This chapter presents the simulation of micro hydromechanical deep drawing (MHDD). MHDD, a promising method to manufacture the micro metal cup-like products, is a budding micro sheet forming technology with enormous application potential. The hydraulic pressure, that significantly affects the formability and quality, varies with the change of fluid field constantly. MHDD can induce the hydrodynamic lubrication and lubrication in open lubricant pockets (OLPs) and improve the tribological behavior in micro forming by applying the appropriate fluid pressure. A surface layer modeling and a Voronoi finite element model considering material size effects have been developed. Consequently, according to the closed and OLPs theory, an outer layer was assigned with a larger coefficient of friction (COF), while the inner area was assumed a smaller COF. Numerical simulation results indicate that there is a critical hydraulic pressure value which influences the wrinkling and earing occurrence and tendency.