Red Wing Dress Boot x Brooks Brothers
Let's not leave the venerable clothier out of the heritage game and assume they don't know what's up. I really like this version of Red Wings classic chukka boot as a more refined option that can be dressed up or down. Since I'm pretty much an urban dweller(except for occasional jaunts to the beach) I'm looking for ruggedness with a streamlined yet classy look that won't have me mistaken for a construction worker. It may not be the workwear traditionalist choice but I can see these getting beat up over time while still keeping me looking pretty sharp.