In this paper, a 3D design and machining system based on an NC machine tool with a rotary unit is introduced to effectively produce attractive paint rollers. A post-processor is first proposed to transform a base tool path called cutter location data (CL data) to NC data, mapping the y-directional pick feed to the rotational angle of the rotary unit. The 3D machining system with the post-processor allows us to easily transcribe a relief design on a at model surface to on a cylindrical model surface. The post-processor has another function that systematically adjusts the feed rate according to the curvature of each design to prevent the machined surface from being chipped. The post-processor generates suitable feed rate codes by using a simple fuzzy reasoning method while checking edges in relief designs. Experimental results show that wooden paint rollers with attractive relief designs can be successfully machined without any chipping.