The aim of the work is to show both the similarities and differences in the formation of deformation-induced roughness in contact compression in the presence of oil and the problem of free surface roughing during uniaxial stretching in a plastic area. The relationships between changes in the roughness are caused by the deformation of the sample and the viscosity of oil at the contact area. It has been shown that normal contact loading with the presence of oil initially leads to an increase in surface roughness, then to its smoothening. The results of the experimental research have been compared with numerical simulation made using FSI (Fluid Structure Interaction) and ABAQUS systems. Using finite element calculations, it was possible to explain the phenomenon of roughness formation on the surface of a smooth steel sample. The changes in the structure of the smooth surface resulting from compression in the presence of oil are caused by the rotation and deformation of surface grains. The roughness of this structure is dependent on the viscosity of oil: the more viscous the liquid is, the rougher texture is formed.