For the man who walks hard and is unapologetic about it, Redwing's classic chukka leather boot is the answer to years of tearing holes into the soles of your shoes. Equal parts durable and fashionable, the famous chukka style is cut from hearty leather, and has three sets of nickel eyelets. Lightweight, it'll become more comfortable with age, bending and becoming more form-fitting as time goes on. If only we could say the same about everything we owned.