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?

#OOTD: How to Dress for the 2016 Olympics

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.

OK, so the title of this post isn’t 100 percent accurate — if you’re really competing in the Olympics, you’re probably not wearing the below ensemble. If you’re watching them, however — here we are. They only come up once every four years, so it’s likely that dressing to watch the 2016 Olympics might not have crossed your mind until now. But, like heading out to a warm-weather bar crawl or grabbing Sunday brunch, it’s a scenario that’s an opportunity to look your best when others might not be all that focused on doing so. It’s also a time that can be patriotic and pretty fun — who doesn’t love the Olympics, right? So that’s what this #OOTD is tackling — assuming you’re in a warm-weather area and possibly getting out and trying to recreate some athletic feats of your own in a game of backyard volleyball. With that in mind, this outfit is part sporty, part stylish and filled with a few atypical style upgrades. Those include an upgraded graphic tee and some crisp, classic sneakers — but you can see the full look below. For more daily style inspiration, check out yours truly on Instagram and follow along with my #menswear Twitter.

An ensemble that's sport-inspired yet not packed with athletic gear, finished off with classic footwear and shades.

An ensemble that’s sport-inspired yet not packed with athletic gear, finished off with classic footwear and shades.

The T-Shirt: Todd Snyder Miami Capsule T-shirt, $68 — While you can definitely go with a classic, Olympics-inspired graphic tee, this tee is premium, slim-fitting and still sporty while remaining wearable for other occasions.

The Shorts: Mack Weldon Ace Short, $65 — A pair of shorts that works for both sporty backyard activities and lounging around in style can be tough to find; however, this pair has a more tailored look than one would expect, and still performs well.

The Sneakers: SeaVees Hermosa Plimsoll Standard, $78 — Highly affordable, highly wearable and able to stylishly offset the brighter blue shorts. An American classic.

The Socks: Sock Genius Villa Park Stripe No-show Sock, $10 — If you caught the recent Style Pick of the Week feature on Sock Genius, you know that these no-show socks are durable, breathable and comfortable — that makes ’em  a winner.

The Watch: Stuhrling Aquadiver Manta Ray Watch, $ — You need a durable casual watch in your arsenal for a variety of reasons (particularly if you’re playing some Olympic-inspired backyard games), and the Stuhrling Aquadiver Manta Ray is a personal favorite that’s held up very well over time.

The Briefs: Flint & Tinder Heritage Boxer Briefs, $28 — Although they’re not pictured above, you can’t forget made-in-America boxer briefs that feature a custom woven waistband and comfortable fabric.

The Hat: Huckberry Explorer’s Cap, $39.98 —  Swapping out your athletic logo ballcap for a more subtle, refined hat is a solid style upgrade that makes a difference — this is the perfect cap to wear for the occasion (note the blue-and-white color) and it can even dress down a classic polo and chino shorts.

The Sunglasses: Randolph Engineering Crew Chief Sunglasses in Gunmetal, $158.98 — To root on America, there’s no better pick than sunglasses that are, well, made right in America. These are durable, premium and wearable with your best suit, too.

The Must-Have: Owen & Fred NFL Leather Coasters, $29.98 — Whether you’re enjoying a cold brew or a plain lemonade, some stylish leather coasters are a nice accessory to have, particularly if you’re hosting.

While you can always go full-on patriotic and rock an official USA jersey (soccer jerseys seem to be a popular and relatively refined pick), working with the pieces in this #OOTD provides you with versatility the rest of the summer and beyond. A subtle graphic tee is a more premium pick than a plan tee, and French terry shorts that fit trim and eschew an athletic logo are a great pick, too. Plus, an upgrade ballcap is a solid style move, and a durable rubber-strap watch should have you set for more outdoor activities beyond the Olympics. Have other #OOTD suggestions or style questions? Head over to The Style Guide Facebook page for more #menswear.

How are you planning on dressing for the Olympics? Leave it all in the comments below!
Join Frank & Oak Elevate - Enjoy FREE Shipping, Cashback + more at Frank + Oak! Try it now for 90 days, risk free!