This study explores the possible application of the “Makeup-Picture” in a clinical setting, by case studies of two adolescent females. In the first case study, the characteristics of drawings which related to the oblivious type in narcissism, observed in the study of Fujihara and Ishida (2010), and those related to the new hyper vigilant type in narcissism were identified. The results of the first case study indicated that the makeup picture is a drawing method that easily allows for the projection of female adolescents’ narcissistic tendencies. The second case study showed, through the post-drawing inquiry of the makeup pictures, drawers’ awareness of the way they wanted themselves to be and how they wanted themselves to be perceived. These studies show that the makeup picture could help psychotherapists assess adolescent females’ narcissistic tendencies and how they feel about themselves. It is submitted that makeup pictures could also help the drawers themselves develop a deeper sense of self understanding and increase awareness of their narcissistic desires.