What do you call a person who always has a pleasant smile on his face. Is there anything better than calling him a "Pleasing personality"? Answer I think this question really should have more context; it depends on whether or not the smile is genuine (and, if it is, it depends on the source of that person's happiness.) If the smile is phony (that is, the person always smiles, but in reality, they are very bitter on the inside), then I'd call that person plastic , or saccharine . On the other hand, if the smile is a sign of the person's pleasant nature, there several words that could be used to describe the person, depending on that person's source of joy and contentment, including: joyful, pleasant, happy, cheerful, and jocular . Is there anything better than calling him a "Pleasing personality"? One thing is certain, however, I would not call that person a "pleasing personality." You might say, "He has a pleasant personality,"...