3 Outfits Men Wear That ALL Women Love In 2020

We’re going to show you the 3 outfits that will consistently impress women (and anyone else, frankly). Also, these outfits will look good on every man, regardless of his age, body type and budget, so do yourself a favor and add these outfits into your rotation.

Casual

For this look, we went with a simple white t-shirt, navy bomber, dark wash jeans and white sneakers. Bombers work on every single body type – they add bulk if you’re skinnier and break up your body for a slimming effect if you’re huskier – so that’s why we recommend them across the board. The beauty of this outfit is that if it’s warmer out, you can easily remove the jacket and cuff the jeans for a cooler, more sporty, casual look. Don’t forget a watch or slim metal cuff on your wrist!

Elevated Casual

This look is great when you don’t want to wear jeans and want a little more elevated casual look. We’ve got a navy polo shirt, which is an upgraded casual shirt yet still looks great on all men, and then throw on a pair of flat-front tan chino pants and some loafers and finish it off with a Harrington jacket. Just like the previous outfit, if it’s warm, ditch the jacket and cuff the pants for a more warm-weather version. The only thing to consider in this outfit is the type of polo shirt you should be wearing. If you’re a bigger guy, go with a pique cotton, if you’re average or slim, go with anything but pique (preferably cotton). If you need help finding a good polo shirt, send us a text about your body type and we’ll be glad to recommend some options for you.

Smart Casual

If you want to keep the jeans but class it up a bit, chuck on a blue or white oxford button down shirt and add in the dark wash jeans and then throw on some suede or leather brown chukka boots and finish it off, depending on how elevated you want to go with either a sport coat, work jacket or jean jacket. To keep it less formal, tuck in the front of the shirt and leave the rest undone. You don’t need the jacket if its warm out, but definitely don’t cuff your jeans with chukka boots in this one.

3 Types Of Blazers Every Man Should Own

The right blazer (or two!) is a super-versatile item that no man should be without. In this video, we’re discussing our picks for the 3 types of blazers every man should own. Don’t forget to check out our blazer fit guide and all our picks below!

 

Navy

A classic staple that goes with everything. Get one in wool and you can wear it with everything; dressy, business casual and more.

Picks:

Zegna

Armani

Brooks Brothers

Bonobos

Banana Republic

H&M

Grey

Try one with some texture like tweed or herringbone or even one in cotton. This one is great for fall and the color can be worn with everything from jeans to slacks and a tie.

Grey:

Zegna

L.B.M.

Z Zegna

Polo 

Banana Republic

JCrew

Patterned

For a third blazer, try one with some pattern like a check, houndstooth or windowpane. It’s an elevated look that’s perfect with dark jeans or chinos.  This one also dresses up well and can stand in for a suit when worn with slacks.

Patterned:

Canali

Burberry

Bonobos

LBM

Brooks Brothers

Topman

The Essential Business Casual Details & Outfits

To me, business casual for men’s outfits is a loose definition, but it definitely has an upper and lower range of what’s appropriate. The only true way to determine what it means is by looking at it in relation to the current dress code of the company or function you’re dealing with.

Things to avoid in business casual

Ties

There are rare exceptions, but when in doubt, go without.

Shorts

These are too casual no matter how they’re worn and I’d argue that a man shouldn’t wear shorts in 95% of situations, anyways.

T-Shirts

While I love them, they have no place in a business casual outfit.

Not Tucking In Your Shirt

The sin of all sins for a business casual outfit, no matter your body type, is not tucking in your collared shirts. Polo shirts should only be worn untucked, but the exact opposite is true for collared shirts. It just looks sloppy.

Now let’s go over the typical outfits and when they’re appropriate to wear.

Standard Business Casual

For most companies, whether they require a suit (maybe no tie) or a blazer or collared shirt everyday, there are two types of business casual outfits. How close the dress code is to a full suit will determine whether you should wear a jacket or not. Also, depending on the time of year, you may go for lighter or heavier weighted fabrics for your jackets and pants. Hotter = lighter.

With A Jacket

If you are required to wear a suit and tie everyday, definitely go with this one.

Sport Coat/Blazer

Here’s another article I wrote about heavier sport coats/blazers for the Fall & Winter months. Please, whatever you do, don’t wear a suit jacket in place of this. The fabric is too thin and it won’t match the fabric weight of the pants you’ll be wearing.

Oxford Button Down Shirt or Semi-Spread Collared Shirt

Make sure either of these are tucked in to your pants. Definitely wear a belt that matches your shoe color, as well.

Wool trousers, Chino Pants or Dark Wash Jeans

The more formal the dress code, the more likely you should wear wool trousers. Chinos are a little less formal or more used during spring and summer, while jeans a little less so than chinos and typically used year-round. Never, ever – unless the suit pants are a very thick wool (similar to wool trouser weight) – should you wear suit pants without the accompanying jacket.

Oxford Dress Shoes, Monk straps, Brogues, WingtipsBoots (Dress or Chukka) or Loafers

The second you’re not wearing a full suit and tie, you can basically wear anything but sneakers with your business casual outfit. I’d default to Oxfords, Monk Straps or Loafers – either in suede or leather, but any of the options above are acceptable.

Without a jacket

If the dress code or occasion is slightly more casual, you can forgo the jacket and wear this business casual outfit, instead. There’s a few small points to consider.

V-neck sweater

If the weather is too warm, then definitely swap out the sweater for a blazer from the previous section, or, if it can be more casual, go to the next outfit, instead.

Shirt

Same as the previous outfit. You can wear a tie, like in the above picture, but it’s not necessary at all.

Pants

Wool trousers or dark wash jeans. Chino pants have a fabric weight that is too light to go well with v-neck sweaters.

Shoes

Same as previous outfit.

 

Casual Business Casual

This type of business casual outfit is appropriate if there’s a pretty casual dress code normally, or the event is very informal. If you see “business casual” as a requirement anywhere, this is the least formal outfit you can wear that is still appropriate for the dress code. Anything less than this is not business casual.

Harrington Jacket 

This is one of my favorite jackets of all time and fits this outfit perfectly. Obviously, only wear this if the weather is requiring a jacket.

Polo Shirt or Oxford Button Down

I’d probably default to a polo shirt unless you knew for a fact you were going to wear the Harrington Jacket or the weather is cooler. Unless you’re a slimmer guy, an Oxford Button Down worn without a jacket on top of it doesn’t look too good. No matter what, though, make sure the polo shirt fits like a glove or you’re going to look like a goofball and if you wear the oxford, please tuck it in.

Chino Pants or Dark Wash Jeans

Chino pants are the default in an outfit like this, but dark wash jeans are just as appropriate. I’d let the time of year or weather dictate whether I went with chinos or dark wash jeans. The colder it is, the more I’d lean toward wearing the jeans over the chinos.

Sneakers, Loafers, Dress Shoes or Chukka Boots

The more classy you want to make this casual outfit, the more I’d learn toward dressy shoes.

 

That’s it! Hope this is helpful!

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





Top 10 Men’s Summer Essentials – Bean Boozled Edition With Andrew Snavely from Primer Magazine

Andrew Snavely from PrimerMagazine.com joined me to compare our lists of the Top 10 Men’s Summer Essentials – with a disgusting twist.

If you don’t know the Bean Boozled Challenge, it’s a game where you have a 50/50 chance of getting a delicious jelly bean or one that’s flavored something like vomit, skunk, rotten eggs and a whole host of really vile flavors.

If our items didn’t match up, we had to spin the wheel of doom and see what flavors we got. I wish I could say this is the first time I’ve played this game, but unfortunately, I’ve had the pleasure of playing it before.

 

Straw Panama Hat

Nick Fouquet Straw Hat

Borsalino Straw Hat

J. Crew Paulmann Panama Hat with Indigo

Rag & Bone Sewn Straw Fedora

Rag & Bone Panama Hat

Zara Straw Hat

Brixton Pacific Fedora

Tortoise Shell Sunglasses

Tom Ford Snowdown

Tom Ford Frank

Ray Ban Clubmast Flash Lenses

Ray Ban Clubround

Persol Classic

John Varvatos Prince

John Varvatos Bond

Warby Parker Ames

Tote Bag

Frank Clegg Tall Tote

Jack Spade Canvas Tote 

Jack Spade Dipped Coal Bag

Saturdays NYC Reece Tote

Stanley & Sons Leather Tote

Herschel Tote Bag

Uri Minkoff Tote

Boat Shoes

Bottega Veneta Intrecciato Leather Boat Shoes

Sperry Top Sider Authentic 2 Eye

John Varvatos Schooner Boat Shoe

John Varvatos Star Boater Clip

Polo Shirt

Designer Options

John Varvatos Black Silk Cotton Hampton Polo

Sunspel Charcoal Jersey Polo Shirt

Tom Ford Navy Polo Shirt

Burberry Navy Silk Cotton Polo

Theory Black Boyd Polo

Budget-Friendly Options

H&M White Cotton Polo Shirt 

H&M Black Cotton Polo

Uniqlo Navy Dry Pique Short Sleeve Polo Shirt

J.Crew Black Pique Cotton Polo

Unlined Sport Coat

Brooks Brothers Seersucker Sport Coat

Brooks Brothers Herringbone Irish Linen Sport Coat

Givenchy Slim-fit Cotton-Blend Seersucker Blazer

J. Crew Ludlow Blazer in Italian Linen

J. Crew Ludlow Blazer in Italian Cotton

Loro Piana Ecru Woven Wool Silk & Linen Blend Blazer

Loro Piana Blue Toledo Slim-Fit Stretch-Cotton Blazer

Oliver Spencer Blue Theobald Slim-fit Linen & Cotton-blend Jacket

Saturdays x Mr. Porter Lumax Blazer

Theory Blue Rodolf Slim-fit Stretch-cotton Blazer 

Zara Linen Blazer

Swim Trunks

Everest Isles Daupner Short

Everest Isles Jacktar Trunk

Everest Isles Mayol Trunk

H&M Solid-Color Swim Short

Joe Fresh Men’s Board Short

Joe Fresh Men’s Board Short

Saturdays NYC Colin Boardshort

Saturdays NYC Danny Boardshort

Saturdays NYC Grant Offset Stripe Boardshort

Zara Basic Classic Swimsuit

Zara Basic Fashion Swimsuit

Chino Pants

Designer Options

Rag & Bone ‘Fit 2’ Slim Fit Khaki Chino

RRL Slim Fit Sand Chino

Tomas Maier Slim Fit Sand Chino

Brooks Brothers Red Fleece Navy Slim Fit Chino

Burberry Slim Fit Stretch Navy Chino

Rag & Bone ‘Fit 2’ Slim Fit Army Green Chino

Burberry Straight Fit Taupe Chino

Todd Snyder Navy Straight Fit Chino

Z Zegna Straight Fit Beige Chino

Budget-Friendly Options

Uniqlo Navy Men Slim Fit Chino

H&M Beige Chino Slim fit

JCrew Straight Fit ‘1040’ Navy Chino

How Should A Blazer Fit?

The short and honest answer for how should a Blazer fit is exactly how a Suit Jacket should fit, so if this article looks familiar, it’s because it’s pretty much the same advice.

How long should a Blazer be?

The length of your blazer will dictate how “balanced” your upper body is to your lower body. The blazer should end around mid to lower crotch. Mid-crotch if you’re under 5ft 9inches, lower than that if you’re taller than 5′ 9″.

A tailor can shorten your jacket up to an inch without messing up it’s proportions, but they can never really let much out because there’s no fabric there. Overall, you generally want this part to already be perfect when you’re buying a blazer, even off the rack.

Crotch Measurements

Blazer Sleeve Length

While wearing the blazer – when you bend your wrist, so your palms are facing the ground, the sleeves should be about ¼” above the top of your hand. A lot of people recommend that it hits the top of your hand, but that’s bullshit – then none of your shirt sleeve will be showing. This length allows for a little bit (¼”) of your shirt sleeve to peek through. If your sleeves are longer, a tailor can easily fix that. If they’re shorter by more than an inch, ditch the jacket, the sleeves can’t be let out enough to fit properly.

Sleeve-Length-Ashely-Weston-How-Your-Suit-Should-Fit

Shoulders

You want the shoulder seams of the blazer to end where your shoulders end – where they start curving down to your arm, basically. You should see no divots or wrinkles in the shoulders anywhere. The shoulders should lay perfectly flat, with no divots or rumpling or pulling on the shoulders. If you have more rounded shoulders, the seam should still end in the same place, you would just need a little more padding in the shoulders to make them appear less rounded. If the shoulders are too big or small, a tailor will have a very hard time fixing this, and it would be very expensive – if it was even possible. So ensure these fit properly when buying a blazer from anywhere, as well. 

RealMenRealStyle has this awesome graphic showing the proper shoulder fit.

shoulder fit graphic

Body

With the top button fastened (never the bottom button), the blazer should lightly hug your midsection, but not feel tight or constricting. It shouldn’t be pulling at the button, creating an ugly “X”. The X mean’s it’s too tight. If it’s roomy around your stomach/waist area, you can (and should!) have a tailor take in the sides of the jacket so it fits properly. This is a very easy and common fix for a tailor to do. Remember: For tailoring purposes, it’s better to have a jacket that’s slightly too big in the body than too small.

Suit-Jacket-Length-Ashley-Weston-Mens-Clothing-Fit-Guide

Collar

The collar should rest against your shirt collar, which in turn should rest against the back of your neck. All of these should touch lightly, without significant gaps in between. If there’s a gap, it’s too loose. If there’s bunching just under the back of the jacket collar, it’s too tight or the stance of the jacket is off.

Collar-Fit-Ashley-Weston

Armholes

They should be high, but not so high that they’re cutting into your armpit. The picture below shows where the armholes should be on your blazer. Notice it’s not cutting into his armpit? They should be large enough that you don’t notice them, but not so big that you have a few extra inches between your armpit and the bottom of the hole. The arms should be able to move somewhat independently of the jacket’s body during normal motion, but not excessively.

While I’m speaking about blazers and motion, a lot of guys who are new to wearing dress clothes usually complain that they should be able to move their arms more while wearing them. Let me tell you that a blazer is not activewear, so don’t think you should be able to do everything you normally do while wearing a blazer. It’s just not built for that purpose.

Armholes-Ashley-Weston-Mens-Clothing-Fit-Guide

Button Stance

The blazer’s second button from the bottom (aka the top button) should lie just above your belly-button, never below. My rule of thumb is no more than about an inch above and never, ever below. Otherwise it’ll throw off your body’s proportions and you’ll look really odd.

Button-Stance-Ashley-Weston-Mens-Clothing-Fit-Guide

The Best Men’s Blazer/Sport Coats

See my Navy Blazer/Sport Coat Essential Article for my favorite blazers that every man should own.