Naturalness of expressions reflects various pragmatic factors in addition to grammatical factors. In this paper, we discuss relations between expressions and two pragmatic factors: a point fo view of speaker and a hierarchical relation among participants. Degree of empathy" and class" is used to express these pragmatic factors as one-dimensional notion. Then inequalities and equalities of them become conditions for selecting natural expressions. The authors of this paper formulate conditions as principles about lexical and syntactical constraints, and have implemented a sentence generation grammar using the unification grammar formalism.