#OOTD: Dressing for a Laidback Office

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.

If you haven’t noticed on the calendar, we’re still in the midst of a pretty hot August. And even if you’ve got other tactics for fighting the heat in style — like rocking lightweight linen pants or a chambray blazer — there are still times where you might feel you’ve run out of ideas. Or rather, where you just want to look sharp and put-together even in a work environment where things are decidedly more casual. That’s where today’s 9-to-5 look comes in. Although you can add a classic blazer if you’d like, we’re ditching the jacket in favor of a well-fitting, lightweight denim shirt. It’s a welcome style swerve from a slim blue Oxford, believe me. And when paired up with style essentials that are crisp but not overly stuffy (like suede chukkas), you’ve got a head-to-toe ensemble that looks just fine, even sans blazer. So get that credit card at the ready, open a few extra browser tabs (online shopping is the best, am I right??) and check out the below #OOTD. For a real-time look at what your author is wearing on the daily, head to Instagram or Twitter.
Buck Mason - Timeless Design. Made in America.

Taking the standard business casual outfit & updating it with suede chukkas, a floral tie and a casual denim shirt.

Taking the standard business casual outfit & updating it with suede chukkas, a floral tie and a casual denim shirt.

The Pants: J. Crew Bowery Classic Pant in Cotton Twill, $79.50 — J. Crew excels at making style staples that work in multiple situations, and these cotton twill pants featuring a tailored-but-not-tight fit are no exception; you could also style them up with leather sneakers, but they work best in this biz-casual scenario.
Frank & Oak
The Shirt: JackThreads The Denim Shirt, $24.50 — Although this shirt featured prominently in a recent #OOTD on how to dress for a casual summer day, it can also be livened up with a lightweight tie; plus, that price is a fantastic value.

The Tie: Ties.com Blue Cotton Florence Tie, $20 — What’s the ideal complement to a light blue shirt? A navy floral cotton tie, of course. Pick up some no-show socks from Ties.com while you’re shopping, too.

The Shoes: Blu Kicks Tahoe Sand Chukka, $128 — While you could also rock some stylish leather loafers here, unlined suede chukkas are going to provide comfort, a shot of color and the ability to be worn underneath a rolled hem — they tie everything together even more casually — of course, that means you need comfortable no-show socks, too.

The Belt: Anderson’s Stretch Woven Leather Belt, $195 — A belt that’s nearly $200? Well, when you can wear it all four seasons and with outfits dressy or casual, you’ll get plenty of use out of it (see this #OOTD for another example).
The Watch: Jack Mason Nautical 3-Hand Watch, $157.98 — The great folks at Huckberry always curate stylish essentials for your everyday, and this unique watch that plays off nautical design inspiration is no exception. It’s dressy and sharp, yet water-resistant up to 100 meters.

The Briefs: Mack Weldon 18-Hour Jersey Boxer Briefs in Bossa Nova, $24 — When it comes to finishing touches, the Mack Weldon team has you all set. The brand’s boxer briefs might just be the most comfortable and high-performing on the market.
The Everyday Carry: Field Notes Brand Original Ruled Notebook (3-pack), $9.95 — If you’ve been looking for a low-profile addition to your desk, these notebooks are the way to go — they’re a design lover’s dream, measured and made with precision and accuracy in mind. Not a bad addition to your daily carry, right?
If you find yourself at a bit of a #menswear impasse when it comes to mixing up your summer style, it’s best to stick with what you know. That is, a shirt that’s well-fitting and casual, plus crisp dress pants, for starters. The touches that finish everything off — like suede chukkas, a unique watch and dependable accessories — go a long way in making this look one that’s refined and just a bit different from what you might normally wear on a daily basis. And shoes like those comfortable suede chukkas can rack up a lot of mileage in other situations both casual and refined, so they’re a wise pick-up now. Got questions or suggestions on this #OOTD? Leave it in the comments below, or drop me a note on Facebook.

The Friday Read: Athleisure, Common Projects Chelsea Boots and the 2016 Olympics

Editor’s note: Expect these posts once a week on Fridays — consider this a jumpstart on reading for your weekend downtime. Expect a mix of style and non-style content. For more entries, click here.  

With so much going on at the (small but well-appointed) Style Guide HQ, it’s becoming tough to keep track of the days. If it’s Friday, that must mean it’s almost time to hit the road again — this Sunday, I’m heading west to Liberty Fairs in Las Vegas, before a day back in New York … and then more travel to my home state of Michigan. But first, Liberty Fairs — it’s a twice-yearly contemporary men’s trade show, and it stopped in the Big Apple about a month ago during New York Fashion Week: Men’s.  It’s another chance for retail buyers, fashion editors and writers and industry pros to get a look at what top menswear brands are slinging for the Spring 2017 season. There’s certainly a lot of hustle and bustle associated with trade shows, but ultimately, they’re about exploring new brands, analyzing key industry trends, and forging strong relationships in the menswear industry — that much I know is true, as I’ve met some great people at large, sometimes overwhelming conferences (take my buddy Jamal of StyleSocietyGuy, for instance).

Buck Mason - Timeless Design. Made in America.

With that in mind, building those relationships is my primary objective, as I’m jetting out there on behalf of Timberland to meet with media and rep the brand as part of my day job. Of course, you can expect a full #menswear blog post coming at the completion of my trip (click through here for more travel style in the meantime).  While my mind’s been fully focused on prepping for the upcoming trip, the Olympics have also captured my attention — maybe yours, too? If you’ve got an Olympics viewing party on the docket this weekend, here’s what you should wear. Or perhaps you just want to check out more of those hilarious Michael Phelps face memes? Go for it. Before you go too far down that rabbit hole, stick around here and check out the week in all things men’s style — everything from stylish boxer briefs to athleisure is up for discussion. To keep up with my travels in real-time, head to Instagram or Twitter — and click through the pieces below to start your weekend in style.

  • Now more than ever, Esquire says you should grab yourself a stylish pair of Chelsea boots — and I tend to agree! In fact, The Style Guide took a look earlier this spring at the best men’s Chelsea boots to buy now.
  • While we’re talking about  Esquire, the publication also reviewed the best boxer briefs for men — if you know me, you know I love me some Mack Weldon boxer briefs, although those didn’t make the aforementioned list.
  • We talk a lot (I mean, a LOT) about style upgrades on this blog, and sandals are one area that’s often overlooked. If that’s a part of your wardrobe you want to look a little better, the footwear purveyors at GREATS have you covered (as always). The brand’s new Amalfi Slide is a luxurious, Italian-made leather slide available in crisp white (Blanco) or black (Nero), including two versions stamped with “BKNY,” a nod to the brand’s #BornInBrooklyn roots. As crazy as it might seem to advocate for leather sandals, designs like these popped up on the runways at Todd Snyder’s New York Fashion Week: Men’s show in July 2016. Crucially, the leather quality and subtle looks mean these might not look that bad at a particularly relaxed barbeque — I’ll let y’all be the judge of that.

Looking for more style content? Look no further.

  • What’s one shirt — not chambray — that you can wear across all four seasons? The essential Oxford shirt. So, here are the 10 best Oxford shirts for men, as rounded up by yours truly at GearMoose this week.
  • Lastly, the balance between looking good at the gym and looking sloppy can be pretty small — and if you want gear that’s versatile outside of slinging weights, it’s even trickier. That’s where athleisure comes into play; the style (or trend) mixes traditional tailored silhouettes with technical fabrics, and I wrote about 5 athleisure lines to know for The Manual.

Follow along with this weekend’s explorations on Instagram, and check back Saturday for another Style Pick of the Week entry.

Buck Mason - Timeless Design. Made in America.