Outfit Guide Archives | The Art of Manliness https://www.artofmanliness.com/style/outfit-guide/ Men's Interest and Lifestyle Thu, 20 Nov 2025 20:05:13 +0000 en-US hourly 1 https://wordpress.org/?v=6.8.3 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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Outfitted & Equipped: Stepping Into Spring https://www.artofmanliness.com/style/outfit-guide/hb-o-e/ Thu, 10 Apr 2025 17:52:52 +0000 https://www.artofmanliness.com/?p=189535 Note: This is a sponsored post brought to you by Huckberry. When spring rolls in, so do new adventures — whether that’s a weekend trip out of town, a fresh household or work project, or simply a walk through the neighborhood as the world thaws out. Wherever you’re headed, LUCA footwear has you covered from the […]

This article was originally published on The Art of Manliness.

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Note: This is a sponsored post brought to you by Huckberry.

When spring rolls in, so do new adventures — whether that’s a weekend trip out of town, a fresh household or work project, or simply a walk through the neighborhood as the world thaws out. Wherever you’re headed, LUCA footwear has you covered from the ground up.

LUCA shoes are built for the man who wants clean, timeless style with all-day comfort and dependable durability. Our friends at Huckberry have put together three springtime looks centered around LUCA’s versatile lineup. From laid-back chukkas to modern slip-ons, these shoes are ready to step into whatever the season brings.

Outfit #1: The Spring Weekender

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You’re headed out of town for the weekend with friends. You packed light, but dialed in the essentials — comfortable, casual clothing that keeps you looking sharp from breakfast in town to relaxing around a firepit at night.

1. LUCA Terra Moc Chukka Sneaker Boot. A hybrid of moccasin comfort and sneaker utility, these chukkas are your go-to for all-day wear on the road and at your destination.

2. Flint and Tinder Crochet Knit Polo Shirt. Light and breathable with a subtle vintage vibe, this handsome polo is the perfect piece for springtime smart casual.

3. Flint and Tinder 365 Pant. Stretchy, tailored, and endlessly versatile. Soft, comfortable, yet stylish, they easily go from workwear to weekend-wear.

4. Wills Cotton Cashmere Goleta Polo. Another option for a top to wear on your weekend away when you want to elevate your look beyond the t-shirt.

5. CAMP Eyewear Topo Smokey Bear Sunglasses. Classic frames that bring just enough personality, plus polarized lenses to cut the glare on the open road.

Outfit #2: The Urban Daily Driver

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Your spring calendar’s stacked — coffee shop meetings, picking the kids up from practice, a quick hike when you can sneak it in. You want a kit that’s practical, unfussy, and can keep up without slowing you down.

1. LUCA Pebbled Leather Terra Low Sneaker. Minimalist and clean, these low tops elevate your usual sneaker game while staying rugged enough for spring’s unpredictable conditions.

2. Trumbull Vintage Wash Crewneck Sweatshirt. Washed to vintage softness, this crewneck hits the sweet spot between comfort and polish.

3. Flint and Tinder Stretch Selvedge Denim. Built like proper jeans, but with hidden stretch that makes them feel broken-in on day one.

4. Huckberry Waxed Canvas 6-Panel Hat. Blocks the sun, handles a little drizzle, and brings a utilitarian edge to your look.

5. GORUCK x Michael Easter 2% Bullet Backpack. A collab between GoRuck and Comfort Crisis-author and rucking-advocate Michael Easter. Bombproof, compact, and purpose-built — just like your daily schedule.

Outfit #3: The Office (or Date Night) Upgrade

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You’ve got plans downtown — maybe a client meeting, maybe a dinner reservation. Either way, you need a fit that’s elevated but still easy to wear. This is spring layering done right.

1. LUCA Terra Slip On Chelsea Sneaker Boot. A refined slip-on with the silhouette of a Chelsea boot and the comfort of a sneaker — dressy, but not fussy.

2. Relwen Flyweight Flex Blazer. Tailored structure with hidden stretch. Wear it to the office or throw it on for a date with your main squeeze.

3. Flint and Tinder Linen Ripstop Mill Pant. Breathable, rugged linen for when denim feels too heavy and chinos too stiff.

4. Flint and Tinder Hemp Classic Long Sleeve Button Down. Lightweight, textured, and sharp — perfect on its own or layered.

5. Huckberry x Timex Titanium Automatic Field Watch. A rugged, lightweight automatic timepiece that bridges form and function with effortless style.

This article was originally published on The Art of Manliness.

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Skill of the Week: Dress Sharp for the Holidays https://www.artofmanliness.com/style/outfit-guide/dressing-for-the-holidays/ https://www.artofmanliness.com/style/outfit-guide/dressing-for-the-holidays/#comments Sun, 24 Nov 2024 18:56:53 +0000 http://www.artofmanliness.com/?p=37087 An important part of manhood has always been about having the competence to be effective in the world — having the breadth of skills, the savoir-faire, to handle any situation you find yourself in. With that in mind, each Sunday we’ll be republishing one of the illustrated guides from our archives, so you can hone your […]

This article was originally published on The Art of Manliness.

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Illustration of men's holiday outfits: Thanksgiving casual wear, office holiday party formal, Christmas open house button-down, and Christmas Day festive cardigan with gift. Embrace the Holidays with Dress Sharp styles for every occasion, making your seasonal gatherings truly exceptional.

An important part of manhood has always been about having the competence to be effective in the world — having the breadth of skills, the savoir-faire, to handle any situation you find yourself in. With that in mind, each Sunday we’ll be republishing one of the illustrated guides from our archives, so you can hone your manly know-how week by week.

The holidays are supposed to be a break in our everyday lives — something special that lifts us out of the mundane. Part of what makes an occasion feel special for us, and contributes to an atmosphere that makes it feel special to others, is how we dress. Sit down to Thanksgiving dinner in a t-shirt and jeans, and it feels like any other day; dress a little sharper and it feels more like a holiday.

You can mix up the style of sweater you wear for these occasions — we just wanted to get you thinking about the range of options out there. You can read up about which sweater styles are appropriate for certain situations here. And if you’re looking for more tips on dressing for the holidays, check out this guide.

Like this illustrated guide? Then you’re going to love our book The Illustrated Art of Manliness! Pick up a copy on Amazon.

This article was originally published on The Art of Manliness.

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Summer Smart Casual: 3 Getup Ideas for the Office, Date Night, and Weddings https://www.artofmanliness.com/style/outfit-guide/summer-smart-casual-for-men/ Thu, 23 May 2024 14:23:55 +0000 https://www.artofmanliness.com/?p=182250 The summer season is just about upon us, and its warmer weather means switching up your wardrobe towards a lighter summer style. When people typically think about dressing for the summer, they think about dressing for trips to the lake or beach or for backyard BBQs with friends. Getups for those sorts of events are […]

This article was originally published on The Art of Manliness.

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A man in sunglasses and a blazer leans against a railing in the sunshine, with the text "Summer Smart Casual For Men: Getup Ideas for Office Date Night" overlaid on the image.

The summer season is just about upon us, and its warmer weather means switching up your wardrobe towards a lighter summer style.

When people typically think about dressing for the summer, they think about dressing for trips to the lake or beach or for backyard BBQs with friends. Getups for those sorts of events are pretty dang easy: a pair of shorts and a t-shirt, or a polo shirt if you want to be a bit dressier, will usually do the trick.

But what about situations that require a little more polish? How can you summer-fy your smart casual outfits?

Our buddies over at Huckberry have updated their smart casual offerings to include options for warmer weather. Below they’ve put together three summer smart casual outfits that will cover you for the office, date night, and a wedding.

All of these outfits keep things light, breezy, and casual, while adding an element of stylish intentionality that will ensure you look sharp and elevate the occasion.

Be sure to check out all of Huckberry’s summer smart casual offerings in their Smart Casual Shop.

Summer Smart Casual: The Office

 Casual outfit consisting of a beige jacket, light beige polo shirt, olive green pants, tan leather belt, watch with a black strap, and tan suede sneakers. Perfect Summer Smart Casual getup ideas for those warm days or informal summer weddings.

For a summer smart casual office outfit, find a light casual jacket. It will add a bit of professionalism, while still keeping things casual. Pairing it with a knit polo can really bring texture to your outfit, and texture is one of the easiest ways to introduce visual interest to a plainer getup.

  1. Flint and Tinder 365 Utility Blazer
  2. Flint and Tinder Cotton Linen Sweater Polo Shirt
  3. Flint and Tinder 365 Chino Pant
  4. Flint and Tinder 365 Belt
  5. Timex Marlin Manual Watch
  6. Luca Terra Low Sneaker

Summer Smart Casual: Date Night

A collection of men's clothing and accessories perfect for Summer Smart Casual: a striped short-sleeve shirt, white t-shirt, khaki pants, aviator sunglasses, black braided bracelet, and brown woven loafers. Numbers label each item.

The goal here is to build something that gives off confidence and interest — all while looking like you haven’t tried too hard. Luckily this outfit provides a more relaxed look while also showing you’ve put in some effort! The unbuttoned camp shirt over a plain white tee will make you look like a chill dude and the huarache slip-ons are casual, but a big step up from flip flops.  

  1. Flint and Tinder Camp Collar Short Sleeve Shirt
  2. Flint and Tinder Vintage Soft Wash T-Shirt
  3. Flint and Tinder 365 Pant
  4. American Optical Hazemaster Sunglasses
  5. Miansai Annex Pull Bracelet
  6. Luca Huarache

Summer Smart Casual: Wedding

A navy blazer, white button-up shirt, navy trousers, tortoiseshell sunglasses, multicolored braided belt, and tan slip-on shoes are arranged on a white background—a perfect Summer Smart Casual option for warm weather outings.

A blazer and a pair of chinos of the same color and lightweight fabric can become two of the most versatile pieces in your wardrobe. Each can be worn separately with a variety of other tops and bottoms. Put them together with a white button-down, and you’ve got a killer summer suit, perfect for a laid-back wedding. 

  1. Flint and Tinder Linen Blazer
  2. Wills Wrinkle-Free Linen Long Sleeve Shirt
  3. Flint and Tinder 365 Cotton Linen Chino
  4. American Optical JFK Saratoga Sunglasses
  5. Corridor Braided Leather Belt
  6. Astorflex Patnoflex Loafers

This article was originally published on The Art of Manliness.

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A Man’s Guide to Smart Casual https://www.artofmanliness.com/style/outfit-guide/a-mans-guide-to-smart-casual/ Thu, 07 Sep 2023 13:41:28 +0000 https://www.artofmanliness.com/?p=178406 Some dress codes are pretty easy to understand.  When you get an invitation that says the dress code is “black tie,” you know that means you wear a tuxedo.  “Semi-formal?” A suit and tie. Easy-peasy.  The “business casual” category is a bit more ambiguous. But it’s been around long enough that we have some pretty […]

This article was originally published on The Art of Manliness.

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Some dress codes are pretty easy to understand. 

When you get an invitation that says the dress code is “black tie,” you know that means you wear a tuxedo. 

“Semi-formal?” A suit and tie. Easy-peasy. 

The “business casual” category is a bit more ambiguous. But it’s been around long enough that we have some pretty good rough-and-ready guidelines for what it calls for. Business casual is a step down from semi-formal; you trade the suit for khakis or trousers and a sports jacket or blazer, swap the button-up dress shirt for a button-down, and drop the tie. The look still says “dressy” and “professional” but is more laid-back. Business casual is how dads dressed for work in the 1990s. You know it when you see it.

“Casual?” Well, that’s simple. It’s pretty much whatever you want. Shorts, polo shirts, jeans, t-shirts, sneakers. Whatever.

There is a dress code category that’s emerged over the last twenty years, however, that’s more of a head-scratcher: smart casual. 

Today, with help from our buddies at Huckberry, we will unravel the mysteries of smart casual dressing and provide examples of smart casual outfits that can work for the office or for a night out with friends.

What the Heck Is Smart Casual?

An invitation may or may not explicitly state the dress code is “smart casual,” but for any event that doesn’t have an air of formality but isn’t entirely run-of-the-mill either, showing up in the smart casual style is a good bet. It’s right for after-work hangouts, social events at business conferences, casual workplaces, dates, and dinners with friends.

Smart casual is a dress code that strikes a balance between formal and casual attire. It’s a style that’s got the relaxed and comfortable feel of casual, but looks more put-together. It’s less professional than “business casual” but more sophisticated than “running to Costco.” With smart casual, you’re not dressed up, but you’re not letting it all hang out, either.

A smart casual outfit incorporates things we typically associate with casual clothing like denim, t-shirts, and sneakers and combines them with dressier, more structured items like collared shirts and jackets.

It’s casual, but looks sharp.

How to Dress Smart Casual

The key to mastering smart casual dressing lies in finding the perfect balance between formal and casual elements. To do so, start with a casual base outfit and then swap out one or two pieces for more polished alternatives. 

For example, replace a jean jacket with a casual blazer or swap out your typical running shoes for a pair of nice, minimalist sneakers. 

Another smart casual outfit could be khaki pants (casual) combined with a nice button-down shirt (more formal). 

By making these simple adjustments, you can create a smart casual ensemble that offers polish and sophistication without sacrificing comfort.

Layering is an essential styling technique for smart casual dressing, as it allows you to adjust the formality of your outfit with ease. By layering different pieces, you can create depth and contrast in your get-up, adding visual interest and ensuring that your outfit is suitable for a variety of settings. 

For example, you can upgrade a casual t-shirt and khakis to smart casual by adding an unstructured blazer. You can also add a sweater over an oxford shirt and jeans for a smart casual outfit that’s perfect for fall.

An important point to keep in mind is that smart casual is a spectrum and how far you go towards smart or casual will depend on the context you find yourself in. If your office allows for casual dressing, lean towards adding more polish to your smart casual outfit in order to look more professional. If you’re hanging out with friends, lean more towards the casual end of things. You got to use your style phronesis with smart casual. 

3 Examples of Smart Casual Get-Ups

The guys at Huckberry recently launched a whole shop dedicated to the smart casual category, and we asked them to put together three looks drawn from it to give readers concrete examples of what smart casual can look like:

  1. Forty Five Supima Crew Tee
  2. Relwen Flyweight Flex Blazer
  3. Huckberry x Opie Way James Hi Court Sneaker
  4. Relwen Flyweight Flex Chino

This is how to casualize smart casual. Put on a great pair of sneakers for a fresh take with a blazer, yet still look ready for the office.

  1. Flint and Tinder Donegal Architect Shirt
  2. Shinola Runwell Quartz Watch
  3. Astorflex Dartflex Loafer
  4. Flint and Tinder 365 Pant

Wardrobe essentials every man needs. A great pair of pants and a slim shirt. Classic and timeless.

  1. Flint and Tinder Bone Button Western Shirt
  2. Le Mont St Michel French Moleskin Work Jacket
  3. LUCA Terra Moc Toe Sneaker Boot
  4. Flint and Tinder All-American Stretch Denim

A modern take on smart casual. You can look put-together easily with these iconic pieces.

There you go. Now you know how to be smart about smart casual. Be a bit less casual about your casual, and it’s easy to look a big cut above everyone else.

This article was originally published on The Art of Manliness.

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Podcast #783: Developing Your Personal Uniform https://www.artofmanliness.com/style/outfit-guide/developing-your-personal-uniform-podcast/ Wed, 02 Mar 2022 17:41:08 +0000 https://www.artofmanliness.com/?p=169473   The personal uniform is a look that you’ve settled on as your regular get-up. Today on the show I talk to two style writers, David Coggins and Michael Williams, about all things concerning this stylish-yet-bandwidth-saving approach to dressing. We discuss what a personal uniform is, how to develop one and why that development comes […]

This article was originally published on The Art of Manliness.

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The personal uniform is a look that you’ve settled on as your regular get-up. Today on the show I talk to two style writers, David Coggins and Michael Williams, about all things concerning this stylish-yet-bandwidth-saving approach to dressing. We discuss what a personal uniform is, how to develop one and why that development comes with age, and how to find inspiration for yours. We also talk about establishing the base pieces of your personal uniform, buying multiples of its fundamental components, and refining your look over time.

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Brett McKay: Brett McKay here, and welcome to another edition of The Art of Manliness podcast. The personal uniform is a look that you’ve settled on as your regular get-up. Today on the show, I talk to two style writers, David Coggins and Michael Williams, about all things concerning this stylish-yet-bandwidth-saving approach to dressing. We discuss what a personal uniform is, how to develop one and why that development comes with age, and how to find inspiration for yours. We also talk about establishing the base pieces of your personal uniform, buying multiples of its fundamental components, and refining your look over time. After the show’s over, check out our show notes at aom.is/personaluniform.

David Coggins, Michael Williams, welcome to the show.

David Coggins: Hey, Brett. Good to be here.

Michael Williams: Yeah, thanks for having us.

Brett McKay: Well, David, long-time listeners are likely familiar with you and your background, because this is your fourth time on the podcast. This is a rare… You’re a four-peater. This is a rarefied group you’re… You joined. But for newer listeners, can you briefly tell us about your background in the world of menswear and style, and you’ve… I mean, why have you spent so many years writing about it?

David Coggins: Yeah, I don’t like to do the math on these things and look back at how long I’ve been writing about this stuff, but it’s great to be back on the show. Great to talk to you. I started out because I was just interested in clothes, and why we like them, and how they’re made, and the people who make them, and people who wear them in an interesting way. And as I… Get older, I… My views evolved the same way we… The way we dress evolves over time. And so… And also, half the magazines I wrote for have gone out of business, the way print magazines tend to do these days. So, as a matter of fact, I even wrote a lot of my early style stories for A Continuous Lean, a site Michael knows a lot about. So that was a good starting point for me, and it’s nice to be talking with you guys today.

Brett McKay: Yeah, Michael, let’s introduce you to our listeners. What’s your background in the world of men’s clothing and menswear?

Michael Williams:Yeah, so, I started a website called A Continuous Lean, back when websites like that were called blogs. Now, I started a men’s style blog; I was randomly one of the first people to do that. And it’s even kind of funny, because I… If you meet me, you’d kinda think like, “Wow, this is the guy that started the men’s style blog.” I… Maybe you wouldn’t have guessed that. But it’s all in here; it’s in here somewhere, but… I basically was interested in all these things, was, you know, reading about menswear online, and a lot of what was out in the magazine, it’s not what Coggins was doing per se, but just what was out in general kinda wasn’t exactly the aesthetic or the point of view that I was looking for, and I thought, “Well, I should just do this for fun as a creative outlet,” and started that site, and it became this…

You know, I sort of was in the right place at the right time with the right point of view, and it sorta just kinda became this popular thing, and then that sorta propelled me along to… You know, just my career has sort of followed, you know, the growth of ACL, and then, you know, I do marketing work and write about other stuff on… You know, my whole career has sort of evolved around that, but… And I sorta just fell into it. But I’m still very interested in… You know, much of what Coggins was saying too. It’s like the people that make these things, or how things are made, or what goes into the things we wear everyday, and that’s something I’m still pretty passionate about.

Brett McKay: Yeah, A Continuous Lean; I remember finding some way upon that back in 2008 or 9. And I’m sure if a guy is listening to this podcast and they own a pair of Wolverine 1000 Mile boots, or a pair of selvedge jeans from… What’s that North… That North Carolina mill… They probably have you to thank.

Michael Williams: Yeah. That stuff was coming sort of mainstream when I was championing it, so, I don’t know if I… If they had me to thank, but I definitely helped sorta propel that, you know, for better or worse. And, yeah, the denim factory, which is no longer… Is called the White Oak factory. But yeah, that stuff… You know, I think part of my idea behind doing what I was doing with ACL was, this stuff isn’t gonna be around forever, and especially if people don’t start to appreciate some of these things, and a lot of the stuff sort of has come and gone, but then other things have gained incredible popularity, so it’s kinda been interesting to see on both sides.

Brett McKay: So, you guys… A while back ago, David, you did a newsletter on your Substack about finding your personal uniform. And this is something you and Michael talk about on your podcast that you have; it’s a recurring topic. Let’s start there; like, what do you guys mean by a personal uniform? Is this something that you’re supposed to wear everyday, like Steve Jobs and his black turtleneck and jeans and New Balance shoes?

David Coggins: Well, I think the uniform is fascinating to me, because it combines sort of self-expression and ease, and that’s a lot of what we’re talking about when we’re talking about how to dress; it’s something that reflects who you are, but also something that makes your life easier, especially in the morning, when you don’t wanna make major decisions about how to present yourself to people you work with or people you’re meeting with. And so, I’m fascinated with… Especially as we get older, it seems like we arrive more clearly at a sense of kind of who we are, and the clothes we need to reflect what we’re doing in the world, and so a uniform… I think, for some people, it might intimidate them, ’cause it seems like you’re committing to something, but I find it really liberating in a way, because it just takes another thing out of your… You’ve resolved something very important and easy on a daily basis. So, I think that’s what we talk about when we talk about uniforms.

Michael Williams: Yeah, I mean, I think the reason Steve Jobs was doing it is maybe a little bit different than why David and I champion it. I think he was trying to just eliminate the effort in, you know, choosing what to wear everyday, and it was… It’s almost like if you… You could not eat and just have soylent if you just needed the nutrition, and you couldn’t get rid of eating as a time… You know, as something that you spend time doing, or energy on thinking about, and just get the nutrition from something else. You know, there… You could do that, but it wouldn’t really be much fun. I mean, I think that… A lotta times, I think about Steve Jobs, and I think he was doing it maybe for a little bit of a different reason.

Brett McKay: Yeah, I think you guys… I mean, you guys aren’t approaching the personal uniform as a chance to not care about aesthetics, or how you look. And you know, it’s also… It’s not like a Star Trek thing, where everyone’s wearing the same uniform because of it’s… You know, it’s functionality. But you guys do care about aesthetics, and you do care about how you look, and… You know, you’ve dialed in into your own unique aesthetic, and what you think looks good on you, and what looks best on you. And then you replicate it. So you’re not just being utilitarian about it. But I mean, it does save bandwidth in figuring out how to dress. Beyond that, are there other benefits to having a personal uniform?

Michael Williams: Well, I mean, dressing, to me, still reflects some sort of self-knowledge. So if I see someone who’s… Has arrived at a uniform, I know that he knows himself, which is always gonna be appealing and reassuring, and also that he’s at ease with himself. It communicates something that puts other people at ease. And so we’re not talking about a uniform in some way that all men wearing the gray flannel suit. It’s like someone can wear a gray flannel suit and look like himself, someone can wear a chore jacket and khakis, and look like himself, but you kind of wanted… You do have to make decisions to arrive at the point of not making decisions, right? It’s sort of like if you master a meal that you can cook when you have company, it took you a long time to arrive at that, but now that your friends are coming over, you know exactly what to do and how to prepare it.

Brett McKay: I guess, I may need to be clear here; when you’re talking about the uniform, I think a lot of guys would say, “Well, I’ve got a uniform. I wear a t-shirt and jeans and flip-flops everyday.” It seems like that’s not what you guys are talking about. It’s not like a default… You’re trying to be intentional about it. Am I right about that?

David Coggins: I mean, I would have encouraged anyone to avoid something that involves other people seeing their toes. I don’t think that’s gonna win any awards, unless you’re a lifeguard. But… I think that we’re talking about something that you go out in the world, and it’s not because you ran out of ideas. It’s because you have a really good idea, and then that is… That’s specific to you. I mean, maybe uniform is even… I don’t know if it’s giving the right connotation, but when I see… And I know when you meet certain people, like a certain creative director, you’re like, “Oh, I get it. This is what he does.” He’s got a very specific t-shirt, a very specific pair of sneakers, and maybe a fancy watch, and jeans, that I don’t know what they are, but I know they probably cost a lot. I’m not saying that’s for everybody, but I was like, “That guy has arrived at that point of view, and that… And it… And he’s at ease in it, and it works for him almost everyday,” and that… You know, that communicates even a certain sort of power in a way, or at least a resolve, that he knows what makes sense for him.

Michael Williams: I think it’s interesting. Everyone can have a different opinion about this, and there’s no right or wrong. And the way Coggins sees this could be very different than the way I see it, and it still could work. So there’s… You know, there’s no… There’s no right or wrong answer with this stuff. I see the uniform as like a refinement of your personal style. Say, you took your music collection that you’ve accumulated your whole life, and you had to strip it down to the top 25 records or whatever, and you’re kinda like, “Alright, this is the stuff I enjoy the most and I wanna sort of like continue to have in rotation.” So, for me, it’s like, if I feel like, “Oh, I look good in unstructured sport coats, and they’re casual enough for me, and they’re comfortable enough, and they work for meetings, and they work for travel, and they work for all this other stuff, and I feel confident in them,” then I’m gonna keep that in my… My sort of rotation, or… And make that part of my uniform.

And so, everything I wear is kind of like… It has… It has that sort of basis where you know you look good, and you feel confident in it, and it feels like you are representing yourself, and so, every… Your uniform is made up of all the things that you’ve sorta tried over the years and feel like you look good in, and give you confidence, and present you in a way that you feel is accurate to how you see yourself. And that, to me, is like… Is the uniform. That’s… You know, it’s an evolutionary process, in a way. I don’t think you could do it if you’re very young. You can’t just be like, “Alright, this is my uniform,” ’cause you kinda haven’t tried everything. You need to know… You know, sort of go through that process and figure out what… What works best for you, and what you… What makes you feel the best, and it’s sort of like stripping away all of the noise and just keeping the important things that serve you sorta the best, or make you feel the best.

Brett McKay: Yeah, David, I’ve… I follow you on Instagram, and my parasocial relationship that I have with you… I sense like every time I see pictures of you, it doesn’t… You have… There’s a continuity of what you wear. It doesn’t matter if you’re fly fishing, or at a book signing, or you’re with Michael watching the PGA Tour. It’s… And it’s kinda where it’s all those situations, they’re… They call for varying degrees of formality. And you do change the formality, but there’s an overall… Yeah, like there’s… That’s David’s uniform. How would you guys describe your respective personal uniforms these days?

David Coggins: Well… I mean, I should say, I’ve spent a lotta time thinking about this, more than most people should ever do. If you’re writing about it, stories, and books, and newsletters, you’re gonna be spending too much time, and also, if you’re… Slightly tend toward… To be self-absorbed, which maybe someone has said about me at one point in my life, or more than one person, then you have some sense of who you are, and what you wanna… How you wanna communicate yourself, and I think… I generally like traditional tailoring, and… But then, loosened up slightly. And I think there’s a way to be comfortable. I like things that are old that I’ve had for a while. I don’t like to look like I’m just wearing new clothes, and I don’t generally think people look their best in new clothes, ’cause it’s just a little squeaky. And that… I would say that about things in general.

And so, to me, if you have a… An easygoing sport coat that you’ve had for a while, and an Oxford shirt that… Not a dress shirt, just an Oxford collar shirt and a knit tie, that will get you looking pretty good in most places, at least, and I feel comfortable in those clothes, and I can kinda ratchet it up slightly into more kind of flannel in a suit, if I’m going somewhere that I think requires that, and if I’m in the countryside, I can kinda loosen that up with chinos, and something like a chore coat or something, and that kinda makes sense for me, and I still feel relaxed in those situations, and I think…

I mean, I’ll just put a word in for tailored clothing; I think a lotta guys try to wear a suit or a sport coat, and it often doesn’t fit well, and they get… Which isn’t even their fault, they just get it from a place that doesn’t specialize in those things, or doesn’t have a person who helps them get to a point where they feel more comfortable. I mean, most people get a suit, it doesn’t feel good, and they reject it, and they never feel comfortable in it, or they don’t ever wanna wear it. But if you get one that does fit well, and that you are comfortable in, and you just literally wear it four or five times, you get to a point where you’re like, “Oh, I can do this. I can be myself in this,” and then kind of evolve from there. So, I will put a word… Quick word in for tailoring there, ’cause I think so many men look good in it, and they often don’t get to the point where they… It would be like driving a manual transmission car, and you stall once, and you’re like, “Forget this, I’m sticking with an automatic.”

Michael Williams: Yeah, I think… I have a similar view to David, but I think it’s a little… My approach, I think, was formed a little differently than his was. So, part of what I have always strived to do is… Like, I always thought about, if I look back… If I took a photo of myself now and what I’m wearing, and I looked back at it in 10 years or 15 years, how am I gonna feel about that, right? And what I’m wearing, is it gonna be relevant to that time in 15 years, or am I gonna look like a clown? And… You know, I think… So part of what I’ve been always trying to do with my personal style is think about that; you know, trying to be sort of neutral in a way, but still representative of my personality. The other thing I’ve tried to do, which I think Coggins does really well, and I think… You know, if you talk about the two of us going to the Masters together and what we’re wearing versus what everyone else is wearing, I really try not to give in to the sort of social pressure of wearing a certain thing in a certain place.

And I really try to stay with who I am and what my personal style is, and not feel like I need to go into some other zone because I’m going to an event or because something’s happening. I really try to keep it focused on, you know, what I feel comfortable in, what I feel like represents me, and, you know, try to stay in that zone in a way and not sort of give in to the social pressure of, you know, dressing a certain way, which I think there’s actually a lot of in the world. There’s a lotta pressure to look a certain way, and I think, you know, I’m always just trying to look like myself, and that’s kinda my goal, and those two things together have sort of, you know, driven me into this place where… Wow, I, you know, have a pretty defined uniform which I feel great about.

Brett McKay: So like, okay, the Masters example. Alright, most people there… I mean, is there a dress code at Masters?

David Coggins: I mean, they…

Brett McKay: Or is it just like you wear Nike Golf clothes? Is that what it is?

David Coggins: It’s a very funny situation, ’cause it looks like they’re gonna… These guys think they’re gonna get handed an emergency golf situation, and they’re gonna have to run on to the course and hit it on the par three.

Michael Williams: I was thinking about this; I was at a golf tournament this weekend. I think people also don’t know what to wear there, because of… It’s, you know, Augusta National or whatever. And so, I think they just think, “Well, it’ll be really safe if I just wear golf clothes.” You know, and they just… So a lotta people wearing golf clothes, I think it’s just based on that, but then there’s also just people wearing golf clothes, which doesn’t make any sense. And then there were Coggins and I. We did not… We were not fitting in to anyone else, but it was… You know, I think we perfectly looked like ourselves.

Brett McKay: So what would you guys wear? Would you be easy to spot?

David Coggins: I think we would be. I mean, I’ve been reminded of those photos that were taken of us, so, I mean, just the age of social media, people sent this picture to me and asked what coat I was wearing, or where the… I was… I had a Masters hat, for one thing; they have a rope hat… Different one every year, and so, that’s always what we look for together, or at least what I look for. And I was wearing it, I think, some sorta sunglasses and a… Just a chore coat. But I was wearing a knit tie. And so, I don’t know. It had a particular look to it, and I thought it looked like we were having fun. I mean, I love the Masters, but I’m not really a golf person, I’m just a Masters person, if such a thing exists. And so, we were out there enjoying ourselves. And… [chuckle] That photo… I mean, I guess we did stand out, but that’s only if you care about these types of rarefied exercises anyway.

Brett McKay: Michael, what were you wearing?

Michael Williams: I was wearing khakis and an Oxford button-down, you know? Like, I wasn’t wearing… I was just wearing something really simple, which I wear most days, you know? I was very much in the zone of what I typically wear. I think we would have stood out a little bit, but I also don’t think anyone walking by us would be like, “What are those guys wearing?” I think if you really stopped and said like, “Who’s different here?”, it would have been… You know, we might have stood out in that way, but I don’t think we were sort of raising any eyebrows walking around the place, you know?

Brett McKay: Yeah, I know the picture you’re talking about. And what’s… Yeah, you’re right, you guys didn’t look like weirdos. You actually looked… You know, David was wearing a tie, it’s like, he looks comfortable. Like, that looks appropriate for the Masters, with the ball cap, and then, you know, Michael is like… Yeah, he looks… He looks well-put, and he looks put-together, and he looks comfortable as well, and you didn’t look like you were wearing that weird synthetic golf stuff that everyone… Every attorney… Dad wears these days. And so, David, your general… When I describe your uniform, it’s like… I think of country gentlemen; that’s what I see. Yeah, he just looked relaxed, doesn’t look overly… You just… You look comfortable. It looks well-worn and comfortable. Would that be a good description? Like, you’re ready… It’s like you’re ready to go out for a fly fish…

David Coggins: I think… [chuckle]

Brett McKay: At any moment.

David Coggins: I mean, it’s funny when you put… When you start to put words on these things, ’cause then it sounds like… I think one of the points of what we’re talking about is trying to be relaxed, and when we dial it in, what the recipe is, and it sounds more contrived, but that’s what we’re doing. So, I would like to think that it’s like a… Maybe a country person who comes into the city, so you’ve got a little bit of a foot in both worlds, so… But you can handle being… Having kind of a serious lunch, or you could handle going outside and, you know, looking at birds or something, or fly fishing, like you mentioned. And so, I think you wanna have… Like, you… I always like people who are interested in kind of two different worlds. Like, I like English guys who love Italian tailoring, ’cause they try to dress like Italians, but they end up just looking more English, but I love that. And Italian guys who love the traditions of being English. You know, these Italians revere the English traditions, and when they try to dress like them… I mean, they can’t look English; they’re just gonna look more Italian, which… I love that.

So I’m into all of those worlds kinda coming together, and with a certain amount of ease. I mean, I used to like things that were fancier, maybe, or I thought I had to get really serious dress shirts, or really serious tailored clothing, especially when I worked more in Midtown. But I don’t… It’s too hard to keep that stuff up for me. I don’t wanna get all that stuff laundered and pressed, and so, I found… Or even if I’m traveling, it doesn’t travel so well, so I like fabrics that can kind of absorb heavy wear, and I just… I like to have, you know, nice enough things, but I like to wear them and live in them, and if the elbows start to get a little thin, that’s fine with me.

Brett McKay: Alright, so, Michael, how would you describe yours… Uniform? David’s is like “Country mouse goes to the city.” What would be yours?

Michael Williams: I don’t know that I have a setting. I really love well-made classic American things; like I, a lotta times, wear jeans and an Oxford cloth button-down and a, you know, navy merino sweater, and… You know, that’s kinda like my zone. You know, I have a couple jackets that I figured out that I love; like, I’ll wear a Barbour coat, or I’ll wear a chore coat, or I’ll wear, you know… Unstructured sport coat, but I don’t really… I’m not as tailored, maybe, as David, but I do love these sort of tried-and-true classic things: The shirt on sweater, and… You know, leather… You know, leather brogues, and things like that. So, that’s kind of my zone. Canvas sneakers; I have one canvas sneaker I wear, and one pair of leather shoes that I wear, and one pair of boots, and, you know, one type of jeans, and one khaki, and so, I just kind of figured out all those classic items. I mean, I like really well-made things, so I like to think about value in a different way, where you maybe spend a little bit more upfront and buy something of better quality that’ll last you a long time, and… Like David, I love to wear my things a lot. So, you know, I love to, you know, wear things over and over, and really… You know, spend time with them and live in them, and that’s, to me, very comforting.

Brett McKay: So you guys are in your 40s, and you mentioned earlier, this is like, a uniform isn’t something you can really establish in your 20s. So how did you kinda decide like, “I’ve arrived. This is it. This is the look I’m gonna have until I’m buried in the ground.”?

David Coggins: [chuckle] Well, it evolves, you know, and I think one thing that’s interesting when you look at this is that you can tell different times in your life and different things you’re trying to do. And so, when I… I think when I really had to… When I was working in advertising and was in Midtown a lot, I… And I had to get up [chuckle] and get dressed for serious people, I was looking for making the fewest decisions, but with a rough core of what I was trying to do, so for me, that was like gray flannel trousers, a blue shirt… A light blue shirt, and a solid tie or a knit tie, and then the only decision I had to make was what sport coat I wanted; what pattern sport coat, so that pattern was the… Was a kind of variable, and everything else was set, and I really started to think a lot about it at that time; I was about in my mid-30s then. And then as I evolved, I… That was a little more tailored than I wanted to be. I like to not worry so much about taking care of the clothes. I just wanna be able to toss them in the washer. I don’t even wanna iron them, I just want them…

So then, I got into more like corduroys, and moleskin trousers, and Oxford cloth shirts, like Michael was saying, and that started to make sense. Sometimes, you don’t realize it until you’ve worn it for a while. I mean, I talk a lot about how much we can learn about our clothing and dressing when we travel, because we have a limited number of things, and so sometimes, that sets you off towards a uniform, because you just have one sport coat, or a couple pairs of whatever it is, and you start to wear them on most days, you know, like, “Oh, wait a minute, this is something. I can do this.” You get back to New York, or wherever you’re living, you’re like, “Oh, I just wanna stick with this. This is very reassuring. I don’t want all the clothes that are sitting in my closet, I wanna just stick with what I had,” and that’s… That can be a good way to know how little you need, or to learn about what suits you.

Brett McKay: We’re gonna take a quick break for a word from our sponsors. And now back to the show. Here’s a question. A thing that I’ve noticed in the past… I wouldn’t say like five years, like my… Second half of my 30s… 40s. One thing I’ve noticed personally is, I’m starting to pick up stuff that my dad… Part of my dad’s uniform that I remember. I’ll pick it like, “This looks good.” Then I’ll put it on, and I’m like, “I look like my dad when he was my age,” ’cause my dad had a uniform. His uniform… He was a federal game warden, so he had to go to the office. It was pretty casual; it was like Wrangler bootcut jeans with a pair of cowboy boots, and a peak polo shirt from Lands’ End with this awesome looking belt, and it just looks solid, like I… [0:23:25.6] ____. That’s just a… It’s just… It’s a solid, solid look. And sometimes, every now and then, I’ll pick up a polo shirt, like, “This looks awesome.” Then I look at it, I figure, “Oh, this is why I think it looks awesome; my dad had a shirt just like this.” I’m curious, did your dads have personal uniforms, and do you think they’ve influenced your own personal uniform?

Michael Williams: Coggins, I think you can… My… I didn’t really… I’m not very influenced by what my father wore, although he definitely wore, you know, very much the same thing all the time, but my dad was in a very different sorta line of work and career, and… Basically did… You know, owned a construction company, and so, for me, it was like… It was a very different thing than what… My life and whatever now, so it doesn’t… I don’t feel like I’m gravitating in that direction, but… You know, I think a lot of these things… You know, because I never learned any of it from my father, I feel like it’s… A lot of it’s just inherent in people, right? You’re sort of… You just have it or you don’t, in a way. Right? Coggins, I’ll throw that to you. I’m sure you have a good…

David Coggins: Well, my… I mean, it’s funny; my dad is very stylish and a great dresser, but he’s much more adventuresome than I am. Often, it’s the other way around, where the child is more adventuresome, but he loves color and pattern, and he’ll wear all sorts of things that are way too bold for me, and he kinda gives me a hard time. He thinks I’m too conservative; he thinks I’m overdressed, which, again, is not the way these things generally are, and I think… I like the fact, though, that as a young man, he… As a boy, really, he took me to, you know, the polo store in Minneapolis where I grew up, and there was a man who worked there that I know, a guy named Paul. And you know, they taught me things and put me into clothes that I didn’t know if I was ready for, and I have this old herringbone sport coat that was union-made in America. Thing is crazy now if you see it; huge shoulder pads, but it was… And I didn’t like it as a kid, and now I see it, I actually had a friend take the shoulder pads out, and I’m still, you know, wearing it now, you know, 35 years later.

And I think it’s good to learn… I mean, what I learned from my dad is a lotta lessons, and the importance of knowing lessons, even if, ultimately, you react against those kinda guard rails, and I think… Now, we don’t take the time to learn. Sometimes, we don’t take the time to learn those lessons and to know what we’re reacting against. I feel like people… It’s sort of a free-for-all out there, and it helps to kinda know… The history of some of these things, and often, when we do, like you’re saying, when we come back to stuff our fathers did or something you’d see, where you’re like, “Oh, right, I liked this from that movie or that era. Maybe it’s time to look at this more clearly.” And then you know, you go on eBay for a few hours, and you try to get to the bottom of it.

Michael Williams: You know, there… It is interesting, and we’re saying, you know, you… Theoretically, you can’t have a uniform if you’re young, but it’s… Like anything else, you can; it is possible. And a lotta times… And especially if you look at… You know, the people that I know that grew up in Italy, and the culture of dressing in Italy, and fathers and sons, and the way that… That education happens between fathers and sons… It can, you know, really shape someone’s personal style to the point of like, they are very young, and they know exactly what they like, and they have sort of a lot of perspective, and… You know, that’s a big cultural thing that happens in Italy. So, it can happen, and it can happen here in America; it can happen anywhere. And someone could figure it out very young and just be like, “This is what I’m gonna wear,” and they have it. So, you know, I think it’s… It’s… Anything is possible; it doesn’t… There’s no perfect path to any of this stuff, or right or wrong way to do it.

Brett McKay: And I think something too, I’ve noticed as I’ve gotten older. So when I was younger, I was more willing to take risks with things I’d buy, so I’m like, “That looks cool, and it’s kinda… It’s flashy or whatever,” but now, I’m not drawn to that. I’m not… I’m not about blending in, but I don’t wanna stand out too much. Does that make sense?

David Coggins: Oh, of course! I mean, that’s a huge… You know, there’s a time in your… Your life when you experiment more, when you try to discover more things, which is really exciting. I mean, I think about… You know, if you live in New York, and you start to… You go to a lotta concerts and clubs, and you try movies that you don’t… You haven’t given a lot of thought to, because maybe there was a good review, but you didn’t even think much about it, and now it’s like, “Wait minute. If I’m doing something, I’m researching a way to do it, am I gonna commit to watching this TV show, or to buying this thing, or… ” And that’s just part of, I think, how we… How we invite new things into our lives. We just have so much already there that you’re not gonna start reading a biography on someone that’s gonna take you three weeks unless you really are ready for it.

Brett McKay: Yeah, when I was in high school, I went through the neo-swing movement thing, and I was… I just had Aberdeen, you know, camp shirts and bowling shirts, and I had a pair of… I got these things… They were hideous, really, I thought they were pretty cool at the time. It was a pair of black and white wingtip Doc Martens, but the white part was black and white check. And I thought… I thought it looked awesome; I think I wore ’em to a prom.

David Coggins: [laughter] Well, I mean, the classic situation is when someone looks like they’ve got it all figured out, and they’re like 17, and they’re walking out, and you can tell they feel like they are the coolest person, you know, in the zip code. And you’re just like, “Wait till you see the photos of this in five years, or ten.”

Brett McKay: Yeah, yeah.

Michael Williams: Yeah… Wait, can I just say that… I… I was looking at… I found some… Some profile on TikTok, and this kid, he’s… He talks a lot about fashion, he’s got a fairly significant amount of followers, and his videos get a lotta likes, and… He… You know, I was kind of interested, as, you know, someone that feels fairly well-versed in… In this stuff he’s covering, you know, what he was saying, and… And he… You know, he’s confident in what he’s talking about, and again, he’s got a good following. And then there’s one thing where he does a tour of my room, and I think it’s his dorm room. And it’s… You know, in a way, it’s cute, and it’s cool that he’s doing it, but also, it’s very much like a college kid’s room, and… You know, he’s trying really hard to have this, you know, sensibility and personal style and… You know, with furniture and all this stuff, and design. And, you know, I can’t help but to sort of think it’s… You know, he… I’m using in a way because he’s so young, he doesn’t really know. But he’s speaking with so much conviction, and he feels so strongly about what he’s… What he’s saying in the world, and it’s not a judgment on anyone; it’s… You know, that’s… I feel like part of youth is, you do feel very confident in the things you’re doing, and then when you look back at them, you’re like, “Wow, Mighty Mighty Bosstones. Like, I don’t know if that was the aesthetic that I should have been going for.”

Brett McKay: No, I like that, Micheal. I like that heuristic you use in trying to figure out your uniform is like, will this… If I look at a picture of this 10, 20 years from now, what’s my reaction gonna be? Am I gonna be like, “That looks good,” or am I gonna be like, “Oh, man, that’s embarrassing”? And I think my choices, when I was in high school… Oh my god, that was… That was dumb. But I mean, it made sense at the time.

David Coggins: But… So that’s the famous thing though, but as soon as you’re explaining to a young person, you have to be like, “Actually, it wasn’t just me, everybody was doing this,” or then you know you’re in trouble, right? Because then, it’s like you’re swept up in something and you couldn’t pull yourself outside of it, or see yourself outside of it, where you’re like, “No, that’s just the… The lapel with at the time,” or “This band was huge,” or “You should have seen Michael Caine, everyone was doing it.” And that’s usually a… I mean, but it’s human, you know, and I think that’s what’s so great about these conversations. I mean, I always love when someone gets really obsessed with something, because even if it’s… I mean, I remember my friend telling me earnestly in high school, he was like, “I only listen to Pearl Jam. That’s the only thing I listen to.” Of course, that lasted for six months, but that’s what it means to be 16, you know? You have these strong feelings. And it doesn’t stop there, by the way, because, you know, guys are saving all their money to buy some watch or car or whatever else it is, or sneakers, that then they either just sit in their, you know, closet, or they kind of resell them.

Brett McKay: So okay, let’s talk about how guys can establish their own personal uniform. It sounds like it’s an organic evolutionary process, but where do you start? Say you wanna be a little more intentional about this; alright, you’re 35, 40, you wanna establish your look. Where would you guys recommend starting?

David Coggins: Well, I mean, these are good questions. I think… I mean, I love certain stores and certain types of clothes, and I think it’s important that you have kind of a few basic things that look good on most men, and I think Michael alluded to the unstructured sport code, and I think that’s really a good place to start. And I think every… Every man looks good in… You know, it can be washed cotton, it can be a little more… A little… It can be tweed; it can be whatever you like, but I think an unstructured sport coat is something you can wear with… With, you know, dress trousers. It’s something you can wear with chinos, it’s something you can wear with jeans. And so I would… I would look for that, and you can… You can… You can go to Drake’s, you can go to J.Crew, you can go to Ralph Lauren, but you can… Or just start the process and find… See one that you like and start looking on eBay for cheaper ones if you want, but I think that that’s a really good place to start, because that… That’s something that can… You know, kinda be part of your arsenal in a really useful way, and I think… People will like how it looks on you. I mean, there’s a reason these clothes have been… Men have been wearing them for 100 years. It works. It’s effective. It’s like, you know, why does the martini exist? It’s a good equation. These things make sense, way before we’ve been around, and I hope way after we’re around. And so… I mean, get a good sport coat.

Brett McKay: Alright, so start off with a sport coat, is your recommendation?

David Coggins: Yeah, absolutely, and… But one that you can… You know, when I say unstructured, I mean like not a lot of padding in the shoulders and in the chest, and so that means you can even sometimes roll it up, if you’re in the south. I mean, look at Sid Mashburn’s site. I mean, these guys live for that sort of thing. Not just a formal suiting, but an actual sport coat, I think, is really… Really something that can… That can go with you wherever you go.

Brett McKay: Michael, how about you? Where would be your starting point?

Michael Williams: Well, I just wanna say, David’s starting point is like personal uniform 301, and I would start at… I would start at 101. I think the sport coat’s like… Maybe advanced lesson… You know, a couple… A couple courses down the line. But, you know, I think the Sid Mashburn reference is a great one. There are places that you can go to. There’s a lotta great men’s stores left in the United States that you can go into and talk to them about what you feel comfortable in and what you like, and they can help guide you. Like, it’s pretty difficult to go too astray at Sid Mashburn. They’re gonna help you. My personal recommendation is, there’s a lotta things out in the world that have been fundamentally the same for a long time, or very consistent over a long period of time, like the Barbour coat, like the 501, like certain, you know… Certain brands, like, my favorite shoe company is Crockett and Jones; their shoes have sort of never changed. And to me, that’s like a good bet. It’s like, find those companies, and wear those things that are pretty classic; it’s hard to mess that up, in a way. The other thing is, you know, I think you wanna think about when you feel the best, and what you, you know… It’s like, figure the mental images of yourself where you look the best, or what were the scenarios where you felt like you looked really good, and try to build on that and replicate that and expand that; I think that’s a good place to start.

Brett McKay: I think that’s a good idea. So, you’re not trying to play dress-up when you’re trying to establish a uniform. You don’t wanna feel like you’re going to prom, or you’re going to a black tie wedding.

Michael Williams: I think it’s the opposite of that. You wanna feel like you are yourself, you know?

David Coggins: One thing that… That’s a really good point that Michael makes about enduring design that have been mostly unchanged, and if you’re feeling less kind of formal than a sport coat, I think that the chore jacket is really a useful thing. Almost every company makes a good one now, and that’s something that you can wear most days, and you can even dress that up or down. I mean, I wore it with a knit tie to the Masters, but I think most of the people are not gonna do that, but that’s a really nice everyday piece, if we’re speaking in, you know, style terms, that you can get a lotta use out of and that will go a lotta places.

And I think you also wanna… When you’re thinking about a uniform, you’re thinking about something that’s repeatable, so that’s like the old Brooks Brothers Oxford cloth shirt, and you buy a stack of them, but you’re also thinking about an investment that might go with the two earlier that you have for a long time, so if you get a pair of Crockett and Jones Chelsea boots, that’s an incredible thing. It’s a fair amount of money, and then you have ’em for a decade, and that’s great, or Aldens, or whatever it is. And so, you kinda wanna pick your spots about… Something like a Lacoste shirt, that’s great. Get a stack of them if they go on sale or whatever. And then you’re also getting, you know, the best… The jeans you really love. I feel like when you get something that you talk yourself out of or you save a little money, then it just ends up unused, and you really wanna believe in what you’re wearing and care about it, and then you’re gonna… Then you’re gonna wear it more.

Brett McKay: Yeah, so David, in the newsletter you had about establishing a uniform, you talk about base pieces. I guess you… For you, an unstructured sport coat or a chore coat could be a base piece. And Michael, for you, a base piece could be that Oxford button-down. It could be a base piece that you can add on to; a thing that’s consistent, and you can add on to it or take away from it to vary the look, depending on your situation.

Michael Williams: Yeah. I would say, you know, even if you wanna go to UNIQLO and buy button-down shirts and khakis from UNIQLO, and socks and underwear and whatever else, and then you maybe spend a little bit more money, you know, to David’s point, like buying a shirt jacket, or buying a nice sweater, or buying a nice pair of shoes, or an accessory or a bag… You know, those things where you can… I think you can sorta step up and then… You know, I think then, your uniform becomes the base; it’s like the… A couple types of pair of pants that you like, and then you mix them with a couple shirt jackets, a sport coat, a… You know, a sweater, all these things, and that’s how you sort of like build the variety of your uniform. That’s my take on it.

David Coggins: I have to say, when I was a young guy and moved to New York, I was living in men’s stores, even though I wasn’t… Couldn’t afford those clothes. And I think there’s something to be said for that, now that we’ve got the, you know, Instagram in our pocket, but I liked to go to Barneys, and I liked to go to Bergdorf Goodman, and I would talk to the guys who worked there. And they understood what… My stage in life, and they didn’t put pressure on me, and at a good store, they won’t put pressure on you, and if you… If you go into Ralph Lauren and look at the way they have the kinda mannequins rigged up, or what’s in the windows, it gives you a sense of kind of how they view things, and… And you can see what you like from that. You can see how much it costs, you can see what you think is… Makes sense for you or what doesn’t make sense.

But it’s good to do those things. I mean, I go on the Sid Mashburn website… Site, even at this stage in my life, and look at how… They have a clever way that they show each kind of sport coat. If you scroll over it, it’s got a shirt and tie, and then if you scroll over it again, it’s like with no tie, so you can kinda see it worn two different ways. And I still get ideas about that or see what I like and ask myself, “Well, why do I like that so much?”, or “That’s interesting, and I’d never thought about doing something that way,” and I think that’s a good thing that you can still learn and see and even surprise yourself. I mean, you’d probably look better in a light pink shirt than you think. I mean, a lotta guys do, and I… I didn’t wear pink for a long time, and then I did, and then that sort of changed my life, or I didn’t wear brown, and now I wear brown almost exclusively.

Like, you do wanna give yourself room to evolve, and I think that’s what we’re talking about. It isn’t like once you set your… Your uniform, you can never change. Of course these things can rotate, or you can wear something and just make a little change. I think when I was talking about… Like if you have a corduroy suit or… Cords are good. Like, that’s a good fabric. And I recommend finding cords that you like, and maybe a corduroy sport coat that you like, and then you just… It’s not something you have to be delicate with, or… Depending on where you live, a Harris tweed coat. Like, these are things that are great, and you can get cheap ones on eBay, and really kinda live in it for a while, and get it dirty; throw it in the laundry. I’ve… I do all sorts of weird stuff. I’ve put Sirocco coats that seem too kinda precious, I just threw it in the laundry, and then they were twice as wrinkly, and then I was… I felt better about it, oddly.

Brett McKay: So you mentioned getting inspiration, like, going into men’s stores, and for me, early on, like, you know, late 20s or early 30s, I would go to blogs. I’d go to A Continuous Lean. I’d take Ivy, Dyework, where dye… I mean all… And that’s where I would get my style inspiration. I feel like that… Is it… Has it all moved to Instagram now? Where’s your guys? Like, where do you recommend guys going to get solid inspiration, ’cause even… I feel like a lot of the magazines… They’re not… Like, the style advice or… It’s just… It’s not very good. I don’t… That’s my… It’s just like, “Here are the 20 boots you need this winter,” and it’s like, this is not useful for me, because… It’s too much.

Michael Williams: I think it’s kind of all over. There’s… There are still sites like Dyework, where… That are interesting, and there are still sites out there that have a much more edited point of view, which I think is more helpful, if you identify with that. And then it’s like a mix of Instagram and all these other things that will help serve as an inspiration point. I think it’s… The mainstream fashion media is a little bit different now than it was, and it’s driven by different things, and part of that’s commerce, and part of it’s much more Fashion with a capital F than maybe it used to be. It used to be much more about service, and educating guys, and… Sort of classic style, and now, it’s much more fashion-driven. So I think… But you need to find the people that you can identify with, and if that’s like Matt Hranek and William Brown Project, or whatever it is, and then you sort of figure out, “Alright, these are the people that I feel like I wanna model my personal style after,” you can sort of go from there.

David Coggins: I think that’s a really good point that Michael makes, and I also think the danger of Instagram… Like, I really love the original photos, and when I say original, like 15 or 20 twenty years ago, photos from Pitti Uomo, where it was actual Italian men and what they were wearing, or Japanese buyers and what they were wearing. Now, with social media kind of accelerated to such a… Speed, those things feel, often, very mannered, very theatrical, very self-aware, and very ridiculous to me. So I think you have to be careful. Like, you don’t wanna dress like you were expecting to be photographed. Like, that’s craziness. You know, that’s not a way to live in the world, unless you’re really, you know, Nick Wooster, and there’s only one Nick Wooster.

So, you can look at these places, but you… It’s sort of like, you look at them, and then you pour a little milk on it to mellow out the coffee, because it’s just too… And some of these things are very intense, and these guys are getting close and experiencing them in a way that isn’t really… You know, it’s like they’re living in a photoshoot, and if you’re in a photoshoot, some things make sense, and then when you’re out in the world, they make a lot less sense, you know, and I think you wanna… I think… One of the things we’re talking about is like where… Where you’re comfortable and what your life requires, like are you going to meetings? Are you… You know, physically active the way your dad was bred, if he’s, you know, going out as… You’re working in the forest service, or whatever it is that people need to use. Are they gonna be walking in mud? Are they gonna be in a boardroom? Are they gonna be reassuring investors? And then, they’re gonna be doing things very differently. And that’s… I mean if people say that things don’t matter, that clothes don’t matter, just think about the people that you want working for you, and how you would want your lawyer or accountant to dress. If you’re getting your… Your… [chuckle] Your… Your taxes done, do you want the guy to be wearing a Metallica shirt? I’m not sure.

Michael Williams: I think it’s like the… If you have good personal style, it’s a bonus for you. If… You know, I think it’s not… It’s not about losing points or… You know, it’s about… You have an opportunity to present yourself as unique, or special, or different, or whatever that is. That, to me, is the big win with having good personal style. It’s not about conformity and fitting in and making sure you’re dressed appropriately for your role.

Brett McKay: When you guys find a piece of clothing that you think is gonna be a part of your uniform for a while, do you buy multiples of it?

David Coggins: Of course! I mean, that’s a huge deal. Like, when it… Or if something seems like it’s gonna be shut down, or, I mean, if you just know something is great, like when they were still making Brooks Brothers Oxford cloth button-down shirts in America, and you knew that, and maybe there… That was a delicate balance there, I got a stack of them. I mean, it has to do with where you are in your life, and what your priorities are, and your budget, but if you find a bottle of wine you like, man, get some, and if you find… If you’re traveling and you see espadrilles, or if you… Even Masters hats, it’s… Yeah, get on that.

Michael Williams: I like the wine reference; that’s pretty interesting. I mean, you’ll be happy if you buy a few cases of some wine that you love; you’ll be happy in five years that you did it. For me, buying a couple… Or buying things in my uniform all depends on the brand, and what it is, and what it costs, but I know that… You know, brands like Patagonia; if you love something from Patagonia, they phase out things all the time. So, if you… If there’s a jacket you love and you wear it all the time, it’s worth buying a few, because they probably won’t carry it through. The other time I’m buying multiples is, you know, I wear these canvas sneakers from Muji, and their website, they rarely have them in stock. And the stores are… It’s always sporadic if I can find them, so when I do find them, I buy five pairs at the same time, and they’re not expensive, but I’m like, I don’t wanna risk… You know, I don’t trust them enough, almost, to be able to always have them, you know?

So… And I… I used to buy this sweater every year from this store in Alabama that I love called Harrison Limited. And they would sell this super, super soft lambswool Shetland sweater, and I would buy… Every fall, I would buy one; it was like my annual thing, and I would sorta call the shop and be like, “What colors do you have?”, and then I’d say, “Alright, send me the green one,” and they’d mail it to me. And then they stopped carrying the sweater, and I’m like, “Alright, now I need to figure out who made the sweater, where else can I find it, and… ” You know, I would have been better off just buying a few and, you know, not just dragging it out.

Brett McKay: Yeah, I had a pair… There’s a pair of runners or sneakers that I got; they’re like a replica of some vintage French army sneaker. And I love it, and they stopped making… Whoever decided to make it stopped making it, and I can’t… I need a new pair, and I’m out of luck. It’s… It was a good look.

David Coggins: That’s like a classic situation, where you… You think something like… For me, even fishing gear, like certain waders that, when I was younger, they seemed too expensive, and then ever since then, the waders have been getting crazy, so now I’m on a mad hunt to find these 20-year-old waders, which of course doesn’t work, or fish wading boots, and… If you see something you like… I mean, it’s actually interesting, because Michael was talking earlier about these companies that continue to have the same product; that’s a good barometer of the values of a place. If they do something well, and they… You know that they’re gonna continue to have that, it’s the same way if you go to some beloved restaurant and you know you can get this great dish, that they’re gonna keep doing that, and that that… That that’s a sign of what they… How they want you to interact with them, that you… They want you to trust them, that they want you to come back, and that you can always get this Barbour jacket, these Red Wing boots, these 501s. That tells you a lot about those places.

Brett McKay: How do you know if your personal uniform should change? Is it something intentional, or does it just kinda happen naturally; you just find that “I’m wearing this thing a lot this year. This is part of my uniform now.”? Is that how it happens?

Michael Williams: Yeah, I think it’s part… I think part of that is recognizing the winds when they’re happening and saying, “You know, I feel good wearing this. You know, I should just… I should stop thinking about… I should stop spending time thinking about, you know, what I’m gonna wear all the time and stick with the things I feel good about.” I think you just start to sort of be… It’s a very liberating sense in a way, where you’re like, “I’ve arrived at this, and I know I like it. I don’t have to worry about… It’s one less thing I need to worry about from now on,” and you start… Start to just drop things away, and then, you know, repeat the things that work really well for you.

David Coggins: Yeah, I mean, sometimes, I’d notice that my clothes are shrunk. Now, I know it’s just… Like, your body changes, right? It’s not the clothes, obviously. And you make some change about what makes sense for what you’re doing. I mean, if you have a kid, or you’re traveling to a… And you’re in a hot place, and something works or something doesn’t. I mean, some of what we’re talking about is like… Where design and function converge, and when something makes sense, because it… I don’t know, you’re carrying a camera in your pocket, so you need bigger pockets. I mean, that’s literally how some of these things happen. A lot of the clothes we’re talking about have existed for a long time, and that’s why… You know, a safari jacket or a chore jacket or something that the army developed was to solve certain problems, and you might have those problems; you’re carrying certain things, and you need clothes that meet your purposes. And maybe your… You know, your coloration changes, like my beard is gray now. [chuckle] It’s gray, and that changes things like what colors I should wear. I don’t look the same as I used to in those… And you wanna… And that’s alright. You want to evolve that way, and I think it’s natural that your clothes change as you get… You know, get older, and your kind of place in the world changes, and that’s something to be embraced, I think.

Brett McKay: So let’s say some guy’s listening to this, and he goes, “Okay, I wanna start developing my personal uniform and refine it.” Parting advice; where’s one thing they can start doing today to start making that happen for themselves?

David Coggins: [chuckle] Well, I think you gotta think about what you… Like, your comfort level and what you’re trying to do. I mean, I always encourage guys to dress up a little bit. I just think… It’s nice to try harder than to try less hard, and if you try a little harder, then in the long run, all that will become easier; you set a higher bar for yourself. And so, I think it’s nice to dress up a little bit. I mean, I… I think it’s… You know, it doesn’t mean you have to live with it forever. I think one of the things we’re talking about is a little bit of experimentation, which is natural, and then finding a new level for yourself.

Michael Williams: Yeah, I think a big part of this is… You know, what you could do today is be open-minded to looking better, and to putting in a little bit more effort, and dressing a little bit better, and starting to do it and making it a ritual, and I think once you do, you’ll appreciate that you have put in that effort. And I think that goes a long way, and just being maybe a little bit more introspective about who you wanna be and how you wanna project yourself, I think, would be a great place to start.

Brett McKay: Well, guys, this has been a great conversation. Is there some place people can go to learn more about your respective work?

David Coggins: Well, yeah. I mean, my book, The Optimist: A Case for the Fly Fishing Life, which we discussed on a previous episode, that’s…

Brett McKay: Yeah. I’ve gotten a lotta good feedback about that from people…

David Coggins: Oh. Oh, that’s sweet. I’m glad to hear that, thank you. That’s out now, still out, and the paperback is coming soon. And then my newsletter, The Contender, comes out every week, and then I have the podcast with Michael, Central Division, our conversation every week too, which you can get from either subscribing to The Contender or his newsletter, A Continuous Lean. Michael, I’ll lead you right into it.

Michael Williams: Yeah. Oh, thank you, David, that was very, very well done. I wish I had a book to say that I had written, but all I have is a newsletter, and it’s just acl.news, is my newsletter.

Brett McKay: Well, Michael Williams, David Coggins, thanks for this time. It’s been a pleasure.

David Coggins: Thanks.

Michael Williams: Thanks, Brett.

Brett McKay: My guests today were David Coggins and Michael Williams. Check out their respective newsletters. David’s can be found at thecontender.substack.com, and Michael’s can be found at acl.news. If you subscribe to either of their newsletters, you can get access to their podcast, Central Division, where they talk about style, fly fishing, golf… You name it, they discuss it. And make sure to check at our show notes at aom.is/personaluniform, where we’ve linked to some of the brands and clothing pieces mentioned in this show, as well as that iconic picture of David and Michael at the Masters we discussed. Check it out at aom.is/personaluniform.

Well, that wraps up another edition of the AoM podcast. Make sure to check at our website at artofmanliness.com, where you can find our podcast archives, as well as thousands of articles written over the years about pretty much anything you’d think of. And if you’d like to enjoy ad-free episodes of the AoM podcast, you can do so in Stitcher Premium. Head over to stitcherpremium.com, sign up, use code MANLINESS at checkout for a free month trial. Once you’re signed up, download the Stitcher app on Android or iOS, and you can start enjoying ad-free episodes of the AoM podcast. And if you haven’t done so already, I’d appreciate it if you’d take one minute to give us a review on Apple Podcasts or Spotify. It helps out a lot. If you’ve done that already, thank you. Please consider sharing this show with a friend or family member who you think would get something out of it. As always, thank you for the continued support. Until next time, this is Brett McKay, reminding you all to not only listen to the AoM podcast, but put what you’ve heard into action.

This article was originally published on The Art of Manliness.

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Your First Style Steps: Beyond Jeans, T-Shirts, and Tennis Shoes https://www.artofmanliness.com/style/outfit-guide/your-first-style-steps-beyond-jeans-t-shirts-and-tennis-shoes/ Sun, 26 Sep 2021 18:02:23 +0000 https://www.artofmanliness.com/?p=106607 With our archives now 3,500+ 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 October 2019. A lot of guys would like to improve their personal style, but they feel a little overwhelmed […]

This article was originally published on The Art of Manliness.

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Man trying on clothes at store.

With our archives now 3,500+ 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 October 2019.

A lot of guys would like to improve their personal style, but they feel a little overwhelmed as to how to start. Men’s sartorial blogs and magazines often showcase photo spreads of male models wearing expensive, fashion-forward clothes that seem inaccessible and/or undesirable, and don’t point that helpfully towards a way forward.

Fortunately, taking your first steps towards upping your style game doesn’t have to be intimidating or involve making dramatic changes to how you dress. Instead, it requires only modest purchases that anyone can make with a minimum of effort and some very basic knowledge. Together, these wardrobe additions will significantly upgrade your look from the basics of jeans, t-shirts, and tennis shoes, all without breaking the bank, or making you break much of a sweat.

Think of the following items as the starter set for any well-dressed man:

1. A Couple of Plain White Dress Shirts

They may look like serious business pieces on the rack, but plain white dress shirts can go with pretty much any outfit.

You can wear them with slacks and a tie, or a suit if you have one, but you can also throw them on with blue jeans and a pair of beat-up work boots.

You want a couple of these because they’re never going to be wrong. While you figure out the rest of your style, basic white shirts hold the fort.

Point collars are a little nicer than button-downs, but the casual look of the latter will probably best fit your day-to-day style. Get ’em for $20 or so at any department store, or keep an eye out for sales online. Secondhand is fine too, so long as the pits aren’t yellowed or you’re confident in your stain-removing abilities.

Most importantly, make sure your dress shirts fit really well, checking out this full guide to how they should look and taking them to a tailor to get them altered.

2. A Casual Sports Jacket

It might not seem like a high priority if you’ve never been a jacket-wearing kind of guy, but don’t underestimate the value of a sports jacket.

This doesn’t have to be anything fancy, or even new. Secondhand is just fine — if anything, a little wear and tear around the edges adds authenticity. Look for sales or thrifted pieces and you can expect to spend anywhere between $10-$100.

Try for something simple and casual when you’re just getting started. Gray tweed or a brown tone of some kind should work well, in textures or patterns if you like that sort of thing.

Experiment with throwing the jacket on over a simple dress shirt and jeans when you go out to dinner or to a party. It’ll be a painless upgrade to your usual look — and one that’s not so dressy that it’ll rock the boat.

3. Nice Jeans

Upgrading your style a little doesn’t mean saying goodbye to blue jeans forever. In fact they’re a staple (or at least should be) in every man’s wardrobe.

So rather than ditching them, you’re going to improve the quality of your jeans. Skip the offerings from places like Target or Macy’s and head to a store that specializes in denim instead — a Levi’s or a Lee’s outlet works great. You can also shop online, where you’ll have your pick of everything from the major brands to small batch raw and selvedge denim jeans. Expect to spend a little bit here if you’re buying new — $60 is a good price, and it can go higher for specialty brands.

Find a pair you like and opt for a fairly close fit in dark indigo. These are your new “dress jeans,” for any occasion when you want to look comfortable and relaxed but still like someone who cares about his appearance.

The fit is important here. The denim doesn’t have to be skin-tight, but it shouldn’t have too much excess either. You want a little taper to the legs, and an overall more “tailored” look than the jeans you’d wear to work in the yard.

4. Casual Leather Shoes

A pair of decent shoes changes the entire outfit they’re worn with.

Swap tennies for leather footwear and you’ve suddenly got a much more respectable look.

You don’t have to spend much to get the effect. Most department stores will have leather shoes (generally with rubber soles) for around $50.

Leather footwear, of course, comes in a variety of styles, from brogues to loafers to work boots. Choose a pair based on your personal style and the formality of your outfit. Whichever way you go, they’ll be a big upgrade from sneakers.

5. A Lightweight Sweater

Sweaters are a little like sports jackets in that some guys love ’em and own about a dozen, and other guys never even think about putting one on.

Split the difference and grab one or two thin, lightweight sweaters. Solid colors are best — you’ll be layering with other pieces.

A good sweater can be a top layer or can go under a sport coat — wear that instead of a more technical-looking jacket for warmth on cool days.

Your price is going to vary depending on what the sweater is made out of, but you can get cheap knit cotton ones for around $30. Wool (especially cashmere) is going to be warmer and sturdier, but it’ll also cost more, in the $100 range for a good one bought new.

It may seem like a strange investment at first if you’re not a sweater-loving guy, but give it a try. For about half the year (in temperate climates), a plain sweater with a dress shirt under it and a decent pair of blue jeans will be temperature-perfect — and stylish.

6. A Handsome Overcoat

If you’re going backpacking or mountain climbing, bring the high-tech parkas and performance gear you need to keep your body warm. For bumming around town, however, skip the puffy fabrics, high-gloss plastics, and chunky pull-tabs of outdoors gear whenever you can. If you’re not going to be out in bad weather for hours on end, your overcoat doesn’t need to be high-tech. Rather, get a coat that’s both warm and classically handsome.

There are a lot of options here, depending on your climate and your style. Trench coats or dressier wool overcoats work well for suit-wearing men; guys who don’t have a suit jacket’s length to cover up can get away with shorter options like pea coats and fatigue jackets.

You can almost always find decent secondhand coats at thrift stores or online. Don’t pay more than $50-$75 for it unless you find one you really want; if you’re patient and willing to try some odd styles out you can probably end up spending as little as $20.

7. A Good Leather Belt

A nice belt is an accessory that can go a surprising ways towards pulling a getup together.

If you’re expecting to be wearing a business suit, you’ll need a slimmer black dress belt in your collection, but for most guys’ day-to-day wear, a brown, leather, thicker/wider “work belt” style is the real essential. The strap should be 1.5″ in width or more, and made of a natural or tan leather. The buckle should match the metals you wear (watch/rings). Here are all the details you could ever want for picking out a good one.

Don’t be afraid to invest up front in a really sturdy piece of leather. Leather goods companies sell high-quality belts for around $30-$50, and you can add handcrafted or vintage buckles for $5-$25 a pop, if you’re into that. 

Building Your Wardrobe Over Time

Take a quick look back over the estimates we made in this list and you’ll see that even the bare minimum investment is going to be more than $200. Depending on your current financial circumstances, that may seem like a lot.

But remember, this isn’t a package deal. You’re not going out and grabbing these overnight.

It’s easy to pick up one or two pieces per month, just by browsing around online and keeping an eye out for deals, or by swinging through the mall once in a while.

Many of these also make good gifts — relatives who don’t know what to get you for Christmas would probably be thrilled to hear that all you want is a leather belt or a couple of dress shirts.

Take it slow, and remember that the most important part of these upgrades is wearing them.

You’ll come to see that while the effort involved in trading in old blue jeans, a T-shirt, and sneakers, for fitted jeans, a dress shirt, and brogues, will be minimal, the difference in your appearance and the impression you make will be huge.

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Written By Antonio Centeno

Founder, Real Men Real Style

Click here to grab my free ebooks on men’s style

This article was originally published on The Art of Manliness.

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Outfitted & Equipped: Day Hike https://www.artofmanliness.com/style/outfit-guide/outfitted-equipped-day-hike/ Wed, 08 Jul 2020 14:21:18 +0000 https://www.artofmanliness.com/?p=113376 Editor’s Note: This promotional post was put together by the gents at Huckberry. Maybe you’re just discovering a wealth of trails outside your front door. Or maybe you’re a veteran of the nearby foothills, experienced in technical terrain and conquering Strava segments. Either way, stepping outside to indulge in fresh air and untapped miles can be mind-clearing, soul-reviving, […]

This article was originally published on The Art of Manliness.

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Editor’s Note: This promotional post was put together by the gents at Huckberry.

Maybe you’re just discovering a wealth of trails outside your front door. Or maybe you’re a veteran of the nearby foothills, experienced in technical terrain and conquering Strava segments. Either way, stepping outside to indulge in fresh air and untapped miles can be mind-clearing, soul-reviving, and well, fun (something we all love). To help you make the most of these adventurous outings and meditative wanders, we offer the following recommendations of our favorite day-hike-elevating clothing and gear.

The Clothes

A proper dressing for hiking.

1. Proof Shift Packable Shell. Hiking at altitude? You’ll be glad you packed this shell — a lightweight, style-forward layer that offers warmth and protection from the elements without hogging your daypack’s limited storage space. Even if you’re not traversing mountainous terrain, long summer days do tend to cool off. It’s our ideal just-in-case layer.

2. Proof 72-Hour Merino Tee. We’ve worn this tee on multi-day excursions to Mexico City, Iceland, and the Swiss Alps — all without a single outfit change. That is to say, this temperature-regulating, odor-resistant tee can most definitely handle a single day’s worth of adventure while keeping you feeling comfortable and smelling fresh. 

3. Wellen Cruiser Hybrid Short. Hybrid shorts are your summer wardrobe’s secret weapon. Especially on a hike, when you may encounter a lake or stream that just cries out to be jumped into. These technical shorts have the functionality of a full-on boardshort, and dry quickly so you can get back on the trail post-cannonball. 

4. Darn Tough Socks. The Hiker Micro Crew Cushion is a cushioned sock specifically designed for trekkers seeking comfort and performance. You know these guys deliver when there’s a no-strings-attached lifetime warranty.

5. Danner Trail 2650. Inspired by trail running shoes, this low-profile hiker combines a durable leather and lightweight textile upper with a trail-focused Vibram outsole. So whether you’re hiking 20 minutes or 20 miles, these ultra-lightweight hikers won’t weigh you down.

The Gear

Gears for hiking.

1. Huckberry Snapback. Call us biased, but this Huckberry hat does a great job keeping you cool, with a lightweight breathable construction and adjustable snapback design. Get dirt and sweat on it, shove it down into the bottom of your bag, use it to dump river water on your head — this hat wasn’t meant to be babied.

2. Sunski Yubas. Leave your $400 shades at home and don these polarized Sunskis for less than $60. With style-forward frames made from super lightweight, 100% recycled materials, they’re perfect for all-day wear. They stay put when you’re breaking a sweat out on the trail and look sharp when you’re back home.

3. Mystery Ranch Urban Assault. The Urban Assault bag is inspired by military assault rucksacks and is the epitome of clean, functional design. What makes it truly unique is the 3-zip closure that makes everything easily accessible — like your water, layers, and fuel — so you can keep ticking off those mile markers.

4. Topo Designs Camera Strap. If your passion for photography extends beyond iPhone portrait mode, then you might consider this camera strap to protect your gear from gravity. This one comes from our Colorado-based friends over at Topo Designs. They’ve built it with heavy-duty climbing rope that’s designed to secure your rig at all times.

5. Larq Water Bottle. If we’re being honest, most of us probably don’t clean out our water bottles near enough between uses. Larq is here to eliminate that pesky chore with their state-of-the-art water bottles that self-clean 99.999% of bacteria out, thanks to the built-in UV-C LED purification system. No more funky odor or built-up bacteria.

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Join Huckberry’s 1 million+ adventure community. We deliver the coolest gear at the best prices, inspirational stories, and a hell of a lot more to your inbox every week. Membership is free and takes seconds.

This article was originally published on The Art of Manliness.

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10 Things Your Father Should Have Taught You About Style https://www.artofmanliness.com/style/outfit-guide/10-things-your-father-should-have-taught-you-about-style/ Fri, 13 Mar 2020 14:36:02 +0000 https://www.artofmanliness.com/?p=99259 With our archives now 3,500+ articles deep, we’ve decided to republish a classic piece each Friday to help our newer readers discover some of the best, evergreen gems from the past. This article was originally published in November 2018. There’s something very old-fashioned and almost kitschy about the idea of a father teaching his son […]

This article was originally published on The Art of Manliness.

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Father teaching his son to tie a knot.

With our archives now 3,500+ articles deep, we’ve decided to republish a classic piece each Friday to help our newer readers discover some of the best, evergreen gems from the past. This article was originally published in November 2018.

There’s something very old-fashioned and almost kitschy about the idea of a father teaching his son how to dress like a man.

Part of that, of course, is because a lot of fathers these days don’t really know how to dress themselves, so there isn’t much for them to pass along.

For those of you who never had a style mentor in your father, here are all the lessons a really well-dressed dad would have passed along. Better late than never!

1. Style Matters

This is one that’s often not taught explicitly. Instead, fathers reinforce the idea simply by the act of teaching their sons — it’s implied that, because Dad is spending time on this stuff, it must matter.

It’s a good lesson to internalize. Style matters, both as an individual and as a part of a family.

People do judge you based on your appearance. If you believe otherwise, you’re just kidding yourself. You want to be a good person, absolutely — but no matter how good you are, you’re not going to be judged by the quality of your character until people have had a chance to observe it for a while. Until then, they’re going off of appearances.

That makes it crucial for everyone who wants to be taken seriously to present himself well. And fathers who want their sons to do well — and who want their family to be respected — will be sure to pass that lesson along.

2. Individual Pieces of Clothing Can Be Special

The bond between father and son isn’t always intangible. Sometimes, it comes in the form of treasured physical objects passed on from one generation to the next.

The best of these are the “they just don’t make ’em like they used to” pieces from brands that no longer exist, or that changed their manufacturing processes.

You don’t need to have actually received something from your father to enjoy keeping it in good shape and wearing it long after all the others are gone. There’s a thriving culture of restored vintage clothing out there these days.

Some of it is pure economic good sense — if you can spend less money to restore a better piece of clothing than you would buying something similar and less durable new, why wouldn’t you? But some of it also stems from the pride and emotional attachment that really caring for a favored item gives.

Don’t be afraid to be the guy with the battered old favorite, whatever it is. Know when to wear it and when not to, of course (something with obvious repair work and patching isn’t exactly business attire), but don’t be afraid to let those sentimental attachments build.

3. Dressing Well Is Easy — If You Have a System

Dads are supposed to show you the best way to do things, right?

That relies on your dad actually knowing the best way to do things. Sometimes they do and sometimes — as we discover when we grow older — they don’t.

But here’s the easy way to dress well that all fathers should teach their sons: have a system. Reduce obstacles. Make it the path of least resistance to look good.

It doesn’t take much to make dressing well your easiest option. Throw out the stuff that doesn’t fit or that looks sloppy. Then buy new clothes as needed, with an eye toward interchangeability. You want every new item you bring home to go well with at least some of the items already in your closet. If you need even more structure than that, you can make a list of which pieces go well together, or even plan your outfits day by day.

Keep your wardrobe ready-to-wear too. Iron your shirts right after you launder them, so you can just grab one off the hangar whenever you need to. Place items like a clothing brush and your shoeshine kit close to the clothing you use them with — you’re much more likely to say, “Oh, hey, time to shine the shoes,” if you’re looking right at the polish and brushes every time you put your shoes away.

It’s not about making yourself do something you want. It’s about making what you want the easiest thing to do.

4. Buy Quality

There are a couple of investments you can make when clothes shopping.

You can spend money on a brand name. You can spend money on a fashionable design. Or you can spend money on the physical quality of the piece — how it fits, what it’s made of, and how well-constructed the finished garment is.

A responsible father will always tell his son to prioritize quality. Everything else is secondary.

This is aesthetic as well as practical. A better-made garment doesn’t just last longer (getting you more value for your dollar) — it also looks better.

Don’t believe it? Visit somewhere with a wide range of clothes. A big menswear store like Jos. A. Bank or Men’s Wearhouse will work. They don’t have the highest quality suits, but they’ll have “Executive Collections” or something similarly-named that are quite a bit more expensive than the entry-level clothing.

Look at the difference between the high end and the low end. Just hanging on the rack, you can already see a pronounced improvement in the drape, the hand-feel, and the luster of the more expensive fabrics.

That’s what you want to be spending money on. You want clothes that last, clothes that don’t look cheap and flimsy, and — of course — clothes that fit. If that means spending a little more for better fabrics and stores that do in-house adjustments, that’s a small price to pay.

And it’s money much better spent than shelling out for a brand name or a fashion trend! Trust your father — and us — on that one.

5. Take a Good Deal When You See One

There’s a difference between a sale and a bargain.

If you don’t know the difference, blame your dad. He should have taught you.

Sales are ubiquitous. They’re everywhere, and most of the time they’re fake. Retailers mark most of their items with two prices: a “standard” price that they never planned to sell the item at, and a “sale” price that they slapped on the tag as soon as it hit their shipping counter. The first number is just a fictional comparison point designed to make the second number seem like a special deal, instead of the default price that it really is.

So ignore “sale prices.” But every once in a while, a real deal does come along, and that’s when you shouldn’t be afraid to strike — even if it means spending a little more than you normally would.

Here’s how you tell if something is a real bargain: if it’s an item you already wanted, and it costs less than you’d expected to pay if-and-when you finally shelled out for one, it’s a bargain. If you didn’t want it, or it’s more expensive than your expectations, it’s probably not a great deal.

Finding those perfect opportunities is rare. Unless you’re a dedicated bargain-hunter, you’ll only see them once in a while. But when you do, go ahead and take them, even if it means spending a little more than you’d planned that month. A really good investment is always worth making.

6. Take Care of What You Own

Repairs are cheaper than replacement.

There’s a half-life on that equation, of course. We’ve all had cars hit the point where fixing them would cost more than the remaining lifespan of the car is worth.

But clothes, happily, don’t usually run into the same kind of massive expenses cars do. Even a major repair job is unlikely to run much over $100, unless the material or construction is something incredibly uncommon.

And while that’s not a negligible sum, it’s also less than a brand-new suit (or even a nice-quality jacket) costs.

So take a lesson from Dad, or from us, and maintain the things you have rather than replacing them with things you don’t have. Shoes, clothing, whatever — get it cleaned when you need to, do the little maintenance tasks that help stave off more expensive repairs, and when things get damaged, get them fixed.

This is good, solid, practical advice. It makes sense for your budget. But it’s also a point of pride. If you can’t take responsibility for your own clothing, how are you going to take responsibility for bigger, more important things in life?

Show a little self-reliance — the kind that would make Dad proud — and keep your clothing in shape and in the wardrobe for as long as the material can hold out.

7. Build a Relationship With Shops and Tailors

Small, locally-owned businesses have had a tough time of it all over, but the self-owned tailor’s shop is still hanging in there, as a concept, at least.

Make it part of your routine as a well-dressed man to rely on independent businessmen as much as possible. Avoid the big-box chain stores. They’re not good for anything, except low prices, and even then you’re usually getting something so cheaply-made that you end up losing money on replacement costs within a year or two.

Instead, shop less frequently, spend a little more, and try to both buy your clothing and have it altered by people you can get to know personally. You want places that have “lifers” — owners and employees who are dedicated to the business itself, not to a paycheck.

There’s an ethical component to that advice, but there’s also a practical one. Small, independent businesses are much more open to discussion, negotiation, and customization than big chain stores. At a chain store there are fixed policies that no one has the authority to contradict — they can only do what management says they can do.

Men and women who own their own businesses are free to work with the customer as much as they please. If you’re at all interested in building a customized wardrobe, whether it’s hand-tailored or not, it’s worth doing as much of your shopping as possible at places where you can build a flexible, personalized relationship.

8. It’s Better to Be Looked Over than Overlooked

There’s nothing wrong with being the best-dressed man in the room.

The concept of “overdressed” should be used very sparingly. If you’re actively making people uncomfortable (wearing an expensive business suit for a photo-op with homeless people, say — something more than one politician has done, and been criticized for), then you should think about toning it down. And special event clothing should be saved for special events — don’t wear a tuxedo to work.

But beyond that, there’s no real upper limit to how nice you can look. Feel like wearing a suit and tie during your weekend errands? Go for it. It’s not necessary, but it’s also not wrong.

Taking pride in how you look includes not being shy about dressing well. It doesn’t matter if the other men around you are doing it or not. You’re not responsible for their clothing — but you are responsible for yours.

9. Your Clothes Affect Your Mindset

Most dads don’t get too deep into the psychology, but “look like a winner and you’ll be a winner” is solidly within the realm of parental advice.

It also has the advantage of being true. You really can make yourself more successful by dressing better.

Clothes have what psychologists call a “talisman effect.” We associate them with specific images and ideas, regardless of who wears them.

In one study, participants who were given a white lab coat to wear performed better on scientific reasoning tests than participants in their street clothes — and when the experiment was repeated, but with the coat introduced to participants as an artist’s smock, the difference vanished. The people who believed they were dressed like a scientist became better scientists, and the people who believed they were dressed like an artist didn’t.

Your clothes can have the same effect for you. If you’re working from home and you find yourself wasting time on non-work activities, try dressing up in business clothes at the start of your work day. If you’re angling for a raise or a promotion, start dressing like the people at the level you aspire to. And so on — wear the clothes that represent the mindset you want, rather than the mindset you have. Change will follow.

10. Looking Good Takes Practice

One final piece of fatherly advice: if you want to be good at something, you have to practice, practice, practice.

That holds just as true for dressing well as anything else. No one is born a naturally sharp dresser, and anyone who thinks he was is kidding himself (and probably doing it to excuse some bad fashion choices).

Approach improving your image like you would any other project. Ask around for advice, read expert guides, and indulge in some trial-and-error.

And yes — there will be errors. You’ll make a few poor choices along the line. Maybe that’ll result in owning something you don’t wear much, because it turned out not to work for you, or maybe you’ll have a couple days where you look a little silly.

It’s not the end of the world. You’ll get better at it with practice. And if you stop trying, you won’t get any better.

So try hard, seek the advice you need, and when you fail try again — just like Dad would tell you to.

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Written By Antonio Centeno

Founder, Real Men Real Style

Click here to grab my free ebooks on men’s style

This article was originally published on The Art of Manliness.

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8 Myths of Men’s Style https://www.artofmanliness.com/style/outfit-guide/8-myths-of-mens-style/ Fri, 13 Dec 2019 18:17:09 +0000 https://www.artofmanliness.com/?p=108889 When it comes to style, a lot of guys hold onto a handful of myths as excuses for not upping their game. Below, we debunk 8 of those most common myths and eliminate your excuses for schlubbing around town in baggy old jeans and a ratty hoodie.  1. You’ve always got to stay on top […]

This article was originally published on The Art of Manliness.

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Man wearing coat.

When it comes to style, a lot of guys hold onto a handful of myths as excuses for not upping their game. Below, we debunk 8 of those most common myths and eliminate your excuses for schlubbing around town in baggy old jeans and a ratty hoodie. 

1. You’ve always got to stay on top of the latest trends.

Trends are set by a lot of people, and can spontaneously arise. But the vast majority originate in a marketing firm somewhere.

Whether you’re seeing it on the front of Esquire, on a mannequin at Brooks Brothers, or in a Hollywood blockbuster, “this season’s look” exists because clothing manufacturers want you to buy clothes all year round, every year.

There are a couple problems to following marketed trends. The first is, obviously, cost — most of us don’t have the luxury of investing in a new duds every few months.

A second major problem is that “trends,” by definition, have to be recognizable. This means that fashion designers work to include unique, striking traits, ranging from unusual colors or patterns to very severe modifications on traditional cuts for menswear. These “different for the sake of being different” styles tend not to catch on over the long haul, and when the fashion fades, you’re left with a garment that’s just weird-looking instead of “in.”

Finally, trendy clothes are made to become quickly obsolete. They’re rarely built to last, since the assumption is that the wearer will replace them within a year or two. You’re not only getting a bad deal, but contributing to needless waste as well.

A better alternative is to buy sturdy, high-quality clothing made and tailored in a classic, enduring style without any experimental flourishes. Not only will this allow you to buy clothes less frequently, but those you add to your wardrobe can last for years, and even decades, without ever going out of style. 

2. You need a great body to look good.

Being super-ripped looks great on the beach, but that doesn’t matter much, as the vast majority of our lives is spent clothed. And in point of fact, serious athletes and bodybuilders may actually have a harder time looking good in normal business clothes, since most garments you’d buy at department stores won’t be cut for their exaggerated proportions.

That’s not to say that a man should neglect his health or be unmindful of his body’s appearance, obviously. But sharp dressers throughout the years have included men of every shape and size conceivable. In many cases, Hollywood actors (who often have to change their body dramatically for different roles) have gone through a whole range of body types while staying consistently well-dressed.

The key to looking good lies in knowing what kind of clothes suit your body type: skinny men with slim limbs may want more bulk, broad men with a lot of weight in the midsection will want slimming styles, and so on.

Plus, good tailoring is a powerful equalizer. Men who aren’t confident in their physical appearance can change their appearance significantly with a well-tailored, well-fitted suit. A good jacket tends to make the shoulders look broader and the waist slimmer — the same look lots of guys hit the gym to achieve.

Of course, it’s always best to do both. Dress well and stay healthy and you’ll never have to worry about appearances. But don’t buy into the idea that you have to look good naked before it’s worth trying to look good clothed.

3. People are smart enough to judge your character, not your looks.

As noble as the idea of being judged solely on your merits is, it’s just not the reality in most situations.

People often have to make decisions about you long before they’ve had time to judge your character — and in those situations, it’s going to be your appearance they default to for guidance. We’re a very visual species and our brains make a lot of snap decisions based on what looks appealing or threatening to us.

As a result, your appearance is always sending messages to other people. A deliberately neglectful style — unkept hair, baggy jeans, and old T-shirts, among other things, tend to say, “I don’t care what you think about me.”

That appeals to some guys. And that impulse is reasonable. We’d all like to be rewarded based on our merits alone. But the look still says, “I don’t care,” and that makes people not want to do business or socialize with you. Why would they? You’ve already told them you’re not interested in their opinions, without saying a word.

Good dressing will always be important, no matter how impeccable your character or impressive your achievements. You don’t have to believe that better clothing makes someone a better person, but you do need to be aware of the influence your appearance has before you ever get a chance to open your mouth.

4. Dressing sharp takes longer than just throwing on any old thing.

Surprisingly, it actually gets easier and easier to dress in the morning as your clothing improves.

There are a couple of reasons for this. One is, obviously, that your options expand over time, assuming that you’re buying clothes faster than you’re wearing them out (not hard to do if you’re buying quality clothing). The more things you have in the closet that really suit you, the quicker it is for your tired, blurry eyes to latch onto something they like. Grab it, put it on, and go.

A man who’s thinking about his dressing also tends to build a more interchangeable wardrobe. If you’re a careful shopper you can amass a collection of shirts, pants, and accessories that work together, so that there’s never a moment where you’re saying, “I like this shirt/suit/whatever but don’t know what to wear it with.”

A man whose clothing doesn’t really suit him, on the other hand, is likely to spend a lot of time trying to put something decent together when he does need to dress up. That can become a long and frustrating morning routine if you’ve got to dress nicely for work every day and haven’t taken the time to build a wardrobe suited to your body and tastes.

Of course, a little judicious pruning here and there always helps. Once or twice a year it’s worth going through the closet and drawers and pulling out anything that you don’t really care for anymore, or that doesn’t fit, or that you just haven’t worn in a year or two. Give these discards away to charity. It’s that much less visual clutter when you’re deciding what you want to put on.

5. Ready-to-wear clothing is ready to go as soon as you get it off the rack.

Ready-to-wear or off-the-rack (two phrases for the same thing) clothing is made to fit as many people as possible. The less sizes the manufacturer has to make, the cheaper production costs are, so every size will be made pretty loose in the hopes of fitting more customers.

The result of this is that most ready-to-wear clothing requires adjustment. Unless you happen to have the exact measurements the machine was set for when it made the garment (highly unlikely), there are bound to be a few spots that don’t quite fit you.

Sleeves and cuffs often need adjusting, and shirts and jackets may need to be taken in at the waist for skinny men. Many places that sell higher-end ready-to-wear clothing will do adjustments in-house on things like suits and wool slacks. Men who order online may need to take items in to a tailor for final adjustments after they arrive.

So despite the name, “ready-to-wear” usually isn’t. T-shirts, jeans, and other casual clothes will probably be fine, but anything you want to look sharp in will need some adjusting.

6. Rack sizes are consistent.

This one is a novice shopper’s mistake. Anyone with a bit of fitting-room experience can tell you that one brand’s 36″ waist does not necessarily fit the same as another brand’s.

That’s largely because rack sizes only give a few basic measurements that can’t hope to describe the actual fit of the body. Trousers are a good example: for men, they’re almost always measured with either the waist size followed by the inseam length or just the waist size, sometimes accompanied by a word like “long” or “regular.”

What that describes is how long the trousers are and how they’ll fit around your belly. What it doesn’t describe is how close the joining point of the crotch is to the waistband, how wide the openings of the legs are, how broad the seat is, and a dozen other measurements that make all the difference between “fits like a dream” and “perpetual wedgie.”

What does this mean in practical terms? Primarily, it means that if you find a brand that really does fit you, treasure it and buy plenty. It also means keeping an eye on misleading phrases like “slim fit” or “relaxed fit” when trying things on — these are usually indicators of the unlisted measurements like thigh and seat width, and if you like the brand you’ll want to keep in mind what fit you like as well as the number of your size.

Men buying made-to-measure or bespoke clothing will find a whole host of new measurements beyond the rack size. It’s worth saving them for reference when you’re buying off-the-rack, so hang onto the numbers (when you buy new tailored clothing the tailor will, of course, take new measurements).

7. Dressing well costs a lot of money.

When it comes to making excuses for not dressing better, a lot of men will say that they’d like to, but just can’t afford it. They think style is an exclusive privilege of the well-heeled.

But style is obtainable no matter your income. It does take a little more effort to build a wardrobe on a budget — shopping at thrift stores, watching for sales, turning down trends, making your clothing last — but it’s doable. We’ve written plenty on this previously, so I’ll just point you to those resources:

8. You can get all the knowledge you need from style writing.

As hard as we try, we can’t replace the value of experience. If knowledge were the only power, librarians would rule the world. There comes a point where you just have to get out there and experiment for yourself.

That doesn’t mean you shouldn’t do your reading first — but it does mean that the best way to get good at buying clothes is to buy some clothes. See what you like and what you don’t. Learn your tastes, your body size, and your tolerance for shopping. Make a few mistakes (we all do).

A lot of looking good comes down to plain old confidence. You get that by becoming comfortable with your wardrobe and your style choices. It comes over time. Style blogs, books, and magazines are great starting places that can give you an idea of where you want to go.

Then it’s up to you to actually go there.

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Written By Antonio Centeno

Founder, Real Men Real Style

Click here to grab my free ebooks on men’s style

This article was originally published on The Art of Manliness.

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