(1) Background: It is simpler and more environmentally friendly to use supercritical CO2 fluid technology to process skincare viscose fabrics. Therefore, it is significant to study the release properties of drug-loaded viscose fabrics to choose suitable skincare drugs. In this work, the release kinetics model fittings were investigated in order to clarify the release mechanism and provide a theoretical basis for processing skincare viscose fabrics with supercritical CO2 fluid. (2) Methods: Nine kinds of drugs with different substituent groups, different molecular weights, and different substitution positions were loaded onto viscose fabrics using supercritical CO2 fluid. Then, the drug-loaded viscose fabrics were placed in an ethanol medium, and the release curves were drawn. Finally, the release kinetics were fitted using zero-order release kinetics, the first-order kinetics model, the Higuchi model, and the Korsmeyer–Peppas model. (3) Results: The Korsmeyer–Peppas model was the best-fitting model for all the drugs. Drugs with different substituent groups were released via a non-Fickian diffusion mechanism. On the contrary, other drugs were released via a Fickian diffusion mechanism. (4) Conclusions: In view of the release kinetics, it was found that the viscose fabric can swell when a drug with a higher solubility parameter is loaded onto it using supercritical CO2 fluid, and the release rate is also slower.