The current research attempts to investigate the relationships among adolescence's ”social comparison of peer relationship”, ”social comparison of family situation”, and ”money attitude”. The professional sector of senior high school students are the research sample. Data are collected through survey in Tainan. 1,200 questionnaires are collected and after removal of un-completed ones, 1,020 questionnaires are used for final data analysis. Descriptive analysis, t-test, ANOVA, Pearson correlation, and canonical correlation statistics are applied for data analysis and SPSS 17.0 is the statistics computer program in the analysis. The findings reveal: 1. Adolescents do not regard money as power/prestige. Therefore, they are cautious with the use of money. 2. Second and final year students consider money to be the source of anxiety more than first year students do. 3. The dimensions of money power/prestige, anxiety and insecurity differ among sub-sectors. 4. The higher the peer recognition acceptance is, the less the recognition that money refers to power/prestige will be. 5. The higher the intention to peer superiority leadership is, the more cautious the use and planning of money will be. 6. The higher the intention to superiority in family status is, the less the consideration of money to be power/prestige and anxiety source will be. 7. The higher the intention to well-being in family status is, the more cautious the use and planning of money will be. 8. There exist significant relationships among adolescence's ”social comparison of peer relationship”, ”social comparison of family situation”, and ”money attitude”.