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

Best Men’s Denim | Jeans Under $100

Denim is the absolute foundation of your pants rotation and the importance of stylish, well-fitting denim can’t be overstated.  It’s so important, in fact, that we’ve covered it multiple times before, in our Dark Wash Jeans Essentials piece and in our Jeans Fit Guide.  So, before you go any further, make sure you check those out, the basics we cover in those articles are critical in knowing what to look for in your denim.

These days jeans come in a huge range of price points and while many people can get snobby about their jeans, we believe that great denim doesn’t have to be expensive.  The picks we have below offer you everything you need at an affordable price. One thing to remember, when it comes to denim colors focus on dark washes first, so dark indigo and black, and then grey and medium blue.

DSTLD – $80-$85

DSTLD offers great fit and quality for the money. They have great black and grey options and we also love their dark indigo wash, it’s a nice rich color and the subtle grey stitching blends in.

DSTLD Skinny Slim Fit

DSTLD Straight Fit

 

Banana Republic – $98

Banana Republic offers a range of fits and styles but we really their basic version the most.  At just under $100 the quality is great and there are fits for every body type.  Just a solid, all-around classic pair of denim.

Banana Republic Slim Fit

 

Uniqlo – $49.90

We’ve always been big fans of Uniqlo’s budget-friendly style.  They always do clean and versatile very well and like their awesome chinos, their jeans are no exception.  They’ve got two great fits, and we love the black jeans they have in stores and online right now.

Uniqlo Slim Fit

Uniqlo Straight Fit

 

Levis $50-$60

You can’ talk great denim without talking about Levis, they still make awesome jeans. We recommend the 511 Slim Fit and the 514 Straight Fit as the two to look for. (The 513 slim straight is also a nice in-between option too.) Stick to the dark and medium wash indigo or their black and grey options. At around $50-$60 these are classic and affordable, you can’t go wrong.

Levis 511 Slim Fit

Levis 511 Grey

Levis 514 Straight Fit

Levis 514 Grey

513 Slim Straight Fit

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.

Best Budget-Friendly Backpacks / Rucksacks For Men 2019

Whether you’re gearing up for a new semester at school or headed off to work, a stylish and functional bag is an important accessory. You want to find a bag that has the right features (laptop storage, pockets for organization) but also one that has clean, minimal design. Our favorite bags are also proof that style and functionality don’t have to be expensive, all these bags are under $150.

Here are our picks for the best Budget-Friendly Backpacks for Men 2019!

 

Incase – $100

Sleek and stylish, this bag from Incase has an outstanding design and a ton of integrated features. It’s nice and deep with plenty of storage and a padded laptop sleeve.  We love how Incase uses thoughtful touches in their design like hiding the zippers and plenty of interior organizational pockets for all your accessories and gear.  Dorian is a personal user of their products and we’re definitely big fans.  We also really like the larger version of this style if you’re looking for a bit more room for travel or more gear.

 

Herschel -$100

We’re big fans of Herschel’s backpacks, they’re great quality and very reasonably priced. Their standard version is great but we’re even bigger fans of the mountaineering vibe of this version.  It comes in a huge range of colors and patterns and the padded shoulder straps and snapping strap details are nice features.  The interior features a padded laptop sleeve and the exterior zipper pocket has plenty of room for keys and tech accessories.

 

Aer – $135

We love Aer’s lowkey, minimal designs, and futuristic style.  The durable, ballistic nylon is incredibly tough and the overall construction is very high quality. This pack features a very cool central zipper design and a ton of room, much more than you’d think for a small size.  It’s great for lugging around school stuff and can do double duty as a great bag for the gym with its shoe compartment.  Overall, this is an outstanding backpack that will last you a long time. If you’re looking for a slightly more traditional backpack style, Aer’s Day Pack is also an awesome choice.

 

North Face – $69

A classic school or work bag that’s very affordable, this North Face backpack features a technical, outdoorsy vibe and a lean profile.  It features dual pockets and protection for your laptop. The details set this one apart, it has a ton of functional pockets and space for attachments, including space for a water bottle.

 

Bellroy – $95

We love Bellroy’s products and have featured them before, so it’s no surprise that they make a great backpack.  The design is sharp and clean with an integrated front zipper for easy access.  The padded straps are comfortable for long wear and the interior features plenty of space for organization and a padded laptop sleeve.

 

Topo Designs – $129

Like the North Face pack, this backpack from Topo designs has a cool outdoorsy vibe and matching technical features that are tough enough for years of school and adventures. Padding and interior organization options are top-notch and its size is perfect for your daily work or school routine but also is spacious enough for travel.  The backpack comes in a bunch of very cool color options and features stylish color accents mixed in.

 

Everlane – $68

Clean, well-designed, and very affordable, this backpack from Everlane is an awesome choice.  It’s got a modern look but with some traditional strap details which give it a nice overall vibe.  Like with all things Everlane, there’s zero branding and a very nice minimal aesthetic. Like the Herschel, it has a top-loading design, snap straps, and features plenty of space for your gear and a padded laptop sleeve.

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