The Thursday Buy: Upgrade Your Layering Game with this Billy Reid Henley Sweater

Best henleys for men.

When you think of layering up for the season at hand, and particularly layering up when casually rugged style is the name of the game, where does your mind wander? Do you think of the fall and winter style staple that is the timeless shawl cardigan, or perhaps the crisp and classic crewneck or V-neck sweater? Do you think of the lounge-ready hoodie?

Or do you think of a piece that falls somewhere in between those categories — a rugged hybrid selection like the henley sweater, especially the Billy Reid Garment-Dyed Henley Sweater, might be precisely what you have in mind, yes?

This piece lives up to its name, and then some, falling on the more laidback side of the equation as far as Billy Reid wardrobe essentials are concerned. The Alabama-based designer lends a casually cool, classic air to pieces that are normally more conservative, be it the Oxford shirt or the denim blue jean — and of course, elevated menswear like one of the best men’s blazers or James Bond’s favorite peacoat remain very much part of the designer’s offerings, year after year.

Billy Reid also strays into sportswear territory, like the heritage-inspired Dover Sweatshirt, which uses handsome elbow patches to class up an already super-soft crewneck sweatshirt. And that’s where the Billy Reid Garment-Dyed Henley Sweater starts to work its magic in your menswear rotation.

Garment-dyed cotton gives it a lived-in look and feel, the designer says, while ribbed knit finishing at the cuffs and hem delivers a snug fit and a touch of visual appeal — it turns the henley into a thicker sweater, one you can even layer under a more lightweight cotton crewneck tee or, better still, a lightweight cotton henley for a dash of devil-may-care style attitude.

Heirloom elbow patches and a timeless band-collar design help the Billy Reid Garment-Dyed Henley Sweater achieve the perfect balance between a rugged layering must-have — beneath a waxed field coat might work wonders — and a refined staple you can use to dress down a crisp white dress shirt and tobacco-hued chinos ever so slightly.

Dark horn buttons are an elevated finishing design detail, giving this handsome sweater a wear-with-anything sensibility this winter. When the mood strikes, when you want a departure from the ordinary via your winter layering game, the Billy Reid Garment-Dyed Henley Sweater could be just the ticket, my friends.

See Now, Buy Now: Amberjack Just Introduced a New and Even More Comfortable Take on the Best Men’s Dress Shoes

Amberjack men's dress shoes review.

I’m all about sticking to what you know as the holiday season approaches: That is, staying true to the brands you know, love, respect and wear often, all the while making seasonal wardrobe upgrades that just, well, make sense. At a time of holiday soirees aplenty and seasonal occasions that quite literally call for putting your best foot forward, perhaps a new pair of the best men’s dress shoes is in order, yes?

And what better place to go than New York City upstart Amberjack, a company that’s made waves in recent years for incorporating the comfort of athletic footwear into crisply designed, effortlessly versatile dress shoes? In my experience, Amberjack men’s dress shoes are wildly comfortable and supportive right out of the box, delivering plenty of easy wearability with chinos, corduroy trousers and suiting — and none of the stiff discomfort of more traditional dress shoes.

Now, Amberjack has doubled, if not tripled down, so to speak, on that commitment to making some of the most finely crafted yet affordable men’s dress shoes on the market — and they’re doing so now in a silhouette that looks much more traditional on the outside, yet performs just as well underfoot.

If you’re already a fan of Amberjack and its lineup — which runs the gamut from tasteful leather sneakers to sleek leather Chelsea boots and a pair of sturdy yet supple leather chukka boots — you’d do very well, at least in my book, to check out the Amberjack Regent Dress Shoes. They just hit the upstart’s online store on the heels of (pun intended) the very well-received Amberjack Black Friday Sale, another prime time to shop some of the best new dress shoes.

Amberjack dress shoes for men.

But let’s get down to business, from the ground up, as far as your new favorite dress shoes are concerned. While other Amberjack dress shoes deliver a bit more of a sporty hybrid dress shoe look, the Amberjack Regent Dress Shoes are classic in every sense of the word, boasting cap toe stitching and a traditional stacked heel design.

That outsole also uses more classic Blake stitch construction, while the upper is certified sustainable leather in Amberjack’s signature shades, like highly versatile Chestnut and a richly crafted, eye-catching and brogue-detailed Honey variation.

As someone who’s worn everything from Amberjack loafers to its Chelsea boots, its Original dress shoes and the very stylish Amberjack Chukka Boots, it’s a safe bet to say the Amberjack Regent Dress Shoes should deliver outstanding comfort and exceptional wearability right out of the box — that’s no joke, my friends.

The Amberjack Regent Dress Shoes also feature a moisture-wicking Lyrca lining, similar to athletic footwear, for all-day comfort on your feet — from the trade show floor to meetings to post-work drinks, my friends.

The StealthFlex outsole, a proprietary lightweight design, delivers the kind of grip and support you need for yours on end, at least in my experience. And with their clean silhouette and natural full-grain leather upper, I’d wager you’ll get plenty of wear — and then some — from the handsome Amberjack Regent Dress Shoes this holiday season (and well beyond). Lace ’em up and let me know what you think, folks.

The Tuesday Steal: Shinola Is Offering Savings of At Least 20 Percent On the Best Watches and Accessories for Men

Shinola men's watch review.

If you’ve been keeping up with this Brooklyn style blog, as I’ve been saying for several weeks now, you know that it’s prime time for scoring savings on tried-and-true favorites — as well as top-notch gear selections you might not normally find at a discount.

And so it goes when it comes to shopping for one of the best watches for men: A wristwatch these days is a purposeful, fashionable and stylish investment, even if you’re not dropping thousands on a Rolex or an Omega (or even a pre-owned luxury watch). That’s where Shinola, with its blend of Art Deco inspiration and modern performance, makes its case to join your watch rotation, with plentiful options below $1,000 and even $750 these days.

There are options aplenty that lean more towards the entry-level market, and I’d put Detroit-based Shinola firmly in that category — a step up from even the most premium Timex models (for instance) and nicely balanced between accessible, well-made and tastefully refined. I’m also a fan of the excellent Shinola Hotel and the company’s home goods offerings, but that’s neither here nor there at the moment, ehh?

As is so often the case with Shinola men’s watches (and other producers), there’s a debate between quartz and automatic/mechanical watches (Shinola makes both!).

Take your pick as to whether you prefer a durable battery or something with more craft, because, again, Shinola does both (and has built out its brand focus over the years into more premium assembled watches). You can also shop handsome leather goods, stylish travel bags and even accessories like candles and matches at Shinola — talk about fun for the whole family, yes?

We’ll leave the quartz-versus-automatic debate to watch forums, but for now, let’s dial in (pun intended!) on the task at hand: Shinola is offering at least 20 percent off your purchase of stylish watches and men’s accessories sitewide, but buyer beware: That promo only runs through the end of the day today!

To get more specific: You can save $100 when you spend $500 at Shinola, on up to savings of $500 on your purchase of $2,000. For a watchmaker that doesn’t run sales all that frequently, it’s worth checking out and stocking up ahead of the holidays — on gifts for the watch lover, gifts for the lover of fine leather goods, and even the person on your list who loves a well-made blanket or a richly crafted candle. At Shinola, the possibilities are limitless (or, nearly limitless) and well beyond the world of watches, but these savings only run through today. Shop accordingly, my friends — cheers!

See Now, Buy Now: Save as Much as 50 Percent On the Coolest Shoes from Astorflex and Huckberry During Cyber Monday

Astorflex men's shoes review.

If you’ve been keeping up with the flurry of deals rolling through town (and on this style blog) these past few days as part of the best Black Friday and Cyber Monday menswear deals, I’d wager you’ve seen there’s no shortage of options when it comes to savings on the coolest gear for guys. That’s an understatement, right?

And there might not be a retailer doing it better at the moment — in terms of the type of and number of deals, and the categories covered, and the style points included — than our good friends at Huckberry.

The do-it-all-retailer has a penchant for rugged outdoor gear, stylish stretch denim, everyday carry accessories and oh-so-much-more, including curating a tasteful and very sharp lineup of Astorflex men’s shoes. Toss in the fact that Astorflex shoes are on sale for as much as 50 percent off during Huckberry’s Cyber Monday Sale, and you’ve got a certified fashion winner in the works.

The Italian-based company runs its own family-owned factories to make some of the finest chukka boots, Chelsea boots, leather loafers and tasteful slides on the market, each done up with richly crafted leathers, sustainably aged uppers, natural rubber or leather outsoles, and exceptional quality in every stitch. In my experience, it’s remarkable stuff in matters of comfort, construction and quality — but let’s get down to the real business at hand, shall we?

And that business ties back directly to the standout Astorflex men’s shoes sale we mentioned earlier — it’s part of a slew of deals ongoing at Huckberry, but these savings won’t last for long (seriously — today is the last full day!).

There’s a massive variety within the Astorflex lineup, from the tailored yet versatile Astorflex Redflex Derby — as wearable with rolled blue jeans as they are with tobacco-hued chinos — to the rugged yet somewhat sleek Astorflex Bitflex Chelsea Boots (another Astorflex staple, at least in my experience).

You’ll also find a bevy of boat shoes, side-zip boot, textured loafers and even the famous Astorflex Greenflex Chukka Boots for sale at Huckberry’s Cyber Monday Sale. Again, it bears repeating that these savings won’t be sticking around for long — in fact, the clock is ticking as we speak, so go out and find your new favorite shoes from Huckberry and Astorflex.

The Sunday Sale: Filson’s Black Friday and Cyber Monday Sale Offers Up Rare Discounts on the Best Outdoor Gear for Men

Filson menswear 2025 review.

There are times when you’re hard-pressed to find some rare, exclusive savings on one of the best heritage menswear brands on the market. As it turns out, ongoing Black Friday and Cyber Monday deals aren’t quite one of those times — it seems plenty of the best online menswear brands, even companies that don’t normally offer up all that many discounts — are getting in on the fun in a big way.

At least, it’s fun if you love the best rugged gear for men, which if you happen to be reading this blog, well, I assume you do! And that brings us to the famed Pacific Northwest gear purveyors at Filson, long one of my favorite brands and a reliable stalwart as far as the best men’s adventure supplies and apparel is concerned.

Of course, it was with great interest that I caught wind of a hidden gem, so to speak, in a crowded market for top Black Friday sales and deals: The Filson Black Friday Sale delivers 25% off more than 100 products from the famed style and apparel brand, each as built to go far afield as the next.

It’s truly a sight for sore eyes (or at the very least, a sight for your wallet), as a host of tried-and-true Filson favorites are delivering nothing but the utmost in dependable performance and heritage-worthy great looks.

That’s certainly not hyperbole if you ask me: Peruse the wares on sale for a very limited time at the Filson Black Friday Sale,and be amazed at what you’ll find. The iconic Filson Tin Cloth Lined Short Cruiser Jacket is a brand flagship that gets the proverbial red-pen discount, while the Filson Rugged Twill Duffle Bag lives up to its hard-wearing name.

On the apparel front, the Filson Alaskan Guide Shirt is a legend in the category, with rich warmth and plenty of craft in every stitch. That Filson mantra (“unfailing goods since 1897,” lest we forget), definitely holds true even as gear goes on sale (and a heck of a sale, at that!) through discounts only available for a few more days via the Filson Black Friday Sale.

When a heritage sale comes a-knockin’ featuring a brand that’s hard to find at a discount, you best pay attention — and keep your credit card at the ready, of course. Cheers to holiday deals, my friends.

Style Pick of the Week: Flint and Tinder Cone Mills Denim Trucker Jacket – An On-Sale Rarity at Huckberry

Suffice to say, there are no shortage of absolutely outstanding Black Friday and Cyber Monday gear deals to shop out there from your favorite online menswear shops. It seems you can save on a little bit of everything — and I mean, everything — if you know where to look.

From home goods to bar cart must-haves, durable waxed jackets, cozy flannel shirting, utterly classic sweaters and handsome leather boots — to name a brief smattering of categories — there’s savings to be had around every corner, particularly if you shop the discounted wares at Huckberry.

Naturally, I’m willing to bet you knew that Huckberry’s Black Friday and Cyber Monday deals were outstanding in their own right, but the real joy comes in digging deeper into Black Friday Huckberry discounts, does it not? The Americana retailer is offering a series of exclusive drops across the weekend, including today’s rarity of a find (as far as the best denim jackets are concerned, that is).

And if you play your cards right and layer up properly, you can still make one of the best denim jackets for men work for you — and again, it’s rare enough that it’ll be worth it to score one on sale through Huckberry’s Black Friday weekend sale.

Folks, meet the Flint and Tinder Cone Mills Denim Trucker, which repurposes Huckberry’s knack for perfecting the trucker jacket silhouette, all the while using rare and durable, utterly classic Cone Mills denim hailing from North Carolina.

The Flint and Tinder Cone Mills Denim Trucker is one heck of a find, made in America from sturdy 12.75oz. rigid Cone denim secured from the legendary American denim producers at Cone Mills. When that factory’s USA location finally shuttered pre-pandemic, its factory in Yecapixtla, Mexico took over the sort of production that denimheads absolutely love.

The result is the same hard-wearing, remarkable denim fabric fashioned into timeless silhouettes — even more incredible (and certainly worthy of today’s Style Pick) is the fact that the Flint and Tinder Cone Mills Denim Trucker is 30 percent off right now as part of Huckberry’s Black Friday and Cyber Monday deals. Plenty of sizes are available when it comes to this reliable trucker jacket.

It’s going to break in and look better and better with each wear, while classic design details like slanted flap chest pockets and custom hardware cement its easily wearable, durable appeal. For 30 percent off as part of a special run of Huckberry holiday sales, you might not find a better deal right now than the Flint and Tinder Cone Mills Denim Trucker.

The Friday Find: These are 10 of the Very Best Black Friday and Cyber Monday Sales to Shop Now

Best Black Friday and Cyber Monday sales 2025.

If you’ve been reading this Brooklyn style blog across the past few weeks and months (and indeed, years!), hopefully, you’re on board with the idea that buying less can mean buying better, investing in top-notch gear across the board. Taking a bit of extra time and putting some extra thought into curating your wardrobe gives you a sense of versatility and wearability no matter the situation (be it rugged or more formal), and naturally, your favorite online menswear brands can surely help.

And given how cluttered the Black Friday and Cyber Monday deals market happens to be these days, it certainly pays off to buy less, but buy better. Tracking down your favorite gear and menswear retailers pays dividends, especially if those retailers — like the good folks at Huckberry or Bespoke Post or Todd Snyder are offering up previously unheard-of discounts on a range of premium gear for the holiday season.

So, at a time when you could feasibly shop hundreds upon hundreds of deals, yours truly has tried to make the process a bit more simple: Save your time and hard-earned cash by shopping 10 of my favorite Black Friday and Cyber Monday deals from some of the best online menswear shops for guys.

Keep it simple, take it easy this weekend, craft your perfect Thanksgiving leftovers sandwich and crack open a cold one: ‘Tis the season, after all.

Now I don’t know about you, but all that holiday shopping has me craving a delicious Friday dram or a cold beer (although you very well might be able to get that decanter and rocks glass set right now at Bespoke Post on sale).

It’s tough to select just one top Black Friday or Cyber Monday sale, but ideally, this carefully curated list of 10 top-notch Black Friday deals to shop will get you thinking about upgrading your style game the right way, buying thoughtfully in the process. We’ll be back tomorrow with the first of two weekend style entries, but for now, here’s to a great post-Turkey Day shopping spree, plenty of delicious leftovers and some great menswear headed to your doorstep in no time. Cheers, my friends!

The Thursday Buy: Take As Much as 60 Percent Off American-Made Menswear for Black Friday and Cyber Monday at Devium USA

Best USA-made flannel shirts for men.

Welcome to a special holiday edition of The Style Guide, everyone’s favorite menswear blog celebrating timeless style classics made modern, whether designed by an high-classic fashion brand or a rugged-and-refined Americana retailer.

It feels as fitting a day as any, with Thanksgiving Day delivering its bounty in the United States, to explore both a stellar holiday discount and a tried-and-true American menswear brand, one you’ve surely read about if you’ve kept up with the digital pages of this Brooklyn menswear blog.

We’re talking, of course, about Devium USA, the Truckee, Ca.-based brand tinged with all-American style and focused on making durable workwear and road-ready gear aplenty, from waxed trucker jackets to pocket tees, camp-collar shirts and the USA-made flannel shirt shown above and below on this page.

And while it’s often a very worthwhile investment to pick up rugged outerwear, durable denim and soft-yet-sturdy T-shirts and flannel shirting made in the States, it’s not all that often that those style staples go on sale — except, of course, if you’re shopping the Devium USA Black Friday and Cyber Monday sale.

Now through Cyber Monday (that’s December 1st!), Devium USA is offering anywhere from 20 percent off to 60 percent off sitewide on its entire array of carefully crafted, hard-working and tough-as-nails gear.

The Devium USA Black Friday and Cyber Monday Sale includes, well, everything from the truly small-batch retailer, be it the Boca American-Made Flannel shown here, a seriously limited-edition flannel-lined denim jacket, the famous Devium USA Sidewalk Vintage Tee or some supremely strong canvas work pants.

In my experience wearing a range of Devium USA menswear, including the ultra-soft yet sturdy Devium USA Sidewalk Vintage Tee, this is a range of men’s style essentials made with careful craft and the utmost quality in mind. These are selections I wear with pride, knowing they’re built to last and built to look great in the process.

100 percent American-made menswear is tough to find at the best of times, and seeing that gear delivered at a discount is a further rarity — that’s no longer the case across these next few days when it comes to the Devium USA Black Friday and Cyber Monday Sale, so act accordingly and gear up for what lies ahead, my friends.

See Now, Buy Now: This Pearl Snap Shirt from Criquet Shirts Is the Coolest New Shirt to Buy Now

It’s a heady time around these parts, what with the best Black Friday and Cyber Monday deals rolling into town fast and furious, and a busy few days of imbibing and dining on the horizon.

But it’s always a wise time to take stock of your menswear wardrobe heading into the hustle and bustle of the holidays: A well-stocked wardrobe, as we often talk about via this Brooklyn style blog, always has options aplenty, especially as far as shirting is concerned.

While stretch dress shirts often suffice at the office, and the classic Oxford shirt reliably teams with a shawl cardigan or a lightweight blazer in equal measure, what about if you want a subtle switch-up from the norm? A piece with some swagger and some stylish appeal, but with less of a rugged touch than a flannel shirt or a thick-knit shirt jacket? The same can be said for swapping in a crisply cut polo, like the one shown above from today’s spotlight brand — scroll ahead for mor, my friends.

Yes indeed, those are some tricky parameters to clear, but I’d wager you’ll want to peruse the effortlessly cool, dashing men’s shirting and apparel on offer at Austin-based Criquet Shirts.

You very well might recall them over the years from past Criquet reviews on this blog, but it’s worth checking in with the high-flying, old-school-meets-modern brand as they look to reinvent how guys dress, one eye-catching buttondown and stylish polo shirt at a time.

The brand was founded back in 2010 with an emphasis on making the classics modern: Think of the ultra-flattering polo shirts worn by the likes of Arnold Palmer, for instance, then retool that shirt for the modern day with an even better fit and fabric — and tons of stylish, easygoing swagger.

In the years since, Criquet Shirts has expanded into Oxford shirting, lightweight flannel shirts, Western shirting and corduroy shirts with a pearl-snap button twist.

These pieces have a touch of Austin-inspired flair, flattering collars, a fit that’s neither too tight nor too loose, and the sort of leisurely ease that makes a shirt from Criquet Shirts as wearable with chino shorts as it is with expertly faded denim or chino pants.

Consider this your cue to start shopping this brand’s stellar shirts: In my experience, Criquet men’s shirts feature durable but buttery-soft fabric, helpful details like face-framing collar stays, a rich array of color and pattern options, and more diversity in the lineup than you can shake a clothes hanger at. Seriously, the array of stylish Criquet men’s shirts is nearly overwhelming, but tastefully curated all the while.

We’re talking options aplenty: Western shirts! Corduroy shirt jackets! Stretch knit buttondowns! Effortlessly cool long-sleeve polos! Cashmere pocket tees! I’ve tried the eye-catching, ultra-soft Corduroy Pearl Snap shown throughout this post, with more Criquet shirting reviews on the horizon.

Think of it this way: If you can envision yourself wearing it at the 19th hole, while whippng up an Old Fashioned or while flipping burgers at the grill — or sidling up to the bar for a cold one, no less — then there’s a good chance the best shirts for men from Criquet Shirts are up to the task in matters of form and function.

The Tuesday Steal: This Hard-Working Howler Brothers Flannel Shirt is 30 Percent Off Now at Huckberry for Black Friday & Cyber Monday

Best flannel shirts for guys.

As you very well might have seen across the World Wide Web this week, it’s quite cluttered out there when it comes to the best Black Friday menswear and gear deals. That’s not a bad thing, especially if you enjoy reading this Brooklyn style blog day in and day out, as there’s certainly no shortage of interesting, fashionable and functional selections for men across the board — that very much includes the hard-working flannel shirt shown at the top of the page, but more on that in a second, my friends.

But it can be helpful to cut through the clutter from time to time, and that leads us back to one of the best online menswear shops for guys — that’d be Huckberry, of course, a wise place to shop if you want a more tightly curated selection of handsome, stylish, durable and dependable #OOTD picks and adventure-ready gear. Where else would ya go, right?

And while the digital closet and shelves, so to speak, at Huckberry are plenty well-stocked when it comes to a seasonal essential like the best men’s flannel shirts, there are a few particularly eye-catching options up for grabs at the moment heading into Black Friday and Cyber Monday. Let’s start with the Howler Brothers Harkers Flannel Shirt and go from there, shall we?

The Howler Brothers Harkers Flannel Shirt is up for grabs at a 30 percent discount just days ahead of Black Friday and Cyber Monday, and it’s the sort of flannel shirt that separates the wheat from the chaff in your shirting rotation, one might say. Austin-based Howler Brothers designed its shirts to go from the trail or the stream back to the dive bar, and this ultra-soft brushed cotton flannel should live up to each of those scenarios quite readily.

Durable metal buttons team with reinforced elbows for a sturdy fit and finish, while the right shoulder also gets a reinforced yoke for outdoor pursuits aplenty. Naturally, the Howler Brothers Harkers Flannel Shirt comes in a range of classic, warm plaid color combinations, and is given the script Howler Brothers logo treatment at the back shoulder for a personalized touch.

Whether you pair up your new favorite flannel shirt with expertly faded denim or with sturdy canvas work pants, the Howler Brothers Harkers Flannel Shirt is a worthwhile, on-sale addition to your next casually rugged #OOTD.