The Ultimate Guide to Men’s Fall Fashion—From Flannels to Boots

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Ah, fall. The season of pumpkin spice lattes, football games, and—let’s not forget—the perfect time to up your style game and get the best mens clothes for fall!

You know, that magical time of year when you can finally break out the layers without melting into a puddle of sweat. But what should you wear to make the most of this fashion-friendly season?

Don’t worry, we’ve got you covered—literally. We’re diving into the ultimate guide to men’s fall fashion, featuring pieces that are as stylish as they are functional. We’re talking about cozy flannels, versatile vests, and boots that’ll make you wish for a leaf pile to jump into.

So, grab your favorite warm beverage and let’s get into it. Whether you’re a fashion aficionado or someone who thinks “wardrobe” is just a fancy word for “closet,” this guide is for you. We’ve handpicked some of the best men’s fall clothing items that you’ll want to add to your shopping list ASAP. Trust us, your autumnal style is about to go from zero to hero.

The Essentials of Mens Clothes For Fall Fashion

Before we dive into the nitty-gritty of specific brands and items, let’s talk basics. What exactly are the must-haves for men’s fall fashion? Well, it’s all about layering, baby! Fall is that sweet spot between the scorching heat of summer and the icy chill of winter, making it the perfect time to experiment with layers.

The Art of Layering

mens clothes for fall - they involve LAYERS

Layering isn’t just about piling on clothes to stay warm; it’s an art form. The key is to start with a solid base—think a crisp white tee or a lightweight long-sleeve shirt. From there, you can add on a stylish vest or hoodie, and top it off with a jacket or coat. The beauty of layering is that you can easily add or remove pieces as the temperature fluctuates.

Versatility is Key

Fall fashion is all about versatility. You want pieces that can easily transition from a casual coffee date to a night out with the guys. That’s why items like a good pair of jeans or versatile loafers are essential. They’re the Swiss Army knives of your wardrobe—useful in almost any situation.

Functionality Meets Style

Let’s be real, nobody wants to sacrifice comfort for style. The good news is, you don’t have to. Many brands are now focusing on creating pieces that are not only fashionable but also functional. We’re talking moisture-wicking materials, stretch fabrics, and even built-in pockets for your tech gadgets.

Alright, now that we’ve covered the basics, let’s get into the specific pieces that should be on your radar this fall. Buckle up, because we’re about to take your fall wardrobe to the next level.

Mizzen + Main Flannels: The Cozy Classic

Our #1 Flannel
Mizzen And Main Flannels

Warm, but not too toasty. It's the perfect fall piece. They last for years, too.

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Ah, the flannel shirt. It’s like the comfort food of men’s fashion—warm, inviting, and oh-so-satisfying. But not all flannels are created equal, and that’s where Mizzen + Main comes into play. Let’s break down why their flannels are a cut above the rest.

Don’t miss our full Mizzen + Main Review and Mizzen + Main Flannel Review.

Material Matters

First off, let’s talk fabric. Mizzen + Main flannels are crafted with a blend of materials that offer both comfort and durability. Imagine wrapping yourself in a cloud—that’s how soft these shirts feel. But don’t let that softness fool you; these flannels are built to last.

The Perfect Fit

Fit is crucial when it comes to flannels. Too baggy, and you’ll look like a lumberjack who’s lost his axe; too tight, and you’ll feel like a stuffed sausage. Mizzen + Main has nailed the fit, offering a tailored look that’s not too snug, allowing you to move freely whether you’re chopping wood or typing away at your desk.

Versatility at Its Best

What’s great about these flannels is their versatility. You can dress them up with a pair of slacks for a business-casual vibe, or pair them with jeans for a laid-back weekend look. They’re the chameleons of the shirt world, effortlessly adapting to any style or occasion.

How to Style It

  • Casual Friday: Pair your Mizzen + Main flannel with some dark jeans and loafers. You’ll look put-together without feeling overdressed.
  • Weekend Outing: Throw on some chinos and lace up those Hari Mari boots for a look that screams, “I’m ready for adventure!”
  • Date Night: Want to impress without going overboard? Pair your flannel with Ministry of Supply Kinetic Pants and some sleek Amberjack loafers.

So, if you’re looking to add a flannel (or three) to your fall wardrobe, Mizzen + Main should be your go-to. Trust us, once you go Mizzen + Main, you’ll never go back to those run-of-the-mill flannels again.

Amberjack Grizzly Loafers: Where Rugged Meets Refined

If you thought loafers were just for preppy yacht club outings, think again. Amberjack’s Grizzly Loafers are here to redefine what it means to wear this classic shoe style. Let’s delve into why these particular loafers are a must-have for your fall fashion lineup.

Read our full Amberjack Loafer Review.

Our new favorite loafer
Grizzly Brown Suede - World's Most Comfortable Loafer
$175

Comfortable, stylish and affordable. What else do you want?

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The Grizzly Difference

What sets the Grizzly Loafers apart from the herd? It’s all in the craftsmanship. Made with premium full-grain leather in a rich, earthy tone, these loafers are as rugged as they are refined. They’re the kind of shoes that make you feel like you could conquer a boardroom or a mountain trail—your choice.

Built for Comfort

But let’s not forget about comfort. The Grizzly Loafers come with cushioned insoles and a breathable lining, making them perfect for those long autumn strolls or endless office meetings. It’s like walking on a cloud, but with the added benefit of looking incredibly stylish.

Style Tips: What to Wear Them With

  • Business Casual: Pair these loafers with your Ministry of Supply Kinetic Pants and a crisp button-down shirt. You’ll be the epitome of office chic, with a touch of rugged flair.
  • Weekend Vibes: For a more laid-back look, try them with jeans and your new Mizzen + Main flannel. It’s the perfect outfit for brunch or a casual dinner date.

So, if you’re looking for a pair of loafers that break the mold, the Amberjack Grizzly Loafers are your ticket to a whole new level of style. They’re not just a fashion statement; they’re a declaration of individuality. And let’s be honest, who doesn’t want to step into fall with that kind of confidence?

Hari Mari Adobe Boots in Charcoal: The New Standard in Rugged Elegance

Forget what you thought you knew about boots; Hari Mari’s Adobe Boots in Charcoal are here to rewrite the rulebook. These aren’t just any boots; they’re a masterclass in how to combine rugged durability with sleek sophistication. Let’s kick up some dirt and explore why these boots are a fall fashion must-have.

You probably know about Hari Mari from our Hari Mari Sandals Review or our Hari Mari vs. Rainbow Review, but did you know about Hari Mari Boots?

A great boot
Hari Mari Boots

Looking for a boot that is just as comfortable as... sandals? Then check out the Hari Mari Boots. Yes, the people behind one of our fave flip-flops has done it again.

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Built Like a Tank, Feels Like a Sneaker

Firstly, let’s talk construction. Made with water-resistant full-grain leather and a rubber sole, these boots are designed to withstand whatever you—or Mother Nature—throw at them. But don’t let that rugged exterior fool you; the interior is all about comfort. With memory foam inserts and soft leather lining, it’s like each step is a mini foot massage.

Charcoal: The New Black

When it comes to color, the Adobe Boots in Charcoal offer a fresh take on a classic hue. This versatile shade can easily transition from a day at the office to a night out with friends. It’s the kind of color that makes a statement without screaming for attention.

Versatility is the Name of the Game

One of the standout features of these boots is their versatility. Whether you’re hitting the trails or hitting the town, these boots are up for the challenge. The sleek design and high-quality materials make them suitable for almost any occasion.

How to Pair Them

  • Casual Friday: Try them with your Ministry of Supply Kinetic Pants and a Mizzen + Main flannel for a look that’s both comfortable and office-appropriate.
  • Night Out: For an evening look, go for dark jeans and a sleek Bluffworks Vest. It’s the perfect combo for a night on the town.

So, if you’re in the market for a pair of boots that offer the trifecta of durability, style, and comfort, look no further than the Hari Mari Adobe Boots in Charcoal. They’re not just boots; they’re a lifestyle choice. And trust us, it’s a choice you won’t regret.

Bluffworks Como Zip-Up Hoodie: The Pinnacle of Casual Comfort

When it comes to casual wear, the hoodie is often the unsung hero. But not just any hoodie—meet the Bluffworks Como Zip-Up Hoodie in Standard Fit Blue Melange. This isn’t your average, run-of-the-mill hoodie; it’s the Rolls Royce of casual comfort. Let’s zip into why this particular hoodie deserves a prime spot in your fall wardrobe.

As we mentioned in our Bluffworks Review, their clothes are all about versatility – and pockets!

My new favorite hoodie
Bluffworks Como Hoodie
5.0
$89

The perfect... and we mean perfect, Hoodie. Looks good enough to pair with a button up, comfortable enough to wear at home.

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A Cut Above in Comfort

The Como Zip-Up Hoodie is crafted with a blend of wool (yes, wool) and spandex, making it incredibly soft and stretchy. Imagine being enveloped in a cloud—that’s the level of comfort we’re talking about here. It’s the kind of hoodie that makes fall nights at the brewery, and coffee runs infinitely better.

Blue Melange: The Color of Versatility

The Blue Melange hue is not just eye-catching; it’s also incredibly versatile. This color can seamlessly transition from a day at the office to a night out with friends. It’s the kind of shade that complements almost any outfit, making it a staple in your fall wardrobe.

Functionality You Didn’t Know You Needed

What sets the Como Zip-Up Hoodie apart is its attention to functional details. We’re talking about a secure zippered pocket that’s perfect for stashing your phone or wallet. Plus, the moisture-wicking fabric means you can go from a brisk walk to a dinner date without breaking a sweat—literally.

How to Style It

  • Weekend Vibes: Pair this hoodie with some relaxed jeans and your Amberjack loafers for the ultimate weekend outfit.
  • On-the-Go: Got a busy day ahead? Match it with your Ministry of Supply Kinetic Pants and some comfortable sneakers for a look that says, “I’ve got this.”
  • Casual Office Day: For those days when the office vibe is more laid-back, try the hoodie with some chinos and a pair of casual lace-ups.

So, if you’re looking for a hoodie that elevates casual comfort to an art form, the Bluffworks Como Zip-Up Hoodie in Standard Fit Blue Melange is your go-to. It’s more than just a hoodie; it’s a statement in effortless style. And let’s be real, who doesn’t want to make that kind of statement?

Bluffworks Oslo Travel Vest in Tarmac Black: The Jetsetter’s Dream Layer

Forget what you thought you knew about vests; the Bluffworks Oslo Travel Vest in Tarmac Black is here to elevate your layering game to first-class status. This isn’t just a vest; it’s a travel companion, a pocket organizer, and a style statement all rolled into one. Let’s unpack why this vest is a must-have for your fall wardrobe.

A great, versatile vest
Oslo Travel Vest
$115

This versatile vest looks pretty simple - but actually has 5 total pockets. It's simple, elegant and technical - but doesn't look technical. Just the way we like it.

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More Than Just a Vest

What sets the Oslo Travel Vest apart is its ingenious design. Crafted with a blend of polyester and spandex, this vest offers both durability and stretch. But the real magic lies in its 16 pockets—yes, you read that right, 16 pockets! From your phone to your passport, this vest has a spot for everything.

Tarmac Black: The Ultimate Neutral

When it comes to color, Tarmac Black is as versatile as it gets. This neutral shade can effortlessly transition from a business meeting to a weekend getaway. It’s the kind of color that adds a touch of sophistication to any outfit.

Functionality Meets Fashion

But this vest isn’t just about utility; it’s also incredibly stylish. With its tailored fit and sleek design, the Oslo Travel Vest adds a layer of refinement to your look. It’s the kind of piece that makes you look put-together, even if you just rolled out of bed.

How to Style It

  • Business Trip: Pair this vest with a crisp button-down and your Ministry of Supply Kinetic Pants for a look that’s both professional and airport-friendly.
  • Weekend Getaway: For a more laid-back vibe, try it over a Mizzen + Main flannel and some comfy jeans. Add your Hari Mari Adobe Boots, and you’re ready for adventure.
  • Night on the Town: Heading out for a night of fun? Layer the vest over a sleek black shirt and pair it with dark jeans and Amberjack Grizzly Loafers for a look that’s effortlessly chic.

So, if you’re looking for a vest that offers the perfect blend of functionality and style, the Bluffworks Oslo Travel Vest in Tarmac Black is your go-to. It’s not just a piece of clothing; it’s a travel essential. And let’s be honest, who doesn’t want to jet-set in style?

Ministry of Supply Pace Tapered Chino: Move with Ease

Say goodbye to stiff, uncomfortable pants that make you feel like you’re wrapped in cardboard. Ministry of Supply’s Pace Tapered Chinos are here to revolutionize your pant game. These aren’t just any chinos; they’re the epitome of comfort and style, rolled into one sleek package. Let’s stride into why these pants are a must-have for your fall wardrobe – and why we love this brand in our Ministry of Supply Review.

A good in-between
Ministry of Supply - Pace Chino
$148

Looking for the perfect go-between Chinos, Jeans and Sweats? Then check these bad boys out.

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Stretch Your Limits

What sets the Pace Tapered Chinos apart is their incredible stretch. Made with a blend of polyester, viscose, and elastane, these pants offer unparalleled flexibility. Whether you’re sprinting to catch a train or just lounging on the couch, these chinos move with you, not against you.

A Cut Above

When it comes to fit, these chinos hit the sweet spot. The tapered design offers a modern, tailored look without being too snug. It’s the kind of fit that flatters just about any body type, making you look effortlessly stylish.

All About the Details

But let’s not overlook the details. These chinos come with features like a hidden zip pocket and moisture-wicking fabric, making them as functional as they are fashionable. They’re the Swiss Army knife of pants—equipped for any situation.

How to Style Them

  • Office Chic: Pair these chinos with a crisp button-down and your Bluffworks Oslo Travel Vest for a look that’s both professional and comfortable.
  • Weekend Casual: For a laid-back vibe, try them with a Mizzen + Main flannel and your Amberjack Grizzly Loafers. It’s the perfect outfit for brunch or a casual outing.
  • Evening Elegance: Heading out for a romantic dinner or a night with friends? Match the chinos with a sleek black shirt and your Hari Mari Adobe Boots for a look that’s both classy and relaxed.

So, if you’re in the market for a pair of pants that offer the perfect blend of comfort, style, and functionality, look no further than the Ministry of Supply Pace Tapered Chinos. They’re not just pants; they’re a lifestyle choice. And trust us, it’s a choice you’ll be glad you made.

The Perfect Jean: Denim Done Right

Jeans are the bread and butter of any wardrobe, but finding the perfect pair can be a quest akin to searching for the Holy Grail. Enter The Perfect Jean, a brand that promises to deliver exactly what its name suggests. Let’s button up and dive into why these jeans are a must-have for your fall fashion arsenal.

Our #1 Value Jean Pick
the perfect jean
5.0
$79

Stretchy jeans that look great and are incredibly comfortable? Look no further than the perfect jean. These jeans have everything you are looking for - and a lot more, for a lot less. Our only tip.

Comfort:
4.5
Features:
4.5
Overall Style:
4.5
Quality:
4.5
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The Fit Factor

When it comes to jeans, fit is everything, and The Perfect Jean has nailed it. These jeans are designed to hug your body in all the right places, offering a tailored look without sacrificing comfort – with several different cuts.

Say goodbye to baggy knees and saggy butts; these jeans stay true to form, no matter what your day entails.

Quality… and Stretch You Can Feel

But a great fit means nothing without quality material, and The Perfect Jean delivers on that front too. Crafted with premium denim that’s both durable and soft, these jeans are built to last. It’s the kind of quality that you can feel from the moment you slip them on.

You can also feel the SERIOUS stretch.

Versatility is Key

The beauty of The Perfect Jean is its versatility. Whether you’re heading to the office, hitting the town, or just running errands, these jeans have got you covered. They’re the chameleons of the denim world, effortlessly adapting to any style or occasion.

How to Style Them

  • Casual Cool: Pair these jeans with a Mizzen + Main flannel and your Amberjack Grizzly Loafers for a look that’s both relaxed and stylish.
  • Office Ready: For a more professional vibe, try them with a crisp button-down and your Ministry of Supply Pace Tapered Chinos. Add a Bluffworks Oslo Travel Vest, and you’re ready to conquer the boardroom.
  • Night Out: Planning an evening adventure? Match the jeans with a sleek black shirt and your Hari Mari Adobe Boots for a look that’s ready for anything.

So, if you’re on the hunt for a pair of jeans that offer the trifecta of fit, quality, and versatility, your search ends with The Perfect Jean. They’re not just a wardrobe staple; they’re a game-changer. And let’s be honest, who doesn’t want to change the game when it comes to fall fashion?

Mott & Bow Jeans: A Solid Alternative

If you’re looking for a solid alternative to The Perfect Jean, Mott & Bow’s Straight Crosby in 6-Month Wash has got you covered. These jeans offer a blend of style and comfort that’s hard to beat. Let’s quickly break down why they’re worth considering.

They were an honorable mention in our Best Jean Review, so we included them here.

Another great jean brand
Mott & Bow
$128

About on par with Duer and some other brands in terms of comfort, style and price. While they are more stylish than other brands, they don't have the features of more tech-focused brands.

Comfort:
4.5
Features:
4.0
Overall Style:
4.5
Quality:
4.5
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The Comfort Factor

Made with a blend of cotton, polyester, and elastane, these jeans offer a comfortable stretch that moves with you. It’s like wearing your favorite pair of sweatpants, but you know, socially acceptable.

So, if you’re in the market for a reliable pair of jeans that won’t break the bank, Mott & Bow’s Straight Crosby in 6-Month Wash is a strong contender. They’re a budget-friendly alternative that doesn’t skimp on quality or style.

Wrapping It Up: Your Fall Wardrobe Sorted

My new favorite hoodie
Our #1 Flannel
A great boot
Our #1 Value Jean Pick
Another great jean brand
A great, versatile vest
A good in-between
My new favorite hoodie
Our #1 Flannel
A great boot
Our #1 Value Jean Pick
Another great jean brand
A great, versatile vest

So there you have it, folks—a comprehensive guide to the best men’s fall clothes that’ll have you looking sharp and feeling comfortable all season long. From the cozy Mizzen + Main flannels to the rugged Hari Mari Adobe Boots, and from the versatile Ministry of Supply Pace Tapered Chinos to the game-changing Perfect Jean, these pieces are more than just clothes; they’re your ticket to owning the fall fashion game.

Mix and Match

The best part? All these pieces are incredibly versatile, so don’t be afraid to mix and match to create a look that’s uniquely you. After all, fashion is all about personal expression, so go ahead and make your statement this fall.

So go ahead, update that wardrobe and step into fall like the fashion-forward individual you are. Trust us, your closet will thank you.

Bonus picks

Haven’t had enough yet? Check out Bombas Socks, Rothy’s Mens Shoes and Deion Sanders Shades for more style.

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