.”

Are we just uptight squares who can’t let people enjoy themselves?

Maybe.

But I also think there’s a visceral recognition in both of us that your exterior appearance often reflects the state of your interior character. When a man dresses like a boy on the outside, there’s a chance there’s some stunted development on the inside.

Until very recently, cultures across the world — from sophisticated civilizations to remote tribes — connected a man’s dress to his development into maturity, sometimes even making a wardrobe change a rite of passage into manhood.

In ancient Rome, for example, where the toga was the common form of dress, there was a difference between a boy’s toga and a man’s toga.

At around 16, Roman boys swapped their purple-trimmed toga praetexta for the plain white toga virilis in a public rite of passage that marked their entry into manhood. The father led the boy to the Forum to register as a citizen and make sacrifices. Back at home, the boy dedicated his toys and protective amulet to the household gods. He was now a man.

Past cultures understood something we’ve forgotten: that how a man dresses shapes how he sees himself, how he acts, and how others treat him, and these dynamics in turn influence the culture at large.

So let’s take a look at the history of the distinction between boyswear and menswear, why it vanished, and why it’s worth reviving.

What Happened to the Tradition of Men Dressing Differently From Boys?

Three males from different generations pose for a formal portrait, showcasing timeless men's style; a young boy in a sailor suit stands between two men in suits and hats, one older with a cane.

Across the last two centuries of Western male dress, boys’ clothing tended to be looser, brighter, and more utilitarian — made for getting dirty and handling rough-and-tumble play. Men’s attire, by contrast, was more tailored, sober, and symbolic of dignity and responsibility.

From the 1800s through the 1940s in the West, boys typically wore short pants with knee socks, paired with buttoned jackets or tunics in the late 19th century, and with blazers or pullover sweaters in the early 20th. White-collar men, on the other hand, wore full, formal suits. Short pants signaled boyhood; full-length trousers signaled manhood. When boys got their first long trousers — or received a watch or tie as a gift — these were signals that the young lad was joining the ranks of the men.

Headwear also marked the age divide during these eras: in the 19th century, boys wore flat caps, while adult men wore top hats or bowlers; by the early 20th century, men had shifted to fedoras, trilbies, or homburgs.

By the 1950s, boys began wearing jeans, t-shirts, baseball jackets, and Chuck Taylors for play, while still dressing in nicer trousers and button-down shirts for school. Adult men might throw on a GI-issue undershirt for chores around the house, but they didn’t wear t-shirts in public. During their leisure time, they opted for sport shirts, chinos, and cardigans, which were casual but still distinctly grown-up in cut, fabric, and styling.

The distinction between boyswear and menswear began to erode in the 1960s. The counterculture rejected the older generation’s values, including their fashion mores. Youth culture became the ideal. “Don’t trust anyone over thirty,” they said. And the subtext wasn’t subtle: “Don’t act like anyone over thirty. And definitely don’t dress like them. What are you? Your old man, man?”

Sociologists see this moment as the start of a broader shift in American culture. The idea that age brings dignity felt outdated. It became less desirable to seem respectable than cool, and grown men began to dress more like those who represented the locus of cool — the young.

Accelerating this shift was the growing casualness of culture overall. Dress codes loosened in workplaces and schools, and the expectation that you would, say, wear a button-down shirt and tie to a baseball game fell to the wayside. And it’s a lot easier to build generation-signaling style distinctions into more structured clothing than it is leisurewear; a t-shirt is a t-shirt.

Nonetheless, up through the 90s, boys and men still looked at least a little different — even when they wore similar things. There were Dad jeans and boy jeans. Dad sneakers and boy sneakers. Dad was more likely to be in a polo, his son in a tee.

But even those subtle distinctions faded in the 2000s. A lot of why men had continued to look different from boys is that they had to dress up and wear a different kind of clothing to work. But now offices further loosened their dress codes, and hoodie-clad Silicon Valley entrepreneurs became the new models to emulate. Then, when remote work exploded during the pandemic, men had even fewer reasons to even own anything but the most casual clothes — the kind least distinguishable from what young people already wore.

Add in the rise of athleisure — clothing least suited to signaling any age-based distinctions — and the result is this: boys and men alike now spend most of their time in joggers, sneakers, and t-shirts and look very much the same.

The Cultural Cost of the Flattened Age of Dressing

While changing style mores might be chalked up as a neutral, inevitable cultural evolution, there is a cost both to individuals and society as a whole when the sartorial line between boys and men is erased:

Men take themselves less seriously. Even when a culture’s formal rites of passage didn’t involve a wardrobe change, simply beginning to wear grownup clothes helped young men psychologically transition into manhood. Wearing clothes associated with being a mature man helped shift their mindset into the role they were stepping into.

A large body of research has shown that clothing impacts not just performance but also self-esteem, confidence, and mood. People wearing formal or “professional” attire report feeling more competent and authoritative. Those in casual or athletic wear tend to describe themselves as less assertive.

If people worry that men don’t seem very mature anymore — that men don’t act like men — at least part of the reason may be that they no longer dress like men. When men spend most of their time in sweatpants and t-shirts, in clothes that are indistinguishable from what their children wear, they may take themselves a little less seriously, have less of a sense that they really have arrived firmly in adulthood and need to find the solid traction attendant to that stage, and have less confidence in what they’re capable of.

When men are wearing the same clothes at 35 that they wore at 15, it may add to a feeling of being in developmental limbo and of all the life stages running together.

People take men less seriously. Research also shows that how you dress influences how other people perceive you. For example, job interview studies show that applicants in adult-coded attire — dress shirt, well-fitted trousers — score higher on perceived competence than equally qualified peers in casual gear. Teaching assistants earn more authority points with students when wearing a tie. When you look like the grown man in the room, people treat you like a grown man.

It’s hard to take a 40-year-old guy in Nike hi-tops and a flat-billed ball cap very seriously, and when men dress like boys, they may diminish their influence.

As a WFH dad who dresses most days in jogger pants and a t-shirt, I do wonder sometimes if my getup diminishes my sense of authority with my kids and the level of respect they have for me. Certainly, for better and worse, they bring a much greater level of casual familiarity to our interactions than I ever did with my parents, and how I dress is likely one reason for that.

Culture loses its grown-ups. If the erasure of the line between boyswear and menswear makes men feel less secure in their status as adults and diminishes their influence, that not only affects them as individuals but impacts the culture as well. Sociologists note that rites of passage serve both the initiate and the tribe; the individual receives clarity about identity: I was X; now I am Y. The tribe gains reliability — We know what to expect from Y. When rites disappear, both parties drift.

In a society where men never stop dressing like they did in high school, they may lack the confidence to step into leadership roles. And when men don’t look like leaders, it further erodes public trust in the institutions they’re supposed to represent.

Young people also miss out on the comfort and ballast that comes with entering the orbit of a man who seems grounded and mature — someone who signals, even without saying much, that adulthood is a real, distinct territory, and it’s worth arriving there. Youth crave contact with adults who carry gravitas — who are accessible but exude stability, wisdom, and welcome authority. But it’s harder for young adults to lend trust to would-be mentors when they’re dressed identically to their peers.

Why Men Should Dress (at Least a Little) Differently Than Boys

Despite the sweeping arguments above, I’m not advocating for men to return to wearing three-piece suits on the daily. I don’t even live out the “men don’t dress like boys” maxim very strictly myself. As mentioned, most days, you’ll find me wearing jogger pants and a t-shirt while working from home or running errands.

But, I do always try to dress a little nicer — and a little more maturely — any time I’m doing something that rises above grabbing groceries. And I do think it would benefit individual men, and the culture as a whole, if men dressed differently than boys — even just a little.

I’m envisioning a world where Dad’s clothes are just a bit more tailored and structured than Junior’s. Where, even in casual settings, a man is more likely to wear jeans than sweatpants, more apt to reach for polos, camp shirts, and Oxford button-downs than t-shirts. And when he does wear a t-shirt, it’s a solid-color, classic-looking one. In nicer settings, where he can get away with putting his toddler in a polo, he still wears a suit himself. He doesn’t wear Air Jordans or flip-flops past age twenty-five. He finds subtle ways to signal that manhood is a different stage of life than boyhood — and that he’s entered into it.

For help dressing like a grown man — without having to don a top hat — check out our decade-by-decade style guides in the AoM archives:

For even more age-appropriate, casual style inspo that doesn’t involve elastic pants and Crocs, also take a gander at our smart casual dressing guides:

Clothing has always been part of the way young men have made the transition into manhood. When you act like a man, you feel like one. When you dress like a man, people treat you as such. And when enough men do both, the culture benefits from having a few more adults in the room.

This article was originally published on The Art of Manliness.

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