See Now, Buy Now: The Tecovas Luke Chelsea Boots are the Rugged Fall Boots You Need Now

Best Chelsea boots for men

As we step ever more swiftly into fall, there are a few key considerations to keep in mind as you survey the landscape of the best fall style essentials. Chief among them, if you ask me, might be a proper pair of boots for all situations rugged, be it fall weekend cabin getaways, day trips, leisurely strolls or a wide range of pursuits (tailgating or Oktoberfest beers, anyone?).

All of that means you need a pair of boots you can count on, a pair that delivers versatility plus reliable comfort and performance — a pair of boots like the Tecovas Luke Chelsea Boots, as dependable a pair as any on the market.

The famed Texas brand, best known for its classic Cowboy boots and Western boots in all forms, also makes a heck of a pair of the best Chelsea boots, one that uses finely crafted leather and highly durable materials along the way. The difference is one you can see and feel, and it’s largely thanks to the rugged water-resistant cowhide leather in a rich Cognac color, one nicely complemented by weatherproof seams.

Tecovas men's boots review

A Vibram Cristy outsole delivers superior comfort, grip and even toughness, and it doesn’t hurt that the Tecovas Luke Chelsea Boots toe the line nicely in terms of both style and performance. The shape of the toe box is sleek enough to wear with black or light wash jeans (or even dark tan chinos), yet the build of these boots means you can wear ’em reliably for workwear situations, too.

Tecovas men's Chelsea boots review.

The cushioned insole of the Tecovas Luke Chelsea Boots adds even more comfort, and in my experience, I’ve found that Vibram outsoles are springy and strong yet ultra-supple for all-day wear. That touch alone gives the Tecovas Luke Chelsea Boots an edge above the rest of the competition, and here’s something even better.

You see, no matter which of the two leather options you select (particularly the Cognac leather seen here), well, I’d wager that the Tecovas Luke Chelsea Boots are only going to get better with more consistent wear.

Team ’em with your favorite blue jeans and a waxed trucker jacket, style ’em with tan chinos and a white Oxford shirt for high-low style, or opt into them as a durable choice with black selvedge jeans and a grey henley. There’s little that the Tecovas Luke Chelsea Boots can’t do, and you’re about to find that out the right way this fall — happy shopping, my friends.

See Now, Buy Now: Buck Mason Just Debuted Italian-Made Eyewear for Expert Seasonal Style

Buck Mason men's sunglasses review.

When a modern menswear brand known for making utterly cool, classic men’s style essentials — everything from one of the best indigo sweatshirts to a timeless chambray shirt — dips its toes into the realm of the best men’s sunglasses, it’s assuredly worth considering.

In fact, it’s worthy of more than your consideration when checking out the new Buck Mason men’s sunglasses line — it’s worthy of an addition to your cart (and your wardrobe) ASAP, at least in my experience.

The lineup is a sight to behold (pun intended) as Buck Mason sunglasses hit on all the right notes from the acclaimed Los Angeles brand. You’ll find three expertly crafted styles in a range of Italian acetate colors, which are then built out with functional polarized lenses and durable five-barrel hinges.

Each style reflects classic Mid-Century design cues, drawing inspiration from Italian racing sunglasses, plus classic ’50s and ’60s looks favored by Steve McQueen. The resulting new Buck Mason men’s sunglasses line is about as effortlessly cool as it gets, with prices that won’t break the bank (these custom-made men’s sunglasses will set you back $248).

It doesn’t hurt that the brand-new, ultra-cool Buck Mason men’s sunglasses line is seemingly designed to pair up in expert fashion with a full range of Buck Mason menswear, from breezy T-shirts to rugged chambray shirting and the company’s lineup of soft-shouldered, expertly tailored suiting.

The next time your everyday carry essentials could use a luxe-yet-affordable, utterly classic upgrade, reach for a pair of shades from the expertly done Buck Mason men’s sunglasses line — things sure are looking up on the bright side, I’d say.

See Now, Buy Now: These Taylor Stitch Selvedge Jeans are an Enduring Style Classic

Best selvedge jeans for men.

They don’t quite make ’em like they used to, or rather, few brands can make ’em — and by that, I mean menswear essentials — quite like Taylor Stitch. That sentiment certainly holds true with the new Taylor Stitch Slim Jeans in Rigid Organic Selvedge, a surefire style classic made modern by the famed San Francisco brand.

In the brand’s crisp Slim fit with a medium rise, the rugged and yet versatile Taylor Stitch Slim Jeans in Rigid Organic Selvedge get all the details right, especially in terms of the 14oz. organic selvedge cotton denim build. If you ask me, those are the kind of jeans that get better with age, one of many qualities to love when it comes to the best selvedge jeans for men.

These unwashed raw denim jeans also boast plenty of classic design touches you’d expect from finely crafted selvedge denim, including selvedge detailing and the brand’s classic organic cotton San Francisco map pockets. The handsome Taylor Stitch Slim Jeans in Rigid Organic Selvedge also feature an iconic button fly and durable hardware, two further details you should also know and love from the company.

And with a fair price of $168, the Taylor Stitch Slim Jeans in Rigid Organic Selvedge just might pull their weight (and then some) as your new go-to pair of stylish blue jeans for men. Sounds like a plan to me, so if you pull the trigger on these iconic new blue jeans, be sure to let me know in the comments, my friends.

See Now, Buy Now: These Chelsea Boots from Huckberry Are an Instant Fall Classic

Huckberry Chelsea boots review.

When I’m on the hunt for early fall menswear essentials, I tend to stick with what I know, or with brands and styles I can trust — that includes rugged leather Chelsea boots, of course, and staple pieces like expertly cut denim and my favorite henley. If you feel much the same way about your rotation of men’s style essentials, you’re in luck today — in a big way.

It’s not the first time we’ve talked about Huckberry footwear here on the blog, and it won’t be the last: That’s because the Rhodes Footwear Blake Chelsea Boots were just restocked in time for fall, and there’s never been a better way to amp up your fall boots rotation.

The Rhodes Footwear Blake Chelsea Boots, part of the in-house lineup of best-selling menswear at Huckberry — a site also known for its dependable trucker jackets and stylish blue jeans — just get the job done. That’s likely an understatement, since they take the time-honored Chelsea boot and improve upon it in rugged fashion.

The Rhodes Footwear Blake Chelsea Boots start with a tumbled, broken-in leather upper for comfort right out of the box, and then Huckberry adds an extra reinforced panel for even greater toughness and durability.

Best leather Chelsea boots for men.

To really double down on workwear-ready toughness, the Rhodes Footwear Blake Chelsea Boots use a chunky, grippy and yet lightweight Meramec PU outsole with a wedge build for a more casually rugged look. Plus, your new favorite Chelsea boots boast a full leather lining for extreme comfort right out of the box — at least, that’s true in my experience with Huckberry boots.

The Rhodes Footwear Blake Chelsea Boots are also fashioned with recraftable welt construction, so you can wear ’em for days, weeks and months on end this season (and on into the next one).

Helpfully, there are a range of sizes available in both a laidback Mojave Suede and a rich, gets-better-with-age Hickory leather — when it comes to finding your new favorite boots for fall, the Rhodes Footwear Blake Chelsea Boots are a strong contender, and they’re up for grabs right now.

See Now, Buy Now: Shop the Red Wing Heritage Weekender Chukka at Huckberry Just In Time for Fall

Red Wing Heritage Weekender Chukka Boots review.

If durability, classically cool style and rugged appeal are the name of the game — which they very much are — then it’s hard to pass up Red Wing Heritage and its selection of iconic, incredibly well-made leather boots and shoes. And that’s certainly true now as it was decades ago, which brings us to the Red Wing Heritage Weekender Chukka, an utterly classic men’s boot style that’s stood the test of time.

Speaking of time: They’ve landed back in stock at Huckberry just in time for the fall season ahead, and they couldn’t be a more ideal wardrobe addition if you’re all about classic, dependable style. When it comes to the Red Wing Heritage Weekender Chukka, the specs are on point across the board, and quite literally from the ground up, in this case.

Certainly, this isn’t the first time you’ve read about some of the best boots for men, particularly from Red Wing Heritage on the blog, and it won’t be the last. Let’s carry on, shall we?

It starts with tough-as-nails S.B. Foot Tanning Company leather, which is then stitched down for a resoleable design, while a chunky Hill outsole adds toughness and traction.

The combination also includes a Texon® board insole that molds to your foot over time, while the ComfortForce footbed amps up the premium, comfortable nature of some of the best boots for men.

Add in the fact that the Red Wing Heritage Weekender Chukka manage to repel water, stains and perspiration, and you’ve got a reliable pair of boots that perform just as great as they look. Of course, the silhouette of the Red Wing Heritage Weekender Chukka is iconic and as wearable with rugged selvedge denim and a henley as it is with stretch five-pocket pants and a crisp Oxford shirt.

There are few men’s boot styles as beloved, long-lasting and well-made as the Red Wing Heritage Weekender Chukka, which is why it’s certainly worth a reminder that they belong in your early fall wardrobe.

See Now, Buy Now: This Bespoke Post Shirt is an Everyday Style Classic

Style classics can (and should!) serve as the backbone of a modern man’s wardrobe — take the shirt seen at the top of the page, a true essential from the good folks at Bespoke Post. Every guy’s style rotation can stand to use a good use of easily wearable, goes-with-anything pieces, like the Line of Trade Frank Shirt.

Inspired by classic workwear styles, the Line of Trade Frank Shirt is the sort of shirt you can reach for any day of the week, one that’s able to pair with everything from classic denim to expertly cut chinos. It doesn’t hurt that its build is tailored and crisp yet easy to wear — it’s not a more formal dress shirt, yet it’s more polished than a polo, for instance.

Made from 100 percent cotton in a variety of versatile colors, it’s the type of piece that simply looks great any way you style it, in any season at all. The choice is yours as to which option you opt for, be it a rich Coffee Herringbone hue or a deep indigo variety, another personal favorite.

Again, either variety of the Line of Trade Frank Shirt wears especially well at the office, on the weekend and every day in between. It toes the line between formal and casual in expert fashion, which in my experience is always something great to have in your closet.

Don’t discount the need for style essentials you can turn to at a moment’s notice, this shirt very much included. Pair it with your favorite faded jeans, with crisp dark blue denim, with tan or olive chinos and leather boots, or even with stretch chino shorts — it can handle it all, and then some. In my experience, the Line of Trade Frank Shirt is a surefire style winner, one that’s sure to stand the test of time.

See Now, Buy Now: This Buck Mason Indigo Sweatshirt is Ideal for Cool End-of-Summer Days and Nights

A guy’s wardrobe should revolve around the right blend of utility and style — being prepared for as many style scenarios as possible without missing a beat or feeling out of place. Sounds like a tall order, right? In my experience, I’ve found that Buck Mason covers just about every casually rugged, casually cool style scenario you could ask for, from sunrise to sunset and beyond.

In some instances, that might mean something like one of the best USA-made tees, and in another, it might mean a classic men’s polo for the office. Yet sometimes, it also requires thinking outside of the box — as in, adding another layer to your summer menswear #OOTD when you need it.

Best crewneck sweatshirt for men.

What I mean to say is, for the end of summer and the start (slowly but surely) of breezy nights, a piece like one of the best crewneck sweatshirts just seems to fit the bill. And Buck Mason has doubled down on that idea with the Buck Mason Indigo-Dipped Loopback Sweatshirt, using classic sweatshirt construction and rich indigo dye to hit all the right notes.

Soft-brushed French Terry cotton makes all the difference when it comes to the Buck Mason Indigo-Dipped Loopback Sweatshirt. Specifically, threads dipped and dyed (before knitting) give it that characteristically rich, deep blue look. It also hits all the right details in terms of classic men’s sweatshirts, including a double-layer V-stitched neck (originally meant to serve a functional purpose during workouts).

Best crewneck sweatshirts for men.

Contrasting threads at the collar, cuffs and seams separate this handsome, classically styled sweatshirt from the pack, and it’s a given that the Buck Mason Indigo-Dipped Loopback Sweatshirt will only get better with age.

The famed modern American brand has also come up with a sweatshirt featuring an even deeper indigo fade (so the sweatshirt looks lighter with age), but for my money’s worth, this version of the Buck Mason Indigo-Dipped Loopback Sweatshirt is as good as it gets.

See Now, Buy Now: This WP Standard Messenger Bag Is a Perfect Everyday Carry Addition

Best leather messenger bag for men.

Not even the best #OOTD for the office, for spring travel or for everyday outings is complete without the right accessories, yes? Take some of the best men’s leather goods, like a must-have messenger bag: A reliable companion that can serve as everything from a work essential (laptop, notebook, folders) to a daily must-have (a favorite volume for reading, a transporter of tech accessories and more).

WP Standard Meridian Messenger Bag.

And given that you’re toting around some valuables, it pays off to invest in one of the best leather bags for men — this, of course, you know well if you read the blog and carefully compose your daily ensembles. So, where’s a guy to go to find one of the best leather messenger bags? In my experience, WP Standard can sort you out in fine form, and that’s why we’re here today.

In fact, I trust a leather messenger bag most days of the week, and I’ve had a WP Standard leather messenger bag in my rotation of stylish EDC essentials for years now. And yet, this edition is a touch different, with some crucial updates — updates I look for when shopping for the best leather goods.

The WP Standard Meridian Leather Messenger Bag, as the reliable and stylish brand says, serves as an homage to “antique leather work bags but updated for modern function,” and that sounds like as great a place to start as any. A full-grain leather exterior and a pigskin leather interior boasts a laptop pocket as well as an interior pocket for streamlined storage of other valuables.

Plus, the WP Standard Meridian Leather Messenger Bag boasts richly crafted details like brass hardware and remarkably sturdy construction, something I appreciate — and that means this stylish leather messenger bag will only get better with age.

Best everyday carry essentials for men.

A handsome patina should develop the more you use it, and details like a comfortable padded leather strap mean you’ll want to use it plenty. What’s more, the rich Desert Black color shown above should age remarkably well, revealing what lies beneath — but any of three leather options for the WP Standard Meridian Leather Messenger Bag should deliver style, functionality and long-lasting utility. That’s precisely what your daily carry needs this season (and beyond), my friends.

See Now, Buy Now: This Luxury Sunspel Polo is James-Bond Approved

James Bond Sunspel polo.

I like to talk a lot on this men’s style blog about the best polo shirts for men, but there’s one in particular that’s a cut above the rest, and it’s got a very distinctive seal of approval. The polo shirt in question is the Sunspel Riviera Polo, a standout polo shirt in its own right that took center stage in a big way in the 2006 James Bond classic “Casino Royale.”

As famously worn by Daniel Craig in his first outing as the super spy, the polo shirt epitomized (then and now) casual luxury — a polo shirt as at home in the Bahamas as it is on a balmy day back in Great Britain, where Sunspel polo shirts (and much more) are still crafted with pride.

It’s a step up from other shirts in both price and its general feel and quality — in my experience with the Sunspel Riviera Polo, it wears as easily as a T-shirt, yet delivers polished looks the likes of which 007 himself would certainly approve. James Bond wears his with tan chino pants in the film, and although we can’t all be built like 007, James Bond’s favorite polo boasts a tailored fit and a crisp navy color.

And to this day, the Sunspel Riviera Polo boasts soft long-staple Supima cotton construction for a breathable weave. Better still in the nearly two decades since its first onscreen appearance on the shoulders of Bond, James Bond is the fact that it’s now available in a whopping 21 colors — each boasting that signature fit and construction.

Assuredly, this stylish polo shirt for men is pricey, given its intensively detailed construction and its approval from the world’s favorite secret agent — yet in my experience, the Sunspel Riviera Polo is worth every penny. Want to steal a small taste of 007’s style? The Sunspel Riviera Polo is your best bet for now.

See Now, Buy Now: Dress for Cool Summer Nights with This Vintage Long-Sleeve Tee from Huckberry

Huckberry men's T-shirts.

In my experience, sometimes, you don’t know how valuable some casual men’s basics can be until you’ve gone without them. For instance: On a cool summer night around a bonfire or during a beach sunset stroll, ever been caught without an extra layer? I’m not talking about a heavyweight flannel shirt or a thick hoodie — I’m talking about something like one of the best long-sleeve tees to throw on atop your favorite pair of lounge shorts, especially one from our friends at Huckberry.

It’s an underrated style essential that’s served me well on many a summer beach vacation, especially as cooler weather beckons through the end of late summer. And today, well, you’re in good hands, since Huckberry’s new Trumbull line of American-made basics delivers one of the best long-sleeve tees for men.

It’s an indisputable workhorse, a well-made tee in its own right and a casually cool menswear move to end the season. Heavyweight cotton construction (garment-washed for softness) gives the Trumbull Vintage Wash Long-Sleeve Tee a lived-in feel, just like the kind of tee you’d unearth from a lakehouse closet on a crisp night.

And yet, this stylish men’s long-sleeve tee sits ready and waiting in your T-shirt drawer or your favorite weekender bag without missing a beat — since, well, you’ve hopefully already added it to your cart in a trio of stylish colors.

Best long-sleeve T-shirt for men.

With its durable made-in-Detroit construction, its relaxed fit (ideal for layering atop a short-sleeve tee with room to move), and its vintage-style look, it’s a perfectly neutral basic you can even layer beneath a trucker jacket alongside blue jeans.

But for transitional style — especially in coastal settings where you need a warmer layer alongside your go-to shorts — I’d say the Trumbull Vintage Wash Long-Sleeve Tee is a surefire bet as far as laidback summer style goes. Try this one on and report back in the comments if you’re a fan. Cheers and thanks for reading!