An optical fiber cutting system includes a pair of clamps disposed at an interval in a longitudinal direction of an optical fiber and that grasps the optical fiber; a disk-shaped blade member that passes between the pair of clamps, causes an outer circumferential edge to come into contact with the optical fiber, and scratches a surface of the optical fiber, where a position of the outer circumferential edge which is to be in contact with the optical fiber is changeable; a pressing member that press-bends a scratched portion of the optical fiber and cuts the optical fiber, and an acquirer that acquires position information of the outer circumferential edge which is to be in contact with the optical fiber.