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Casually Tailored: Your In-Between Style

January 30th, 2015

| WEARING | Tokyo Laundry coat (similar HERE), Levi’s sweatshirt, Brooks Brothers Black Fleece shirt, J.Crew pants, Oliver Peoples sunglasses, Timex watch, Double monk strap shoes c/o Coach | PHOTOGRAPHY | by Rob McIver Photo

Dressing up is fairly easy. And so is dressing down, or casually. It’s that middle ground somewhere in between that is often elusive. How do you look comfortable and put together at the same time? One of my favorite ways is to combine tailored pieces with more casual items. Here’s an example.


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A heather grey crew neck sweatshirt is more versatile than it may seem. Great for working out, lounging around the house, and with a pair of jeans it’s a classic, no-brainer casual outfit. But throw one on over some sharply tailored dress pants and a button-down shirt for something more unexpected and effortlessly stylish. Perfect for a Casual Friday or weekend brunch date.

Footwear also sets the tone and can make or break an outfit. These burgundy double monks are one of my favorite “everyday” pairs of shoes. That is, when I don’t just slip on my white sneakers.



Thanks for reading.

Stylishly Yours,

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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