Quantitative adhesion and friction properties of Vertically Aligned Multiwalled Carbon Nanotubes (VAMWNT) and Fluorinated Nano Diamond (F-ND) Films were studied using commercially available AFM probes and customized microprobes under controlled environments. This thesis demonstrated that no significant adhesion force difference was found in dry environment and ambient conditions for both VAMWNT and F-ND samples while a clear dependence of friction behavior on relative humidity was found. There was no significant correlation between adhesion and friction at the nanometer length scales. A chemical dangling bond hypothesis was proposed to explain experiment results. An interesting reverse stick-slip phenomenon was also found on scanning VAMWNT and molecular dynamic simulations were used to understand this behavior.