3 Outfits Every Guy Needs

My articles and videos almost always center around a specific piece of clothing or accessory, so I thought it would be fun to switch it up and talk about 3 head-to-toe foundational outfits every guy needs. Once you have these 3 outfits, you can build an entire wardrobe around them. And here’s the beauty of them: from these 3 outfits, you can switch things in and out to add your own personal touch and truly make them your own.

Outfit 1

The first outfit is a casual one, comprised of a black polo shirt, a well-fitting pair of dark wash jeans and some white low top sneakers. This is a solid casual outfit that will always look great and put together on every man, regardless of your age or body type.

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$198 – John Varvatos Collection Hamptons Silk & Cotton Polo Shirt in black or charcoal (Best luxe polo shirt!)
$13 – H&M Polo Shirt Slim Fit in black (**THESE ARE THE BEST POLO SHIRTS!!!!)
$165 – J. Brand Tyler Taper Fit in slate resin (Love that the color, stitching, and hardware are similar color)
$55 – Levi’s 511 Slim Fit Stretch Jeans in dark hollow
$410 – Common Projects Achilles Leather Sneakers in white
$60 – Adidas Originals Stan Smith (colorway: white/white/fairway – Also available @ Footlocker)
$415 – Tom Ford ‘Snowdon’ Sunglasses
IWC Portugieser Automatic Watch

Outfit 2

I like to call this outfit ‘dressy casual’ because it transitions well from day to night. Throw on a leather or cotton black bomber jacket with a black t-shirt, dark wash jeans and black leather chukkas.

If you’re thin to average build, you can also wear a white t-shirt. However, if you’re a broader man that’s not in shape, and you decide to take off your jacket, then a white t-shirt will actually spotlight how big you are (and not in a good way). Also, the reason why you want to go with black chukkas is because black is the dominant color in your jacket. I went with leather chukka boots over suede and lace-up boots because the latter options won’t look appropriate for every season.

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$670 – All Saints Mower Leather Bomber Jacket in black (LOVE how minimal this jacket is – definitely a BIFL!)
$88 – Everlane Cotton Bomber in black
$60 – James Perse Clear Jersey Crew in black
$10 – H&M Crew-neck T-shirt in black
$170 – Diesel Buster 0607A Tapered Jeans (I’ve bought my fiance 3 pairs of these – they’re that good!)
$55 – Levi’s 511 Slim Fit Stretch Jeans in dark hollow
$175 – Johnston & Murphy Conard Cap Toe Chukka in black

Why a bomber over a blazer?

A bomber is a very stylish, modern alternative to a blazer that works in almost all the same occasions and looks great for every man, regardless if you’re a teenager all the way to a retiree. A younger gentlemen in high school or college, for instance, wouldn’t necessarily need a blazer, so that’s why I’m not recommending it over a blazer. If the occasion does call for a sport coat or blazer, in a pinch, you can use the jacket in my next recommendation and dress it up like I did in the picture below.

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Outfit 3

Lastly, my classic go-to formal outfit is a charcoal or navy suit with a white semi-spread collar dress shirt, black or charcoal tie, white pocket square, and oxford dress shoes. If you’re going with a charcoal suit, then pair with a black tie and black dress shoes. For a navy suit, pair with a charcoal tie, and dark brown dress shoes.

I love these two suits because it’s very easy to go formal by adding a tie or dress them down by forgoing a tie or swapping in a t-shirt instead of a collared shirt.

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$1395 – Burberry Modern Fit Wool Part Canvas Suit (charcoal)
$498 – Brooks Brothers Red Fleece Grey Suit
$115 – TopMan Grey Slim Fit Suit (alternative for warm climates: Topman Charcoal Linen Suit)
$280 – Allen Edmonds Carlyle Plain-Toe Oxfords (black or brown)
$120 – Aldo Bandolla Dress Shoe (black)
$19 – The Tie Bar Grenafaux Tie (My, hands down, favorite solid tie – go with black or charcoal)
$10 – The Tie Bar Solid White Cotton Pocket Square

The 5 Shoes Every Man Should Own

In my Men’s Wardrobe Essentials Series, as well as my Summer Essentials Ebook, I touched on shoes a little bit, but the most-requested video/article for a while has been the number and type of shoes every man should own.

So here it is: These are the quintessential shoes that every man should have in his closet for year-round wear. Anything outside of these are specialty items, like snow boots, so they’re not included in this article.

Have questions? Curious what others think?

Join us in the comments section of the video above.

1. Athletic/Running Shoes

Nike Roshe FlyKnit - Grey

Buy the Nike Roshe FlyKnit in gray

There’s nothing better than a sleek pair of athletic shoes. Not only can they function as your gym shoes, but they can  be worn with your casual outfits, as well.

I recommend sticking with a black/white, black/grey/white (like above), or navy/white color to ensure that your sneakers compliment all your outfits. Other crazy colors like neon green or a bright red will only draw attention away from your outfit which is why I’m not recommending those colors. You probably wouldn’t know it, but these shoes are one of my clients and almost a year old.

Since all of the shoes I’m recommending have white soles, I highly recommend Jason Markk’s Essential Shoe Cleaner Kit. Just give the soles a quick scrub with the included brush and soap every few weeks and they’ll look good-as-new for a long time.

Other Options

Nike SB Stefan Janoski Max
Adidas Pureboost LTD Shoe
Nike Roshe Two FlyKnit

 

2. White Sneakers

 

Buy the Adidas Stan Smith Sneakers

The second pair of shoes you should own, is what I’d consider an absolute essential to any well-dressed man’s wardrobe, which is why they were also included in my Men’s Wardrobe Essentials series.

They’re clean, classy and look great with a lot of your casual, even up to a little more dressy, outfits. Throw on a nice fitted blazer and some dark wash jeans with them and they’ll look amazing. See here for outfit inspiration images.

Under no circumstance should you wear these with a suit, though. That’s a trend that’s been floating around for a few years and I just think you’re not doing a suit justice by dumbing it down with sneakers.

A quick note, because it’s been brought up in the comments of my White Sneaker Video – Jordan’s and Air Force Ones are not the same as these – even if they’re white – because the shape and profile of those shoes are completely different. Notice how sleek and simple the profile of the above shoe is – THAT’S what makes all the difference. Jordan’s and Air Force Ones are chunky looking and have a very specific look that a lot of men can’t pull off.

Designer Options

 

Saint Laurent leather sneakers
Acne Studios leather sneakers
WANT Les Essentiels de la Vie leather sneaker
Common Projects BBall leather sneakers

Budget-Friendly Options

Converse Chuck Taylor All Star II Ox’ Canvas
Converse Jack Purcell Sneaker
Nike Tennis Classic Ultra Leather
Vans Authentic Sneakers

 

3. Suede Driving Moccasins

 

Tod's Gommino Driving Shoes in Suede

Tod’s Braided Tie Drivers

The third pair of shoes you should own are suede driving moccasins. I’ve already covered these in my Summer Essentials Ebook, but they’re also great shoes during the other parts of the year, depending on your climate.

If you’ve never worn a pair, then you really should try them because they’re the most comfortable middle ground between a dress shoe and a sneaker and after they’ve been broken in a little bit, they’ll feel like you’re wearing a pair of socks.

I have these ones here by Tod’s that I really love. Stick with dark brown first, then you can add a tan color and then navy which will cover you for any outfit you can wear outside of a suit – which you should never wear driving mocs with. The construction is fantastic and they hug your feet nicely –
which is important because a lot of cheaply made driving mocs tend to look loose around your feet which is to be avoided.

There’s three things to remember about driving moccasins:

Only wear no-show socks with them. I did a whole video about socks so check out the link in the video description.
Before you wear them for the first time, make sure you Scotchguard them in order to protect the suede from dirt & liquids as much as possible.
They’re going to get dirty, it’s inevitable with suede. So buy them knowing they’re going to have a shorter shelf life than the rest of your shoes, but trust me, you won’t care because they’re so damn comfortable.

Designer Options

Tod’s Textured Suede Tie Drivers
Tod’s Braided Tie Drivers
Prada Suede Slip-On Moccasin, Oltremare
Brook’s Brothers Suede Driving Mocs

Budget-Friendly Options

Jack Erwin Parker Driving Loafer 
FRYE Russel Venetian
Johnston & Murphy Perforated Driving Loafer 

4. Oxford Or Derby Dress Shoes

ferragamo-marte-plain-toe-derby-ashley-weston1

Prada Plain Toe Blutchers

The fourth pair of shoes you should own are Oxford or Derby dress shoe with a sleek profile and round toe. I’ve covered these extensively before, but every man needs at least a black and possibly brown pair of dress shoes in his wardrobe. They go well with all outfits outside of a super casual outfit (think: t-shirt and jeans). And since you should at least own one suit, these are necessary because you can’t get away with wearing any other shoes with your suit. Remember: the goal is to have you looking amazing, no matter the scenario or outfit.

I prefer plain toe, but you can also get cap toes, but I will grab a pair of plain toed Oxfords or Derbys over any other kind of dress shoe 99% of the time.

As for brogueing, burnished toes, oxblood or other unique colors, don’t get me wrong, I love them, but that’s like two levels down the road if you’re new to dressing better. They’re very specific and won’t go with a lot of your outfits, so grab them after you’ve invested in a classic black and dark brown oxford.

Designer Options

Giorgio Armani Plain-Toe Patent Leather Bluchers
Allen Edmonds Park Avenue Cap-Toe Oxfords
Allen Edmonds Carlyle
Prada Plain Toe Blutchers

Budget-Friendly Options

Aldo Craosa 
Jack Erwin Joe Cap-Toe Oxford
Johnston & Murphy Hyde Park ll Cap-toe

5. Brown Leather Boots

Purdey Brown Men's Grain Leather Boot With Dainite Sole

Crockett & Jones Islay Wingtip Boot

The final pair of shoes – in this case – boots you should own are a pair of brown leather boots.
They’re utilitarian in that you can wear them in a lot of adverse weather situations as well as in more elevated casual outfits. I prefer brown because boots are usually more geared toward the cooler months, and brown is a great fall/winter color and it goes AMAZINGLY well with the dark wash jeans and wool trousers you should already own. But don’t be mistaken, you can also wear these year-round.

It’s been asked this a few times by viewers, so unless you’re going for the lumberjack or American/Japanese worker-style look, don’t wear these boots with a suit because these ARE NOT DRESS BOOTS.

I love the pebbled brown leather and goodyear welting of the Purdey boots above, which is why they’re my top choice. Trust me, I spent a lot of time finding the best boots out there and these are hands down my favorite.

If you want to know how to tie your boots properly like this so don’t have a bunch of excess laces flopping around, check out my video about how to properly tie men’s shoelaces.

Designer Options


O’Keefe Algy Split-Toe Weatherproof Pebble-Grain Leather Boots
Crockett & Jones Islay Wingtip Boot

Frye Jones Lace Up Boots

Budget-Friendly Options

Aldo Acerrassi
Johnston & Murphy Karnes Cap Toe Boot
Aldo Etausen Boots
Wolverine 1000 Mile Boot 

The V-Neck Sweater

The V-Neck Sweater is an essential because you’re going to need warm layering pieces for the cooler parts of the year and it allows you to mix and match your Essential Wardrobe a little better by layering it with a blazer or suit, over an oxford or semi-spread collar dress shirt and paired with simple dark wash jeans or wool trousers and a white sneaker, boots or oxford dress shoes. So how could I leave it off this list?

Why a V-Neck and Not a Crew Neck?

Crewnecks are okay, but they’re a more casual item. So for this reason, a V-Neck sweater is essential because it’s the classy mofo of the sweater world. V-necks add a touch of dressy formality that you just won’t get with a crewneck.

I love crewnecks, don’t get me wrong, but most guys don’t know how to wear them so then it starts looking really sloppy. I know some guys like the crew neck and tie or suit look, but I would choose a v-neck or cardigan sweater over a crewneck in this case almost every time.

V-Neck Sweater Do’s and Dont’s

Do

Don’t

  • Wear them with a dress shirt and have the collar resting on top of the “v”
  • Wear them with shorts
  • Wear them over Polo Shirts (ever)
  • Wear them over T-Shirts (ever)
  • Wear them without any shirt underneath – gross!
  • Wear them if they have any holes, pilling or they’re worn thin around the elbows

Fabrics

I prefer the V-Neck Sweaters I work with to be made of wool, – either regular or merino wool. Cashmere is also a great fabric, but it’s definitely on the pricier side. If you run a little warmer, then go for a wool/silk or cotton-blended sweater – Pima cotton is also great, but it stretches out very easily.

Colors

You need at least 1 black V-Neck Sweater in your closet. If you’ve got a black one already, grab a navy and/or charcoal gray version. These colors will go with everything else in your Essential Wardrobe. If you want a 3rd option, then a darker brown will also go pretty well with your wardrobe, too.

How Should a V-Neck Sweater Fit on a guy?

Check out my V-Neck Sweater fit guide for how (all) your sweater(s) should fit.

The Best Men’s V-Neck Sweaters

Designer Options

I love these because the fit, fabric weight, and overall construction is impeccable and I’ve worked with these brands many, many times.

Ermenegildo Zegna Black V-Neck Sweater

J.Lindeberg Black V-Neck Sweater

Burberry Navy V-Neck Sweater

Brooks Brothers Navy Saxxon V-Neck Sweater

Vince Navy V-Neck Sweater

Budget-Friendly Options

I love each one of these v-neck sweaters, especially the H&M and Life After Denim sweaters. Even though they’re budget-friendly, the quality, fabric weight, and overall fit is really good.

J.Crew Black Wool V-Neck Sweater

Life After Denim Charcoal Tournament V-Neck Sweater

H&M Dark Blue Wool V-Neck Sweater

H&M Gray Wool V-Neck Sweater

2 Ways to Wear A V-Neck Sweater

V-neck-sweater-Ashley-Weston-Mens-Wardrobe-Essentials

J Crew Rugged Cotton V-Neck Sweater 

Brooks Brothers Milano Fit Heathered Gingham French Cuff Dress Shirt

Brooks Brothers Milano Fit Plain-Front Flannel Trousers

The Tie Bar Black Grenafaux tie

Allen Edmonds Wide Basic Dress Belt

Johnston & Murphy Fielden Cap-Toe 

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Brooks Brothers Navy Saxxon V-Neck Sweater

Brooks Brothers Red Fleece Gingham Sport Shirt

J Brand Tyler Fit Jeans Tumble

Allen Edmonds Carlyle Plain-toe Oxfords

Baume & Mercier -clifton-automatic

Men’s V-Neck Sweater Outfit Inspiration

Credits

Photography: Justiin Charles
Model: Joseph Boyd at Wilhelmina Models
Hair/Makeup: Brendan Robertson for Exclusive Artists Management using Clarins Skincare and Kevin Murphy Hair Care

The Navy Blazer

The Navy Blazer or Sport Coat or Sports Jacket, whatever you want to call it (we’ll go with Blazer from here on out), is an essential because it’s the very definition of business or dressy casual. It pairs incredibly well with dark wash jeans, oxford or semi-spread collar dress shirtsOxford dress shoes and almost any other mix of dressy or casual wear in your Essential Wardrobe.

NOTE: A Navy Blazer looks horrible with a pair of tan chinos/khakis. This is the quintessential older, out-of-touch-guy-who-wants-to-dress-up uniform. Just. don’t – Ever.

Blazer vs Sport Coat

I see some resources online talking about how a Blazer is different from a Sport Coat/Sports Jacket and honestly, in all my years in the industry, the term is used so interchangeably that it doesn’t matter. They’re basically the same garment. If I have a hard time telling the difference, you’ll have an even harder time, so I say don’t worry about it and call it whatever you want.

Blazer vs Suit Jacket

The differences between a Blazer and Suit Jacket are constantly debated. A lot of sources say they’re the same, others say they’re different, but allow me to flex my teeny tiny muscles a bit, as I deal with these items day in and day out.

First and foremost, they’re not the same. A Blazer is made of thicker fabric so it pairs better with other clothing items of different weights, like jeans, for example. A Suit Jacket is made of lighter material and should only be worn as part of a suit.

You may not notice, but fabric weights can influence whether an outfit looks off or not. Blazers are not made of the same weight of fabric that a Suit Jacket is.

If you have a chance, go somewhere that requires a jacket be worn – like a business casual event or restaurant that requires a dinner jacket be worn – and I guarantee you’ll see some guys wearing suit jackets with jeans or khakis. I’m sorry to call them out, but older gentleman are the worst offenders here.

I want you to notice how it just looks… weird. The jacket fabric seems a little too “thin” and “flowy” compared to the pants because it’s too light of a fabric to go with a heavier fabric like denim or khaki. They don’t lay or move the same, so it looks weird.

The problem is that most guys see pictures of other guys wearing suit jackets with denim pants and think it looks great, which it does – in pictures. In person it looks bad due to the differing fabric weights. So trust me on this one – you need separate Blazers and Suit Jackets.

How To Tell A Blazer From A Suit Jacket

Here’s my patented 4-Step process to tell if a jacket is a Blazer or a Suit Jacket:

  1. If the buttons on the sleeves and torso are metal of any kind – that’s a Blazer.
  2. If it has matching pants – that’s a Suit Jacket.
  3. If the jacket is thinner or more delicate feeling – that’s a Suit Jacket.
  4. If it’s heavier, thicker or sturdier feeling – that’s a Blazer.

Fabric

I recommend you go with a heavier, textured wool fabric because its robust and you’ll get a lot of mileage out of this type of blazer. I like a fabric weight of between 8 to 10 ounces, depending on your climate (hotter climates, I like around 6 ounces). If you go heavier than my recommendations, then you’re getting into Fall/Winter territory and the lighter weight fabric would wrinkle pretty badly. This weight also looks best with the other items a blazer is typically worn with – jeans, wool pants, sweaters, etc. – basically everything else in your Essential Wardrobe. Lighter fabrics have very slim use cases and are a pain in the butt to maintain that they’re usually not worth the hassle.

The Best Colors for A Blazer or Sport Coat

If you read the title, you know I’m going to say navy :). The reason is because it will go with everything else in my Men’s Wardrobe Essentials list. If you already own a navy Blazer – great job! – then go with a Charcoal or Charcoal Herringbone pattern.

Vent Type

Ideally, you’ll want to go with a double vent. This style of vent has been around for quite a while and is flattering on every body type. With that being said, a single vent is not a poor choice, but it’s definitely second in my book. Just make sure that, no matter what, you never go with a blazer without a vent – it’s a horrible look.

How Should a Blazer or Sport Coat Fit?

Check out my Blazer/Sport Coat Fit Guide for details.

The Best Blazers or Sport Coats for men

Designer Option

I chose these blazers because they’re not only well-constructed, but they’re also made of a nice, textured fabric that has the perfect amount of weight to them. Each of these blazers has the 2-button, notch-lapel features that I love and that work on all body types. The navy Brooks Brothers blazer is only offered with gold buttons online, but they do have non-gold button options available in their stores. Stick with their Milano or Fitzgerald lines as they offer the most tailored fits. Ermenegildo Zegna and Z Zegna make incredible blazers that always makes me stop and touch them whenever I’m at the store pulling clothes for a client. Burberry is fantastic for slimmer men that are 5’10” and above.

Brooks Brothers Charcoal Milano Fit Herringbone Blazer

Brooks Brothers Navy Fitzgerald Fit Two-Button Blazer

Burberry Gray Slim Fit Travel Tailoring Jacket

Emporio Armani Navy Jacket in Textured Wool

Ralph Lauren Purple Label Navy Nigel Wool-Cashmere Blazer 

Zegna Gray Cashmere Blazer

Z Zegna Navy Drop 8 Two-Button Blazer 

Budget-Friendly Option

These are my go-to for blazers that look great, sport all the features I want to see on a blazer, and hit a more affordable price poin. J.Crew offers wool blazers for an extremely affordable price and their Ludlow line has a tailored fit that is fantastic and offered in a range of sizes, from Short to Regular to Tall. If you’re a slim to regular build, I love Topman because their cuts are the best! The material is usually a polyester-wool blend so it’s not the best, but it’ll get the job done and still look fantastic.

H&M Navy Blazer

J.Crew Navy Ludlow Legacy Blazer

J.Crew Grey/Navy Windowpane Ludlow Blazer

Topman Blue Slim Fit Jersey Blazer

Zara Navy Basic Blazer 

Topman Blue Wool Blend Skinny Fit Blazer

2 Best Ways To Wear a Blazer

Navy-Blazer-Sport-Coat-Ashley-Weston-Mens-Wardrobe-Essentials

Brooks Brothers Fitzgerald Fit Two-Button Blazer

Tommy Hilfiger Mens Twill Dress Shirt

J Brand Tyler Slim Fit in Bellow

The Tie Bar Outpost Blue Pocket Square

Gucci GG pattern Silk Tie

The Tie Bar Colored Tie Bar

Allen Edmonds Newland Ave brown belt

Baume & Mercier Clifton-automatic

Allen Edmonds Carlyle Plain-toe Oxfords

Navy-Blazer-Sport-Coat-Ashley-Weston-Mens-Wardrobe-Essentials-2

Brooks Brothers Fitzgerald Fit Two-Button Blazer

Brooks Brothers Merino Wool Honeycomb Crewneck Sweater

Brooks Brothers Red Fleece Solid Oxford Sport Shirt

Topman Selected Homme Grey Pants

Allen Edmonds Carlyle Plain Toe Oxfords

Allen Edmonds Newland Ave Dress Casual Belt 

Blazer or Sport Coat Outfit Inspiration

 

Credits

Photography: Justiin Charles
Model: Joseph Boyd at Wilhelmina Models
Hair/Makeup: Brendan Robertson for Exclusive Artists Management using Clarins Skincare and Kevin Murphy Hair Care

Best Men's Overcoats & Peacoats Ashley Weston

Overcoats & Peacoats

If you live in a climate where the temperatures drop during the winter, you’re going to need a coat or two. So let’s talk about Overcoats & Peacoats. They’re not to be confused with a jacket or windbreaker or whatever other sorry excuse for a coat I see guys wearing during the winter months. You need a proper coat that’ll look sharp and timeless and last many, many seasons. Your coat is the first thing anyone is going to see (aside from your shoes and a scarf) during the winter months, so let’s make sure you look amazing.

Common Overcoat & Peacoat Mistakes

In my travels, I see a lot of Overcoat blunders, so let me go over the common mistakes I see guys making with their coats before we dig in.

  • Too Boxy
    This makes stocky men look really wide and/or short and thin guys look even thinner.
  • Too Long
    This would technically fall under fit, but it’s such a big problem that it deserves it’s own section. Your overcoat is designed to go over your clothing, not be a blanket you threw over yourself! The worst is when I see guy’s sleeves going past the beginnings of their palms or their coats hitting mid-shin. If a coat goes past your knees, it’s going to collect dirt, mud and salt stains on the bottom – gross!
  • Too Complicated
    Some of my male friends suffer from this: They just have too much stuff going on with their coats. As I mentioned in my first #AskAW episode, you don’t need epaulettes/shoulder straps, sewn in sweaters or hoodies or a bunch of pockets or zippers or… things hanging off your coat. It looks cheap and tacky.
  • Too Trendy
    Even though I work in the fashion industry and attend the various Fashion Weeks around the world, good lord, there’s some jackets I see guys wearing on the street and I just wonder what happens once it goes out of style in a few weeks. I would never recommend something trendy as a Men’s Wardrobe Essential because you’ll probably only get one winter’s worth of wear out of it.
  • Not Appropriate For the Climate
    If you live in a warmer climate and are wearing a long overcoat without a suit, you look silly. There’s a time and a place for everything and it’s important to understand this in all things, but definitely in regards to coats. See below for details on when it is or isn’t appropriate to wear your coat.
  • For more style mistakes, check out my free “10 Most Overlooked Men’s Style Mistakes” and how to fix them ebook.

What Coat(s) Should Men Own?

A man should own at least one of these two coats, maybe both. See below to determine whether you need one or both coats in your closet.

Overcoat

There’s two factors to determine whether you should own an overcoat:

  1. Does it snow where you live?
    An overcoat is an essential if it snows where you live because it’ll cover more of your body and be a great coat to layer clothing under to keep warm on the colder days.
  2. Do you wear suits often?
    If you wear suits (like a gray suit), regardless of your climate, you need an overcoat because this is the only coat that compliments a suit. A Peacoat won’t work with a suit because (if it fits properly) it’s too short to cover a blazer or suit jacket as well as too casual for this type of outfit.

Peacoat

Every guy, regardless of his climate or whether he wears suits regularly or not, should own a Peacoat because it’s great for casual outfits in your Essential Wardrobe. If you live in a colder climate, it’s also great for warmer winter days and through the early parts of Spring. Notice I’m leaving out Fall. This is because that’s when a Blazer, Leather Jacket and Harrington Jacket really shine. For moderate/warmer climates, like Southern California, a Peacoat will be your “winter” coat.

Double-Breasted or Single-Breasted Coats?

A proper Peacoat is always double-breasted, so that’s not an issue.

As for Overcoats, stick to a single breasted coat because a double breasted Overcoat would require you to wear it buttoned 24/7 since it looks really big and floppy when it’s left unbuttoned. Single breasted gives you the option to wear it buttoned or unbuttoned while still looking sharp and form-fitting.

The Best Overcoat & Peacoat Colors For Men

For Peacoats, you want to go with the classic Navy color. For Overcoats, you can go with Navy, Camel (tan), Black or Dark Gray. If this is your first Overcoat, go with Dark Gray or Black. If it’s your second, get a Camel Overcoat to inject some color into your wardrobe, as it’s still a neutral color that will go with the rest of the Men’s Wardrobe Essentials.

How Should An Overcoat or Peacoat fit?

Check out my Overcoat & Peacoat fit guide for how a man’s coats should fit.

The Best Men’s Overcoats & Peacoats

Designer Options

I chose these coats because they all have a great tailored fit and the material, coat length, lapel width, buttons and the overall construction of them is impeccable. I love the Brooks Brothers charcoal Overcoat, which I actually used on a recent shoot with Harrison Ford, and I was amazed at how well-designed this coat was. The Burberry and Billy Reid Peacoats are my favorite Peacoats of all time! The details are incredible and they’re flattering on every man. An interesting fact: The Billy Reid coat is named the “Bond” coat because it’s the exact one Daniel Craig wore in “Skyfall.” The Burberry runs on the slimmer and slightly longer side, so if you have a shorter and wider build, then this may not work for you, although my model (below) was wearing it and he was quite “built”, so YMMV (your mileage may vary).

Brooks Brothers Charcoal Saxxon Overcoat

Acne Studios Charcoal Coat

Theory Delancey Double-Faced Cashmere Overcoat

Saint Laurent Camel Coat

Burberry Navy Peacoat

Billy Reid Navy “Bond” Peacoat

Budget-Friendly Options

Each of these coats has a simple and clean design with no unnecessary flourishes, which you’ll usually find with cheaper alternatives. The price point is great for these considering they’re wool and wool-blended coats and will keep you warm and looking sharp. I love the Topman Camel Overcoat a lot, which is why I used it on my model below!

Topman Camel Overcoat

J.Crew Charcoal Ludlow Topcoat

Zara Navy Coat

Topman Navy Wool Blend Peacoat Jacket

3 Ways to Wear Overcoats & Peacoats

Best Men's Overcoats & Peacoats Ashley Weston

Topman Camel Overcoat

Topman Navy Skinny Three Piece Suit

Brooks Brothers – Non-Iron Milano Fit Bengal Stripe Dress Shirt

The Tie Bar Deep Burgandy Silk Knit Tie

The Tie Bar Colored Tie Bar

Allen Edmonds Carlyle Plain-toe Oxfords

Best Men's Overcoats & Peacoats Ashley Weston

Brooks Brothers Charcoal Saxxon Overcoat

Z Zegna Navy Drop 8 Two-Button Blazer

Tommy Hilfiger – Men’s Slim-Fit Poplin Shirt

Topman – Selected Homme Grey Pants

The Tie Bar Grenafaux Midnight Navy tie

The Tie Bar Silver Shot Tie Bar

Allen Edmonds Carlyle Plain Toe Oxfords

Overcoats & Peacoats Ashley Weston

 

Burberry Brit Navy Peacoat

Tommy Hilfiger – Men’s Slim-Fit Poplin Shirt

Topman Selected Homme Grey Pants

The Tie Bar Knit Stripe Tie

Allen Edmonds Carlyle Plain Toe Oxfords

Men’s Overcoat & Peacoat Outfit Inspiration

Credits

Photographer: Justiin Charles
Model: Joseph Boyd at Wilhelmina Models
Hair/Makeup: Brendan Robertson for Exclusive Artists Management using Clarins Skincare and Kevin Murphy Hair Care

The #AskAW Show: Episode 03

Have a question you’d like me to answer? Ask in the comments of this youtube video or send me an email.

Show Notes & Links

Q: How should a sport coat look and fit?

How Your Suit Should Fit

 

Q: How do I dress in a more “mature” style that makes me look my age?

See my Men’s Wardrobe Essentials articles for the clothing you should be wearing to look more mature. Also, see my Men’s Clothing Fit Guide for how each of these items should fit, regardless of your age or body type.

Sportcoat

Oxford Button Down Dress Shirt

 

Dark Wash Jeans 

 

Wool Trousers

 

Oxford Dress Shoe

 

 Belts

Q: Looking to replace my worn-out wingtips with black cap-toe Oxfords or should I keep them and get Oxblood Oxfords, instead?

Oxford Shoes

 

 

How Should Dress Shoes Fit?

This article is part of my Men’s Clothing Fit Guide.

I’ve seen so many articles and videos taking how to get the proper dress shoe fit that are completely unnecessary and just create more useless work and steps for the poor readers. Of course, if you ask a shoemaker or shoe salesperson about what goes into fitting for a pair of dress shoes, they’ll tell you about the painstaking process you must endure as they pull out their Brannock device and start measuring the length of every toe hair in relation to the current barometric pressure. As someone who dresses and fits men for shoes as part of my career, it’s all hogwash.

Never once, in all my years, with all my clients, have I ever needed to get an exact measurement of their feet – and this is because the brands and manufacturers don’t work this way. Their sizes aren’t universal and can vary wildly between brands. So a 9 in one brand might fit the same as a 10.5 in another brand. Each one is different, so it’s great that you know your right foot is 10.236 inches long by 4.789 inches wide, but that really doesn’t matter unless you’re getting custom made shoes.

So what you have to do is try on dress shoes and figure out how to get the best fit in that style/brand. Let me show you how.

Before Trying On Dress Shoes

You should know and do these few things before trying on dress shoes.

1. Know Your General Shoe Size

I’m assuming you’ve worn shoes before and have a general idea of your size? Great! That’s all you need. Like I said earlier, since each manufacturer has different fits and sizing for their shoes, it’ll all be trial and error anyways. The thing you want to do is get in the ballpark and use that as a starting point.

2. Dress shoes should fit perfectly the first time you try them on

If they don’t, they’ll never fit. Leather, especially in dress shoes, will stretch very, very little, so “working in” a pair of dress shoes is not going to happen and will be a waste of your time and money. One of the worst things ever is wearing a pair of uncomfortable shoes – as a woman, I know this all too well!

3. Your feet swell throughout the course of the day

So, if you can, try on shoes in the afternoon. This way, you’ll get the most realistic size and fit of the shoes.

4. Your feet are not the same size

Make sure the shoes fit your larger foot first, not the smaller one. Slightly too big is not uncomfortable, slightly too small is very uncomfortable.

How To Try on Shoes

When you’re trying on shoes, here’s the things to do and look out for.

Socks

Wear the type of socks that you will normally wear with these shoes. In other words, don’t wear your thick woolen socks, or your super thin ankle socks when trying on dress shoes.

Length

If you feel ANY bunching in the toes or feel the shoe pressing against any of your toenails, they’re too short. I see some places talking about your toes grazing the front of dress shoes – this is not correct.

Your feet shouldn’t be touching or grazing anything in the front. If they’re grazing, that means when you walk, your toes will be jammed into the front of the shoe, because your feet will shift slightly forward as you walk, which is very uncomfortable. Either go up a half size and if that doesn’t fix the problem, it might be a style or width issue. So try a different style or a different brand that makes the same style. Luckily, with dress shoes, they’re pretty darn similar, so you’ll find an equally great one, I promise.

Width

The shoe should not be putting any pressure or squeezing on the sides of your foot – anywhere. If you feel anything like that, you may need to go up half a size and see if that fixes the issue. If it doesn’t, you can see if they make a wider size in the same style. If they don’t, then try a different style or brand. Some brands are wider than others.

On the flip side side of that, you also shouldn’t have any room on either side of your foot that allows your foot to move left or right when it’s laced up. If this happens, go down half a size and see if that fixes the issue. If not, you can ask if they have a narrower width in this shoe. If not, you may need to try a different style or brand.

The average man has a medium width of D. If a brand doesn’t specify a width, which most of them don’t, this is probably the width they use. Again, though, a brand’s definition of a D width varies, so watch out for the differences. A narrow width is a B, a wide width is E and an x-wide width is 3E.

If your foot falls between a B and a D, go with the larger width.

I see some places saying that if they’re lace-up shoes, like an Oxford Dress Shoe (Which they almost always should be, if they’re dress shoes!), you should not be able to tie the laces so tightly that the two edges of the shoe meet. I don’t adhere to this advice because some of my clients just have less meat than others on the tops/profile of their feet and when this happens, it’s not a problem. As long as the shoe fits everywhere else, I wouldn’t about this part.

Heel

If you have the width and length in check, this shouldn’t be an issue, but just in case: You want a little bit of space between your heel and the shoe, but not too much. My one finger test for sneakers is not applicable here. They should fit a little snugger than tennis shoes do in the heel, but should not be pressing against your heel as to be uncomfortable.

Lace up both shoes and take a short walk in them. There should be little to no slippage in the heel. If there is, they’ll create blisters on your heel and that’s not fun.

Also, since I hear this complaint a lot from guys – If there’s anything like a seam or stitching rubbing against your heel, don’t get those shoes. This is mostly typical in cheaper shoes. This area will never “break in”, so if something is rubbing against your heel when trying them on, it’ll never go away, so stay far away from them unless you like blisters on your heels!

The Best Dress Shoes For Men

See my Men’s Wardrobe Essentials – The Oxford Dress Shoe for my picks.