Easy Weekender

Even if you’re like me and love wearing suits, when the weekend rolls around you probably want to keep it a little more relaxed and casual, but still stylish and put together. And as I mentioned on Friday, the key to mastering the art of simple style is to have those key basics in your closet. Two of the most essential spring pieces are a chambray shirt and a great pair of khaki chinos. Here’s an easy way to wear them.

Easy Weekender - He Spoke Style

We don’t often talk about casual finishing touches, but just like polishing off a suit with a pocket square, tie, and cufflinks, choosing the right accessories for something more casual can change a good outfit into a great one. The right hat—a true gentleman’s accessory—will not only top off your look, but can also completely transform it. Visit a local shop and chat with an expert—I owe a lot to my buddy Alex from Goorin Brothers in the West Village—and choose one that fits your face size and shape, but most importantly, one that you’re comfortable and confident wearing.

Easy Weekender - He Spoke Style

Easy Weekender - He Spoke Style

Easy Weekender - He Spoke Style

Easy Weekender - He Spoke Style

This Look: Shirt by J.Crew – Chinos by J.Crew – Hat by Goorin Bros (similar here or splurge) – Bracelet c/o Coach – Loafers by To Boot New York

Thanks for reading.

Stylishly Yours,

He Spoke Style

Photography by Rob McIver Photo.


Chime In

  • Tom

    Great look…. Nice to see a casual style that is not jeans-based – although a chambray shirt is kinda pushing it, buddy! ;-)

    Hats are so hard to pull off well. You nailed it with this fedora, but I don’t know how you can possible buy a hat online. Need to try it on, feel it, get some opinions. You are absolutely right, Goorin Bros is fantastic, I’ve been to their stores in N.O. and Charleston.

    And, as usual, you and Rob found a great spot and great light for the photoshoot. From the angle of the light and the intense contrast, I see that he didn’t drag you out of bed for “Golden Hour” this time…. The first shot is especially good, shows what a good hat is all about – shading your face, of course! Anyway, I like how you guys worked with both shadow and color contrasts, great work.


    • http://hespokestyle.com Brian Sacawa

      Thanks so much, Tom. Always appreciated. I agree that trying hats on in person is always the best choice.

  • Carlos Olivo

    Hi Brian. Very nice look. I specially like the hat, a perfect complement. I’ve got a similar one that I bought in Madrid for a summer garden weeding and was a success. But after reading your post I’m feeling like bagging another one. That West Village shop looks amazing by the way. Definitely I’ve got to put in my “must-go” list for my next visit to NY.


    • http://hespokestyle.com Brian Sacawa

      Absolutely check out Goorin Bros in the West Village. Make sure to say, “hi” to Alex for me when you go! Thanks for reading, Carlos.

  • http://wideeyestightwallets.com Adam Lehman (Wide Eyes, Tight Wallets)

    Man, I love absolutely everything about this ‘fit. Quick question: do you take everything to the tailor? Fit is always great on you, curious if it’s OTR or tailored.

    Not a hat guy yet, but when I do decide to test the waters, totally going with Goorin. Might have to grab those loafers too…

    Keep it up, man, always enjoy your style.

    • http://hespokestyle.com Brian Sacawa

      Thanks, Adam. Not everything goes to the tailor. I’m lucky that a 36R (or short, depending on the brand) fits me extremely well. But in general, I have most of my pants hemmed, while shirts often fit well right off the rack. As you know, there are so many gradations of fit when it comes to shirts these days, even if one in a brand’s line doesn’t quite hit the mark, I can usually find something good if they have a slim or “tailored” fit. In this post, my chinos have been hemmed, but the shirt is straight OTR.

      I totally understand where you’re coming from when you say you’re not a hat guy. I never thought I was either. I think everyone can wear a hat, it’s just getting comfortable seeing yourself in a hat that might take a little time. Sort of like buying a new pair of eyeglass frames after you’ve worn the same pair for 5 years. But once you break the ice with that first hat, you’ll begin to get a feel for it and find your footing. For me, that meant starting with a smaller brim and working my way into a larger fedora. Great finishing touches.


  • http://www.tedwilliamsmenswear.com/ richard

    Great look, love the idea of having an outfit come together with accessories although a lot of in England struggle with hats, maybe it’s because the sun hardly shines but either way it is definitely something we struggle with. What advice would you give to a first time hat wearer?

    • http://hespokestyle.com Brian Sacawa

      Thanks for the comment, Richard. My advice would be to go to a reputable hat store and try on as many hats as possible. Pay attention to what you like and are comfortable with. But it’s also helpful to have a friend to either confirm what already know looks decent or to point you in a direction you might not have thought. And make sure it’s sized right. A good hat shop will be able to dial in the fit of a hat so it sits perfectly on your head. Hope this helps!

  • James

    Love the blog, do you have a post describing these “key” elements of a wardrobe? I’m looking to start fresh and would like some pointers on what to look for for basic, timeless pieces to build a foundation.

    • http://hespokestyle.com Brian Sacawa

      Welcome, James! I don’t have a proper 20 or 25 essentials post yet—that’s definitely in the works—but in the meantime you should look to kick off your reboot with a classic two-button navy suit. One of the most timeless and versatile pieces a man can own. I also recommend browsing the Lookbook for some inspiration. Thanks for reading.

  • James

    Brian, one other question, your OTR shirts, do you find they fit in the neck too? I find that most OTR shirts like what I’ve tried at JCrew fit fine in the shoulders and torso with a small, but the neck is always too tight. If I move up to a medium its way too big in the sleeves/torso. I figure I might as well go with the smalls since they fit pretty well except for the neck and I rarely wear ties, it’s just really frustrating, I’d like to have a shirt that fits properly everywhere. Just wondering if I am the only one who has this problem.

    • http://hespokestyle.com Brian Sacawa

      Different brands always have different pros and cons for different people when it comes to their OTR fit. And a tight neck can certainly be uncomfortable. If you like J.Crew, and the mediums fit your neck and still fit your shoulders (most importantly), I would be inclined to go that route and just have the sleeves tailored.

      Failing that, I’d audition a few other brands or go the MTM or bespoke route. You’ll pay more, but you’ll ultimately be happier with the quality and fit of any shirt made for you. There a lots of online MTM shirt companies these days as well as more “custom” OTR, like a Hugh & Crye, for example. Where do you live? If you were in Baltimore, I’d recommend a trip to the Quinntessential Gentleman, or in NYC or DC, Michael Andrews Bespoke. Department stores like Saks will also do MTM.

      Good luck and let me know how you make out.

  • James

    Thanks Brian! I’m in a bit of a sartorial wasteland (central Florida) :)

    I actually just tried on a JCrew OCBD (the one I’ve seen you wear in many posts here). Its a small and the shoulder seams hit RIGHT at my shoulders, so I thinking moving up to a medium would be too big in the shoulders and the seams would be hanging off. Bummer, I guess I will look into some other brands. Thanks!

    • http://hespokestyle.com Brian Sacawa

      Bummer, indeed. Good luck on the hunt! And thanks for reading, James.