Spring/Summer Suede Jacket Outfit

I came across this image that I thought would be a perfect Spring & Summer men’s suede jacket outfit because it’s a great, casual everyday outfit that you can wear when you’re going out with friends or if you work in a casual work environment. It has the added benefit of being able to be dressed slightly up or down as well as layered depending on the weather.

 

Jacket

A suede jacket is perfect for Spring and Summer and will look great on every guy, regardless of age or body type. But if you’re not into suede, or like other styles, look no further than the Harrington jacket or a wool bomber jacket.

$1,455- A.P.C. Louis W Suede Bomber Jacket
$1,085 – Hackett Mayfair Suede Bomber Jacket
$160 – TopMan Faux Suede Formal Bomber Jacket

Shirts

The plaid shirt underneath the grey sweater can be switched out for your classic white or blue oxfords or other fun colors or patterns like navy and/or green plaid or gingham.

$188 – J. Crew Albiate 1830 Ludlow shirt in red plaid
$139 – Steve Alan Masters Shirt
$92 – Brooks Brothers Non-Iron Milano Fit Mini-Madras Sport Shirt
$85 – TopMan SELECTED HOMME Navy And Grey Check Button Down Shirt

Crewneck Sweaters

On warmer days, you can ditch the crewneck sweater and just wear a collared shirt.

$298 – Brooks Brothers Golden Fleece 3-D Knit Fine-Gauge Merino Wool Crewneck Sweater
$158 – J.Crew Lightweight Italian Cashmere Crewneck Sweater (in heather dove)
$40 – TopMan Grey Ripple Textured Raglan Slim Fit Sweater 

Chinos

As for chinos, Spring and Summer is when you pull these bad boys out or you can swap them for a pair of dark wash jeans as well.

Make sure, that you know how either your chino pants should fit or how your jeans should fit, based on your body type.

$75 – J.Crew Broken-In Chino in 484 Fit
$30 – Uniqlo Slim Fit Chinos
$30 – H&M Chinos Skinny Fit

Shoes

Lastly, the brown suede chukka boots in the image are great, but you can also swap them out for brown monkstraps or even white sneakers.

$225 – Vince Camuto Branx Two-Eye Chukka 
$175 – Johnston & Murphy Conard Cap Toe Chukka 
$75 – Aldo Granges Chukka

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 

How To Cuff Pants

Lots of readers/viewers have been asking me to do an article and video about how to roll or cuff men’s pants, so I’m finally doing it! The article is great and all, but the act of rolling your pants is not something easily shown in still images, so do yourself a favor and watch the video below for the fully experience.
 
With the exception of jeans and boots, you should only be rolling your pants in the spring and summer, unless you’re in a climate where it’s warm all year-round. This is very much a warm weather flair to add to your dark wash jeans, chinos or khakis or even wool pants and trousers. But it is a little odd to wear during the colder, winter months.

How To Quickly Measure Cuff Width

Before we begin, let me show you a quick and dirty way to figure out the proper width of your cuff by using your finger joints. The each joint of your index finger is roughly an inch long.

Finger Joint Ashley Weston Cuff pants

So if you need the cuff width to be about 2″ wide, the top of the cuff would hit right around the second or middle joint, like in the picture below:

How to Cuff Pants Men Roll - Ashley Weston - Finger Measurement
 

The Simple Cuff

TheSimpleCuff-AshleyWeston-Jeans-Pants-Chinos-Denim-Joggers
This cuff works especially well with slim fit jeans. I like to use this cuff when I’m going for a cleaner, sleeker look with a client. I’d caution against using it with chinos or other pants, as the fabric can be a little floppy around the ankles.

You also want to avoid using this cuff if you’re wearing straight fit jeans because your ankles will be swimming in a bunch of fabric. Use the pinroll cuff in the next section, instead.

Before you start cuffing, you should already have your jeans and shoes on. Otherwise, it’s harder to tell what the finished product looks like and if you’re showing the right amount of ankle. Hopefully you’ve already seen my men’s jeans fit guide so you know that your slim fit jeans should have a slight break at the hem. This cuff won’t look right with any other type of pant break.

How to Cuff

Low Top Shoes

If you’re wearing low top shoes, roll up your jeans’ cuff once.
The cuff width should be between 1.5” to 2”. If you’re on the shorter side, get the cuff as close to 1.5″ as possible. If you’re on the taller side, go for 2″. This will maintain the proper promotions for your body type.
Cuff Pants Simple Roll Ashley Weston

Make sure that the roll is the same width or thickness on the front and back of the pants before you do the second roll. After finishing the second roll, the bottom of the cuff should just hit the top of your outer or inner ankle bone, like in the image below:
Ankle Bone Simple Cuff Pants Ashley Weston

Boots or High Top Shoes

It’s the same as low tops: do at least 2 rolls and make sure to maintain the 1.5″ to 2″ cuff width, depending on your height.

The bottom of the cuff should either lightly graze the top of the shoe or boot or go a little bit past the top of the boot or high top. The image below, has the pants rolled up 3 times on the left and 2 times on the right. Both are equally acceptable lengths. I prefer 2 rolls, as 3 makes it look a little too military for my tastes, but 3 is just fine if that’s what you prefer.

Cuff Pants Roll Pants Ashley Weston BootsRoll

 

The Pinroll Cuff

The Pinroll Pant Roll Cuff - Ashley Weston
This cuff is great for any cut of jeans, as well as chinos. I like this roll because it eliminates the issue of your pants swimming around your ankles when they’re cuffed.

Again, start with your pants and shoes already on. Check my men’s jeans fit guide and chino pant fit guide for details about the type of break your pants should have before cuffing. If your pants aren’t fitting properly or they’re too long at the hem, the roll will look big and chunky around your ankle, which you don’t want.

How to Cuff

Low Top & High Top Shoes and Boots

To start, pinch the fabric on the inside of your ankle so it feels slightly snug against your leg or ankle.
Cuff Pants PinRoll Pinch Ashley Weston

Now fold the fabric over towards your heel. The reason why we do this is because it hides the fold better than if you folded the fabric towards the front.
Cuff Pants PinRoll Roll Back Ashley Weston

With your thumb still holding the fold against your ankle, start rolling the cuff up with both hands. Make sure the roll is between 1 to 2 inches wide. If you’re on the shorter side, keep it around 1″ and go closer to 2″ wide if you’re taller. This will maintain the proper proportions for your stature.
Cuff Pants PinRoll 1st roll Ashley Weston

Now roll up the cuff a second time. You want to roll at least twice to make sure that excess fabric that we folded over won’t come undone. It won’t stay with just one roll.
Cuff Pants PinRoll 2nd roll Ashley Weston

if you’re wearing low tops, you want the bottom of the cuff to hit around 1.5 to 2” above your outer ankle bone, like the image below. If you need to roll 3 times to get there, do that.

The Pinroll Pant Roll Cuff - Ashley Weston

The only exception to the 3 roll maximum is if you’re wearing boots or high tops. Then you need the cuff to just cover the top of your boot or lightly graze the top of your high tops when standing up. The image below has the cuffs rolled twice.

Boots Pinroll Ashley Weston

That’s it! Now cuff all the things!

The White Sneaker

White Sneakers AKA Tennis Shoes are like jeans – everyone has them, but not everyone has the right ones or knows what to do with them.

Sneakers look good with any casual outfit (no suits, PLEASE!) and your color choice and how you care for them will have a big impact on whether you’ll look sharp, or just… blah. 

Have questions? Curious what others think?

Join us in the comments section of the video above.

 

Why White Sneakers?

If you’re reticent about white sneakers, I get it. My clients are a little freaked out by them in the beginning, too. But the reason I prefer white is they look super sharp and literally go with everything you’d wear casually. A pair of white sneakers instantly elevates an outfit to be a little sharper than it would be with other casual shoes. In my book, that’s a good thing.

As a woman, when I see a sharp-looking guy, I want to learn more about him. It’s impressive and intriguing. I’ve been busted for staring a few times because of this 🙂

If you really, really don’t want to get white shoes, go for a navy color then. They’ll still go with a lot of the other essentials on my list, but not as well as white.

High Tops or Low Tops?

For a foundational piece like this, leave the high tops for later. They’re not appropriate in many occasions where low tops are. High tops are definitely more sporty looking and with pants will bunch up around the ankles and can create a lot of stacking.

Canvas vs. Leather

This is when I’ll leave it up to your preference. Either one will work for the same occasions and outfits. Some people prefer natural fibers over leather. I prefer leather because it doesn’t stain as easily and they’re easier to keep clean, but they’re also (slightly) more costly. It’s entirely up to you. I’ll provide both options below.

Cleanliness is next to Godliness

I’m always shocked to learn that most guys don’t know that women look at 3 things, in this order, when first meeting a man:

  1. Your face/head (duh!)
  2. Your fingernails
  3. Your shoes

Dirty or worn out shoes are a major turn off. Spend 30 seconds and take wet cloth or a Magic Eraser sponge and give your shoes a quick wipe down. I personally love using Jason Markk’s cleaning kit – check out my video about How To Clean Dirty Sneakers. A little effort goes a long way and will keep your shoes looking good for much longer.

The Best White Sneakers For Men

Designer Options

$495 – Givenchy Urban Street Leather Sneaker – all white (for white with a touch of blue on the heel, get these)
$495 – Saint Laurent SL/01 leather sneakers
$370 – Acne Studios Adrian leather sneakers
$410 – Common Projects Original Achilles leather sneakers

Budget-Friendly Options

$65 – Converse Jack Purcell Canvas Sneaker (leather option buy here)
$55 – Vans Old Skool Sneakers – in True White
$60 – Adidas Stan Smith Sneakers

3 Ways To Wear

$200 – Topman Khaki Suede Bomber Jacket (the burgundy is no longer available, but I love this green suede version)
$10 – H&M Crew-neck T-shirt in black
$165 – J. Brand Tyler Taper Fit in slate resin (Love that the color, stitching, and hardware are similar color)
$65 – Converse Jack Purcell Canvas Sneaker (leather option buy here)

$13 – H&M Polo Shirt Slim Fit in black (**THESE ARE THE BEST POLO SHIRTS!!!!)
$40 – Uniqlo Slim Fit Chino Pants in navy (Fit is awesome and they’ll hem your pants for free)
$55 – Vans Old Skool Sneakers – in True White

Burberry London  Slim Fit Travel Tailoring Wool Jacket
$78 – J.Crew Cotton Cashmere Slim Fit Cardigan in heather charcoal
$69 – Brooks Brothers Non-Iron Milano Fit Button-Down Collared Dress Shirt
$170 – Diesel Buster 0607A Tapered Jeans (I’ve bought my fiance 3 pairs of these – they’re that good!)
$73 – Brooks Brothers Leather Formal/Casual Belt in brown
$65 – Converse Jack Purcell Canvas Sneaker (leather option buy here)

White Sneaker Outfit Inspiration/How To Wear White Sneakers