The purpose of this study was to analysis the tendency of adaptive and conflicted strategies used at play therapy sessions in connection with children's personal and environmental characteristics like child-rearing attitude of parents, modes of emotional expression, communication style aspects. The subjects were 4 children with mother-child inadequate relationship resulting from attachment and interpersonal relationship problems. All of 16 sessions were ran for 50 minutes once a week by a therapist for every children. Total of 64 sessions recorded DVD were analyzed quantitatively and qualitatively by two trained observers. As a result, the first, the conflicted strategies were overused higher anxiety and more negative mother-child relationship of children than they were not. The children using a lot of emotional, verbal expressions had high frequency of the entire strategies. The second, the children who didn't experience appropriate child-rearing environment more tend to use conflicted strategies highly from initial to middleⅠ& Ⅱ period. On the other hand, their adaptive strategies increased according to parental attitude changes in the process of play therapy. The third, the children on a higher level of intellectual and language development tend to use more anticipation strategies. The forth, the children with high frequency of identification and projection strategies exposed most of strategy through mother-child role play. This study analyzing the characteristics of copying strategies in connection with children's psychological and experiential characteristics provide implications what role can the therapist.