#OOTD: How to Wear a Classic Oxford This Winter

Perhaps like your Style Guide author, you’re starting to get into the swing of things when it comes to revamping your style this year. New Year’s resolutions, particularly men’s style resolutions, can be tough to start and even tougher to keep — but if one of your resolutions involves working more classic pieces into your wardrobe, the first #OOTD of 2017 should help you do just that. It’s all about picking a classic piece — the Oxford shirt — and finding a winter weather-friendly way to wear it (if you’re in a warmer climate, you can certainly keep this look while ditching a few layers).  Now, we talked about how to wear an Oxford last winter, but this particular look refreshes things a bit. In this case, that involves taking some rugged pieces (like the Taylor Stitch Rover Jacket) and pairing them up with tried-and-true, essential layers (like a henley sweater that you might recognize from my winter trip to Baltimore). And although you might not see ’em in the below grid, remember to layer up with stylish winter accessories. OK, ready to get started with how to wear an Oxford this winter? Of course you are. Let’s connect on Twitter to talk more menswear, and I hope you enjoy this week’s #OOTD!

Starting with a classic Oxford and adding a tough jacket, warm layers and classic accessories.

Starting with a classic Oxford and adding a tough jacket, warm layers and classic accessories.

The Jacket: Taylor Stitch Rover Jacket, $298 — So, as mentioned earlier, here’s the starting layer — the tough, durable, handsome and versatile Rover Jacket from Taylor Stitch. Yes, it’s all of those things at once. Lined in moleskin, it features a tightly spun cotton canvas exterior for warmth and functionality on cold days.

The Sweater: Abercrombie & Fitch Wool-Blend Henley Sweater, $44 — Part henley, part sweater and all comfort and throwback style. It’s the perfect middle layer beneath a rugged jacket, and the three-button placket provides some visual interest against the Oxford shirt. Speaking of…

The Shirt: Abercrombie & Fitch Oxford Shirt, $28.80 — Consider this another “new classic” from the majorly revamped Abercrombie & Fitch brand. It’s modern, it’s versatile and it’s very affordable — plus, the “Mint” color is a  nice change of pace and really leans more blue than green.

The Chinos: J. Crew Factory Driggs Broken-in Chino, $29.50 — When it comes to affordable staples that get the job done, the Driggs Chino — in slim fit, no less — performs well in winter… and spring… and summer, come to think of it.
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The Boots: G.H. Bass Buxton Boots, $425 — While people tend to think of Bass for its classic leather loafers, the brand also makes one heck of a pair of USA-produced boots. These are handsome and remarkably tough, preppy yet rugged.

The Belt: J. Crew Factory Washed Leather Belt, $19.50 — Just as with the Driggs Chinos above, J. Crew Factory gets it right when it comes to versatile, affordable accessories — particularly this casual washed leather belt.

The Socks: American Trench Fair Isle Sock in Merino & Cashmere, $28.98 — Is it worth it to spend nearly $30 on socks? When they’re made in America by the great purveyors at American Trench, then the answer is YES.

The Watch: Jack Mason Racing Chronograph, $305 — When you mix in so many heavy textures — like the henley sweater and the tough Taylor Stitch Rover Jacket — you can counter that with a rather sleek, fast and sporty watch like this Jack Mason timepiece.

When it comes to a timeless piece like the Oxford, the best thing you can do is shake things up — sometimes. Of course, the shirt will always have its place in classic business casual offerings — and this outfit could work in much the same way — but adding rugged outerwear piece like the Rover Jacket mixes things up.  Plus, if the new Abercrombie & Fitch keeps churning out stellar pieces, you’ll want to wear that wool-blend henley sweater as often as possible.  And complementing classic and rugged pieces with slim chinos and tough-as-heck G.H. Bass boots is a foolproof way to look great no matter the weather — yes, even when dressing for the polar vortex. If you have any suggestions for how to finish off this #OOTD , let me know in the comments below.

Stay warm, stay stylish and thanks for kicking off the new year in style!

-Beau

#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