#OOTD: The Best Way to Wear a Flannel Shirt This Fall

Gather ’round, Style Guide readers — today’s #OOTD tackles a favorite topic when it comes to rugged men’s fall style: How to wear a flannel shirt this season. If flannel shirts call to mind the mid-aughts boom of American workwear, well, they should — they were a key piece of #menswear then, and the right flannel shirt is just as relevant now. Today’s shirt of choice, the Filson Vintage Flannel Shirt, channels just the vibe you want when wearing a flannel shirt. It’s got all the trappings of a classic piece, but it’s just a bit more modern. With a cool black-and-cream color, it’s less outdoors-y and instead, just …  a cool shirt. And the way you wear your new favorite flannel shirt is going to make all the difference, too. Pair it with rugged style essentials like a premium slim henley and textured Bedford cord pants, and you’re going to shake off all those “urban lumberjack” connotations. Fear not, though — we’re still finishing off this #OOTD with rugged leather boots.  I know this much: You can make this outfit work for you at a football tailgate, at a bonfire or on a brewery tour — and that’s just the tip of the iceberg. Let me know your thoughts over on Twitter when you get the chance, if you so please.

Best men's flannel shirts

Think again about how you wear your flannel shirt — this Filson shirt bucks the trend and looks great.

The Flannel Shirt: Filson Vintage Flannel Work Shirt in Black and Cream, $145 — The centerpiece of many a stylish and rugged fall outfit, Filson gets the color and classic fabrication just right with its Vintage Flannel Work Shirt.

The Henley: Billy Reid Speckled Henley, $155.98 —  Yet another critical fall layer, this made-in-Italy Billy Reid henley is a premium upgrade over a standard thermal henley — perfect for layering with a Filson flannel.

The Pants: BANKS Roll Bedford Cord Jean, $75 — Rather than reaching for dark blue denim, reach for the slim, fall-ready BANKS Bedford Cord Jean — textured, unique and slim-fitting.

The Boots: Wolverine Original 1000 Mile Boots in Roughout, $299.98 (When On-Sale) — For fall, Wolverine has taken its 1000 Mile Boots and upgraded them in a rich, seasonally ready roughout leather. Perfect.
The Belt: Sturdy Brothers Everyday Belt in Chestnut, $80 — To stand up to your sturdy leather boots and a rugged flannel shirt, a tough leather belt from Sturdy Brothers is just what the doctor ordered.
The Watch: Pantor Sea Lion Watch, $424.98— This outfit is packed with fall-ready neutrals, so shake up your wrist game with the striking, durable Pantor Sea Lion Watch. It’s the ideal, rugged watch to wear to a football game or a bar crawl.
The Bag: Topo Designs Mountain Briefcase, $119.98 — Whether you head to a house party or out on a day trip, the sturdy, well-made Topo Designs Mountain Briefcase is more casual (and durable) than the briefcase moniker implies.
The Beard Balm: Upstate Stock Willowemoc Beard Balm, $22 Upstate Stock happens to be one of my favorite spots for menswear in Brooklyn — and they make a nice beard balm to tame your mane this season.
Are you sold yet on the versatile, rugged styling potential of the  Vintage Flannel Work Shirt from Filson? In a cool color scheme, it’ll work as a warm top layer over something as premium and understated as the Billy Reid Speckled Henley. And when you team up that combo with a crisp set of trousers like the BANKS Roll Bedford Cords, you’re set for casual fall excursions from the city to the country and back. Don’t step foot outside this fall without tough leather boots, either — I’d strongly urge you to invest in the stellar Wolverine 1000 Mile Boots — are you with me there? A durable, weather-ready watch like the Pantor Sea Lion Watch is going to fit right in with the tough nature of this outfit, and the Topo Designs Mountain Briefcase is standing at the ready if you need a new fall go-to to haul your everyday carry. So, I think we’re all set with today’s #OOTD. Thanks, as always, for reading!
-Beau

Style Pick of the Week: Taylor Stitch Crater Shirt

Editor’s note: Expect these posts weekly detailing one standout item coveted by yours truly. Sometimes, these fit within budgetary restrictions and other times, they’re expensive splurges worth saving for. For more Wish List items from Beau, head here, and to see other Style Picks, head here.

A rugged, Portuguese-made shirt from a brand that consistently delivers on style essentials.

A rugged, Portuguese-made shirt from a brand that consistently delivers on style essentials.

There are brands that almost make it ridiculously easy to get all your shopping done in one place — if you read The Style Guide, you know that Taylor Stitch is definitely one such brand.  It seems that just about anything you need on the #menswear front can be fulfilled by the brand — that goes for things like essential chambray shirting, classic men’s chinos made from durable fabric, and a drool-worthy leather jacket or two, and it’s particularly evident during times best suited to rugged gear (like fall). If you thought you couldn’t possibly need another reason to shop at Taylor Stitch, think again. In this instance, gentlemen (and ladies), the Crater Shirt is that very reason — and it’s a heck of a good one. It’s available for pre-order right now on the brand’s Web site for the very reasonable price of $98 — that means you should hop on  ordering one just as soon as you can. Clearly, fans of the brand got the memo — the Navy & Charcoal Plaid version seen here has been funded to the tune 146 percent. Now, what are you getting for that price? Starting with the brushed Portuguese flannel and rolling through to small details like the flap chest pocket and Japanese Urea cat’s eye buttons,  a heck of a shirt is what you’re getting. It plays right into the brand’s focus on producing timeless pieces that quickly turn into hard-wearing wardrobe staples. If you’ve checked out something as seemingly straightforward as the brand’s Brushed White Oxford, then you know that sentiment to be true. No matter the style, you’re getting the best they’ve got to offer. With the Crater Shirt, that means you’re also getting to pick between two color choices practically made for late fall, early winter and beyond.

The inverse of the option seen at the top of the page -- yet still just as stylish and versatile.

The reverse of the option seen at the top of the page — a Charcoal & Navy Plaid pattern that’s still just as stylish and versatile.


Seriously, you can’t go wrong with either the Navy & Charcoal Plaid  seen at the very top of the page, or the Charcoal & Navy Plaid pattern seen above. Still with me? Hopefully. Either way, you’re getting a durable, modern-fitting flannel shirt that’s heavy enough to wear as a shirt-jacket over a long-sleeve merino tee, comfortable enough to wear on its own, and stylish enough to fit in at the office with slim chinos — or atop slim raw denim at your favorite weekend watering hole. By pre-ordering now, you’re setting yourself up for a heck of a stylish November (that’s when the shirt ships out). It’s a hallmark of the brand that the style is still one you could easily wear with a variety of looks — that goes for the snowy depths of January just as much as it does for crisp November days. If it sounds strange to think that far ahead, think of this as a long-term investment that’s well worth your while. Heck, if the Crater Shirt is anything like the brand’s lauded Yosemite Shirt, it’s absolutely a keeper. For all of us fans of Taylor Stitch, that’s excellent news indeed. What are you waiting for? Head to the Taylor Stitch site to pre-order the Crater Shirt now (that’s not a request!).

If you do pre-order it, let me know on Twitter — and stay stylish in the meantime,

-Beau
Buck Mason - Timeless Design. Made in America.