Seasonal style: A September weekend in New York City

Editor’s note: Click through this link to read more personal style posts.

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From the office to a Central Park concert. Chambray shirt by Old Navy. Garment-dyed chinos by Dockers. Leather chukka boots by Beckett Simonon. Runaway Aviators by MVMT Watches. Weekender Fairfield Watch by Timex. Slim Mailbag by Satchel & Page.

 

It’s hard to believe that September is very nearly in the books — and of course, we’re now officially into fall. And coincidentally, that brought with an ever-so-slight change in seasons this past weekend at The Style Guide HQ and elsewhere. While I’ve appreciated the chance to travel so much these past few months — from a Michigan wedding to a Labor Day trip to Asbury Park — the slight shift toward fall made me glad to be in New York City this past weekend; it wasn’t quite any regular weekend though, as it kicked off with a stellar concert by the amazing indie pop band Lucius, and rolled into beautiful weather and the chance to explore Brooklyn.  Although I left my trusty Owen & Fred weekender bag behind, I still met the past few days with quality #menswear top of mind.

The weekend kicked off in rather unique fashion — although I headed into the office to cap off a busy week in fashion PR, I had to dress in versatile style. Of course, that goes without saying — but as I trekked from the office up to Central Park thereafter for a stellar Lucius concert via the Central Park SummerStage series, it was particularly important. I hauled my gear in my trusty Satchel & Page Slim Mailbag — handy for getting to and from the office. I also reached for a slim-fitting, textured Old Navy chambray shirt — it was the ideal weight for temperatures that were quite hot, but not sweltering (like the weather during my summer Las Vegas trip).  A chambray shirt is a great four-season essential, especially at a very agreeable price — and it teamed nicely with my Dockers garment-dyed chinos for an upgraded casual Friday look. This particular pair of Dockers chinos fit slim and are made of substantial, durable (yet breathable) fabric — again, a great four-season essential. And on the footwear front, I stuck with stylish leather chukka boots from Beckett Simonon — much like the slim chambray shirt, they’re the rare pair of footwear that can go from the office to a concert in one move. Although the brand has dress shoes for sale right now, I’d keep an eye out for future releases — these chukkas are comfortable, super and unique, thanks to the three-eye laces and sleek silhouette. I accented those essentials with another reliable casual accessory — my Timex Weekender Fairfield ; it’s a crisp, classic and subtle timepiece that moved from office to concert just as easily thanks to the slate green NATO strap.  And what a show it was!

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An otherworldly performance from Lucius — and a privilege to be so close to the stage.

Lucius is certainly one of my favorite bands — the melodic five-piece always puts on a stellar show. I was fortunate enough to be able to travel upstate earlier this summer to see them in at the rustic Daryl’s House Club in Pawling, and this time around, the show was certainly just as thrilling. Having the chance to get very close to the stage certainly made it all the more poignant – Lucius excels when they connect with a crowd. Led by the lovely Jess Wolfe and Holly Laessig, nearly every song is a sight to behold — their voices just play that well off each other. It’s a show of their dedication that they work so well together — from the moment they kicked off the show with “Go Home,” the magic really never stopped. They’re a group with great variety in their setlist — you get the feeling that they could play either “Wildewoman,” their 2013 debut, or “Good Grief,” this year’s sophomore album, in its entirety and fans would enjoy it just as much. An encore even brought out the legendary Jackson Browne, who joined Holly and Jess on a version of “Willin’,” an unexpected and welcome surprise! The rest of the show was just as much of a treat for fans. From carefully composed tracks like the beautifully sung “Dusty Trails” and “How Loud Your Heart Gets,” to the jaunty “Almost Makes Me Wish for Rain” and brand-new track “Pulling Teeth,” (which brought Holly and Jess into the crowd), Lucius never missed a note.  The fact that they can transition from an upbeat sing-along like “Born Again Teen” to the lilting, haunting melody of “Gone Insane” within the same show is a testament to their versatility and skill — seriously, support this band if ever they tour near you! I can’t recommend them enough — and with a packed crowd on hand, I’m glad I had those durable Beckett Simonon chukkas to help my feet stay comfortable through the concert; all that jockeying for position (not a mosh pit, but still) lent itself to plenty of time on my feet.

Rugged essentials for a slight transition to fall. Flint Overshirt and Flat Wool Cap by Bridge & Burn. Kramer Sneakers by UGG for Men. Waterbury Chrono from the Timex x Red Wing Heritage collab. Brass bottle opener by Owen & Fred.

Rugged essentials for a slight transition to fall. Flint Overshirt and Flat Wool Cap by Bridge & Burn. Kramer Sneakers by UGG for Men. Waterbury Chrono from the Timex x Red Wing Heritage collab. Brass bottle opener by Owen & Fred.

Again, it was a truly thrilling show that kicked off a stellar weekend — despite a terrible home loss by my beloved Michigan State Spartans to Wisconsin. Admittedly, that put a damper on an otherwise beautiful Saturday that brought with it exciting freelance writing work — more details on that soon — and some exploration of Prospect Park, to boot. As the weather finally felt a  bit more fall-like (especially with a cool breeze), I was able to break out the rugged, well-crafted Flint Overshirt from Bridge and Burn. The overshirt is substantial but not too heavy, dyed with rich indigo and lined in soft plaid flannel. It’s just about everything you could ask for in a rugged fall overshirt, and with a slimmer fit than bulky, workwear-style overshirts of years past, it’s a decidedly modern style upgrade.

Huckberry
Although it would pair up nicely with a slim henley, I styled it with a lightweight Richer Poorer pocket tee – it’s a soft, slim-fitting basic that every guy should have in his wardrobe for transitional layering. That simple get-up was complemented with sturdy selvedge denim from Raleigh Denim Workshop. Featuring a tapered cut through the thigh and a slim-straight fit from the knee down, they fit the way sturdy denim should fit – and so far, they’ve broken in quite nicely. To cap off my Saturday look, I had to reach for my ever-present Frameri glasses, plus the versatile Kramer leather sneaker from UGG For Men. With the cut of a chukka boot plus a nice rich color, they broke up the deep blue hues of the outfit nicely – and they fit right in with the rugged Red Wing leather on my Waterbury Chrono (another essential that plays nicely off the more substantial textures of early fall).

Exploring Prospect Park on an ideal September weekend. Flint Overshirt and Flat Wool Cap by Bridge & Burn. Heather Grey Pocket Tee by Richer Poorer. Glasses by Frameri. Waterbury Chrono from the Timex x Red Wing collab.

Exploring Prospect Park on an ideal September weekend. Flint Overshirt and Flat Wool Cap by Bridge & Burn. Heather Grey Pocket Tee by Richer Poorer. Glasses by Frameri. Waterbury Chrono from the Timex x Red Wing collab.

 

When it comes down to accessories, I also love a great hat – keep in mind, we’re not talking an athletic logo ballcap, but a subtle, simple wool cap (also from Bridge & Burn). If you’re into hats and want one that eschews the younger look of a logo ballcap, this one is the way to go. That ensemble made it easy to head to Prospect Park for some exploration and time spent in the sun. It’s one of my favorite areas in Brooklyn, with wooded pathways and access to neat areas nearby (like the excellent Midwood Flats, a craft beer haven with nice gourmet burgers and sandwiches). It’s also an area that’s quickly becoming more popular, with plenty of development nearby – yet, the park hasn’t lost its charm.

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Casual Sunday style for a trip to Milk & Honey in Brooklyn. Denim jacket by American Apparel. Slim short-sleeve henley by Old Navy. Slim Mercer Denim by Mott & Bow. Sunglasses & brown leather watch by MVMT Watches. Leather chukka boots by Beckett Simonon. Blue weekender bag by Sword & Plough.

I took the opportunity on Sunday to enjoy some excellent weather around Brooklyn – no overshirt needed this time, although I did accessorize with a tough denim jacket. The pleasant weather meant it was the ideal chance to break out a slim short-sleeve Old Navy henley — while it’s still warm enough. If you want to upgrade your basics wardrobe with pieces that fit trim and won’t break the bank, definitely peruse the digital pages of Old Navy. Although we’re past Labor Day, I’ve found light tan or natural denim, like the trusty Mott & Bow Slim Mercer, nods toward white jeans without going too far down that path — the Mercer was a nice change of pace alongside crisp Beckett Simonon chukkas. The ensemble was complemented nicely by some patterned Richer Poorer socks — a pair or two from the brand is another purchase worth making if you need a sock upgrade. Easygoing accessories worked with this look, too. I’d definitely recommend taking a look at new sunglasses –like the Runaway Aviator – being produced by MVMT Watches. Of course, the excellent brown leather & rose gold watch seen here from the brand is also worth your time – pun intended. Each piece made for a laidback #menswear look fit in as I grabbed a delicious coffee at another perennial Brooklyn favorite, Milk and Honey. With a relaxed vibe, rustic wooden tables and a top-notch selection of pastries and brunch favorites, it’s worth a walk through the Ditmas Park neighborhood to get there.

It’s the small pleasures like a delicious coffee or a nice walk that can sometimes get lost in the bustle of New York City – so with that in mind, I was glad I took the opportunity to get out and explore this weekend in Brooklyn. It never hurts to start off your Friday night with a stellar show by Lucius, either! I’ll be counting the days until the band returns to my neck of the woods, and I’ll (hopefully) be dressing in style in the meantime.

If you have style questions of your own, hit me up on Twitter – or follow along on Instagram for daily #menswear inspiration. For now, it’s back to work — look for a special Style Q&A coming up on Wednesday, and circle back tomorrow for a look at a fall style #OOTD. Get it? Got it? Good.

Until next time,

-Beau

#OOTD: How to Wear A Chambray Blazer

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.

When the heat waves start to roll in, it can be a tricky time to try and dress well. There’s that ever-difficult balance between keeping your cool and looking cool that requires you mix things up a bit. In the case of today’s post, that means we’re talking how to wear a chambray blazer. It’s the lightweight alternative to the classic navy blazer, what with a rougher, more visually interesting texture and (usually) less internal construction. That means it looks more natural when paired with other casual menswear pieces, such as a simple T-shirt and twill pants. It’s a get-up that nods toward a trend (that would be the menswear world getting more and more casual by the day), yet you still look crisp and put-together. As you’ll see with the below #OOTD, it’s a look you could even pull off as you dress for summer travel.  So with that being said, get to reading below. For more #menswear inspiration, check out yours truly on Instagram, or swing on through Facebook for a daily briefing.
Ben Sherman

An effortless mix of casual and cool --  a chambray blazer plus a simple striped tee.

An effortless mix of casual and cool — a chambray blazer plus a simple striped tee.

 

The Blazer: JackThreads Chambray Blazer, $79: A chambray blazer for just $79? Believe it. Slim, stylish and well-made, from a brand that just gets things done.

The T-shirt: Bourbon and Blue Surfcomber Heathered Red Stripe Tee, $55: If you’re going to rock a tee under a blazer, it’s best to pick up one that’s comfortable, well-made and trim-fitting; warm weather stripes don’t hurt, either.

The Pants: Old Navy Ultimate Slim-Fit Khakis, $29: While the color of the chinos in that particular picture is lighter than the pair on Old Navy’s site, the principle remains the same — slim khakis fall in line with that trim blazer and tee, and can be easily rolled to show off those sneakers.

The Sneakers: GREATS Pronto in Cadet, $199: GREATS does, well, a great job at producing versatile, comfortable sneakers that are easy to wear with high-low style combos  like a blazer and tee (Italian manufacturing just does that).

The Socks: J. Crew Anchor No-show Socks, $10: Stylish no-show socks are an absolute summer must, and these add another subtle, nautical touch to the outfit while keeping your feet cool.

The Belt: J. Crew Factory Double-striped Webbing Belt, $14.50: As much as it’s popped up in a few recent #OOTD posts (including this post on how to wear a short-sleeve shirt), it’s a highly versatile casual belt that adds some nice color to this ensemble.

The Watch: Timex Weekender Fairfield, $75: Timex watches are as solid as they get, and this particular timepiece is suitably refined enough to heighten that blazer-and-tee combo just a bit.

The Accessory: Cambridge Satchel Oxblood iPhone Case, $32: So not everyone still has an iPhone (just me?), but regardless of what phone you’ve got, it’d be a neat touch to finish off your everyday with a rich leather phone case.

Does that check all the boxes of dressing sharply in warm weather? Well, mostly. If you feel a tee is too casual, you could always swap in an essential chambray shirt or a classic blue Oxford. But the best part about pairing a tee with a chambray blazer is the combination of effortless style and comfort it gives you. It’s an on-the-go style move that meets the warm weather while looking cool and sharp. Plus, it works well when paired with a classic set of navy sneakers — a more comfortable answer to brown leather wingtips, for starters. And crisp accessories, like a lux leather phone case and a dependable watch, are going to be by your side (and on your wrist) for plenty of outfits in the future. Even starting gradually (swapping out denim for twill pants and upgrading to a lighter chambray blazer) can be a step in the right direction. Still unsure? Give it a try –it might become a go-to style combo.

Are you sold on the idea of pairing a blazer with a striped tee? What about sneakers? Let me know in the comments!

Frank & Oak

 

Buck Mason - Timeless Design. Made in America.

 

City lights: A weekend in the Big Apple

Editor’s note: For more posts covering style adventures big and small, click here.

Ready for some Sunday brunch and brownstone envy. Denim jacket by American Apparel. Printed graphic tee and Flat Wool Cap by Bridge and Burn. Slim Light Mercer Denim by Mott & Bow. Cooper Boat Shoes in Caramel Nubuck by Jack Erwin. Waterbury Chrono by Timex x Red Wing. Sunglasses by Spine Optics. Striped webbed belt by J. Crew.

Ready for some Sunday brunch and brownstone envy. Denim jacket by American Apparel. Printed graphic tee and Flat Wool Cap by Bridge and Burn. Slim Light Mercer Denim by Mott & Bow. Cooper Boat Shoes in Caramel Nubuck by Jack Erwin. Waterbury Chrono by Timex x Red Wing. Sunglasses by Spine Optics. Striped webbed belt by J. Crew.

Just in the past few weeks alone, it’s really hit me that I’ve been fortunate enough to live in NYC for two years (well, two years and one weekend officially). It’s been an ongoing, ever-expanding adventure, from some classic NYC real estate struggles (email me for more on that) to some exciting job transitions and the opportunity to write, blog and work with some fantastic brands and fantastic people. In the midst of all this activity, I always relish the chance to see (and occasionally host) my family and friends when they visit — it’s turned out to be quite the destination! And while it’s not the same as traveling for work or play, that still means I plan ahead and try to dress well to meet the demands of the weekend. These past few days were another such chance, as I hosted my mom and sister in my Brooklyn apartment (my wood floor is the backdrop of my Instagram photos, wink, wink). We had an action-packed weekend, and although I do call this place my home now, I’m always excited to see new places in the city, and try new things — one can’t possibly do it all even living here!

An outfit fit for the cubicle and a Broadway viewing. Slim-Fit Travel Jacket by Combatant Gentleman. Slim grey chinos by Bonobos. Slim chambray shirt by Old Navy. Archie Penny Loafers by Jack Erwin. Maximus Sunglasses by Sunday Somewhere. Customized Weekender Fairfield by Timex.

An outfit fit for the cubicle and a Broadway viewing. Slim-Fit Travel Jacket by Combatant Gentleman. Pin dot pocket square by The Grunion Run via SprezzaBox. Slim grey chinos by Bonobos. Slim chambray shirt by Old Navy. Archie Penny Loafers by Jack Erwin. Maximus Sunglasses by Sunday Somewhere. Customized Weekender Fairfield by Timex.

After their Thursday arrival, we had time for a lovely lunch in Bryant Park on one of the best spring days we’ve had yet. As it was a work day for me at Coyne PR (followed by a Broadway viewing of the musical “She Loves Me,”) I stuck with versatile, classic style fit for the office and a more refined night — that is, an Old Navy dark chambray shirt paired with slim grey Bonobos chinos and one of my favorite jackets, the crisp Slim-Fit Travel Jacket from Combatant Gentleman. I finished off that pairing with some accessories fit for 9-to-5 and beyond — that would be a pin dot pocket square from the folks at Grunion Run via SprezzaBox and sharp Jack Erwin leather loafers (the Archie, to be specific). Both fit right in for my work day, and also looked presentable at a Broadway show — if you’ve got dinner plans after work or something similar, essential tailored accessories like that are very helpful. And a new pair of the Maximus Sunglasses courtesy of the Australian eyewear brand Sunday Somewhere looked stylish and … eye-catching (had to do it).
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The show (starring an extremely talented ensemble cast, including Zachary Levi, formerly of NBC’s “Chuck”) was a fun way to cap off a busy work day, even for a non-Broadway buff like myself. Friday meant another casually-dressed work day for yours truly, and a day of exploration around Manhattan for my mom and sister — but Friday  night was a real treat. After a stop at the Brazen Fox for a few brews and a tasty burger (never a bad call), we headed deep into Brooklyn to one of my favorite stops, Threes Brewing. The craft beer hotspot was hosting the release of the acclaimed Day of the Dead Grateful Dead tribute album, curated by Aaron & Bryce Dessner, Brooklyn rock heroes currently of The National. So it was a night featuring tracks from my mom’s favorite band, and an appearance from a few members of one of my favorite bands. Not a bad way to cap off the work week! (Oh, and Scott Devendorf of The National said “we’re working on new stuff for you,” so… make of that what you will).

A crisp, classic outfit for two Broadway shows. Baker Mountain Field Jacket by Timberland. Blue Oxford by JackThreads. Slim Bowie Chinos by JACHS NY. Customized Weekender Fairfield by Timex. Printed socks by Pair of Thieves. Maximus Sunglasses by Sunday Somewhere. Suede Strada Derby Shoes by M.Gemi.

A crisp, classic outfit for two Broadway shows. Baker Mountain Field Jacket by Timberland. Blue Oxford by JackThreads. Slim Bowie Chinos by JACHS NY. Customized Weekender Fairfield by Timex. Printed socks by Pair of Thieves. Maximus Sunglasses by Sunday Somewhere. Suede Strada Derby Shoes by M.Gemi.

That led us right into an exciting start to the day on Saturday, as we stopped by a true Brooklyn classic, the always-excellent Milk & Honey Café. I’d definitely recommend the shop’s new Maple Bacon Cronut — it’s delicious, and it’s a stellar way to start your day, even if it is a little far into Brooklyn. We had to zip into Manhattan to then prep for the first of not one, but two incredible Broadway shows — including the much-acclaimed and much-lauded “Hamilton,” an astonishing work of musical theater, and the most interesting account of the life of Alexander Hamilton that you’ll ever see. It was just … jaw-dropping (thanks, Dad!). We nearly topped that with an evening viewing of “Les Miserables,” another all-time musical classic that’s just as much of a sight to behold — and going off Broadway later this year, to boot. Needless to say, it was an emotional, enthralling and exciting day.

While I was focused on getting to (and making it through) those emotional shows, I still tried to meet the demands of travel across Brooklyn & Manhattan in style. I paired a classic blue JackThreads Oxford with the smart, well-tailored Bowie Chinos from JACHS NY, complemented by the crisp, versatile M.Gemi Strada Derby, plus some navy-and-orange Pair of Thieves printed socks and the always-classic Timex Weekender Fairfield. I topped off my outfit to fight the rain with the Baker Mountain Field Jacket via Timberland (I’d absolutely recommend you grab a stylish spring rain jacket if some breezes or showers are in the mix). And to finish things off, I once again grabbed the Maximus Sunglasses from Sunday Somewhere — part of my latest Spring Style Essentials at GearMoose, as it were.

The "outfit grid" version of the ensemble seen at the top of the page. Printed graphic tee and Flat Wool Cap by Bridge and Burn. Light Ludlow Denim by Mott & Bow. Cooper Boat Shoes in Caramel Nubuck by Jack Erwin. Waterbury Chrono by Timex x Red Wing. Sunglasses by Spine Optics. Striped webbed belt by J. Crew.

The “outfit grid” version of the ensemble seen at the top of the page. Printed graphic tee and Flat Wool Cap by Bridge and Burn. Slim Mercer Light Denim by Mott & Bow. Cooper Boat Shoes in Caramel Nubuck by Jack Erwin. Waterbury Chrono by Timex x Red Wing. Sunglasses by Spine Optics. Striped webbed belt by J. Crew.

After a busy, bustling day in the city, we were pretty exhausted — and that made a hearty Sunday brunch to close out the weekend all the more enjoyable. While our first choice (Rucola in Brooklyn Heights) was filled up with a pretty feisty Brunch Village crowd, we swung back just a few blocks to a new favorite spot (as of yesterday), Building on Bond, a slightly rustic, vintage-feeling spot with a quaint vibe and some tremendous iced coffee and corned beef hash. If ever you get to Brooklyn (it’s just one stop in!), stop through.
Florsheim
For a casual final day of my mom and sister’s trip, I grabbed some comfortable yet still put-together weekend pieces, including two great new items from my friends at Bridge & Burn — the brand’s comfortable, slim-fitting and witty “Win Always” graphic tee, plus a neat Flat Wool Cap (complete with a handy stitched “B” on the front). I accented those pieces with the versatile Slim Mercer Light Denim from Mott & Bow. And they looked just right alongside the exceedingly comfortable Jack Erwin Cooper Boat Shoes, shoes that are crafted for the city rather than the dock thanks to that elongated loafer last (pick up a pair for just $125 — seriously, do it). Two critical accessories complemented my look — the stunning Waterbury Chrono from the Timex x Red Wing collab. plus the durable Spine Optics Aviator Sunglasses. Whether the occasion calls for casual Sunday brunch pieces or finishing touches fit for the workday, I think either would suit you well.

Just as was the case with my weekend in Washington, D.C., the trip definitely went far too quickly, but it was action-packed and tons of fun. I’m certainly hopeful I can get down to Florida to see the rest of my family again soon — but in the meantime, if their visits to NYC include more viewings of “Hamilton,” my family’s welcome all the time! Let me know if you’ve had any stylish weekend adventures over on The Style Guide Facebook page, and look for an #OOTD post coming tomorrow, plus travel style coverage of a trip upstate coming along next Monday.

Until next time — thanks for reading, and stay stylish!

-Beau
Florsheim