The Friday Read: New Spring Chelsea Boots, Investment-Level Menswear & How to Wear an Oxford Shirt

A rugged, refined pair of iconic Chelsea boots — perfect for Friday and beyond.

So, we’ve reached Friday. How are you stepping out in style? Potentially with the Tricker’s Stephen Chelsea Boots on, I should hope. There’s nothing like a stylish pair of Chelsea boots for spring, particularly ones made with wax-impregnated leather to fight off breezy, stormy weather — I can’t recommend these ones from Tricker’s enough. And with that being said, they’re going to set you up the right way in time for the weekend.What’s on your weekend agenda? In my neck of the woods, well, I won’t exactly be needing the Tricker’s Stephen Chelsea Boots any time soon, as it were — I’m capping off the last weekend of my family’s Turks and Caicos trip (as seen on my Instagram!) to celebrate my dad’s 60th birthday! It’s been a sun-filled, relaxing week on the beautiful beaches and in the lovely, bright blue water of this seriously great island. I’ll be returning to NYC on Sunday, but in the meantime, I’ll be focused on soaking up as much of the sun as possible. Again, you need two things to get your own weekend going the right way: The Tricker’s Stephen Chelsea Boots, and the below menswear news items from this week’s Friday Read. Let’s go to it!

  • Want a jacket that blends heritage-quality style with spring-ready layering potential and unlimited wearability? That’d be the Todd Snyder x Golden Bear Bomber, as covered by yours truly at GearMoose! Cheers.
  • There’s the right way to wear your Oxford shirt, then there’s perhaps the best way to wear your Oxford shirt. As it were, I covered a new way to wear this men’s style essential earlier this season on the blog — get the #OOTD right now.
  • As we move into spring, there are going to be certain pieces you’re going to want to invest in to step up your game — the men’s style essentials that stand the test of time & trends. That being said, I wrote for Effortless Gent about seven of my favorite, must-have menswear picks, from beautiful, investment-level sneakers to a pair of the best men’s chinos to buy now. Put it this way: If you only had to buy one of these classic items in each critical category, well, my picks are the ones to buy.

Still on the hunt for one final, last thing to read (for now)? We’ve got you covered here on the blog. In fact, we’ve really got you covered — read on to find out about the best men’s style essentials for early spring. OK, that should do it. Cheers!

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The List: Step into Early Spring with the Best New Menswear to Buy Right Now

A durable, rugged military shirt-jacket from Faherty Brand — are you ready for early spring yet?

I can guarantee you this, my friends — the spring season is approaching ever more quickly, and you’re going to need versatile men’s style essentials like the Faherty Brand Indigo Corporal Jacket to take it on. From functional rain jackets to a durable watch to a pair of the best men’s rain boots and one of the best men’s leather bags on the market, you can be sure we’ve got you ready for what lies ahead. Check out this week’s best menswear below, then let me know your thoughts via The Style Guide on Facebook. Cheers!

Faherty Brand Indigo Corporal Jacket — $188

A rich indigo jacket that plays off military heritage and modern style.

When looking for spring style essentials, you’d do well to turn toward Faherty Brand — these West Coast style purveyors nail that hard-to-find blend of functionality, rugged style & easygoing appeal in equal measure. Case in point: The Faherty Brand Indigo Corporal Jacket, perhaps one of the best spring jackets you can buy. This military-inspired indigo jacket is one of a kind, and would seriously elevate something as simple as a timeless white tee.

SHOP: The Faherty Brand Indigo Corporal Jacket

Bespoke Post Jet Set Box — $45 (When Signing up for Bespoke Post)

The right travel gear for the guy on the go — that’s you!

If you’re a bit of a traveling man — I love me a good weekend trip — the Bespoke Post Jet Set Box is for you. From a handsome leather passport wallet to a portable charger and stylish socks, these are all the travel essentials you need now.

Lane Eight Trainer AD 1 — $140

Athletic-inspired sneakers you can wear with denim or chinos.

It wouldn’t be spring without a recommendation for some of the best men’s sneakers on the market, right? Sleek, streamlined, comfortable-yet-sporty, the Lane Eight Trainer AD 1 is a seriously unique, functional pair of sneakers to buy now — trust me.

Flint and Tinder Ridge Shell — $188

A durable, tough rain jacket from the folks at Flint and Tinder.

Now, we’ve talked about the Flint and Tinder Ridge Shell before on the blog (head here to read more), but it’s worth recommending again — it’s a stylish spring rain jacket that’s going to keep you dry … no matter how bad it gets out there.

Faherty Brand Slub Cotton Henley — $98

A suitable spring henley — to say the least.

Why yes, we’re recommending that you pick up this stylish henley from a brand that already appeared in this edition of The List. When it comes to quality fabric and construction, you can’t top this rugged henley.

Herschel Supply Co. Novel Duffle — $84.99

A sharp, functional duffle bag for spring travel and daily use.

The start of a new season is all about getting around in functional style — specifically, functional travel style. And luckily for all of us, Herschel Supply Co. comes through with a durable duffle bag that just so happens to look pretty sharp.

Taylor Stitch Jack Shirt — $99.98

Taylor Stitch Jack Shirt

A handsome, versatile shirt from a favorite brand.

Oftentimes, a new season often means simply refining your spring style essentials, and choosing to go with pieces you can wear anytime, anywhere. Kind of like the Taylor Stitch Jack Shirt, no? The silhouette is classic and the Charcoal color is on-point.

Yield Design Co. Amber Double-Wall Glasses — $50

Surprisingly stylish cocktail glasses to add to your home bar.

Hey, there’s never a wrong time to upgrade your home bar with the best bar essentials, including handsome glasses from Yield Design Co. Grab a glass, pour your favorite cocktail, and kick back.

MWC Watches A-17 Korean War Issue Watch — $287.10

A remarkably classic, functional spring watch.

Given that spring can be demanding in terms of weather (and style), you need a stylish watch you can trust in terms of dependability. This Korean War Issue Watch from MWC Watches fits the bill.

Flint and Tinder Cool Chinos — $98

Slim, stylish chinos that’ll help you step into spring.

The time is almost upon us to break out your new favorite chinos — if you haven’t yet tried the Flint and Tinder Cool Chinos, well, you’re in luck. They’re one heck of a pair of slim chinos, made with breathabilty and mobililty in mind. Wear them with the Faherty Brand Indigo Corporal Jacket and perhaps a rugged henley for spring style that can’t be topped.

Huckberry Duck Boots — $180

Durable duck boots that offer style and functionality in spades.

To be fair, we’ve previously discussed the stylish durability and versatility of the Huckberry Duck Boots here on the blog, but it’s worth revisiting them as we head into the rainy season. These are some of the best men’s rain boots, and they’ll go anywhere you go, with ease.

WP Standard Boxcar Duffel — $400

A rough-and-tumble leather bag that’ll only get better with age.

Last but certainly not least when it comes to today’s list of the best men’s style essentials, I give you the WP Standard Boxcar Duffel — it’s a stylish leather bag that’s more than deserving of daily use, and it’s one of the best men’s leather bags on the market … I know from my experience with the brand (as you might have seen on my Instagram!).

 

OK, so do you feel more ready for the start of spring now? Have a favorite of the above spring style essentials? I can’t recommend the durability and versatility of the Faherty Brand Indigo Corporal Jacket. Feel free to keep the conversation rolling on Twitter!

 

#OOTD: A New Way to Wear Your Henley this Spring

So, you think you’ve got your transitional spring style all figured out, ehh? Maybe you’ve even picked up a rugged henley for the new season from a trusted brand like Flint and Tinder. But how to wear it? That’s why we’re here today, folks. Something as classic as a slub waffle henley can be easily overlooked when it comes to your rotation of spring style essentials — especially if it’s subtly stylish and doesn’t call attention to itself. That’s why we’re amping things up today with a new way to wear your henley for spring. Make no mistake, this isn’t an ensemble you would wear if you want tips on how to dress for the office — this outfit is perfectly rugged and ready for a spring weekend. Again, it all starts with a versatile henley and builds from there, including unique layering pieces like an indigo denim trucker jacket from Levi’s, tough workwear pants and naturally, rugged leather boots. I think you’ll find the overall effect is pleasing and unique, without straying too far into fashion-forward territory. So, let’s dive into the rest below, shall we?

The right way to pair up a classic henley with other men’s style essentials.

When you start out your #OOTD with a men’s style essential as reliable and classic as the timeless men’s henley, you’re guaranteed to like the results (at least, that’s what I think). The henley really is a go-anywhere piece. All that being said, we’re not exactly reinventing the wheel here … and there’s nothing wrong with that. Teaming up your henley with a classic trucker jacket from Levi’s is but another way to freshen things up. The same can be said for the choice to throw on rugged workwear pants instead of slim tan chinos or charcoal five-pocket pants (although both would work well here, too). And on the footwear front, I’m always a proponent of rugged leather boots — the boots pictured above make this ensemble one that’s fit for a weekend burger bar outing or a casual Sunday brunch (or an early morning coffee run, or even a concert … you get the picture). What’s more, reaching for a stylish leather watch from Carpenter Watches upgrades this outfit even further, taking it from, well, just good … to great.

Accessories that get the job done, from the Topo Designs Town Socks to the durable Bexar Goods weekender bag, are critical in any outfit, much less a versatile pairing like this one. Top it all off and look your best with men’s grooming essentials from Bespoke Post, then call it a day. Or, actually, don’t. You’ve got plenty of places to go wearing your new favorite henley

See Now, Buy Now: You Need the Astorflex Greenflex Chukka Boots for Early Spring

Astorflex

The classic chukka boots you need for spring — ASAP.

There’s one pair of the best men’s chukka boots you need on your feet this early spring (and beyond), and that pair is the Astorflex Greenflex Chukka Boots, my friends. We’ve talked in the past here on the blog about Astorflex and how the brand makes some of the very best chukka boots — and other silhouettes — that you can buy, so it’s worth revisiting this Huckberry-sold brand as we move into early spring. There’s something to be said for a pair of footwear that stands the test of time in terms of durability and style, and the chukka boot design is in good hands when it comes to the Astorflex Greenflex Chukka Boots. The silhouette is one that’s held on over time — to say the least — worn by everyone from Steve McQueen to Daniel Craig … to you, right here and right now in the present day.

SHOP: The Astorflex Greenflex Chukka Boots

But one of many color options you need in your rotation when it comes to the best men’s chukka boots.

There’s really so much to love about the Astorflex Greenflex Chukka Boots, from the use of all-natural ingredients and eco-friendly construction to the quality build. The soft European leather is naturally treated for a smooth, durable finish, while the crepe rubber sole is surprisingly sturdy and hard-wearing. Seriously, I’ve had a pair of the Astorflex Greenflex Chukka Boots for more than two years, and through concerts by The National  and regular days on the job, they’ve more than held up. Plus, the Astorflex Greenflex Chukka Boots come in a multitude of colors fit for early spring, from Stone to Sand to Dark Khaki. Each would wear admirably with a host of spring style essentials, from slim light wash denim and a short-sleeve henley to grey chinos and a white Oxford.

And per usual, the Astorflex Greenflex Chukka Boots can work at the office (try them with a navy blazer, a classic blue chambray shirt & tan chinos) or at your local brewpub (with a slub grey tee and rolled black denim). Name one other pair of boots that can do all that for $150? One last time, you need these chukka boots in your life — and on your feet — this spring.

SHOP: The Astorflex Greenflex Chukka Boots

Style Pick of the Week: Levi’s Made & Crafted Type II Trucker Jacket

A newly iconic silhouette from an iconic brand.

Does it get much better when it comes to classic spring style than an equally classic denim jacket from Levi’s? Not really, folks. The rugged, timeless denim jacket is a surefire way to take your spring style from good to great, especially when that jacket happens to be the Levi’s Made & Crafted Type II Trucker Jacket — in short, it’s the one piece of spring outerwear you need now. And what can it do that other jackets can’t? Plenty. It’s got a unique silhouette designed with the open road in mind — Levi’s pioneered the trucker jacket, with its multitude of pockets, for West Coast explorers and Gold Rush diggers, and that same heritage and history can be found in the Levi’s Made & Crafted Type II Trucker Jacket today. In fact, it’s all the more helpful that the Made & Crafted line itself plays off that heritage in a way that’s even more authentic than the regular Levi’s main line. Designs happen to be based on archival styles from the brand, so it’s no surprise that they’ve crushed it with the Levi’s Made & Crafted Type II Trucker Jacket.

So, what makes the timeless denim jacket a worthwhile addition to your spring outerwear rotation, particularly when you might be more inclined to reach for a weather-ready waxed canvas jacket or a water-resistant parka? Well, those styles are all well and good … but none of them can match the rugged versatility of the Levi’s Made & Crafted Type II Trucker Jacket, and that’s just … the way it is.

Levi's Made & Crafted

Authentic detailing lifts this jacket a cut above the rest.

The Levi’s Made & Crafted Type II Trucker Jacket also features the sort of stylish details and easygoing appeal you’d expect from a spring denim jacket, including the use of 100 percent cotton. That makes it an easy choice to wear with laidback spring essentials, from a crisp white tee and tan chinos to suede chukka boots, black denim and a white Oxford shirt (a suitably edgy mix of high-low style).

The Levi’s Made & Crafted Type II Trucker Jacket also features the perfect amount of room for your everyday carry essentials, what with front hip patch pockets. Again, this underrated denim jacket is unique, eye-catching and absolutely ready for whatever you throw at it, from patio happy hours to farmer’s market visits to a weekend brewery tour (and then some). It’s assuredly what you would expect when on the hunt for a classic denim jacket from Levi’s — what are you waiting for?

The Friday Read: Turks and Caicos, Filson and the Best Early Spring Style Essentials

Get geared up for spring with these stylish Chelsea boots from Astorflex and Huckberry.

First off, my friends: Thanks for joining us for another edition of The Friday Read. If you’ve just about had it with winter, well, you’re not alone — I have, too. That’s why I’d recommend investing in some of the best spring boots — the Astorflex Bitflex Chelsea Boots as seen above. They’re a favorite of the blog (as seen in this post). And the even better news is, this new pair of Chelsea boots just got an upgrade, all thanks to the tough nubuck upper. They’re sure to become (quite possibly) your new favorite pair of boots, to make a long story short.

So, to business! Today, we’ve got lots of ground to cover — it’s time for a weekend trip of a different nature for yours truly! Well, nearly time. Tomorrow morning, the Hayhoe family is taking our traditional March family trip (celebrating my dad’s 60th this time!) to a far more exotic destination than I’ve traveled of late: The sandy beaches and crystal-clear water of Turks and Caicos! It’s a far cry from Dublin, but I couldn’t be more thrilled to ditch my winter style essentials — seriously — and take in some rays. Want to see how I transition from the winter to the warmth of Turks and Caicos? It’ll be a tough task, but head to my Instagram for more. Oh, and the rest of your Friday Read is below!

  • For GearMoose, I wrote about an iconic jacket from an iconic brand that you need for spring — specifically, a rough-and-tumble Filson piece perfect for transitional style.
  • If you ask me, I think it’s worth revisiting this post on the best early spring style essentials, from transitional outerwear to the best flannel shirt to comfortable bedding. Chilly, breezy weather is going to be with us for a while, so that’s certainly one way to tackle it — that’s all there is to it.
  • Speaking of early spring style essentials, there’s one style of jacket I think you’re going to get a lot of usage out of for the coming season — the classic trucker jacket. On that note, I wrote about the best men’s trucker jackets for my friends at The Manual — give it a read!


That’s going to close up shop for me today — I’ve got some last-minute packing to do, and some sunshine to anticipate! If you still want one last item to read before you start the weekend, you’d do well to check out this piece on the best leather belt to buy now. Now meaning, well, right this instant. Let me know on Twitter if you pick it up. Thanks for reading!

See Now, Buy Now: Carpenter Watches Is Making Your New Favorite Watch, the G4 Brooklyn Gent

A watch company making classically inspired watches in Brooklyn? Sign me up!

Looking for a stylish new watch (maybe one to spend that bonus or tax return on as a treat)? I’d wager you are. In that case, the timing couldn’t be better, seeing as Carpenter Watches is making your new favorite watch — the stellar, classically inspired G4 Brooklyn Gent. It;’s not cheap (get it for $895 at Huckberry), but it delivers in every single category. We’re talking both throwback looks (mid-century, specifically), plus durability and quality construction (the G4 Brooklyn Gent features a Swiss-made automatic movement for precise timekeeping). Again, what makes it worth spending your hard-earned dough on a stylish new watch that’ll set you back close to a grand? Allow Carpenter Watches — out of Brooklyn, fittingly enough — to answer that one for you via our See Now, Buy Now series. Specifically, the G4 Brooklyn Gent and Carpenter Watches take cues from founder Neil Carpenter’s own family, and watches passed down through the years. That would explain the perfectly executed dial design and the refined, not-too-small 38mm case diameter.

SHOP: The G4 Brooklyn Gent via Carpenter Watches

Carpenter Watches

Sleek, well-designed, throwback-inspired — all the right boxes to check.

Carpenter Watches gets plenty else right throughout its well-curated and well-crafted line, too — these are handsome, subtly stylish timepieces that make a statement without being too imposing. That means you can wear the G4 Brooklyn Gent with everything from a rugged henley or a classic flannel shirt and slim faded denim to a refined wool suit. The use of a bronze case contrasts quite nicely with the brown leather strap on the G4 Brooklyn Gent as well — again, that contrast will work nicely whether you wear this timepiece from Carpenter Watches to the office or to your favorite brewery (feel free to try it at either location!). It’s also refreshing to find a stylish leather watch that isn’t too ostentatious or gaudy — Carpenter Watches is classic through and through. I think you’ll find the same once you invest in one. Head to Twitter to let me know if you pick one up!

SHOP: The G4 Brooklyn Gent via Carpenter Watches