I love this picture of Alan from the Heart of America, demonstrating some wonderful cold-weather style.
The coat’s a polo coat - double breasted, usually made of camel hair, with big patch pockets. Relatively tough to find these days, but you couldn’t find a more classic piece of outerwear. Ralph Lauren and Brooks Brothers often offer them, and you can certainly find them on eBay. I have one for winter travel - it’s by Capper & Capper of Chicago, which was owned by Abercrombie & Fitch. It weights a hundred thousand pounds and is warm and comfortable as heck.
Alan’s also wearing his hat quite well. As I’ve written here before, it’s much easier to wear a hat in weather that demands it without looking like a historical re-enactor.

I love this picture of Alan from the Heart of America, demonstrating some wonderful cold-weather style.

The coat’s a polo coat - double breasted, usually made of camel hair, with big patch pockets. Relatively tough to find these days, but you couldn’t find a more classic piece of outerwear. Ralph Lauren and Brooks Brothers often offer them, and you can certainly find them on eBay. I have one for winter travel - it’s by Capper & Capper of Chicago, which was owned by Abercrombie & Fitch. It weights a hundred thousand pounds and is warm and comfortable as heck.

Alan’s also wearing his hat quite well. As I’ve written here before, it’s much easier to wear a hat in weather that demands it without looking like a historical re-enactor.

Another real man dressed well today.  This time it’s Alan, from “the heart of America,” wearing a summer hat by Vintage Silhouettes. 
People often write asking how to wear a hat without looking like a goofus.  Alan’s demonstrating it here.  You have to start by wearing a high-quality hat (tough to find these days).  It should suit your head.  Most importantly: it should be functional.
Here, Alan’s keeping the hot summer sun off of his head, something anyone can relate to.  In winter, he might wear a felt hat to keep the rain and wind away.  Wearing a hat when it’s functional is the easiest way I know to wear a hat without looking like a cosplayer.

Another real man dressed well today.  This time it’s Alan, from “the heart of America,” wearing a summer hat by Vintage Silhouettes

People often write asking how to wear a hat without looking like a goofus.  Alan’s demonstrating it here.  You have to start by wearing a high-quality hat (tough to find these days).  It should suit your head.  Most importantly: it should be functional.

Here, Alan’s keeping the hot summer sun off of his head, something anyone can relate to.  In winter, he might wear a felt hat to keep the rain and wind away.  Wearing a hat when it’s functional is the easiest way I know to wear a hat without looking like a cosplayer.