The Tuesday Steal: Take Almost 20 Percent Off These Rugged Fall Boots from HELM Boots

If you’ve been falling a bit behind on shopping for some of the best men’s boots for fall — to name but one style essential you should shop now — then there’s no time like the present to catch up. In fact, I’ve got even better news for you: You can get a great pair of rugged leather boots for fall on sale right now at Austin-based HELM Boots. Keep in mind that this deal is so stellar (under $250 on sale) that sizing is moving quickly.

Mack Weldon

That being said, it’s not hard to see why: The craftsmanship-focused brand is a favorite of mine, from the best chukka boots to the coolest men’s sneakers, and the HELM Jakob Boots hit similar notes in just the right way.

Best men's boots

For starters, they’re nearly 20 percent off, a nice steal for a pair of well-made men’s leather boots that could quickly become a fall style favorite. They’re inspired by traditional work boots, but the HELM Jakob Boots go a step further with a taller profile, handsome full-grain Krumenauer leather and a super-soft rubber cushioned sole.

Mack Weldon

The Krumenauer leather will get better the more you wear the HELM Jakob Boots, and the fact that you can rock these stylish men’s leather boots with everything from tailored chinos and an Oxford shirt to your favorite henley and blue jeans is a major bonus. The next time you need to lace up the best men’s boots for fall, make sure the HELM Jakob Boots are in your closet — and for a discount, at that.

The Sunday Sale: Take More Than 20 Percent Off the Best Men’s Lounge Pants from Taylor Stitch

Best lounge pants for men.

Every guy should have some go-to men’s style essentials, even for “down time” or casual situations, right? That includes picks like the best lounge pants — because you can even stay stylish when hanging at home — and that’s where today’s Sunday Sale comes in. Now, you already know San Francisco’s Taylor Stitch for making rugged, outdoor-ready picks like the best men’s flannel shirt, but what about when you want to relax in style? Well, that’s when you need the Taylor Stitch Fillmore Pants, some of the best lounge pants for men — and as a bonus, they’re an excellent 23 percent off right now.

That’s as worthy of the Sunday Sale as anything, if you ask me, and they’re coming to you by way of the well-stocked yet fast-selling Taylor Stitch Last Call section. What makes the Taylor Stitch Fillmore Pants some of the best lounge pants for men on the market? It’s simple, and it comes down to more than price (although they’ve been knocked down to $75 from $98 prior).

Your new favorite lounge pants feature remarkably soft, sustainable organic French Terry cotton, and they’re built with a sturdy waistband and ribbed ankles that won’t bunch up or sag. Plus, the Dark Navy color on some of the best men’s sweatpants, as seen here, is a look that makes ’em suitable to rock outside the house on casual weekend outings, too.

Even better, they feature a button fly and a natural draw cord, so all the details are on-point. When you need some of the best lounge pants, consider the Taylor Stitch Fillmore Pants — and get ready to save as you shop, too.

Style Pick of the Week: Todd Snyder Guide Shirt – Fall’s Most Refined Shirt Jacket

Best men's shirt jacket for fall

If ever you were looking to strike the right balance between rugged and refined, there’s no time like fall to really take care of business with the best men’s style essentials. And for my money’s worth — as you know if you scour The Style Guide for the best fall style picks on the daily, few designers do that better than Todd Snyder. The Iowa-born designer takes the classics and upgrades them in ways that make them work in both NYC and back in the Midwest, as with the handsome, well-made Todd Snyder Guide Shirt.

It’s the perfect example of the, well, rugged-meets-refined look championed by the brand, and that makes the Todd Snyder Guide Shirt a unique addition to your fall and winter layering. The key is the soft-yet-dependable blend of virgin wool, acrylic, polyester and other fibers (for comfort and stretch) into one seriously cool, stylish fall shirt meant to be layered up as one of the best men’s shirt jackets. And folks, your new favorite fall shirt jacket only gets better from there.

Most rugged men's shirt jacket

The Todd Snyder Guide Shirt also boasts retro elbow patches for a neat and distinctive touch — this rugged men’s shirt jacket is less refined than one of the best fall blazers, to be sure, but no less ready for unique layering. That means you can style your new favorite shirt jacket atop a rugged men’s henley as readily as you can use it as another layer atop one of the best men’s Oxford shirts.

It’s cut with a more full fit for fall and winter layering, too. Plus, color options like a rich Blue-Brown Plaid or the fall-friendly Mustard Multi-Plaid certainly give you options. Beware that this Todd Snyder shirt clocks in at a pricey $268, but as with other Todd Snyder menswear essentials, I’m betting that higher price tag will pay off in spades.

The Friday Read: A Fall Road Trip, Seeing The Killers & the Best Fall Style Picks

Brandon Flowers of The Killers

My friends, can you believe Friday is upon us yet again? A remarkably busy season is flying by in my neck of the woods, between the likes of Glenfiddich Scotch tastings, shopping for fall style essentials and of course, a fall road trip to see The Killers. Today marks the third — yes, third — time I’ll be hitting the road to see one of my favorite bands and my hero, Brandon Flowers.

Ever-stylish, always hard-working and ambitious, and remarkably passionate and talented — the music of The Killers is surely worth the trek back to my home state of Michigan & the fine city of Detroit this weekend, in fact! It’s a concert that’s been in the works for me since summer 2021, and I couldn’t be more thrilled for the big day (Saturday!).

Perhaps you recall my Esquire interview with Brandon Flowers from last year, or perhaps you’ve been following along with my travels and my concert-going and fall style shopping over on my Instagram — either way, it’ll be a banner weekend with lifelong friends seeing an all-time favorite band! That won’t be the only thing I’ll be doing in Detroit.

Naturally, I plan to visit Detroit breweries like Batch Brewing and Atwater Brewery, not to mention a stop by Detroit’s own Shinola, long one of my favorite watchmakers and lifestyle brands, period. Fittingly enough, I just wrote about the brand’s first-ever mechanical timepiece, and did so over at Maxim — talk about one of the best men’s watches, no doubt.

What’s on your weekend agenda, other than cold beer and menswear shopping, of course? Feel free to give me a follow on Twitter to check in, and keep it tuned here tomorrow for Saturday’s Style Pick of the Week. One last fall style essential for now: This rugged Buck Mason jacket could be a new fall favorite. Head here to read all about it on my blog. Cheers!

The Thursday Buy: Buck Mason’s Flannel Field Jacket Is Your New Favorite Fall Coat

Best men's fall jackets.

If there’s one thing I think a guy can never quite have too many of when it comes to fall style essentials, it’d be a selection of the best men’s jackets for fall. And it’s always helpful to have a go-to men’s style brand when shopping for additional picks to add to your collection of the best jackets for men — take a brand like Buck Mason, for instance.

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I’m willing to bet you know the brand for its rugged field jackets and its selection of the best men’s henleys, and you can add another standout style staple to that list, too. It’s the Buck Mason Plaid Blanket Flannel Field Jacket, a seriously cool hybrid jacket that blurs the lines between rugged throwback style and modern good looks. Helpfully, this rugged flannel shirt jacket is modeled after vintage military shirt jackets, with the specs and serious warmth to match.

Best shirt jacket for men.

For good measure, the Buck Mason Plaid Blanket Flannel Field Jacket comes in three classic colorways, including two eye-catching plaid options and a deep Heather Olive option, but it’s got more than just style points going for it. Your new favorite shirt jacket also boasts heavyweight brushed blanket flannel fabric, the kind you can easily layer over a Buck Mason henley, for instance.

Shop Men's Apparel from Billy Reid

The Buck Mason Plaid Blanket Flannel Field Jacket gets the little details correct, too – those details include distinctively shaped, mitered patch pockets and sturdy oversized buttons. If you want a shirt jacket with room to layer and plenty of warmth built right in — along with a healthy dose of perfectly rugged, timeless style — the Buck Mason Plaid Blanket Flannel Field Jacket is the new go-to layer you need right now.

See Now, Buy Now: The Taylor Stitch Yosemite Shirt is a Fall Style Classic

Best fall shirt for men.

Can you feel it in the air? Perhaps a brisk breeze, a touch of a chill and the need to once again layer up with, say, the best fall style essentials from one of your favorite brands? Yes indeed, the time is well and truly upon us, and that’s where one of my longtime favorite menswear companies, Taylor Stitch, boldly enters the fray.

I’m willing to bet you’ve been shopping the brand as frequently as I have lately, be it one of the best fall cardigans or one of the best shirt jackets for men, and today’s blog entry follows in the same vein with the much-loved Taylor Stitch Yosemite Shirt.

You might say the longtime fan favorite — it’s been in the Taylor Stitch menswear rotation since the brand’s early days — is about as essential as it gets as far as the best fall men’s style picks are concerned. How so? Well, the shirt sits somewhere between a classic flannel, a lightweight shirt and a “shacket,” with the layering versatility and style potential of each of those pieces. You see, the Taylor Stitch Yosemite Shirt is made from a soft, layering-friendly but not overly heavy 9oz. organic cotton chamois, and things get better from there.

Most stylish fall shirt for men.

I’ve worn various iterations of the Taylor Stitch Yosemite Shirt over the years, and it functions perfectly as a top-most layer over a Taylor Stitch henley or a soft merino T-shirt. As I said though, it does indeed get better, and that’s because you can also layer the Taylor Stitch Yosemite Shirt beneath one of the best men’s fall jackets quite comfortably as the temperature drops down into the 30s and 40s (yes, I went there!).

The Taylor Stitch Yosemite Shirt also boasts two helpful front-button chest pockets for your everyday carry essentials, and the fit is made to be worn untucked. This gives the Taylor Stitch Yosemite Shirt plenty of rugged styling versatility this season, given that it looks quite cool – especially in a rich Timber Shadow Plaid — alongside everything from Taylor Stitch blue jeans to the company’s expertly cut tan chinos.

It’s not every day that you come across a pick as perfectly suited to fall and winter layering as the Taylor Stitch Yosemite Shirt, so I’d say you need to shop this one early and often right now.

The Tuesday Steal: These Bonobos Stretch Pants are the Most Comfortable Pants On Sale Now

Most comfortable fall pants for men.

If you’ve gotten used to juggling working from home with returning to the office, you’re still very much aware that the best work-from-home style is very much top of mind at the moment — you’re still looking to blend comfort and style, after all. Put it another way: Bonobos, makers of some of the best pants for men, period, still has you covered with some of the most comfortable pants to wear to work from home (or to the office, for that matter), and they’re on sale right now for more than 30 percent off.

I’m already a major fan of super-comfortable, polished styles like the Bonobos WFHQ Pants — and perhaps you feel the same way! — and the Bonobos All Week Flex Pants deliver just as much reliable performance and great looks. Consider them the latest and greatest addition to any rotation of the best men’s pants, with the specs to match. It all starts with super-stretchy 100 percent polyester fabric, and the Bonobos All Week Flex Pants also feature a go-anywhere, hidden-front elastic waist.

Best men's work from home pants.

Crucially, the Bonobos All Week Flex Pants deliver the kind of tailored looks you need to head back to the office, with the easy-to-wear fit you crave when at home and on the road. The front snap closure looks as crisp and polished as your favorite pair of chinos, and the design is streamlined and tailored, yet the aptly named Bonobos All Week Flex Pants are designed to go everywhere with supreme comfort top of mind.

The Bonobos All Week Flex Pants are available in three lengths and in sizes ranging from Extra Small on up, based on the color you select. And that’s another thing: The Bonobos All Week Flex Pants are on sale for less than $80 in six highly wearable colors.

You can pair your new go-to set of work from home pants with anything from a Bonobos T-shirt to a stretch denim shirt for men without missing a beat. All the while, the Bonobos All Week Flex Pants deliver that crucial mix of softness, stretch and style. Go forth and shop them on sale right now.

See Now, Buy Now: The TAFT Mack Boots are Some of the Best Dress Boots to Shop Today

Best men's dress boots for fall

‘Tis the season to… shop some of the best men’s dress boots, if you ask me, and if you’ve been reading your favorite style blog, perhaps you agree. Where to start your search for boots that strike the right happy medium between rugged and refined, between durable, dependable and yet sleek? That answer — at least in my book — is quite easy.

Satchel and Page

Head over to TAFT, makers of a wide range of the best men’s boots (and dress shoes), with enough designs to suit every style. Today though, we’re talking specifically about the TAFT Mack Boots, a versatile and handsome pair of the best boots for men to carry you through this season. I’m also a fan of the more rugged captoe TAFT Rome Boots, and both pairs are worthy of your consideration right now.

Most stylish fall boots for men.

It’s your best bet right now to pick up the TAFT Mack Boots in a brand-new, fall-ready shade of Brown. It’s a deep, rich color that works with fall tones ranging from olive to burgundy to tobacco tan and of course, navy blue as found in the best jeans for men. As luck would have it though, the TAFT Mack Boots have plenty of the right design specs to make them worth your while, too.

Part tailored jacket, part sweater, all versatility.

To wit: The TAFT Mack Boots feature handmade, Blake stitch construction, which makes ’em resoleable after years of wear. They’re also handcrafted in Spain, always a hot spot for the best shoes for men. The brown Spanish Suede upper on the TAFT Mack Boots adds some nice, fall-ready texture and style.

Satchel and Page

What’s more, the sleek wingtip profile should sit nicely underneath everything from an aforementioned pair of the best jeans for men to a fall-friendly wool suit. Between the refined style, the standout construction and their all-around great looks, the TAFT Mack Boots are absolutely worth the price ($295). Style them accordingly today, my friends.

The Sunday Sale: Save Up to 40 Percent Off the Best Menswear Right Now at Faherty Brand

Best on-sale menswear for fall.

If you’ve been following along with the blog this season, you know that I’m all about shopping as efficiently and effectively as possible — particularly when it comes to shopping the best on-sale fall menswear. Remember, it’s all about reliability, performance and great looks this season, and that’s where NYC-founded Faherty Brand can seriously amp things up for you. The brand specializes in seasonal style picks that can work in plenty of situations, like a lightweight linen shirt for summer — and of course, a plethora of rugged, comfortable and well-made fall menswear.

HELM Boots

That’s why we’re here for today’s Sunday Sale, after all: The Faherty Men’s Sale section gives you up to 40 percent off some of the best menswear across plenty of categories, so it’s worth taking a deep dive ASAP. Of course, you can even get an extra 10 percent off your first purchase with the code WELCOME10, but the Faherty Menswear Sale selection takes things to another level entirely.

Best fall menswear sales.

Take a close look at the Faherty Men’s Sale, and I’m willing to bet you’re going to really love what you see. You’ve got your pick from fast-selling styles in multiple categories, from soft beach hoodies and sweatpants (ideal for cool, but not frigid, fall nights) to comfortable stretch shirts, a selection of the best men’s henleys and more.

HELM Boots

And the great thing about all of these picks is the fact that comfortable fabric and cool colors and patterns — plus plenty of versatility — are at the forefront of the Faherty Men’s Sale. With that, I say go ahead and shop now — then thank me later. Cheers, my friends.

Style Pick of the Week: Flint and Tinder Waxed Hudson Jacket – Fall’s Coolest New Jacket

Isn’t it a thing of wonder when one of your favorite brands gives you plenty of options when it comes to the best fall jackets for men, for instance? That’s certainly the case with the good folks at Flint and Tinder, the brainchild behind one of the best online menswear shops — that’s Huckberry, of course. The company specializes in rugged, versatile, utterly timeless gear, and for my money’s worth, the Flint and Tinder Waxed Hudson Jacket is just the latest standout style move from the much-loved in-house brand.

Milled in Scotland for a lifetime of wear.

Of course, I’m willing to bet you know Flint and Tinder through its most famous product – – that’d be the Flint and Tinder Flannel-Lined Waxed Trucker Jacket, what with its durable construction and hard-wearing design. Of course, the Flint and Tinder Waxed Hudson Jacket is a star in its own right, with detailing and a build that makes it one of the best men’s jackets for fall (quite handily, at that). In fact, take it from me: I’ve had the chance to review this Huckberry jacket, and can vouch for its quality, style and sturdy durability.

Most rugged fall jacket for men.

This expertly cut, perfectly rugged piece of outerwear has the potential to become your new favorite fall jacket, what with its hunting coat-inspired design and a plethora of touches that make it insanely cool and insanely comfortable. For starters, the Flint and Tinder Waxed Hudson Jacket offers more coverage than the Flint and Tinder Flannel-Lined Waxed Trucker Jacket, which is useful when inclement weather hits.

Flint and Tinder jacket review

This sturdy fall jacket is crafted from British Millerain waxed canvas that’s been treated for additional weather resistance, and the flannel lining of the Flint and Tinder Waxed Hudson Jacket is a brilliant addition to a casually rugged jacket that’s ready for just about anything.

Fully fashioned crewneck sweater to keep you warm against the harshest winter climates.

It even features a rear game pocket, in addition to front hip button pockets and an interior chest pocket, all the better to secure your everyday carry essentials. For good measure, the Flint and Tinder Waxed Hudson Jacket comes in a range of pleasantly fall-like colors, so you can style it with plenty of other Flint and Tinder essentials. When your fall wardrobe requires a rugged change of pace, you know just the brand to shop right now.