High speed machining is a key issue in die and mold manufacturing recently. Even though this technology has great potential of high productivity. tool wear accelerated by high cutting speed to the hardened materials is other barrier. In this research, we attempted to reduce tool wear by considering tool inclination angle between tool and workpiece. The boundary lines describing machined sculptured surfaces were represented by both of cutting envelop condition and the geometric relationship of successive tool paths. Chip cross section, and cutting length could be obtained from the calculated cutting edge and the rotational engagement angle. From the simulation results, machining inclination angle of tool of $15^circ$ was good enough from the point of tool wear and cutting force, and this value was verified through the cutting experiment of high speed ball end milling.