Tooth damage caused by trochoidal interference occurs outside the geometric meshing range, so it cannot be calculated using gear strength formulas. Therefore, we used gear analysis software (CT-FEM Opera iii/AMTEC INC.) that is capable of end contact stress analysis. This software uses a method capable of edge contact analysis that can take into account tooth flank shapes on the order of μm, and also employs the tooth flank film element method that enables analysis outside the geometric meshing range of gears. When edge contact occurs during tooth meshing, extremely large stress is generated in that area, causing the flash temperature to become very high. Therefore, it is very important to analyze the temperature and PV value in this area. The tooth end contact stress and flash temperature analyses related to these phenomena have already been reported (Springer Chapter 9, pp. 239–260, 2020 [1]). If reliable analysis of tooth surface wear can be performed, it will be possible to predict when tooth damage will occur and also to design tooth surfaces that will cause only minor damage. In wear simulation, the tooth surface stress and oil film thickness change with the change in the tooth surface shape, and the friction coefficient and PV value also change from moment to moment depending on the position on the tooth surface. Taking these factors into consideration, a wear simulation was performed and a comparison was made between the experiment and the analysis, and the results were in good agreement with the experiment. This paper reports the simulation results associated with load operation.