Best Budget-Friendly Men’s Fall Essentials For 2019

Key pieces for a sharp Fall wardrobe don’t have to be expensive, and a few wallet-friendly updates can add a ton of style to your overall look. As we mentioned in our previous Fall Essentials piece, the key thing to think about with your fall wardrobe is changing temperatures, you want items that layer easily or can be versatile enough for varying temps. Like with the rest of the items in your Essential Wardrobe you want pieces that will have you looking sharp no matter your height, body shape, or age.

Here are our picks for the Best Budget-Friendly Fall Essentials for 2019!

 

H&M Wool crewneck sweater – $20

A simple versatile item that can be worn a ton of different ways, from casual to dressy.  We love the one from H&M, it’s budget-friendly and super stylish.

H&M Wool Crewneck

H&M Merino Crewneck

 

The Tie Bar Wool Knit Tie – $25

An easy way to add some texture and personality to dressier looks, these simple additions are great with suits or chinos.  We love the options from the Tie Bar specifically, the bang-for-the-buck is outstanding.

Tie Bar Wool Knit Ties

Tie Bar Wool Ties

 

H&M Quilted Jacket – $79.99

Budget-friendly quilted jackets are very tough to come by but this one from H&M hits all the marks. A solid price, great casual style, and a nice light weight make for a very versatile jacket for your Fall layering.

 

Suede / Perlon / Wool watch straps – $5-$20

A super simple (and cheap!) way to mix up your accessory game. Try something in suede or perlon for some added texture and style to your watch.

Suede Straps

Leather and Suede Nato Straps

Perlon Straps

Wool Straps

 

Uniqlo Corduroy Jeans & Chinos – $39.90

We discussed these in our previous Fall Essentials video, and for good reason, a few solid pairs of pants can really set your rotation up nicely. We really love the corduroys and chinos from Uniqlo because they’re super affordable and great quality for the money.  The range of colors is great too, so make sure you invest in a few pairs to mix up your rotation from denim.

Uniqlo Corduroy Jeans

Uniqlo Chino Pants

 

Leather Lace-Up or Chukka Boots – $130 – $250

A solid and versatile lace-up boot or chukka boot is an indispensable style foundation for fall.  Keep in mind that affordability is relative and you get what you pay for. Ultimately, It’s tough to find anything of quality below $150 or so. The picks below are a great mix of quality and affordable prices.

Picks:

Johnston & Murphy 1

Johnston & Murphy 2

Kenneth Cole 1

Kenneth Cole 2

Clarks

 

Wool Scarf – $13-$60

Easy warmth when you need it and it can be a great accessory.  Go for solid black, grey or navy for an understated look or opt for a pattern like plaid or a bolder color for more of a statement.  Wool blends and cashmere are the most comfortable.

Picks:

Uniqlo 1

Uniqlo 2

Gap

H&M 1

H&M 2

 

Uniqlo Suede Belt – $30

You’ve hopefully got a few casual and dress belts in leather already, but adding a suede version is an easy way to change up your accessory game and add some nice texture to your outfit. As another option, a nice braided leather belt is a cool update as well.

Uniqlo Suede Belt

Uniqlo Braided Belt

 

Flannel Shirts – $30 – $50

We discussed the importance of great casual button-ups for fall and there are a number of good flannel options that are perfect for the cooler months.  You can go for a solid color or a bolder plaid and these are great as a layer under a denim or bomber jacket or just worn on their own. We love the ones from Uniqlo the most but there are other great picks we love below as well.

Picks:

Uniqlo

Gap

J.Crew Factory

 

H&M Blazer – $70

Another super versatile jacket, we love that this blazer can add a bit of polish to any casual outfit, like with denim or chinos, or it can be dressed up with some trousers and a tie. The checked pattern is a nice way to add a bit of personality but in a subtle way and you can even layer a sweater underneath for added warmth.

Picks:

H&M 1

H&M 2

Uniqlo 1

Uniqlo 2

J. Crew Factory

Men’s Fall Style Essentials For 2019

Fall and cooler weather will be here before you know it and it’s time to start thinking about transitioning your wardrobe.
A key thing to think about with your fall wardrobe is changing temperatures, you want items that layer easily or can be versatile enough for varying temps. Like with the rest of the items in your Essential Wardrobe you want pieces that will have you looking sharp no matter your height, body shape, or age.

One quick note, while I love them, you’re not going to see henleys on this list because there are only a select few men that actually look good in them. We did an in-depth article on henleys previously and you can check out why I feel so strongly that only certain men can wear them.

Now, onto our picks for the Men’s Fall Style Essentials you need right now!

 

Denim Jacket

Classic, stylish and easy to layer, a denim jacket is a great pick for fall. Make sure the fit isn’t boxy – you want a slim fit. Also, we recommend a medium to light wash as they pair easily w your dark wash denim and with other go-to fall pants like chinos and corduroys.

Picks:

Uniqlo

AllSaints

Levis

Everlane

 

Crewneck sweater or sweatshirt

I love these because of their casual vibe and versatility, they can function as an outerwear piece over a tee or be layered underneath something else (like that denim jacket we just mentioned) when it gets colder. Stick with solid colors like light grey, charcoal, black, dark green, and burgundy.  You can go with cotton options or look for lightweight merino wool versions.

Picks:

H&M

J.Crew

Brooks Brothers

Todd Snyder

 

Suede or wool bomber jacket

Yes, our love of bomber jackets is well documented, and for good reason, they look great on everyone. The softer, more textured material or wool or suede complements the Fall season.

Picks:

Officine Generale

APC

H&M

Brooks Brothers

 

Casual Collared Shirt

We love a solid flannel or a check pattern and you definitely should have one or two of these in your closet to mix in with your wardrobe. These are great on their own or layered underneath a sweater or jacket or both if it’s chilly. Don’t forget: the length of the shirt should hit around mid-crotch/mid zipper. This allows you to wear untucked for a casual look or tucked in for a more polished look.

Some of our absolute favorite collared shirts come from The Tie Bar and they just launched a new line of fall casual shirts and, just like all their other shirts – they’re fantastic! They fit true to size, come in various sizes for all body types and are very high-quality relative to the price. Dorian has, over the last year or so, completely replaced his collared shirts with ones by the Tie Bar.

Picks:

The Tie Bar Casual Shirts

 

Chinos or corduroy pants

Both are classic go-tos for the Fall season. The darker autumn colors: dark green, darker brown, burgundy are perfect for this time of year and the thicker material makes them extra warm.

Picks:

Uniqlo

J.Crew

Rag & Bone

Our Favorite Budget-Friendly Chinos

 

Suede or leather Boots

Fall is the perfect time for suede footwear and to break out your boots. Chukka, desert, or work boots in light or dark brown suede are super versatile with denim or chinos.

Picks:

AllSaints

Allen Edmonds #1

Allen Edmonds #2

Johnston Murphy

Men’s Fall Style Do’s and Don’ts

Fall is here and it’s time to give your wardrobe some consideration as the weather cools down and the season and style challenges change. Temperatures can be unpredictable and you’ve got some new occasions you’re prepping for. Don’t worry, we’ve got you! Dialing in a great Essential Fall Wardrobe doesn’t have to involve a lot of major changes, just some smart choices and a few tweaks.

So, to help you prep your closet and your wardrobe, we’re running down some of our key fall style tips with our Fall Style Do’s and Don’ts.

 

Fall Style Do’s

Continue To Wear Color

Just because it’s fall and its getting colder doesn’t mean you should stop wearing color. Instead of bright or pastel colors that you would typically wear in spring and summer, opt for darker jewel tones and earth tones to mix in with your neutral greys, black, and navy.

 

Layer Your Clothing

The temperatures in Fall can vary a lot, it’s warmer in the day and gets cold at night and it can be tough to deal with sometimes!  So, proper layering is just the skill you need to master as it can help you regulate your temperature and look stylish. Start with a t-shirt or casual button-down as your base layer, then add a sweatshirt or sweater on top, and next, a bomber jacket, wool jacket, or sportcoat layered on top.

 

Invest In A Pair Of Boots

Boots are essential footwear for Fall/Winter and the right pair can look amazing and last a long time. Think of chukkas and casual and dress boots as your go-to base shoe for non-sneaker situations.  We’ve discussed some of our favorite boots before and here are a few of our favorite picks:

Boot Picks

Allen Edmonds #1

Allen Edmonds #2

Allen Edmonds #3

Clark’s

Johnston Murphy

Red Wing

Wolverine

 

Fall Style Don’ts

Just Wear Jeans Exclusively

It can be tempting to only wear jeans during the Fall but we encourage you to branch out to thicker chinos and wool trousers to mix up your rotation.

 

Flash Lots Of Bare Ankle

Obviously, if you’re in a climate where it’s still warm then this doesn’t apply to you. But if your Fall is on the cooler side, then it’s just not seasonally appropriate (or comfortable). If you want to go with a cuff on your pants try doing it with boots or heavier footwear.

 

Wear Lightweight Fabrics

No man should be wearing linen, lightweight chino cloth, or seersucker anything during Fall and Winter months. Put ’em away and store those until Spring. Heavier cotton, denim, wool and wool blends, and leather should be your fabrics of choice.

5 Men’s Spring Style Essentials For 2019

Spring is here and it’s time to take a look at your wardrobe. Depending on where you live in the country it could still be cool or already getting warm. That means versatile items that layer well to keep you warm or make it simple to dress sharply when it’s warm out.  Don’t forget to check out all of our picks below!

5. Chambray Shirt

One of my favorite essential pieces, its rugged look is perfect for the transitional wardrobe. Wear on its own with chinos or layer it under a sweater or a bomber jacket.

Picks:

Zegna

Saturdays NYC

Amazon Goodthreads

J.Crew

4. Leather Chukka Boot

The perfect versatile boot for your casual and dressy wardrobe.  I recommend dark brown leather (as opposed to suede) for versatility and protection against any spring rain.

Picks:

Clarks

Budget-Friendly Clarks

Johnston Murphy

Allen Edmonds

3. Lightweight Jacket – Denim or Nylon/Cotton Bomber

Temperatures can be unpredictable in Spring so a versatile, lightweight outer layer is just what you need.  These jackets work just as well with a button up as they do with a t-shirt.

Picks:

Levis

J. Crew 1

Topman

APC

Gap

J.Crew 2

Bonobos

Paul Smith

2. Sweatshirt

A baggy hoodie is not what we’re talking about, we mean a well-fitting crewneck sweatshirt. It looks great casually with chinos and denim and is a great alternative to a sweater.

Picks:

J.Crew

Everlane

Todd Snyder

Rag & Bone

1. Chinos

Your go-to pants for Spring, they’re super comfortable and durable. There are versions at every budget and come in stretch and non-stretch varieties these days.  Go with basic colors like khaki, navy, grey, and olive for maximum versatility.  For more tips, check out our full chino rundown.

Picks:

Rag & Bone Fit 2

Bonobos

Uniqlo

J.Crew

Gap 

5 Men’s Shoe Styles Women Love

By now you know how important a strong shoe rotation is to your overall wardrobe.  As we talked about in our previous video, Shoes Women Hate, your footwear is a big part of what women notice about your right off the bat. Outside of choosing the right style, it’s important to keep in mind that you also need to wear the right shoe for the right occasion, too formal or too casual a shoe with the wrong outfit can throw off your entire look.

In this video, we’re going to flip the coin and run down the key styles that women will really notice.  From sneakers to dress shoes, here are 5 shoe styles women love.

5 Shoe Styles Women Love

1. Casual Leather Sneakers – Classic and versatile, they go with almost every casual outfit. Just make sure to keep them clean! White, Gray, Tan, Black.

  1. Penny Loafers – Another classic, they elevate every casual outfit with a little bit of polish. Wear them with denim, chinos, and even dressier business casual outfits.

  2. Chelsea Boots – These boots are super sleek and sexy, a perfect fashion-forward item to give your wardrobe a little bit of edge. Leather or suede works.

  3. Classic Lace Up Dress Shoes – When you’re dressed to the nines the wrong shoe can absolutely ruin how awesome your suit looks. Stick to a clean, classic oxford in dark brown, it looks powerful and professional. Don’t forget to keep them shined.

  4. Lace Up Boots – A nice boot looks amazing with denim or chinos and is a great way to add a bit of ruggedness to your wardrobe.

3 Boot Styles Every Man Should Own For Fall/Winter 2018

Boots are a fall/winter staple and the right pair (or two) should be versatile enough for a variety of outfits and occasions. I think Chelsea boots are more of a spring/summer style so we’re focusing on shoes that will get you through the colder, wetter months of the year and work better with heavier clothing.

One thing to remember, look at boots as an investment, good ones aren’t cheap, but properly taken care of they can last you many years. There are a ton of options out there and we’ll include our picks, but we’ve narrowed it down to three basic styles that you should have in your closet.

Desert/Chukka Boots

The most versatile and least seasonal, you can wear these nearly year round. They’re light and comfortable and work well with both casual looks (jeans, chinos) and more dressy looks (with sweaters and blazers).

Picks

Zegna

Allen Edmonds

Clark’s

Budget-Friendly Clarks

Johnston Murphy #1

Johnston Murphy #2

Work Boots

What you probably think of when you think of boots, these are more rugged and have thicker/chunkier soles. The look great with jeans and chinos and will get you through the colder months and weather with ease. They can come in a variety of styles, some very casual, others a bit more dressy.

Picks

O’Keefe

Red Wing Beckman

Allen Edmonds #1

Allen Edmonds #2

Wolverine 1000 Mile

Danner Jack

Dress Boots

Yes, you can and should dress up your boots. Just make sure you’ve got the right styles. Think of these like the hightop versions of your dress shoes. They should have a thinner, dressier sole and nice leather. Look for them in cap toe or wingtip versions. Formality note: some dressier styles come with a bit more tread (called a lug sole) which can still look good with dressier clothes, but it will make them slightly less formal.

Picks

Edward Green

Brooks Brothers Peal & Co.

Grenson

Mezlan

Allen Edmonds #1

Allen Edmonds #1

Aldo 

Calvin Klein

3 Loafers Every Man Should Own

When you’re talking about versatile, stylish footwear, there are few styles I like better than loafers. I love that they can be dressed up or dressed down, and work for pretty much every season. There are many varieties out there these days, from simple to complicated, but I’d like to focus on three primary types that deserve a place in your closet, plus a few that maybe don’t.  Get ready, it’s loafer season for a reason.

 

Penny Loafers

A classic style that has stood the test of time, penny loafers are perhaps my favorite out of all the loafers. I love how versatile penny loafers are, they can be dressed up with a suit or dressed down with everything from jeans and a buttondown to chinos and a polo shirt. Brown and black are the two ideal colors here. For a secondary choice, a classic burgundy or oxblood color is an excellent option.

My Picks

Designer:

Prada

Ferragamo

Budget -Friendly:

Johnston & Murphy

Bass Weejun

Driving Moccasins

Originally designed for, you guessed it, driving, I love this style because they’re super comfortable and work well in a variety of casual situations.  They come in a few variations but I prefer the versions with a nubbed rubber sole or a full rubber sole for the look and comfort. For colors, the basics like brown and tan are great of course, but I also recommend versions in grey or navy for a pop of color.

My Picks

Designer:

Tods

Budget-Friendly:

Zappos

Boat Shoes

Another shoe that evolved from function – the no-slip rubber sole and lightweight design worked well on boats – boat shoes have become a classic warm-weather staple. I like them best with chinos and shorts for a relaxed alternative to sneakers. On the color front, go with blue, brown and grey for maximum wearability.

My Picks

Sperry Top-Sider

Alternative Loafer Styles

There are a few other loafer styles out there but I don’t generally recommend them because they can lean too specific in their look and style.

Tassel Loafers

This dandy look is popular with a lot of style bloggers out there, and while I don’t hate them, I just don’t think they’re ideal for most men from a style standpoint. Just like your clothes, your shoes should be streamlined, and while the tassels can give them somewhat of a “distinguished” look, I find them to be distracting, like an untucked pair of shoelaces.

Horsebit Loafers

Another type with a dandyish vibe that has become popular again (you may know them as Gucci’s iconic loafer), I am not a fan of them at all. They immediately age you up (and not in a good way), and I always expect a lawyer or Wall Street guy who is trying way, way too hard to wear these.

Venetian Loafers or Smoking Loafers

Both of these have a similar, streamlined shape and a formal look. Venetian loafers are unadorned and usually in leather while smoking loafers are typically velvet and have embroidery or embellishments on top of the shoe. I always view these as super formal, and that’s why I really only recommend wearing the patent leather or velvet versions with a tuxedo if you want to add some flair. I don’t recommend more casual versions in regular leather because it’s a style that’s quite outdated and doesn’t have the versatility I like. 

My Picks

Christian Louboutin

Vince Camuto

So no matter what you’re wearing, casual or formal, get out there and wear some loafers this season, your feet (and style) will thank you.

3 Outfits Every Guy Needs

My articles and videos almost always center around a specific piece of clothing or accessory, so I thought it would be fun to switch it up and talk about 3 head-to-toe foundational outfits every guy needs. Once you have these 3 outfits, you can build an entire wardrobe around them. And here’s the beauty of them: from these 3 outfits, you can switch things in and out to add your own personal touch and truly make them your own.

Outfit 1

The first outfit is a casual one, comprised of a black polo shirt, a well-fitting pair of dark wash jeans and some white low top sneakers. This is a solid casual outfit that will always look great and put together on every man, regardless of your age or body type.

3-Outfits-Every-Guy-Should-Own-Ashley-Weston-1

$198 – John Varvatos Collection Hamptons Silk & Cotton Polo Shirt in black or charcoal (Best luxe polo shirt!)
$13 – H&M Polo Shirt Slim Fit in black (**THESE ARE THE BEST POLO SHIRTS!!!!)
$165 – J. Brand Tyler Taper Fit in slate resin (Love that the color, stitching, and hardware are similar color)
$55 – Levi’s 511 Slim Fit Stretch Jeans in dark hollow
$410 – Common Projects Achilles Leather Sneakers in white
$60 – Adidas Originals Stan Smith (colorway: white/white/fairway – Also available @ Footlocker)
$415 – Tom Ford ‘Snowdon’ Sunglasses
IWC Portugieser Automatic Watch

Outfit 2

I like to call this outfit ‘dressy casual’ because it transitions well from day to night. Throw on a leather or cotton black bomber jacket with a black t-shirt, dark wash jeans and black leather chukkas.

If you’re thin to average build, you can also wear a white t-shirt. However, if you’re a broader man that’s not in shape, and you decide to take off your jacket, then a white t-shirt will actually spotlight how big you are (and not in a good way). Also, the reason why you want to go with black chukkas is because black is the dominant color in your jacket. I went with leather chukka boots over suede and lace-up boots because the latter options won’t look appropriate for every season.

3-Outfits-Every-Guy-Should-Own-Ashley-Weston-1-2

$670 – All Saints Mower Leather Bomber Jacket in black (LOVE how minimal this jacket is – definitely a BIFL!)
$88 – Everlane Cotton Bomber in black
$60 – James Perse Clear Jersey Crew in black
$10 – H&M Crew-neck T-shirt in black
$170 – Diesel Buster 0607A Tapered Jeans (I’ve bought my fiance 3 pairs of these – they’re that good!)
$55 – Levi’s 511 Slim Fit Stretch Jeans in dark hollow
$175 – Johnston & Murphy Conard Cap Toe Chukka in black

Why a bomber over a blazer?

A bomber is a very stylish, modern alternative to a blazer that works in almost all the same occasions and looks great for every man, regardless if you’re a teenager all the way to a retiree. A younger gentlemen in high school or college, for instance, wouldn’t necessarily need a blazer, so that’s why I’m not recommending it over a blazer. If the occasion does call for a sport coat or blazer, in a pinch, you can use the jacket in my next recommendation and dress it up like I did in the picture below.

3-Outfits-Every-Guy-Should-Own-Ashley-Weston-1-4

Outfit 3

Lastly, my classic go-to formal outfit is a charcoal or navy suit with a white semi-spread collar dress shirt, black or charcoal tie, white pocket square, and oxford dress shoes. If you’re going with a charcoal suit, then pair with a black tie and black dress shoes. For a navy suit, pair with a charcoal tie, and dark brown dress shoes.

I love these two suits because it’s very easy to go formal by adding a tie or dress them down by forgoing a tie or swapping in a t-shirt instead of a collared shirt.

3-Outfits-Every-Guy-Should-Own-Ashley-Weston-1-3

$1395 – Burberry Modern Fit Wool Part Canvas Suit (charcoal)
$498 – Brooks Brothers Red Fleece Grey Suit
$115 – TopMan Grey Slim Fit Suit (alternative for warm climates: Topman Charcoal Linen Suit)
$280 – Allen Edmonds Carlyle Plain-Toe Oxfords (black or brown)
$120 – Aldo Bandolla Dress Shoe (black)
$19 – The Tie Bar Grenafaux Tie (My, hands down, favorite solid tie – go with black or charcoal)
$10 – The Tie Bar Solid White Cotton Pocket Square