The present invention utilizes a computer program to size and orient one or more feature items on a jewelry design having a feature path. Typically feature paths are necklines, wristbands, broaches or rings. A feature item is a gemstone, set of gemstones or metal designs such as a cross, circle or other artful shape. The program and computer system of the present invention selects a feature path, detects a starting location on the feature path and then orients a first feature item in three dimensions on this feature path with respect to a three dimensional surface representing the jewelry wearer. Orienting the feature item in three dimensions is critical so that the feature item is properly displayed on the jewelry when the jewelry is worm. Once the initial feature item has been oriented, subsequent feature items are automatically placed on the feature path, sized with respect to the initial feature item and oriented with respect to both the initial feature item and the three dimensional surface. This automatic sizing and orientation of subsequent feature items quickly creates a complete jewelry design.