#OOTD: How to Layer Up This Winter

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 series will take one great item and put together a versatile, stylish outfit around it. Look for past features here.

So, first things first — I hope y’all had a great Christmas. I know I enjoyed spending mine with family in lovely, sunny Florida (you can check out the full trip recap here). And with that being said, it’s time to get back to dressing for a decidedly colder NYC winter — perhaps it’s chilly where you are as well, and if that happens to be the case, well … The Style Guide is here to help with the latest entry in our #OOTD series. We’ve discussed casual cold-weather style moves this fall and winter, from dressing for a weekend coffee date to layering up with a crewneck sweater. The below #OOTD builds on that approach with a bit more tailored flair. It seems there re a myriad number of ways to go about dressing for a cold day — either on the weekend or during the week — but what about when you feel like mixing more formal pieces into a casual ensemble? Say, when dressing for Sunday brunch and a stroll around town, or a nightcap at your favorite local watering hole — times when you could wear jeans but, well, don’t quite feel like it. We’ve all been there, right? The below #OOTD mixes in picks that are both classic and casual, durable and slightly dressier. I won’t ruin all the fun, though — the entire #menswear ensemble is below. As always, your comments are appreciated and welcomed — seriously!

A mixture of rugged and refined pieces for winter layering.

A mixture of rugged and refined pieces for winter layering.

The Jacket: Grayers Montana Waxed and Quilted Parka, $225 — The jacket in this look — available via the fine folks at Huckberry — is exhibit A when it comes to a heritage-inspired, yet surprisingly versatile, piece. And if you live in a more temperate climate, the Taylor Stitch Rover Jacket also works in this instance.

The Shirt: JackThreads Plaid Poplin Shirt, $39 — The great folks at JackThreads do casual shirting as well as anyone in the business, and this slim-fitting plaid shirt provides a welcome pop of winter-friendly color. You could always throw on something like the Todd Snyder x Champion Pocket Sweatshirt if it’s particularly cold.

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The Pants: JACHS NY Navy Herringbone Suspender Pants, $125 — This is the part of the ensemble where high-low style comes into play — these nicely tailored cotton herringbone pants feature an eye-catching windowpane pattern that’s just different enough from the large plaid shirt to work.

The Belt: Tanner Goods Classic Belt in Hickory, $99.98 — First off, why a belt with suspender pants? Well, it’s nice to have the option, and not everyone owns a pair of suspenders — ya dig? And if you’re going to invest in a beautiful brown leather belt, one from Tanner Goods is the way to go.

The Boots: Thorogood Dodgeville Boots in Cognac, $375 — Maybe it’s just me, but I find it very hard to pass up a great pair of durable leather boots — and the Dodgeville Boots are equal parts handsome, tough and ready for situations both a bit dressier and more casual.

The Socks: United By Blue Ultimate American Sock, $29.98 — Lest we forget that it’s likely freezing outside when throwing on this outfit, you’re going to need tough, warm socks. The Ultimate American Sock  has all the comfort you need.

The Watch: Timex + Todd Snyder Red Wing Leather Chronograph, $158 — If you haven’t acquainted yourself with the ongoing Timex + Todd Snyder collaboration, this is a great time to start. This particular watch is tough, durable and handsome.

The Scarf: Abraham Moon for J. Crew Wool Scarf, $59.50 — Even right down to your accessories, you can add a few dressier touches. This beautiful plaid wool scarf plays nicely off the orange plaid shirt and the windowpane trousers — and it’s relatively affordable for the quality.

Frank & Oak

So, do you feel prepared to take on the cold? Maybe? Just a bit? I hope so. The key with dressing for cold winter days is mixing tried-and-true favorites with unique pieces — that is to say, it’s nice to be able to wear your favorite brown leather boots with something a bit more eye-catching, like the Grayers Montana Parka. Tough and rugged accessories like the reliable-as-heck United By Blue Ultimate American Socks are going to provide nice contrast to dressier pieces (like the J. Crew wool scarf), and you can hardly ever go wrong with a heritage-inspired leather watch from the likes of Todd Snyder. Don’t forget that you can mix and match these pieces during the work week, too — particularly the navy windowpane trousers. If you’ve got questions or feedback on this #OOTD, let’s hear it in the comments. Layer up and stay warm out there!

-Beau

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#OOTD: How to Style a Crewneck Sweater This Winter

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 series will take one great item and put together a versatile, stylish outfit around it. Look for past features here.

So, welcome back to the #OOTD series here on The Style Guide. The above headline might seem a bit familiar — after all,  a slim crewneck sweater is a personal favorite of this blog, and it’s as well-suited for casual, rugged fall style as it is for layering in the early stages of winter. And the particular sweater that’s being featured today is as close to a perfect reinterpretation of a classic style as we’ve got — especially from lauded American menswear designer Todd Snyder. But what differentiates the below #menswear look from other features here on the blog? We’re throwing in more weather-ready layers, for one. And we’re mixing high-low style staples like a slim topcoat with everyday wardrobe staples. If you find you don’t have any of the picks below, it’s as good a time as any to get shopping. Got additional picks to add to the below list? Hit me up on Twitter, or check out the Instagram feed for a look into what makes The Style Guide (AKA, me) tick.

A high-low way to wear a crewneck sweater this winter. Not bad, ehh?

A high-low way to wear a crewneck sweater this winter. Not bad, ehh?

The Sweatshirt: Todd Snyder x Champion Pocket Sweatshirt, $98 — The Todd Snyder x Champion line is packed full of stellar, heritage and sportswear-inspired pieces. This Pocket Sweatshirt is exhibit A in  that regard — it’s comfortable, easy to layer and potentially your new favorite sweatshirt.

The Shirt: Life/After/Denim Windom Oxford Shirt, $128 — More than $100 for a classic Oxford shirt? Well, when it’s made from premium yarn-dyed cotton in a slim cut, it’s worth the investment.

The Topcoat: JackThreads Tieman Topcoat, $149 — So, here’s where a bit of that high-low style comes into play. The “topcoat-over-a-crewneck” look is something perfected by the likes of David Beckham, so I’d say it’s Style Guide-approved.

The Denim: Buck Mason Black Slim Stretch Denim, $175 — From the makers of your favorite short-sleeve chambray shirt comes a fantastic pair of slim black denim — just as ready for a  rock concert as a casual weekend coffee date. What belt to wear? Well, brown and black can work casually (keep reading), so reach for a braided leather belt.

The Socks: American Trench Fair Isle Sock in Merino/Cashmere, $28.98 — So, some of the picks in this particular #OOTD are quite pricey — including these socks. But American Trench does things as well as anyone when it comes to stylish, durable accessories.

The Boots: Thorogood Dodgeville Boots in Cognac ,$375 — Need another pair of durable, rugged leather boots in your closet? This handsome, versatile and easy-to-wear unlined pair of Thorogood Dodgeville Boots are a nice way to amp up the slightly more casual crewneck sweater.

The Watch: MVMT Watches Calypso Watch, $145 — From the stellar new Modern Sport Collection by MVMT Watches, the Calypso is a particular highlight. It’s got the handsome look of a rugged Tudor watch at a fraction of the price. Since it’s a casual outfit, a black rubber strap can work alongside the cognac Thorogood boots.

The Hat: Columbiaknit Marled Watch Cap, $17.98 — Sometimes, you don’t need to go too fancy with your winter accessories. In this case, the Columbiaknit Marled Watch Cap is neutral, simple and quite functional in the cold.

And, well, that’s all she wrote. When it comes time to layer up on a casual-but-cold day at the office or around town, you nearly can’t beat a stylish crewneck sweater — especially one made from premium materials. And pieces like slim black denim and a classic navy Oxford create a bit of a unique one-two punch, particularly when accented by an affordable (yet great-looking!) camel topcoat. When you top it all off with rugged, eye-catching cognac leather boots, it’s a mixture of pleasing colors and textures that work well when put together (yes, even the black denim and brown boots). Of course, you can’t go wrong with a warm winter hat or well-made Fair Isle socks. In fact, this head-to-toe look might just become one you break out time and again — at least, I hope so.

Stay stylish, and stay tuned for a (relatively) last-minute holiday gift guide coming tomorrow.

Thanks for reading!

-Beau