Not too buttoned up, not too loose

Regular HSS readers know that versatility is one of the core menswear and style values we preach continuously. When you acquire a new suit, one of the things you should be most eager to do is to figure out how many ways you can wear it. That goes for the entire suit as well as each individual piece.

Here, I’m breaking up the jacket from my new medium grey flannel double-breasted suit and giving it new life in a business casual setting.



| WEARING | Alan David Custom jacket, J.Crew sweater and jeans, Brooks Brothers Black Fleece shirt, Rolex watch, Boots c/o Allen Edmonds | PHOTOGRAPHY | by Rob McIver Photo

When can you wear a double-breasted jacket? Any time you’d wear a single-breasted jacket. When I wear mine casually, like with jeans, I prefer to leave it unbuttoned. It feels – and is literally – a little looser and less buttoned up.

Flannel is an amazing fabric for winter. It’s soft and very warm. So warm, in fact, that on days that aren’t incredibly chilly, a flannel jacket negates the need for additional outerwear. A thin layered v-neck sweater also helps.

Are jeans acceptable as business casual? The short answer is, yes. The long answer is here. Just make sure they’re dark and well-tailored.


Stay booted as much as possible this winter. Because before you know it, it’s going to be time for sockless loafers.


Thanks for reading.

Stylishly Yours,

Brian Sacawa
He Spoke Style


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