In this article and video, I wanted to show and discuss some of my favorite accessories for the Fall & Winter Seasons. Also, please be sure to not miss out on my whole series dedicated to the best men’s Fall & Winter Essentials.
Watch Straps
Fall and winter is a great time of year to change out the straps of your watches for more appropriate colors for the season. As for materials, I don’t have a preference, but leather, perlon and suede are some of my favorites. The best colors for this time are always going to be:
Browns
Oranges
Burgundy
Taupe/Gray/Green
The pictured straps, as well as many others types and styles are available at my favorite site for reasonably-priced straps: CheapestNatoStraps.com
I talked to the owner, Sofie, and she was kind enough to offer you an additional 10% off your purchase if you use offer code: AshleyWeston
Suede Belts
Since you’ll be wearing heavier fabrics during this time of year, it’s time to bring out the suede belts to add a more visual texture to your outfits to compliment them. I prefer a dark brown or gray color this time of year and the below options have these choices available.
Wool ties and wool knit ties and pocket squares compliment the textures you’ll be wearing this season. For how to wear them, watch the video at the top. Just know that you’ll never go wrong with the rule: Whatever item has a pattern (tie or pocket square), make sure the other item isn’t patterned. So if you’re wearing a patterned tie, wear a plain pocket square with a similar colored tipping.
The colors I love this time of year are:
Browns
Oranges
Burgundy
Grays
Greens
I’ve talked at length about my favorite pocket squares and how to wear them, so see my wool ties & pocket squares video/article for details.
Wool Knit Caps
They’re great this time of year to keep your head warm and they can look good but remain functional when paired with some of your casual jackets or even heavier Winter jackets.
Gray, Blue and Black caps are my favorite colors because they go with everything, but you can certainly mix it up with other colors, if you prefer. There’s one caveat when wearing them, though.
Leather looks great this time of year and help elevate your appearance by adding a sophisticated touch, while keeping your hands warm. Black or brown are easiest to wear, so I say just get one or both of those colors.
Keeping your neck warm should be a priority, but why not have your scarf also look good? As far as colors and patterns are concerned, I honestly view them like men’s socks, where you can definitely go crazy with them, so if you think a plain color is boring, go with some patterns. Generally, you want to go with the same general color palette of the season – so blue, gray, black, brown, orange, burgundy and green all look great this time of year.
As for materials, I don’t think it matters much, it just depends on what you prefer. I love a good wool or cashmere scarf, but a cotton one is also good, depending on how thick and warm you want yours to be. But, there may be a reason to avoid certain materials or colors.
$10 to $100 – H&M Scarves – they make some of my favorite budget friendly scarves. $15 to $50 – Uniqlo Scarves – also great budget-friendly options. $50 to $500 – Mr. Porter has a great selection of many high quality scarves.
In this video, I talk about the 21 things men should never wear! These are the things that’ll curl your toenails, and offend even your grandmother. Just don.do.it.
Q: I’ve lost a significant amount of weight and now all of my clothes are clownishly large on me. Can a tailor make my clothes fit again or should I just buy all new ones?
A: See the video above for the answer and my men’s clothing fit guide for how your clothes should fit.
Q: I watched your T-Shirt video and if I have a nice looking tee with a pretty minimalist design, does that hinder a look the same way a straight up graphic tee would?
A: Short answer – sort of. See the video for the longer answer.
Q: As a shorter man (5’6″), I find it difficult to find stuff that fits me and looks good. I was hoping you can provide some general style tips for shorter men.
Q: I recently picked up a Briefcase in a navy/ tan leather color way, would I match my wallet/watch/belt/etc. To the bag? What would you do in my situation?
A: Don’t think about it too much. Andrew is less of a stickler here, but I am more of a stickler. See video for details.
A Polo Shirt is a great, versatile item that I put all my clients in at some point of us working together. They’re timeless and a cornerstone of any good spring or summer outfit. I often recommend wearing them in place of t-shirts, as they give a casual outfit a bit of polish – which is never a bad thing. No matter your age or body type, every guy needs a few polo shirts in his wardrobe.
A good polo shirt will:
Fit like a glove.
Enhance the good parts of your physique and hide the imperfections.
Make you look more polished and put together.
Layer incredibly well.
Only have short sleeves – long sleeved polos have no place in your wardrobe.
Fabric
Fabric choice is the biggest thing to consider when choosing a polo shirt and heavily dependent on your body type. The fabric you choose will determine how good (or bad) you look in a polo shirt.
Piqué Cotton
Piqué cotton polo shirts are made with cotton yarn and have thin ribbing visible in the garment. The texture is soft, and if you look closely you can see the tightly raised cords that give a waffle-like appearance.
Piqué polos are best for heavier-set men with wider physiques because the textured fabric hugs the body without conforming to the less flattering areas of the chest and stomach. When I’m working with a client who’s worried about his belly being accentuated, I always go with pique cotton. Think of the fabric as airbrushing your torso and hiding the problem areas.
Check out how much more flattering thepiqué cotton polo is on the same guy compared to a cotton/silk blend polo. I bet his hands are covering his belly button divot in the cotton polo shirt picture, too. It’s an old photographer’s trick. Notice his chest area looks a little more smoothed out? Please don’t think I’m recommending this polo, it’s pretty bad (that’s a horrible sleeve length) but it highlights the “airbrushing” effect that piqué cotton has very nicely.
Cotton & Cotton Blended Polos
If you’re in decent shape, skip the piqué polos and grab a few cotton/cotton-silk blended polo shirts. The material looks better on your body type and is softer and more comfortable than pique cotton. These polos have a sleek, modern look that are great on their own or underneath a jacket. Beware, it’ll shine a spotlight on your body’s imperfections if you’re not in good shape!
Colors, Patterns, Piping, Etc.
Avoid any patterns or collar/sleeve piping and stick with the basic (and best) colors to begin. Grab a few white, black, navy, and charcoal/gray colored polos. They’ll give you the most versatility with the rest of your Essential Wardrobe and will work with any skin tone and body type.
If you’ve got the basic colors already, definitely get some brighter colors that compliment your skin tone and/or throw some stripes in there, too. I would universally avoid plaids or any other wackier patterns, it’s just too much and looks tacky.
To Tuck or Not To Tuck
If you’re wearing a polo shirt without a jacket, then don’t tuck your shirt into your pants. I know golfers do this, but you’re not on a golf course and it looks horrible tucked in.
If you’re wearing a jacket, then loosely tuck in the front part of the shirt by your belt buckle like in my 3 ways to wear images below. The shirt should still cover the top half of your belt buckle – you don’t want to completely see the buckle. I love doing this on my clients because it breaks up the outfit when you see a little of the belt buckle and gives it a little polish without overdoing it.
Leggo my Logo
Please don’t get a shirt with a huge logo all over it. Just. Don’t. Logos that are small and the same color of the rest of the shirt are passable, but if you have the option, go logo-less.
For a pique polo, I recommend the Sunspel Riviera Polo Shirt. This shirt was made for Daniel Craig as James Bond in Casino Royale. A black or navy polo pairs well with either dark wash jeans or grey wool trousers. For a silk/cotton blend polo shirt, I love John Varvatos and Burberry. The shirt’s impressive construction and fit is well worth the price.
I’m a big fan of H&M’s cotton polo shirts. Actually, I would probably get those over the designer options a majority of the time. They won’t last forever, but they’re cheap enough to replace every season or two. They have a clean design with a great fit and a price that you can’t beat. The model in the first picture below is wearing the H&M Polo.
The jacket and chinos are actually from Dsquared2, but they’re for an upcoming season and not available in stores at the time of writing. So I added the best substitutes below.
Philipp Plein Coat So Cool
Tom Ford Short Sleeve Pique Polo Shirt
Brooks Brothers Slim Fit Darak Khaki Garment-Dyed Chinos
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.
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.
Let your partner borrow them to snuggle with or wear
Throw them out if they get worn or thin around the elbows or the collar gets stretched out
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.
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
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 shirts, Oxford 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:
If the buttons on the sleeves and torso are metal of any kind – that’s a Blazer.
If it has matching pants – that’s a Suit Jacket.
If the jacket is thinner or more delicate feeling – that’s a Suit Jacket.
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.
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
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.
