This study was undertaken to explore the relationship between the personality characteristic (the self-esteem) and tao clothing behaviors according to the sex and the five environmental variables. This study was designed with the hypothetic model regarding the age and the five environmental variables as Independent Variable, the self-esteem as Intervening Variable, the eight clothing behaviors as Dependent Variable. For the testing hypothesis, the questionnaries were adminstered to 335 high school boys and 308 high school girls in Pusan. The data was analyzed statistically at the B.N.U. Computer Center using to the Path Analysis (by Multiple Regression Analysis Method). The results were as follows : 1. There was significant difference in the self-esteem according to the sex. Boys had higher scores than girls. 2. There was no significant relationship between the self-esteem and all the environmental variables of this study. 3. There were significant differences in the clothing behavior subscales according to the sex. Girls had higher scores than boys in every clothing behavior subscales. 4. There were partial relationship between the clothing behavior subscales and the environmental variables. 5. There was a highly significant relationship between the self-esteem and the clothing behavior subscales except Comfort and Modesty. A negative significant aubscale were Interest, Psychological Dependence, Social Approval and Special Attention. 6. There were positively significant relationship among the clothing behavior subscales except Modesty-Aesthetics, Modesty-Interest, Modesty-Psychological Dependence and Modesty-special Attention.