Style Suggestion: How to Dress for Fall Weather

Editor’s note: For a full set of style suggestions for fall, click here.

We’re slowly (but surely) creeping toward fall — it seems like that’s been the case for a couple of weeks here at The Style Guide, but it’s certainly no more true than right now. Dressing for football season has started, there’s a bunch of great new music out — that signals tons of fall tours and rock concert style — and it’s high time to, well, get with the times. So, grab your fall style wish list and get hip to the scene. Even if it takes a while to get chilly, you’ll still want to have the proper gear on hand when it does. I know temperatures have been high here in NYC, but I’m definitely anxiously awaiting fall. For all of you loyal Style Guide readers (I know you’re out there), it signifies a really fun time of year in terms of menswear. If you’re one who tends to get sick of the oppressive heat — and even tires of heading to the beach — it can be a welcome change of pace to throw on heavier layers and incorporate durable texture into your #menswear ensemble again. And being able to play around with deep fall colors and textures — as some of the picks do below — is another reliable signifier that the season is changing. Everywhere you look, it’s about that time. Wthout further ado, here’s a look at how to dress for fall. Catch more style tips daily on the ‘Gram or Twitter, and leave any thoughts on this look in the comments.

The Jacket: Old Navy Canvas Coat — $69.94

Not as heavy as a winter parka, not as lightweight as a spring jacket -- hence, a great fall coat.

Not as heavy as a winter parka, not as lightweight as a spring jacket — hence, a great fall coat.

You feel a crisp breeze in the air, but a lightweight spring jacket won’t cut — and it’s not heavy winter topcoat time, either. What’s your reliable go-between? A cotton canvas coat in a rich shade that’s perfectly primed for fall. Although the interior of this jacket is lined with a neat striped cotton, it should prove reliable and not too heavy for layering. Details like the front patch pockets call to mind workwear of days past, and the rich Bandolier Brown color is going to handsomely offset the blues in the rest of this ensemble (although we don’t want to give too much away yet).

The Shirt: Taylor Stitch Everyday Chambray Shirt — $104.98

Beautifully made, able to withstand anything and certainly able to make that transition to fall.

Beautifully made, able to withstand anything and certainly able to make that transition to fall.

Were you expecting something other than a stellar Taylor Stitch chambray shirt here? I hope not, because I’d bet you’re disappointed right about now. The brand takes the same attention to detail that’s made its Standard Issue Chinos beloved by The Style Guide, and applies that process to a heck of a chambray shirt. Featuring sturdy double-needle construction, a midweight 7oz. chambray fabric and a fit that’s modern yet mobile, it’s the ideal contrast to that handsome brown jacket. Plus, it’s got the type of classic looks and styling potential that’ll work the rest of the year, too.

The Denim: Flint & Tinder All-American Slim Tapered Jeans — $98

New denim from a menswear line that gets essential fall basics right.

New denim from a menswear line that gets essential fall basics right.

The brand that produces your favorite set of American-made boxer briefs and other stellar fall menswear delivers again with new denim that’s part of its deepest product offering to date. For fans of versatile, timeless style, that’s very much a positive. These jeans are every bit an essential pair of fall denim, made from 12oz. Cone Mills fabric and featuring one percent of stretch  — that touch will make it easier to wear ’em on fall hikes or walks in the park. The slim fit is a must-have these days, although the brand’s waist sizing does go up to 40. Grab one pair of these, wear the heck out of them and watch them tell the story of a great fall season.

The Boots: JackThreads Kimbo Chelsea Boot in Brown Calf Leather — $110

Part of a new set of footwear offered from the excellent E-commerce retailer.

Part of a new set of footwear offered from the excellent E-commerce retailer.

Since when does JackThreads make footwear? Since this season, that’s when. It’s part of the brand’s mission to expand on its stellar menswear line and take up some serious real estate in your closet. When they’re able to churn out crisp pieces like these refined Chelsea boots for just a shade over $100, that’s very agreeable. A stylish Chelsea boot works nearly any time of year, yet they seem particularly fitting for fall. They’re not nearly as clunky as some thick winter boots, and they feel especially sleek alongside slim denim and a chambray shirt (some stylish leather chukka boots could also work here, though).

The Socks: Mack Weldon Everyday Striped Socks — $14.50

Easygoing socks for daily wear -- in a color that plays along nicely with the rest of this outfit.

Easygoing socks for daily wear — in a color that plays along nicely with the rest of this outfit.

The folks at Mack Weldon are consistently churning out everyday basics that’ll have you covered from the ground up, from its Vesper Polo to pieces like its Merino Long-Sleeve Tee, and if you read this blog as much as I think you should, you’re well-acquainted with those pieces (wink, wink). So, it only makes sense that you should round out your wardrobe with some striped Mack Weldon socks that add a nice bit of color contrast to the deep blues and browns of this outfit. Ya feel me?

The Watch: MVMT Watches The 40 in Rose Gold/Brown Leather — $120

A stunner of a watch for a stunningly low price.

A stunner of a watch for a stunningly low price.

Are you familiar with MVMT Watches? If not, you definitely should be. That is, if you’re a fan of stylish, affordable eye-catching watches — and who isn’t? There are some watches that are so refined in their design, you can wear them more casually — that’s certainly the case with this MVMT Watches timepiece, crafted from a rich brown leather-brown dial-rose gold case combo that’s a heck of a looker. It’s a way to offset some of the more rugged pieces in this outfit, like the canvas coat and chambray shirt. More importantly, it’s dressy enough to wear later on this season with, dare I say, the Taylor Stitch Telegraph Suit?

The Belt: J. Crew Suede Belt — $55

Texture in the form of a refined belt for the season.

Texture in the form of a refined belt for the season.

This suede belt first made an appearance in this site’s suggestion on how to dress for a football game, and it’s back here and adding a change of pace to this outfit in the process. The look is already quite heavy on rugged style, to be sure, so it’s fitting that a suede belt comes into play. Fall is the perfect time to try out texture where you might not do so normally, and for more than $50, you better get a lot of wear out of this belt to justify the initial price (although this particular pick is suede, a handsome leather belt like the Tanner Goods Classic Belt would work, too).

The Sunglasses: MVMT Watches Runaway Sunglasses — $75

Equal parts retro cool and affordable style from a watch maker who knows how that stuff works.

Equal parts retro cool and affordable style from a watch maker who knows how that stuff works.

Wait a second — MVMT Watches does sunglasses? Yes, they sure do. And why do we have sunglasses in this post? Well, as this is transitional style and all, it’s still going to be a bit sunny out there most days, whether you’re taking a hike through a park, heading to a bar crawl or taking in that football game. These sunglasses aren’t too precious to take a beating, and more importantly, they’ve got a distinct air of retro cool about them. Just like the watch, they’re perfect to pair with everything from that Taylor Stitch chambray shirt to … wait for it… the decidedly modern Taylor Stitch Telegraph Suit.

And there you have it, folks — pick up one, all (or heck, none?) of the above items and prep for fall in style. As we always aim for at this #menswear blog, reaching for pieces that are going to have your back the rest of the year is a solid bet no matter the season. And if given the chance to wear a durable chambray shirt with a crisp canvas coat, take it. The combo is just the right amount of rugged with venturing too far off the beaten path, and pieces like slim, dark denim and brown leather Chelsea boots keep things modern. A refined watch and cool-as-heck sunglasses are items every guy needs, yet not every guy has — except you. And you can never go wrong with accessories from staple players like Mack Weldon and J. Crew. Head-to-toe, there might not be a better time to be a style fan — and that’s what makes fall menswear so great.

What’s your take on this ensemble? Have you picked up any of these pieces?

Style Suggestion: How to Dress for Football Season

Editor’s note: Click here to check out past #menswear style suggestions.

Sometimes, you can feel it in the air before you actually see it — maybe you bolt out of bed on a Saturday morning thinking it’s game day (just me?), or get your old (or current) school fight song stuck in your head one day. It’s nearly back … football season, folks. The fall and the start of football season has always been one of my favorite times of year — growing up about fifteen minutes from the campus of Michigan State University turned me into a football fanatic at a very young age. That dedication only continued through college; heck, you could hear the roar of the crowd at Spartan Stadium from my college house. So as the calendar rolls toward fall once again, I’m focused on getting back to see my beloved Spartans — and I’m focused a little bit more on upping my #menswear game for the occasion than when I was in school. Now, that goes for you pro football fans, too — but sadly, the Detroit Lions were never anything to write home about. As we always talk about at ye olde Style Guide, there are plenty of ways to get dressed with style upgrades in mind, and that goes for situations that might seem more casual or mundane. Just as with watching the Olympics or heading to a bar crawl, dressing for a football game is definitely there. From your garb up top to your everyday carry, you might be surprised at how many brands are approaching sports-related activities with neat stylistic touches in mind. Of course, the below post is written from a Midwesterner’s perspective — wearing blazers to games doesn’t quite fly (but all the more power to you if that’s how you do it!). If you think I missed anything in the below #menswear rundown, hit me up on Twitter or shoot me an email. In the meantime — Go Green!

The Base Layer: Flint & Tinder Marled Long-Sleeve Henley — $62

Easy to layer, easy to wear on its own and ready for football season or the work week.

Easy to layer, easy to wear on its own and ready for football season or the work week.

First things first — it’s probably not all that cold for any of us at the moment, so this layer might stay in the closet for a while. But should you splurge a little on this Flint & Tinder Henley, know that you’re getting a brand-new offering from a brand that’s refined the art of making excellent basics in America. Oh, and another plus: It’ll keep you just as warm as a long-sleeve athletic base layer, yet you get bonus style point and no logos in sight. Lastly, you can wear this piece on its own under a wool blazer during the work week this fall, and no one will be any the wiser when you re-wear it on Saturday.

The T-Shirt: Tailgate Clothing Team Tee — From $19.99

Cheer on your alma mater in style -- trust me, you'd be hard-pressed to find anyone in the student section (or that alumni tailgate) with a tee like this.

Cheer on your alma mater in style — trust me, you’d be hard-pressed to find anyone in the student section (or that alumni tailgate) with a tee like this.

Fancy yourself a college football fan (like yours truly), but tired of wearing standard team fare? Add a dash of vintage style to gameday with a tee that might feel a bit familiar. How’s that? If you recognize the mix of classic heritage and American sportswear in the tee you see above (and the brand’s other styles), you’re onto something — Tailgate Clothing was co-founded by none other than lauded menswear designer Todd Snyder. And with a positively huge range of collegiate T-shirts, plus a handful of jerseys and hoodies, I’d bet you can find your team — no sweat. *Insert obligatory ‘Go Green’ chant here*

The Denim: Mott & Bow Norfolk Raw Denim — $79.98

Sharp, simple and easily wearable on a football Saturday.

Sharp, simple and easily wearable on a football Saturday.

Looking for yet another way to differentiate yourself from the pack? Whereas some other folks might reach for baggy, distressed denim — maybe featuring a bootcut — a pair of crisp, clean and simple dark denim is the way to go here. Mott & Bow’s Norfolk Raw Denim was launched late last year as the brand’s first foray into raw denim, and this writer’s pair has broken in very nicely. Contrary to what you might think, this denim isn’t overly heavy, and doesn’t wear too stiff right out of the box. That means they’d be a solid pick to wear now, and keep on wearing if (or when) it gets cold out. Like the above henley, they can also function during your 9-to-5. Not bad at all, yeah?

Buck Mason - Timeless Design. Made in America.
The Boots: SWIMS Barry Chukka in Taupe/Biscuit — $230

Wear these to tailgate, wear these to class, wear these to the office -- there's no wrong way to wear 'em!

Wear these to tailgate, wear these to class, wear these to the office — there’s no wrong way to wear ’em!

If that price catches you by surprise initially, not to worry — the Barry Chukka is nearly a four-season pair of footwear that packs in waterproof protection with a versatile  silhouette. As far as chukka boots go, they’ve got the potential to be worn in the heat of September (thanks to the lightweight crepe sole) and deep into tailgating season this November. Then, you can break them back out in the spring. Think of these stylish chukka boots as a decided upgrade over athletic sneakers — they’re sleeker, cleaner, more versatile and ready for just about anything (including post-victory bar-hopping).

The Socks: American Trench Mil-Spec Sport Socks with Silver — $11.50

A no-brainer if you want versatile socks that are wearable week after week.

A no-brainer if you want versatile socks that are wearable week after week.

Socks aren’t that big of a deal, right? Wrong. If you want a pair that’s high-quality enough to be worn for long periods of time on your feet week after week, you want these socks. And if you’re on the hunt for a pair that’s both affordable and long-lasting? You want these socks. The navy color is simple and straightforward — no zany colors or patterns here, so the socks won’t distract from your T-shirt. Plus, they’re definitely made with more care than a pair of garish team socks, and I’d bet those results will show up on the scoreboard, too (wink, wink).

The Watch: Jack Mason Brand Team Watch — From $95

It's tough to find a watch that merges both your favorite sports team and everyday style potential -- here's one that does.

It’s tough to find a watch that merges both your favorite sports team and everyday style potential — here’s one that does.

Now, if wearing both a team watch and a team T-shirt feels a bit like overkill, you could always reach for a rugged dive watch. But know that the way Jack Mason makes its collegiate watches, these aren’t flimsy or unrefined by any means. Essentially, styles like the Blackout Silicone Strap Watch you see here are just tough watches made for the everyday and spruced up with the logo of your favorite school. When you look at that way, it’s tough not to buy into this unique, well, style upgrade. Even the Striped NATO Strap Watch isn’t too gaudy — heck, the variety of striped NATO straps offered with Jack Mason’s other collegiate watches would work well with other casual timepieces in your rotation.
Frank & Oak
The Belt: J. Crew Suede Belt — $55

The right texture and color to work in other fall style scenarios beyond your tailgate.

The right texture and color to work in other fall style scenarios beyond your tailgate.

If we’re being honest, most folks probably aren’t giving a second thought to what they were to the game besides an athletic jersey, so putting some thought into a good-quality, versatile belt might not mean much at a tailgate. But if you’re on a mission to out-dress that pesky Michigan fan (as we all should be), then a good belt is just the type of thing to spend a little time on. Crucially, this J. Crew suede belt falls in the same color family as the SWIMS chukka boots seen above, and it’s the perfect color and texture to wear with other fall business-casual outfits the rest of the week. It doesn’t exactly match up in terms of color with the watch, but as we’re mixing a rubber watch and a leather belt, matching isn’t of the utmost importance. Now, catching the snap — that’s much more important.

The Hat: Huckberry Explorer’s Cap in Black — $39.98

Another underrated style upgrade -- the grown man's ballcap.

Another underrated style upgrade — the grown man’s ballcap.

Again, a  ballcap is one of those things most of us throw on and don’t think about. And there are certainly ways to support your team and nod toward the ol’ ballgame without throwing on a coach’s headset. A simple, monochrome ballcap with vintage-inspired roots (it’s made by the folks at Ebbets Field Flannels) is a step in the right direction if you can’t part with your old college ballcap. Believe me, this writer loves a good hat as much as the next guy. This one is also the kind of cap you can throw on to run a few errands on a weekend morning — you know, things like picking up a six-pack (or three) before your tailgate.

The Must-Have: Brothers Leather Supply Co. C.W. Growler Bag — $75

The ideal way to haul around your favorite brew.

The ideal way to haul around your favorite brew.

OK, so perhaps a growler bag isn’t a must-have (particularly if you’re not the type to imbibe). But if you enjoy a great craft brew — perhaps from a fine brewery near the Grand Rapids shop of Brothers Leather — then this growler is something you oughta pick up. It’s made from full-grain finished Vachetta tanned leather, which is enough to boggle your fellow tailgate-goer before you even pour them a beer. The 36-inch strap is a functional touch for lugging this thing around — the only thing missing is some stellar craft beer.

Even though it might seem a bit tedious to put that extra bit of effort into your appearance on a weekend day, it definitely pays off. It’s something I still struggle with from time to time, but finding the right pieces can make the experience a heck of a lot better. The search for that perfectly worn vintage tee hopefully is a bit easier now after checking out Tailgate Clothing, and stylish everyday carry pieces like an upgrade team watch and a vintage ballcap are subtle, sporty-yet-stylish ways to prep for the occasion. Crucially, waterproof nubuck chukka boots and slim, dark denim are great building blocks for any outfit. And if you pack well (I.e. Enough beer for your tailgate), you should be set for game day and beyond. To see how this writer takes on the MSU football season in style, head to Instagram. Meanwhile, we’ll see you in the stands!

What’s your take on the above outfit? Would you add or subtract any pieces? Thinking about making any purchases?