Timberland Boys' Rugged Leather Work Boots. Give your little guy a work boot that offers iconic style, quality, and durability, the Timberland 6 In Classic boot! Not only will the seam-sealed construction and lugged outsole last him through the seasons, but the premium waterproof leather upper provides great rugged style and abrasion resistance. From family photos to working in the shop with dad, the Timberland 6 In Classic work boot is sure to become his go-to rugged shoe!