1. The Classic

In the movie The Man in the Grey Flannel Suit, the suit itself is kind of a metaphor for conformity. A grey suit was a uniform for guys of the time. Self-expression wasn’t part of wearing a suit-it was just something you did. Today, it’s definitely more acceptable to add individual and even casual touches. I think a flannel suit, especially, is great for both. Here, I’m doing that with a turnback cuff on the shirt and knit tie with a squared-off blade for some effortless and low-key styling.

2. Seasonal Tie

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If you like the idea of wearing a suit but don’t necessarily want the formality of a suit, flannel is a great vehicle for dressing up in a “dressed down” way. It feels and looks more relaxed and opens up more laid back styling options. The tie I’m wearing by Seaward and Stearn really “makes” this look, though. A great winter weight wool in a beautiful rust color. It’s got a bit of texture to it, which pairs well with the flannel. It’s a stand out piece, but doesn’t call too much attention to itself.

3. Funky Business

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Showing the kind of casual dressed up styling for softness and playfulness that you can draw out of a grey flannel suit. The brushed cotton shirt from Luca Faloni is soft, unique, and really relaxes the overall vibe of the suited look. The tie is another standout–a kind of funky one from Drake’s. It’s a nice semi-thick but very supple wool with a brown and black houndstooth pattern. To keep that relaxed but dressy feel going, finish off with a pair of brown suede tassel loafers.

4. Jacket Separate

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One of the best parts about a flannel suit is how easily it breaks down into separates. If you are a sport coat and jeans kind of guy, a flannel sport coat is one that you definitely want to have for the season. It’s one of the fabrics that pairs really well with the weight of denim. Underneath is simple layering with a white OCBD and light grey wool v-neck sweater. And anchored with a brown leather cap toe boot.

5. Pants Separate

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Styling the pants as a separate here in a full-on winter mode with a brown herringbone double-breasted coat, Glenplaid sport coat underneath and then a winter white turtleneck. More casual here with a pair of tassel loafers.

Which look was your favorite? Chime in below.

Stylishly Yours,

Brian Sacawa

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