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?

Online Shopping Picks: Stylish Men’s Chelsea Boots to Buy Right Now

Editor’s note: Get the scoop on all the #menswear you could ever need with all The Style Guide’s online shopping picks.

Chelsea boots via ASOS, with a bit of seasonal wear-and-tear. Learn how to style yours below, folks.

Chelsea boots via ASOS, with a bit of seasonal wear-and-tear. Learn how to style yours below, folks.

In case the headline wasn’t enough of an indicator, today we’re talking Chelsea boots on The Style Guide. Like other pieces that once seemed relatively trendy (remember when J. Crew  nearly single-handedly brought back the now-essential chambray shirt?), these guys have practically become a safe bet as far as a great footwear option for stylish guys. They’re not as hearty as a sturdy pair of winter boots, to be sure, but in the right style and color, they can definitely work in three seasons — and maybe four, if the snow holds out. The silhouette is generally sleek and sharp, and that seemingly goes for whether you pick ’em up in brown or black leather, or suede — all picks seen below. A bit of rocker edge never hurt anyone, either. And while at first it might take a while to get used to just slipping into a pair of boots — as it did for me — you might soon find they’re your go-to footwear option when you want to step away from leather sneakers, dress shoes or more military-inspired boots. Check out today’s Style Guide picks, and give us a look on Facebook for all the menswear content you can possibly ‘Like.’

#1. Thursday Boot Company Brown Duke Boot — $199

A reliable and (hopefully) hard-wearing pick from an upstart brand.

A reliable and (hopefully) hard-wearing pick from an upstart brand.

While it was an exceptionally close call between the Duke Boot and the Ellis Boot from Jack Erwin (option numero dos), a slightly lower price and more versatile brown leather swayed this writer (more readily wearable in winter, see?). Thursday Boots continues to be a solid option if you want to up your boot game for not a whole lot o’ dough, and they nearly always deliver. You get better quality than a pair of Chelsea boots from a fast retailer like H&M, yet you’re not ponying up an arm and a leg from a pricier brand. Added details like the studded rubber outsole should ensure a smooth grip no matter the season.

#2. Jack Erwin Ellis Chelsea Boot in Brown Suede — $220

Sleek and sturdy at the same time -- a nice combination.

Sleek and sturdy at the same time — a nice combination.

Perhaps it’s the thought of springtime being (hopefully) not too far off, but these beautiful Jack Erwin brown suede Chelsea boots end up near the top of this list for a few great reasons.  On the comfort end of the equation, these boots feature a rubber sole and full leather lining — both things you’ll be grateful for if you’re out and about a lot. And on the looks end of things, the suede appears rich and high-quality — take ’em for a spin with some white jeans when the time comes. Sure, they’ll require a little extra care and will probably be needed to shelved when heavy snow hits, but the rest of the time, they’re on the money.

#3. Wolverine 1883 Garrick Chelsea Boot — $175

Heritage-quality leather and rugged style details at an approachable price.

Heritage-quality leather and rugged style details at an approachable price.

As sold by East Dane, these boots are part of Wolverine’s 1883 line, which has more than a dozen individual styles on the brand’s Web site. The biggest thing to note here is that, somewhat incredulously, you’re getting the Wolverine brand name for under $200 — no small feat when you look at the brand’s 1000 Mile line (particularly the Camden Chelsea Boot). At any rate, the Garrick is a slightly more rustic-looking Chelsea boot, what with burnishing details on the toe and heel, plus that wrinkled leather. These will still do just fine with dark denim or navy chinos, and they’d even add a nice contrast to spring denim.

#4. ASOS Tan Suede Chelsea Boot — $68.43

Dark tan suede Chelsea boots that combine some unique color with a terrific price.

Dark tan suede Chelsea boots that combine some unique color with a terrific price.

Got an extra two quarters lying around? So these ASOS Chelsea boots are, it goes without saying, a downright steal for the price. And they’re another style that, like the Florsheim boots above, are a very worthy pickup if you’re looking to dip your toes into this trend. They’re cut a little lower on the heel for a slightly more continental look . Note that the suede isn’t the highest-quality, but it’s actually held up decently as part of a rotation and with less winter wear (the pair you see at the top of the page belong to yours truly — thanks Santa!).

#5. Florsheim Indie Gore Boot in Toffee — $99.90

More casual in nature thanks to the color and gore detailing.

More casual in nature thanks to the color and gore detailing.

Florsheim’s Indie Gore Boot has bit more going on visually than the typical Chelsea boot thanks to the side-gore detailing and the textured leather. Those aren’t all bad things, though. You’re getting a more casual pair of Chelsea boots — there is such a thing — for a great price. Feel free to beat these things up a bit; they’re the perfect pair to pick up if you’re just giving the silhouette a try. The Toffee color would sit nicely under some slim wool trousers now, and they’d work equally well under lightwash denim in the spring.

Putting together this list was quite tricky — it’s certainly no small feat to sort through Chelsea boot options when lauded retailers like Common Projects are throwing their (very minimal) hats in the ring. If you find yourself on an extreme budget but really want to go for the style, an option like H&M isn’t all bad for now, and more comfort-minded brands like Dr. Scholls are also producing Chelsea boots with a rugged edge. The biggest key to keep in mind is how you can make them work for you. If you find yourself wearing a lot of slim denim and mixing staples like tees with unconstructed blazers, the Chelsea boot is going to be a similarly slick style option. But if you need a more rugged pair of boots for crossing town, maybe save these guys for special occasions. Either way, it’s one footwear option I’d say you should give some thought to in the coming weeks — before everyone else beats you to the punch!

Stay stylish and happy shopping,

-Beau
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