#OOTD: Wear Your New Denim Trucker Jacket This Way for Fall

Now that we’re truly getting into fall — at least, on the calendar — it’s time to break out a rugged denim trucker jacket, I’d wager.  Just as a cotton denim jacket works in the spring and summer, it’s a surprisingly easy-to-wear fall layering essential — as you’ll see today. The right denim trucker jacket is made with quality fabric and the type of construction that’ll break in over time, so it’ll work from September into November when worn properly. And it’s all the better that Flint and Tinder is making the tough denim trucker jacket you need for all your seasonal style scenarios. From a tailgate to a day trip to a brewery tour — gotta love those brewery tours — the deep indigo trucker jacket you see below brings comfort, versatility and style in sapdes.  And I think you’re going to like the way we’ve styled it, from classic suede chukkas all the way through to an investment-worthy watch. Let me know what you think of today’s #OOTD in the comments or over on The Style Guide Facebook page. With no further delay, let’s get ready for fall!

When worn with rich green trousers and a striped shirt, a denim trucker jacket can be a fall layering essential.

The Trucker Jacket: Flint and Tinder Stretch Denim Trucker Jacket, $158 — As seen recently in our See Now, Buy Now series, this Flint and Tinder trucker jacket features a crisp indigo color, comfortable fabric and terrific construction.

The Shirt: Life/After/Denim Academy Shirt in Heather Grey, $138 — Although a bit pricey, this Life/After/Denim shirt features yarn-dyed cotton and a neat, neutral color palette — plus, those stripes are a neat design touch.  I have a feeling you’ll get a lot of wear this season out of the Life/After/Denim Academy Shirt.

The Pants: Bridge and Burn Polk Pants in Deep Forest, $108 –Early fall is a great time to start working dark, rich colors into your wardrobe — the Bridge and Burn Polk Pants are an excellent jumping-off point.

The Boots: Astorflex Greenflex Rough Boots, $134.98 — Want a pair of classic suede chukkas? The well-constructed Astorflex Greenflex Rough Boots feature a sturdy sole, visually interesting texture and a color that nicely offsets the navy striped Life/After/Denim shirt and the deep indigo of the Flint and Tinder trucker jacket.
 
The Socks: Anonymous-ism Tweed Nep Crew Socks, $30Anoynmous-ism is known for its ridiculously well-made, stylish men’s socks — the sharp navy color of these tweed socks is fall style at its best, with comfort thrown in for good measure.

The Belt: Line of Trade Veg-Tanned Leather Belt in Auburn, $55 ($40 When Signing Up for Bespoke Post) — As we always say at The Style Guide, don’t sleep on stylish accessories  — this durable leather belt is a fall-ready way to, well, hold up your pants in style.

The Watch: Huckberry Lum-Tec B31 Bronze Automatic Watch, $899.99— We told you we’d get to an investment-worthy watch, right? The incredibly durable, striking Huckberry Lum-Tec B31 is that very watch.

The Everyday Carry: Billykirk Small Carryall, $238.98— With its blend of remarkable craftsmanship and eye-catching looks, the Billykirk Small Carryall is a stylish everyday bag for fall weekend day trips or bar crawls.

I hope today’s #OOTD gives you a few ideas when it comes to how to wear a denim trucker jacket this fall.  It’s a classic silhouette made all the better by the fact that Flint and Tinder crafts its Stretch Denim Trucker Jacket with quality and versatility in mind — that makes it the ideal outerwear piece atop the Life/After/Denim Academy Shirt.  And in a deep shade of green, the Bridge and Burn Polk Pants  are a unique way to nod toward the start of fall — you can wear the Polk Pants into early winter, too. If you don’t yet have a pair of rugged leather chukka boots in your closet, grab the Astorflex Greenflex Rough Boots — the tread sole and fall-appropriate color make them a seasonal footwear essential, surely.

As I always say, stylish accessories are key; in that regard, Anoynmous-ism is going to be a terrific bet when it comes to stylish men’s socks, while the Line of Trade Veg-Tanned Leather Belt is a richly crafted belt for daily wear. On the watch front, the Huckberry Lum-Tec B31 is absolutely the ideal watch to complement a tough denim trucker jacket — it’s investment-worthy and made with rugged good looks.  Last but not least — what would your daily carry be without  a stylish everyday bag  like the Billykirk Small Carryall? Hopefully, we accounted for all the men’s style essentials you might need in the season ahead.
Happy shopping, enjoy the season and stay stylish!
 -Beau

#OOTD: The Best Way to Dress for a Casual Fall Day

Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD series will take one great item and put together a versatile, stylish outfit around it. Look for past features here.

Now, we might be rolling through November, but with this up-and-down weather, it’s not quite felt truly, really … like fall. Has it? Well, maybe we’ll call this one an #OOTD for a casual … November (or December?) day. Either way, we’ll continue to push forward here on The Style Guide.  Situational dressing, although at first daunting, can  be one of the best parts of getting into menswear — a weekend coffee date? No problem. Heading out on a fall hike? We’ve got you covered there, too. But what about those in-between times? Maybe you’re dashing to the barber or strolling down the street to grab a beer — nothing too fancy, right? And yet, all you loyal Style Guide readers (I think there are a few?) know that even a casual, brisk fall day is a chance to mix and match your favorite style essentials. Some of the pieces below are investment-worthy, but they’re all built to last — and each is versatile in its own right. This is the type of garb to toss on for a perfect fall (or winter) Sunday, and you can even swap in a tough chambray shirt if you need to dress it up a little bit.  So, read on and stick around for more menswear shopping picks for the season.
Huckberry

Reach for comfortable, premium basics and durable boots on a casual fall day.

Reach for comfortable, premium basics and durable boots on a casual fall day.

The Jacket: Apolis Indigo Wool Chore Coat, $278 — Of the investment-worthy pieces mentioned above, the Apolis wool chore coat belongs squarely on that list. It’s perfect for layering, it’s sharp without being too dressy, and it’ll break in beautifully.

The Sweatshirt: Todd Snyder x Champion Pocket Sweatshirt, $98 — A certified modern-day #menswear classic, the Todd Snyder x Champion Pocket Sweatshirt is a cozy, comfortable and stylish second layer — trust me.

The Base Layer: Mack Weldon Pima Long-Sleeve Crewneck, $38 — The Mack Weldon team knows a thing or two about stylish, comfortable basics, and that’s why this pima crewneck is an ideal, warm base layer.
Beckett Simonon

The Pants: Flint & Tinder 365 Khaki Pant, $98 — The makers of your new favorite henley have done it again with a pair of 5-pocket pants that blend casual comfort and crisp style — every day of the year. As to your belt? Pick up a textured braided leather belt on the cheap from J. Crew Factory.

The Boots: Lanona Shoe Co. Academic Boot, $298 — The Academic Boot is another piece that, much like the Apolis indigo wool chore coat, ain’t cheap. But seeing as it’s a Huckberry  exclusive, made in Maine and built with Horween Natural Chromexcel leather? Ehh, the price is more bearable.

The Socks: Anonymous-ism Tribal Joint Crew Socks, $23 (Available via East Dane) Anonymous-ism is known globally for its subtly stylish, well-made socks — if J. Crew and East Dane carry them, you know they’ve gotta be good.

The Watch: Form-Function-Form Horween Leather Timex Chronograph, $119.98 — This casual outfit is filled with rugged style essentials, so why not reach for an affordably priced, durable Horween leather watch? Ehh?

The Hat: Carhartt WIP Key Ribbed Beanie, $35 (Available via East Dane)  — Sometimes, you don’t need to get too over-the-top with your fall and winter accessories — this navy cap is understated and high-quality.

Keep in mind that when dressing for a casual fall day, plenty of other pieces will work. Whether you layer up a rugged henley with a cotton chore coat or go with a slim chambray shirt and your favorite pair of dark denim, it’s important to keep versatile style and proper fit in mind — but hey, we all know that (wink, nudge). And in this instance, you can get a ton of mileage out of an indigo wool chore coat and classic khaki pants — that goes for casual weekend wear or versatile office style. Oh, and those Horween leather boots will break in beautifully over time while fitting in perfectly with this outfit’s rugged vibes (Editor’s note: If, however, you seek a more affordable pair of fall boots, this site has you covered in the meantime). Are there pieces on this list you would switch up? How do you dress for a casual fall day? Get style inspiration and join the #menswear discussion over on Twitter.
Buck Mason - Timeless Design. Made in America.

#OOTD: How to Dress for Fall Travel

Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD will take one great item and put together a versatile, stylish outfit around it. Look for past features here. Portions of this post use affiliate links, from which a small commission might be earned.

Can you believe we’re talking about fall travel — November travel, even — today on the blog? The year, and this fall season in particular, has really flown by. So, maybe you’re looking ahead toward *cue audible gasp* what to wear for Thanksgiving,  or perhaps you’re just looking ahead to what to wear when you travel next. For most of us, fall travel is a bit of a different animal than dressing for summer travel — while comfort and style are still top of mind, the temperatures are a bit colder (to say the least), and you need layers that move with you as you go. Let’s say you start in a chilly Northern city, but move through to a more temperate climate — the below bomber jacket in this #OOTD can go in your durable weekender bag as you travel. And the rest of the pieces are versatile, classic and easy to wear on the road. If that’s got you wondering what’s next, simply scroll down. If you’d like more menswear inspiration, check out The Style Guide on Facebook or check out yours truly on Twitter.

Mixing the classics - like a chambray shirt & denim -- with a comfortable bomber & travel accessories.

Mixing the classics – like a chambray shirt & denim — with a comfortable bomber & travel accessories.

The Jacket: Public Rec Crosstown Bomber Jacket, $128 — The makers of your favorite pair of everyday pants are back in a big way, namely with a heck of a wearable, comfortable and versatile bomber jacket. It’s the perfect travel layer to get you through a chilly morning and a warmer afternoon — at a very fair price, to boot.

The Shirt: Taylor Stitch Everyday Chambray Shirt in Charcoal Chambray, $118 — If you’re surprised that Taylor Stitch is the pick here, don’t be.  The Everyday Chambray is a slim, well-made four-season essential — so, perfect for fall travel.

The Denim: Flint & Tinder All-American Slim Tapered Jeans, $98 — Why go with dark blue denim here? Well, it’s another four-season essential, and this pair from Flint & Tinder is made in America with a hint of stretch.

The Sneakers: Brooks Academia Chariot Sneakers, $79.99 — From summer weekends to fall travel, the Brooks Chariot Heritage series gets it done — and the Academia is a fall-centric update with a pattern inspired by professorial fabrics.

Huckberry

The Socks: Anonymous-ism Fair Isle Crew Socks, $25 (Available via East Dane) — The Anonymous-ism brand is a sleeper hit for fans of subtly designed, well-made socks, and the neat pattern here is another fall-centric bonus.

The Watch: Timex for J. Crew Watch, $128 — J. Crew’s third-party efforts are a consistent hit, and this simple, effective and subtly stylish watch is one of ’em — it’s low-key enough to wear on the plane, then to drinks after you land.

The Weekender Bag: Sword and Plough Blue Weekender Bag, $359 — Behind every company is a great story, and behind every guy is a great weekender bag — right? The Sword and Plough team repurposes military material for its products, and does a fine job with this stylish weekender bag.

The Finishing Touch: Herschel Supply Co. Chapter Travel Kit, $40 (Available via East Dane) — Instead of hauling your toiletries around in a plastic bag, reach for a durable dopp kit — this one has served me well on trips from upstate New York to Washington, D.C.

Buck Mason - Timeless Design. Made in America.

So that closes the curtain on another #OOTD — what did ya think? In this author’s opinion, a breathable, slim-fitting bomber jacket that merges athletic inspiration and a versatile color is a can’t-miss win. And when mixed with some of your favorite pieces — we’re talking American-made denim and a slim chambray shirt — it’s a surefire travel success. The grey sneakers add both texture and comfort to the outfit, while those red patterned socks offset the outfit’s darker shades with a slight touch of color. And, you can’t really go wrong with a straightforward, stylish casual watch — that goes for your travel day, and that goes for a nice dinner afterwards. Wherever you’re headed this season and beyond, safe travels — and stay stylish!

-Beau

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#OOTD: How to Dress for a Weekend Coffee Date

Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD will take one great item and put together a versatile, stylish outfit around it. Look for past features here.

The more you get into menswear and the art of dressing well, the more you realize how many situations it can help you through — that’s something I’m still learning everyday. That is to say, everything from your morning coffee run to what to wear to the gym are chances to extend and improve your personal sense of style (says the guy who wears old college tees to work out sometimes). The smallest situations and style details really do help set you apart, and that’s the approach we’re taking in today’s #OOTD. It’s a pretty specific situation — perhaps date isn’t the right word, but know that even when dashing out to grab coffee, it’s still a chance to look put-together. That goes for whether you’re meeting a friend, a date, your dog, your cat … you get the picture. And, it gives you an excuse to work more excellent #menswear into your rotation — that’s what we do at The Style Guide, folks. Plus, assuming it’s well and truly fall weather, it’s a nice chance to break out a few extra casual layers (or, you could just stick with that Taylor Stitch chambray shirt in the heat) and a great watch. There’s plenty more in store — read on below, and get more daily style inspiration via Instagram.

ootd-weekend-coffeeThe Overshirt: Bridge and Burn Flint Overshirt, $182 — It’s a shirt! It’s a jacket! It’s a shirt-jacket, and with a neat cotton flannel lining and a rich indigo dye, it’s just the right weight to throw during a crisp Saturday or Sunday morning.

The Sweatshirt: Todd Snyder x Champion Pocket Sweatshirt (Available via East Dane), $98 — This sweatshirt is a stone-cold classic — add it into the essential menswear lexicon for the well-dressed guy. It’s clean, classic and again, a perfect layering weight for fall. Snag it here.

The Shirt: Taylor Stitch Everyday Chambray Shirt, $118 — Whether you go with white or classic blue, the Taylor Stitch Everyday Chambray Shirt is another absolute essential.

The Chinos: Levi’s Made & Crafted Slim Fit Chinos (Available via East Dane), $178 — These Levi’s Made & Crafted chinos are indeed pricey, but well-made, easily wearable for casual situations and a nice weekend upgrade from denim (although that works here, too).

The Sneakers: SeaVees Huckberry Chukka, $98 — Since you’re wearing a classic chambray shirt and chinos, it’s OK to go a bit more casual with these durable sneakers — the perfect weight, color and cut for fall.

The Socks: Anonymous-ism 5-Color Crew Mix Socks (Available via East Dane), $25 Anonymous-ism socks are some of the best money can buy — your feet will thank you for this style splurge.

The Watch: KOMONO Walther Cognac, $179.95  — The Walther is the latest release from a new line being done by KOMONO — the brand’s Crafted Collection features a higher price point and premium materials, plus excellent design. Read a full KOMONO product review here.

The Belt: Anderson’s Stretch Woven Grey Belt, $116.98 — As with other Anderson’s belts, this one is going to cost you — but you get a belt that’s durable, comfortable and on-point stylistically (the texture fits right in with the colder climes of fall).

There are certain style moves that just work when it comes down to it — grabbing a stylish chambray shirt will serve you well, as will layering up with a Todd Snyder x Champion crewneck sweater. The slim-fit chinos and SeaVees sneakers blend sporty and tailored style, and premium finishing touches like those Anonymous-ism socks truly make a world of difference — and a heck of an impression, while we’re at it. The situation is surely different than dressing for a first date, but it’s no less important to look your best — even if you’re just relaxing over coffee with your dog, or your cat, or a book. Got questions, suggestions, additions or deletions? Drop me a line on Twitter.

Stay stylish,

-Beau

Buck Mason - Timeless Design. Made in America.