The wear patterns of the rings and grooves of a diesel engine were analyzed by using a ring dynamics/gas flow model and a ring-pack oil film thickness model. The analysis focused primarily on the contact pressure distribution on the ring sides and grooves as well as on the contact location on the ring running surfaces. Analysis was performed for both new and worn ring/groove profiles. Calculated results are consistent with the measured wear patterns. The effects of groove tilt and static twist on the development of wear patterns on the ring sides, grooves, and ring running surfaces were studied. Ring flutter was observed from the calculation and its effect on oil transport was discussed. Up-scraping of the top ring was studied by considering ring dynamic twist and piston tilt. This work shows that the models used have potential for providing practical guidance to optimizing the ring pack and ring grooves to control wear and reduce oil consumption.