A delivery safety ensuring method for a wearable delivery system, comprising two major steps to double-ensure that an instruction sent from a smart device trying to control the wearable delivery device reflects the true intention of the user. The first step is to restrict a delivery amount instructed by smart device within a pre-determined range using an alternative physical key, and the second step is to require authentication using an independent authentication tool through proximity communication. Both steps of the safety ensuring method require no open network access, solving the problem of the smart device being vulnerable to program failure and external viruses so as to enhance delivery safety, especially against malicious external attacks from open network. A wearable delivery system using this method is further provided.