Silicon elastomers with excellent self-healing and reprocessing abilities are highly desirable for the advancement of next-generation energy, electronic, and robotic applications. In this study, a dual cross-linked self-healing polysiloxane elastomer was facilely fabricated by introducing an exchangeable imine bond and boroxine into polydimethylsiloxane (PDMS) networks. The PDMS elastomers exhibited excellent self-healing properties due to the synergistic effect of dynamic reversible imine bonds and boroxine. After healing for 2 h, the mechanical strength of the damaged elastomers completely and rapidly recovered at room temperature. Furthermore, the prepared PDMS elastomers could be repeatedly reprocessed multiple times under milder conditions without significant degradation in mechanical performance. In addition, a stretchable and self-healable electrical sensor was developed by integrating carbon nanotubes (CNTs) with the PDMS elastomer, which can be employed to monitor multifarious human motions in real time. Therefore, this work provides a new inspiration for preparing self-healable and reprocessable silicone elastomers for future flexible electronics.