—01. Red Wing Chukka.
Every season, or year, there are a few pieces that I tend to wear all of the time. These three items are pretty standard for me to be wearing 5 days a week lately. The Red Wing chukkas were tough to figure out my sizing originally, but now that they are broken in, they've quickly become one of my favorite pairs of shoes. The color is great, the weight and silhouette is nice and they go with pretty much everything. Everything, meaning oxford BD shirts and 12 oz sweatshirts. I consider the Engineered Garments Workaday oxfords and Real McCoy's sweatshirts both best in class, so I have a hard time wearing anything else.