#OOTD: Step Out in Classic Winter Style This Season With Your New Favorite Gear

So, my friends — here we are. The last day of 2019 — can you believe it?? Make no mistake, you can still roll your favorite style essentials (like this #OOTD) into 2020. In fact, I highly recommend it. Now, as I’m sure you know, it’s New Year’s Eve. Presumably, you’re prepared for the big night? But we’re going to look ahead a little bit, with the sort of winter style essentials you can wear beyond just tonight (although if you still need some help with what to wear on New Year’s Eve, you should check out that post as linked there). We’re talking about gear that’s fit for a casual office or a weekend happy hour in equal measure. Heck, if your New Year’s Eve is going to be more casual, then this should provide some inspiration, too. That being said, you’ll recognize the right men’s style gear for winter regardless, from a classic crewneck sweater to your new favorite flannel shirt and beyond. Again, the emphasis is on gear that you can wear beyond just a fancy New Year’s Eve, and I think you’ll be mighty pleased at the versatility we’re giving you to start 2020. Yes, that includes rugged leather boots and a tough casual watch, as well as plenty of new everyday favorites. So, how about it? Let’s show you how to start 2020 the right way. Like what you see? Head to my Instagram for more real-time men’s style tips. 

Taking the classics you know and love, then amping them up just a bit for winter.

  • The Classic Sweatshirt: Birdwell Beach Britches Garment-Dyed Raglan Crew, $89.95 — The folks at Birdwell Beach Britches have been making classically rugged-yet-laidback gear for decades now, from swim trunks to essential winter style picks like this classic crewneck sweatshirt in a handsome shade of indigo. The perfect winter sweater (I should know, I’ve been testing it courtesy of the brand!).
  • The Shirt: Western Rise TechWool Flannel Shirt, $119 — A classic crewneck sweatshirt like the onne seen above can be layered up with just about anything — especially this stylish flannel shirt from Western Rise. It’s moisture-wicking to keep you comfortable, and this is also a uniquely office-ready flannel shirt.
  • The Jacket: Flint and Tinder Golden Bear Leather Jacket, $998 — Now, is this classic leather jacket well-suited for, say, the polar vortex? Not quite — but the rest of the time? Yes indeed, this is one of the best leather jackets your menswear writer has seen in some time. In fact, one could say every guy needs a leather bomber jacket in his rotation, and this is the one to buy.
  • The Pants: Duluth Trading Co. DuluthFlex Ballroom Slim-Fit Khaki Pants, $59.50 — This is a classic pairing all the way through — slim, surprisingly durable chinos and one of the best leather jackets never fails. These Duluth Trading Co. khakis are made from pre-washed cotton twill and spandex for comfort and durability; they’ll also provide great mobility thanks to the Hidden Crouch Gusset®.
  • The Boots: HELM Boots Marion Color No. 8 Boots, $395 — For rugged style that’s fit for winter weather and the office, you need some of the best men’s boots — like these absurdly beautiful HELM boots made with color No. 8 Horween chromexcel leather.
  • The Watch: Martenero Kerrison Watch, $595 –The only way to round out this outfit is with a tough casual watch. In fact, Martenero has quite the habit of making some of the best leather watches on the market. This is the one you need.
  • The Grooming Essential: Duke Cannon Solid Cologne, $25 — Yes, you need some Duke Cannon Solid Cologne in your life. Some of the best men’s solid cologne can give you as much confidence and style as, say, one of the
  • The Everyday Bag: Filson Ballistic Nylon Duffel Backpack, $245 — Whatever your day calls for, be it punching the clock at work or heading across town to grab a coffee, your everyday carry essentials need this tough Filson bag.

The fun thing about taking stock of the men’s style essentials you’ve got in your wardrobe — or perhaps, the ones you need to add — really starts when you realize the versatility you’ve got at your fingertips. How so, Beau? Well, this outfit has a bit of everything, including a classic crewneck sweatshirt that gets a dressier update thanks to the way you layer it up with a stylish flannel shirt. That makes this combo both office and weekend-ready, and it only gets better — it’s helped along by surprisingly tough Duluth Trading Co. chinos that work from Monday through Sunday. The real unsung hero might be that classic leather jacket from Flint and Tinder — seriously, can you ever go wrong with one of the best leather jackets, especially when it’s warm, cozy and durable? Of course, no outfit in cold winter weather is complete without some of the best men’s boots, particularly when they’re made with remarkable color No. 8 Horween chromexcel leather. See, we’re bringing together plenty of what you already have, including a tough Filson bag and naturally, one of the best leather watches you can throw on your wrist. Wrap it all up with Duke Cannon Solid Cologne, then be prepared for the compliments to head your way … non-stop.

See Now, Buy Now: The Mark Albert Uptown Boots are the Rugged Boots You Need Now

Perfectly rugged, dependable boots to invest in now, then wear all winter.

The right pair of winter boots can go a long way — a really long way — in determining the success of your style ensemble (and your mobility, for that matter) when it comes to getting around during these chilly, snowy times. And with that being said, there’s no better pair of men’s boots to invest in at the moment than the rugged Mark Albert Uptown Boots, some of the best leather boots to slip your feet into for December (and beyond, naturally). Part of the exceptional Huckberry Fall 2019 Catalog (and a hot-selling pair of boots, at that), I’d be willing to bet you don’t quite have a pair like the Mark Albert Uptown Boots in your current rotation. And if you’re already acquainted with Mark Albert boots? Well, best to give a new pair a shot for a new season, ehh? The thing with these rugged leather boots is that they’re aged to perfection already, so they’ll look like you’ve had them for years (thanks to the premium kudu leather), yet you can still break them in all on your own. And given that you’re going to find yourself needing boots for all occasions this season, you’ll have plenty of chances to break ’em in nicely.

SHOP: The Mark Albert Uptown Boots via the Huckberry Fall 2019 Catalog 

A tough Vibram outsole helps separate these boots from the pack.

These boots aren’t quite a pair of L.L. Bean boots made to brave the snow, but for days and evenings when you’re not trudging through a blizzard, these Mark Albert boots should do more than just fine. The relatively sleek profile is offset by a durable Vibram outsole for extra grip on slushy streets, while the rich kudu leather pairs quite nicely with casual style picks like slim faded denim and your favorite henley. All of this is to say, these boots assuredly combine form and function quite handsomely, without a doubt. And when you’re hunting down a pair of the best boots for winter, that’s exactly what you need, is it not?

SHOP: The Mark Albert Uptown Boots via the Huckberry Fall 2019 Catalog 

Style Pick of the Week: Duke Cannon Proper Cologne

Only the best men’s cologne you can buy now.

Quick, tell me: What cologne are you going to wear on New Year’s Eve? Yes, that’s right. This is an oddly specific men’s grooming question today on the blog, but the good news is, I’ve got the answer as to cologne for your New Year’s Eve, and well beyond that: The answer, my friends, comes from Duke Cannon and the Duke Cannon Proper Cologne. It’s a recent introduction to the storied Duke Cannon line of grooming essentials, and a type of cologne that you’re going to want to wear every single day — not just on New Year’s Eve (although you should wear it then, too). If you read the blog, you’re likely familiar with Duke Cannon, but here’s the scoop: The Minnesota-based brand makes no-fuss men’s grooming goods, like its “Big Ass Brick of Soap” and its standout beard oils and balms, that simply don’t mess around. It’s pretty great, as well, that Duke Cannon’s grooming goods are inspired by the military (the aforementioned soap bricks are inspired by ones issued to Korean War soldiers), with a portion of proceeds going to veteran’s organizations. So, that’s a nice bonus if you happen to also be shopping for the best new cologne on the market. And again, this cologne really does pass muster.

SHOP: Duke Cannon Proper Cologne 

Shown here is the Prescott, one of multiple essential scents you can get from Duke Cannon..

The thing about the truly excellent Duke Cannon Proper Cologne is that it combines all the properties that make Duke Cannon products so essential — the range of scents, from Randolph (with bergamot, lavender and leather) to Prescott (citrus, oakmoss and tonka) is highly versatile, for starters. Even the design of this cologne is well-considered, as the bottle is sleek and the graphic design on this cologne is refined yet rugged, and perfectly stylish. That is to say, this Duke Cannon cologne isn’t like the colognes clogging up valuable space at a big-box department store — it’s modern and refreshing, and again, it’s some of the best men’s cologne you can buy now. But let’s go back to why you should wear it on New Year’s Eve — any of these scents are refined, versatile and simply great-smelling. It’s that sort of finishing touch that’ll elevate any New Year’s ensemble you wear — and heck, any outfit you put together at any time of year, including this winter. If that all sounds like just what you need, then grab the Duke Cannon Proper Cologne now.

SHOP: Duke Cannon Proper Cologne 

The Friday Read: The Best New Leather Jacket, Taylor Stitch Ranch Boots & The Pinstripe Bowl

This classic leather jacket is going to add a ton to your menswear rotation.

Let’s jump into things right off the bat, shall we? The headline mentions above that we’ll talk about the best leather jacket for the season, and in fact, it’s the incredible Buck Mason Bruiser Leather Bomber Jacket as shown above. Especially with New Year’s Eve on the horizon — and particularly if you enjoy going to a rock concert or two — you need one of the best leather jackets you can buy. It’s an apt layer with your favorite henley this winter (trust me). So, we’ve closed out Christmas and are looking toward the end of 2020 — how wild is that?? I hope you’re gearing up for a relaxing weekend with family and friends, or a more adventurous time on the road — either way, today’s Friday Read is going to get you sorted out in short order. I also hope you got something on your Christmas wish list — I know I certainly did, and I loved spending a relaxing week in Florida with family, celebrating in the fun and the sun (as seen on my Instagram).

Shop Western Rise Now
This weekend though, I’m back in New York and excited despite the cold — in addition to a laidback weekend in Brooklyn, I’m venturing into Manhattan today for a very unique reason. Notably, my alma mater, my beloved Michigan State Spartans, are playing in the Pinstripe Bowl at Yankee Stadium to close out this season! It’s going to be a bitterly cold affar (as any college football game at Yankee Stadium should be), but I’m still beyond excited to see my Spartans right here in NYC. Before the game, I’d say a pint or two will be in order at this weekend’s MSU hub, Stan’s Sports Bar. The rest of the weekend, I’ll be getting out and about in Prospect Park (likely wearing some of my favorite boots and a tough waxed trucker jacket) — how about you? Let me know on Twitter, and let’s keep things rolling along in fine form with the rest of today’s Friday Read — cheers!

  • The good folks at Taylor Stitch always impress me in terms of their commitment to uncompromising quality and style — that’s the case with the brand’s latest take on the remarkable Taylor Stitch Ranch Boots, an extraordinary pair of rugged Chelsea boots that are worth the money. Read more for yourself via my latest at GearMoose.
  • If you’re on the hunt for the unexpected when it comes to the best winter style essentials, have I got a brand for you. Notably, the California-based, surf-inspired and darn-near-legendary team at Birdwell Beach Britches recently debuted a standout winter collection, featuring offerings that range from an expertly washed crewneck sweatshirt to a classic corduroy overshirt. I took a deep dive into the brand for The Manual — prepare to layer up in style!
  • Let’s go back one more time to GearMoose and one of the best winter jackets, as covered by yours truly (naturally). The Barbour Icons Beaufort Jacket is tough, rugged and utterly dependable, even in the worst weather — get the full scoop here.

Alright, my friends — that’ll wrap up today’s take on the best men’s style news and recommendations. However, I do indeed have one more recommendation before you go — this American-made winter jacket from Flint and Tinder is remarkably rugged, well-designed and ready to layer with anything you can dream up (including, preferably, a Birdwell Beach Britches crewneck sweater). Read all about it, try it out, then let me know in the comments how it works out. Thanks for reading!

The List: Make Your Holidays Brighter with the Best New Men’s Gear This Week

Exceptionally rugged boots to carry you through winter.

Folks, Merry Christmas! Here’s the thing about the holiday season before we get into the best men’s style essentials for winter (like those excellent Red Wing Heritage boots shown above) — it’s about enjoying time with your family. It’s about taking some time to log off, put the phone down and recognize the season. And in keeping with our weekly routine, it’s also about using some of those hard-earned discount codes, coupons or newly won holiday cash to buy some of your new favorite gear picks. Let’s bundle up and get to it — enjoy the day, and the season!

Red Wing Heritage Wacouta Boots — $270

Some of the toughest boots for winter weather, guaranteed.

For the holiday season and well beyond, there’s nothing quite like lacing up a pair of the best men’s boots for stomping through the snow en route to another holiday party. And for occasions mostly casual, these Red Wing Heritage boots get the job done.

Flint and Tinder Golden Bear Leather Bomber — $998

You’ll have this beautiful leather jacket for a long, long time.

Add another item to your wish list, and get ready to break out that credit card — this classic leather bomber jacket from Flint and Tinder is probably one of the best leather jackets your humble menswear author has seen. Exceptionally durable, stylish and heirloom-worthy.

Huckberry’s Huckberry Pullover — $88

A classic hooded sweatshirt made by your favorite retailer.

Yes, your good friends at Huckberry are now making one of the best men’s hooded sweatshirts on the market, complete with a subtle-yet-stylish logo and made-in-America cotton construction. Cozy up to the fire this winter.

Beltology Thermal Wool Belt — $95

A surprisingly winter-minded belt made for wearing with tailored or casual looks.

Is there such a thing as a winter-ready belt? Perhaps even a belt made out of thermal wool? Yes indeed, it can be found if you know where to look — the Beltology Thermal Wool Belt is a surprisingly stylish belt for colder temperatures.

Peregrine Organic Bee Blazer — $250

The classic blazer you won’t be able to do without this season.

The best holiday style is often simple and straightforward, rather than too over-the-top — that’s the case with one of the best men’s blazers shown here, the Peregrine Organic Bee Blazer. Pair it with your favorite henley or a classic chambray shirt.

Sorel Cheyanne Boots — $155 

These rugged snow boots combine form and function reliably.

Yet again, you truly can’t top some of the best snow boots when you’re searching for all the dependable style you could possibly need this season. Right? Right. Sorel’s Cheyanne Boots are sleeker than “Bean Boots” and just as ready for winter.

Starward Nova Single-Malt Australian Whiskey –$55

Starward makes its whiskey a bit differently — as you’ll see. Image courtesy of Starward.

Looking for refinement and unique flavor this season? The kind of elevated drinking experience that you can only get with a truly innovative brand like Starward Australian whiskey? Well, here you go — the Starward Nova Australian Whiskey in particular is about as good as it gets, aged in red wine barrels for supremely delicious and again, refined flavor. It’s one of the best whiskeys I’ve tried lately, so make sure you snag yours in time for New Year’s Eve.

Schott NYC Waxy Vintage Buffalo Jacket — $845

A classic leather trucker jacket made with long-lasting style in mind.

We already talked earlier about one of the best leather jackets, so it’s only fitting that we’re going back to the well once more with this classic Schott NYC leather jacket. In fact, this vintage buffalo trucker jacket is a cut above any other you might have on your wish list — in terms of price and quality. How would you wear this exceedingly handsome, classic coat?

Bertucci A-2T Super Classic — $200

A tough casual watch that pulls no punches.

If you didn’t quite get the rugged casual watch you wanted this holiday season — and even if you did — perhaps you’ll want to give the Bertucci A-2T Super Classic a look. It’ll wear well with everything from your favorite jeans to a classic cardigan.

Taylor Stitch Fisherman Sweater in Natural Waffle — $228

This is the rugged sweater you’ll want to wear all winter long.

Let’s get back to men’s apparel here briefly with one of the best sweaters for winter, no questions asked. The Taylor Stitch Fisherman Sweater is rugged, exceedingly warm and plenty easy to layer on a cold winter night.

YETI Huckberry Rambler Bottle — $40

A handy everyday carry essential branded with your favorite online site. Right??

When is a water bottle more than just your average water bottle? When it’s the YETI Huckberry Rambler Bottle, made to tough standards and exacting quality by YETI and Huckberry. Nothing better than that, right?

Mayde Treachery Blanket — $87

A seriously well-designed blanket to upgrade your space.

Winter and beyond calls for some of the best home goods to keep your space well-stocked and warm — and for blankets that blend style and sustainabily, you’d do well to turn toward the Mayde Treachery Blanket, made in Turkey from 100 percent natural cotton. Upgrade your space, upgrade your life.

Capalbio Corduroy Shirt Jacket — $350

Here’s a holiday-ready update on the classic shirt jacket.

Layer up with a new take on a rugged shirt jacket — the use of corduroy and a rich, seasonal color makes this an innovative winter layering favorite. Wear it with slim tan chinos and those Red Wing Heritage boots to head to your New Year’s Eve party.

CHUP Sneatcha Socks — $35

Stylish patterned socks that really deliver the goods here.

You’re going to need cozy, stylish socks to close out 2019 and bring you into 2020 and beyond — the good news is, CHUP socks are some of the best men’s patterned socks for your sock drawer, period. Perfect for winter in terms of design and style points.

I always have a tough time picking out my favorites when it comes to these roundups of the best men’s gear, and perhaps you’re the same way. However, it’s tough to top essential winter style picks like Red Wing Heritage boots or something more casual, like one of the best men’s hooded sweatshirts this season. For what it’s worth, I’m also a huge fan of the Taylor Stitch Fisherman Sweater — how are you gearing up this season? Let me know on Twitter. Thanks for reading!

#OOTD: Wear Your New Favorite Sweater Anywhere This Winter

You might have noticed something today on your calendar (and if not, have I got a surprise for you!) — well, it’s Christmas Eve! But today’s post isn’t necessarily about what to wear on Christmas Eve; you see, it’s a bit more versatile than that, but rest assured, this ensemble could also pull double-duty in terms of serving as some last-minute outfit (or shopping inspiration). That’s because we’re telling you all about how to wear your new favorite sweater, yet with an ever-so-casual, rugged twist — would you expect anything else, really? The sorts of pieces found below work right now, and on a casual New Year’s Eve, and right through the doldrums of winter when paired up the proper way. It’s all about meeting the demands of winter dressing head-on, and so you’ll find a classic corduory shirt for prime seasonal layering, to go along with one of the best winter jackets for crosstown holiday travel and well beyond. Add in the right stylistic touches — including a vintage-inspired leather watch — and I think you’ll find that yes, indeed … this outfit can take on any holiday challenge, or winter style challenge, for that matter. If you’ve ever been stumped for what to wear on Christmas Eve, this #OOTD is there for you, too. How are you celebrating the holiday? Will you be breaking out this look any time soon? Let me know on Twitter.

A classic winter sweater amped up with the right style essentials.

  • The Sweater: Mott and Bow Bergen Classic Cashmere Crew, $159 — Yes, the brand that makes some of your favorite jeans is also now making what’s quite possibly the perfect winter sweater. Luxurious-yet-accessible, ideal to wear on New Year’s Eve or anywhere else this winter.
  • The Shirt: Taylor Stitch Jack Shirt in Cinnamon Corduroy, $125 — Layer up your new favorite cashmere sweater with a seasonally friendly, classic corduory shirt from the folks at Taylor Stitch — talk about an excellent one-two winter style punch, ehh?
  • The Winter Jacket: Flint and Tinder Sherpa-Lined Waxed Ridge Parka, $398 — To stay warm this winter, you’re going to need one of the best winter jackets — this rugged parka, featuring cozy sherpa  lining from Flint and Tinder, is one such jacket. Plus, the subtle camo pattern is pretty neat.
  • The Pants: Proof Rover Pants, $98 –There’s a reason why the Proof Rover Pants are some of the best-selling pants at Huckberry — they’re tough & durable, yet versatile enough for the great outdoors … or indoors.
  • The Watch: Serica W.W.W WMB Edition, $540 — A classic leather watch is the only way to finish off an #OOTD, is it not? This unique, vintage-inspired leather watch stands out quietly … yet stylishly.
  • The Boots: Taft Boots Holt Boots in Honey, $275 — These stylish men’s boots might be the star of this whole outfit, what with the use of patterned fabric and a rich Tan color. A surefire winter winner made for both casual and dressy ensembles.
  • The Everyday Bag: Fjallraven Totepack #2, $175 — Every guy (yourself included) needs a great everyday bag, be it navigating crosstown holiday travel or your daily commute. Although this #OOTD is more leisure-inspired, the Fjallraven Totepack #2 comes through in the clutch. Speaking of leisure …
  • The Whiskey: Hochstadter’s Slow and Low Rock & Rye Whiskey, Price Varies — For the holiday season and beyond, maybe you want to change up what you’re drinking. If you’re searching for some of the best whiskey out there, made from a flavorful pre-Prohibition recipe and finished in a bottle that’ll look cool as heck on your bar cart, then reach for Slow and Low whiskey (I’ve tried it, and it’s exceptional).

So, we’ve just told you about the perfect winter sweater — and how to wear it … how we feelin’? These picks are at once cozy and casual, dressy and yet able to work at a laidback night of hanging out with friends (because, yes, you should look on-point for that, too). Versatile picks like a classic corduory shirt from Taylor Stitch add a touch of winter-friendly style and warmth, while the Proof Rover Pants are some of the most dependable pants you can buy — those building blocks mean this outfit is primed for winter, guaranteed. Sleek wingtip boots add a touch of dressy appeal for that last-minute New Year’s party you just found out about, and a classic leather watch helps get the job done, too. In the meantime, a rugged parka can keep you warm and toasty no matter the *frightful* weather, while the Fjallraven Totepack #2 is going to handle your everyday carry with ease. In fact, perhaps you’d like to haul some Slow and Low whiskey to your next winter gathering — take it in that tote, then reap the rewards when your friends ask for more. So, be it Christmas Eve, New Year’s Eve or anywhere else you want to go this winter, this #OOTD can get you there. Cheers!

See Now, Buy Now: The Huckberry x Lum-Tec GMT Is the Best Men’s Watch for Winter

This tough casual watch is one you’re going to want to wear all winter (or pick up as a last-minute gift??)

If you thought the time had run out when it comes to buying a gift for the stylish guy in your life, well, think again. With the exceptional Huckberry x Lum-Tec Combat B44-H GMT, you’re also picking up one of the best men’s watches for winter. It’s casual, rugged, versatile, and perhaps the perfect gift for the watch lover … or yourself, for that matter, and that’s in addition to the serious style points it brings to the table. Over the years, Huckberry x Lum-Tec has produced some fruitful results in terms of the best casual watches on the market, all owing to that unique blend of indoor wearability and tough, outdoor-minded style that seems to permeate so many of the wares being sold at Huckberry (and if you haven’t yet viewed the Huckberry Gift Guide, well, now’s the time, folks). The Huckberry x Lum-Tec Combat B44-H GMT has plenty going for it, from the relatively giftable price (so you’re not dropping a grand on a watch) to the unique blend of durable, rugged style.

SHOP: The Huckberry x Lum-Tec Combat B44-H GMT

The details make the difference when it comes to Huckberry x Lum-Tec, assuredly.

The specs on this tough, casual watch are darn near applause-worthy (especially if you’re still scrambling to pick up a last-minute gift), so let’s take a closer look. The Huckberry x Lum-Tec Combat B44-H GMT features a tough stainless steel case with a subtle matte finish for sleek style and easy wearability in the field (whether you pair it with a classic chambray shirt or your favorite henley is up to you). This rugged casual watch also lives up to the classic durability that’s so crucial with Huckberry gear — we’re talking 650 feet of water resistance, not to mention two handy straps (canvas for outdoor excursions, leather for off-duty style). Yes indeed, the Huckberry x Lum-Tec Combat B44-H GMT is easily one of the best men’s watches to get on your wrist — or gift to someone — this quick-moving holiday season.

SHOP: The Huckberry x Lum-Tec Combat B44-H GMT