The List: Keep Your Fall Rolling in Style with My Favorite Gear Picks This Week

This is the perfect denim jacket for fall — there, I went out and said it!

If ever you  thought spring and summer were really only the prime times to wear a rugged denim jacket, think again. Fall style is all about shaking up what you thought you knew, and that’s especially the case as we start to stare down winter — thus, enter the Flint and Tinder Defender Denim Trucker Jacket and the rest of today’s picks in this new edition of The List. From cozy flannel shirts to essential craft beer gear, I think you’ll find a little bit of everything when it comes to the best fall gear picks to keep the season rolling (including — spoiler! — a look at a classic Barbour jacket). Like what you see? Head over to Twitter to let me know.

Flint and Tinder Defender Denim Trucker Jacket — $238

A rugged, tough-as-nails trucker jacket made with upgraded denim.

If you follow this site frequently, you know we (and by we, I mean me!) love the American-made menswear being churned out by Flint and Tinder over at Huckberry. Add to that list today’s lead-off selection, the best denim trucker jacket you’re apt to find: The rugged and layering-friendly Flint and Tinder Defender Denim Trucker Jacket. Cheers!

Billy Reid Moleskin Jeans — $225

Cozy, comfortable, inimitably stylish jeans from Billy Reid.

OK, so now that you’ve picked up your Flint and Tinder Defender Denim Trucker Jacket, what the heck are you going to wear it with? That’s easy. These slim moleskin jeans from America’s own Billy Reid are just the ticket.

Danner Pub Garden Boots — $189.98

Lace up these tough boots to take on the day — any day of the week, that is.

Are you feeling fully into the spirit of this season yet? Rugged leather boots from Danner — in fact, some of the best new leather boots around — are going to be a necessary and highly effective addition to your collection right this instant.

Taylor Stitch Ojai Jacket — $188

Uncompromising quality sets this Taylor Stitch jacket apart.

We’ve talked plenty in the past on the site about the rugged durability and classic styling potential of the Taylor Stitch Ojai Jacket, and that’s never been more relevant than with this recently launched new colorway of this rugged fall jacket. It could just be the perfect jacket for fall travel.

Mott and Bow Slim Mercer Jeans in Navy — $108

Slim deep navy jeans for colorful (or cloudy) fall days.

Although we already discussed a pair of slim moleskin jeans from Billy Reid above, we’re going to dive into a more classic pair of men’s denim, this time from Mott and Bow. The rich navy color makes these jeans unique, and possibly some of the best men’s denim for fall.

Oxford Pennant “Glory Days” Banner — $88

A retro banner to liven up your home or den from Oxford Pennant.

Now, is this vintage-inspired banner from Oxford Pennant something you can physically wear for fall? No — but that doesn’t mean it won’t add some seriously cool style to your den, living room or home office. Read more about Oxford Pennant here.

Barbour Men’s Icons Durham Waxed Jacket — $545

An unequivocally classic Barbour jacket in a waxed finish.

You should surely get used to seeing multiple features on the best men’s waxed jackets on the blog this season — and this handsome, classic Barbour Icon Durham Jacket is a prime example of why you need a waxed jacket in your closet right now.

Madewell Men’s Flannel Shirt in Windowpane Plaid — $95

An utterly classic flannel shirt fit for a fall weekend (say that five times fast).

See, we mentioned that we’d be talking about things like the best men’s flannel shirts for this season, did we not? When things get chilly, grab this rugged-yet-refined flannel from the recently revamped Madewell Men’s line, then wear it with … yes, you guessed it: The best denim trucker jacket  for fall.

VAER Watches Classic Watch — $149

A tough watch made to be worn on-trail or off this fall.

The best men’s casual watches have a little bit of something for everyone, and in the caes of the VAER Watches Classic Watch, that means a sharp dial design and an outdoor adventure-minded NATO strap.

American Trench Kennedy Luxury Athletic Socks — $19.50

Tough to go wrong with stylish, American-made socks.

Let’s talk details for a second — specifically, you  need a pair of the best socks on your feet this season, and these American Trench socks are a top-notch upgrade to wear with your new favorite leather boots.

Wallace & Barnes Stretch Canvas Shirt Jacket — $198

Just the right layer for fall from Wallace & Barnes.

We’re all about tough fall layers like the best shirt jacket for the season here on the blog today — and this handsome, pleasingly rugged & throwback-inspired canvas shirt jacket from Wallace & Barnes (via J. Crew) checks all the right boxes.

Bellroy Travel Wallet — $119.95 

A finely crafted leather wallet that’ll get better with age.

OK, so we’ve covered a lot of ground today, from the perfect jacket for fall travel to some of the best men’s denim for fall. But what’s something that’s timeless, and without a season? Why, the right leather wallet for everyday use — and on that front, Bellroy has you covered with the Bellroy Travel Wallet.

Clarks Originals x Carhartt WIP Wallabee Boots — $160

Fall-ready footwear in the iconic Wallabee silhouette.

Now, these Clarks Originals x Carhartt WIP boots have been a very hot-seller, considering it’s a limited-edition update of the classic Wallabee boot. But if you can snag a pair elsewhere, go for it — these co-branded Wallabee boots are perfectly casual, laidback & ready for fall (especially in a rich tan suede).

Taylor Stitch Jack Shirt in Indigo Stripe — $125

Yet anothe classic Taylor Stitch shirt for your consideration.

Yes, more Taylor Stitch menswear — and specifically, a stylish Taylor Stitch shirt sold via the brand’s high-quality, always-in-stock Essentials line. When you want to go classic-yet-casual, wear this rugged indigo shirt with slim chinos and some of the best new leather boots to the office.

Walls Outdoor Goods Canyon Vintage Lite Stretch Jac-Shirt — $79.99

A tough shirt jacket that just won’t quit when the going gets tough.

No sir, we’re not done talking about the best shirt jackets for men just quite yet. In fact, this sub-$80 shirt jacket from Walls Outdoor Goods is incredibly high-quality for the price, and made to be layered with rugged style essentials easily. Plus, it’s lined with cotton flannel Buffalo check lining for fall-friendly style (look for more on my Instagram soon).

Fjallraven Greenland Duffel — $150

A tough, durable duffel bag for all your fall adventures.

The best men’s duffel bags offer up uncompromising quality and go-anywhere durability — that’s what makes the Fjallraven Greenland Duffel such a welcome way to close out today’s edition of The List. Load it up with your favorite fall style essentials, then hit the road. Plus, you get waterproofing wax with this classic Fjallraven duffel, too.

Does anybody else have a shopping cart packed full of gear right now? For me, there are several standouts on this list of the best men’s fall gear, from slim moleskin jeans by Billy Reid to functional items like the Fjallraven Greenland Duffel right on through to a vintage-inspired banner from Oxford Pennant and of course, the best denim trucker jacket around. What’s your favorite of the above? Again, head over to Twitter to let me know. OK, folks — happy fall!

#OOTD: Here’s How to Layer Up with a Shirt Jacket for Fall

Just when you thought you’d seen it all when it comes to the best gear for fall, along comes today’s #OOTD to shake up how you layer up with a shirt jacket this season. Think of the best shirt jackets as a unique style transition through chilly weather, able to be worn right now as it gets slightly colder, and then effective enough to be layered up when the snow really starts to fall in earnest (for most of us, that is). And with that being said, that’s why we’re highlighting the ever-versatile, throwback-inspired Wallace & Barnes Stretch Canvas Shirt Jacket, a tough-yet-comfortable offering from J. Crew’s workwear-heavy, truly excellent Wallace & Barnes line. The great thing about the shirt jacket, as you’ll see, is the variety and versatility it gives. The best shirt jacket is able to be worn as a stylish blazer replacement to the office, especially when paired up with the slim Oxford shirt you’re going to see below. Think of this shirt jacket and this ensemble as your go-anywhere, do-anything outfit. It works to wear to the office before getting out of town on the weekend. It’s packed with the kind of cool, stylish-yet-classic touches that make it easy for a laidback date night. Want to grab a beer at your favorite brewpub? You’ll find these gear picks (particularly the rugged leather boots on display) to be just right. And before we go any further, know that we’re recommending … cargo pants, also from Wallace & Barnes. Don’t worry — these deliver the goods. Let’s get to it!

Rugged essentials to shake up your everyday style.

  • The Shirt Jacket: Wallace & Barnes Stretch Canvas Shirt Jacket, $98 — When you  want a shirt jacket that channels old-school cool & rugged style with modern wearability, you want this number from Wallace & Barnes.
  • The Shirt: Mack Weldon 37.5 Performance Oxford, $88 — Pair up this newly classic Oxford shirt (made with sweat-preventing 37.5® Technology), to take on the day — no matter where you go. Big fan of its slim fit and feel (thanks to the brand for sending!).
  • The Pants: Wallace & Barnes Ripstop Brigade Cargo Pants, $148 — OK, I know what you’re thinking … cargo pants?? Yes, yes indeed. Wallace & Barnes (of J. Crew fame) takes the cargo pant, slims it down, roughs it up & makes it highly functional for fall.
  • The Boots: Wolverine Evans Boots, $400 — Given that we’re working with a rugged shirt jacket and cargo pants (yep!), a pair of the best leather boots from Wolverine only seems fitting, yes? Yes.
  • The Watch: Timex Standard 40mm Leather Strap Watch, $79 — For only $79, you’re getting easily one of the best men’s leather watches out there, one that’s understated and yet reliably pairs up with this #OOTD.
  • The Everyday Carry: WP Standard Canvas Travel Bag, $298 — Heading to the office and then out on a weekend trip? Trekking across town? Loading up your gear to get some work done at a local coffee shop? Grab this WP Standard canvas bag, one of the best daily bags for the price you can find.
  • The Wallet: Tanner Goods Utility Bifold, $110 — Lest we forget, the right leather wallet belongs in your pocket (and your WP Standard canvas bag) no matter where you’re headed. Tanner Goods has you covered.
  • The Hat: Ebbets Field Flannels x Faribault Vintage Ballcap, $60 — Now, the hat is optional here, but for chilly fall weather and casual fall weekends aplenty, there’s nothing like an American-made ballcap from Ebbets Field Flannels & Faribault.

OK, so we mentioned that we’d be spotlighting cargo pants in this ensemble … hopefully, that didn’t scare you away?? At any rate, the key here is recognizing that this particular #OOTD takes the principles and pieces you know and love (I.E. A classic Oxford shirt and rugged leather boots) and flips them around a bit. Instead of a navy cotton blazer, we’ve got the aforementioned cotton canvas shirt jacket. As opposed to classic chinos, we’re swapping in those cargo pants. The result is an outfit that feels fresh and modern, as ready to grab a fall Old Fashioned as it is to head to the office (provided you can wear this sort of gear there). Either way, this look is all about rugged versatility. Throw in a stylish leather watch and a rugged WP Standard canvas bag, and you’re even ready for a bit of light travel. Of course, the right accessories always elevate an outfit, hence an American-made ballcap for casually rugged fall style — accompanied by the right leather wallet, of course. With fall in full swing, the best thing you can do is shake up how you dress on the daily, and again, one of the best shirt jackets is here to help you do so in style. Now, let’s get out there and get to it!

#OOTD: How to Dress for the Office This Fall

Looking for a new way to dress for the office this fall? Or rather, an upgraded way that makes use of fall style essentials you know and love? We’ve got you all sorted out today on the blog, and it starts with a classic flannel shirt — yes, the beloved rugged style staple is going to be the centerpiece of a perfectly casual-yet-versatile office look. That age-old question “How to dress for the office?” … well, here’s your answer. You’ll recognize style moves with which you’re already well-acquainted, including the use of the exceptional Flint and Tinder 365 Pants to add a bit of clean & tailored style. The real kicker here though (literally) might just be the stylish high-top sneakers we’re recommending you swap in, as opposed to rugged leather boots or refined dress shoes. That gives this look more of a laidback-yet-polished air, exactly the vibe to go for if your post-office plans include happy hour or a weekend getaway. Elsewhere, you’ll recognize the staples of classic office style, from an office-ready fall sweater to a refined leather watch — these are gear picks that won’t quit, and they’ll ensure you stand out subtly and stylishly, no questions asked. If it gets chilly on you in the morning? Throw on something like the Billy Reid Bond Peacoat to fight the fall chill. OK, time to get to work.

Can you wear sneakers and a flannel shirt to the office? When it’s done like this #OOTD, yes, yes you can.

Now, although there’s no telling what your day might send your way, dressing for the office doesn’t have to be a drag — that’s especially the case when you consider the fact that you’re starting from the get-go with a slim-fitting flannel shirt from iconic designer Todd Snyder — there’s no better way to go for fall. Consider as well that you’re layering up the right way with an office-ready fall sweater in a neutral grey, offset nicely those rich, Laurel Green-colored Flint and Tinder 365 Pants. They’ve got the comfort of jeans and the style points of chinos (and they’re some of the best pants for the office I’ve tried myself). And while you can certainly break out tough leather boots or refined chukka boots, the real key to nailing fall office style comes when you step out in stylish high-top sneakers instead. They deliver comfort and unique styling potential, and these Nisolo sneakers are also ethically made. In keeping with the casual-yet-polished nature of this outfit, I’m also recommending a refined leather watch, seeing as the right everyday carry essentials can get your mind in a great spot for your next big meeting. To keep your laptop and assorted goods safe, haul it all in a tough Filson briefcase, and accentuate the rest of your outfit with a dressy-yet-rugged Taylor Stitch leather belt (it’s a personal favorite). And if you’re among the bearded among us (like yours truly!), you’d do worse to keep your beard in shape with beard oil from Taconic Shave. OK, are you all set for a big day at the office? Keep up with all my style tips on Instagram. Good luck out there!

The List: This is All the Best New Men’s Gear You Need This Week

Lace up the SeaVees Mariner Boots for the end of October and beyond — simple as that.

Can you really feel it in the air now? While some say fall is too short — a darn shame! — I think it’s just right in terms of the atmosphere, the excitement, and naturally … the opportunity to gear up with the best fall style essentials from top to bottom. Take the excellent SeaVees Mariner Boots up above. They’re the perfect sneakers for fall, the kind of pair you can wear if you don’t want to give up your lace-ups in favor of rugged leather boots. I think you’ll find similarly helpful gear throughout the rest of today’s edition of The List — let’s take it away.

SeaVees Mariner Boots (Huckberry Exclusive) — $158 

Lace up these tough high-top sneakerboots for anything that comes up this fall.

We mentioned above that the perfectly rugged, effortlessly versatile SeaVees Mariner Boots are some of the best high-top sneakers for fall … or are they boots? Regardless, these can be worn with everything from tough chore pants to expertly faded denim.

Schott Natural Waxed Leather Cowhide Cafe Racer Jacket — $850 

A rugged, highly durable, classic leather jacket. Simply perfect!

If it’s one of the best leather jackets for men that you seek — as in, a truly iconic leather jacket from a brand like Schott NYC — you’d do worse than to get this stylish cafe racer jacket. Wear it as often as you want, and on any adventure you can dream up.

Edwin Maddox Slim Jeans — $168

Perfectly faded jeans for seriously cool fall style.

Speaking of expertly faded denim, this pair is precisely what you need for casual fall weekends aplenty. Wear them with your favorite hooded sweatshirt and again, a pair of the best high-top sneakers for fall for nicely executed, laidback style at your next tailgate.

Taylor Stitch Maritime Shirt Jacket in Rust — $188

A beautifully crafted shirt jacket to wear all season.

It’s no secret that when it comes to fall’s best shirts, well, Taylor Stitch undoubtedly comes to play. The Maritime Shirt Jacket is the latest example of this commitment to rugged style, and it’s easily one of the best shirt jackets for fall.

Grifter Company Classic Deerskin Gloves — $59.98

The only gloves you’ll need for fall travel and fall adventures, no doubt about it.

‘Tis the season to buy some of the best new gloves, is it not? Grifter Company has long been a favorite for the ways in which they offer up beautifully crafted, superbly tough gloves for fall and winter.

Proof Strong Shirt — $128

A versatile take on the classic chambray shirt, ideal for fall.

We’ll keep the hits rolling here with this classic denim shirt from Proof— it’s made to move with you and can be paired up with everything from a slim navy blazer to, yet again, a stylish cafe racer jacket.

Zodiac Chrono Quartz Watch — $495

A tough and rugged leather watch pairs perfectly with plenty of fall outfits.

Fall is the perfect time to up your watch game — you want to be reaching for something with a bit more rugged appeal, and a stylish leather watch like the Zodiac Chrono Quartz Watch fits the bill nicely.

Flint and Tinder Premium Slub Long-Sleeve Henley — $58

A classic henley that provides the right texture and style for fall.

If you read the pages of The Style Guide regularly, perhaps you’re well-acquainted with my love of a rugged henley, no? Well, add the Flint and Tinder Premium Slub Henley to your shopping list ASAP in that regard.

UFO Pumpkin Beer — Price Varies

A rich, classic fall beer to add to your rotation.

Now, pumpkin beers can be a bit divisive, but when done right, this is another worthy style to add to your fridge this fall — especially the UFO Pumpkin Beer, made in the Northeast with real pumpkin (yep!) and seasonal spices for a fantastically fall-ready flavor. A perfect sipper for your next tailgate or on a cold fall evening.

Topo Designs Wool Shirt — $169

The rugged shirt to wear on a cold fall night, pumpkin beer in hand.

Looking for the right layer to top off your rugged henley? Look no further than this classic wool shirt in a rich, fall-appropriate color from Topo Designs — it’s the perfect pairing.

Black Diamond Equipment Forged Denim Pants — $125

Remarkably tough, rugged denim made for anything you can dream up.

Over the past weeks, from trips to my favorite park to days at the office to visits to my favorite brewery, I’ve found myself turning toward one pair of pants in particular. These rugged black jeans from Black Diamond Equipment are every bit as tough as they look, made with CORDURA fabric for toughness, stretch and comfort. If you’re a climbing fan but also want to look sharp back in town, these are the jeans for you. And if you just want some slim black jeans with workwear flair to wear to a casual office? Pick these up ASAP.

Rustico Knox Bifold Leather Wallet — $50

A dependable, heritage-quality leather wallet.

An American-made leather wallet is something to be cherished, enjoyed and then used on the daily — take the Rustico Knox Leather Wallet, for instance. It’s one of the best men’s wallets for your everyday essentials.

Brionvega Grattacielo Radio — $148.98

One of the best Bluetooth speakers in terms of offering some serious bang for your buck.

Let’s shift from talking about the best men’s wallets to talking about this stylish, portable Bluetooth speaker sized to fit right on your bookshelf. Sleek, futuristic and made to deliver crystal-clear sound, it’s an ideal speaker to turn on as you relax at home during a crisp fall weekend afternoon.

Cooper and Thief Bourbon Barrel-Aged Wine — Price Varies

Rich red wine to complement a chilly fall night.

If you follow me on Instagram, perhaps you saw that last month, I had the chance to spend a lovely evening with Cooper and Thief (makers of rich, bourbon barrel-aged wine) and Billykirk leather goods at the Billykirk studio learning about the fine art of both leather craftsmanship and cocktail creation. Point being, if you want to surprise and delight your guests this fall, you’d be hard-pressed to find a cooler or more delicious wine than Cooper and Thief (and this is coming from a craft beer guy!).

Fabric Skincare Starter Kit — $12

Two simple, effective additions to your daily skincare routine.

There’s something to be said for finding the right skincare routine — and keeping your routine simple, effective and efficient is the best way to go about that process. The Fabric Skincare Starter Kit, in that regard, is excellent (I should know — I’ve been testing the line!). Packed with anti-aging ingredients and made to heal skin, this is the way to upgrade your fall grooming game now.

Astorflex Greenflex Rubber Sole Chukka Boots — $165

Surprisingly tough, street-friendly chukka boots.

Last but not least … want to step out in a pair of the best leather chukka boots without compromising city-ready style? These rubber sole chukka boots from Astorflex are stylish, sleek, versatile, and yes, functional.

So, do you have any favorites from the above list? Maybe it’s something casual, like a pair of expertly faded denim? Or perhaps you want to go durable with some rubber sole chukka boots from Astorflex? Even better yet, want to properly gear up for fall with one of the best leather jackets for men? Folks, the choice really is yours. Enjoy, and happy shopping!

Style Pick of the Week: Filson Western Flannel Shirt

The right way to layer up for chilly fall weather, guaranteed.

It’s high time we started diving into prime Pacific Northwest gear purveyor Filson, seeing as fall is perhaps the perfect season for this lauded heritage brand. And if it’s one of the best men’s flannel shirts that you seek for the season, then you should look no further than the Filson Western Flannel Shirt, a historically inspired, tough flannel shirt that cuts no corners when you want a dependable layer for chilly weather. This flannel shirt belongs on your list of fall style essentials for plenty of reasons, the least of which being that it’s got plenty of quality and versatility in terms of its specs. That shouldn’t surprise you if you’re a fan of Filson, but it’s still impressive. Namely, the Filson Western Flannel Shirt features the look and feel of a classic Western shirt, yet it’s done up in durable cotton twill fabric for uncompromising durability.

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Yet, that cotton twill is also brushed for softness — in short, this is a classic flannel shirt that’s going to feel like you’ve had it for years … right out of the box. Bravo on that front, Filson. And the other positive? Because this durable shirt is crafted to the brand’s top-notch standards, it’s made to be worn both indoors and outdoors, in the worst weather imaginable, for years to come — it’s no joke. Snap-front pockets and button snaps make it easy to layer up underneath a tough waxed trucker jacket or atop a thermal shirt (or with all three of those pieces at once).

SHOP: The Filson Western Flannel Shirt

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Tough hardware and comfortable fabric make this Filson flannel shirt one-of-a-kind, no questions asked.

Seriously, if you want one of the best flannel shirts for men, this is the way to go — and the price ($135 via Huckberry) isn’t too shabby, either. Consider, if you will, all the ways in which you can wear this Filson flannel shirt. For instance: Layer it over your favorite henley and team it with tough chore pants when early morning yard work calls your name. Or else, if you just want a surprisingly cozy flannel shirt to wear to out for morning coffee, take the Filson Western Flannel Shirt and mash it up with expertly faded denim. Heck, you can even team up this stylish flannel shirt with a classic shawl collar cardigan and tan chinos to head to the office (just add leather chukka boots). Again, the best men’s flannel shirts (like this one!) deliver the goods in terms of dependable fall style and durability — over and over and over again. Fall is here, and it’s time to layer up accordingly with Filson.

SHOP: The Filson Western Flannel Shirt

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#OOTD: Here’s How to Wear a Leather Jacket This Fall

Quick, what’s the most classic piece of outerwear you can think of? If it doesn’t come to mind right away, perhaps a Schott NYC leather jacket isn’t very far down your list — and it’s the rugged jacket that’ll serve as the centerpiece of today’s #OOTD, to boot. The right leather jacket can serve as more than a thin outer layer — it can add some serious durability, toughness and sleek style to any fall-centric look or occasion (especially if that occasion involves a rock concert or a weekend whiskey bar outing). So, we’ll kick things off with one of the best leather jackets you can possibly buy, and we’ll layer it up with all the right fall style essentials you can possibly shake a stick at. As you’ll see, a rugged flannel shirt adds a bit of grunge-inspired style (sorry, had to go there!), while an organic cotton henley adds even more warmth and fall-ready durability. Naturally, if you’re going for edgy and rock-inspired style, you could do worse than stepping out in some black Chelsea boots. The key thing to keep in mind is that you’re going to get a ton of use out of this investment-worthy leather jacket, and that makes it a reliable option even on a work day aside from this #OOTD (yes, paired with a white Oxford shirt and slim back chinos). With all of that being said, I’ll leave you to check out the rest of this fall-ready ensemble.

A sleek and classic leather jacket, matched up with the right fall style essentials.

  • The Leather Jacket: Schott NYC Lightweight Motorcycle Jacket, $750 — Fall is a  surprisingly great time to wear one of the best leather jackets on the planet — go figure! This Schott NYC leather jacket is an investment-worthy icon.
  • The Flannel Shirt: Knowledge Cotton Checked Flannel Shirt, $145 — Pairing up a rugged flannel shirt with a classic leather jacket is a timeless style move for fall — get this perfect flannel shirt to get started.
  • The Henley: Flint and Tinder Organic Slub Henley, $62 — Keep things simple, subtly stylish and rugged with this organic cotton henley from Flint and Tinder — ideal for a fall night out.
  • The Denim: Flint and Tinder Defender Denim (Slim Fit), $138 Slim dark blue jeans are a highly effective, classic pairing with one of the best leather jackets for early fall — no questions asked. And this pair of raw denim only gets better with age.
  • The Watch: Lum-Tec M82 Automatic Watch, $875 — A tough leather watch is the only way to go with the rest of this outfit’s gear picks. Lum-Tec comes through in the clutch, no doubt about it.
  • The Boots: Red Wing Heritage Weekender Chelsea Boots, $240 — Is it a no-brainer to wear tough black Chelsea boots from Red Wing Heritage with a rugged flannel shirt and a classic leather jacket? Yes, perhaps. But that doesn’t mean you shouldn’t do it.
  • The Socks: Burlix Moving Mid-Calf Socks, $15 — Your search for the best men’s socks might just be over. I’ve had the pleasure of testing Burlix socks over these past few weeks, and they provide plenty of comfort & shock absorption with rugged boots.
  • The Grooming Essentials: Living KOA Full Grooming Set, $79 — If you’re investing in the best when it comes to your classic leather jacket and slim denim, you might as well invest in your skincare on all fronts. The Full Grooming Set shown here makes it very easy to do that.

As one would expect, the difference here is in the details — and namely, the difference comes right at the start of this rugged fall ensemble, led off by one of the best leather jackets in the world. Yes, the world! It’s the perfect foil to perhaps the perfect flannel shirt, blending edgy and classic style seamlessly. From the brewery to a rock concert to the dive bar, this look has you covered. Heck, when you pair things up with an organic cotton henley from Flint and Tinder, you’ve got prime fall style on lock — and we haven’t even talked about the inky blue, raw denim you’re going to be wearing to complement this look. And to that end, you’d do well to step out in equally fitting black Chelsea boots from Red Wing Heritage— together, this combination has roots in the past and yet, remains perfectly modern at the same time. All of this is to say, you’ve unlocked unbeatable weekend style now. And while you might not think of a tough leather watch as being essential to this outfit, rest assured that it is (the difference lies in the details, after all). And on that front, Lum-Tec has you covered. Of course, a great fall #OOTD is nothing without grooming essentials to keep your skin sharp — and the best men’s socks on the market offer plenty of comfort when worn with tough Red Wing Heritage boots. It all comes together quite nicely, wouldn’t you say? No doubt about it. Good luck out there, folks — cheers!

The List: Gear Up for Fall Right Now with the Best New Men’s Gear and Beer

A new favorite pair of rugged leather boots for fall — you’ll have these for a long time, indeed.

Step to it and gear up for fall with my favorite new men’s style picks for the season today, my friends. Fall is well and truly a time to shine if you love rugged leather boots like the Red Wing Heritage Iron Ranger Boots shown above, and it’s also quite the time if you love the best Oktoberfest beer, richly crafted leather jackets and even a stylish long-sleeve tee or two. We’ve got rugged layers and new fall style essentials aplenty all the way around in today’s edition of The List — it’s time to continue ringing in menswear’s best season.

Red Wing Heritage Iron Ranger Boots — $330

Dependable, classic leather boots from Red Wing Heritage.

We mentioned above we’d be showcasing essential fall gear like the best leather boots to wear all the time — seriously, all the time. And for my money’s worth, it gets no better than the iconic, built-to-last Red Wing Heritage Iron Ranger Boots, this time done up in a rich Ebony Harness leather. Wear them with slim grey denim and your favorite chambray shirt to head to a Friday night rock show.

Flint and Tinder Craftsman Shirt — $118

A tough overshirt that’s going to prove mighty useful for fall.

We’ve talked about previously about how this Flint and Tinder overshirt is the perfect summer layer — and yet, that also means it’s incredibly well-suited for fall, what with its rugged construction and classic layering potential. Available in neutral colors for ease of use, this could be fall’s best overshirt.

Schott NYC Men’s Lightweight Cowhide Moto Jacket — $750

A sharp, rugged leather jacket you’ll have for years and years.

Schott NYC leather jackets are legendary, investment-worthy and lifechanging. And in fact, this Schott NYC Lightweight Moto Jacket, as sold by our good pals at Huckberry, takes the cake when it comes to being the best leather moto jacket you’ll ever buy. Layer up for fall with your favorite henley and slim black jeans, while we’re at it.

Walls Outdoor Goods “Kick It” Worn-In Stretch Work Pants — $44.99

Tremendously tough and ridiculously affordable fall work pants.

We’ve talked a ton on the blog about the best work pants to buy for fall, a time when rugged performance and functionality, from the trail to your backyard, is key. And for under $45, that’s what makes the Walls Outdoor Goods Kick It Work Pants so great. Remarkably well-priced, absurdly tough & made to be worn on chilly morning hikes or crisp afternoons in equal measure — and a new personal favorite.

Armor-Lux Breton Stripe Long-Sleeve Tee — $109

Not a bad choice when it comes to exceptional fall layering.

A classic Armor-Lux Breton tee is a certified summer essential, but did you know this heritage brand is also delivering the goods when it comes to the best long-sleeve tee for fall? It’s the rich color and easy-to-layer fabrication that sets this Armor-Lux tee apart.

New Belgium Brewing at The Source Hotel Denver — Price Varies 

Beautiful views and excellent beer lead the way at New Belgium’s experimental Denver outpost.

Less of a specific gear pick and more a highly lauded travel recommendation from yours truly — if ever  you visit the fantastic city of Denver, you’re in for a treat. That goes for the city’s beautiful outdoor atmosphere and a huge swath of breweries — including the modern, seriously cool New Belgium Pilot Brewery at the super-sharp The Source Hotel in Denver. Take in the amazing rooftop views and enjoy fresh, tasty beer all the while (get the Extra Pale Ale). The brunch menu isn’t half-bad, either. A true treat to visit in Denver, as seen on my Instagram.

Topo Designs 22-Inch Duffel — $89.00

A durable, go-anywhere bag for quick fall trips.

When you want to hit the road for a fall adventure but don’t want to overdo it on the packing front, reach for Topo Designs and the perfect small duffel for a quick trip. Easy as that.

TOMS TRVL LTE High Sneakers in Gunmetal Suede — $109.95

Perfectly essential fall sneakers from TOMS.

Some classic sneakers just scream “fall style,” be it their rich color or rugged suede texture, or handsome leather detailing (and we’ll have more options in that regard later in this post). The TOMS TRVL LTE High Sneakers are some truly excellent fall high-tops that bring a bit of everything to the table.

Adam Mar Slub Chinos — $95.98

An unstoppable pair of chinos for the season.

The best fall style is often about striking the right balance between rich colors and textures, and the Adam Mar Slub Chinos are assuredly some of the best men’s chinos when it comes to doing that. Wear them with the aforementioned TOMS high-top sneakers to the office.

Zodiac Watches Grandville Watch — $495

Make no mistake, this is the best black leather watch whenever you need to dress up again.

There comes a time in every guy’s life when he’s got to suit up and look sharp — and for when the occasion calls for nothing less than your best, you need the best black leather dress watch for that fall wedding or big day at the office. You need the Zodiac Grandville Watch. Bingo!

Flint and Tinder Organic Slub Henley — $62

One of the best fall henleys you’re apt to find right now.

As perfect a pairing with that Flint and Tinder overshirt we mentioned earlier, this is your new favorite henley — and it’s got all the specs that make it just right for fall layering. Take the organic slub cotton or the pleasing fit; the Flint and Tinder Organic Slub Henley has it all.

LEMS Shoes Boulder Chukka Boots — $120

Dependable, easy-to-wear chukka boots to take for a spin all fall.

Looking for a go-anywhere pair of fall chukka boots to wear with everything from rugged chore pants to slim dark denim and your favorite crewneck sweater? Get the LEMS Shoes Boulder Chukka Boots, and get them quickly, my friends.

Taylor Stitch Jack Shirt — $125

A classic shirt from Taylor Stitch to wear all fall.

So if you read the blog regularly, you know that we LOVE Taylor Stitch (and that might be an understatement). Classic men’s shirts like the Taylor Stitch Jack Shirt are precisely why, and the Dusty Blue Hemp fabric gives this one both casual and business casual appeal for fall.

Lone Tree Brewing Co. Festbier — Price Varies

Really kick things up a notch this fall with Lone Tree Brewing’s Festbier.

Again, let’s dive back into the world of seasonally friendly craft beer, shall we? Based in lovely Colorado (a prime craft beer hotbed!), Lone Tree Brewing delivers with a very pleasant festbier made to mimic the kinds of beers you’d drink this very month in Germany — truly enjoyable on a crisp fall night, and a pleasure to test recently.  Thanks to the brewery for sending!

Ampal Creative “Best in the West” Strapback — $29.98

An easy-to-wear fall hat that’ll only get better the more you wear it.

Who said fall menswear has to be boring? No one, that’s who — that’s why it’s fun to inject a bit of personality into a classic look (say, a rugged long-sleeve tee and tough chore pants) with a vintage-inspired hat. Easy to throw on when you don’t feel like doing your hair, and all the more stylish for it.

Vivobarefoot Gobi II Sneakers — $170

Casual chukka sneakers that’ll wear nicely with your favorite denim.

The best men’s sneakers are often ruggedly casual and somewhat unassuming, easily made to be pulled off with a pair of perfectly faded denim and a classic Oxford shirt on a chilly fall day … and my friends, the Vivobarefoot Gobi II Sneakers are the perfect fall sneakers, precisely.

OK, folks. That’s all for today’s edition of The List. Starting with the Red Wing Heritage Iron Ranger Boots, we certainly covered a ton of ground in the way of essential fall style picks (and craft beer, too!). Did you have any favorites? Perhaps the easygoing Vivobarefoot Gobi II Sneakers are just your speed? Or maybe, just maybe, you find the Schott NYC Lightweight Moto Jacket sitting in your cart? Any way you slice it, you can’t go wrong. All that being said, let’s keep fall rolling — looking forward  to hearing from y’all on Twitter!

Style Pick of the Week: Outerknown Highline Shirt

A rugged flannel shirt that’s surprisingly easy to layer.

As evidenced by the ever-changing pages of this blog, the search for fall style essentials like the best men’s flannel shirt never really ends, does it? Now is the best time to get one of the best men’s shirts for winter, too. No, sir. It’s a topic we’ve covered with growing frequency as we move into colder weather in earnest, and we’re back again today with the Outerknown Highline Shirt — it’s as pleasingly rugged and sustainable as you can get when it comes to the best flannel shirts out there. If you follow the blog, you’ll recognize Outerknown (just head here to read about one of the best fall jackets from the brand, for instance). It’s the brainchild of legendary surfer Kelly Slater and menswear designer John Moore, and Outerknown blends a distinctly laidback, West Coast and surf culture-inspired ethos with the sort of functionality that’s much-needed during the colder months. To that end, the Outerknown Highline Shirt checks all the right boxes in terms of dependable style and rugged appeal. It’s perhaps the perfect shirt for fall layering, given that it features a blend of organic cotton and linen — that means you should take the Outerknown Highline Shirt for a spin atop a thermal shirt or your favorite henley, or wear it underneath a navy herringbone blazer to blend high-low style with ease.

SHOP: The Outerknown Highline Shirt 

The Best Basics. Summer Ready.

Just one of three versatile colors in which you can snag this Outerknown shirt.

So this rugged flannel shirt is actually easy to layer, and it’s also easy to wear in a variety of style situations … but which one of the richly crafted patterns of the Outerknown Highline Shirt should you pick up? The answer could be … all three? I’m personally a fan of the Curry Shady Plaid variety seen at the top of the page, but the choice is yours. Either way, this is a laidback, classic flannel shirt that’s primed to wear with expertly faded jeans and classic high-top sneakers for a fall weekend. The benefits of this shirt don’t stop with the styling potential, however. As you might expect, Outerknown emphasizes using organic materials that benefit the enviroment  — so the Outerknown Highline Shirt has all of that going for it, too. The bottom line is quite simple: When you want to wear the best men’s flannel shirt for a weekend brunch or to a casual office, you’ll want to make it this one.

SHOP: The Outerknown Highline Shirt 
Shop Mott & Bow Today!

The List: Here’s All the New Men’s Gear You Need to Upgrade Your Fall Right Now

Just one of many tough gear picks to get you ready for fall — to say the very least.

Well, there you have it, folks. That Howler Brothers Rounder Vest as seen above is the perfect pick to lead off today’s list of fall style essentials. And if you normally conjure up some “Back to the Future” style vibes when you think of layering up with a vest, put those thoughts to the side ASAP — this is one of the best men’s vests to shake up how you think about fall layering, guaranteed. And the rest of today’s picks in this edition of The List are every bit as stylish and functional as you’d expect to carry us through October. Read on, start shopping and let’s get to work.

Howler Brothers Rounder Vest — $135

A rugged, timeless vest to layer up with all season.

Part of the terrific, extremely fall-ready Huckberry x Howler Brothers North Coast Collection, this rugged vest is perfect to layer over a thermal henley with inky blue denim and classic chukka boots all season long. Speaking of classic chukka boots …

Astorflex Greenflex Chukka Boots (Huckberry Exclusive) — $165 

A rich new shade of leather that’ll break in beautifully.

You know that you can always turn to Huckberry when it comes to the best chukka boots for men, right? And the Astorflex Greenflex Chukka Boots are as good as it gets, blending style and sustainability in one exclusive package — wear these with your favorite blue jeans every fall weekend.

Triwa Hu39-D Watch — $299

This is a atough watch you’ll want to wear whenever you can this fall.

Is there a way to encapsulate the fall season in a rugged casual watch? Yes, yes indeed there is — the Triwa Hu39-D Watch, what with its canvas strap made from recycled plastic, is the perfect watch to wear all season.

Topo Designs Global Briefcase — $139

A rugged, adventure-ready brief from a favorite brand.

Oftentimes, the right way to get ready for fall — particularly for a weekend getaway or an overnight camping trip — comes down to carrying the best outdoor bag. And in this case, the Topo Designs Global Briefcase is absolutely the right way to go.

Taylor Stitch Yosemite Shirt in Dusty Army — $125

The right flannel shirt for a new season, courtesy of Taylor Stitch.

Rest assured, this won’t be the last time we talk about Taylor Stitch and the excellent Taylor Stitch Yosemite Shirt this season. It’s one of the best men’s flannel shirts you’re apt to find, made out of cozy, easy-to-layer chamois fabric, and it’s ideal to layer over your favorite henley all fall and winter.

Anonymous Ism Chevron Socks — $18.98

The best new socks to wear with your favorite sneakers or boots? You bet!

OK, so you’ve got the big items (like the Taylor Stitch Yosemite Shirt) out of the way. But what about your favorite new socks, specifically this handsome pair from Anonymous Ism? Get ’em on your feet ASAP.

Rancourt & Co. Bennett Trainers — $295

Sleek sneakers to switch up your fall footwear game.

There’s a good chance that when you think of Rancourt & Co., you think of rugged sneakers and boots — slightly different than the Bennett Trainers seen above. And that’s not a bad thing! These are some of the best new sneakers to slide your feet into this fall, easily.

Burrow Nomad Leather Sofa — $1,450

Meet the new leather sofa you’ll have for years to come.

We’re all  about investing in the very best here at The Style Guide — like this refined leather sofa from Burrow, a surefire winner if you’ve been looking for a new sofa for your den or living room. The rich leather is perfectly suited for fall (and any time of year, for that matter!)

Flint and Tinder 365 Pants — $98

A pair of classic five-pocket pants to wear all fall.

If you’ve read the blog in the past, you know that the Flint and Tinder 365 Pants are some of the best men’s pants to wear to the office, out on the weekend, to happy hour … you get the drift. And they’re back this fall season in rich new colors, including the excellent Earth color shown here.

Scout Leather Co. Keychain Leather Fob — $29.98

A durable addition to your everyday carry, no questions asked.

If you’re in the habit of misplacing or fumbling around for your keys, change all of that with this durable leather keychain, an excellent addition to your haul of everyday carry essentials, no doubt about it.

Flint and Tinder Indigo Fleece Crew — $88

A classic sweatshirt that’s only going to get better with time the more you wear it.

Want a sweatshirt that’s more than just your average crewneck sweatshirt? Then the Flint and Tinder Indigo Fleece Crew is the one you want. Pair it up with the Flint and Tinder 365 Pants for all-day versatility.

Jack Erwin Leonard Sneakers — $165

Some of the most versatile sneakers you can wear this fall, guaranteed.

Now, if you live in a locale where it’s already starting to get chilly, rainy or (gasp) potentially snowy, these stylish Jack Erwin sneakers probably aren’t high on your list. But if not? If you want a pair of the best white sneakers to wear to the office and beyond on fall weekends aplenty? Go with Jack Erwin.

Proof The G.O.O.D. Shirt — $118

A tough workshirt hybrid that’s ideal for chilly fall weekends.

Naming a shirt The G.O.O.D. Shirt is quite the bold move, but Proof backs it up with a rugged fall shirt you’ll find yourself wearing plenty of seasonal style situations.

Duluth Trading Co. Spit and Polish Datenite Solid Cologne — $18.71

A new solid cologne to try out and enjoy this fall.

For a very agreeable price, you can get a new grooming essential in a small-but-highly-effective package, all but guaranteed to ensure you smell great this fall — no matter where you go.

 

So, I know there were a heck of a lot of options in the above post, but did any new fall favorites stand out to you? How about the always-essential Taylor Stitch Yosemite Shirt, ehh? Or maybe you’re  in the market for a bigger-ticket purchase, a la a  refined leather sofa from Burrow? Let me know your thoughts over on Twitter — happy fall!

 

See Now, Buy Now: This New Taylor Stitch Shirt is Your Favorite Fall Shirt — Guaranteed

A newly iconic shirt in a perfect fall texture.

If you pass through the digital pages of The Style Guide with any regularity, you’ll know we love the work being done by the San Francisco-based team at Taylor Stitch. It nearly goes without saying, but they produce some of the best men’s gear (and the best men’s shirts!) your money can buy. And on that note, well, that’s where the Taylor Stitch Jack Shirt comes into play. Specifically, the Jack Shirt in Heather Ash Waffle — it’s richly crafted, it’s endlessly versatile, and as the headline says above, it’s your new favorite shirt, guaranteed. As per usual, that would, at first glance, seem to be overly high praise … but again, Taylor Stitch can back it up.
The Best Basics. Summer Ready.

Where does it all start when it comes to one of the best men’s shirts for fall? It starts, naturally, with the rich and rugged fabric. For those days when you want to add some variety to your everyday #OOTD, the Taylor Stitch Jack Shirt in Heather Ash Waffle is just what the doctor ordered. Made from 100 percent organic cotton in a  pleasing-but-not-too-heavy 6.5oz. weight, it’s got the perfect texture to wear on its own or layer up over a rugged henley — that’s fall style at its best, if you ask me.

SHOP: The Taylor Stitch Jack Shirt in Heather Ash Waffle

The stylish shirt to wear all fall.

The fit of the Taylor Stitch Jack Shirt is also perfectly on-point, trim and tailored but not too tight in the slightest (I go with a size 40 for reference — see how I style it on Instagram). And when it comes to seasonal versatility, this new take on the Taylor Stitch Jack Shirt has that in spades. Case in point: You  can wear this classic fall shirt with slim dark denim or olive chinos on its own through the weekend, or layer it up with a classic navy blazer and tan five-pocket pants to head to the office. It adds just enough variety and visual interest compared to more straightforward shirts, and in my book, that makes it a winner — big-time. Shake up your fall style ASAP with what could just be your new favorite shirt.

SHOP: The Taylor Stitch Jack Shirt in Heather Ash Waffle