To systematically characterize the tribological behavior of surfactant-based warm mix asphalt (WMA) during mixing and compaction, multi-scale characterization—integrating ball-on-three-plate sliding, rotational viscosity, high-temperature contact angle analyses, fluorescence tracing, and Superpave gyratory compaction—was employed, in conjunction with digital image quantification, to construct Stribeck curves, evaluate binder spreading kinetics, and elucidate the correlation between film thickness and lubrication behavior during compaction.? Results indicate a flatter Stribeck profile for WMA, exhibiting a lower peak friction coefficient (μpeak) and an earlier transition from boundary to mixed and elastohydrodynamic lubrication (EHL) regimes. Surfactants enhanced surface properties, yielding smaller contact angles at 130 °C compared to 160 °C controls, thereby accelerating uniform binder spreading. Statistical distribution of film thickness shifted forward with increasing gyrations, becoming more compact as the mixture densified. This transition from hydrodynamic to EHL and mixed lubrication regimes corresponded with a rapid escalation in required compaction energy. It is concluded that mixed lubrication dominates these tribological interactions, with surfactant additives enhancing film lubricity to facilitate reduced-temperature mixing and compaction.