#OOTD: How to Style A Henley for Summer

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.

To me, there isn’t a style of shirt (without a collar, that is), that’s more versatile or rugged than a great short-sleeve henley. Although expressions of style and masculinity are changing all the time, there’s no doubt that a stylish henley is a still a reliable go-to if you want to upgrade your game and look a little tougher and stronger — or simply better in general — and that’s certainly true for the below tips on how to style a henley for summer. That goes for long-sleeve henleys with a vintage look, and it goes for fashionable short-sleeve henleys fit for fighting the warm weather. The button placket on well-made henleys adds some nice visual interest to looks both casual and a bit crisper, and in the right fit and color (like the slim-fitting indigo henley) below, you can wear the piece on its own with slim chino shorts or layered up under an unconstructed blazer for unique high-low style that can go to the office on a casual day and out on a date thereafter (I bet you’ll look  better than the fella in the ill-fitting suit — trust me). It can be a bit of a process to switch from a plain white tee to a knit with more texture, color and visual details (even if it is just a simple button placket). But those added small details make it a worthy style upgrade — especially when you ditch the long sleeves in favor of a piece that’s just as trim-fitting, yet a heck of a lot more ready for the warm weather. Invest in one that’s well-crafted and you can rock it under a spring jacket, beneath a fall blazer or as a complement to a warm shawl cardigan in winter. For now though, focus on great chinos, solid suede boots and other accessories just begging to be worn on a warm summer’s day. Chime in on the #OOTD discussion at our very own Style Guide Facebook page, and we’ll see you out shopping.

Pair a short-sleeve henley with staples you might already have in your closet, like stone chinos and suede chukka boots.

Pair a short-sleeve henley with staples you might already have in your closet, like stone chinos and suede chukka boots.

The Henley: Jason Scott Banks Short-Sleeve Henley in Indigo — $96: Nearly $100 is a certainly a steep price to pay, but that price gets you exceptional quality, terrific Peruvian fabric and finishing touches like antique metal buttons on the placket.

The Chinos: Taylor Stitch Slim Chinos in Light Stone — $98: Taylor Stitch chinos have been a Style Guide favorite for some time now, and the reliably ideal fit and excellent fabric quality and color make these a fine match for that indigo henley.

The Boots: Thursday Boots Honey Suede Scout Boot — $149: Just as with those Taylor Stitch chinos, the Scout Boot from Team Thursday has received positive reviews in this neck of the woods, for comfort and quality as much as looks. This rich Honey Suede pair really does have it all.

The Socks: American Trench Edo Collection Socks — $19.50: Nearly $20 for a pair of socks? You’re darn right, and they’re some of the best (if not the best) ones you can rock that are made in America at family mills. Plus, the color pops just the right amount against the faded indigo henley.

The Belt: J. Crew Factory Double-Striped Webbing Belt — $14.50: Again, it’s a little counterintuitive that a belt would cost less than socks, but this piece is a bargain number that can be styled into several looks (see my Instagram for more examples, will ya?)

The Sunglasses: J. Crew Jack Sunglasses in Silver Navy — $98: As first seen on this site’s roundup of the best men’s sunglasses for summer, this pair of aviators is simple yet sleek and stylish (not to mention pretty cost-effective).

The Trunks: Tommy John Second Skin Titanium Trunk — $32: More than $30 sure is a heck of a lot to pay for underwear, but with what Tommy John can deliver in terms of quality, it’s worth it. The Dark Titanium color  shown here has sold fast, but check out their other colorways here.

The Watch: Timex x Red Wing Waterbury Chronograph — $158: Timex and Red Wing really have thrown everything they’ve got at this standout watch, with a  strap crafted from rugged Red Wing boot leather and a sturdy, classic-looking dial that’s super-functional and ready for just about anything (including NYC style adventures).

Sure, chinos and a henley might seem like a simple outfit combination at first glance, but it’s the upgraded, slimmer fits, richer colors and better quality that make this look acceptable for everything from grabbing beers at the bar to leaving early on a casual Friday (perhaps with a light grey blazer, if I do say so myself). And the other pieces in this ensemble, from a warm-weather friendly cotton belt to suede chukkas, can work in multiple seasons. Finally, there’s truly no bad time for a durable leather watch or a subtle-yet-stylish socks or crisp sunglasses. Making these pieces work in your favor by adding a lightweight sweater or swapping in a stainless steel dive watch is definitely going to pay style dvidends. Do we read each other loud and clear? Yes? Excellent.

‘Til next time!

Stay stylish,

-Beau

Frank & Oak

Florsheim
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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