The Thursday Buy: The Bespoke Post Layers Box Has the Best Gear for Fall Right Now

If there’s one place you can go when the calendar starts flying quickly towards fall, it’s Bespoke Post. The NYC-based brand offers up an easy and effective way to stock your calendar with the best subscription boxes for men, month after month, and that brings us to today’s Thursday Buy. You might best know the brand for its stellar deals on tons of gear, including the famed Bespoke Post Weekender Box. Right now though, it’s the Bespoke Post Layers Box you’re going to want in your rotation right now, especially with the official start of fall only days away. In fact, when you join Bespoke Post, you’re getting the Bespoke Post Layers Box for just $45, a downright steal when you consider the utility you’re getting in exchange. What exactly awaits you in one of the best men’s subscription boxes? Reader, I’m glad you asked. It’s no less than one of the best flannel shirts, to go along with a stylish beanie cap for the chilly months ahead. We’re just getting started, though.

Get the Bespoke Post Layers Box ASAP

Stock up on fall gear early

How does Bespoke Post do it? Again, I’m glad you asked. They seek out new, fresh gear month after month, then bundle it up at prices that are too good to be true (the Bespoke Post Layers Box, for instance, is just $55 even if you’re not a member of the lauded subscription service). From cocktail kits to rugged flannel shirts like the soft-as-can-be Line of Trade Summit Flannel Shirt found in the Bespoke Post Layers Box, it’s all delivered in a highly impressive manner. In the case of the flannel shirt found here, it starts with luxurious and yet rugged fabric, as with all great flannel shirts (keep on scrolling for more).

As if it wasn’t enough to get a standout deal on two tried-and-true fall essentials, the Bespoke Post Layers Box is about as high-quality as you might expect from an affordable flannel shirt (which is to say, incredibly high-quality, since it’s Bespoke Post we’re talking about here). That means the shirt itself is made from ultra-soft brushed cotton flannel, the kind that feels great on its own against your skin and super-warm when layered up atop your favorite henley for fall from Bespoke Post. Plus, it’s tough to top the range of four essential color combinations on offer here when it comes to the Line of Trade Summit Flannel (note that you can also get the shirt on its own for a higher price, but why not take advantage of the deal at hand?).

The beanie cap from Wren is also a suitable topper to your next fall ensemble, delivered in an engaging range of colors that pair perfectly with the aforementioned Line of Trade Summit Flannel within the perfectly rugged and downright essential Bespoke Post Layers Box. In short, you’ve got the makings of a stylish, effective seasonal outfit up for grabs here with just a few clicks. Again, when you sign up to join Bespoke Post, you’re getting access to a whole range of the best subscription boxes for men, month after month after month. The next time you reach for a flannel shirt and beanie cap, make sure you’re wearing these two from the Bespoke Post Layers Box.

Layer up for fall with Bespoke Post

Your new favorite flannel is here

See Now, Buy Now: This Buck Mason Trucker Jacket Is Your New Go-To Fall Layer

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We’ve been talking for some time now here on the blog about the importance of stocking your wardrobe with, among other essentials, one of the best men’s jackets for fall. Or rather, at least one. And that’s where the new Buck Mason Twill Trucker Jacket comes into play. It really is a perfect essential for these in-between times, as nights start to get breezy and cold weather picks up slowly but surely. It’s part of the Buck Mason collection of jackets that really hit the sweet spot for fall, made with durable fabrics in classic silhouettes. None are too heavy nor too light right for these times: All are just right, you might say, so you’re sure to find your new favorite fall jacket on offer. But back to the Buck Mason Twill Trucker Jacket, yes?

Throw on this Buck Mason trucker jacket now

It’s a perfect transitional fall layer

The trucker jacket is about as timeless a style as you’ll find, modeled for the open road and quite ready for your next fall road trip. And here with the Buck Mason Twill Trucker Jacket, the much-loved brand (first inspired by the all-American, rugged and hard-working gear found in cities like Cleveland), Buck Mason really has done it again. Think of it like the perfect weekend jacket for brewery and coffee runs, or consider it in place of a blazer, but it’s as multi-faceted as can be. As with the rest of Buck Mason’s menswear essentials, it all starts with quality construction and materials.

SHOP: The Buck Mason Twill Trucker Jacket

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What makes the Buck Mason Twill Trucker Jacket so darn essential for the time when you’re likely to be crunching leaves underfoot? That’s easy: Especially in these increasingly casual times, it’s a true go-anywhere jacket. The Buck Mason Twill Trucker Jacket, available in a highly versatile Pumice or Black, “looks and feels like a sweatshirt,” according to the brand, but that fabric is actually a super-soft cotton twill (as the name implies). That means you can wear it atop a Buck Mason T-shirt when the sun goes down, but it’s not going to cause you to overheat if you layer it over your favorite Buck Mason henley (news flash: You should certainly do both).

Satchel and Page

The Buck Mason Twill Trucker Jacket‘s exterior has been brushed with pumice stones for added softness (perhaps why they chose the fitting name of the not-quite-summer, not-quite-fall Pumice color), yet it’s been finished off with metal shank buttons. This means it’s durable and sturdy enough to wear on the road and haul your everyday carry, yet it’s not so stuffy as to feel uncomfortable for hours at a time. Throw it on casually atop a crewneck sweatshirt if you need yet another layer on that fall road trip, and rest assured that it’ll get better and better the more you wear it. When you need dependably rugged style this season, layer up with the Buck Mason Twill Trucker Jacket.

SHOP: The Buck Mason Twill Trucker Jacket

#OOTD: How to Wear Chukka Boots for Fall For Guys

Is there any pair of footwear more essential for early fall than chukka boots? And not just any chukka boots, but the very best chukka boots you can get your hands on? Think of chukka boots like the perfect go-between as you step from summer into fall. They’re not as bulky as hard-wearing snow boots or duck boots, nor are they as lightweight and breezy as your favorite summer sneakers. The right pair of chukka boots, easily some of the best boots for men this season, is wearable with tan chinos and an Oxford shirt back at the office, or else with a rugged henley and expertly faded jeans on the weekend. And today’s pair in question checks all the right boxes, particularly if it’s durable style you want. And if you haven’t yet gotten acquainted with the Astorflex Greenflex Chukka Boots, it’s high time you got started.

These rugged-yet-versatile leather chukka boots are the kind you can wear just about any day of the week, and it helps that they’re stylish and sustainable to boot. Natural rubber soles meet environmentally friendly construction, and the result is a pair of chukka boots made to break in over time, not wear out. No doubt about it, the Astorflex Greenflex Chukka Boots are going to become your new seasonal go-to. I think you’ll also appreciate the supporting cast alongside your new favorite boots, including rugged fall outerwear and essential men’s pants. The rest of today’s #OOTD is up for grabs below, so shop accordingly. Stay stylish!

  • The Chukka Boots: Astorflex Greenflex Chukka Boots, $195 — Here they are: The centerpiece of your next fall ensemble and some of the best men’s boots for fall, period. They’ll only get better and better the more you wear them.
  • The Fall Jacket: Faherty Stretch Terry M-65 Jacket, $288 — Faherty has taken the field jacket and made it supremely comfortable, using easily wearable stretch cotton terry fabric for a modern, streamlined finish.
  • The Fall Shirt: Flint and Tinder Stretch Canvas Expedition Shirt, $118 — For wearing to the office on a casual day, for working from home and for grabbing beers this fall, get this garment-dyed Panama canvas shirt that’s just the right blend of comfortable, rugged and versatile.
  • The Jeans: Mott and Bow Slim Crosby Jeans, $108 — The right pair of jeans is as essential to your fall #OOTD as the chukka boots shown here, and Mott and Bow makes a nicely priced pair with a classic fit and wash.
  • The Socks: Flint and Tinder Wool Camp Socks, $18 — A pair of the best men’s boots for fall isn’t worth all that much without the best men’s socks as a much-needed accessory. These are warm, retro-inspired and ready for anything.
  • The Watch: Shinola Runwell Quartz Watch, $595 — To complement your perfectly rugged chukka boots, get an equally rugged, super-sharp brown leather watch from a brand that knows how to deliver expertly crafted style.
  • The Everyday Bag: Mission Workshop 500D Drift Tote, $285 — This rugged and durable tote bag has been a favorite of the blog this season, all owing to the fact that it can haul your laptop and electronics, or else some fall picnic essentials. Make it your next EDC essential now.
  • The Fall Hat: Buck Mason Rib Cotton Cashmere Seafarer Beanie, $60 — When fall weather turns unexpectedly chilly, break out this soft cotton cashmere hat (after storing it in the pockets of your Faherty M-65 jacket, of course.

How’s that for a rugged-yet-up-for-anything fall #OOTD? You can customize this ensemble to your liking, perhaps swapping out that Faherty field jacket for a fall-ready blazer, but really, the chukka boots in question are what makes this #OOTD really tick. As I’ve said before, from the price tag to the construction, they really are some of the best men’s boots for fall, and that’s just a fact. It gets even better from the ground up though, from a pair of Mott and Bow denim to the right socks to accent this outfit in fine fashion. And your accessories are only going to drive home the point even further (that this is an outfit fit for the brewery or for a casual office setting). Take the Shinola Runwell Quartz Watch, a truly remarkable timepiece that’s both rugged and refined. You’re also going to want to throw on that Buck Mason beanie when cold weather hits on that fall road trip you’ve been planning. Of course, a rugged Flint and Tinder shirt is just the kind of shirt you need to wear, sleeves rolled up, as you hit the road or head to the office. If this #OOTD looks like it’s got what you need, be sure to let me know in the comments below. Happy shopping!

The List: Start Shopping for Early Fall Right Now with the Best Buck Mason Menswear

Buck Mason's Chore Coat Is Back in Stock for Fall - Airows

When it’s time to stock up on the best menswear for early fall, I think I know where you should go. Perhaps you know, too. I’m talking, of course, about Buck Mason, long a favorite of the blog and a reliable standby for the best fall style essentials on the market. They also do a standout job delivering transitional style staples, from a rugged twill shirt to an indigo henley, but it’s during “shoulder season” (the time of year when you need an extra layer on your shoulders, naturally) that they really excel. These are all-American style staples done right, consistently. Here are some of my Buck Mason must-haves this week. Happy shopping!

The Best Menswear to Shop Right Now at Buck Mason

Buck Mason Bruiser Leather Moto Jacket — $495

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It’s time to break out your rugged leather jacket once again, the kind of jacket you can wear with ease atop a Buck Mason henley or an Oxford shirt in equal measure. Invest in the best and get ready to rock this fall.

Buck Mason Dry Waxed Canvas Deck Jacket — $285

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Buck Mason has a knack for making some of the best men’s jackets on the market for any season, especially the colder climes of fall. This rugged canvas deck jacket is lined for warmth and made with a heavyweight dry-waxed canvas for added durability.

Buck Mason Vintage Thermal Surplus Tee — $65

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For layering up under, say, a rugged canvas deck jacket, get this vintage-inspired thermal shirt for added warmth and comfort. The fit and design is also stylish enough for this long-sleeve tee to stand alone, sans layers, for a weekend coffee run.

Buck Mason Interloop Sweatpants — $85

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Let’s go a little bit casual and cool for a second, shall we? These old-school sweatpants are supremely comfortable, nicely tailored and even sharp enough to wear out of the house on a weekend road trip, I’d say.

Buck Mason Perfect Oxford One-Pocket Shirt — $75

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If it’s one of the best men’s Oxford shirts you seek, you could do far worse than this expertly crafted number from Buck Mason. The custom washed cotton and rich array of colors are both winners in my book. Wear this on plenty of laidback fall weekends.

Buck Mason Ford Standard Jeans — $145

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Classic, crisp, well-made denim is the name of the game with Buck Mason jeans, and it’s a concept that makes a ton of sense. Made from long-lasting Japanese denim, these jeans will only get better with age the more you wear them this fall.

Buck Mason Rib Cotton Cashmere Seafarer Crew — $145

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It’s remarkable how well Buck Mason nails the perfect balance between rugged, classic and modern. The cotton-cashmere blend and classic crewneck sweater design aren’t all that different from some Hemingway-approved style staples in years past. That makes it the best sweater you can buy for fall right now.

Buck Mason Rib Cotton Cashmere Seafarer Beanie — $80

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Top things off with another expertly executed piece from Buck Mason, one of the coolest men’s hats for winter (and a surefire buy right now, before cold weather hits in earnest).

To say there’s something for everyone at Buck Mason is a massive understatement. This classic brand has you covered across the board with everything from the ideal outfit topper (one of the coolest men’s hats for winter) to the best sweater you can buy for fall, not to mention more laidback style staples like old-school sweatpants. What’s not to love, right? If you do pick up any gear from Buck Mason, be sure to let me know on Twitter. Enjoy the start of fall, folks!

The Sunday Sale: Get Some of the Best Boots Under $300 from HELM

What is right now if not an outstanding time to start shopping some of the best boots for fall from HELM, right? It seems like just yesterday, we were talking about the importance of scoring some of the best boots for early spring. But like clockwork, it’s now just about time to lace up some highly dependable, utterly stylish boots for fall — and it doesn’t hurt that today’s boots in question are more than 10 percent off at HELM Boots (they should drop down to under $260, in fact).. The Austin-based bootmaker gets so many of the details right, including premium materials and exceptional production, and that makes the HELM Hollis Boots (a favorite of mine over the years) an incredible on-sale pickup as you search for the best men’s boots for fall — and beyond.

The Coolest Men’s Boots for Fall

HELM Boots delivers rugged, durable, handsome leather boots at unstoppable prices

HELM prides itself on affordability, not to mention high-class design and durability to begin with (they already make some of the best boots under $300, as it were). And now, staple items like the HELM Hollis Boots get an even deeper discount. Every penny counts these days, especially if you want to build a well-rounded and reliable boot collection, so start putting those savings towards your next big fall boots purchase. Briefly, what do you get with the HELM Hollis Boots? Quite a bit of bang for your buck, from the rich Dark Natural leather to the rubber mini-lug outsole for added fall traction. Antique Nickel eyelets dial in that sense of well-made durability, and the build means they’re suitable to wear with your favorite blue jeans or tailored chinos in equal measure. We’re going to wrap this one up here, because rugged boots on sale only means one thing: There’s no time to waste in adding ’em to your rotation.

Style Pick of the Week: Taylor Stitch Apres Pants – The Best Fall Weekend Pants for Men

The Après Pant in Army Waffle - Classic Men's Clothing | TS…

The search for what you might call the best pants for men, or rather, the best fall weekend pants for men, is a tricky one, especially in these times. You need a pair of men’s pants that are casual enough to kick back on the couch with a coffee in hand and records on, yet you also need a pair with enough polish to step outside your house. Enter the Taylor Stitch Apres Pants, a perfect happy medium between the two, which just so happen to be here well in advance of fall weather in earnest. I’m particularly a fan of the Taylor Stitch Apres Pants in Olive Waffle, which toe the line between joggers and chinos in terms of style and comfort. They’re not quite office-ready, but if you do happen to work in a casual office, I’d say you can rock ’em there, too. But the rest of the time? Yes indeed, the Taylor Stitch Apres Pants really just might be the best fall weekend pants for men, and that’s not just hyperbole.

It shouldn’t come as a surprise that a brand like Taylor Stitch, based out of San Francisco and a longtime favorite of the blog, is able to deliver on some of the best pants for men, period. After all, the brand was founded on perfecting a buttondown shirt, but they’ve long since expanded into stylish men’s chinos, denim and now, the Taylor Stitch Apres Pants. It all starts with the fabric and build of these pants, which also represents that hard-to-find happy medium for comfort and style.

SHOP: The Taylor Stitch Apres Pants

The Après Pant in Indigo Waffle - Classic Men's Clothing…

It’s a waffle weave 8.5oz. organic cotton fabric that helps the Taylor Stitch Apres Pants feel so comfortable yet polished: They’re lighter than the brand’s chinos and denim, but not too breezy or lightweight. Slash front pockets keep these more streamlined, as do the back button patch pockets, not unlike ones you’d find on Taylor Stitch pants. They’re tapered to an elastic cuff, hence the hybrid look and feel, so these would wear especially well with high-top or low-top sneakers, but not necessarily leather boots.

Rock the Taylor Stitch Apres Pants all fall

Cozy, casual comfort is within reach

The Taylor Stitch Apres Pants also feature a crucial and comfortable elastic waist, but they’re still cool and crisp enough to wear with everything from a Taylor Stitch Heavy Bag Tee to a Taylor Stitch chambray shirt (seriously). They’re perhaps best worn on fall days at home or road trips, blending mobility and style all along the way. Take your pick from five versatile colors, including Indigo and Charcoal, then be prepared to work them into your fall wardrobe even more often than you thought possible. Yes indeed, the Taylor Stitch Apres Pants are going to quickly become your new go-to fall pants.

SHOP: The Taylor Stitch Apres Pants

The Friday Read: Buck Mason Sweaters, New York Fashion Week & New Laphroaig Whisky

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Folks, welcome once more to The Friday Read, where I give you the proper tools to head into your weekend in style. Considering that we’re rolling into early fall, at least on the calendar, I’d recommend you do yourself a favor in this shortened version of my weekly recap and pick up one of the best men’s sweaters from Buck Mason. Kind of like the vintage Buck Mason sweater seen above, yes? I’ll be adding that one to my wish list as we roll into the fall season in earnest.

Layer up for fall with Buck Mason

Get your new favorite sweater now

On another note, it was a short but very busy week in New York City, one that rolls on right now: It’s New York Fashion Week once again. After a year-plus of virtual shows, it’s been thrilling and fun to safely get back out there and see everything from emerging designers at New York Men’s Day to the inspiring gala put on by Runway of Dreams last night. As it were, I have plans to attend more shows yet today, so stay tuned to my Instagram for more NYFW highlights. In the meantime, here are a few brief highlights from this week in the world of menswear and writing by yours truly. Cheers!

Laphroaig Cairdeas 2021 Pedro Ximenez 3
  • The headline mentions Laphroaig whisky above, so that’s where this entry comes into play. More to the point: I had the chance to review the latest Laphroaig whisky launch following a summer road trip upstate to experience outstanding Scotch and outstanding community, and you’d do well to add some to your bar cart via my latest dispatch for Maxim.
  • Let’s keep it a bit more casual in today’s shortened NYFW dispatch. Head on over to The Manual to get my guide to the best, coziest and most stylish sweat shorts to wear to work from home and lounge around in comfort this weekend. It’s really that simple!
  • Here’s one more recommendation before I let you go for the weekend: The latest and greatest from Faherty Brand is absolutely worth your time. It’s a rugged shirt jacket that’s perfect for layering, so be sure to check out my guide on the best shirt jacket of the moment, and be sure to shop accordingly.

Folks, that’ll do it for today’s Friday Read in the midst of a jam-packed New York Fashion Week. Stay safe, stay stylish and thanks for reading!

The Thursday Buy: Layer Up with Faherty Brand’s Quilted Fleece CPO for Fall

We’re already barreling through September, believe it or not, and that’s why you should have your sights set on the best new fall menswear from, among other retailers, Faherty Brand. Of course, any menswear wardrobe should be stocked with the best seasonal style essentials, but there are just a few companies in particular that really seem to get the spirit of the best fall menswear in particular. After all, what could be more seasonally friendly than layering up with the rugged-yet-soft, extremely comfortable Faherty Brand Epic Quilted Fleece CPO? If that name sounds like a handful, well, rest assured that Faherty Brand lives up to the promise of “epic” quality in crafting one of the best shirt jackets for men, and that’s really saying something.

I’ve become a fan of Faherty over the years through the brand’s use of fine, premium materials and extremely high-quality construction, something that echoes across the board whether you’re in the market for a short-sleeve henley in the hot months or something like the perfect flannel shirt for cold weather. In that sense, the Faherty Brand Epic Quilted Fleece CPO is just about everything you could ask for in a rugged fall layer, starting with the military-focused origins of the style (so modeled after the type of versatile and durable jackets worn by Chief Petty Officers).

SHOP: The Faherty Brand Epic Quilted Fleece CPO

Naturally, Faherty brings things forward into the 21st century with the Faherty Brand Epic Quilted Fleece CPO using a cotton-polyester blend, well-made quilted construction and contrasting nylon fabric for some visual interest when layered up this season. The Faherty Brand Epic Quilted Fleece CPO is especially sharp in the navy colorway shown here, which means you can wear it over shades of grey (as in, a rugged long-sleeve henley) or even a vibrant plaid shirt. Antique brass snaps offer up another bit of durability as far as one of the best men’s shirt jackets is concerned, and you get the true “shirt-jacket” feel through waist welt pockets.

Get the best shirt jacket for fall now

Faherty Brand delivers yet again

To me, the Faherty Brand Epic Quilted Fleece CPO is best worn on casual, cool fall mornings, subbed in as a blazer substitute for an end-of-week meeting or thrown on as you pack up the car for a safe fall road trip. It works more than serviceably in each of those situations, providing warmth, style and rugged appeal. Of course, you’re shelling out just a bit more for the Faherty Brand Epic Quilted Fleece CPO than your average layer from a fast-fashion brand (it retails for $198 at Fahery Brand), but think of it like style you can count on and trust, all the while. Throw in the fact that you can select from multiple color options, and Faherty Brand has every base covered with this reliable, all-new fall layer.

SHOP: The Faherty Brand Epic Quilted Fleece CPO

See Now, Buy Now: Mack Weldon’s Stormchaser Jacket is the Best Fall Travel Jacket

The good folks at Mack Weldon continually prove why the company is one of the best menswear brands of the moment, from ease of service to high-quality products designed to move you from season to season. That’s the case whether they’re producing one of the best fall jackets for men — the subject of today’s post — or whether the focus happens to be, say, the best T-shirt for spring or the ideal pants to wear back to the office. There’s lots to love with Mack Weldon, and when you check out the Mack Weldon Stormchaser Jacket to carry you into and through blustery early fall days, you’ll certainly realize why they might just be your new favorite men’s style brand. That’s high praise, but I’d guarantee there’s something for everyone at Mack Weldon, assuredly including one of the best jackets for men.

It’s the brand’s first rain jacket, and although that might seem like something you more closely associate with spring, it’s all the better to keep handy as fall weather rolls through town, especially with outdoor road trips top of mind. The Mack Weldon Stormchaser Jacket is built to exacting standards and manages to clock in at below $200, impressive when you consider the sort of functionality you’re getting here. It features a fully seam-sealed interior, keeping you dry while maintaining the composed exterior of a lightweight rain jacket. Bonded pockets also protect your everyday carry essentials, another must-have for fall adventures.

SHOP: The Mack Weldon Stormchaser Jacket

Crucially, the super-functional and sleek Mack Weldon Stormchaser Jacket is as stylish as it is functional, boasting a sleek design and a sleek matte finish in two highly wearable colors. It’s the perfect sort of jacket to add to any wardrobe of existing Mack Weldon style staples, including the brand’s Tech Chinos and perhaps a breathable Oxford shirt. You can also wear it accordingly atop a sweater from Mack Weldon, all the better to really drive home versatile, go-anywhere style.

Get this durable rain jacket now

Mack Weldon has you covered

It’s going to keep you dry on the road and at home, and it helps that the built-in adjustable hood is also rather sleek, not overly bulky. It seems like, as with most Mack Weldon gear picks, the brand really has thought of every little detail, right down to the Velcro cuffs on the Mack Weldon Stormchaser Jacket. It’s also worth noting once again that the sub-$200 price works well for most any budget, especially if you’re OK with buying a rain jacket you can layer and wear in multiple seasons (which you certainly should be!). The Mack Weldon Stormchaser Jacket is at once underrated and essential, and it belongs on your back heading into fall.

#OOTD: How to Wear an Overshirt For Fall

It’s been a busy few weeks when it comes to fall style essentials and surveying the seasonal landscape here at The Style Guide. You might have even noticed a few posts in our new Tuesday Steal series replacing the traditional Tuesday #OOTD slot. But we’re back at it today with a new ensemble, and not a moment too soon for early fall. Let’s get to business. How to wear an overshirt for fall really does start with one of the best men’s overshirts, and the fact that it’s coming at you by way of Flint and Tinder is absolutely a huge bonus. It’s also accented by another stone-cold style essential, the kind of layer you won’t want to leave home without, and that’s one of the best men’s henleys for fall.

Shop an essential fall overshirt now

Today’s #OOTD shows you how to wear it

Now is the time to really let the building blocks of your seasonal wardrobe shine, and that’s where today’s #OOTD comes in. Gone are the days (hopefully) of sweating it out this summer and trying to figure out, say, how to wear chinos in the heat. No sir, fall brings with it some of the best times of the year for layering and for rugged adventure (even if said adventure simply involves a brewery tour and some cold, fresh beer). And of course, that means this look is filled with rich seasonal colors (think faded brown, tan and olive). But it all comes down to the gear itself. I think that you’ll quickly find the Flint and Tinder CPO Shirt Jacket delivers on everything you need in a stylish shirt jacket in this transitional time of year, from the lightweight construction to the durable and functional styling potential. If you’ve been stowing away your “shacket” through the hot summer months, it’s time to let it back out into the open, just in time for the best season in menswear. Let’s get back in the saddle with today’s #OOTD, shall we?

  • The Overshirt: Flint and Tinder CPO Shirt Jacket, $148 — This versatile overshirt, one of the best overshirts for men, is a study in durability and wear-anywhere style potential. It’s made with a blend of cotton and spandex for comfort and stretch in spades.
  • The Henley: Buck Mason Pima Curved Hem Henley, $55 — This won’t be the last time we talk about one of the best men’s henleys for fall. This one is just lightweight enough to layer up comfortably on breezy fall days.
  • The Rugged Fall Pants: Filson Dry Tin 5-Pocket Pants, $135 — You can wear these rugged work pants just about anywhere, from the trail to a distillery or at home around a fire pit. Filson has long delivered the goods, and they continue to do so here.
  • The Boots: Rhodes Footwear Bozeman Boots, $225 — Complete with a well-built moc toe, rich leather and a comfortable-yet-durable wedge sole, these classic moc toe boots are ready for anything this fall.
  • The Watch: Shinola Runwell Automatic Watch, $1,095 — What’s not to love about this handsome, heritage-worthy leather watch? It’s more suited for weekend outings than rough-and-tumble wear, but you’ll be able to get plenty of use out of it this season.
  • The Hat: Howler Brothers Camp Howler Snapback, $35 — A classic ballcap is the only way to top off this outfit, especially one with a distinctive, retro logo. Throw it on at a moment’s notice to get out the door and hit the road.
  • The Wallet: Satchel & Page Slim Bifold, $70 — Could your everyday carry use a refresh? This elegant, hard-wearing leather wallet for men is just what the doctor ordered. It’ll break in beautifully with everyday use this season.
  • The Everyday Carry: Satchel & Page Slim Mailbag, $475 — No matter what you’ve got to haul (your headphones and a book or laptop, perhaps?), this remarkably stylish leather messenger bag is going to serve you well for years to come.

If you ask me, I’d say this #OOTD does just about everything you could ask of it this season. It’s got versatility and multiple styling options available by way of the two top layers, like a stylish shirt jacket and one of the best men’s henleys for fall. You can wear the henley on its own and keep the shirt jacket handy in your extremely cool, stylish leather messenger bag, for example. And it’s all helped along by the perfect blend of form and function via Filson’s rugged work pants, which can be worn to do actual work as easily as they can be worn to grab fall weekend beers. As I always say, no fall ensemble is complete without the right pair of boots, like the classic moc toe boots shown above from my friends at Huckberry. It doesn’t get any better than boots that can be broken in over time, and the same can be said for your other EDC essentials, like your newfound, supremely stylish leather wallet for men, courtesy of Satchel & Page. Invest in the best and reap the rewards this fall. I’m also of the opinion that you’ve got to keep your accessories on point, and that means finishing this outfit off with the right combination of high and low: An investment-level leather watch, not to mention an eye-catching ballcap. You’re ready for anything between those two fan favorites. Where will this #OOTD take you? Be sure to let me know in the comments below. Stay stylish this fall!