Assembling for miniature mechanism is used in the precision mechanics and the electronics generally. An optical fiber array is an optical communication device that consists of multi-core optical fibers and the V-grooved substrate. Because the demand for optical fiber arrays has increased, it needs the mass production of optical fiber arrays. For automatic assembling of optical fiber array, a fiber must be put in a precise position of the V-groove. In the fiber insertion to the V-grooved substrate, the trial fiber insertion system distinguished success or failure of fiber insertion using image application. The failure of the insertion depends on a bent fiber or an adsorption of the fiber. Then the system replaces a bending and an adsorption by the lateral offset and the angular offset. The system measures them with micro CCD from two directions. The effectiveness of this new distinction system was verified with 12 cores fibers.