#OOTD: The Upgraded Way to Wear a T-Shirt This Summer

Who doesn’t love breaking out a comfortable, slim-fitting and stylish T-shirt in the summer months? It’s an underrated pleasure in the men’s style world to shed extra layers and simply wear a great tee through warm summer days and into the evening. But what if you want a new, upgraded way to wear a T-shirt this summer? Something that’s at once laidback and yet refined, comfortable to wear and yet sharp? Dare I say it: A #menswear ensemble that works at happy hour and in the hours leading up to it? Indeed, an ensemble that blends a bold T-shirt with … a tailored summer suit fit for the office? That’s where today’s #OOTD is taking us. We’re shaking it up with dressy leather sneakers, a handsome leather watch and a durable, investment-worthy bag for your everyday carry. Make no mistake, the below outfit is quite bold if you’re normally a regular suit-shirt-tie guy. That’s why it pays to keep in mind the versatility of the below suit — and the below Nautica T-shirt. As you’ll see, you can mix and match that Taylor Stitch suit with casual pieces — like a slim chambray shirt — in other looks. And you can even ditch the jacket and simply pair the slim linen suit trousers with the T-shirt. But enough idle chitchat — check out the full outfit below, follow me on Instagram for styling tips galore and enjoy a pleasant summer filled with plenty of stylish suit-wearing.

Taylor Stitch Telegraph Suit

A head-turning T-shirt worn in a head-turning way — with rich leather sneakers and a lightweight, versatile summer suit via Taylor Stitch.

The T-Shirt: Nautica Color Block T-Shirt, $29.50 — It’s all got to start with a well-made, slightly bold T-shirt — right? This Nautica T-shirt makes use of strong colorblocking — easy to wear on its own or under the Taylor Stitch Telegraph Suit.

The Suit Jacket: Taylor Stitch Telegraph Linen Jacket in Charcoal, $278 — That ties nicely into my next point here — the Taylor Stitch Telegraph Suit is slim-fitting, very well-made and ready for summer layering — even with a T-shirt.

Timex

The Suit Trousers: Taylor Stitch Telegraph Linen Trousers in Charcoal, $178  — Just as with the Telegraph Suit Jacket, the  Taylor Stitch Telegraph Linen Trousers are handsome, tailored and versatile — so much so that you could even ditch the jacket and just wear the colorblocked tee and trousers individually.

The Sneakers: Florsheim Forward Lo Lace-up, $99.99 Sneakers and a tee with a suit? That’s how we’re doing it this summer. These handsome Florsheim sneakers are crafted from rich leather and almost wear more like dress shoes or loafers.

The Socks: Arvin Goods No-Show Socks (Three-pack), $30 – Underneath the tailored hem of your Taylor Stitch Telegraph Linen Trousers, you’re going to want easily wearable no-show socks — like the Arvin Goods No-Show Socks —  to team up with those leather sneakers. Who’s with me?

Greats

The Watch: Electric California Carroway Leather Watch, $225 — I would hope you recognize the Electric California brand from my Memorial Day trip to Florida— if not, acquaint yourself accordingly with this remarkably crisp and suit-friendly watch.

 The Sunglasses: Raen Optics Arlo Sunglasses, $109.98 — Because this outfit is fit for all-day wear, sharp and stylish sunglasses are in order. Ditch the athletic-inspired frames and reach for the striking Raen Optics Arlo Sunglasses.

Sutro Shoes Inc.

The Bag: Billykirk Small Carryall, $279.98 —  Don’t let that price tag scare you off — the Billykirk Small Carryall is as investment-worthy and versatile of an everyday carry piece as it gets; plus, its design means you won’t be slinging a backpack or messenger bag over the shoulders of your carefully constructed Telegraph Suit Jacket.

That brings today’s #OOTD to a close, Style Guide fans. If you thought a colorblock tee could only be worn casually, let’s hope you’re thinking differently now. The key comes in choosing a suit in a modern-fitting silhouette with casual, summer-friendly texture — that means the Taylor Stitch Telegraph Suit is your new best friend. Eye-catching leather sneakers from Florsheim are another seasonally appropriate way to play off the casual nature of the linen suit-and-tee pairing, and I’d wager you’ll be very pleased with the handsome design of the Electric California Carroway Leather Watch. Throw in essential everyday accessories — like the Billykirk Small Carryall  and the Raen Optics Arlo Sunglasses — and consider yourself set for work, happy hour and perhaps a patio nightcap at a rooftop bar. Who else is with me here? Good luck — let me know how you wear your T-shirt this summer via Twitter.

Stay stylish!

-Beau

Style Suggestion: What to Wear On Valentine’s Day

So, perhaps you think you’ve got everything sorted out for Valentine’s Day, from a killer dinner reservation — or a romantic night of your choosing — and a great gift. But not so fast there, fella. Have you given some thought as to what to wear on Valentine’s Day? The folks at Dappered always do a nice job tackling different scenarios, but today, we here at The Style Guide are helping you tackle the dressy dinner date (or night at the theater, or drinks and dessert … you get the picture). So, unlike our last style suggestion — that would be how to dress for winter travel — we’re going more refined and more tailored today. And crucially, we’re focused on layering up in style despite the chill. After all, Valentine’s Day is an excellent chance to show your significant other how much you care about them — and a small part of that is certainly putting your best foot forward. So, good luck out there and if you find yourself in need of more #menswear advice, don’t hesitate to hit me up on Facebook or Twitter. Or heck, Instagram. Go to it!


The Topcoat:  J. Crew Ludlow Topcoat in Italian Wool-Cashmere with Thinsulate — $470

As classic a topcoat as it gets, at a not-so-bad price.

As classic a topcoat as it gets, at a not-so-bad price.

First things first, let’s start with a stylish winter topcoat to fight the chill. J. Crew has taken its classic Ludlow suiting silhouette and translated that into a heck of a modern, functional topcoat. It’s going to be the perfect complement to a tailored winter ensemble , what with its crisp color and sharp silhouette. If you need to go with a cheaper option, you could always grab the ever-reliable JackThreads Tieman Topcoat.

The Suit: Taylor Stitch Telegraph Jacket — $278 and Trousers in Grey Wool — $142.99

Quietly classic and essential for Valentine's Day.

Quietly classic and essential for Valentine’s Day.

Remember the handsome, essential Taylor Stitch Telegraph Jacket from this site’s post on what to wear on New Year’s Eve? Or how to suit up this winter? If you jumped on it at the right time and find this suit currently sitting in your closet, good man. The rich wool, tailored fit and go-anywhere versatility mean it might just be your best suit — thus, it’s perfect for a night out. Of course, something as classic as the J. Crew Ludlow suit wouldn’t go amiss here, either.

The Shirt: J. Crew Ludlow Spread-Collar Shirt in Mountain Stream Stripe — $88

A sharp shirt in an unexpected color.

A sharp shirt in an unexpected color.

Although a classic white dress shirt or a baby blue number would work just fine here, a striped  shirt with a strong collar is a unique and somewhat unexpected style move. The cool blue is a winter-friendly pop of brighter color, and given J. Crew’s quality, it’s the type of shirt that can be worn with other patterns — like a striped navy suit, somewhat similar to The Man Michael Fassbender.

The Accessories: Ties.com Hunter Green Antwerp Polka Dot Tie — $25 AND Ties.com Navy Edged Linen Pocket Square — $10

Blue and green makes for a unique, eye-catching color combo.

Blue and green makes for a unique, eye-catching color combo.

First off, yes, we’re going with a linen pocket square in winter. In this instance, the navy detailing adds a nice contrast to the grey wool suit, and it offsets the lighter blue striped shirt. Similarly, a green tie offers a bit of rich contrast to the suit-and-shirt combo. Plus, the polka dots add some nice visual interest, and it’s really tough to beat the standout prices on both of these pieces. Ya feel me?

The Boots: Thursday Boots Honey Suede Duke Boot — $199

A unique alternative to your typical dress shoe.

A unique alternative to your typical dress shoe.

Boots are indeed the move in this case, and particularly in suede — the texture just looks right up against grey wool, and this Honey shade is particularly handsome. While you could stick with a pair of classic men’s dress shoes, these boots are going to help you navigate slippery terrain with fashion and function in mind. If it gets too snowy outside, you might want to consider the waterproof Thursday Boots Cognac Suede Wingtip Boot.

The Belt: J. Crew Textured Leather Dress Belt — $68

Go with a reliable belt from a reputable brand.

Go with a reliable belt from a reputable brand.

If you’re going with a classic, essential J. Crew topcoat (and potentially a suit, too), why not pick up a stylish, simple and effective dress belt from said brand? The price is a bit, well pricey, yet this is the type of dress belt you’ll be able to wear frequently — even with dark denim and  a V-neck sweater. Easy enough, right?

The Watch: Orient Ray II — $234.50

The toughest watch in your collection? Maybe. The right Valentine's Day pick in terms of style? Without a doubt.

The toughest watch in your collection? Maybe. The right Valentine’s Day pick in terms of style? Without a doubt.

You surely didn’t think we’d leave anything to chance on a day like Valentine’s Day, right? No, not even a watch like the Orient Ray II is out of the question on this night. It’s an utterly classic, sharp and stylish watch made for all kinds of tailored occasions — especially a beautiful evening on the town. The stainless steel diver has connotations both dressy and rugged — maybe that’s why it’s a favorite of James Bond — and this timepiece is no different. Yes, the Orient Ray II is a tough watch for the rest of the year, and it’s a handsome complement to the hues of blue and green in the rest of this ensemble.

The Socks — American Trench Pima Cotton Houndstooth Socks — $16.98

An easy pick when it comes to stylish socks that complement an outfit.

An easy pick when it comes to stylish socks that complement an outfit.

If you don’t recognize American Trench by now, then you’ve got another thing coming … just kidding. When a brand makes versatile, crisp socks that fit well and feel great, you should buy ’em in bunches. And when it comes time to wear them on special occasions, you should certainly break them out. These Pima Cotton Houndstooth Socks are essential, versatile and add just enough color and texture to this outfit.

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Alright, did that post help you take care of your shopping? At least a little bit? It’s crucial to work with what you’ve got in your wardrobe — say, the essential Taylor Stitch Telegraph Jacket — and make it work for you in multiple situations. When  matched up with a unique striped dress shirt and smart accessories in eye-catching hues, it’s hard to go wrong. Plus, sharp suede Chelsea boots add a bit of visual intrigue, while a tough-yet-refined dive watch like the Orient Ray II  is the way to go in this instance. Hopefully, this is an outfit that impresses your significant other — just don’t forget about a meaningful gift and a fun evening. Deal? Deal. High-five, y’all!

Thanks for reading and stay stylish,

-Beau

#OOTD: The Best Way to Suit 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.

Maybe as we enter 2017, one of your New Year’s resolutions has been to suit up more  — but if you don’t quite have the right gear to do so in winter weather, that can be a difficult endeavor. So, if you need a sharp tailored suit and durable winter accessories for the season, today’s Style Guide post you all set. It’s a bit different than wearing a summer blazer  — the need for added layers, for one — but you’re also going to want to start out with a more textured shirt and tie, plus tougher shoes. Lest we forget, you’ll still need to stay warm with a  crisp topcoat, too. So there are certainly more variables at play than when dressing up in the spring, summer or fall. If some of the below pieces look familiar, well, that’s the point of a versatile wardrobe — right?? Bear with me as we step into winter with serious tailored style, and I’d love to get your thoughts via Twitter on this look. Happy shopping!

Winter textures and accessories make a fine cold-weather suiting combo.

Winter textures and accessories make a fine cold-weather suiting combo.

The Suit: Taylor Stitch Telegraph Jacket and Trousers in Grey Wool, $456 — The ever-reliable, durable and winter-appropriate Telegraph Suit is just the right mix of crisp and casual when it comes to suiting — the grey wool fabric is classic, the patch pockets are casual and the fit is on-point throughout. Oh, and don’t forget a crisp dress belt.

The Topcoat: JackThreads Tieman Topcoat in Charcoal Houndstooth, $104.30 — Told you a sharp topcoat would be of particular importance, right? This charcoal houndstooth number is all old-school cool.

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The Tie: The Tie Bar Scramble Knit Stripe Tie, $25 — Want to shake up your normal tie rotation? Try a textured knit with seasonally appropriate burgundy stripes.
 
The Pocket Square: Ties.com Galveston Pocket Square, $10 — Are we breaking out a cotton pocket square in the dead of winter? We sure are, because this pocket square breathes a bit of life into the blue, red and charcoal combo on your top half.
The Boots: Nisolo Emilio LE Chukka Boot, $149.98 — This limited-edition, five-eye chukka boot lends some hearty visual interest to the wool suit, and is fit for stepping through the occasional snowdrift (occasional being the operative word).

The Socks: American Trench Superfine Merino Herringbone Socks, $28.98 — Want a pair of sharp socks that’ll still keep you warm? American Trench is the way to go — this pair is dressy, sharp and comfortable.

The Watch: Orient Bambino 2nd Generation Watch, $198.98 — Is it possible to get a quality dress watch for under $200? It certainly is, particularly when you reach for something as sharp, simple and classic as the Orient Bambino.

 OK, are you all ready to suit up for winter? When you start with a spread-collar chambray shirt and build up with key accessories like a classic knit tie and textured pocket square, a suit as handsome as the Taylor Stitch Telegraph Suit  is really going to shine. Meanwhile, sturdy Nisolo leather chukka boots should be tough and durable, while American Trench socks won’t let you down in the comfort or looks department. And every man should own a simple, crisp black leather dress watch like the Orient Bambino 2nd Generation.  How will you be suiting up this winter? Let’s hear it in the comments below — thanks, as always, for reading!
-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).
j-crew-leather-dress-belt
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!

Style Suggestion: What to Wear to Your Holiday Party

Can you believe the holiday season is upon us? Here at The Style Guide, we absolutely love the holidays — and by we, I mean me. From holiday travel to composing my Holiday Style Wish List, it’s an absolute treat of a time. In addition to looking forward to time spent with loved ones, you should also keep a weather eye out for ways to improve and upgrade your style — especially at this crucial time of year. Yes, it’s a time when you’re dealing with (likely) inclement weather, a bit (or a lot) of travel, gift-giving and plenty more — not to mention a work holiday party that often pops up when you might least expect it (or least look forward to it?). It’s also a time to make sure your style doesn’t stray into overly, err, holiday-esque territory — so, a reindeer sweater is overdoing it just a bit. To get you ready for that inevitable invite in fine fashion, we’ve pulled together one heck of a style suggestion — it’s a bit dressier than your everyday rugged favorites on this here blog, but you’ll be all the better for it. And as you’ll see below, it takes tried-and-true layers — like the classic V-neck sweater — and upgrades them with winter-ready shirting and accessories. Can’t wait to see it? Good. Me neither! Follow along on Instagram and Twitter for more daily style inspiration, and chime in on this suggestion via The Style Guide’s Facebook page.

The Topcoat: JackThreads Tieman Topcoat — $149

Smart, stylish, affordable and easy to wear with a suited holiday look.

Smart, stylish, affordable and easy to wear with a suited holiday look.

Is it any surprise that the great team at JackThreads has absolutely knocked it out of the park with the Tieman Topcoat? It shouldn’t be — the brand’s menswear-focused revamp has been a welcome addition to the digital style scene across the past year, and this handsome, eye-catching double-breasted topcoat is Exhibit A in that regard. It’s no Canada Goose parka in terms of battling extreme conditions, but thrown on over a suit on a crisp winter’s night? You just might have the nicest jacket at the party, fella.

The Suit: Taylor Stitch Telegraph Jacket and Trousers in Grey Wool — $456

https://www.idevaffiliate.com/31555/idevaffiliate.php?id=607&url=11319

A refined suit made with premium materials for under $500? You betcha.

Would you believe that Taylor Stitch makes a heck of a beautiful fall and winter suit in addition to their classic chambray shirts and rugged slim chinos? It’s true, and that’s what makes the Telegraph Suit such a worthy pick-up. The brand took plenty of customer feedback and incorporated it into a suit that manages to merge the modern — a slim fit — with the classic — patch pockets and textured fabric. It’s a classic suit that’ll serve you nicely throughout the rest of the winter season — and it’s the right choice here because of its terrific fit and styling potential. It’s neither too stuffy nor too sloppy, and the Telegraph Suit is certainly a steal for under $500 via Huckberry.

The Sweater: J. Crew Italian Cashmere V-neck Sweater$225

A slightly unexpected color that plays nicely off the blue shirt and grey wool suit.

A slightly unexpected color that plays nicely off the blue shirt and grey wool suit.

There’s no question that J. Crew knows how to do luxurious basics well. Is $225 a lot for a sweater, as we always ask ourselves? Yes, it certainly is — but finding an Italian cashmere sweater for less than that is a bit of a difficult endeavor. The rich Heather Laurel color seen here is a great complement to the grey wool suit and darker blue shirt. Plus, it adds a bit of contrast to the tan plaid tie. Green and blue is a bit of a unique color combination, but it works here — and the sweater will keep you nice and warm underneath your Taylor Stitch suit and topcoat.

The Shirt: Cordings for J. Crew Shirt in Warm Twilight — $128

A dress shirt with some texture and a pleasing winter-ready color.

A dress shirt with some texture and a pleasing winter-ready color.

What better way to complement a classic winter-weight suit than with a sharp blue dress shirt in a textured fabric? J. Crew always seems to do an impressive job with its third-party collaborations, and the Cordings for J. Crew partnership is the latest addition to that roster. Cordings brings its own classic British sensibility to sharp tailoring, and that makes this shirt both traditional and modern. It’s the perfect complement to a deep green sweater — the combination is unique, but works with the darker tones of winter.
Huckberry
The Tie and Pocket Square: Ties.com Tan Plaid Brussels Tie ($25) and Florence Pocket Square ($10)

A plaid tie and a floral pocket square? Give it a try.

A plaid tie and a floral pocket square? Give it a try.

In keeping with the crisp cold-weather vibes of the season, we’re reaching for two pieces here that nod to the holidays without going full-on Santa Claus. The Tan Plaid Brussels Tie is affordably priced in a  nice plaid wool that contrasts with the grey wool suit and blue shirt — it’s a bit of an unexpected color pairing. And the patterned blue pocket square plays nicely off the lighter blue shirt. You’re looking at two patterns that at first might not work together, yet up against a grey wool suit, the combination is a fresh, affordable one. Right?

The Boots: CAT Footwear Sutter Boots in Rust — $210

Just as ready to wear with a winter suit as they are with tough dark denim and a henley.

Just as ready to wear with a winter suit as they are with tough dark denim and a Henley.

Remember seeing the rugged, refined and tough-as-nails CAT Footwear Sutter Boot in this site’s post on the best men’s boots for fall? Of course you do. Although at first this 6-eye, burnished boot might seem too rugged to wear a suit, fear not. The rougher texture of the suit, shirt and tie lend themselves well to a durable, handsome boot. Plus, the higher cut of these boots gives you added traction and grip should the weather turn inclement. If you find yourself in a warmer climate? Ditch the boots for a pair of crisp leather wingtips and perhaps swap out the wool suit for some slim stone chinos and a lightweight navy blazer. Ya dig?

The Socks: American Trench Pima Cotton Houndstooth Socks — $23.98

american-trench-pima-cotton-houndstooth-socks

 American Trench consistently delivers on premium, American-made socks — that goes for  both the brand’s casual varieties and dressier iterations. Take these comfortable Pima Cotton Houndstooth Socks  — the navy pattern plays nicely off the blue shirt and grey wool suit, not to mention the patterned pocket square. They’re an investment for a pair of socks, but they’re one that’s worth it — you can wear sharp, subtly stylish socks like this with all sorts of winter work week outfits.
A classic, affordable dress belt and a go-anywhere watch.

A classic, affordable dress belt and a go-anywhere watch.

Make no mistake, your Style Guide author is as much of a fan of classic dress watches from the likes of Daniel Wellington as you are. But given that we’re going with a more rugged outfit — from the textured shirt and tie to the grey wool suit and boots — a sport-inspired, tough chronograph fits right in. The great thing about the Armogan Spirit of St. Louis Chronograph is the rich contrast between the black dial and brown leather strap — it’s a pairing that works surprisingly well together. Of course, you can never go wrong with an affordably priced J. Crew Factory leather belt fit for both business casual and slightly dressier looks.
So, that’s your Holiday Style Suggestion all sorted out. A slim V-neck sweater adds a bit of visual interest to a rich grey Telegraph Suit from Taylor Stitch, and both the shirt and tie bring seasonally appropriate texture. The thing to keep in mind is that even at an investment-level price, the Telegraph Suit  is more than just a one-trick pony. That is, you can break up the jacket and pair it with Mott & Bow denim and a classic white Oxford (plus, those durable Sutter Boots from CAT Footwear) during the regular work week, too. And the handsome, refined Armogan Spirit of St. Louis Chronograph is an absolute keeper in terms of both durability, style and versatile looks. Oh, and those Pima Cotton Houndstooth Socks? Once you’ve tried socks from American Trench, you might never go back. As always, you can’t go wrong with a refined, versatile JackThreads topcoat, either. Let me know in the comments how you’re dressing for your holiday party — and as always, stay stylish!