With the rapid development of wearable electronics and sensor networks, batteries cannot meet the sustainable energy requirement due to their limited lifetime, size and degradation. With miniaturization leading to high-power and robustness, triboelectric nanogenerators(TENGs) have been conceived as a promising technology by harvesting mechanical energy to power small electronics and wearables. The main issues associated with TENGs are their very low output power leading to lower output charge density and high impedance matching. In this work, a state of the art multilayer flexible structure is devised which not only increases the charge density but also provides a high average power output. Thin-film organic flexible materials are deposited to acquire charges from the triboelectrification process, allowing the acceptance of more charges from an electrode and thereby increasing the power output. Material work function provide better understanding towards charge transfer process. A proof of concept device is conceptualized for use in a highly efficient self-powered sensor network system, converting ambient mechanical energy to electricity with a 1.2kV peak amplitude and a very high device performance. This device structure makes the TENGs attractive to charging applications for wearables and large-scale harvesting without massive volume. By this technique, we have overcome numerous friction-based operation challenges including lack of uniform contact, material loss through wear, high sensitivity to humidity, and output power storage. By considering these merits of simple fabrication, outstanding performance, robust characteristic and low-cost technology, we believe that multi level flexible TENGs can open great opportunities not only for powering small electronics but can contribute to large-scale energy harvesting through engineering design being complementary to existing energy sources.