The purpose of this study is to conduct the symbolic system analysis on psychological personalities of middle school students with peer relationship problems found in figure diagnostic evaluation. The results are presented as follows: Firstly, in terms of the self–awareness symbolic system, they were aware of themselves as the dependent being who wants to be cared for and loved, or as the survival being who defends themselves with withdrawn, passive, and closed–mind personalities and well endures poor environments. Secondly, in terms of the other–awareness symbolic system, they had the negative other–awareness of confusion and conflict arising in the way of feeling overwhelmed and threatened by the world with the law of the jungle. Thirdly, regarding the family relationship, they had dysfunctional family types: goal–oriented type, roundabout protective type, isolation type, and generation–gap type. Fourthly, the relation structure had three types: goal–oriented type, division type, and round type.