One of the things I love the most — and I hope you feel the same way — about diving deep into the menswear world is uncovering the unexpected. Take, for instance, Beckett Simonon.
The direct-to-consumer brand already makes some of the best boots for men by using premium, rich materials and cutting out the middleman to pass those savings onto customers.
In my experience, I’ve found that the brand’s brogue boots are some of the best boots for men on the market, but here’s where the unexpected comes into play. You see, the brand also makes some of the best leather goods on the market, and they pass those savings onto customers, too.
What’s that mean for you? Well, it means that the Beckett Simonon Davis Weekender Bag, made from richly textured, pebbled leather for an elegant look and feel, is now 30 percent off, with those savings applied directly at checkout.
It’s available in three rich shades of leather (including Oxblood, my personal favorite), handcrafted and hand-finished, then lined in cotton twill for a soft finish. What it all comes down to is an incredible deal on one of the best men’s weekender bags, so don’t delay in adding it to your fall travel rotation.
In my experience, the best menswear essentials are the pieces that, as I often say, can do more than one thing well — the sort of picks made to go the distance, like the Billy Reid Leroy Shirt Jacket. The famed Alabama brand, led by Reid himself, nails the perfect balance between rugged and refined, including one of the best shirt jackets for men.
And this particular number is one of the best layers for shoulder season: Those nights when it’s breezy and a touch brisk, yet not quite chilly enough for your winter outerwear rotation. The Billy Reid Leroy Shirt Jacket is part of the Fall 2023 Billy Reid Collection, with enough durability to be worn now and into the months ahead in just about any way you see fit.
The key here is the use of waxed cotton fabric from Scottish fabric maker Halley Stevensons, which is then turned into a remarkably rugged piece lined in cotton for softness and finished with a double-layer collar for durability.
The vintage match pocket on the Billy Reid Leroy Shirt Jacket is an exceedingly cool touch, proving that great style (and versatility) is all about the details this season (and beyond). Find out for yourself with the Billy Reid Leroy Shirt Jacket today, my friends.
Now, my friends, I know what you very well might be thinking on this fine early fall Sunday. Isn’t it just about time to lace up some of the best men’s boots? Well, yes… and no. Balmy temperatures are sticking around, at least in my area of Brooklyn, for just a bit longer, and that means that it very well might be advantageous to snag a pair of the best men’s sneakers while they’re still on sale.
I’m not quite talking about an overly flashy pair, though — I’m talking about a certified classic that’s making a comeback, like the retro-style runner sneakers seen here from Brooklyn’s own GREATS Brand.
The NYC sneaker startup, a longtime favorite of mine here on the blog, specializes in subtly stylish sneakers, from the runner style seen here, right on through to low-top tennis-style lace-ups, classic basketball high-tops and even sporty slip-ons and sleek loafers.
They’re truly a footwear player across nearly every category these days, and the GREATS McCarren Runners are a classic for that reason. They’re crafted from designer-level materials at a price that’s certainly lower than many designer names, and that’s why they’re up for grabs in today’s Sunday Sale.
Score them right now for nearly 30 percent off, then wear them with everything from rolled dark blue jeans to classic chinos and a shawl cardigan in the weeks ahead.
Beyond that, know that these stylish GREATS sneakers (which blend two types of leather accents with a tread outsole) will still be plenty good-looking call next spring. You can’t ask for much more than that with a pair of the best on-sale sneakers for men, and that’s what it’s all about today.
The best jeans for men, that ever-indispensable part of a guy’s wardrobe, the sort of staple item that can put in the work and keep going — well, they shouldn’t be all that hard to find, right? You might think that to be true, but sometimes, the going gets tough. What’s a guy to do? Well, that’s why we’re here today.
Enter Mott and Bow, the NYC-based direct-to-consumer brand that makes some of the best men’s denim, all the while using premium Italian cotton denim, exceptional wash techniques and fair pricing. Ideally, you know the brand for making your favorite everyday blue jeans, but let’s dig a bit deeper beyond that today.
The Mott and Bow Stone Jeans (available in both Slim and Straight cuts) could in fact be the perfect pair of men’s jeans you need this early fall. The Medium Grey color — as shown here, and available in sizes up to 42 — is a nice change of pace from summer’s light wash denim, it’s got plenty of character, and it’s also a bit edgier than a pair of classic dark blue jeans.
Although Mott and Bow, one of my favorite denim brands, also does those dark blue jeans (and more!) exceptionally well, I’d wager you might be on the hunt for a pair of men’s stretch jeans in a slightly different shade every so often.
If you want denim to wear with, say, a flannel shirt or a henley and a trucker jacket this fall, denim that clocks in at a medium-weight 11.5 oz. with helpful two percent elastane for stretch, then these are some of the best men’s jeans to buy now.
I’ve personally tried these, and I love the durable yet stretchy fabric and the medium grey color — I can only hope you’ll feel the same way. The best men’s denim for fall is but a few clicks away, my friends. Go to it, wear ’em with pride, and thank me later.
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.
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…
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.
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.
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.
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.
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?
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.
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.
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 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.