The Thursday Buy: Grenson’s Burnished Brogue Boots are the Finest Fall Boots You Can Buy

Grenson Fred Brogue Boots

Instantly classic, rugged leather boots you can wear all the time this fall and winter.

We try to keep things nice and accessible here at The Style Guide, but every so often, it’s nice to step things up a notch and invest in the best of the best — in this case, the best leather boots. To be clear: It’s the impending holiday season, snowy weather is bearing down upon us, and you need rugged-yet-refined leather boots that can work for the holiday season (small gatherings only!) and snowy weather out there. All of this brings me to the Grenson Fred Brogue Boots, some of the very best leather boots for men of the moment. And again, as I said before, they’re certainly an investment ($365 at MR. PORTER), but one that’ll pay off in spades. Consider them some of the best men’s boots you’re going to buy for a long, long time, and they’ll assuredly reward you in kind with years of refined fall and winter style. And if you’ve not shopped the refined-yet-versatile offerings at MR. PORTER in some time, these seasonally friendly boots are a great reintroduction.

SHOP: The Grenson Fred Brogue Boots

Grenson Fred Brogue Boots

Some of the coolest leather boots on the market, folks.

And if you’re not familiar with Grenson, know that the British bootmaker has heritage quality and craftsmanship down pat, to say the very least. They’ve been delivering some of the best leather boots for men — and so much more — since 1874. That’s a heck of a lot of pedigree, and it pays off in spades, seeing as the Grenson Fred Brogue Boots are still made at the same factory the company’s used since 1895. Taken all together, these are incredibly stylish dress boots that work with more refined pieces (think a herringbone wool suit) as well as more casual options (think slim dark denim and a white Oxford shirt). The even better thing about the excellent Grenson Fred Brogue Boots is that they’ll assuredly get better with age, and that’s all you can ask for out of a pair of the best leather boots for men. If you do go the distance and invest in these leather boots ahead of the holiday season, be sure to let me know on Twitter.

SHOP: The Grenson Fred Brogue Boots

The Thursday Buy: The American Giant Highway Shirt is the Best Shirt to Buy Right Now

American Giant Highway Shirt

A tough yet easy-to-wear cotton twill shirt you can utilize for work or play.

Folks, I’ll come right out and say it: For rugged fall and winter style, you already know that you need one of the best men’s shirts on your back … but to get even more specific, you need the American Giant Highway Shirt in your life right this very instant. Leave it to American Giant, purveyors of some of the best made-in-America menswear around, to deliver a no-fuss, no-frills shirt that’s exactly what your wardrobe calls for right now.

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To wit: Zoom calls and virtual happy hour sessions are still the norm for a lot of us, and the American Giant Highway Shirt works for those. But what about when you want to get out and about — on a day hike, for a backyard bonfire, for a quick brewery — well, what then? The American Giant Highway Shirt once again comes through reliably in the clutch, featuring versatile-yet-tough cotton twill fabric that just gets the job done. You can wear this rugged work shirt to do, well, actual work, you can layer it atop your favorite henley for added warmth, and heck, you can throw it on underneath a denim jacket or a waxed trucker jacket for crucial fall and winter style. How’s that for a shirt that gets the job done, ehh?

SHOP: The American Giant Highway Shirt 

Shop Western Rise Today!

American Giant Highway Shirt

A dependable and durable everyday shirt from American Giant.

The great thing about picking up one of the best men’s shirts for fall and winter is the versatility it provides you. The American Giant Highway Shirt is about as subtly stylish as it gets, featuring an easy-to-layer fit and a useful front button chest pocket for an everyday carry essential or two. You can rock it as an overshirt — or else, all on its own — and you can’t beat the array of neutral color options (I’m partial to Heron at the top of the page, but Dark Elm assuredly works with everything from slim dark denim to your favorite chinos). And for fall and winter road trips where you need a stylish everyday shirt you can throw on and forget about, the American Giant Highway Shirt steps up in the clutch. The real final kicker? It’s made in Philadelphia and features custom touches like branded buttons. It’s got all the bells and whistles you need, and it’ll look great for years to come. How’s that for your new favorite shirt, ehh?

SHOP: The American Giant Highway Shirt 

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The Thursday Buy: The HELM Boots Zind Teak Boots Are Your New Favorite Fall Boots

HELM Boots Review

Possibly your new favorite boots for fall, no doubt about it.

Make no mistake, I’m certainly of the opinion that you should invest in the best of the best when it comes to your daily fall style staples, including, most crucially, your new favorite leather boots. In fact, that’s where HELM Boots comes into play. Based out of Austin, Texas and a favorite of the blog for at least a couple years (read more about them here, for starters), they take great care in handcrafting boots right in Austin using time-honored techniques and some serious attention to detail. What it all boils down to is that the HELM Boots Zind Boots are your new favorite fall boots, and they’re here not a moment too soon to save your fall and winter wardrobe. How’s that sound? Pretty great, right? It gets better, though. Not only are the HELM Zind Boots some of the most rugged leather boots for fall, they also happen to be available for $50 off when you order your first pair from HELM Boots. You really can’t top that mix of craftsmanship and (relative) affordability, can you?

SHOP: The HELM Boots Zind Boots 

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HELM Boots Zind Boots

A clean and classic profile make these some of the most versatile boots you can buy right now.

Of course, as you might expect from HELM Boots — and rightfully so — the specs of these handsome leather boots are on-point, from the construction to the craftsmanship and heritage. Despite the fact that HELM is just over a decade old, that’s mighty impressive. To be more specific, the Balthazar leather is rugged-yet-refined and should age quite nicely over time. What’s more, the narrow profile makes the HELM Zind Boots dressier, arguably, than others in your rotation. That means you should feel comfortable wearing them with everything from slim denim and a henley to a white Oxford shirt and tan chinos. Yes indeed, when opportunity knocks to pick up your new favorite leather boots, answer the call and get the HELM Zind Boots.

SHOP: The HELM Boots Zind Boots 

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The Thursday Buy: This Western Rise Shirt is the Most Versatile Men’s Shirt for Fall

Western Rise AirLight Buttondown Shirt

The time is upon us for you to upgrade your fall wardrobe — both for style at home and on the road, and the easiest way to do that? Why, that’d be with the Western Rise AirLight Button-Down Shirt, one of the best men’s shirts for fall. That seriously counts for something, even if these days, you’re more inclined to put on something like this Western Rise shirt for a Zoom call as opposed to a day at the office. But the adage holds true: Whether you wear it on a day of fall adventures (I see a distillery visit or a quick beer garden stop in your future) or a day at home, you can’t go wrong with the Western Rise AirLight Shirt. In fact, it’s an equally fitting compliment to, say, the Western Rise Evolution Pants (as previously seen on the blog), so it’s worth upgrading your fall shirting if only for that reason.

SHOP: The Western Rise AirLight Button-Down Shirt

Western Rise review

What separates the Western Rise AirLight Button-Down Shirt from the rest of your fall shirting? My friends, I’m so glad you asked. It starts with the comfort stretch fabric, engineered to resists stains and odor (crucial during these busy work-from-home days, if you ask me). The AirLight cloth blends nylon and polyester for a comfortable look, fit and feel, and the styling of this shirt means it’s tailored but not overly tight. To me, that makes it the perfect shirt to wear at home, out on the road or in the field (preferably layered up with a waxed canvas jacket, right?). Yes indeed, the Western Rise AirLight Shirt is a subtly stylish, performance-minded shirt that checks all the right boxes — it’s easily one of the best men’s shirts for fall, and it’s now yours for the taking.

SHOP: The Western Rise AirLight Button-Down Shirt

The Thursday Buy: The Belstaff Trialmaster Jacket is (Maybe) the Best Waxed Jacket for Fall

Belstaff Trialmaster Jacket

An iconic, rugged and classic waxed jacket for men that belongs in your life ASAP.

Alright, let me be clear as we kick off today’s post: Fall weather is here in earnest, and with that comes the need to get yourself one of the best waxed jackets on the market for the season … ASAP. There’s no time to waste if you want a stylish jacket for fall, one that packs in a serious amount of value, style, heritage construction and durablity. To mee those lofty aims, allow me to introduce you to today’s Thursday Buy: The Belstaff Trialmaster Jacket, an inspirational and aspirational men’s waxed jacket that checks all the right boxes. Coming at you courtesy of Great Britain’s Belstaff, a legendary brand in its own right, this rugged waxed jacket is among many styles that have helped make this brand a favorite of style icons like David Beckham, Ewan McGregor and plenty more. What does that mean for you? It means that you need one of the best waxed jackets for men in your life, and you need it right now as fall’s wind and blustery weather starts to pick up.

SHOP: The Belstaff Trialmaster Jacket

Belstaff Trialmaster Jacket

One of the coolest, toughest waxed jackets on the planet.

HELM Boots

Available in colors like Dark Terrcotta (shown here), plus Dark Navy and Black, this stylish waxed field jacket gives you a heck of a lot of bang for your buck. We’re talking a water and wind-repellnet 6oz. waxed cotton that blends technical functionality with heritage style, plus corduroy collar, hem and cuff linings. Add in the front button pockets and Belstaff’s signature belted front, and this rugged waxed jacket is easily one of the coolest men’s jackets to buy now — and wear all fall. Team it with, say, a Filson henley, slim blue jeans and your favorite lace-up leather boots for seriously unbeatable, unstoppably cool fall style. How about it, ehh?

SHOP: The Belstaff Trialmaster Jacket

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The Thursday Buy: The United By Blue Bison Snap Shirt is the Best Shirt Jacket for Fall

Men's Bison Snap Jacket | United By Blue

An undeniably cool, rugged shirt jacket.

Now that we’ve hit fall on the calendar officially, maybe you’re starting to feel some urgency in terms of stocking up on fall style essentials for the rapidly changing season. And there’s no better way to do that than by buying one of the best men’s shirt jackets for the season, a sustainable number from Philadelphia-based United By Blue. The sustainable fashion brand has been a long-running favorite here on the blog, and it just so happens that the United By Blue Bison Snap Jacket is the perfect target for today’s Thursday Buy.

Cut like a shirt but with the wearability of a tough jacket, this durable shirt jacket is, as the brand says, perfect for 32-70-degree weather, which you’re liable to see a lot of this time of year. Where does the magic really happen, though? It’s got to be the fact that this stylish shirt jacket is, as the name would imply, insulated with United By Blue‘s BisonShield™ Fill, a sustainable blend of bison fiber and recycled polyester. The real kicker? It’s designed to be temperature-regulating, and features moisture-wicking and antimicrobial properties.That kind of wearability easily makes it one of the best shirt jackets to buy, and then wear all fall atop a rugged henley, a classic chambray shirt or your favorite T-shirt. Pick it up in versatile Black or Olive, throw it on for casual fall weekend style, then get ready to see a potential world of stylish adventures open up.

SHOP: The United By Blue Bison Snap Jacket

 

The Thursday Buy: The Todd Snyder Stretch Selvedge Jeans are Fall’s Best Denim

Slim Fit Japanese Stretch Selvedge Jean in Indigo Rinse

Slim selvedge jeans made from the best Japanese fabric out there — the perfect jeans to wear to work from home.

What’s high on your shopping list heading into fall? Best make sure some of the best menswear from Todd Snyder tops the list. The NYC-based designer will surely help you cover all your bases, including when it comes to the best men’s jeans — that’s right, the best men’s denim just so happens to be made by a designer that also knows how to make an incredible suit and casual boat shoes. Talk about versatility. But we’re not talking about any old pair of jeans off the rack. We’re talking about Todd Snyder selvedge jeans that deliver in terms of fabric, fit and feel. Jeans made from a more rugged fabric (a la Japanese cotton selvedge) are just what the doctor ordered for fall and winter, in fact.

Again, there’s one place to go in this regard. When you want selvedge jeans that deliver quality, an agreeable price and infinite wearability, you might just want (no, you absolutely do want), the Slim Fit Japanese Stretch Selvedge Jean in Indigo Rinse from the good folks at Todd Snyder.

women's oxford shoe from Nisolo

The best men’s selvedge jeans get an upgrade here — while selvedge denim is normally unwashed and stiff (this is known as raw selvedge), Todd Snyder selvedge denim receives a handsome indigo rinse and uses unique stretch selvedge fabric from Japan. These aren’t your average pair of jeans, to say the least. They’re refined yet versatile, as at home with a Todd Snyder blazer as with one of the designer’s Champion T-shirts. The fit on these blue jeans is slim and modern, yet not rock star-skinny.

This means you can wear these slim dark blue jeans with the best chukka boots and a chambray shirt, or else with rugged men’s leather boots and a thermal henley all fall and into winter. Todd Snyder Japanese selvedge denim really is one-of-a-kind, so it’s a bit pricer ($198 via Todd Snyder), but no less worth it. In fact, when you find a  pair of selvedge jeans you can wear for months on end into winter — and well past that — I’d suggest you snap them up ASAP.

SHOP: The Todd Snyder Slim Fit Japanese Stretch Selvedge Jean in Indigo Rinse

 

The Thursday Buy: This Topo Designs Trucker Jacket is the Perfect Denim Jacket for Fall

Topo Designs Denim Trucker Jacket

An unstoppably cool, rugged denim jacket that just so happens to be outdoor-friendly.

If you’ve not yet built out your fall outerwear rotation, consider this your lucky day: The Topo Designs Denim Trucker Jacket is one of the best jackets for fall (period), and it’s on sale right now via the Topo Designs Web site. A note: It’s a fast seller, so you’d also do well to look at other Topo Designs outerwear. But back to the jacket. It’s a mighty fine piece of outerwear. All of this is to say: Act accordingly, act quickly and you’ll have one of the best trucker jackets for men headed your way in no time at all. It gets better, though. This is an American-made denim jacket available for a downright steal ($64, to be exact). For a rugged denim jacket crafted from Mt. Vernon blue cotton denim, that’s exceptional. Throw in the fact that the Topo Designs Trucker Jacket is functional as heck and easy to layer over Topo Designs shirts and base layers alike, and you’ve got yourself one of the best jackets for fall adventures at home or on the road.

SHOP: The Topo Designs Denim Trucker Jacket

You’d be surprised by how versatile one of the best denim jackets can be. This Topo Designs denim jacket in particular should easily pair up with everything from Topo Designs field pants and a flannel shirt to slim black selvedge denim, some unstoppable, rugged leather boots and your favorite henley. It’s the gift that keeps on giving in terms of classic fall style, so be sure to give the Topo Designs Denim Trucker Jacket a fair shake right now. You won’t regret it when it comes time to gear up.

SHOP: The Topo Designs Denim Trucker

 

 

The Thursday Buy: This Flint and Tinder Waxed Jacket is a Fall Essential

Flint and Tinder Flannel-Lined Waxed Trucker Jacket | Trucker ...

A tried-and-true waxed jacket from a famed brand.

You’ve seen it online as far as the best trucker jackets for men are concerned. And you’ve read about this classic waxed jacket on this blog for years, you’ve probably considered buying it from time to time, and now it’s better than ever. The Flint and Tinder Waxed Trucker Jacket is here for the best season in menswear, and not a moment too soon. The Flint and Tinder Flannel-Lined Waxed Trucker Jacket is nearly the stuff of legend, at least to this writer. As sold by lauded gear and lifestyle retailer Huckberry (whom I trust you know well!), this rugged jacket is one of the site’s best-selling items ever, and for good reason. It’s a tough-as-nails, no-holds-barred, stylish trucker jacket made from durable waxed Martexin sailcloth and finished off with antique metal buttons, plus a flannel lining for fall and winter warmth. With a classic-yet-still-tailored trucker jacket cut, an easy-to-layer design and space for your EDC essentials, it’s an ingenious jacket that’s perhaps one of the best jackets for men for the colder months — that’s not hyperbole if ever you’ve tried it (and I own two myself!).

Heck, if you’ve been thinking about picking up this jacket, there’s never been a better time. The Flint and Tinder Waxed Trucker Jacket comes in more than six versatile, easy-to-style colorways, with tough hardware and plenty of layering potential to match. Wear it atop a chambray shirt or a classic henley (or both), then pair that combination with your favorite denim, the Flint and Tinder 365 Pants or rugged work pants — heck, do all of the above for every day of the week. This is one jacket that can do it all, so get shopping accordingly.

SHOP: The Flint and Tinder Waxed Trucker Jacket

The Thursday Buy: This Todd Snyder Denim Shirt is Your New Favorite Shirt

A cool-as-heck, rugged denim shirt from a lauded retailer.

Welcome, my friends, to another edition of The Thursday Buy, where I talk about one essential menswear must-have to buy in advance of your weekend. Today’s dispatch covers none other than one of the best denim shirts I’ve laid eyes on in some time: The Todd Snyder Indigo Denim Buttondown is rugged yet refined, ready for temperatures right now and yet primed to be worn through fall and into winter. It’s just quite simply … one of the coolest men’s shirts out there. It’s got an attitude and appeal that only Todd Snyder can bring. This is the kind of cool denim shirt that, as I say, you can throw on and forget about. This stylish men’s shirt is simply going to look great when worn with slim black jeans and your favorite leather boots, but it can also pull double-duty with slim chino shorts and classic canvas sneakers. The combinations really are endless here, folks. Made in Portugal with Italian cotton denim, cool features like a button chest pocket help it stand out all on its own — or when layered with a rugged henley. What’s not to love about all that? Todd Snyder is now making your new favorite shirt, and it deserves a spot in your closet now. Cheers to Thursday, my friends.

SHOP: The Todd Snyder Indigo Denim Buttondown