The purpose of this study is to examine the role of clothing and personal character in the expression of wearing image by comparing clothing and personal image. The results are as follows : 1) A factor analysis of 37 clothings selected from fashion magazines generated factors for coolness, femininity and modernity. Based on the factor scores, the clothings could be classified into five types : feminine, casual, sporty, elegant and modern. 2) Image of 66 persons was composed of six factors : fineness, elegance, ordinary, familiarity, smallishness and vigor. The persons could be classified into seven groups : general, elegant, activity, cuteness, coolness, healthy and individuality. 3) Wearing image of representative persons was shown by four factors : evaluation, femininity, adultness and modernity. The relation between personal character and clothing design on the wearing image was analyzed by quantification theory III. The evaluation, femininity, or modernity factors were mainly influenced by personal character and clothing design. The adultness factor was chiefly affected by clothing design.