Top 5 Men’s Shoes & Boots For Fall 2019

Now that Fall is officially here it’s an important time to consider your shoe rotation. Since we’ll probably get asked, no, this doesn’t mean these are the ONLY shoes you should wear during the Fall. Year-round essentials like sneakers and lace-up oxfords will always look stylish no matter what time of year. But, these are some specific style upgrades we’ve chosen to complement your wardrobe for this time of year. Make sure you check out our other shoe suggestions and our Fall Essentials to make sure you’ve got your Fall wardrobe dialed in for maximum style and versatility.

So, with that, here are our picks for the top 5 shoes and boots you need this Fall!

 

 

Lace-Up Boots

Fall is boot season and a sharp pair is an absolute necessity. There are a myriad of styles these days and a wide range of price points but if you’re just getting into the game, stick with the basics:  a sharp, slightly dressy pair of captoe or round toe boots. The right pair is sleek and sexy, pairs easily with your jeans and chinos as well as your heavier suits.

Picks:

Allen Edmonds 1 (from the video)

Allen Edmonds 2

Kenneth Cole

Johnston & Murphy

 

Leather High Tops

Dressy and casual shoes are pretty interchangeable these days, and a nice leather high top can work with a variety of different looks. This isn’t a basketball sneaker, it’s more of a cool hybrid between a boot and a standard leather sneaker so don’t be afraid to dress this one up.

Picks:

Wolverine (from the video)

Common Projects

 

Captoe Brogue Dress Shoes

Assuming you have a solid pair of oxford lace-ups in your rotation, a brogued pair is the next logical step. You can find conservative pairs to wear with suits or more informal pairs to wear with chinos and denim. Don’t forget, it’s important to invest in quality where you can and shoes are one of the best places to invest. We recommend these in either brown or black but black is the most versatile.

Picks:

Allen Edmonds (from the video)

Kenneth Cole

J. Crew

Brooks Brothers

 

Chukka Boots

The dress boot’s slightly more low-key cousin, the chukka silhouette is extremely versatile and looks just as good with a suit as it does with denim and chinos. This style looks great in brown or black leather and also is an excellent style to look for in suede.  We love suede for the fall season because it adds just a bit of texture to your overall look.

Johnston & Murphy Leather (from the video)

Wolf & Sheppard Suede

Allen Edmonds Suede

Allen Edmonds Leather

 

Chelsea Boots

If you don’t already have a Chelsea boot in your rotation, now’s the time.  It’s a great alternative to a dress boot for your heavier suits, wool trousers, and black or dark wash denim.  For Fall we are recommending a black leather or dark brown suede as the choices here.  These picks are great because they will work for you year-round, no matter what you’re wearing. One warning though, if you’re on the bigger/broader side Chelsea boots aren’t a great choice for your body type, so just stick to lace-up boots.

Picks:

Kenneth Cole (from the video)

To Boot (similar to video pick)

Cole Haan

Johnston & Murphy

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

Back To School Style Mistakes Men Make

You’re headed back to campus and we’ve got some style tips to help you look your best this Fall. We see a lot of these common mistakes young guys make by either trying too hard or not trying enough. You want to find a balance between effort and casual dress, all while staying comfortable.

The good news is a little birt of effort in the style department goes a long way, so all of these back to school style mistakes are easily avoidable.

 

Socks and Slides

There’s no excuse ever. Pick up some Vans slip-ons, they’re just as comfortable and low-maintenance, plus they’re much more stylish.

Slip-On Picks:

Vans

SeeVees

Sperry

 

Too many logo tees

Leave that for all the annoying kids who are decked out in their logo tee, pants, and socks. They look ridiculous, don’t join them. Stick with the basics and go with something from H&M and Uniqlo, they make our favorite t-shirts that Ashley uses all the time with clients.

 

Not Putting In Any Effort

Your wardrobe doesn’t have to be fancy but you should care about what you’re wearing.  That’s why we made it easy on you and put together a list of all the essentials you need for a stylish back to school wardrobe.

 

Basketball Shorts All The Time

Why? Unless you’re on the court or on the couch you shouldn’t be wearing basketball shorts.  Grab some dark joggers instead, they’re just as comfortable and look a lot better.

Jogger Picks:

H&M

PacSun

Gap

Mack Weldon

 

Too much hypebeasting

It reeks of trying too hard. If you want to sprinkle it in here and there, totally fine. But don’t jump in with both feet and wear all the trends at once, all the time. Again, we did a back to school essentials article that sprinkles in just the right amount.

 

Not caring about grooming

Look, there might be days you don’t want to style your hair. Fine, no problem, throw on your favorite baseball cap. But, here’s no excuse to have overgrown, unwashed hair or neglected skin. Your overall appearance, especially when it concerns hygiene, will be a huge make it or break it situation when it comes to people wanting to hang out with you. Check out all of our grooming tips in our grooming section. From haircuts to skincare, we’ve got all the tips you need.

 

Wearing only workout gear

Unless your an athlete and it’s absolutely necessary because of your schedule, then there’s no excuse. It’s lazy and looks like you might be hiding a less than desirable physique. You wanna feel just as comfortable? A pair of some Adidas Ultraboosts, black joggers, a tee or a hooded sweatshirt, and a bomber jacket will look 100 times sharper.  All of our picks are right here.

Men’s Back To School Essentials

You’re headed back to campus and we’ve got some picks to help you look your best this Fall. We know that school can be stressful and the last thing you have time for is thinking about what to wear. However, we can all agree that you still want to look your best which is why picking up these pieces will take the guesswork out of what outfit you should wear because they all can go together easily and stylishly.

The key to solid back to school items are ones that are comfortable, stylish, inexpensive, and versatile, and these back to school style essentials will have you covered for the entire year.

 

 

Sneakers

You need a good everyday sneaker that’s comfortable, stylish, and affordable. We’re huge fans of the Vans Old Skool sneakers which come in a bunch of different colors and patterns, though I love the black and white ones the most. If you’re going to get a pair of white sneakers, I’d opt for leather like the Stan Smiths which are easier to keep clean than canvas kicks.

Picks:

Vans

Stan Smiths

More Sneaker Picks

Jason Markk sneaker cleaning wipes

 

Well-Fitting Jeans

Some well-fitting slim jeans in dark indigo, black or dark grey will get you through the entire year and beyond. Remember you only need to wash them every few months if you let them air out every day on the back of your chair or on a hanger.  Want some fit tips? Check out our jeans fit guide.

Picks:

Levis

Uniqlo

J. Crew

 

Pull-Over Hoodie

A pull-over hoodie is super comfortable and versatile. You can wear it on on its own or you can layer underneath your jacket when it gets cold. Definitely skip the logos here, leave that to the kids who look ridiculous in their all logo fits. One note, we’re not fans of the zip-up hoodies because they tend to look sloppy and have this weird bunching in the front when you sit.

Picks:

Champion

J.Crew

Uniqlo

H&M

 

T-Shirts

Pick up 5 or 6 of these since you’ll pretty much be wearing this every day and stick with basic colors like black, white, navy, and grey. Remember fit is king. Don’t underestimate the power of a well-fitting t-shirt and jeans outfit – it’s unbelievably attractive and that simple knowledge on fit will instantly set you apart from everyone else.

Picks:

Uniqlo

H&M

Amazon Goodthreads

The Best Budget-Friendly T-Shirts

 

A Versatile Jacket

Our favorite being a bomber jacket – whether it’s leather, nylon or cotton. It doesn’t matter what your size or build is, this jacket looks great on every guy and it’s super easy and comfortable.  It’s really easy to add layers, like a hoodie, underneath when it gets cold. Also, it just looks cool-as-hell so wear in and out of school.

Picks:

H&M

Gap

J.Crew

Bonobos

 

A Casual Button-Down Shirt

Versatility is key here and you want one that you can wear untucked or partially tucked in the front. Casual button-downs are shorter in length then dress shirts so they should hit around mid-crotch. Pair this with your jeans and sneakers, maybe throw on your bomber jacket for the ultimate, “Oh this? I just rolled out of bed and threw this on.” It looks cool, stylish, and like you put in zero effort in the best way possible. We recommend solid oxfords and darker, fall plaid casual button-downs.

Picks:

J. Crew

H&M

Uniqlo

5 Shirts Every Man Should Own

 

Crew Neck Sweatshirt

We like sweatshirts because there’s a casualness that compliments your on-campus fits and you can throw them in the wash instead of having to have them dry cleaned.  As with hoodies, skip the logos and keep them clean and simple.

Picks:

Champion

Everlane

Uniqlo

Todd Snyder

 

Backpack

Like everyone, you need something to carry your notebooks, laptop, and gear every day and just like your clothes, it’s important to pick up a backpack that keeps you organized, looks sharp, will last you all year, and won’t break the bank. We’ve discussed the ins and outs of our favorite backpacks before, and the key is finding the right size and style.

Picks:

Incase

Herschel

Aer

Everlane

More Backpack Picks

 

Sunglasses

The right shape can instantly up your style game, but the wrong shape can really work against you. Stick with a classic style that compliments your face shape.  Check out this article for more on how to choose the right sunglasses for your face shape.

Picks:

Ray-Ban

MVMT

Crap

Warby Paker

Additional Picks

 

A Second Pair Of Pants

A man can’t live on denim alone so it’s wise to consider a few more options. We definitely recommend chinos, they’re comfortable, stylish, and affordable. If you go for chinos, go with navy or charcoal grey as that’ll go with everything. If chinos aren’t your style grab some sharp jogger pants for a different option. Go with black or charcoal as they’ll not only look the best but it will keep them from looking too much like your workout gear.

Chinos:

Bonobos

Uniqlo

J.Crew

Gap 

Joggers:

H&M

PacSun

Gap

Mack Weldon

 

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