A needle-penetration pain management system for managing needle penetration pain can include a needle-penetration assembly including a needle, the needle having a proximal end and a distal end, an encasement apparatus including a housing, the housing having a front surface, a rear surface, and a base, where the housing at least partially defines an interior chamber for installing the needle-penetration assembly at least partially therein, a stimulation generator for producing stimuli, the stimulation generator being coupled with the housing, and an actuator in communication with the needle-penetration assembly for causing the needle to puncture a skin surface of a user in response to actuation.