Get one of the best layers for fall right here — this rugged henley from Buck Mason takes the cake when it comes to wearability and style, especially alongside a vintage-style trucker jacket.
Tag / #menswear essentials
Style Pick of the Week: Taylor Stitch Montara Jacket

Will you look as good as this dude, or Steve McQueen, or Daniel Craig, wearing a Harrington jacket? Maybe?
When it comes to menswear essentials, there are certain critical pieces that really never go out of style. The classic Oxford shirt. Slim blue jeans. The perfect white T-shirt. And now — especially for fall and winter — the iconic Harrington jacket. And if you think you know everything there is to know about this essential piece, think again: The Taylor Stitch Montara Jacket, exclusive to our friends at Huckberry, is here to shake up what you thought you knew about this style. Favored by menswear luminaries and rugged gentlemen like Mr. Steve McQueen and Mr. Daniel Craig as James Bond, the iconic Harrington jacket — and more specifically in the case of today’s post, the Taylor Stitch Montara Jacket is a tried-and-true style that works well in inclement weather, layers up with ease, and goes with just about anything in your wardrobe — more than worthy of today’s entry as the coveted Style Pick of the Week, right? Certainly.
SHOP: The Taylor Stitch Montara Jacket via Huckberry
In the case of the Taylor Stitch Montara Jacket, it starts with the cotton-nylon shell, made to ward off weather and layer up over a rugged crewneck sweater or a classic chambray shirt. The beauty of the classic Harrington jacket is in its versatility — the style is laidback enough to wear with something like a rugged henley, and yet it looks equally sharp atop a slim dress shirt or an essential Oxford shirt. And of course, the Taylor Stitch Montara Jacket is among the finest options you’ve got on the market for a classic style that works any day of the week. The custom Taylor Stitch print on the interior lining — 100 percent cotton, mind you — offers extra warmth in the fall chill, while the corduroy-lined collar calls back to classic field jackets. The stand-up collar is also another signifier of a classic Harrington jacket, which makes it an easy and polished option to wear for all manner of style situations — including fall and winter travel, or a laidback weekend coffee run. The Taylor Stitch Montara Jacket is every bit as stylish and versatile as the rest of the brand’s gear — it even features handwarmer pockets, making it more hard-wearing than other, more lightweight Harrington jackets. What could be better than that? Well, if you’ve made it this far, then it’s worth pointing out that the handsome Taylor Stitch Montara Jacket will set you back just $149.98. Yep. Under $150 for a stylish fall jacket that wears easily with your favorite men’s style essentials, from dark denim to flannel shirting to rugged leather boots. The point is this: The classic Harrington jacket is a seasonal style must-have. And the Taylor Stitch Montara Jacket is the one to buy. Bingo!
SHOP: The Taylor Stitch Montara Jacket via Huckberry
Style Pick of the Week: Vulcanizer Work Oxford High-Top Sneakers
Not yet familiar with the Vulcanizer brand? Well, my friends — let’s change all of that today as we talk men’s style essentials and get you well-acquainted with the next entry in our always-rugged, ever-fashionable Style Pick of the Week series. The subject of today’s post? The Vulcanizer Work Oxford High-Top Sneakers, a boot-sneaker hybrid that looks as tough and stylish as your favorite pair of leather boots … while simultaneously existing in the realm of the best men’s high-top sneakers. Don’t believe me? Read on. Japanese brand Vulcanizer is a new addition to the lineup over at Huckberry, a site that knows a thing or two about curating menswear essentials. It’s really no surprise, then, that the Vulcanizer Work Oxford High-Top Sneakers are unique, versatile and rugged — all at once.
It’s gotta start with the classic moc toe construction and vulcanized sole, two touches that surely make the Vulcanizer Work Oxford High-Top Sneakers a seriously ready-made addition to your list of fall style essentials, if ever I’ve seen one. The cotton canvas upper is also water-resistant, a key feature that ought to come in mighty handy whether you keep it simple (classic dark denim and a grey crewneck sweater) or a little more stylish (a white Oxford and khaki chinos at the office). Either way, the Vulcanizer Work Oxford High-Top Sneakers are going to hold up — to say the least.
SHOP: Vulcanizer Work Oxford High-Top Sneakers via Huckberry

A classic pair of high-top sneakers with the look of a pair of durable boots — a fall style favorite, surely.
Make no bones about it, Vulcanizer has certainly taken their time with the Work High Oxford — designed in Japan and made in Romania, you just don’t see sneakers nowadays like the Vulcanizer Work Oxford High-Top Sneakers and everything they’ve got going for ’em. Available in three colorways (I like the Brown Work High Oxford the best), these sneakers are durable enough to wear on a light day hike along with a waxed trucker jacket and tough work pants, yet stylish enough to wear to your favorite bar alongside casual style staples like a rugged denim jacket and a classic chambray shirt for the season. The Vulcanizer Work Oxford High-Top Sneakers are also a steal in terms of price, clocking in at under $150. That price for a pair of durable sneakers that wear like boots? Sounds just great to me. The moc toe construction is also cool and classic, simply perfect for fall. You should certainly shoot to wear the Vulcanizer Work Oxford High-Top Sneakers to your next football tailgate or brewery visit — they’ve got that rugged sensibility that’ll fit right in alongside dark indigo denim and a rugged long-sleeve henley. So, how’s that sound for your next fall footwear purchase? Easy enough, right?
SHOP: Vulcanizer Work Oxford High-Top Sneakers via Huckberry
See Now, Buy Now: The Red Wing Iron Ranger Boots Are A Must-Have Classic for Fall
Are there certain items, certain menswear essentials, that are truly timeless and averse to trends? In short: Yes. And my friends, the stunning Red Wing Iron Ranger Boots fall squarely in that camp — they’re absolutely one of the best pairs of men’s boots to buy now, and hopefully … for forever. That’s saying quite a lot, but there’s a reason they’re part of our ongoing See Now, Buy Now series: If I were, I’d buy the Red Wing Iron Ranger Boots right this instant. Durable leather boots like these are but one way to start getting ready for fall — so much of the fall season revolves around getting the details right in terms of fit, texture & rugged appeal, and the Red Wing Iron Ranger Boots have got all of that, and then some. They’re a timeless pair of boots for a reason: The silhouette is at once recognizable, functional and seriously stylish, and the specs on the Red Wing Iron Ranger Boots are investment-worthy. From the use of rugged Hawthorne Muleskinner leather — guaranteed to get better with age — to the Goodyear welt construction, these stylish leather boots have it all.
And the great thing about a durable, versatile pair of leather boots for fall, like the Red Wing Iron Ranger Boots? You can wear ’em with plenty of style essentials for the season. Take an indigo denim shirt and slim black denim, then add the Iron Ranger Boots, for instance — you’re ready for a night at your favorite brewpub or a rock show in equal measure. As far as other ensembles go, the Red Wing Iron Ranger Boots can pair up nicely with more rugged favorites, like a grey crewneck sweater, a thermal henley and tan chinos. See? Versatility at its finest. Heck, if you were feeling quite adventurous, I’d say you should trot out the Red Wing Iron Ranger Boots with a navy cotton blazer (like the Taylor Stitch Everyday Blazer) and a white Oxford if you work in a more casual office. Yessir — the Red Wing Iron Ranger Boots can do it all, nearly.
OK, let’s hear it — what are your thoughts on the Iron Ranger Boots? Are they on your fall style wish list?
The Friday Read: The Ball and Buck Active Anorak, Transitional Fall Style and Timex x Todd Snyder
Can you hear that? That’s the sound of summer rushing by, on into early fall. It’s hard to believe, to say the least! We’ve already started looking ahead to transitional style essentials to get you ready for fall, but I’m taking the time this weekend to reflect on an amazing summer in Brooklyn and elsewhere. For now, I’m actually heading back to Michigan as we speak for a lovely and long Labor Day weekend, with some of my favorite men’s gear picks in tow (naturally). What are your plans for the weekend? Hopefully, they involve some relaxation, some rest, a craft beer or two, and lots of laughter & love with family and friends. If you choose to spend a bit of your time this weekend reading the pages of this site, I sure do appreciate it. Cheers!
READ MORE: Get Ready for Labor Day Weekend with These Menswear Essentials
- Cult favorite brand Stefan Grant just launched its largest collection yet — it’s called “Know Your Lines,” and every bit (design, production, even the photo shoot) was done in the lovely city of Los Angeles. We’re talking easy-to-layer staples like lightweight bomber jackets & modern trench coats, perfect to show off some edgy style this fall. The best part? The brand is offering 20 percent off for Labor Day weekend. New menswear and gear that’s on sale? Sounds good to me.
- In the way of other Labor Day sales, you can also get 20 percent off all Sunski sunglasses (as seen on my Instagram) now through September 3rd! I love my pair, and you’d do well to hop on this train — polarized lenses and a lifetime warranty sound good to me!
- State Bicycles also has you covered when it comes to functional, sharp cycling gear — you can get 25 -80 percent off sitewide, and if you’re buying a bicycle, use the code “ROLLUP” to get a free rolltop backpack. Perfect.
- I’ve long been a fan of the stylish casual watches that come out of the ongoing Timex x Todd Snyder partnership, so I certainly wasn’t surprised to see another excellent leather watch recently debuted by the two iconic American brands: The Timex x Todd Snyder Beekman Watch. I recently took a deep dive (not literally!) with this watch for GearMoose, and I’ve also been featuring it on my Instagram. In short: You owe it to yourself to pick up this timepiece.
- It’s still pretty darn relevant to talk about how to transition into fall, if you ask me. That being said, I’d advise you to revisit (or visit for the first time!) this #OOTD on how to wear a chambray shirt this fall. Hint: It involves the Taylor Stitch Everyday Chambray Shirt.
- Let’s close out today with another recommended gear purchase to get you ready for changing seasons. Granted, you won’t be able to get the Ball and Buck Active Anorak until spring 2019, but you’d do well to pre-fund this excellent jacket right now, because it’s packed with functionality and easygoing style. I had the chance to test it out around Brooklyn recently (see more on my Instagram) and can certainly vouch for it. Get to it!
OK, my friends. That’s it for today. Still looking for more men’s style reading? Read on to find out about some of the best men’s jeans to buy now. Then, check out the rugged long-sleeve henley to pick up for fall. Last but not least — check out the best men’s gear to upgrade your wardrobe before it’s too cold (and too late!). Thanks for reading!
The List: Buy This Rugged Gear to Make the Stylish Transition into Fall
Ahh, yes — here we are. Right before Labor Day weekend, staring down the end of summer and looking toward early fall. What’s a guy to do? Easy. Shop for men’s style essentials like a tough camp shirt, a rugged long-sleeve henley, a classic men’s Oxford shirt and stylish suede chukka boots. Then, wait for your closet to refresh almost instantly. OK, not quite. But the point is that the pieces you buy now are going to make all the difference in getting you ready for the season ahead. And if I were you, the first purchase I’d start with? Pre-funding the stellar Taylor Stitch Chukkas in Chocolate Weatherproof Suede, as seen above (and below). Good luck out there.
Our friends at Taylor Stitch always up the ante when it comes to dependable style on all fronts — these handsome, functional Weatherproof Suede Chukkas should be a go-to pair of stylish fall boots with everything from a charcoal herringbone suit to a classic chambray shirt and indigo denim.
Taylor Stitch Everyday Blazer — $277.98
Made from year-round suiting wool in the tailored-yet-not-tight fit for which Taylor Stitch is known, the Everyday Blazer is handsome & versatile, wearable with tan chinos or dark denim. Pair it with the Weatherproof Suede Chukkas above for A-plus style from head to toe.
Frank And Oak Dylan Slim Raw Selvedge Denim — $119

Super sharp, slick denim from a Canadian menswear stalwart.
Frank And Oak stays on the cutting edge of things with monthly product drops, and that’s certainly the case with their recently revamped denim line. The crisp and clean Dylan Slim Raw Selvedge are the perfect pair of jeans to wear to your next rock concert.
Is there such a thing as a stylish T-shirt that’s uniquely suited for early fall? In the case of the Rhythm Vintage Stripe T-shirt, well … yes. The rich stripes are vintage-inspired and ready to layer under a charcoal Oxford with dark denim.
Frank And Oak Jasper Oxford Shirt in Dark Red — $39.50

Nothing better than a fall-friendly Oxford, perfect for layering with a rugged crewneck sweater.
OK, you’ve got your stylish T-shirt on lock, so the basics are taken care of. The Jasper Oxford Shirt from Frank And Oak exudes casual-yet-elevated style — the Dark Red color is ideal for wearing with the aforementioned Travel Stretch Denim and the beautiful Weatherproof Suede Chukkas from Taylor Stitch.
Another Oxford?/ You betcha. If ou’re going to transition into fall, you’re going to need menswear essentials that look the part — like the richly crafted Flint and Tinder Garment-Dyed Oxford, an easygoing shirt made for everything from blazers to crewnecks.
#OOTD: How to Dress for a Business Casual Office This Fall (And Beyond)
We normally keep things pretty casual here on the blog in terms of style scenarios, from how to dress for a rock concert to how to wear your new favorite denim jacket. That focus is changing today, however, with a business-ready #OOTD that’s going to get you ready for a casual-yet-polished day at the office. Think your favorite men’s style essentials, just remixed ever so slightly. That is to say, I think picks like the Taylor Stitch Everyday Blazer — as highlighted below! — are perfect if you’re searching for advice on how to dress for a business casual office. It seems that most offices these days are leaning toward casual — a mix of high-and-low pieces on most days, with things maybe leaning a bit more polished for a big meeting. I know that describes the PR office I’m in right now — maybe you’re in the same boat. The great thing is, the casual pieces you know and love, like a classic Oxford shirt and slim dark denim, can be pulled together in one ensemble to help you take on the day in polished professional style. A company logo polo and beige khakis, this is not. No sir, I hope this suggestion pushes you to look just a bit better than average at the office. What say you? Ready to get to work? I sure hope so.

The right mix of laidback essentials and polished pieces for the office.
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The Blazer: Taylor Stitch Telegraph Blazer in Everyday Navy, $348 — Made from comfortable, year-round suiting wool in a tailored fit, the Telegraph Blazer from Taylor Stitch could work any day of the week for you.
- The Classic Oxford Shirt: Flint and Tinder Garment-Dyed Oxford, $98— When in doubt, a soft-washed Oxford shirt like this one from Flint and Tinder is the way to go.
- The Denim: Taylor Stitch Slim Jean in Cone Mills ’68 Selvage, $145 — Are you sensing a theme here? Your favorite dark denim — I.E. the amazing Taylor Stitch Slim Jeans — are absolutely office-ready this early fall.
- The Chukka Boots: Allen Edmonds Montauk Plain Toe Chukka Boots, $325 — Classic suede chukka boots can — and should — be worn whenever you can, especially these refined Allen Edmonds chukka boots. Think of these as a comfortable-yet-casual step up from brown leather dress shoes.
- The Belt: Levi’s Premium Leather Icon Belt, $33.99 — Feel free to go a little more casual with the Levi’s Premium Leather Icon Belt — versatile enough to wear on the weekends, too.
- The Socks: Little River Sock Mill Textured Herringbone Crew Socks in Cocoa, $22 — Because it’s early fall after all, stylish herringbone socks from Little River Sock Mill provide comfort and seasonal style.
- The Watch: BREDA Visser Watch, $90 — With an #OOTD like this, mixing both casual and slightly more refined pieces makes your watch choice easy — the BREDA Visser Watch is a stylish everyday watch fit for work.
- The Everyday Carry Essential: Bellroy A5 Work Folio, $199 — For prepping for a client meeting or a monthly presentation, organization is surely key. What if I told you the Bellroy Work Folio could help with all of that while keeping all of your ducks in a row? Good stuff, right?
- The Grooming Essential: House99 Purefectly Clean Face Wash, $25 — Your routine for a day at the office should definitely involve a purifying face wash — it helps that this one comes from David Beckham’s new line.
- The Finishing Touch: Duke Cannon Solid Cologne in Land, $25 — It’s amazing how one small finishing touch can elevate your look and your confidence — solid cologne from Duke Cannon, a personal favorite, works nicely and leaves you smelling just great.
Alright, my friends — who’s ready to crush that big day at the office? The old mantra “If you look good, you feel good” absolutely applies here. And if you start with timeless menswear essentials like the Telegraph Blazer from Taylor Stitch, you’re well on your way to being the best-dressed guy in a casual office. Picks like a classic men’s Oxford from Flint and Tinder also strike the right balance between laidback and polished — the same can be said for the classic, office-friendly Taylor Stitch Slim Jeans in a rich indigo. The major building blocks of this ensemble are balanced nicely alongside classic suede chukka boots, especially the refined Allen Edmonds Mountauk Plain Toe Chukka Boots. As ever, I urge you step up your accessories ever so slightly for the office — durable, versatile picks like stylish herringbone socks from Little River Sock Mill should play nicely off the Levi’s Premium Leather Icon Belt. Keeping everything for your presentation or meeting organized can be a tall order at times, yet the Bellroy Work Folio should help you accomplish that feat easily — and in style, to say the least. The BREDA Visser Watch is also the perfect timepiece for this ensemble, with an air of casual refinement that’s not too gaudy. I’m also a big proponent of starting your day the right way — Duke Cannon’s Solid Cologne and the House99 face wash as shown above are going to get you out the door in fine fashion. So, what do we think? Will you be incorporating the Telegraph Blazer from Taylor Stitch (and other men’s style essentials) into your next business casual look?
See Now, Buy Now: The SeaVees California Special Sneakers Are Your New Favorite Sneakers
There comes a time in every guy’s life when he needs to take stock of those critical men’s style essentials he’s got handy for the changing seasons, particularly on the footwear front. So, as we move from summer toward early fall, that’s where the brand-new, super-stylish SeaVees California Special Sneakers are going to help out. Named for a special edition of the Ford Mustang that was only sold to residents of California, they’re a classic, stylish pair of high-top sneakers from the laidback style purveyors at SeaVees, and that’s as good as it gets for stepping from summer into fall. Whether you wear the SeaVees California Special to the office (it can be done!) or to the bar, you’re in good hands.
SHOP: SeaVees California Special via Huckberry
Available in Ecru Pig Suede (your humble author’s personal favorite), as well as the sleek Perforated Falcon Suede and the dressier Night Pig Suede, these are just the right type of high-top sneakers to start wearing now, and then keep wearing come fall. The Ecru Pig Suede variety in particuar is perfectly versatile, easy to wear right now with olive chinos and a grey slub T-shirt — and then still fitting to pair with dark indigo denim, a grey crewneck sweater and a classic Oxford shirt later on this season. Made with flat eyelets and cotton laces, the construction on the SeaVees California Special is quite solid. That’s great news, because I’d imagine you’re going to want to wear these comfortable high-top kicks as much as you can. Heck, you should even feel free to wear the SeaVees California Special to something as laidback as a football tailgate — they’re that low-key and versatile. And for pairing with easygoing weekend style staples — think tailored sweatpants and a slub cotton henley — there’s really no better footwear option than the SeaVees California Special.
Are you ready to make the transition into fall yet? What do you think of these classic sneakers?
SHOP: SeaVees California Special via Huckberry
The List: Prep for Labor Day with Your New Favorite Menswear Essentials
Folks, check your calendar, check your watch or set a reminder on your phone — Labor Day isn’t too far off. What does that mean, exactly? Well, that means that summer is drawing to an end — and it also means that your shopping for men’s style essentials certainly shouldn’t be done yet. The key, as we’ve talked about this month, comes with reaching for menswear essentials to get you through Labor Day and into fall — like the Taylor Stitch Slim Chinos shown above. So, without further ado … let’s go to it!

Seriously cool sunglasses at a seriously affordable price.

A simple pocket tee that just so happens to be stylish and eco-conscious.
Style Pick of the Week: Knickerbocker Mfg. Co. Long-Sleeve Henley
It’s never too early to think ahead when it comes to men’s style essentials, and thus, I humbly submit that the rugged Knickerbocker Mfg. Co. Long-Sleeve Henley should certainly be on your shopping list — yes, even in mid-August. Made in Los Angeles from 100 percent 5oz. cotton, this rugged men’s henley is the secret style weapon you didn’t know you needed for the season ahead. Or perhaps, if you read The Style Guide regularly, you already knew that you needed a stylish henley in your rotation … and yet, didn’t know where to get one. Folks, Knickerbocker Mfg. Co. is here to help. We’ve talked about the importance of a short-sleeve henley when it comes to rugged style in the depths of summer, and a tough long-sleeve henley like the one shown here does the exact thing as we look ahead to fall. What’s so great about the Knickerbocker Mfg. Co. Long-Sleeve Henley? Well, as we all know when it comes to menswear essentials, the simple things are sometimes the best. Take the tube knitting — that’s unique among henleys, meaning there’s no side seam here, only quality, durable cotton. Yes, this is one stylish henley that’s made the right way.
Priced right at $64.98 — a darn good deal for a USA-made product — the Knickerbocker Mfg. Co. Long-Sleeve Henley is a new menswear classic in every sense of the word, from the closely cut construction (ideal for layering) to the use of mother-of-pearl buttons on the placket. That gives the Knickerbocker Mfg. Co. Long-Sleeve Henley a decidedly more dressy feel — it’s still quite casual, but you shouldn’t feel out of place wearing this slim long-sleeve henley with dark denim, rugged leather boots and a charcoal herringbone blazer as temperatures start to drop. You can even make great use of the Knickerbocker Mfg. Co. Long-Sleeve Henley right now — it’s a natural pairing on its own with faded light wash denim, plus some lightweight leather boots. The great thing about a henley is the sort of rugged style appeal it gives even the most basic of outfits — in short, it’s a tough menswear staple that belongs in your rotation in the months ahead. Heck, you can — and should — get the Knickerbocker Mfg. Co. Long-Sleeve Henley as much air time as possible. Take it for a spin with classic dark tan chinos and your favorite pair of high-top sneakers to head to your local bar this weekend. Yessir, the Knickerbocker Mfg. Co. Long-Sleeve Henley is as good as it gets — and then some.
Are you down with the durability and timeless style of the Knickerbocker Mfg. Co. Long-Sleeve Henley? Give me a shout on Twitter if you agree!