The author discuss the effects of the alkylchain length, kinds of molecules and multilayers upon the tribological properties of organosulfur self-assembled monolayers (SAMs) on Au surfaces using a conventional pin-on-plate method. The tribological properties of SAMs covalently bonded to Si and alkylsilane SAM were investigated to examine the effect of the head groups upon the tribological properties. For the alkylchian length effect, the SAMs with longer alkylchains showed lower and more stable friction coefficients than those with shorter alkylchains. For the effect of the kinds of molecules, the SAMs with phenyl rings and those with alkylchains had similar tribological behavior. However, the SAMs with phenyl rings had higher wear resistance than those with alkylchins. For the tribological properties of multilayers, the double layer with outer most layers of methyl groups showed lower friction coefficients than monolayers. The appropriately loosely packed bound molecules of the topmost layer in the double layers probably led to the decreased friction. For the effect of head group, the SAMs with Si-C bond and long alkylchains had low friction coefficients and high wear resistivity.