See Now, Buy Now: The Filson Service Boots are the Most Rugged Fall Boots Around

Filson Service Boots

Potentially some of the best boots for fall — heck, the best men’s boots, period — that you can buy right now.

We’re about halfway through September right now — and ever closer to the first day of fall, so it’s high time you continued shopping for (and buying) a pair of the best men’s boots. Where else to go but Filson, assuredly one of the best places to get gear for men? From the Filson Summer Sale on into fall and winter with pieces like the best flannel shirt, they don’t stop — and the Filson Service Boots are as fitting an example of that as any, offering the kind of rugged durability you should certainly demand from your new favorite pair of boots.  On that note, it’s the kind of craftsmanship you’re investing in that really makes the difference (similar to Filson hand-tooled leather goods, ya dig?). But back to these boots.

The great thing is, the Filson Service Boots carry on the sort of rugged, durable-yet-stylish legacy you’d expect from the lauded Pacific Northwest heritage retailer. They make gear that’s made to go off-road and into the field as readily as it can be worn on a winery or brewery tour. And my friends, you can count on the Filson Service Boots to go all of those places and plenty more this fall. The phrase “They don’t make ’em like they used to,” well, it actually doesn’t apply here — that’s because Filson has assuredly succeeded when it comes to these rugged leather boots.

SHOP: The Filson Service Boots

Filson boots

Rugged leather boots made with top-notch construction.


These plain-toe boots draw inspiration from vintage, military standard issue leather boots, featuring oiled, roughout leather construction. That provides durability and toughness when pairing your Filson boots with, say, Filson chore pants in the elements, yet the versatile profile also means these are a pair of boots you can wear with jeans, easily. The Goodyear storm-welted sole also provides additional protection from rain and debris (there’s no way for water to enter the sole), while rust-resitant hardware, triple stitching at stress points, and a Vibram outsole add maximum performance and toughness. These are some of the most durable leather boots to buy for fall, and really … would you expect anything less from Filson? I certainly wouldn’t.

SHOP: The Filson Service Boots

Style Pick of the Week: Oliver Cabell Mock Brown Leather Boots

Mock | Brown

Luxurious, rugged-yet-refined leather boots for fall? Sign me up.

As we roll through September, what’s on your shopping list? Make sure the best boots for men sit atop your list — but let’s take a step back for a second. You’ve surely got a rotation filled with rugged leather boots, the kind fit for off-trail adventures and to-go brewery visits aplenty. What if, though, you amped up your boot game with a pair that was ever-so-slightly refined … while still being rugged and well-made? That’s where Oliver Cabell comes into play. The Oliver Cabell Mock Leather Boots are at once handsome and dressy, yet durable enough to take on the season ahead. That makes ’em … yes, you guessed it … some of the best boots for fall, period. For the past few years, the brand has been able to deliver quality akin to some of the best brands in the game, yet at lower prices (these stylish leather boots retail for $248 regularly).

Now, perhaps you’ve read about Oliver Cabell here on the blog before (check out this post on the best men’s sneakers, for instance), but they’ve delved ever deeper into the world of the best boots for men these past few years, with stellar results. Hence, the Oliver Cabell Mock Boots are ready for your purchase and your review — I think you’re going to dig the results. These are a rare pair of water-resistant leather boots, made with durable Blake-stitch construction for resoleability. And the Vibram outsole is every bit as comfortable and lightweight as you’d expect from a premium brand like Oliver Cabell

SHOP: The Oliver Cabell Brown Leather Mock Boots 

Mock | Brown

All the best materials you’d expect, with all the added touches you need now.

Both the specs and the styling potential of these stylish moc toe boots are more than up to snuff when it comes to your fall functionality and fashion needs. That waterproof leather just so happens to be a highly versatile shade of brown, fit for pairing with tan chinos and a white Oxford shirt or a denim shirt and slim black jeans (yes, you can mix black and brown together!). These are a solidly built pair of stylish, refined leather boots — you could even wear them with a charcoal wool suit and that classic white Oxford shirt (ditch the tie) if you find yourself needing to spruce up a bit during these socially distant times.

Vintage brass eyelets and premium Italian cotton laces live up to the Oliver Cabell promise of quality, too. While these boots might look a bit too precious, there’s no reason you can’t wear ’em out and about around town (wear a mask!) this fall — and beyond. The fall season is just getting started, so you best get to work with some of the best boots for men.

SHOP: The Oliver Cabell Brown Leather Mock Boots 

 

See Now, Buy Now: These Filson x Danner Boots Are the Perfect Boots for Early Fall

Filson X Danner Combat Hiker Delivers Military-Grade Quality | Man ...

Two companies famed for rugged durability deliver some of the best boots for men, period.

Ladies and gentlemen, your new favorite pair of fall boots is going to come from Filson. That’s right: Filson. If these Pacific Northwest heritage purveyors don’t strike you right off the bat as makers of some of the most rugged men’s shoes, then think again Filson footwear falls perfectly within what you might call “Filson Life,” be it grueling projects at home or lofty excursions in the field.And that’s where today’s See Now, Buy Now pick comes into play. The Filson x Danner Combat Hikers are, simply put, the perfect boots for early fall. They’re a custom iteration of standard-issue combat boots given to troops all across the world, so they can certainly handle anything you throw at ’em.

They’re exactly what you need to navigate rocky terrain, windy weather and tough conditions aplenty — at home or on the road during socially distanced adventures. The best gear for men, after all, doesn’t quit on you when you need it the most, and the same can be said for the best men’s boots. It’s helpful that both Filson and Danner built their brands on creating wildly tough outdoor gear meant to handle any situation, specifically in the Pacific Northwest. These durable, stylish hiking boots fit the mold in that regard. It starts with a hard-wearing, waterproof leather upper and a durable rubber rand placed along the bottom of the hikers, and things only get better from there.

SHOP: The Filson x Danner Combat Hikers 

Dependable men’s boots that blend the best of both worlds when it comes to Filson and Danner.

The best hiking boots for men blend form and function, and the great thing is, these Filson x Danner boots definitely do both (be it back in town, worn with tough chore pants and a rugged henley, or out on the trail). The difference here is the flexible, ribbed Vibram outsole, a hallmark of Danner boots that just so happens to provide excellent traction on slippery trails and surfaces. GORE-TEX lining adds comfort and waterproof protection, too.

The fact that the leather is custom-made for Filson only bodes very well for the long-term durability of these rugged hiking boots (certainly, they’re some of the best men’s boots, period). The Filson x Danner Combat Hikers check so many of the right boxes, you should feel more than comfortable wearing ’em with faded blue denim and a Filson flannel shirt in your downtime hanging out by the fire pit this fall. Sounds pretty unbeatable, right? That’s what you get with Filson and Danner.

SHOP: The Filson x Danner Combat Hikers 

HELM Boots- $50 Off Your First Purchase

 

Style Pick of the Week: Nisolo Andres All-Weather Boots

Get ready for early fall –yep –with the best men’s leather boots, courtesy of Nisolo.

It might feel odd at first glance to be talking about some of the best men’s boots as we’re in the midst of a heat wave, right? But rest assured, we’re just doing our best here at The Style Guide to get everyone ready for early fall with the best men’s gear and the best boots for men. And what comes with early fall, along with crisp weather and falling leaves? The need to be ready for anything with a pair of the best boots for men — hence, the rugged leather boots you see here, an ideal pair to buy right now as you stock up for the season ahead. The Nisolo Andres All-Weather Boots (available in rich colors like Brandy and of course, sleek Black) check all the right boxes when it comes to leather boots that are cool and functional at the same time — it’s right in the title, after all. And when it comes to Nisolo as a brand, you can be sure you get what you pay for (snag ’em for $260 at Nisolo or get them at Huckberry).

Nisolo, based out of Nashville, has long been a favorite of the blog, from the lightweight Nisolo Travel Derby to the rugged Nisolo Leon Weekender. But hey, let’s get back to your new favorite boots. As mentioned above, every guy needs a rugged pair of leather boots to throw on and then, well, forget about — the kind of boots that can stand up to breezy summer weather right now, and then work reliably through fall rain and flurries. Again, the Nisolo Andres All-Weather Boots, made with water-resistant, oil-based leather, are the way to go. That’s not all though, folks.

SHOP: The Nisolo Andres All-Weather Boots 

Grab these tough leather boots now, then wear them right into fall and even early winter.

To close out your summer — day hikes, bonfires, to-go brewery visits — get these stylish leather boots and wear them with your favorite T-shirt and slim tan chinos. Then, keep them handy come early fall to wear with slim black selvedge denim and a classic chambray shirt (be sure to add a nice dram of whiskey on the side). Of course, tough leather boots are nothing if they’re not built for the long haul, so Nisolo built these on a Vibram 430 Mini Lug sole for added grip and traction. Last but not least, a soft leather lining ensures supreme comfort — no matter how long you wear these classic leather boots. It sounds to me like you can’t beat the Nisolo Andres All-Weather Boots, can you? Once again, you can snag them for $260 at Nisolo. Happy shopping, folks.

SHOP: The Nisolo Andres All-Weather Boots

See Now, Buy Now: The LEMS Shoes Boulder Boots Are the Best Spring Boots

Still searching for the best waterproof leather boots for spring? It’s a tough task, right? No doubt about it. And yet, it gets easier. That’s because the best boots for spring are found in today’s post — they’d be the LEMS Shoes Boulder Boots, and you need them on your feet ASAP. These are strange times we live in, so you might not have much opportunity to wear these on epic trips anytime soon, but for solitary hikes, yard work at home and dashing out to quickly pick up some coffee at your favorite shop? Yes, these rugged leather boots are the way to go. Now, LEMS Shoes has a reputation for making durable and yet highly packable (yes, packable!) boots that defy convention, and the latest edition of these waterproof leather boots should be no different. These particular rugged leather boots are durable, tough & ready for whatever you throw at them — if you read the blog, you know this to be true. And if not? Best get acquainted now. LEMS Shoes really does appear to have it all figured out, given that these boots weigh just 12.9oz., and they also travel & wear extremely well. Who can argue against a rugged pair of brown leather boots, right? It gets better when it comes to the LEMS Shoes Boulder Boots, though.

SHOP: The LEMS Shoes Boulder Boots

That light weight doesn’t sacrifice quality construction, and it doesn’t leave toughness behind, either. The rugged brown leather on these boots just so happens to be waterproof (as the name would imply), and the design is easily packable, too — it’s a hallmark of LEMS boots, to be sure. And the styling potential with these is first-rate, too — wear them with simple-yet-classic style staples like dark denim & a rugged henley, or team them with tan chinos, a denim jacket & a chambray shirt. You’ve got style, functionality and durability, and it’s all rolled up into one set of finely crafted, perfectly packable boots. It doesn’t get any better than that for early spring (and beyond). Step into these durable leather boots ASAP.

SHOP: The LEMS Shoes Boulder Boots

See Now, Buy Now: These Truman Boot Co. Boots Are Your New Favorite Pair

You’re stepping out this spring in rugged leather boots, mark my words.

Don’t waste any time this spring finding your new favorite pair of leather boots — there’s a very high probability they could in fact be the stylish leather boots in question pictured above. How so? And why is now (early April) the right time to continue wearing a pair of rugged leather boots, even as the weather warms ever so slightly? Well, for starters, the Truman Boot Co. Service Boots aren’t your average pair of boots — they’re made for any season and nearly any set of weather conditions. Plus, who said you had to put limits on when you decide to wear your favorite rugged leather boots, right? Yes indeed. The right pair of leather boots can function easily as the mercury starts to climb, especially if you focus on pairing said boots with the right spring style essentials (so, think laidback picks like faded blue denim and a classic T-shirt, among others). But you might still be wondering about the specs of these boots, given the price tag ($420 at Huckberry) — right? So, let’s dive on in.

SHOP: The Truman Boot Co. Service Boots 

Top-notch quality and construction sets these tough leather boots apart.

Tough, go-anywhere leather boots aren’t easy to make — Truman Boot Co. knows this, and that’s why they get that critical Huckberry stamp of approval. The Peanut colorway shown here is exclusive to the lauded San Francisco retailers, and the use of Waxy Commander leather (sourced from Leeds in the U.K.) ensures extra durability and quality. The Goodyear welt and protective toe box offer both dependability and style points — the cap toe profile gives these boots just a bit more visual interest than your average pair. And that visual interest? Well, that means you can wear these Truman Boot Co. boots with everything from slim tan chinos, a white slub tee and a denim jacket to a classic navy cotton blazer and blue denim. They’re tough and rugged, yet not as overwhelmingly heavy as your durable snow boots — again, that gives them spring-ready styling potential. Consider them a new go-to pair of leather boots for this season, then be sure to keep them close at hand through the spring.

SHOP: The Truman Boot Co. Service Boots 

Reader Giveaway Opportunity: Get These New Samuel Windsor Boots for Spring Right Now

Rugged, comfortable leather wingtip boots … that could be yours soon.

My friends, welcome to a new week — and a new take (for today) on our See Now, Buy Now series. While I’m still giving you the customary rundown on some of the best men’s gear, today’s end result is a little different. In fact, you’ll have the chance today to win your own pair of Samuel Windsor boots — the pair seen above, as it were! To win, you need only follow the brand on Twitter below — it’s that easy!

Now, if you’re based in the U.K., you’re likely familiar with Samuel Windsor — they’ve been specializing in affordable menswear and accessories since 2003, and the prices at which these essentials are offered is truly a sight to behold. We’re talking serious affordability and serious quality, both of which I’ve had the chance to experience these past few weeks when testing out the brand (as you might have seen on my Instagram).

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Brogue detailing sets these handsome wingtip boots apart — enter below to win your own!

Shop Western Rise Now

The Samuel Windsor Fairfield Boots are some of the best wingtip boots I’ve tried in some time, blending all kinds of comfort with durability and classic styling potential. They’re from the Samuel Windsor Prestige Collection, which features Goodyear welted construction, quality leather and a certain sense of classic flair that’ll upgrade any outfit. I’ve personally worn the Samuel Windsor Fairfield Boots  with everything from navy chinos and a garment-dyed Oxford shirt to a classic henley and slim dark denim — they’re just that good. The stitched rubber sole provides all-weather durability, while antique eyelets also offer another unique touch. And with all that being said … doesn’t it sound pretty great to win your own pair!? Well, again, you need only follow the brand on Twitter below.

A winner will be selected randomly — shoes will ship from the U.K. Thanks for supporting brands that support The Style Guide! Cheers.

See Now, Buy Now: These New Chelsea Boots From HELM Boots Belong On Your Feet

A new take on the Chelsea boot from one of the best men’s bootmakers out there.

Just when you thought it might be time to start putting your leather boots away in favor of more spring-like style essentials, HELM Boots goes and releases some of the best leather Chelsea boots on the market. Surely, you know HELM Boots from the blog, and from my musings on the best boots to buy now. But if not? Let’s dive in. The boots in question in today’s See Now, Buy Now entry would just so happen to be the HELM Boots Holt Boots, a new take on classic Chelsea boots that’ll have you making plenty of excuses to wear them — yes, from the early spring and into (gasp) … the summer. After all, when you find a pair of the best Chelsea boots at an agreeable price for their construction and quality, you make an effort to get as much use out of them as possible — that’s my stance, at least.

Logo 234x60

So, to business. The HELM Boots Holt Boots come in two highly versatile, rich leathers: Dark Grey (wear them with stonewashed light grey jeans and a classic white T-shirt) or Dark Natural (ready to be paired with your favorite denim and a waxed trucker jacket). As it goes with HELM Boots, the difference really is in the details, starting with the fact that these stylish Chelsea boots are made with unique, full-grain Balthazar leather using time-tested methods (HELM Boots has been crafting stylish boots in Austin for more than a decade now, so rest assured, they hold up).

SHOP: The HELM Boots Holt Boots

Sleek, yet rugged and dependable all the same — a very solid effort from HELM Boots.

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Most importantly, the HELM Boots Holt Boots really drive home the notion that every guy needs a great pair of Chelsea boots in his wardrobe. They’re more visually interesting than classic chukka boots (although you need a pair of those, too!), they offer tougher style and functionality than high-top sneakers (again, also a necessity!), and in the case of the HELM Boots Holt Boots, they can be worn to the office as readily as they can be worn to, say, the Austin City Limits music festival. How’s that for a classic pair of Chelsea boots? Not bad, I’d say. Experience the HELM Boots Holt Boots for yourself, then let me know what you think of them on Twitter.

SHOP: The HELM Boots Holt Boots

 

Style Pick of the Week: Sanders Hi-Top Dress Chukka Boots

Stepping out with sleek, effective high-top chukka boots.

There’s never a bad time to step out wearing a pair of the best men’s chukka boots — especially on a late winter weekend, and especially when the stylish chukka boots in question are the Sanders Hi-Top Chukka Boots. They channel the perfect kind of dressy-yet-versatile style that only the best men’s chukka boots can provide, what with the kind of elegance required to be worn with a navy herringbone suit or your favorite pair of dark denim in equal measure.

Tell me: Do you have any chukka boots in your arsenal currently that can do that? Not quite? That’s why you need these Sanders chukka boots. Mark my words, though: The list of positives goes on (and on, and on). They check all the proper boxes as you search for your new favorite pair of chukka boots, including a sleek profile and a rich suede leather upper (ideal to start wearing now, then keep around come spring and summer). And what’s more, the lineage of Sanders should be enough to buy these dress chukka boots on merit alone. After all, Sanders has been making some of the best men’s footwear (period) since the 1870s — based in England, they’re a sleeper brand that deserves your attention and hard-earned cash, too.

SHOP: The Sanders Hi-Top Chukka Boots

Unbeatable quality, the best materials and top-notch construction set these apart.

The crepe sole, with a thicker cut than, say Clarks desert boots, provides even more comfort and a smooth ride than you might expect — that’s what makes these boots perfect for pairing with everything from slim olive chinos (in the approaching spring) or the best corduroy pants (right now). The versatility of this seemingly simple style shines through in the color selection of these hi-top chukka boots, too — choose from rich Polo Snuff Suede or Moss Green Suede, then pair either with everything from light wash jeans or navy chinos to faded dark denim. As to where exactly you can take the Sanders Hi-Top Chukka Boots, well, that’s really up to you. The comfortable crepe sole and refined, yet not-too-dressy design mean these would be apt for overseas travel or a day at the office in equal measure. Especially when worn with slim tan chinos and a navy polo in the spring, you’re channeling some 007 style in Casino Royale.  Seriously, how cool is that?? Not bad at all — I think James Bond himself might even approve of the Sanders Hi-Top Chukka Boots, so you might as well see for yourself.

SHOP: The Sanders Hi-Top Chukka Boots

Elevated Basics. Grounded Price.

The List: Stay Warm in Style Right Now with Winter’s Best New Gear

Step out in style with the best new men’s gear — these rugged leather boots included.

Getting dressed in style through the winter — especially now that we’ve hit February — can often seem like a monumental task. It’s cold, it’s (likely) snowy, it’s not a lot of fun to be outside … so you need a hearty helping of the best winter style essentials to carry you through these doldrums. So it goes with today’s edition of The List, led off with some of the best chukka boots (from HELM Boots) that you’re going to step into this winter. We’re going to complement those classic boots with the sort of picks that’ll upgrade your grooming and your life in general — heck, that’s what these posts are all about, after all. So fear not: Winter will subside, and you’ll get through it with your new favorite menswear. Read on.

HELM Boots Declan Brown Leather Chukka Boots — $295

Rugged leather chukka boots that’ll break in nicely over time.

Every guy — including you — needs a pair of the best leather chukka boots in his wardrobe. It’s helpful that the HELM Boots Declan Boots are made with serious quality in mind, and built to deliver all winter long. What can you pair your rugged leather chukka boots with? Funny you ask …

Flint and Tinder Selvedge Chinos — $168

Perfectly rugged-yet-versatile selvedge chinos.

Is it hard to find a pair of American-made chinos, and an affordable pair of chinos, at that? The short answer is quite simple: Yes. The Flint and Tinder Selvedge Chinos are ridiculously well-crafted, endlessly versatile and yes, perfect to pair with your HELM Boots Declan Boots.

Belstaff Ridge Quilted Jacket — $340

A legendary, rugged jacket from Belstaff to wear all winter.

The first thing you need to take care of for the rest of winter? Finding one of the best winter jackets — an investment-level quilted jacket from Belstaff ought to fit the bill nicely, agreed? Plus, this durable coat could be one of the best winter travel jackets thanks to its versatile design.

Bespoke Post Parlor Box — $45

The right way to upgrade your home bar in style.

Stepping away from menswear for a second, there’s no time like the present to upgrade your home bar. Crucially, you can do that for a low, low price with the Bespoke Post Parlor Box — cheers.

Serica W.W.W. WMB Edition Watch — $540

A rugged, classic leather watch to wear all through winter.

Right off the bat, the Serica W.W.W. WMB Edition Watch has a lot going for it — made in collaboration with adventurer and photographer Matt Hranek, it’s as durable and classic as it gets, and it’s perhaps the most versatile leather watch you can wear on your wrist this winter.

Saturdays NYC Stenstrom Fleece Jacket — $245  

A cozy, luxurious fleece made for winter layering.

Don’t sleep on the versatility and style of a cozy fleece jacket — especially a surprisingly luxurious fleece jacket from Saturdays NYC. The NYC-based brand are masters of minimal style, and this premium fleece jacket is just one fine example.

Far Afield Deniz Cable Knit Sweater — $154 

As rugged a winter sweater as it gets.

It’s the right time to layer up with a rugged winter sweater to fight back against the season’s chill — thankfully, the Far Afield Deniz Cable Knit Sweater (as sold by Bespoke Post) is up to the task.

Super73-S1 Universal Motorbike — $2,200 

A seriously cool motorbike made to inspire wanderlust.

As I said, we’re about more than just menswear in these gear roundups — and this investment-level motorbike (available via Huckberry, naturally) fits the mold if you like to get out on the open road. The Super73-S1 Universal Motorbike is one-of-a-kind, that much is true.

Faherty Brand Stretch Corduroy Shirt — $148

A classic corduory shirt, sure to impress at the office or at happy hour.

Winter calls for plenty of rugged men’s style essentials — kind of like the endlessly wearable Faherty Brand Stretch Corduroy Shirt, a simple-yet-classic and easy-to-style corduroy shirt. How easy to style? Simply grab an investment-level quilted jacket from Belstaff and your Flint and Tinder Selvedge Chinos.

Flint and Tinder Wool CPO Shirt — $228

A durable CPO shirt that calls to mind cold winter mornings.

The focus today has been all about winter layering essentials, but we haven’t come across anything quite like the Flint and Tinder Wool CPO Shirt just yet. It’s one of the best shirt jackets on the market, made with a durable-yet-versatile blend of Japanese wool and polyester, plus a neat color that works with your new favorite chinos.

Duke Cannon American Soap and Hatchet Set — $175

All the best men’s grooming essentials, delivered in collectible packaging with a neat design. Well-done, Duke Cannon.

Let’s get back to more affordable style staples, shall we? In this case, Duke Cannon delivers the goods with the jam-packed, well-designed American Soap and Hatchet Set, featuring all the men’s grooming essentials you need — plus a neat carrying case and yes, an actual hatchet. A great gift for the stylish guy, too.

EVERGOODS CTB 40 — $289

The durable, dependable everyday backpack to take with you everywhere.

Your everyday carry needs to be sleek, streamlined and efficient — and of course, effective. The EVERGOODS CTB 40 checks all the boxes, and it’s destined to become your new everyday bag because of its rugged-yet-minimal construction.

Taylor Stitch Crewneck in Natural Donegal Terry — $98

A classic crewneck sweatshirt made the Taylor Stitch way.

Who said a crewneck sweatshirt can’t be stylish? As one would expect, the good folks at Taylor Stitch are making one of the best men’s crewneck sweatshirts, and they’re doing it in a color that’s cool, unique and ready to wear with your favorite chambray shirt this winter.
Mott and Bow Charles Twill Chinos — $125

Classic chinos from your favorite denim brand.

We talked earlier about the Flint and Tinder Selvedge Chinos, but allow me to introduce to you perhaps another pair of your new favorite chinos — they’re made by Mott and Bow (makers of some of the best men’s jeans), and rest assured, the Mott and Bow Charles Twill Chinos get the job done in winter (and every other time of year!).
Astorflex Rolflex Boots — $185

Durable boots that are part-sneaker, part Chelsea boot.

So, what exactly are you going to wear with your new favorite chinos, for example? The hybrid sneakerboots shown here — the Astorflex Rolflex Boots carry on that lineage of quality and style you expect from the brand, to say the least.
Flint and Tinder Wool Camp Socks — $15.98

The best socks for your boots? Sure thing.

OK, last but not least — if you read the blog regularly, you know that the best men’s accessories make all the difference when it comes to comfort and style — the Flint and Tinder Wool Camp Socks are certainly a prime example of this. They’re the best men’s socks to wear with your Astorflex Rolflex Boots, among other picks.
OK, so … do you have a favorite pick from the above, rather extensive list? It’s always tough to decide between essential picks that are modern and stylish (take the Mott and Bow Charles Twill Chinos) and must-have layers (a la the Flint and Tinder Wool CPO Shirt). Of course, if you really want to splurge, then the Super73-S1 Universal Motorbike is a prime adventure-focused purchase. And we’d be remiss not to mention the very pick highlighted at the top of the page, the HELM Boots Declan Boots — these stylish leather chukka boots can be worn with each and every single one of these menswear essentials. Let me know how you’re putting them all together on Twitter.