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Tips For Pulling Off A “Casually Tailored” Look

March 7th, 2017

As usual, you are rewarded by paying attention to the details

I am constantly asked by friends who have gotten inspired to start putting more time into their personal style how it is possible to wear tailored clothing without looking like they’re going to a wedding or a funeral. It’s true that donning a suit or blazer or tie can be too dressed up for certain occasions – or worse, like you’re wearing a costume.

However, and of course, it is possible to pull off. I like to call it being casually tailored. Here are a few things to pay attention to.



| WEARING | QG Custom blazer, Peter Millar shirt, Ring Jacket pants, Drake’s tie and pocket square, Frank Clegg briefcase, A. Lange & Söhne watch, Oliver Peoples sunglasses, Allen Edmonds shoes | PHOTOGRAPHY | by Rob McIver Photo

Soft-shouldered jacket. A jacket’s shoulder is one of the key details that defines its look, feel and level of formality. A roped shoulder gives a jacket more structure and, therefore, makes it appear dressier and more buttoned up. On the other hand, a softer shoulder lends itself to a more casual and easy-going look. I prefer this type of shoulder on most of my jackets for exactly this reason because of the added versatility it provides.

Patch pockets. Like the shoulder style, the type of pocket makes a big difference as well. Flap or jetted pockets are more formal and are typically found on business suits and formalwear. A patch pocket is infinitely more casual.


Denim shirt. I’m very big on the denim shirt. If you don’t already have one, now’s the time. For my money, no other button-up gives you such a range of options. I like one in a mid-blue as pairs well with just about anything you throw at it.

Printed tie. Beyond the color – I’ve talked recently about working some green into your spring transition wardrobe – a floral or madder print is more casual and fun.


Thanks for reading.

Stylishly Yours,

Brian Sacawa
He Spoke Style

Brian Sacawa

Brian Sacawa is the Founder of He Spoke Style and one of the original men’s style influencers. Since 2013, his goal has remained the same: to provide men the advice and inspiration they need to dress well, develop their personal style, and gain more confidence. Brian’s interest and passion for men’s style and luxury watches has led to his writing for The Robb Report, The Rake, and Sotheby’s and he has been quoted on menswear in publications such as The New York Times, The Wall Street Journal,, Brides Magazine, and the Huffington Post. He lives in the woods north of Baltimore with his wife, Robin, kitties Nick and Nora, and German Shepherd/Collie mix Charlie.

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