#OOTD: How to Dress for the Office This Fall

Looking for a new way to dress for the office this fall? Or rather, an upgraded way that makes use of fall style essentials you know and love? We’ve got you all sorted out today on the blog, and it starts with a classic flannel shirt — yes, the beloved rugged style staple is going to be the centerpiece of a perfectly casual-yet-versatile office look. That age-old question “How to dress for the office?” … well, here’s your answer. You’ll recognize style moves with which you’re already well-acquainted, including the use of the exceptional Flint and Tinder 365 Pants to add a bit of clean & tailored style. The real kicker here though (literally) might just be the stylish high-top sneakers we’re recommending you swap in, as opposed to rugged leather boots or refined dress shoes. That gives this look more of a laidback-yet-polished air, exactly the vibe to go for if your post-office plans include happy hour or a weekend getaway. Elsewhere, you’ll recognize the staples of classic office style, from an office-ready fall sweater to a refined leather watch — these are gear picks that won’t quit, and they’ll ensure you stand out subtly and stylishly, no questions asked. If it gets chilly on you in the morning? Throw on something like the Billy Reid Bond Peacoat to fight the fall chill. OK, time to get to work.

Can you wear sneakers and a flannel shirt to the office? When it’s done like this #OOTD, yes, yes you can.

Now, although there’s no telling what your day might send your way, dressing for the office doesn’t have to be a drag — that’s especially the case when you consider the fact that you’re starting from the get-go with a slim-fitting flannel shirt from iconic designer Todd Snyder — there’s no better way to go for fall. Consider as well that you’re layering up the right way with an office-ready fall sweater in a neutral grey, offset nicely those rich, Laurel Green-colored Flint and Tinder 365 Pants. They’ve got the comfort of jeans and the style points of chinos (and they’re some of the best pants for the office I’ve tried myself). And while you can certainly break out tough leather boots or refined chukka boots, the real key to nailing fall office style comes when you step out in stylish high-top sneakers instead. They deliver comfort and unique styling potential, and these Nisolo sneakers are also ethically made. In keeping with the casual-yet-polished nature of this outfit, I’m also recommending a refined leather watch, seeing as the right everyday carry essentials can get your mind in a great spot for your next big meeting. To keep your laptop and assorted goods safe, haul it all in a tough Filson briefcase, and accentuate the rest of your outfit with a dressy-yet-rugged Taylor Stitch leather belt (it’s a personal favorite). And if you’re among the bearded among us (like yours truly!), you’d do worse to keep your beard in shape with beard oil from Taconic Shave. OK, are you all set for a big day at the office? Keep up with all my style tips on Instagram. Good luck out there!

#OOTD: Here’s How to Wear a Leather Jacket This Fall

Quick, what’s the most classic piece of outerwear you can think of? If it doesn’t come to mind right away, perhaps a Schott NYC leather jacket isn’t very far down your list — and it’s the rugged jacket that’ll serve as the centerpiece of today’s #OOTD, to boot. The right leather jacket can serve as more than a thin outer layer — it can add some serious durability, toughness and sleek style to any fall-centric look or occasion (especially if that occasion involves a rock concert or a weekend whiskey bar outing). So, we’ll kick things off with one of the best leather jackets you can possibly buy, and we’ll layer it up with all the right fall style essentials you can possibly shake a stick at. As you’ll see, a rugged flannel shirt adds a bit of grunge-inspired style (sorry, had to go there!), while an organic cotton henley adds even more warmth and fall-ready durability. Naturally, if you’re going for edgy and rock-inspired style, you could do worse than stepping out in some black Chelsea boots. The key thing to keep in mind is that you’re going to get a ton of use out of this investment-worthy leather jacket, and that makes it a reliable option even on a work day aside from this #OOTD (yes, paired with a white Oxford shirt and slim back chinos). With all of that being said, I’ll leave you to check out the rest of this fall-ready ensemble.

A sleek and classic leather jacket, matched up with the right fall style essentials.

  • The Leather Jacket: Schott NYC Lightweight Motorcycle Jacket, $750 — Fall is a  surprisingly great time to wear one of the best leather jackets on the planet — go figure! This Schott NYC leather jacket is an investment-worthy icon.
  • The Flannel Shirt: Knowledge Cotton Checked Flannel Shirt, $145 — Pairing up a rugged flannel shirt with a classic leather jacket is a timeless style move for fall — get this perfect flannel shirt to get started.
  • The Henley: Flint and Tinder Organic Slub Henley, $62 — Keep things simple, subtly stylish and rugged with this organic cotton henley from Flint and Tinder — ideal for a fall night out.
  • The Denim: Flint and Tinder Defender Denim (Slim Fit), $138 Slim dark blue jeans are a highly effective, classic pairing with one of the best leather jackets for early fall — no questions asked. And this pair of raw denim only gets better with age.
  • The Watch: Lum-Tec M82 Automatic Watch, $875 — A tough leather watch is the only way to go with the rest of this outfit’s gear picks. Lum-Tec comes through in the clutch, no doubt about it.
  • The Boots: Red Wing Heritage Weekender Chelsea Boots, $240 — Is it a no-brainer to wear tough black Chelsea boots from Red Wing Heritage with a rugged flannel shirt and a classic leather jacket? Yes, perhaps. But that doesn’t mean you shouldn’t do it.
  • The Socks: Burlix Moving Mid-Calf Socks, $15 — Your search for the best men’s socks might just be over. I’ve had the pleasure of testing Burlix socks over these past few weeks, and they provide plenty of comfort & shock absorption with rugged boots.
  • The Grooming Essentials: Living KOA Full Grooming Set, $79 — If you’re investing in the best when it comes to your classic leather jacket and slim denim, you might as well invest in your skincare on all fronts. The Full Grooming Set shown here makes it very easy to do that.

As one would expect, the difference here is in the details — and namely, the difference comes right at the start of this rugged fall ensemble, led off by one of the best leather jackets in the world. Yes, the world! It’s the perfect foil to perhaps the perfect flannel shirt, blending edgy and classic style seamlessly. From the brewery to a rock concert to the dive bar, this look has you covered. Heck, when you pair things up with an organic cotton henley from Flint and Tinder, you’ve got prime fall style on lock — and we haven’t even talked about the inky blue, raw denim you’re going to be wearing to complement this look. And to that end, you’d do well to step out in equally fitting black Chelsea boots from Red Wing Heritage— together, this combination has roots in the past and yet, remains perfectly modern at the same time. All of this is to say, you’ve unlocked unbeatable weekend style now. And while you might not think of a tough leather watch as being essential to this outfit, rest assured that it is (the difference lies in the details, after all). And on that front, Lum-Tec has you covered. Of course, a great fall #OOTD is nothing without grooming essentials to keep your skin sharp — and the best men’s socks on the market offer plenty of comfort when worn with tough Red Wing Heritage boots. It all comes together quite nicely, wouldn’t you say? No doubt about it. Good luck out there, folks — cheers!

#OOTD: Try Out This New Way to Wear an Old-School Western Shirt

Quick, think of the array of stylish men’s shirts you’ve likely got in your closet for fall. From a classic Oxford shirt to your favorite chambray shirt, perhaps you feel like you’ve got plenty of options, right? Particularly when it comes to casually rugged fall style, too? Well, think again, because I’d wager you don ‘t yet have a classic Western shirt like the Levi’s x Outerknown Wellthread Western Shirt — it’s the centerpiece of today’s #OOTD, and it’s the perfect shirt to carry you through many a fall style situation. To wit: The Western shirt is a somewhat overlooked style staple (at least in my book), one that often calls to mind denim-on-denim — and not done the right way, either. But the Western shirt is a prime fall style move, especially when worn as you’ll see it today. What do we mean specifically? Well, the Levi’s x Outerknown Wellthread Western Shirt is different than your typical Western shirt, made from textured fabric in a pleasing fall color — the kind that’s going to stand out whether you wear this look on a weekend coffee date, a brewery outing or an upstate weekend getaway (or some combination of all three, at that). The point is that the best Western shirt out there is visually interesting, slightly edgy & thoroughly classic — exactly what you need to add to your rotation of fall style essentials. Let’s get to the full #OOTD below.

Rugged gear picks to shift how you think about wearing a Western shirt.

  • The Western Shirt: Levi’s x Outerknown Wellthread Western Shirt, $128 — Shaking up the way you wear your Western shirt often starts with reaching for a different option altogether — and Levi’s x Outerknown deliver a stylish, sustainable, rugged AND visually interesting choice here.
  • The Henley: Wellen Hemp Long-Sleeve Henley, $39.98 — Rugged, classic and every bit as sustainable as the Western shirt you’re pairing it with, this is your new favorite henley for fall.
  • The Pants: Taylor Stitch Camp Pants, $128 — Now, your choice of rugged fall pants is entirely up to you here — you could also go with slim tan chinos or classic blue denim,  but it’s tough to top the versatile appeal of the Taylor Stitch Camp Pants.
  • The Jacket: Taylor Stitch Long Haul Jacket in Indigo Waffle, $188 — Let’s go for two in a row when it comes to rugged Taylor Stitch gear. The Taylor Stitch Long Haul Jacket has long been a personal favorite, and this richly textured take is no different. Perfect to wear with your new favorite henley for fall.
  • The Boots: Astorflex Bootflex Boots, $195 — Are these Astorflex Bootflex Boots some of the best leather boots for fall? Yes. Will you want to wear them all the time, even aside from this #OOTD? Also, yes. The perfect pair of fall footwear.
  • The Watch: VAER Watches Heritage Watch, $176.98 — Only one of the best men’s leather watches will do in this case, and this rugged VAER watch is a perfect complement to the rest of these fall style essentials.
  • The Beard Oil: Duluth Trading Co. Spit and Polish Beard Oil, $19.95 — Fall is as great a time as any to get your facial hair in fine form, and Duluth Trading Co. has come through with an excellent new beard oil to help you do just that.
  • The Grooming Essential: Duke Cannon Trench Warfare Natural Charcoal Deodorant, $12 — I’ve long been a fan of Duke Cannon’s rugged and essential grooming products, and this highly effective natural charcoal deodorant is no different. The perfect way to round out an #OOTD.

So, are you onboard with the Levi’s x Outerknown Wellthread Western Shirt and the potential it brings to the table? While at first simple, these top gear picks really are as good as it gets, and they’re as primed for a weekend of fall adventures, from your favorite park to a new art museum and evening cocktails, as you are. Layer up with your new favorite henley for fall and then get out there — that combo offers protection from the elements should you need it, and the Taylor Stitch Long Haul Jacket is a crucial fall outerwear pick-up. It adds a ton of visual interest to this look, and the Taylor Stitch Camp Pants are a necessary fall accessory in this instance — they’re ready to get outdoors or go all around town, and look great while doing it. With an #OOTD like this, there’s also no better fall footwear option than some of the best leather boots for fall, guaranteed. What’s more, essential accessories like one of the best men’s leather watches help drive home the true versatility and style of this outfit — you’re going to stand out the right way, truly. To keep your mug fresh, turn toward a standout new beard oil from Duluth Trading Co. (a move you won’t regret, trust me) and then be sure to use an equally excellent natural charcoal deodorant from Duke Cannon — got all of that down? Great: It’s time to get out there and enjoy fall.

 

#OOTD: How to Dress for a Fall Weekend Wedding

Perhaps you’ve had the save-the-date on your calendar or on your fridge for a while — the antipation of a fall wedding growing by the day. But the age-old question looms: What am I going to wear to this shindig? Perhaps it’s outdoors on a rolling farm or a large estate, maybe it’s downtown followed by a reception long into the night — either way, you need the right gear picks (including one of the best men’s blazers) to carry you through the only way you know how … in style. An  since dressing for a fall wedding also involves nodding to the season without going overboard, you’ll find, stylish, classic picks like a textured cotton shirt and a stylish wool tie, all the better to take on what could be a chilly wedding. At the least, it’s going to be slightly breezier than average, so I think you’ll find the Taylor Stitch Gibson Jacket is well-suited to fall’s demands (and perhaps for traveling a long way to said wedding, too). The other picks in this #OOTD, as you’ll see are geared to help you tackle the season in style, including classic chukka boots and some tailored chinos to tie everything together nicely. This is all dependent on the dress code, of course, but I think with this ensemble, you’ll stay put-together without one-upping anyone (or sacrificing comfort). What more can you ask for, really?

The right mix of versatile, casual gear for a fall wedding.

  • The Jacket: Taylor Stitch Gibson Jacket, $298 — Looking for the perfect fall travel jacket … even the sort you can wear on the plane and then wear to a fall wedding? Well, here you go. The Taylor Stitch Gibson Jacket is one of the best men’s blazers on the market.
  • The Shirt: Wellen Organic Hemp Denim Shirt, $78 — Whether you go with a classic denim shirt or not can depend on the wedding itself, but this textured cotton shirt pairs very well with the colder climes of fall (in most places, that is).
  • The Tie: Neck & Tie Co. Matrix Necktie, $29 — It seems some times, a tie is optional at a fall wedding — but it’s always nice to go more tailored, and this stylish wool tie is a handsome change of pace given the season.
  • The Pants: Proof Nomad Pants, $78 — Does any guy ever look bad in tailored grey chinos? Nope, no sir. This cool color palette works well for fall, allowing those classic chukka boots to really pop. Speaking of …
  • The Dress Boots: Rhodes Felix Chukka Boots, $198 — Can your wear suede chukka boots to a fall wedding? Of course — especially when they’re sleek and yet versatile, a la the Rhodes Felix Chukka Boots.
  • The Watch: Armogan Regalia Watch, $220 — When you want to look your best, a classic leather dress watch is simply the only way to go — that’s all there is to it.
  • The Grooming Essential: Alder New York Everyday Face Moisturizer, $32 — The advent of chilly weather means you need to keep your face looking fresh. Alder New York can help with that.
  • The Travel Essential: Bellroy Dopp Kit, $55 — Hitting the road for a wedding is no excuse not to look your best — take along this stylish dopp kit to carry all your grooming essentials, will you?

So, as we said, a fall wedding can tie in multiple demands when it comes to style — perhaps you’re traveling a long way, or dealing with some unexpectedly chilly weather. Either way, the perfect fall travel jacket is going to help you tackle both those extremes — not to mention the wedding ceremony itself. That mix of versatility is key if you want to pack light (and really, who doesn’t?). That’s also an area in which a classic denim shirt can add some casual flair, while also still dressing up nicely thanks to a stylish wool tie — make no mistake, it’s all about texture and fall-ready style. In that case, classic chukka boots in a rich suede are possibly the perfect pair of fall boots for the occasion. We’re talking timeless style, seasonally friendly texture and a relatively sleek look that won’t quit — yes, even out on the dance floor. Because looking great is often all about the little things, a classic leather dress watch is a fitting way to tie this outfit together. Before you leave for the night, reach for a classic face moisturizer from Alder New York, and be sure to pack it all in your stylish dopp kit. From A-to-Z, top-to-bottom, this is the right way to dress for a fall wedding — guaranteed. What do you say? Let me know on Twitter. 

#OOTD: How to Dress for a Casual Early Fall Weekend

Alright, folks. Can you feel it in the air? The start of fall? At least on the calendar now, we’re into the best season for menswear — and believe me, you’re going to need plenty of fall style essentials on tap. There’s really no better time to break out your favorite menswear picks — and given that it’s now prime layering season, we’ve got just what you need below. When it comes to fall weekends, these are the sort of days I cherish in Brooklyn, be it grabbing a rich coffee at my local shop or a choice IPA from my favorite bar. How about you? No matter where you might be, you’ll find a place for the picks below, including a rugged crewneck sweatshirt and a classic Oxford shirt. In my mind, this is the sort of outfit you’re going to want to wear to grab a weekend coffee, head out on a leisurely brunch, hit up your favorite bookstore … you get the picture, right? And particularly when you want to stroll through your favorite park or grab an Oktoberfest beer, you’re going to be glad you’re wearing classic light wash jeans and equally classic retro sneakers — this is all about casual comfort and elevated details. Isn’t fall wonderful? I can already feel it in the air. Want to see how I’m dressing for the season? Head to my Instagram — and put another Oktoberfest beer on my tab.

Gear up for an early fall weekend accordingly, folks.

  • The Sweatshirt: Wellen Hemp Crewneck, $46.98 — In case you hadn’t noticed, it’s all about casual vibes in today’s #OOTD — take this classic crewneck sweatshirt, made sustainably for cozy, comfortable layering when it gets chilly.
  • The Classic Oxford Shirt: Flint and Tinder Garment-Dyed Oxford, $118 — Invest in the best with this timeless Oxford shirt, perfect for amping up a casual outfit ever so slightly (and perfect to wear to grab a weekend coffee, at that).
  • The Denim: Flint and Tinder Light Wash Jeans, $128 — The best denim to wear on the weekend? It’s got to be these classic light wash jeans, easy to wear for anything you’ve got in mind.
  • The Sneakers: Victory Sportswear Classic Runners, $220 — While you could certainly break out rugged leather boots to complement these #menswear picks, classic retro sneakers are a solid (and comfortable) weekend footwear choice.
  • The Watch: Form-Function-Form Horween Leather Chronograph, $114.98 — Let’s not overthink this laidback weekend look — throw on this rugged leather watch & call it a day, ehh?
  • The Socks: American Trench Edo Flower Socks, $19.98 — Hey, it pays to have some stylish socks on tap, right? Right. These American Trench socks are as good as it gets.
  • The Weekend Essential: Ratio Eight Coffee Maker w/ Thermal Carafe, $696 — Before you get on with your weekend, it pays off to use perhaps the best coffee maker on the market — Ratio Eight’s Coffee Maker is a new essential.
  • The Hat: Howler Brothers Howler Bar Snapback, $30 — It’s hard to go wrong with a stylish casual ballcap when you’re heading out the door for a crisp early fall Saturday, agreed?  Agreed.

So from the small details — such as a stylish casual ballcap— to the larger portions of this outfit (including classic light wash jeans), your gear picks are all set for the perfect fall weekend. Heading to a tailgate? Picking up cold beer? Hanging out over a leisurely coffee? This ensemble can work for all of those, particularly as you take on chilly fall weather with a classic crewneck sweatshirt and those classic light wash jeans — these are picks that are truly made to go just about anywhere. And when you step out wearing classic retro sneakers, you’re putting yourself firmly in the right mood — taking your time on a fall weekend. In the spirit of taking time, I’m also recommending you pour yourself a delicious cup of coffee from Ratio Eight’s Coffee Maker, all the while wearing stylish American Trench socks and a rugged Howler Brothers ballcap — the details matter, and so does having the right fuel for the day, ehh? But this outfit isn’t too casual, thanks to a timeless Oxford shirt that makes it a bit more suited if you’re splurging on a nice afternoon out and about. And of course, we’re staying on time through it all with a rugged leather watch for the season. Try this outfit on for size, enjoy your weekend and let me know how you dress for fall over on Twitter.

#OOTD: Here’s How to Wear Black Jeans This Season

Alright, my friends — join us as we tackle another #OOTD, this time covering how to wear black jeans this season. Now that we’re moving through September rather speedily, it’s high time you geared up with transitional fall style essentials — and as with other must-have menswear picks, these selections are meant to be rugged, versatile and adventure-ready. Maybe it’ll be new territory, too — if you’re curious about how to wear black jeans, you’re in luck. In fact, a few choice selections (such as the slim black denim featured below) might seem like picks you can wear the rest of the year aside from early fall — that’s good news indeed, folks. The right way to wear black denim, something we’ve discussed here on the blog in the past, is a bit edgy and a bit classic, accessorized with choices like a stylish indigo T-shirt and a rugged flight jacket in the case of our selections below. The resulting #OOTD, then, is one you can wear to grab an Old Fashioned with your buddies or to snag a weekend coffee — or to head to a Saturday night rock show (seriously, the right black jeans can be worn just about anywhere). You’ll also find the necessary essentials to take this outfit from good to great, including an investment-level watch and stylish leather boots. Taken all together, you’re going to be the best-dressed guy at the bar or the beer festival — I can guarantee it. Let’s get to work.

Slim black denim worn in a weekend-ready way, assuredly.

Alright, then — are you well-acquainted with your new favorite black denim,then? These slim black jeans are sharp, classic & throwback in nature, yet this ensemble gets a modern update thanks to a pairing with the best men’s T-shirt, not to mention a weekend-ready, classic flight jacket. This is an ensemble that’s casual enough to look like you just threw it all together on a weekend night, but it’s got enough of the right details to set you apart from the crowd at that outdoor show or beer hall — ya dig? Among the details that make this #OOTD so rugged and yet laidback, we’ve got stylish leather boots from Taylor Stitch, an ideal pair to lace up as you head out on a fall weekend night. Elsewhere, a rugged leather watch from Lum-Tec is worthy of your hard-earned cash, providing a dash of visual interest and seriously cool style. Your everyday essentials are also spoken for here — take the classic leather belt as you mash up black and brown, to go along with a stylish leather wallet, naturally. And to amp up your grooming accordingly, reach for Duke Cannon’s Proper Cologne, the best new cologne I’ve tried (you’ve probably seen it on my Instagram, as it were). Any questions? Ready for the weekend? Perfect — so am I, and I’ll be wearing these classic black jeans all the way through.

#OOTD: How to Wear a Denim Jacket This Fall

If the throes of summer strike you as a more fitting time to wear a stylish denim jacket — namely, the rugged denim jacket from Taylor Stitch that we’ll be discussing today — then, it’s time to rethink your approach to early fall style. The best denim jacket can serve as a stylish blazer replacement or a different piece of outerwear in lieu of a leather jacket — it’s both versatile and casual, able to provide warmth in the early fall chill and still ready to be taken off at a moment’s notice if temperatures pick up unexpectedly. And with all that being said, the right accessories make all the difference. When seeking casual fall style essentials to wear to your favorite beer bar or to a tailgate or a weekend brunch, it’s best to keep it simple, stylish and rugged. Hence, you’ll notice a classic henley, plus a pair of equally classic chinos from Flint and Tinder that work any time of year — not just during early fall. Naturally, your everyday carry should stay on-point, too; that’s where the best leather watch comes into play. It’s the type of timepiece that’ll stand out at the bar and look great no matter where you take it. And again, the thing is, the best denim jacket can take you a lot of different places all season long (especially when layered up accordingly). The choice is all yours — let’s get to work.

A stylish, transitional, rugged way to wear a denim jacket — guaranteed.

  • The Denim Jacket: Taylor Stitch Long Haul Jacket in 24-Month Wash, $188 — Yes, you can indeed wear a denim jacket in a lighter wash as it gets colder — just layer this rugged denim jacket from Taylor Stitch accordingly.
  • The Henley: Flint and Tinder Heavy Slub Henley, $58 — Seeing as it’s fall and all, well, we’re here to tell you that you need a seriously classic henley. It’s the perfect pairing with your rugged denim jacket, namely.
  • The Chinos: Flint and Tinder Cool Chinos, $98 — Those classic chinos you wore all summer long can still work as we move through September — Flint and Tinder gets it right.
  • The Boots: Yogi Lucas Leather Moccasin Boots, $199 — You could easiy accessorize this outfit with any one of your favorite pairs of leather boots, but these rugged leather moc boots are the way to go.
  • The Watch: Zodiac Grandville Watch, $495 — The best leather watch to complement this outfit? It might just be the rugged Zodiac Grandville Watch, mixing in a bit of dressy style and rugged functionality.
  • The Grooming Essential: HaloSmile Whitening Kit, $59.99 — For as much attention as you put into things like classic chinos, well, your smile also deserves some upkeep. This handy teeth whitening kit is but one step to keeping your smile sharp, folks.
  • The Leather Wallet: Filson Bi-Fold Wallet, $100.98 — This rugged leather wallet from Filson is assuredly one you’ll use everyday — keep an eye on it, and you’ll have it for years to come.
  • The Everyday Bag: WP Standard Canvas Travel Bag, $298 — No matter what the day throws at you, it behooves you to haul around the best everyday bag you can get your hands on; we’ve featured this handsome WP Standard Canvas Travel Bag before, and it’s every bit as essential now.

As we often say here on the blog, it’s all about picking the right pieces around which to build an outfit, especially as temperatures grow chilly (slowly but surely) this fall. And crucially, a rugged denim jacket from Taylor Stitch is going to be the great equalizer when it comes to a versatile, casually rugged piece of outerwear this season. When you match it up with rugged leather moc boots and classic chinos, the major building blocks of your outfit are in place. This is an outfit that exudes casual cool without overdoing it — hence the inclusion of a laidback-yet-timeless Flint and Tinder henley. Taken all at once, this is the type of outfit that’s going to more than serve you well when it comes time to head out on a casual weekend coffee date or to grab your favorite craft beer (both pursuits I plan on indulging quite a bit this fall!). Of course, the small details also help set your #OOTD apart, so don’t leave behind your rugged leather wallet or that critically important, best everyday bag. Finish it all off with a winning smile via the HaloSmile kit, and you’ll both look AND feel your best. It’s as simple as that. Well, not quite. But you get the picture. Enjoy the imminent start of fall, my friends!

#OOTD: How to Wear a Graphic Tee This Season … Stylishly

Now, we’ve all been there. On certain weekend days, you might be standing at your closet rummaging through your long-sleeve shirts and thinking … “Man, I just want to wear a T-shirt today.” Fear not, because we’ve got that stylish T-shirt on lock for you — and better yet, we’ve got a full guide on how to wear a graphic T-shirt the right way. The graphic tee tends to get a bad rep because of gaudy designs and messages that would fit right in if you were still in middle school, perhaps. That’s just the way it is — but today’s stylish graphic tee is anything but that, as you’ll see. And given that it’s still just early September, this #OOTD is one that you can make work for you — no jacket required (although we’ve still got a rugged chore coat listed as an option below). Yes indeed, the best graphic tees are understated and subtle, not too loud, yet stylish at the same time — and they can be worn to a backyard BBQ or a night at your favorite dive bar in equal measure. The best graphic tees are a solid conversation starter with some rugged style appeal, too — today’s selection comes courtesy of Huckberry, and you’ll find a classic tee for every taste on the brand’s site. For now though, let’s dive in — if ever you’ve wondered how to wear a graphic T-shirt in a way that’s cool and stylish, not laughable, start with this #OOTD. Like what you see? Let me know on Twitter!

A rugged, laidback, timeless way to wear a graphic T-shirt.

  • The Stylish Graphic Tee: The Landmark Project Mt. Hood Tee, $30 — For just $30, you’re getting a surprisingly stylish graphic tee with a design that’s not too loud — it’s just plain cool, even if you’re not from the Pacific Northwest. Consider this the retro T-shirt you didn’t know you needed.
  • The Jacket: Wellen Stretch Chore Coat, $128 — Now, because it’s still September, you might not need this jacket — but in the event you do, this rugged chore coat is a versatile and stylish layer.
  • The Denim: Wellen Organic Jeans, $88 — Finding a pair of stylish blue jeans made the right way can be tricky — but this pair of classic slim denim from Wellen takes the cake. Understated and subtly stylish, they’re a new early fall style essential.
  • The Boots: Blundstone Super 550 Boots, $165.98 — Because it’s early fall, these rugged leather boots from Blundstone could come in handier than you think — the perfectly casual pair to wear to your favorite brewery, at that.
  • The Watch: Jack Mason Field Watch, $225 — When it comes to what’s on your wrist with this #OOTD, understated, classic-yet-rugged style is the way to go — this handsome Jack Mason Field Watch brings a bit of a throwback feel here.
  • The Belt: Tanner Goods Classic Belt, $79.98 — Every guy — yes, you included — needs a stylish leather belt, especially when wearing a pair of stylish blue jeans. Tanner Goods has outdone themselves here.
  • The Cologne: Duke Cannon Proper Cologne, Two-Pack for $40 — Yes, cologne. But not that body spray of days gone by. No sir, Duke Cannon’s Proper Cologne offers a range of masculine-yet-versatile scents for your next casual outing.
  • The Everyday Bag: Filson Ballistic Nylon Duffel Backpack, $245 — Now, you could be heading down the street for a coffee or across town to grab a six-pack, but you’ll be surprised how handy and durable the Filson Ballistic Nylon Duffel Backpack can be. Consider it an everyday carry essential.

OK, who’s on board with how to wear a stylish graphic tee now, ehh? The right graphic tee, like the one above, has an eyecatching design that doesn’t overdo it — the same can be said for the rest of this outfit, featuring an equally classic pair of classic slim denim from Wellen. Those are the building blocks for an #OOTD that works well on a Saturday night or a casual Sunday in the fall, especially when teamed up with a rugged chore coat (if needed), and of course, rugged leather boots from Blundstone — they provide functionality and style points in spades. But as I always say, you’d be remiss not to wear a stylish watch for a bit of standout style, and the Jack Mason Field Watch is that timepiece precisely. When paired with a stylish leather belt, you’re keeping your accessories on point — no matter where you go. It’s touches like those ones that are going to take this outfit from good to great, because as we all know … the little details matter, even when wearing a T-shirt! Use Duke Cannon’s Proper Cologne to give yourself a nice lift grooming-wise — you’re going to love the scent and the price. And finally, no matter what’s on your to-do list, the tough style of the Filson Ballistic Nylon Duffel Backpack is going to come in mighty handy for a casual weekend. Alright, that’s all I’ve got for today. To see how I’m wearing my T-shirts this fall, head to my Instagram.

#OOTD: How to Wear Your New Favorite Jacket … Just About Anywhere

We might be on the cusp of Labor Day weekend — and today’s #OOTD can certainly function well in that setting, too — but it’s also prime time to look toward early fall. Critically, how to dress for early fall is something we’ve been driving home these past few weeks on The Style Guide, and today’s #OOTD is no different. To wit: We’re taking a rugged camo jacket (perfect for long weekend travel or as a casual, cool blazer replacement) and matching it up with the kind of men’s style essentials you’d be proud to wear any time of year (but especially as the weather gets chilly). Trust me: It could be your new favorite jacket. And what about the rest of this look? You’ll find the Taylor Stitch Heavy Bag Tee below, along with some of the best men’s pants for fall — the goal here is casually rugged style that works from the coffee shop to the open road (and maybe even your office, if you can get away with it). The focus is this: The right gear picks speak for themselves, so when wearing a more flashy camo jacket, you should tone down the rest of your #OOTD accordingly. And because we’re moving ever-so-slowly into fall, that means the introduction of rugged leather boots — the kind you wear to your favorite distillery or for a quick weekend hike. It’s all about gear that can go anywhere, so mix and match these picks as you please. Alright, without further ado … here we go.

The perfect combination of rugged and casual for Labor Day weekend & well into fall.

  • The Jacket: Taylor Stitch Ojai Jacket in Camo Wax, $198 — Here it is, your new favorite jacket. Consider it the perfect go-between layer for breezy early fall nights. This rugged camo jacket is both subtly stylish and distinct enough to work everywhere from a rock concert to a weekend brunch.
  • The Classic White Tee: Taylor Stitch Heavy Bag Tee, $45 — Now, is this a full-on white tee? Not quite. And that’s OK! The Taylor Stitch Heavy Bag Tee is A) Sustainably made and B) More durable than a thinner white tee — just what you need heading into September (and beyond).
  • The Pants: Proof Rover Pants, $98 — If it’s a pair of the best men’s pants for fall that you seek, then perhaps the oft-recommended Proof Rover Pants are your best bet. Sharp and stylish, yet easily paired up with one of the best white tees out there.
  • The Boots: Red Wing Heritage Weekender Chelsea Boots, $240 Stylish Chelsea boots that just so happen to be rugged and versatile? It’s possible thanks to these rugged leather boots — they’re also lightweight and not overly clunky.
  • The Watch: Jack Mason Diver Watch, $282.98 — You’ve got your rugged camo jacket, you’ve got your Red Wing Heritage boots … might as well throw on a classic dive watch as a complement to this #OOTD, ehh? Indeed!
  • The Grooming Essential: Saturdays NYC Clay Pomade, $24 — We’re leaving your stylish ballcap at home on the shelf in favor of a slick, sharp hairdo via the Saturdays NYC Clay Pomade, the latest grooming essential from one of your favorite brands.
  • The Everyday Bag: WP Standard Canvas Travel Bag, $215.98 — Need to hit the road in a hurry for a fall weekend trip? Need to haul a change of clothes to the office? This rugged shoulder brief is the way to go.
  • The Everyday Carry: Studebaker Workshop Keyholder, $58 — Never lose track of your keys again, no matter the style situation, with this crucial everyday carry upgrade.

OK, let’s recap it all, shall we? The goal here is transitional fall style that you can even make use of during Labor Day weekend. So, a rugged camo jacket from the good folks at Taylor Stitch takes care of business for breezy fall nights, as does the Taylor Stitch Heavy Bag Tee — a one-two combo that’s subtly stylish and eyecatching. Some of the best men’s pants for fall act as another reliable outfit anchor, with the type of fabric and cut that works for fall travel or a fall day on the job. And it’s always tough to go wrong with rugged leather boots, particularly the kind that feature tough suede and sleek-but-hardworking construction. To haul your daily essentials, grab  tough-as-nails, rugged shoulder brief, but not before you’ve done up your ‘do with the Saturdays NYC Clay Pomade — it’s an immediate hair upgrade that adds some refinement to this look. Don’t forgo your everyday carry, either. And last but not least: Be sure you’ve accessorized accordingly with a classic dive watch to round things out. Is this the way you’d style this #OOTD? You can always let me know on Twitter. Cheers!

 

 

#OOTD: How to Dress for Early Fall This Year

If it makes you jump out of your seat a bit to see the words “early fall” in a headline, know that I’m every bit as surprised by the end of summer as you. In that regard, we’ve been telling you all about the men’s style essentials to get you ready for the next season across these past few weeks, and today is no different. Our #OOTD focuses on the kind of gear you’re going to want to start slowly incorporating into your fall lineup, from a vintage-inspired chambray shirt to rugged leather boots and, simply put, the perfect pants to wear for early fall. This season is all about gear that can work with you in multiple situations. That’s why (as you’ll see), we’re incorporating a heavyweight pocket tee from our pals at Filson into the mix, seeing as you can wear it on its own during the day to grab a weekend coffee, then layer it up at night to grab cocktails at that new speakeasy in town. We’re also including a tough bag for your everyday carry, not to mention one of the best men’s watches you’ll find anywhere. Jumping into fall doesn’t have to be something you do all at once — mixing and matching the kinds of pieces that work in multiple seasons (and style situations!) is the way to go. So, ideally, this post can help you start to leave summer in the rearview mirror (sadly!) and look toward a crisp, cool, fun fall. Have questions for me on fall style tips? Reach out on Twitter.

 

Pairing a classic chambray shirt with a classic summer T-shirt — and classic leather boots. Get the idea?

  • The Shirt: Dickies 1922 Chambray Shirt, $190 — To be sure, we’ve been recommending pieces like a classic chambray shirt a lot lately — it’s the perfect layer to take you into the early part of next month, and this Dickies 1922 shirt is based on an old archival style. Utterly classic.
  • The T-shirt: Filson 8oz. Solid Pocket Tee, $55 — Leave it to Filson to craft a timeless pocket tee in a substantial fabric, perfect to wear on its own or layer underneath your new favorite shirt.
  • The Pants: Proof Rover Pants, $98 — A fitting hybrid between chinos and jeans is what this time of year calls for, and these might be the perfect pants to wear for early fall (and beyond). Easy to move around in, extremely breathable & also well-made.
  • The Boots: Red Wing Heritage Rover Boots, $269.99 — The key to moving this outfit from summer into early fall? Rugged leather boots from Red Wing Heritage, the kind that are still lightweight and versatile enough to wear with the Proof Rover Pants.
  • The Watch: Lum-Tec M84 Automatic Watch, $1,095 — Yes, we’ve been featuring this rugged Lum-Tec watch a fair amount on the blog as of late, all owing to the fact that it’s simply one of the best men’s watches on the market, and perfect for this outfit.
  • The Belt: Arcade Belt Co. Norrland Woven Belt, $38 — Finding a functional, rugged belt is no small task, but Arcade Belt Co. comes through with one of the best men’s belts we’ve seen — this is no flimsy, thin leather belt that you’d pick up by the check-out rack at a fast-fashion shop, mind you.
  • The Everyday Brief: Boarding Pass NYC Flight Brief, $199 — Thinking about taking this show on the road? Even if it’s just to knock out some work at your local coffee shop, this rugged, durable & yet refined flight brief is perfect for your everyday carry.
  • The Grooming Essential: West Skincare Recovery Cream, $55 — If you’re not yet acquainted with West Skincare, consider this your introduction. This is active skincare made for guys who need active recovery, and this cream in particular is designed to hydrate and restore skin.

Now, if you’re not feeling ready for early fall yet, well, consider this a helpful guide to get started. When you start out wearing a classic chambray shirt, especially the rugged Dickies vintage shirt above, you’re setting yourself up for success — it’s perfectly casual and versatile enough for summer and fall. The same can be said of the equally rugged Filson pocket tee, again the type of tee you can wear all on its own or under any shirt you’d like. Throw in quite possibly the perfect pants to wear for early fall, and you’ve got a winning base for an outfit that’s geared to sip on an Old Fashioned, crack open a cold beer or visit your local park. In fact, that’s where rugged leather boots from Red Wing Heritage can come in mighty handy — they’re extremely tough & versatile enough for multiple seasons. And when you accessorize with a rugged Lum-Tec watch, you’re keeping the outfit squarely in casual, go-anywhere territory. The only thing to do now? Grab your Boarding Pass NYC flight brief, accessorize with a functional, rugged belt and your everyday carry, then finish off your look with West Skincare’s Active Recovery Cream. OK, now who’s ready for early fall?