#OOTD: How To Dress for Thanksgiving This Year

Let’s get down to business — what’s your favorite holiday? Is it Thanksgiving? And if so, do you have any idea what to wear for Thanksgiving this year? This #OOTD answers at least one of those questions for you … you can figure out the rest. It’s a tricky holiday, in that it still calls for your best men’s style essentials, yet tailored to the situation. Perhaps you might need to add a stylish blazer to the below ensemble, or even *gasp* a tie. Conversely, maybe you need to ditch the handsome Aymar James Sweater (the centerpiece of our outfit) in favor of going solo with the Flint and Tinder Garment-Dyed Oxford and some classic five-pocket pants from Faherty Brand. And there are other considerations at play — perhaps you’re heading to visit family, or you’re meeting your significant other’s parents (gulp), or you’re just spending leisurely downtime with friends. Regardless, the situation calls for truly classic fall style essentials that can spring into action when the rubber meets the road. Specifically, that’s where a pair of footwear like the Rhodes Dean Boots come into playin this ensemble (as you’ll see below). They work for holiday travel, they work for Thanksgiving itself, they work for Black Friday shopping, and they’re refined and stylish enough to leave a lasting impression on anyone you run into at the bar on Wednesday night. How are you tailoring this #OOTD to make it work for you? Let me know on Twitter— enjoy the holiday, my friends!

Just one way you should dress for Thanksgiving dinner.

  • The Sweater: Aymar James Sweater, $150 — If it’s too warm to layer up where you are, ditch this stylish sweater in favor of the shirt on its own. If not? The Aymar James Sweater could be a new favorite.
  • The Shirt: Flint and Tinder Garment-Dyed Oxford, $98 — Assuredly, a classic Oxford shirt is timeless all year around. But this Flint and Tinder Garment-Dyed Oxford is especially fitting for a nice holiday outing.
  • The Pants: Faherty Brand Comfort Twill 5-Pocket Pants, $148 — Just as you can wear these stylish five-pocket pants in a fashion that’s a bit more rugged (see this #OOTD), you can also dress ’em up a bit for Turkey Day.
  • The Stylish Leather Boots: Rhodes Dean Boots, $220 — A handsome profile, beautiful leather and that cool cap toe detail make these dressy enough for Thanksgiving and laidback enough for a bar visit the night before.
  • The Socks: Anonymousism Zigzag Crew Links Socks, $24 — The little details go a long way, and stylish socks (sans holes!) are a must when padding around the house once you’ve taken off your Rhodes Dean Boots.
  • The Belt: Red Wing Heritage Pioneer Leather Belt, $89 — Trust me, considering the length of time you’ll have the Red Wing Heritage Pioneer Leather Belt, it’s worth buying in advance of Thanksgiving.
  • The Watch: Laco Aachen 42 Watch, $369 — A special holiday calls for a special watch — this  handsome leather watch from Laco checks all the right boxes.
  • The Gift for Your Host: Bespoke Post Over Easy Box, $45 (When Signing Up for Bespoke Post) — Meeting your significant other’s parents? Staying with friends? Just heading home to family? This Bespoke Post box right here is a fun and welcome Thanksgiving host gift.

Now, who’s excited for Thanksgiving dinner yet? I know I am. And I hope you’re excited to dress in style for the day. If you see chilly weather in the forecast, there’s no better route to go than layering up with a rugged sweater like the Aymar James Sweater — it perfectly complements a classic Oxford shirt for easygoing-yet-polished style. And since you’re going to be relying on comfort for your lower half, the Faherty Brand Comfort Twill 5-Pocket Pants are sharper than sweatpants, but fit and feel like denim. And again, if you see inclement weather ahead — or if you simply love a stylish pair of leather boots — you can’t possibly misstep with the excellent Rhodes Dean Boots a wining style to wear for Thanksgiving and through the holidays. In the way of accessories, I’d say Thanksgiving is a holiday where you should swing for the fences — getting the chance to wear my dad’s Rolex (Hi, Dad!) one year drove home that point nicely. So, the beautiful Laco leather watch shown above gets it right. The same can be said for your newly upgraded leather belt: The Red Wing Heritage Pioneer Leather Belt. If you don’t eat too many extra helpings of Thanksgiving dinner, that is.  And to top things all off? Step into stylish socks, then show up with the Bespoke Post Over Easy Box.  Your perfect Thanksgiving weekend awaits with this #OOTD. Thanks for reading!


#OOTD: The Right Way to Layer Your Favorite Shirt Jacket This Season

We’re back at it today on The Style Guide with a new dose of men’s style essentials for you — I have a feeling you’re going to enjoy this #OOTD if you enjoy rugged layers. The centerpiece of this outfit comes, of course, from a Style Guide favorite — it’s the Taylor Stitch Maritime Shirt Jacket, and if you’re going to invest in a shirt jacket, now is the time to do it. The shirt jacket can be worn in plenty of style situations, including in inclement weather. It’s a reliable replacement for a bulky jacket, and it teams with other shirts already in your closet — as you’ll see below.  In my mind, this is an #OOTD to wear on a chilly fall weekend out and about, or during a cabin weekend retreat … you get the picture. Heck, you could even reach for the Taylor Stitch Maritime Shirt Jacket at a late-season football tailgate or bonfire. Of course, if you have, y’know, actual work to do? Well then, it’s serviceable in that regard, too. So, here;s the deal: We’re going to layer up with a stylish casual shirt, then we’re going to throw on some rugged chore pants and some stylish leather boots, and then … well, you’ll be able to see the rest shortly.  As I always stress here on the blog, if you start your outfit with one reliable centerpiece — a la the Taylor Stitch Maritime Shirt Jacket — the rest can easily fall into place. Lo and behold, here we are.

You’ve got your rugged shirt jacket, you’ve got your tough chore pants … you’ve got one heck of an #OOTD.

  • The Shirt Jacket: Taylor Stitch Maritime Shirt Jacket, $188 — We’re starting off this #OOTD the exact way we should — with the absolutely incredible Taylor Stitch Maritime Shirt Jacket.
  • The (Other) Shirt: Flint and Tinder Check Buttondown, $108 — Can you layer a shirt … under another shirt? When it’s the handsome, casual Flint and Tinder Check Buttondown, of course you can.
  • The Rugged Pants: Flint and Tinder Mill Pants, $108 — The great thing about layering a stylish casual shirt under something like the Taylor Stitch Maritime Shirt Jacket is that you can go a little more rugged or more classic with your pants — the Flint and Tinder Mill Pants are reasonably rugged.
  • The Stylish Leather Boots: Nisolo Mateo Moc Toe Boots, $288 — That same adage applies to your boots — the durable moc toe construction and versatile profile of the Nisolo Mateo Boots in particular.
  • The Socks: American Trench Merino Activity Socks with Silver, $19.50 — If you follow the blog, you surely know that American Trench makes some of the best men’s socks in the game. And that’s why they get the nod here.
  • The Belt: Dango Products CNC-Machined Belt, $79 — The theme of this #menswear ensemble seems to be durable, dependable gear, and this leather belt is surely one of the best leather belts  out there.
  • The Watch: Huckberry x Lum-Tec Combat B-42 Watch, $499 — Not yet acquainted with the dependability of the Huckberry x Lum-Tec series of watches? Change that right now, will ya?
  • The Everyday Carry: Bespoke Post Light Up EDC Kit, $89 — Whether the day calls for an upstate hike or a swing through your favorite brewery, this kit from Bespoke Post is handy and helpful in the way of everyday carry essentials.

I’d say there’s a lot to love about the reliability and extraordinary style of this #OOTD, correct? Maybe it’s just me, but you really can’t go wrong with the remarkable Taylor Stitch Maritime Shirt Jacket, and then the rest of your ensemble follows from there. Whether you make this work during a chilly fall morning or your first winter retreat, the other complementary pieces of this ensemble are every bit as excellent as you’d expect. The Flint and Tinder Check Buttondown gives you some visual interest — wear it on its own every chance you get, too. And for days where the job calls for real work — or a few rounds of your favorite beer — the Flint and Tinder Mill Pants are a solid choice, the ideal choice to sit atop the Nisolo Mateo Boots, which blend rugged style and refined durability in one package. They’ll be all the more comfortable and warm when you team them with cozy, surprisingly stylish socks from American Trench.Lastly, I’d urge you to never — nope, never — leave the house without a rugged, durable watch like the one shown here from Huckberry x Lum-Tec. And lastly, you don’t know the gear you need until you don’t know it — that’s where the Bespoke Post Light Up EDC Kit comes in handy.  With that, this #OOTD is in the books. How are you wearing it? Let me know on Twitter

#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.

#OOTD: How to Wear an Oxford Shirt for the Fall Season

In today’s #OOTD, we’re going to get right to the business of updating you on how to wear your Oxford shirt this season. Make no mistake, as I’ve talked about since the start of this blog (way back in 2013!), the Oxford shirt is assuredly a men’s style essential — and it’s one that can be worn in more ways than you think. Especially when it’s a stylish Oxford shirt like the Flint and Tinder Garment-Dyed Oxford,  Starting with the best building blocks — not just cheap building blocks — can be crucial to putting together the right outfit, and the Flint and Tinder Garment-Dyed Oxford is among the best out there. When you match it up with a more casual piece — like a French terry crewneck sweatshirt — and then mix that combo up with the Taylor Stitch Democratic Chinos, you’re certainly setting yourself up for success. Throw in some casual-yet-refined leather boots, and you’ve got darn near the perfect fall #OOTD if you ask me. It’s all about thinking outside the box, and then picking out the right pieces for the occasion. If you ask me, the excellent Nisolo Andres Boots — as seen below — are worthy of their own ensemble to begin with. But, we’re sticking with the Flint and Tinder Garment-Dyed Oxford to start this one off. See for yourself how it all comes together below. Thanks for reading!

The right Oxford shirt for this fall #OOTD, I think. Get into it, folks.

  • The Classic Oxford: Flint and Tinder Garment-Dyed Oxford, $98 — Can’t go wrong with a crisp Oxford shirt, especially one in a soft-washed fabric. Utterly classic.
  • The Sweatshirt: Flint and Tinder Reversible French Terry Sweatshirt, $78 — The crewneck sweater is a men’s style essential for a reason — it’s rugged and sporty, yet easy to dress up just a bit.
  • The Chinos: Taylor Stitch Democratic Chinos in British Khaki, $98 — The key with this ensemble? Taking the classic pieces you know and love — like the Taylor Stitch Democratic Chinos — and mixing them together. \
  • The Boots: Nisolo Andres All-Weather Boots in Brandy, $288 — A handsome, low-profile pair of boots that perform in the weather and work at the office. Nisolo has outdone themselves here.
  • The Belt: Levi’s Aberdeen Belt, $38 — Pleasingly rugged, well-made and built to last — in short, a very nice complement to your Nisolo Andres Boots.
  • The Socks: Little River Sock Mill Textured Herringbone Socks, $22 — stylish socksAs I always, always say … never underestimate the power of .
  • The Watch: Form-Function-Form Horween Leather Chronograph, $118.98 — The rare watch that toes the line between casual and dressed up — perfectly rugged and stylish.
  • The Briefs: Levi’s 200 Series Two-Pack Boxer Briefs, $34.50 — Did you know Levi’s made nice boxer briefs? I certainly didn’t.

And now, we’re putting the lid on this particular ensemble. As I’ve talked about time and again, menswear can be all the more fun if you decide to take your favorite men’s style essentials — like a classic Oxford shirt — and mix and match them just a little bit (like with a rugged crewneck sweatshirt, for instance), you’re going to get some great results. The same can surely be said with a piece like the timeless Taylor Stitch Democratic Chinos, which work very well with, of course, the Nisolo Andres Boots. Those boots just so happen to be weather-ready, so they can take a bit of wear and tear. They add a bit of edge to the whole ensemble, too. The same can be said for the Form-Function-Form Horween Leather Chronograph, a dependable and highly affordable leather watch that works in laidback and business casual situations. Throw in the Levi’s Aberdeen Belt and accessories like unique Levi’s Boxer Briefs, and your #OOTD is nearly all set.  It’s just up to you to decide where to wear it, right? And this is surely an ensemble that works at the office as well as it does at happy hour. You’ve just got to make it work for you. Again, building blocks like a classic Oxford shirt  work more than well in plenty of style situations. Would you change anything about this look? Let me know on Twitter.

#OOTD: The Best Way to Wear Sneakers This Fall (And Beyond)

So, how do you build your outfits? Do you start from the ground up or the top down? If you’re the kind of guy who likes to work with men’s style essentials to build an outfit around, say, stylish retro sneakers, then today’s #OOTD is just the one you need. We’ve talked about how to wear high-top sneakers, and we’ve talked about how to dress for a casual fall weekend, and this ensemble merges those two themes quite nicely.  It all starts with the Reproduction of Found German Army Trainers, as authentic and cool a pair of sneakers as you’re apt to find out there.  They lend a distinguished, eye-catching vibe to this outfit, which features all the building blocks you need for weekend brunch, a day of shopping or a stroll through your favorite park — potentially blended into one heck of a day, right? We’re also going with the perfect pair of jeans, plus a rugged shirt jacket, to complement these distinctive sneakers. This outfit is full of seriously cool positives, one of ’em being that you can wear this look … just about anywhere this fall. It’s cool, it’s rugged, it’s laidback, and it gives you plenty of comfort and style, all at once. Again, even if you’re not a sneakerhead, it still pays off to have a stylish pair of sneakers in your fall and winter wardrobe, and the Reproduction of Found German Army Trainers fit the bill. So, what do ya say? I say we dive into this #OOTD, packed with fall style essentials. Thanks for reading!

Start with classic, cool sneakers, then go from there.

  • The Classic Sneakers: Reproduction of Found German Military Trainers, $230 — Based on an authentic silhoeutte, these cool, stylish retro sneakers are a change-up from more traditional fall footwear — and that’s a good thing.
  • The Shirt Jacket: Life/After/Denim Mount Royal Shirt Jacket in Black, $188 — Think of this rugged shirt jacket as the versatile outer layer you didn’t know you needed. Feel free to layer it up over a classic chambray shirt if you wish.
  • The Stylish Tee: Jungmaven Hemp Pocket Tee, $39.98 — This casual T-shirt is easy to layer and well-made, plus it’s got a rich, fall-friendly color.  A slight upgrade from your regular T-shirts, to  say the least.
  • The Denim: Flint and Tinder Stonewashed Jeans, $128 — Hard to argue with a pair of perfectly faded, made-in-America jeans that vibe nicely with this casual ensemble, right?
  • The Belt: Levi’s Contrast Stitch Belt, $38 — You already know that Levi’s makes a great pair of jeans — but how about a stylish leather belt?
  • The Everyday Carry: Filson Ballistic Nylon Dryden Briefcase, $175 — Packing up to head to a coffee shop and get some work done? Cruising into the office? Grab the Filson Dryden Briefcase.
  • The Socks: Anonymousism Wigwam Jacquard Crew Socks in Brown, $20.50 — Never underestimate the power of having a stylish pair of socks to finish off your wardrobe. Just enough cool pattern and color here.
  • The Beanie Cap: Levi’s Turn Up Beanie, $29.50 — If the temperature dips — which it’s bound to do — throw on this stylis beanie cap from the makers of your favorite pair of classic denim.
  • The Watch: Hemel HFT20 Watch, $450 — Bold, rugged and durable, the Hemel HFT20 Watch is made for weekend adventures aplenty.
  • The Everyday Carry: Filson Ballistic Nylon Dryden Briefcase, $175 — Packing up to head to a coffee shop and get some work done? Cruising into the office? Grab the Filson Dryden Briefcase.

OK, so all the building blocks for prime casual fall style are in place, right? From a rugged shirt jacket to the laidback, easygoing and comfortable Jungmaven pocket tee, these pieces are simply going to look great, whether worn to your favorite sports bar or to a relaxed weekend coffee date … or somewhere in between. And where does it all start? With the excellent Reproduction of Found German Army Trainers, of course. These sneakers exude retro cool and slightly rugged fall style thanks to the contrasting sole, and they’ll sit quite nicely underneath the Flint and Tinder Stonewashed Jeans. Don’t be afraid to shelve your slim dark denim in favor of something more broken-in, particularly when it comes to wearing sneakers like the terrific Reproduction of Found German Army Trainers. On the accessories front, I’m always an advocate for putting on a stylish leather belt and a rugged leather watch — two small, oft-overlooked accessories that really do make a big difference when it comes to separating yourself from the pack. Should it get chilly, you’re also nicely covered with the Levi’s Turn Up Beanie, which plays nicely in terms of color with the handsome, subtly stylish Anonymousism socks. When it comes to your everyday carry, the Filson Dryden Briefcase is going to put in a ton of work, to say the least. To me, this all the gear you need for a great day around town — where would you wear it? Let me know on Twitter!

#OOTD: How to Wear a Denim Shirt for Fall and Winter

Alright, I’ll come right out and say it — you need a stylish denim shirt in your fall and winter wardrobe, and you need one now. The denim shirt seen here is the type of smart, casual, versatile shirting option that every guy (including you!) can use, in any season — but especially when it gets cold. And what’s more, the rugged denim shirt featured in this #OOTD from Billy Reid is the sort of shirt that can be worn plenty of ways this fall and winter (not to mention spring and summer). Mind you, it’s not just any casual shirt we’re talking today — it’s none other than the Billy Reid Denim Shirt, a seriously cool, made-in-America style staple. With unique texture and a bright blue color, this particular denim shirt is one that teams readily with the picks you see below (including a rugged henley) just as easily as it teams with more dressed-up style staples, like a charcoal herringbone blazer. The denim shirt is, simply put, the right way to add edge to casual outfits, and the right way to inject a bit of cool into tailored looks.  As I’ve mentioned, the Billy Reid Denim Shirt just goes with … anything, including the adventure-ready, casual weekend (or weekday!) look seen below. Versatile pants? You bet. A classic fall jacket? Yes. And stylish weatherproof boots? This #OOTD really does have it all. How would you wear it? Let me know on Twitter

Your new favorite denim shirt, no questions asked. Right?

  • The Denim Shirt: Billy Reid Denim Shirt, $195  — Billy Reid continues to deliver with this richly crafted, made-in-the-States denim shirt. A fall and winter style staple.
  • The Essential Fall Jacket: Howler Brothers Merlin Jacket, $195 — With technical roots and style that fits in the country or the city, Howler Brothers has made a new classic jacket for fall.
  • The Henley: Knickerbocker Mfg. Co. Long-Sleeve Henley Tube Tee, $70 — We continue to recommend this rugged henley for its blend of comfort and style, plus that layering potential with a classic denim shirt.
  • The Pants: Proof Rover Pants, $98 — Made with proprietary, ultra-breathable and durable fabric, the tailored Proof Rover Pants are fit for the work week or the weekend.
  • The Boots: Taylor Stitch Trench Boots in Golden Weatherproof Suede, $348 — Refined, Goodyear welted Taylor Stitch boots that happen to be weather-ready? Absolutely.
  • The Socks: CHUP Niyol Socks, $19.98 — An engaging pair of stylish socks that aren’t over the top — that’s what you need on your feet this fall.
  • The Belt: Levi’s Cartago Multi-Hole Belt, $35 — A go-anywhere outfit like this calls for a stylish leather belt that can also, well, go anywhere.
  • The Watch: DuFrane Watches Barton Springs Diver, $590.98 — Made to take on everything from weekend hikes to a casual lunch, this functional-yet-stylish dive watch from DuFrane Watches should get plenty of fall wear. Don’t worry about matching your belt and your watch here — we’re taking casual to the max.

OK, that’s going to wrap up this #OOTD. What’s your take on it? Are you in favor of pairing a stylish denim shirt with more functionally minded pieces, like that jacket from Howler Brothers? To me, I think it just works. And from a weekend hike to a particularly laidback Friday in the office, a pair of the Proof Rover Pants are also going to get the job done — the same can be said of the incredible Taylor Stitch boots as seen above. Seriously, the beauty of building your outfit around one piece (in this case, the Billy Reid Denim Shirt) comes from the variety of options you get from just that one shirt alone. Handy, durable accessories are also going to prove useful no matter where you go, so I’d snap up the Levi’s Cartago Multi-Hole Belt and the exceptionally well-crafted, versatile Barton Springs Diver from DuFrane Watches while you still can. So, where can this ensemble take you? Just about anywhere from a football tailgate to a day hike to an afternoon of beers at your favorite brewery — and perhaps all three at once. How’s that for versatility.

SHOP: The Billy Reid Denim Shirt now. 

#OOTD: How to Dress for Your Next Fall Weekend

Look around you, my friends — it’s well and truly fall! How about that? That means, at least in my mind, that you’ve got plenty on your to-do list: Football tailgating, brewery hopping, coffee shop visits, pumpkin picking, maybe even a brisk outdoor night of grilling. At any rate, you’re going to need to wear something — might as well reach for casual, durable fall style essentials that pack a punch and work in plenty of different scenarios. Start with a performance-minded flannel shirt to take you from the pumpkin patch to the distillery, then toss in other fall must-haves like a rugged long-sleeve henley, slim faded jeans and classic chukka boots. It’s a recipe for success, in my mind.  You’re getting comfort and warmth thanks to the henley-flannel combo, you’re getting the ability to last for long hours on your feet thanks to the Astorflex chukka boots, and you’re even getting a dash of the adventure-ready spirit of fall with your new favorite dive watch. Throw in accessories like a durable belt and stylish socks, and you’re all set. Granted, you’re not likely to be taking this rig on any deep-sea adventures … but just know that all the variables have been considered. So, let’s get you into today’s #OOTD. Like what you see? Check in with me on Twitter to let me know.

Everything you need for your next fall weekend, correct?

  • The Stylish Henley: Knickerbocker Mfg. Co Long-Sleeve Henley, $64.98 — Don’t think twice when it comes to picking up this classic long-sleeve henley, ideal for adding some visual interest to a weekend look.
  • The Flannel Shirt: Mizzen + Main Benton Plaid Flannel Shirt, $145 — The rare flannel shirt that’s rugged, yet refined. Perfect for weekend layering.
  • The Jacket: Abercrombie & Fitch Deck Bomber Jacket, $140 — A cozy, tough-as-heck jacket that channels classic maritime style.
  • The Classic Jeans: Buck Mason Slim Denim in 12-Month Wash, $178 — Timeless jeans in a pleasing wash that’ll wear easy for a fall weekend.
  • The Durable Fall Boots: Astorflex Greenflex in Dark Khaki, $145 — The classic suede chukka boots you’ve been waiting for. Seriously comfortable and seriously stylish.
  • The Socks: Danner Work Midweight Merino Crew Socks, $18 — Might as well reach for stylish socks to add comfort and functionality to your ensemble, right?
  • The Adventure-Ready Watch: DuFrane Watches Barton Springs 656 Diver, $590.98 — This outfit calls for a classic watch that can take a bit of a beating — DuFrane Watches has you covered, no questions asked.
  • The Belt: Arcade Belt Co. Guide Slim Belt, $30 —  A functional, capable belt that’s much more durable than average.

OK, who’s ready for a fall weekend? What’s on your agenda? Whatever that might be, I know you can take it on in comfort and style with pieces like a stretch flannel shirt and dependable base layers like a Knickerbocker Mfg. Co long-sleeve henley. Throw on a tough, heritage-inspired Abercrombie & Fitch jacket to nicely complement what should be a comfortable pair of slim, perfectly faded Buck Mason denim — always necessary for any weekend, if you ask me. On the footwear front, durable fall boots from Astorflex are a winning weekend style move, offering comfort through the elements — the same can be said when it comes to your Danner merino crew socks, right? And if I were you, I wouldn’t doubt the toughness or versatility of the exceptional DuFrane Springs Barton Watch or the adventure-ready quality of the Arcade Belt Co. Guide Slim Belt. And, well … that’s really all there is to it. Again, feel  free to check in with me via The Style Guide Facebook page to let me know your thoughts on these men’s style essentials for the season. Cheers!