#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

Style Suggestion: What to Wear on New Year’s Eve

As 2016 draws to a (thankful?) close, it seems that a slew of important days fall one right after the other this time of year — from Christmas Day to today’s important style suggestion — what to wear on New Year’s Eve. Of course, days like these are important for the chance to spend time with family and friends, but a night like New Year’s Eve is also important in terms of how you present yourself heading into the coming year. Too philosophical? Maybe. However, if you’ve been working on your men’s style resolutions, the night before 2017 is a good time to kick things off a bit early. And besides, who doesn’t relish the chance to get dressed up a bit and perhaps channel your inner James Bond? No one, that’s who. So today’s style suggestion covers a crisp and rather formal situation — we’re not going full-on black tie, to be sure, but if you’re a guy who doesn’t suit up all that often, don’t worry; there’s something for everyone in this style suggestion. From a classic dress watch to a well-made suit jacket, consider your New Year’s Eve style all set. To weigh in on these picks, head to the friendly Style Guide Facebook page, and let’s connect on Twitter.
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The Topcoat and Scarf: JackThreads Tieman Topcoat — $149 AND J. Crew Cashmere Scarf — $98
Refined and relatively affordable accessories for a chilly yet dressy night.

Refined and relatively affordable accessories for a chilly yet dressy night.

You might recognize the above JackThreads topcoat from our holiday party style suggestion, and given the mixture of quality and affordability, it’s the right outerwear pick for a refined occasion like New Year’s Eve. The camel color and double-breasted cut are unique and on-trend yet still classic, and the topcoat will slip easily over the rest of your ensemble. The J. Crew cashmere scarf  is quite pricey for an accessory, but it’s a classic, versatile piece that you can use season after season — plus, it looks a little cleaner and sharper than a patterned scarf. Need black leather gloves to finish off the look? Might I suggest these black leather sheepskin Hestra gloves? Give ’em a try.

A versatile, tailored jacket that'll spiff up your New Year's Eve ensemble.

A versatile, tailored jacket that’ll spiff up your New Year’s Eve ensemble.

Yet again, we’re going with another pick from our holiday party style suggestion — a classic, rich wool jacket like the Taylor Stitch Telegraph Jacket  is sharp and versatile enough that you can certainly wear it multiple times in the same season, with or without the matching Telegraph Trousers. It’s a slim-fitting, well-made piece that’s appropriate for a dressy New Year’s Eve — it’s not a shawl collar tuxedo by any means, but when matched with a crisp white shirt and a textured tie (more in a second), it’ll outshine any ill-fitting black suits that might be in the crowd. And no one wants to be the guy in the poorly tailored suit, right?

The Shirt: J. Crew Factory Thompson Dress Shirt in White — $34.50

A crisp, clean white dress shirt for a great price.

A crisp, clean white dress shirt for a great price.

When you’re putting some money into your outerwear, accessories and jacket, you don’t have to necessarily overdo it on the shirting front. In this instance, that means you can snag a heck of a versatile white dress shirt at a heck of a bargain. J. Crew Factory offers up nearly the same quality as J. Crew, and they’ve become a favorite for style on a budget for that very reason. This is a workweek workhorse and a shirt that can more than pull its weight in a formal ensemble given the slim fit and crisp construction.

The Accessories: Ties.com Burgundy Brussels Plaid Tie — $20 AND Ties.com Blue Hunter Paisley Pocket Square — $10

Two accessories that mix seasonal textures and colors.

Two accessories that mix seasonal textures and colors.

As mentioned above, this isn’t a traditional black tie look. So, slightly unique accessories fit the bill nicely here while adding a touch of refinement and seasonal texture to the sharp Taylor Stitch Telegraph Jacket . The burgundy wool tie changes things up from a standard black or navy knit tie (although either would work well here). It’s slim, to match the width of those lapels, and it’ll complement the paisley blue pocket square thanks to the red-and-brown color combo. A more standard white pocket square would also work in this case, but the paisley pattern adds some nice visual interest.

A reliable alternative to plain charcoal trousers, made with a hint of stretch fabric.

A reliable alternative to plain charcoal trousers, made with a hint of stretch fabric.

Skeptical about spending more than $120 on a pair of pants? Bear with me. JACHS NY mixes a nice blend of heritage and modern sportswear with sharp tailoring, resulting in a pair of tailored herringbone pants that call to mind vintage style. These trousers mix cotton herringbone with a hint of stretch and a seriously sharp windowpane pattern — they’ll handsomely accent the smaller-scale plaid pattern on the tie. And the navy color will play nicely off the grey wool Telegraph Jacket — think of this as the smart-casual alternative to a full tuxedo. Oh, and those suspender buttons are handy if you own a pair –but those belt loops will come in handy … just stick around until the end of the style suggestion, ehh?

The Shoes: Johnston & Murphy Waverly Wingtip — $175

An ultra-crisp pair of classic dress shoes -- just what you need for New Year's Eve.

An ultra-crisp pair of classic dress shoes — just what you need for New Year’s Eve.

Now, we certainly love our rugged brown leather boots here at The Style Guide — but every man needs a pair of classic dress shoes that work for formal situations. In this instance, that’s the gap in your footwear wardrobe that the Waverly Wingtip fills. The razor-sharp combination of a wingtip and black leather speaks to tailored style, yet it’s not as formal as a pair of black patent leather shoes. You could always reach for a pair of classic black captoe shoes, but again, the wingtip’s heftier look plays well with the wool jacket and textured windowpane trousers.

The Watch: Orient Bambino 2nd Generation Watch — $199.98

A well-made, well-designed and timeless dress watch for under $200.

A well-made, well-designed and timeless dress watch for under $200.

If we’re going with classic men’s dress shoes in sharp black leather, you need an equally sharp black leather dress watch. So, what better timepiece to pick up than the well-made, crisp and timeless Orient Bambino 2nd Generation Watch? And the even better news? It’s a relative steal for under $200. Plus, it features a new-and-improved in-house movement and a sturdy stainless steel case that’s offset nicely by the formal black leather strap. In short, it’s a heck of a watch that’ll work in occasions both formal *cough, New Year’s Eve, cough* and casual (try it with a slim pocket tee and light wash denim in the spring — seriously).
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Just as every man needs a pair of classic leather dress shoes and a classic dress watch, so too does every man need a slim black leather dress belt. Like the cashmere scarf pictured at the top of this post, the black leather dress belt in question is quite pricey compared to a budget option. Yet, this is a dress belt that’s going to see a ton of use if you happen to suit up a lot. And in this case, it’s refined and not ostentatious — just what you need in a dress belt.
USA-made socks that offset the rest of this formal ensemble quite nicely.

USA-made socks that offset the rest of this formal ensemble quite nicely.

The American Trench brand tends to be the go-to sock of choice around these parts, and if you’re not familiar with the brand, I’d encourage you to stock up just as soon as you can.  Because no detail is too small in matters of men’s style, American-made socks are a bit of a luxury upgrade to typical, thinner dress socks sold in a four-pack — right? The Random Plait Sock in Smoke brings some nice, winter-friendly texture to your bottom half, and the color plays nicely off both the navy herringbone trousers and the sharp black wingtips.

Frank & Oak

So, we’ve got you covered right down to your socks for New Year’s Eve. Stick with classic-yet-modern pieces — like a beautiful cashmere scarf and a double-breasted topcoat, and you’ll be set on the accessories front. Accent those touches with the ever-versatile Taylor Stitch Telegraph Jacket , and throw in complementary trousers and a seasonally appropriate wool tie, and consider your top half set. Keep in mind that slim navy trousers will offset the grey wool jacket nicely, and know that you can never go wrong with crisp black wingtips and an heirloom-quality watch like the Orient Bambino 2nd Generation Watch. Of course, socks from American Trench are a great way to complement any look. Is this similar to what you’ll be wearing for New Year’s Eve? Leave any feedback in the comments below — oh, and enjoy your own New  Year’s Eve! You can look for our regularly scheduled Friday Read later this week, too; in the meantime, stay stylish and bring on 2017!