This paper describes the investigation into the contact pressure and incidental deformation on the contact surface of the piston skirt which comes in contact with the cylinder bore in operation. Focused on the single piston static tests in the first place, relationship between the contact pressure on said skirt and the strains developed inside the skirt, and the relationship between the deformation of skirt face and the strains inside the skirt were studied. Then, the dynamic contact pressure onto the skirt in operation and the amount of deformation were calculated based on the relationships mentioned above using the factor of dynamic strains measured on an engine in operation. The deformation of skirt calculated using said dynamic strains was verified by the direct measurement of the skirt deformation. It was demonstrated that the thrust side of a piston skirt was largely deformed due to enlarged contact pressure caused by the piston slap subsequent to firing top dead center.