Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD will take one great item and put together a versatile, stylish outfit around it. Look for past features here.
It’s been a few weeks since we had a proper #OOTD here on The Style Guide, so we’re getting back to business today. As fall weather rolls into your neck of the woods, perhaps you’ve been breaking out some of your favorite style essentials for the season. It’s a time much-loved around Style Guide HQ for that very reason — and your list of seasonal essentials should definitely include a flannel shirt. Now, cotton flannel fabric in a plaid pattern carries with it a bit of a negative stigma — it was such a trendy staple for years that it might seem played out. But there are a few key ways you can break out a flannel shirt without looking as if you’re heading off to chop wood. The key starts, as always, with the fit of your shirt. Take that classic flannel fabric, slim it down (or size down) and pair it with a decidedly modern bomber jacket. Oh, that’s right — that’s what the below #OOTD is doing. Take a look below, follow your author on Instagram and follow The Style Guide on Facebook for your daily prescribed dose of #menswear.

Not too trendy, not too boring — just right. A modern flannel shirt paired with other modern staples.
The Flannel Shirt: Eddie Bauer Favorite Flannel Shirt, $49.99 — There are some brands you don’t mess with when it comes to flannel. Eddie Bauer’s been making these for years, and they’re comfortable, easily wearable and — here’s the key — slightly visually different in an engaging Baltic plaid pattern. Size down for a slightly trimmer fit, and wear it a ton.
The Bomber Jacket: Beckett Simonon Cole Bomber Jacket, $295 — The biggest key to making this look more modern than lumberjack? A beautiful calfskin suede bomber jacket in a trim fit. Treat this piece with care (I.e. Avoid the rain) and it should last through many seasons to come.
The Denim: Cheap Monday Sonic Denim (Available via East Dane), $90 — Learn more about a denim brand that could be a new favorite — we’re talking classic washes, nice fits and agreeable price points for the quality.
The Boots: Chippewa Original 6-Inch Service Boot in Cordovan, $269.98 — Does it get any better than ridiculously durable Chippewa boots, especially in Cordovan? Hardly. These boots are the rugged complement to the slick bomber jacket — you’re wearing a flannel shirt, after all.
The Socks: American Trench Pima Cotton Houndstooth Socks, $18.98 — Textured socks in this particular color should play nicely off the deeper blue of the plaid flannel shirt — the American-made quality doesn’t hurt, either.
The Watch: Timex for J. Crew Andros Watch, $118 — J. Crew does many things quite well, and a few things very well — its collaborations with third-party partners rank high on that list.
The Belt: Rag & Bone Rugged Brass Belt. $150 (Available via East Dane) — Is $150 a lot for a belt? It certainly is. But Rag & Bone does essential basics without fuss — this durable belt falls within that category neatly.
The Everyday Carry: Taylor Stitch Raw Brass Keyhook, $32 — Goods from Taylor Stitch — from the brand’s Everyday Chambray Shirt to this keyhook — are as well-made as can be. Carry this thing everywhere, and never lose your keys again, yeah?