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Men’s Dress Shoes – Monk Straps, Brogues, Wingtips

Let’s talk about my favorite and what I consider the best men’s dress shoes for Fall and Winter – Monk straps, Brogues, and Wingtips.

Quick note: Wingtips are technically Brogues, so I’ll be lumping them together throughout this article. Just know when I refer to Brogues that I also mean Wingtips.

I prefer these during the cooler parts of the year because they go much better with the heavier wool and cotton items you wear in your Fall and Winter outfits. Don’t get me wrong, they also work year-round, but I think there’s better options out there for the other parts of the year. Check out my Summer Essentials Ebook and Wardrobe Essentials Series for details about those options.

Below are the things I look for in a good pair of Monk Straps or Brogues.

MATERIAL

As I said in my Fall/Winter boots story, I love a good calf skin. Don’t get me wrong, I love a suede monk strap or brogue, as well, but if you live in an area with snow or rain, you’ll regret the day you wear them outside. So let’s wait to get into those until Spring or Summer.

SHAPE

I will say this about dress shoes until the day I die, but you want a nice, slim profile with a rounded toe box. Ain’t nobody got time for square or large, bulky toe boxes! – See the video near the top of the article if you’re unsure about what they look like.

COLOR

As for colors, I love a nice dark chocolaty brown, or even a medium brown, like a walnut. Black is also good, but the first color I’d get is brown because it goes better with all the Fall colors in your wardrobe. All these colors are represented in my suggestions at the bottom of this article.

SOLES

If you live somewhere with a bit of rain, ice or snow, then you can and should definitely have these with Dainite or rubber inset soles for added traction. If you don’t live in that kind of climate, then a regular leather bottom that you’ll find on 99% of dress shoes is perfectly acceptable, but I’d probably look for a Dainite or rubber insert sole as my default. There’s also lugged soles, which are pretty popular right now (and I included some in my selects below), but I have a feeling they won’t be around for the long haul. They’ve already come and gone with fashion a few times in my lifetime. When it comes to Fall/Winter boots, though, I love me a lugged sole.

MONK STRAP SPECIFICS

I prefer a double buckle because a single buckle looks less refined. (Example in the video at the top).

If you get black Monk Straps, make sure the buckle is silver, because gold or brass tends to look gaudy, but is perfectly fine on brown monks (examples in the video).

Also, please make sure the buckles are on the smaller side as opposed to some big ass buckles you’ll find on a colonial gentleman.

As for medallion toes and other flourishes, I like all of them, so check out my recommendations below.

 

Best Ways To Wear Dress Shoes

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H&M Charcoal Wool Blazer
Burberry White Slim-Fit Poplin Dress Shirt
The Tie Bar Navy “Score Check” Tie
The Tie Bar Olive Green 1″ Tie Bar
The Tie Bar Grey Southeast Plaid Wool Pocket Square
Diesel Buster 0607A Jeans
Allen Edmonds Black Poplar Dress Belt
Allen Edmonds Black Strand Dress Shoes
Tom Ford Snowdon Sunglasses
IWC Portugieser Automatic Watch

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Topman Camel Coat
Burberry Slim Fit Cotton Poplin Dress Shirt
The Tie Bar Webster Medallions Tie
J.Crew Slim Merino Wool Cardigan
John Varvatos Grand Sunglasses
J.Crew Ludlow Suit Pant in English Donegal Tweed
Johnston & Murphy Nolen Double Monkstrap Shoes

Brogues & Wingtips

Budget Friendly

$130 – Aldo Bartolello
$135 – Johnston & Murphy Duvall Wingtip (2 colors)
$165 –
Johnston & Murphy Jennings Wingtip
$195 – Vince Camuto Tallden – Wingtip Oxford (2 colors)
$225 – Vince Camuto Benli Oxford

Designer

Allen Edmonds Strand Brown Cap Toe

$395 – Allen Edmonds Strand Cap-Toe Brown Oxfords with Dainite Rubber Sole

These, to me, are the quintessential Brogue. If you’ve seen my other dress shoe article then you know my love of Allen Edmonds. They make amazing products with great value – and they don’t pay me to say that. I’m just a huge fan.

I love this color and the Dainite soles. They’re just perfection.

$395 – Allen Edmonds McAllister Wingtip with Dainite Rubber Sole
$395 – Allen Edmonds Strand Cap-Toe Black Oxfords with Dainite Rubber Sole
$580 – Salvatore Ferragamo Oxford Shoe
$650 – Church’s Toronto Cap-Toe Oxford Brogues
$700 – George Cleverley Henry Pebble-Grain Leather Wingtip Brogues (2 colors)

 

Monk Straps

Budget Friendly

Johnston Murphy Nolen Double Monk Strap Brown

$185 – Johnston & Murphy Nolen Double Monk Cap Toe

These hit all the points I look for in a double monk – the beautiful chocolaty brown with the matching soles, the silver hardware and the rubber tread inset for added traction. On top of that, they’re a GREAT price and my clients always comment about how comfortable they are. My other favorites are the Allen Edmonds Monks below, if you’re looking for something higher quality.

$99 – Kenneth Cole Regal Bearing Leather Monk Strap Dress Shoe (2 colors)
$130 – Aldo Henacien
$160 – Aldo Caresien 
$225 – Vince Camuto Briant Double Monk Strap Shoe (2 colors) 

Designer

Allen Edmonds St Johns Black Double Monk Strap

$395 – Allen Edmonds St. Johns Black Double Monk Strap 


$395 – Allen Edmonds St. Johns Brown Double Monk Strap  
$395 – Allen Edmonds Mora 2.0 (3 colors)
$435 – Crockett & Jones Lowndes (2 colors) 
$710 – Crockett & Jones Harrogate Double Monk Strap 

Men's Summer Essentials ebook Ashley Weston

Men’s Summer Essentials Ebook

In this ebook, I’ll detail the items you need for summer, why you need them, and where to get them – in designer and budget-friendly options.

These items will work very well with the rest of your year-round essentials, so if you haven’t seen that series, check it out first.

My goal is to ensure you’re comfortable, wearing appropriate colors and items for the season, while looking amazing and not like a douchebag.

So download the book, pour a glass of… something (I prefer rosé) and let me show you the good stuff!

Summer Essentials
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Last
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James Bond Cardigan Chino Pants Quantum of Solace Header Ashley Weston

James Bond Casual Style

This article & video is part of the Celebrity Style Inspiration Series, where Antonio Centeno from RealMenRealStyle.com and I pick out great outfits from movies and tv shows and demonstrate how to recreate and incorporate them into your wardrobe. 
As Antonio and I discussed in our other video about James Bond outfits to emulate, I really love the casual outfits Daniel Craig wears, so I wanted to recreate this one from Quantum of Solace, because it’s clean, simple and looks amazing on every guy, regardless of his age or body type.

Unlike the other video, where I switched out some items for more practical options, this one is already very practical, aside from the shoes. But we’ll get into that in a moment.

Here’s the full outfit I’m going to recreate. Apologies for the blurriness, but they don’t show this outfit for very long and the full-length shot is focused on a woman in a bikini to the right of Bond.

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The Cardigan & Shirt

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Daniel Craig is wearing a black shawl collar cardigan which is so warm and comfy. I certainly wouldn’t advise wearing this during summer time, but for any other time of year, there’s nothing better than a shawl collar cardigan. I put my model in one from Todd Snyder, but check the outfit details at the bottom of this page, because Todd Snyder no longer makes that cardigan, but I included a very worthy substitute.

Now, with the shirt, you can either go with an Oxford button down, like I have my model wearing below or you can go with a semi-spread collar dress shirt.  if you wanted to dress it down a bit more, you can go with a white v-neck t-shirt, like Daniel Craig also wore in Casino Royale.

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Pants, Shoes & Sunglasses

As for the pants, tan or sand colored chinos are perfect here. Just please make sure that they fit properly, otherwise it won’t look so great.

In the full length image at the top of the page, you’ll see bond is wearing brown suede chukka boots, which as I mentioned in the companion video to this one on Antonio’s Real Men Real Style channel, I’m not the biggest fan because they get gross and dirty quite quickly. So instead, I’d go for something like brown oxford dress shoes. That way, you’ll keep the same general profile as the original outfit and you hopefully already have these in your closet, so it’s a perfect way to incorporate them into a more casual outfit. I find a lot of men have a problem with mixing their dress shoes into more casual outfits and this is a perfect example of when it’s appropriate to add them in.

The final piece of the puzzle is the sunglasses. Daniel Craig is wearing aviators by Tom Ford in the film, but whether you should be wearing those or another style is dependent on your face shape. Since my model has a more oval face shape, I went with squared Tom Ford wayfarer-style sunglasses instead.

My Version of this outfit

I also wanted to mix a more budget-friendly piece, like the chino pants, with less budget-friendly items, because for some reason, a lot of men think that if they’re wearing an expensive item, everything else has to be equally expensive or it just won’t look right. Well, hopefully you see that this couldn’t be further from the truth.

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Rag & Bone Avery Shawl Cardigan
Brooks Brothers Red Fleece White Solid Oxford Sport Shirt
Uniqlo Mens Flat Front Slim-Fit Chino Pants
Tom Ford Black Snowdon Sunglasses
Salvatore Ferragamo Remigio Cap Toe

Designer Options

 

Brooks Brothers Shawl Collar Cardigan
Dolce & Gabbana Shawl-Collar Virgin Wool Cardigan
Brunello Cucinelli Slim-Fit Button-Down Collar Cotton Oxford Shirt
Burberry Check Detail Cotton Oxford Shirt
J Brand Brooks Slim Trouser
Burberry Slim Fit Cotton Chino
Allen Edmonds Park Ave Cap-Toe Oxfords
Christian Louboutin Greggo Balmorals
Tom Ford William Silver sunglasses

Budget Friendly options

 

Club Monaco Shawl-Collar Elbow Patch Merino Sweater
J. Crew Cotton Cardigan Sweater
Topman White Oxford Long Sleeve
J. Crew Slim Thomas Mason for J. Crew
Uniqlo Mens Flat Front Slim-Fit Chino Pants
J. Crew Broken-in Chino 770 Fit
Johnston & Murphy Melton Cap Toe
Aldo Anniex Cap Toes
Ray Ban Aviator Classic

Outfit Inspiration For Cardigans & Chinos

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Plain T-Shirts

A plain, short sleeved t-shirt is an essential because they’re super comfortable, timeless, and everyone wears them. Now whether you need a crew neck or v-neck t-shirt is dependent on a few factors that I’ll get into later on in this article.

If you’re like most of my clients, you’re probably wearing a t-shirt or polo shirt most of the time, so let’s make sure you look amazing in them. Before we get into that, though, I have a few bones to pick with men in regards to their t-shirts. They completely crap the bed in a few ways:

  1. Their shirts are full of logos.
  2. They don’t fit properly.
  3. The fabric is too thin, shiny, or worn out.
  4. A horrible combination of the above.

Types of T-Shirts For Men

A t-shirt is defined as:

A lightweight shirt without buttons, with short sleeves and no collar. Often made of cotton and frequently bears a picture or slogan.

Before we get into the finer points of t-shirts, let’s talk about the two different types, first. Before I started in the fashion industry, I didn’t know that there were only really two types of t-shirts. So let’s quickly get this out of the way.

Crew Neck

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These t-shirts have round collars that fit closely to the neck like the image above. You probably have these in your closet right now. They are great base items for layering or worn on their own. They work on most body types. See the below section about fit for more details.

V-Neck

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If your powers of deduction are strong, you’ll already know that the v-neck t-shirt is named as such because the neck is in the shape of a “v”. They also work on most body types. See the below section about fit for more details.

Long Sleeves

Long-sleeved shirts are not technially t-shirts. I put this here, because when I was first starting out, I swore that long-sleeved shirts, like Henleys, were also t-shirts. But, they’re not. Also, in my professional opinion you shouldn’t really own any long sleeve shirts. Henleys would be the only exception, but they only look good on certain body types. I’ll do an article about Henley shirts at a later time. But I don’t consider them a wardrobe essential.

If you need long sleeves, throw on a Oxford Button Down Dress Shirt, V-Neck Sweater Harrington Jacket or Blazer instead.

Logos & Designer T-Shirts

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I discussed my hatred of logos in my polo shirt article. And it definitely applies to t-shirts. Maybe more-so.

No self-respecting man should ever wear t-shirts with logos plastered all over them. We have enough billboards and advertisements in our lives, don’t turn your body into another one. Sports teams and concert/band tees are fine if worn to an event where it’s appropriate. But the worst is when I see guys wearing “designer” t-shirts. It just screams sucker, amateur and douche. Just don’t do it. If you own any of these, either throw them out right now orariGTFO

How T-Shirts Should Fit

See the T-Shirt Fit Guide for details. But I’ll quickly mention here, too, that no matter your age or body type, a t-shirt (any shirt, for that matter) should have a trim fit and lightly hug your body.

That doesn’t mean it should be skin tight, but it also doesn’t mean it should be baggy, either. A lot of my clients with larger builds tend to think that their shirts need to be baggy to hide their imperfections, but it actually works counter to that. It’ll highlight your imperfections if you attempt to hide them under larger swaths of fabric. And if you’re thinner, a larger shirt won’t add any bulk to your frame, it’ll just make you look even skinnier.

Fabric Choice

I can’t tell you how many nipples and belly buttons I see walking around town because guys are wearing undershirts or flimsy shirts with really thin or delicate fabrics as regular t-shirts.

Too Thin

I see a lot of guys wearing what looks like white undershirts because the fabric is so thin. I’ve honestly been searching for months for good white shirts that don’t show skin through. See my recommendations below.  Thin shirts/undershirts are not the same as regular t-shirts. Undershirts, true to their name, should only be worn underneath another shirt – usually an Oxford Button Down Dress Shirt or a Semi-Spread Collar Dress Shirt. They’re thin and soft because they’re purpose-built to go underneath something else.

Silky or Shiny appearance

The quickest way to look like a creepy uncle is to wear a shiny or silky t-shirt. You should only wear cotton and matte (not shiny) t-shirts. Nothing else.

Distressed or Worn out

Your t-shirts shouldn’t look like the garment equivalent of those terrible worn-out baseball caps. A t-shirt should look clean, comfortable and relatively new. Once they’ve got holes or they’re faded, even a little bit, they need to be replaced. Such is the nature of being a well-dressed gentleman. There’s nothing worse than old, stretched-out, or faded looking shirts, unless you’re deliberately going for that look.

You’ll get more usage out of your t-shirts if you wash in cold water and hang dry them. But once they’re stretched out or faded, it’s time to donate and replace them.

The Best T-Shirts For Men

Choosing the best t-shirts comes down to your body type, preference and the colors. I’ll reiterate again, because my older clients like to give me this excuse before they see the light: AGE DOESN’T FACTOR INTO WHAT SHIRTS YOU SHOULD GET – AT ALL.

Should I have V-Necks or Crew Necks?

Between the two, I would say it all depends on your preference. Some of my clients are adamant about their love or hate for one or the other. But if you don’t have a preference, I’d suggest getting one set of each. That way, you have the option to switch it up.

As for which ones you should get, there’s 3 points to consider:

  1. If you have a longer neck, go with crew necks. A v-neck would visually lengthen your neck and make it look longer. Unless you can find shorter v-necks with a shorter “v” like the white shirt on my model below.
  2. If you have a shorter neck, go with v-necks. It’ll make your neck appear a little longer.
  3. If your neck is average, the t-shirt world is your oyster and you can have whatever you want!

What colors should I have?

Every man should have these colors to start since they’ll go with everything else in your Essential Wardrobe.

  • White
  • Heather gray
  • Navy
  • Black

As for how many of each you should have, I suggest getting at least 2 of each, that way you can easily get through a week without needing to do laundry.

Best T-Shirts For Men

Designer Options

The fabrics of these options are really amazing and super comfortable. The James Perse ones are a personal favorite and I use them on a lot of my clients. I wish I could make all my clothes out of some of these materials. See my note in the section below, before making your decision. All of these shirts come in the colors I recommended above.

RRL White Crewneck T-Shirt

James Perse Black V-Neck T-Shirt

Rag Bone Navy Classic T-Shirt

James Perse Grey Crew Neck T-Shirt

Theory Navy T-Shirt

Alternative Apparel Black Plain T-Shirt

Budget-Friendly Options

I’d probably default to these options over the designer ones because I find very minute differences between them. The biggest factors would be fit and slightly better fabrics. I don’t find the added costs are worth what you get in return, especially because t-shirts will need to be replaced much quicker than other items in your wardrobe. All of these shirts come in the colors I recommended above. I especially love the RibbedTee shirts and the American Apparel Summer Shirts.

All Saints White Figure Crew T-Shirt 

Armani Exchange Grey Pima V-Neck Tee

Armani Exchange Black Pima Crew Tee

American Apparel Grey Tri-Blend Short Sleeve Track Shirt

American Apparel White Sheer Jersey Short Sleeve Summer T-Shirt

RibbedTee White Rex Cotton Modal Tee V-Neck 1-Pack

J.Crew Broken-in V-Neck T-Shirt

3 Best Ways to Wear Your V-Neck and Crew Neck T-Shirts

American Apparel Black Sheer Jersey Short Sleeve Summer T-Shirt

Burberry – Slim Fit Travel Tailoring Wool Trousers 

Ferragamo Remigio Black Oxford Dress Shoe

Tom Ford Black Snowdon Sunglasses

IWC Portuguese Automatic Watch

Rag & Bone Navy Avery Shawl Cardigan 

RibbedTee White Rex Cotton Modal Tee V-Neck 1-Pack

Diesel Buster 0608N

Purdey Brown Men’s Grain Leather Boot With Dainite Sole

John Varvatos Bowery Square Polarized Sunglasses

IWC Brown Strap Chronograph Automatic IW371480

Brooks Brothers Camel Suede Barracuda Jacket

RibbedTee White Rex Cotton Modal Tee V-Neck 1-Pack

SIimon Miller M001 Gunnison Slim-Fit Selvedge Denim Jeans

Nike Tennis Classic AC ND

Dolce & Gabbana Basalto DG 4210 COLOR 501:87

IWC Portofino Chronograph 

Men’s T-Shirt Outfit Ideas & Inspiration

How Should Dress Pants and Wool Trousers Fit Ashley Weston

Wool Pants And Trousers

Wool pants and trousers are an essential item because they’re the middle ground between jeans/chinos and a full suit. In situations when jeans or chinos might be a bit too informal and a suit is overkill, the wool pant/trouser fits this spot perfectly. They’re also amazing because they look damn good on every body type.

I want to clear the air about something first, because it’s important for you to know this:

The category of wool trousers is quite broad and basically includes any pants that are made of wool. This means trousers made of a more lightweight fabric, like suit pants, and the traditional, heavier-weight wool trouser are all considered “wool trousers.” If you want to get technical, I’m specifically meaning a wool fabric weight of anywhere from about 10-12oz and up.

When I say wool trousers from this point forward, I only mean the thick/heavier-weight wool trousers because the lightweight fabrics, like suit pants, look flimsy and unpolished when worn with items outside of a suit jacket. The thicker weight of the wool trousers I recommend below will not wrinkle as easily, lay cleaner on the legs and look great with everything from a sweater or overcoat/peacoat and semi-spread collared shirt (oxford button down dress shirt, too) to a leather jacket and t-shirt. Basically anything in your essential wardrobe will look great with the recommended wool trousers.

Some of my older readers often ask about “slacks” or “suit trousers” and my answer is always the same: don’t bother. You should never be wearing slacks or suit pants or similar without a full suit. Its flimsy looking, tacky and the mark of a guy who doesn’t know what he’s doing.

To Pleat or Not To Pleat

I don’t care how old or young you are or what your body type is – whether you’re thin or a larger guy, you should NEVER, EVER have pleated wool pants. Honestly, I f*#@%ing hate them because they’re so unnecessary and are unflattering on every guy. I’ll be the first to dance on their grave if they ever completely go away. I’ve never seen a guy look good while wearing them – ever.

What Colors Should You Get?

I’d recommend having at least two pairs of wool pants in your wardrobe. My first choice would be gray, then dark blue, and then brown, if blue or gray wasn’t available. Black is OK, but I’d consider that my last option, if I were you. It’s just too heavy of a fabric to wear black in, as it’ll look more imposing.

How Should Men’s Wool Trousers Fit?

See my How Should Dress Pants and Wool Trousers fit article.

The Best Wool Pants And Trousers For Men

Designer Options

Brooks Brothers Milano Fit Plain-Front Flannel Trousers

Burberry  Slim Fit Travel Tailoring Wool Trousers 

Ermenegildo Zegna  Black Formal Wool Flannel Pants

Budget-Friendly Options

Topman Selected Homme Grey Pants

H&M Wool Suit Pants

Uniqlo Men Stretch Wool Slim Fit Flat Front Pants

2 Ways To Wear Wool Pants And Trousers

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Topman Gray Moss Cable Knit Sweater

Brooks Brothers Red Fleece White Solid Oxford Sport Shirt

Brooks Brothers Milano Fit Plain-Front Flannel Trousers

Allen Edmonds Newland Ave Dress Casual Belt

Baume & Mercier CLIFTON – 10112

Allen Edmonds Carlyle Plain Toe Oxfords

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Brooks Brothers Saxxon Wool Herringbone Chesterfield

Brooks Brothers Red Fleece Marled Turtleneck

Brooks Brothers Milano Fit Plain-Front Flannel Trousers

Allen Edmonds Carlyle Plain Toe Oxfords

B&M – clifton automatic

Wool Pants and Trousers 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

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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

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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

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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