Triboelectric nanogenerators (TENGs) have potential to achieve energy harvesting and condition monitoring of oils, the "lifeblood" of industry. However, oil absorption on the solid surfaces is a great challenge for oil-solid TENG (O-TENG). Here, oleophobic/ superamphiphobic O-TENGs are achieved via engineering of solid surface wetting properties. The designed O-TENG can generate an excellent electricity (with a charge density of 9.1 mu C m(-2) and a power density of 1.23 mW m(-2)), which is an order of magnitude higher than other 0-TENGs made from polytetrafluoroethylene and polyimide. It also has a significant durability (30,000 cycles) and can power a digital thermometer for self-powered sensor applications. Further, a superhigh-sensitivity O-TENG monitoring system is successfully developed for real-time detecting particle/water contaminants in oils. The O-TENG can detect particle contaminants at least down to 0.01 wt% and water contaminants down to 100 ppm, which are much better than previous online monitoring methods (particle> 0.1 wt%; water >1000 ppm). More interesting, the developed O-TENG can also distinguish water from other contaminants, which means the developed O-TENG has a highly water-selective performance. This work provides an ideal strategy for enhancing the output and durability of TENGs for oil-solid contact and opens new intelligent pathways for oil-solid energy harvesting and oil condition monitoring.