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.

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 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.
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
