Men's Style Advice & More – from a Celebrity Menswear Stylist
Men’s Wardrobe Essentials
In this series, I give you my tried-and-true men’s wardrobe essentials/basics/must haves that every guy, whether a teenager, in their 20’s, 30’s and well past their 50’s should own in order to be a classic, stylish, well-dressed gentleman for every season and occasion.
When a lot of guys start making an effort to look better, they immediately run out and buy really cool and unique pieces that don’t work with anything but specialized outfits. That’s a big mistake because it’s a waste of money, time and you probably won’t wear it as often as you think.
The word “essential” is thrown around way too loosely these days. To me, an essential is an article of clothing that:
Will act as the foundation for any outfit or style you’ll wear.
Should compliment other items in your wardrobe when put together.
Is (almost) completely interchangeable with the rest of your wardrobe.
Works for 99% of situations you’ll find yourself in (business, casual, weddings, funerals, etc.).
The goal with the series is to get the basics/foundational pieces down, so you’re covered for 99% of situations and can then start injecting your personality via essential accessories and by adding more statement pieces to your wardrobe.
When you’re done with the series, you’ll have everything you’ll need, and nothing more, to have a respectable, put-together wardrobe for every season and occasion.
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.
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.
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:
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.
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.
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).
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!
One of the best collared shirts to own and what I recommend for all my clients, regardless of age or body type, is the Oxford Button Down Shirt. It’s versatile, comfortable and one of the more durable items you’ll have in your closet.
What is an Oxford Shirt?
Oxford Shirt vs. Dress Shirt – What’s the difference?
In my best Jerry Seinfeld voice: “So what’s with all these dress shirts?”
A dress shirt is any type of collared shirt with a stiff collar and long sleeves that may be worn with a suit or blazer. An Oxford Shirt is usually considered a type of dress shirt, but the Oxford shirt is different from a regular dress shirt in two ways:
They usually have a button down-style collar which eliminates that problem of collars flopping around and/or laying flat and disappearing underneath a jacket’s collar.
The Oxford Shirt is named after the specific weave of the fabric called, you guessed it, Oxford cloth. It has a basketweavestructure and a lustrous aspect making it a popular fabric for a dress shirt.
While you can wear Oxford shirts with suits, I don’t dress my clients this way. The buttoned-down collar lends a more casual vibe to the shirt and takes attention away from the formality of a suit. Unless you’re going without a tie when wearing a suit, it’s just not my preference, but it’s acceptable. I normally pair them with a Gray Notch Lapel Suit (no tie), Blazer, Harrington Jacket, sweater, or by itself with the sleeves rolled up.
Why Should I Own Oxford Dress Shirts?
Well, because they’re awesome. But most importantly, because of these 3 points:
Looks Good, Is Versatile They look great on every body type and they pairs easily with the rest of your essential wardrobe. They can also be worn in casual and professional settings and feel equally appropriate. Roll up the sleeves and leave it untucked over a pair of dark wash jeans and you’ve got a casual outfit. Button the cuffs, throw on a tie (or not) and wear under a suit or blazer and you’ve got a dress shirt. It’s one of the most versatile shirts in a man’s closet.
Comfort The oxford materialis typically woven in a basketweave patternwhich allows it to be soft and comfortable and less prone to wrinkling than typical dress shirts made of silk or silk blends.
Durability Due to the heavier fabric and weave the shirts are very resilient and durable, as opposed to non-weaved fabrics like silk or silk blends. I’ve got clients who’ve been wearing their Oxford shirts for over 5 years and they look good as new.
Since they’re all generally made of the same fabric and weave, the color is what matters most.
For my clients, I only recommend two colors to start because they look good on every skin tone, can be paired easily with the rest of your essential wardrobe and will cover any situation where a collared shirt is appropriate.
The colors are:
Light Blue
White
Designer Options
Brooks Brothers Milano Fit Button-Down Collar Dress Shirt
Every guy only needs 4 belts in his closet, ever. Even though I always say your pantsshould fit without a belt – they’re still a must-have item because pants will shift as you wear them and belts help break up an outfit. You’d think belts would be simple and this article and video should be one sentence long. Unfortunately, I constantly see guys crapping the bed in the belt department. So let’s fix this. Here’s the best dress and casual belts for men and other tips and tricks you should know about.
Why do you need a belt?
Most guys only wear belts as utility items to keep their loose pants from falling off. Certainly, a belt is for this, but there’s other reasons to wear a belt.
You want your pants to hit a certain part of your waist, depending on whether they’re jeans or dress pants. During the course of your day, you’ll be standing, sitting, and moving around – this will tug and pull at your shirt and pants, causing them to move around. A belt ensures they stay in their proper place.
A belt is necessary to break up some of your outfits, especially with non-suit outfits. Let’s say you’re wearing a sport coat/blazer with a dress shirt, dark wash jeans, and some oxford dress shoes, you’ll definitely need a belt to help break up the outfit in your midsection. People who go belt-less in these outfits… ugh.
I have family from Texas (these are actually my relatives) and they take belt buckles very seriously – which is what every guy should do! All you’ll ever need is some variation of the standard belt buckle with a single square frame and prong – no matter if they’re casual or dress belts. There’s absolutely no reason for having anything else – EVER.
If you have any other type of belt buckle, and you’re not a cowboy, sheriff, rodeo rider or douchebag, replace them immediately. I throw up a little in my mouth when I see guys wearing those horrible box-frame style belt buckles like the guy below. Whatever you do, please, don’t be that guy!
You need a dark brown and black leather belt with a simple, thin and silver belt buckle. Also, is should absolutely be shiny. A matte belt as a dress belt is a no-no. Look how terrible a matte-finished belt looks as a dress belt in my image below!
Width
You want the width to stay as near to 1.5″ as possible. Anything wider will be more bulky and is considered more casual. Anything slimmer than that is a woman’s or a fashion belt and that’s not what we’re going for here. Even though the width is only slightly smaller than a casual belt, it makes a huge difference in appearance. Compare this picture of a guy wearing a wider belt as a dress belt compared to the image of my model. Night and day, in my eyes even though it’s only about half an inch difference.
Material
You only want leather, but if you’re averse to leather, then get a leather substitute belt. You want the luxurious look of leather to match your dressy outfits.
2. Casual belt
Just like the dress belt, you’ll want a black and brown casual leather belt, each with silver buckle. This is where the buckles can be slightly thicker, but not by much. Gold buckles may be allowed if you really, really must have gold, but it may clash with some of your outfits or accessories, so I like to keep it simple and avoid gold all together. Also, in regards to the texture or finish of the belt, you want to avoid super shiny belts. Shiny/Polished-looking belts = dress belts. Most casual leather belts will be pebbled or have a texture or be matte-finished. That and the width of the belt is how you determine whether a belt is dressy or casual.
Width
Have your casual belt somewhere between 1 3/4 – 2″ wide. Anything more than that is too wide and will look out of place. Slimmer than that looks more like a dress belt.
Material
You can go with leather, cloth, or webbed belts. I personally think you should stick to leather until you’re ready to step out and get more adventurous with your belts. That way, your casual belts will work no matter the time of year or outfit.
Be careful not to get a belt that’s too shiny – like a dress belt. They should be more matte-finished. I see guys making this mistake a lot. Look at the differences between my dress and casual belt recommendations below to see the difference between shiny and matte.
What Size Belt to buy?
This is a question more men should be asking! Please check out my fit guide for details about how to choose your belt size.
The Best Dress Belts for Men
A quick note: Allen Edmonds are my absolute favorites because they’re high quality and they match their colors to their dress shoes. A lot of companies don’t do this, but it’s very important to match your belts with your shoes and AE takes the guesswork out of matching them.
Timeless, casual, cool and sexy. It doesn’t matter if you’re old, young, running errands, or hitting the links – you need a Harrington jacket. It’s light and pairs well with nearly anything. This iconic jacket will never let you down.
Popular since the ’50s, the Harrington jacket was worn by pretty much every iconic star of yesteryear: Elvis Presley, James Dean, Steve Mcqueen, and most recently, Daniel Craig as James Bond. The Baracuta G9 is the O.G. worn by these stars and is still made today, but there’s a lot of great brands making them.
Lightweight, often teflon-coated cotton, standing collar, zip front, and the tartan lining, I just love the hell out of this jacket. The original Baracuta brand is a bit tough to find, but Fred Perry and Ben Sherman make killer versions that I actually prefer.
Why you need a Harrington Jacket
Lots of guys, my clients included, have a tough time finding a casual jacket that isn’t too sporty or dressy. A Harrington Jacket fills this gap perfectly. It looks great with jeans and sneakers as well as dressier items like collared shirts and wool pants.
The fit and design is also very flattering on any body type. On top of that, the style hasn’t really change since it’s inception and with proper care, this jacket will last decades – easily. The mileage and value you’ll get from this jacket is some of the best for any menswear item I’ve seen.
Which Harrington Jacket Is Right For You?
Since we’re talking about essential/foundational pieces and the style of these jackets is pretty standard across brands, you really only need to worry about the color, which is simple: get a navy Harrington jacket.
If you’re a regular to slim build, you can pull off other colors, but your first Harrington should be navy. If this is your second Harrington, definitely go for a khaki color.
I don’t recommend other colors, like black or burgundy, because they’ll be much harder to match with other items in your Essential Wardrobe and/or it’s just a big swath of color. So if you went with black, it’s a lot of black and, I think, doesn’t look all that great in person. It looks much better in photos than in real life.
One small note: If you’re a larger build, you may not fit Ben Sherman, even their larger sizes tend to run pretty slim.
The Best Harrington Jackets To Own
Designer Options
My personal favorite is the Fred Perry jacket. It’s what I use for all my clients.
These are thebest mens dress shoes, no questions asked. Anything else pales in comparison. Every man should have at least 2 pairs of Oxford dress shoes in his closet. Not only are they one of the most versatile shoes a gentleman can own – which will work for nearly all formal occasions from business casual to formal – but they’re the de-facto standard shoes to wear with a suit. On top of that, they’ll also work very well with 99% of the items in your Essential Wardrobe. They’re that good.
When you imagine a well-dressed man in a suit, I guarantee he’s wearing a pair of these.
Black & Leather ≠ Oxford Dress Shoes
Don’t think that if a shoe is black and leather, it’s an Oxford dress shoe. I shudder at the thought of those square-toed and/or slip-on monstrosities I see men wearing in place of a proper, lace up, round-toed dress shoe.
Also, if you can see your reflection in your black leather shoes, those are not a proper dress shoe. Those are tuxedo shoes. As the name implies, they should only be worn with a tuxedo. I’ve seen quite a few guys wearing these shoes with jeans. It’s not a good look. Your Oxfords shouldn’t look like mirrors, they should be a little more matte finished. Go to a department store and ask to see their tuxedo shoes so you can see the difference in person.
The image below from RealMenRealStyle highlights exactly what I see a lot of men wearing in place of Oxford dress shoes:
To Cap-Toe or Not?
My opinion about whether you should have a cap toe Oxford or not changes with the wind, so I’ll leave it up to you. There’s not a single scenario when you’d wear a cap-toe over a non-cap toe, so this is entirely up to your preference.
My clients are split 50/50 on this, too. You won’t go wrong with either, so choose whichever you think looks great and fits your style best.
Should I go for Quality or Value?
For foundational pieces such as these, I’d say go for quality. However, there is a caveat:
How Often Will You Be Wearing Your Oxford Dress Shoes?
If you’ll be wearing them more than a handful of times a month, definitely grab a nice, high quality pair. They’ll give you many good years of use and look great the whole time.
If you’ll be wearing them once a month or less, go for value. They’ll definitely get the job done and look “good enough”. What’s the use of having a high quality pair of dress shoes sitting in your closet most of the time? I’d take that money and spend it on other pieces you might wear more often](link).
Which Shoes Should I Get?
Since you’ve decided whether you like cap-toe or non cap-toe shoes, now it just comes down to color.
Every guy should have these two pairs of Oxfords in their wardrobe to cover every outfit choice:
A solid black pair
A brown/cognac pair
Anything outside of those two colors will have more specific uses and occasions and definitely falls outside the domain of an Essential Wardrobe item.