The Thursday Buy: This Rugged Buck Mason Thermal Henley Is Your Go-To Casual Layer The Rest of Winter

Best thermal henley for men.

What’s more indispensable in a menswear wardrobe than something that’s functionally rugged, timeless and yes, stylish? Something like one of the best men’s henleys should fit the bill nicely, don’t you agree? That’s my estimation at least, and your Brooklyn style writer is wearing a classic thermal henley as this post is being penned. And if you’re looking for a way to amplify your own winter wardrobe in a way that’s warm and wearable day in and day out, the Buck Mason Vintage Thermal Henley is certainly your best bet.

Shop New Arrivals from Billy Reid

The excellent Buck Mason Vintage Thermal Henley is a departure from Buck Mason curved hem henleys in a few notable ways (note the straight hem in particular), so take note of those details if you’re a fan of that style. That being said, because it’s all-American retailer Buck Mason, with a distinct sense of throwback quality and dependability, the Buck Mason Vintage Thermal Henley should more than pass muster for your durable winter layering needs.

Of course, the Buck Mason Vintage Thermal Henley wouldn’t be a reliable winter layer without the right fabric, and it’s a sturdy double-knit ribbed cotton in a waffle weave that provides insulation and a nice weight. Ribbed cuffs provide a snug fit at your wrists (another underrated touch in terms of insulation from winter breezes), and for good measure, the Buck Mason Vintage Thermal Henley boasts corozo buttons. The three-button placket itself is also woven — note the contrast between the shirt and the placket itself — for a nice stylistic touch.

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And like seemingly everything sold by the standout team at Buck Mason, the Buck Mason Vintage Thermal Henley comes in a range of cool, pleasingly faded, classic colors meant to match up with mostly anything (but especially faded Buck Mason jeans or Buck Mason chinos). Pair the Black or Anchor colorways of the Buck Mason Vintage Thermal Henley with tan, olive or black jeans or chinos, and look to do much the same with the faded Venice Wash editions of your new favorite henley.

Best thermal henley for men.

Wear it at home on its own, layer the Buck Mason Vintage Thermal Henley beneath the best shawl cardigan, or take it on the road with a waxed trucker jacket. When you need a cozy layer to keep you going this season, the Buck Mason Vintage Thermal Henley is your next rugged style move.

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The Tuesday Steal: Invest in a Premium Men’s Henley for Under $100 at Billy Reid

Best affordable henley for men.

There’s something to be said for shopping affordable style essentials, sure, but what about when you want to amp things up a notch in an uncommon category, like the best men’s henleys? That’s where a premium American menswear designer comes into play: The new Billy Reid Melange Stripe Henley delivers on all fronts, and in a way that’s more affordable than you might think. Sure, $88 is quite a bit to spend on a henley, but trust your humble Brooklyn style writer when I say it does indeed pay off. That makes it a mighty fine Tuesday Steal in my opinion.

You already know Billy Reid as a brand that makes ramped-up, tailored style essentials like the best men’s blazer for spring and summer, not to mention tried-and-true, much-loved picks like the famed Billy Reid Bond Peacoat. That’s quality and design integrity and style you can trust, which carries over to even the most seemingly simple basics. The henley is a solid menswear go-to in its own right, and the Billy Reid Melange Stripe Henley is another perfect example of how the Alabama-based Reid truly levels things up.

The fabric is a cotton-poly blend, made in Peru in some nicely textured colors like a dusty Burnt Orange, as well as classics like straightforward Grey. $88 certainly is quite a bit to pay for your seemingly standard henley, but it’s an investment that pays off in the end. You’ll want to wear this one all summer long.

Style Pick of the Week: Flint and Tinder Surplus Waffle Henley – The Rugged Spring Layer You Need Now

The best men's henley for spring.

Cruise through the pages of The Style Guide any day of the week, and you just might find me singing the praises of a rugged menswear must-have: One of the best men’s henleys is the right layer to take you from the depths of winter into spring, starting right now. A rugged thermal henley can work wonders in plenty of different ways in your wardrobe, be it as a base layer with a tough waxed trucker jacket and the best leather boots, or worn on its own with dark indigo jeans as temperatures (slowly) rise. That’s what we’ve got on our hands today with the Flint and Tinder Surplus Long-Sleeve Henley, another A-plus menswear staple to carry you from early March into spring, properly outfitted.

It’s part of a crop of the best spring style essentials new into the well-stocked digital confines of San Francisco-based Huckberry, and your next spring look is going to better for it when you snag the Flint and Tinder Surplus Long-Sleeve Henley. The Surplus Collection from F&T blends hard-wearing materials like Cordura nylon with cotton for stretch, durability and comfort, and it all comes together in this fittingly military-inspired henley. Note the custom F&T buttons, matching the shade of the henley for a low-key, functional finish. Of course, that’s not all you’ll find with one of the best henleys for men.

The best thermal henley for men.

The mini waffle texture on the Flint and Tinder Surplus Long-Sleeve Henley adds interlocking, insulating warmth without adding bulk, and it still moves with you (not against you) thanks to the interwoven Cordura and cotton fabric blend. Colors like Twill, Olive and classic Black drive home the utilitarian nature of the Flint and Tinder Surplus Long-Sleeve Henley — this is a henley meant for work and action, as well as lounging around the house with your favorite pair of weekend joggers. Huckberry notes this fabric is comfortable enough to sleep in (especially useful if you’re hitting the road this spring to a cabin or campsite), but it’s handy enough to layer up with atop your favorite flannel shirt when you step outside your lodgings.

Like most other Huckberry gear picks, the Flint and Tinder Surplus Long-Sleeve Henley is priced right for the quality and utility — it’ll run you $68 at Huckberry. That’s certainly more than a bargain henley or a standard cotton undershirt, but this Huckberry henley has more substantial fabric and wearability than something on the cheaper side of the equation. A contrast placket and stitching really lends itself to the military surplus inspiration behind the rugged and durable Flint and Tinder Surplus Long-Sleeve Henley, which is never a bad thing to have in your wardrobe. Before you throw on your trusty spring chore coat or denim jacket, make sure the Flint and Tinder Surplus Long-Sleeve Henley is your base layer of choice.

See Now, Buy Now: This Mack Weldon WARMKNIT Henley is the Winter Menswear Layer You Need Now

Just when you thought you had your winter wardrobe all figured out, well, I’m here to tell you there’s another winter menswear must-have from Mack Weldon that you’ve simply got to pick up. Just as Mack Weldon makes one of the best men’s flannel shirts for winter or one of the best winter crewneck sweaters, they’ve got you covered in other ways, too (beyond their lineup of the best men’s basics, even). And this, folks, is where the Mack Weldon WARMKNIT Waffle Henley enters the equation (and your winter wardrobe, of course). It’s one of the best men’s henleys a guy can own, made with modern performance and standout style in spades, believe it or not.

The key is the use of Thermolite® technology to provide warmth and insulation without going overboard. The Mack Weldon WARMKNIT Waffle Henley really delivers as a base layer beneath a Mack Weldon flannel shirt or crewneck sweater, and it also works well on its own for casual lounging around the house. And yet, when the going gets tough and the thermostat plummets, the Mack Weldon WARMKNIT Waffle Henley is going to prove as warm a winter layer as it gets.

The Mack Weldon WARMKNIT Waffle Henley consistently proves its value as a rugged winter layer, made with raglan sleeve stitching to give it some visual interest while also improving mobility and layering potential. The fit on the Mack Weldon WARMKNIT Waffle Henley should prove tailored but not overly tight, crucial if you hope to wear it on its own or even as a more rugged complement to, say, one of the best men’s winter blazers (team it with a pair of indigo jeans to really drive home that business casual look). It’s also important to note that the Mack Weldon WARMKNIT Waffle Henley is as affordable as it gets in terms of an insulating, high-quality henley. It retails for $68 at Mack Weldon, not a bad price for one of the best henleys for men.

The four-button placket on the Mack Weldon WARMKNIT Waffle Henley also makes it visually interesting and more versatile beyond your standard undershirt or base layer. And rich color options, from Walnut Heather to Winestain, give this rugged, performance-minded henley a few added style points, too. The Mack Weldon WARMKNIT Waffle Henley is also exceptionally well-reviewed by customers, with more than 200 Mack Weldon reviews driving home the fact that this is an easily wearable, warm and highly versatile men’s henley. What are you waiting for? Add it to your wardrobe and really finish off your winter ensembles the right way.

See Now, Buy Now: Get One of the Best Men’s Henleys for Under $60 at Tecovas

Bone-toe

Isn’t it nice to know that you can go to one place to get plenty of the best men’s style essentials, beyond just, say, the best men’s boots? That’s the case with Tecovas, the Texas-based bootmaker that crafts rugged Western boots and of course, one of the best men’s henleys. It really is like getting a two-for-one deal, knowing that you can step right up and buy rugged men’s leather boots at the very same time that you buy one of your new favorite henleys. What do boots have to do with henleys? Plenty, after all. Boots, especially made in the classic Western and ranch styles by Tecovas, are all about function, purpose and rugged appeal. And the best henleys for men started out the same way, first worn by sporting men in Britain and eventually, utilized as an undershirt. History lesson aside (or perhaps, history lesson included, the Tecovas Waffle Henley is a surefire best bet to shop the next time you pick up some Tecovas men’s boots.

It’s also worth noting that Tecovas — based in Austin — also offers a full range of men’s Western wear and apparel beyond just what we’ve already talked about. They’re a true lifestyle brand if you love Western fashion, if you need hard-wearing gear to get you from point A to point B, or if you just value the ideal blend of old-school craftsmanship and timeless style that you get with everything from the brand’s rugged Western boots to the essential Tecovas Waffle Henley. Why should you consider adding this henley to your cart the next time you pick up a pair of finely crafted Tecovas men’s boots? Allow me to lead the way.

Teak

It really does make perfect sense that the Tecovas Waffle Henley is as high-quality and functional as it is (not to mention, it gives you plenty of bang for your buck at under $60). Yes indeed, Tecovas doesn’t cut any corners with its handsome and ready-for-anything leather boots, which you can wear for work or play. The same can absolutely be said about the Tecovas Waffle Henley, made from 100 percent pima cotton in a waffle knit that makes it an excellent, insulating base layer underneath one of the best denim shirts or your favorite waxed trucker jacket. So, it’s both a lightweight base layer and a henley you can wear on its own, thanks to the unique four-button placket and the textured cotton knit. And of course, it helps that the Tecovas Waffle Henley features elastic sleeve cuffs to customize your fit and layering (go ahead, roll up the sleeves of your flannel shirt).

As if that wasn’t enough, the Tecovas Waffle Henley takes the cake as one of the best henleys for men thanks to its versatility. Whether you pick up the natural Bone shade or the surprisingly rich Washed Navy, this is a henley that goes beyond just an undershirt or base layer. Wear it out in the wild West, wear it on the trail or wear it with some of the best weekend pants for men. It’s ready for anything, just like the brand’s boots. If you end up snagging the Tecovas Waffle Henley, let me know in the comments. Happy layering, folks!

The Thursday Buy: Faherty Brand’s Short-Sleeve Henley is the Best Summer T-Shirt to Shop Now

Best short-sleeve henleys for men

If you’ve been hunting for a summer shirt for men that strikes a happy balance between rugged, casual and versatile, then I’m here to tell you that the Faherty Brand Short-Sleeve Henley is your new seasonal style move. If you’ve read the blog, you know Faherty Brand makes rugged winter shirts as well as spring bomber jackets, but the NYC-based, coastally inspired brand also does a bang-up job of making the best summer menswear, too. They’ve got plenty of options for style enthusiasts and newfound fans alike, including the Faherty Brand Short-Sleeve Henley, which toes the line between overly casual and overly rugged quite nicely.

Think of it this way: As we all ease back into the world, you’re going to need casual menswear staples that are cooler than a T-shirt but not as buttoned-up as a dress shirt. One of the best men’s henleys is here to fill that gap quite handily. Now, Faherty Brand has something of a specialty in this area — witness the fact that it makes both stretch Oxford shirts (to wear with your favorite blazer) as well as rugged flannel shirts (to layer atop a Faherty Brand henley when the weather takes a turn). And although it’s more casual than both of those categories, the Faherty Brand Short-Sleeve Henley isn’t to be trifled with. It’s as solidly built as it gets, and the fact that it retails for $78 is a nice bonus, too.

SHOP: The Faherty Brand Short-Sleeve Henley

Best short-sleeve henley for men

Like all of the best short-sleeve henleys for men, it meets some crucial criteria. What exactly are those criteria? I’m glad you asked, my friends. The Faherty Brand Short-Sleeve Henley is made from a blend of cotton and polyester, both ideal for comfort and breathability on hot summer days. It also features a more relaxed, rather than skintight, fit. This is also ideal for breezy summer style. Faherty built this shirt from the ground up with all the proper considerations in mind.

This is very good news for all of us eager summer style shoppers. Of course, a great summer shirt isn’t much without great looks, right? Helpfully, the Faherty Brand Short-Sleeve Henley comes in six colors, ranging from Faded Denim to a crisp White. Each option provides more than enough wearability for the modern man about town (that’s you!). And the Faherty Brand Short-Sleeve Henley really is a henley you can wear all around town, be it with chino shorts and white leather sneakers or a rugged denim jacket and olive chinos. When the time comes to head to the beach, your new favorite henley is an ideal layer to team with your favorite swim trunks, cold beer in hand. It’s clear that hopefully, you need this classic men’s henley in your wardrobe. Choose wisely, folks.

SHOP: The Faherty Brand Short-Sleeve Henley

The Sunday Sale: Get 25 Percent off the Best Men’s Henley at UNCRATE Right Now

Taylor Stitch Heavy Bag Henley

A go-to henley that delivers on versatile layering and standout style points.

Folks, I’ll start your Sunday with a simple question: Are there any brands you’ve had on your wish list as of late? Or any brands you’d love to try out, but would also love to shop on sale? I’ve got just the thing for you in today’s Sunday Sale: 25 percent off one of the best henleys for men from an all-important brand, Taylor Stitch. How about that, huh? To get you started, read all about my top shopping picks from Taylor Stitch. But back to the business at hand. You can score this rugged and durable henley from UNCRATE and the very well-stocked UNCRATE Surplus Supply sale section (also a great source for items like James Bond’s Danner boots and a rugged Barbour waxed jacket). Seriously, there might not be a better source for some of the best sale gear for men than the jam-packed UNCRATE Surplus Shop, but I’ll leave that judgement up to you. For today at least, the Taylor Stitch Heavy Bag Henley deserves a crucial spot on your style wish list — it’s only $59 at UNCRATE right now (it normally clocks in at $78).  It’s got all the specs you could want in a layering-friendly men’s henley to carry you into late March, including the kind of sustainable fabric only Taylor Stitch can make — more on that in a moment.

SHOP: The Taylor Stitch Heavy Bag Henley 

Taylor Stitch menswear

Textured fabric and a versatile color make this henley a major winner.

It’s the fabric and the durable design that makes the Taylor Stitch Heavy Bag Henley such a standout, especially when it’s 25 percent off at UNCRATE (again, how about that, ehh??). The Heavy Bag line of essential basics from Taylor Stitch uses a blend of upcycled cotton and recycled polyester, resulting in durable, eco-conscious fabric that pairs well with everything your favorite denim jacket to a lightweight cotton flannel shirt as far as spring layering is concerned. The grey color shown here pairs well with everything from tan Taylor Stitch chinos to indigo selvedge denim, too. The fit is trim, making it easy to wear as a base layer on everything from weekend brewery hopping to spring hiking and camping trips. And while it’s normally tough to get Taylor Stitch menswear on sale with enough available stock, there are plenty of sizing options available when it comes to your new favorite henley. If you ask me, that’s more than worthy of adding to your men’s style wish list. Cheers, folks.

SHOP: The Taylor Stitch Heavy Bag Henley 

Style Pick of the Week: Roamers Fenwood Henley

Best men's henleys

A rugged henley in a cool color for standout functionality and warm, cozy style.

If you’re still struggling to wake up from your post-Christmas hibernation, I’ve got just the ticket when it comes to what to wear for the rest of the weekend (and perhaps the holidays): Make it one of the best men’s henleys, available via a great price from the good folks at Bespoke Post. In fact, make it your go-to option when you don’t know what to wear on a cloudy, snowy weekend. To that point: When the weather is gloomy, well, that’s when to throw on a richly colored henley with classic styling potential. Again, the Roamers Fenwood Henley gets the job done, and that’s why it’s today’s Style Pick of the Week. It could be the opportune time to use that Bespoke Post gift card or put that holiday cash to good use, because you’ll hardly find a better henley under $100 (heck, it’s well below the century mark — just $65!). This particular henley delivers everything you could want in a classic base layer, including the use of hemp and organic cotton fabric for easy layering. Talk about a basic that’s not quite so basic, ehh?

SHOP: The Roamers Fenwood Henley

Roamers Fenwood Henley

A well-made henley available for a great price at Bespoke Post.

The three-button placket is classic and visually interesting, making it so that you can rock this rugged henley beneath a classic denim jacket or a waxed field coat as easily as you can layer it underneath your favorite chambray shirt. If you feel like taking the Roamers Fenwood Henley for a spin underneath a charcoal blazer, then that’s all well and good, too (just add some faded slim denim for an expertly casual vibe). And if it seems like a henley is just a little too basic, well, know that every guy looks good in one — perhaps it’s the throwback-inspired style or the silhouette’s sporting heritage roots, but it’s a timeless classic. It also helps that the Roamers Fenwood Henley is ready to be worn with slim joggers for a Saturday at home, or else underneath a waxed trucker jacket with slim black jeans as you step out to grab brewery to-go beers. When you find a classic piece that can do all of that, and for a price under $100, that’s one you’ve got to go snap up ASAP.

SHOP: The Roamers Fenwood Henley

#OOTD: How to Layer Up a Henley for Summer Weather

Is there anything better than welcoming a new season with the best men’s style essentials? The type of pieces you’re going to look forward to wearing all summer long? No, sir. Now, things are still very different for most of us out there, what with plenty of time at home in the rearview mirror — and on the horizon — but as has been the adage as of late, that’s no excuse not to look and feel your best these days. Hence, the rugged men’s gear I’m recommending today, even if you’re only going as far as your yard or back porch. On that note, we’re starting off this #OOTD with a crucial piece that should assuredly be in your summer style rotation — the rugged short-sleeve henley shown below is soft, breezy, easy to wear, and of course, easy to layer. It’ll keep you cool when you need it, and it wears stylishly underneath other layers when needed, too. Again, you might just have your feet kicked up on your back porch, but you can still make use of your favorite summer gear, including a tough trucker jacket, slim vintage-style black denim and one of the best men’s casual watches (among other men’s style essentials, of course). Be it spending time with the family, unwinding after a long day at the (home) office or planning out a special at-home date night, I’m sure you’re going to find plenty of reason to rock the below layers accordingly all summer long. And when the time comes to return to your favorite summer activities (brewery visits and park strolls among them, I’d assume!), then one of the best men’s henleys is going to be your new go-to style move. Read on for the full ensemble below, then chime in on Twitter if you’re a fan.

A classic way to layer a henley for summer, no doubt.

 

  • The Short-Sleeve Henley: Buck Mason Pima Short-Sleeve Curved Hem Henley, $48 — The right spring #OOTD starts with one of the best men’s henleys, and more specifically, a rugged short-sleeve henley in a tough-yet-breezy fabric. Wear it on its own or layer up accordingly. Like the below …
  • The Jacket: Knickerbocker Trucker Jacket, $177.98 — A tough trucker jacket can actually be a nice antidote to unexpectedly chilly spring and summer days & nights — Knickerbocker just so happens to make one of the coolest lightweight jackets in that regard.
  • The Denim: Flint and Tinder Vintage Overdye Jeans, $128 — Yes, just because you’re spending more time at home than usual doesn’t mean you can’t wear some slim stretch jeans — as to be expected, Flint and Tinder has come through here with some of the best men’s jeans (in a nicely dyed shade of black) on the market.
  • The Stylish Slip-Ons: SeaVees Huntington Middie, $108 — Listen, your choice of at-home footwear is exactly that: Your choice. But if you want to give yourself comfort, freedom of movement and casual style that you can wear outside the home when the time comes, go with the SeaVees Huntington Middie.
  • The Belt: Beltology Litmus Leather Belt, $75.98 — Now, not every guy is going to want to put on a belt these days — but if you want to really switch things up from sweats or joggers, a stylish leather belt like this one from Litmus is the way to go.
  • The Watch: Timex Navi XL, $155 — Just as with the rest of these rugged gear picks, we’re not overdoing it on the accessories front — but, one of the best men’s casual watches seems to be a proper move to stay on time during happy hour, yes? Agreed.
  • The At-Home Essential: Stanley Classic Vacuum Growler, $55 — Picture this: It’s a breezy summer night. You’ve got your feet kicked up and your favorite tunes playing (more on that in a moment). You realize your pint glass is empty … best refill it with this classic growler from Stanley, right?
  • The Audio Essential: Tivoli Audio Music System Home, $749 — Yes indeed, for listening to your favorite music at home with ease, quality of sound and supreme style, go with the Tivoli Audio Music System Home — it’s assuredly one of the best home audio upgrades you can make right now.

Oftentimes, the right way to start a summer style ensemble begins with a simple classic — in this case, it’s a rugged short-sleeve henley that’s high-quality in terms of its construction and fit. No matter where you’re going (or rather, not going), I guarantee you can find use for this breezy henley from Buck Mason. It’s going to wear very nicely indeed with one of the coolest lightweight jackets for summer, especially on those unexpectedly chilly summer nights. And when you pair both those pieces with some slim stretch jeans for comfort and style, you’ve got an at-home or weekend-ready look that goes further on the style front than sweatpants or joggers. It seems that upgraded at-home footwear is all the rage these days, and that’s also where going just a bit further can actually pay dividends — the SeaVees Huntington Middie blends style and comfort, while wearing like actual sneakers rather than slippers. Because staying on time is still crucial (especially if you’re manning the grill), wearing one of the best men’s casual watches will give you a sense of time, order and style. Naturally, you can do it all while sipping on your favorite beverage via your classic growler from Stanley. To top it all off and round out your evening in refined style, why not fire up the Tivoli Audio Music System Home to play some of your favorite summer tunes? When taken altogether, this #OOTD is going to work for right now and for when the time comes to get back to your routine. Sounds pretty good, right? Yes, indeed. Thanks for reading!

#OOTD: The Best Way to Wear a Henley for Fall and Winter

Don’t yet have a rugged henley in your closet? Or perhaps you do, and you’re in need of a new way to wear it? Dare I say, the BEST way to wear it? Allow me to introduce you to the Flint and Tinder Slub Waffle Henley, the lead pick in today’s #OOTD.  When it comes to both comfort and warmth, the henley is a must-have for fall — particularly when done up in a cozy slub waffle cotton like this rugged henley here. And I think the #OOTD in question brings something a little bit different to the table. For starters, we’re layering it up with the ever-versatile Proof Strong Shirt, which gives this look a more polished feel. We’re also throwing in a dash of mobile, versatile with a pair of CIVIC chinos. What I’m trying to say is that you can take a staple layering piece like the Flint and Tinder Slub Waffle Henley and turn it into a look that’s as ready for the office as it is for Sunday brunch — truly. Add in stylish chukka boots and a go-anywhere watch, and you’re good to go … well, basically anywhere you want.  How do you wear your henley for fall and winter? On a related note, you can (and should!) shop the best men’s henleys as soon as possible. Cheers, my friends!

 

 

The right basics … that aren’t actually so basic. See more on how to wear this henley below.

  • The Rugged Henley: Flint and Tinder Slub Waffle Henley, $62 — From the domestic sourcing and materials to the netraul, easy-to-wear color and rugged waffle construction, this henley is a winner.
  • The Chambray Shirt: Proof Strong Shirt, $128 — A classic chambray shirt atop a henley is a fall and winter style move that simply works all the time, no doubt about it.
  • The Pants: CIVIC Frank Chinos in British Khaki, $128 — We’re all about blending the basics with the classics — in this case, these CIVIC chinos have a bit of both.
  • The Boots: Astorflex Greenflex Chukkas in Nubuck, $155 — A new addition to the Astorflex roster of stylish men’s boots, I love the Nubuck leather and durable look of these things.
  • The Belt: Dango Products CNC-Machined Belt, $79 — Is there such a thing as a beastly belt? Yes, there is. The Dango Products CNC-Machined Belt is one-of-a-kind.
  • The Socks: American Trench Merino Activity Socks with Silver, $19.50 — A classic, retro-inspired pair of socks? Check. Made with fabric designed to prevent odor? Check. The perfect pair of fall socks.
  • The Watch: Momentum Watches Flatline 42 Fabric Watch, $195 — Every so often, you just need a dependable, rugged casual watch — the Momentum Watches Flatline 42 Fabric Watch gets the job done.
  • The Essential Bag: Mystery Ranch 3-Way Briefcase, $150 — Although this Mystery Ranch bag is a little more rugged and casual than others on the market, that makes it a wise pick-up when it comes time to plan out fall adventures.

Now, does that sort out another #OOTD idea for fall and winter for you? On paper, this outfit might seem quite simple — the building blocks are just a henley and a chambray shirt, after all. But as we always strive to do here at The Style Guide, we want to amplify those pieces and go above and beyond — that’s why starting out with a classic, rugged henley like the Flint and Tinder Slub Waffle Henley is a better move than throwing on an average long-sleeve T-shirt.  It follows, then, that the Proof Strong Shirt is a similar style upgrade, paired up quite nicely with the casual-yet-mobile CIVIC Frank Chinos for style that fits in at the brewpub or brunch … or on a casual fall Friday at the office. That same versatility applies to the truly excellent classic nubuck chukkas that comprise the footwear portion of this outfit.  Throw in perhaps one of the best leather belts you’re ever going to buy, and your accessories are in great shape. That’s also the case with the Momentum Watches Flatline 42 Fabric Watch, a durable, laidback watch that takes care of business. Throw your everyday carry essentials into the Mystery Ranch 3-Way Briefcase, and you’ve got a recipe for success, whether you happen to be running errands, running to grab a coffee or heading out on a weekend trip.  Where is this #OOTD going to take you? Let me know on Twitter, my friends.