The Friday Read: The Best Menswear for Early Fall & The National’s Homecoming Festival

Best early fall menswear from Huckberry.

Some weekends, it seems that just about everything tends to come together. For me, that revolves around a few key things consistently: For one, there’s the best fall menswear (or at least, early fall style essentials), which you can rely on in rugged fashion time and time again — the denim jacket seen above from Huckberry is a prime example of what might be in your rotation sooner rather than later.

Be it some of the best Chelsea boots on the market (perhaps a pair you’ve not yet tried!), or something like the Filson Tin Cloth Cruiser Jacket, those picks really help jumpstart most of my early fall weekends.

How about yourself? Now, fall’s best men’s style essentials are just one element to the equation. If you follow me on Instagram or keep up with my many freelance writing pursuits, you’ll know that I dabble in everything from watches to the best whiskey for your bar cart to music.

Topo Designs x The National

So, each of those themes tends to make one of the best fall weekends a reality for me, but again, it all starts with the best fall menswear. From there, you can usually throw in a healthy dose of live music, as I’m doing this weekend — and this one is an extra special occasion.

I’m once again hitting the road to see The National (as I’ve done this summer in Nashville, New Haven and Philly!), but this one might take the cake. Keep on scrolling…

The National Homecoming Fest.

It’s the second-ever edition of The National’s Homecoming Festival, a celebration of the famed Ohio indie band’s uniquely cerebral, deep, introspective approach to indie rock. It’ll also be my second time in Cincy, and I can’t wait to explore more of the city.

Now, I know this is primarily a style blog, and The National aren’t quite everyone’s cup of tea — but if you so happen to be into the band, into the stylish onstage antics of lead singer Matt Berninger, and in attendance at Smale Riverfront Park in Cincinnati, Ohio, drop me a line by all means or give me a follow on Instagram!

If you so happen to be in attendance, you’ll hear two of the best albums in full from the past decade-plus, and even more beyond that.

All of which is to say: Again, when I can bring it all together, when I can enjoy the best fall menswear from a site like Huckberry alongside delicious Cincy craft beer (from a brewery like Rhinegeist), all serenaded by the music of my favorite band, well, that makes perhaps the best fall weekend imaginable for me.

The Thursday Buy: The Filson Tin Cloth Cruiser Jacket is Back for Fall, and Better than Ever

Filson Tin Cloth Cruiser Jacket review.

Some menswear essentials never really leave — they never quite drift from your mind or from your consideration as you build out your wardrobe season after season, and Filson personifies that approach to a T. Though the brand has grown from a Pacific Northwest outfitter into a bona fide fashion favorite, the Seattle company still makes some all-time classic pieces season after season, mostly with remarkable consistency.

Lofty praise though that might be, the Filson Tin Cloth Cruiser Jacket fits the bill very nicely. It’s a certified legendary piece, made with the brand’s ultra-rugged, hard-wearing Tin Cloth fabric and designed with plenty of pockets for your everyday carry. Filson calls it the “jacket that started it all,” and they certainly haven’t missed the mark there.

Filson men's waxed jacket review.

It’s available in colors like Military Green or Filson’s classic Dark Tan in terms of style points, but it’s the water-resistant exterior, the sturdy yet malleable dry canvas Cover Cloth lining, and the durable hardware that really ups the ante.

‘ll keep it simple today: If you’re going to get one casually rugged men’s jacket for fall, invest in one you’ll have for a long time — invest in one of the best Filson jackets on the market, my friends.

See Now, Buy Now: The Astorflex Bitflex Chelsea Boots are the Best Boots You Didn’t Know You Needed

As we tend to talk about often here on the blog, consistency is key — finding the best menswear essentials, pieces you know and love, and then making them work for you from the office and onward to your favorite bar (to name but two crucial stops). Over the years, I’ve found that Huckberry hits the nail on the head with so many of those must-buy menswear pieces, like the best pair of Chelsea boots.

This pair in particular has long been a favorite of mine, as they’re part of the family-owned, Italian-made Astorflex line of rugged men’s boots. You’ve certainly seen them on the blog in the past, so consider this a fall refresher in today’s quick-hit post.

From the supple, soft-out-of-the-box yet rugged leather, the springy crepe sole and a design that works well with jeans, chinos or corduroy pants, the Astorflex Bitflex Chelsea Boots could become the most indispensable boots you own. Give them a shot this fall and see for yourself.

The Tuesday Steal: This Howler Brothers Flannel Shirt is 30 Percent Off Heading into Fall

Best flannel shirt for men.

From my personal experience in the menswear world, a good deal is both hard to find and certainly worthy of snagging when the opportunity arises. As I always say, striking while the iron is hot can yield some surprising finds among the best menswear deals, especially if you dig deep into a brand’s archive.

Austin-based Howler Brothers makes rugged, casual everyday gear that’s at times technical and at times more laidback — for instance, a durable, stylish quilted jacket you can wear on an early morning hike, or one of the best men’s flannel shirts you can rock around the bonfire that night, cold beer in hand. Not a bad outlook to take, right?

Best flannel shirt for men to buy now.

And it all comes to a head if you dig into the Howler Brothers Last Call section, because within that array of menswear deals, you’ll find pieces that are as suited for the season ahead as any.

While a menswear sale can pose a prime time to stock up on last season’s best and brightest gear, you’ve got the chance today to shop the Howler Brothers Marcada Flannel at 30 percent off (that makes it under $70, for those keeping score at home).

Yes, that’s right: A rugged flannel shirt you can wear for fall, offered up at a discount? If it sounds too good to be true, that’s because, well, it nearly is. You see, this shirt is selling mighty quickly within the Howler Brothers Last Call section.

I’d urge you to snap it up right now, because between the eye-catching jacquard pattern and the textured yet soft cotton flannel fabric, it’s certainly a flannel shirt worth keeping close at hand in your wardrobe of fall style essentials. Shop and save now, and then thank me later. Fall is almost upon us, and again, strike while the iron is hot.

See Now, Buy Now: You Can Spend $75 At Huckberry and (Maybe) Win $10K Of Pappy Van Winkle Whiskey

Huckberry x Pappy Van Winkle

My friends, here’s quite the way to start Monday. Surely, you know the excellent, rugged, functional and stylish menswear at Huckberry. The retailer offers up everything from the best waxed trucker jacket to the most stylish henleys for men, the best men’s blue jeans and much more.

Huckberry x Pappy Van Winkle 2023

And of course, Huckberry also appreciates a commitment to the outdoors, to adventure, to pursuits far afield — and the Austin and San Fran-based company also appreciates a nice touch of refreshment to go along with those pursuits.

I’m talking, of course, about some of the best whiskey on the planet via the likes of Pappy Van Winkle, the now-legendary distiller brought back to the mainstream by Buffalo Trace some years ago. Here’s the even better news for you lovers of whiskey and menswear.

If you spend $75 between now and September 26th — yes, more than 2 weeks to go! — you’ll be entered for the chance to win THREE bottles of Pappy Van Winkle bourbon. Oh, and you’ll also receive a cool $10K in cash.

Once again, with feeling: Spend $75 or more at Huckberry between now and September 26th, and be entered to win some of the best whiskey on the market, period. Oh, and the chance to also snag a very cool 10 GRAND in cash. How’s that for blending business with pleasure, ehh?

Wondering what to spend to get that entry started? Check out a few of my Huckberry reviews to discover the best, most rugged, most stylish gear around. Cheers to that, and good luck, my friends!

The Sunday Sale: This Bespoke Post Shirt Can Be Yours for Under $50

Line of Trade shirt review.

The cornerstones of a stylish everyday men’s wardrobe might appear simple on the surface, but they’re anything but that once you take a closer look. Consider this Line of Trade shirt from Bespoke Post, for instance. It’s part of the in-house line of everyday essentials from the NYC-based direct-to-consumer brand, which specializes in a balance of casual classics and rugged gear.

This shirt falls in the “casual classics” realm, no doubt. It looks like a classic men’s shirt, to be sure, but it’s the use of brushed end-on-end fabric that gives it depth and texture — plus softness, which makes it an even easier men’s shirt to wear than a timeless Oxford shirt. Not a bad option to have in your closet, right?

Here’s where things get even better: For a limited time, the Line of Trade Arrow Shirt (at least in this medium-blue textured option) can be yours for under $50. Granted, it’s only available as of now in sizes Small through Large, but there are also plenty of the best menswear deals via the rest of the well-stocked Bespoke Post Sale section (even after Labor Day weekend sales earlier this month!).

The fan-favorite menswear retailer describes it as a three-season buttondown, and since it’s made from textured 100 percent cotton, it’s easy to see this shirt working in a variety of seasonal style situations. And if you act quickly to score your size, the Line of Trade Arrow Shirt can prove an excellent deal in terms of form and function.

Style Pick of the Week: Le Alfre Classic White Oxford Shirt – A New Wardrobe Staple

In my experience, you’d be surprised how often a menswear selection that seems suited simply for one situation is actually well-suited for, well, several. Take one of the best men’s Oxford shirts, for instance. This classic shirt has preppy roots in more modern times, and was even named for the Oxford cloth used to make the original shirts Scotland years ago.

Combined with its buttondown collar and crisp color options — often in white or light blue — the Oxford shirt was a tried-and-true style staple for plenty of business casual and dressed-up situations (aside from black tie affairs). Here’s where today’s Style Pick of the Week swerves ever so slightly.

Satchel and Page

You see, the best Oxford shirt for men these days has a touch more flash in terms of style potential: It can be dressed up with a classic navy blazer like days gone by, but the right shirt can also be worn in ways that are casually cool, and that’s what leads me to the Le Alfre Le Blanc White Oxford Shirt.

It all starts with the vision of the brand and founder Brandon Snower, who wanted to revamp the traditional buttondown shirt for the modern man.

Consider that aim achieved, as I’ve found that NYC-based Le Alfre makes some of the best Oxford shirts under $100. And while its classic shirts have a contrasting white “banker” collar, the Le Alfre Le Blanc White Oxford Shirt goes all in on a more monochromatic take.

This style, made in Portugal from 100 percent soft Portuguese Oxford cotton, boasts timeless details like a buttondown collar, plus premium touches like Mother of Pearl buttons. Double-button rounded cuffs are also a more casual touch (unlike square cuffs found on some traditional dress shirts), and the Le Alfre Le Blanc White Oxford Shirt is made by Portugal’s oldest shirtmaker, to boot.

As Le Alfre says, “simple is always classy,” and this shirt just works (and works). If I were you, I’d wear it untucked with dark blue jeans and handsome brown leather lace-up boots for high-low, casual style, and I’d team it with tobacco chinos and tan leather loafers (plus a navy blazer) at the office or for evening cocktails. Rethink what you thought you knew about the Oxford shirt, and start dressing accordingly this season.

The Friday Read: New York Fashion Week 2023 & One of NYC’s Best New Bars

Apotheke NoMad NYC

My friends, welcome to the best way to start your weekend (or at least, one of the best ways). I’m capping off a rather whirlwind post-Labor Day week here on the blog, which saw me start my week in my home state of Pure Michigan (as you might have seen on my Instagram) before trekking back to the City That Never Sleeps for another edition of New York Fashion Week.

It’s been an eventful few days so far with plenty of items on my to-do list as part of my many freelance writing pursuits. To get the mid-week fun started, I stopped by the new Herschel Supply Co. SoHo store opening, followed by a pit stop at the truly excellent new Apotheke NoMad space (as seen at the top of the page).

Bad Roman NYC review.

The speakeasy-style rooftop bar, modeled after an apothecary that serves up whimsical cocktails (including an excellent Old Fashioned) was the ideal place for an #NYFW kick-off party and some rooftop views. I also had the chance to dine at acclaimed modern Italian NYC restaurant Bad Roman (which you might have seen on TikTok!), and which you can glimpse above.

The evening was hosted by buzzy fashion brand boohooMAN to celebrate its fall collections, and believe me when I say the night was one worthy of celebration. Accordingly, I dressed in style with a few of my favorite menswear essentials from Huckberry (where else??).

For now, I’ve got a Saturday night fashion show to attend, and of course, some writing to take care for this blog as I keep you up to speed on the best men’s fashion to shop now. Have any questions about a brand, or a certain style, piece or category you’d like to see featured here? Let me know in the comments below. Thanks, as always, for reading — stay stylish!

The Thursday Buy: This Flint and Tinder Western Shirt Is Your New Favorite Fall Buttondown

Most rugged shirt for men.

If there’s one thing I can’t get enough of, it’s the chance to truly layer up in rugged style as we roll into early fall (and well beyond). Any great wardrobe of men’s style essentials should be well-prepared in advance for what lies ahead, including the brisk breezes and crisp, crunching of leaves of fall — and the call of seasonal adventure, naturally.

There are certain pieces I tend to rely on in these situations, and I’ve recently found a new one to add to my roster. Or rather, a new (old) piece: The Flint and Tinder Bone Button Western Shirt is a fan favorite, and a sttylish men’s shirt restocked in time for a new season, with all the rugged appeal a guy could ever want.

If you’ve perused the blog over the years (or even as recently as this week!), then you know Flint and Tinder covers all the right bases: Versatile, well-made menswear crafted from durable-yet-supple fabrics, with the potential to work as well for an evening of brewery beers as a day at the office.

That goes for its henleys, waxed trucker jackets and the Flint and Tinder 365 Pants, naturally. The Flint and Tinder Bone Button Western Shirt toes the same line: Polished yet rugged, visually appealing, made to be worn again and again.

The Flint and Tinder Bone Button Western Shirt gets the basics right, including the use of 100 percent cotton denim in washes like a richly faded Medium Dark Wash, as well as crisp Black and a classic Stonewash denim. The burnt cow bone snaps are an authentic touch, as is the Western detailing throughout.

I’ve found the Medium Dark Wash edition of the Flint and Tinder Bone Button Western Shirt to be an ideal fit in a size XL, too. It’s comfortable enough to button up on its own, easygoing enough to wear open over one of my favorite T-shirts, and sharp enough to wear with the Flint and Tinder 365 Pants or else casual grey denim.

It’s an optimal headliner for any casually rugged fall #OOTD, with hundreds of positive reviews that justify dropping $158 on a Western shirt. Who knows — it could very quickly become your new favorite fall shirt.

See Now, Buy Now: These Rugged HELM Boots Are A Casually Rugged Fall Essential

Best leather lace-up boots for men.

As we step into a new month (September, the first month of fall, for those of you keeping score at home), it’s crucial that you shore up your menswear rotation. So, dust off your waxed trucker jacket, throw on your favorite henley, step into the best pair of men’s blue jeans and of course, lace up some rugged leather boots.

In my experience, the earlier you prepare for the season ahead, the better you’re going to look and feel. Let’s start from the ground up with your new favorite pair of leather boots. While summer is high time to lace up trusty canvas sneakers, the pursuits of fall call for something a bit more hard-wearing in the footwear department — something like the HELM Boots Lou Teak Boots, right? Yessir, yessir.

Perhaps you’ve grown acquainted with the fan-favorite Austin-based brand thanks to its stylish leather Chelsea boots or even sleek leather loafers, but the company also excels in the world of dependable lace-up leather boots (to say the least).

The HELM Boots Lou Teak Boots bridge the gap between dressier Chelsea boots and everyday chukka boots — a bit more adventure-ready and durable, yet no less suited to wear with dark blue jeans or your favorite chinos.

Better still is the fact that the Teak pair of the HELM Lou Boots retails for just $219 right now (sizes are going quickly, so keep a weather eye out). It’s not hard to see why the HELM Boots Lou Teak Boots are such a hot seller, though.

They feature a rich Teak Krumenauer leather exterior that’s then lined with supple black leather through the interior for maximum comfort right out of the box. Of course, the leather exterior on the HELM Boots Lou Teak Boots will break in handsomely the more you wear ’em, another benefit to shopping a long-lasting pair of boots from HELM.

Brass finish eyelets should develop a nice patina over time, while round cotton laces give them a polished-yet-rugged finish.

The HELM Boots Lou Teak Boots are perhaps at their best when worn with high-low combinations (like the Flint and Tinder 365 Pants and a henley), but they’re also a nice change of pace with blue jeans and a navy blazer back at the office this fall. When in doubt, don’t overthink it: Just relish the chance to wear your new favorite leather boots this season.