This prospective longitudinal study considered theories of family life stage development, social learning, individuation, and role identity to explore the characteristic and the styles and the transition of parent-child interactions from adolescence to young adulthood, and to examine its long-term impact on children’s psychological well-being. Data (n=1,053) were based on a panel study conducted by the Taiwan Youth Project at the year 2000, 2003, 2006 and 2011; that is about 15, 18, 21 and 26 years old. Main results showed that 1. the styles of parent-child relationships could be distinguished as ＂ambivalence,＂ ＂support,＂ ＂conflict,＂ and ＂distance.＂ The proportions of these four styles were change in each years, the change was salient particularly at young adulthood period. 2. The transitional styles of parent-child relationships could be identified as ＂long-term ambivalence,＂ ＂long-term conflict,＂ ＂long-term support,＂ and ＂distance to conflict.＂ 3. Compare with those who were ＂long-term conflict,＂ those who were ＂long-term support＂ showed higher percentage of getting married or leaving home experiences. 4. There was a significant linear increase in depressed mood and a significant converse U-curve in self-esteem from adolescence to young adulthood. Those who were ＂long-term conflict＂ reported the highest depressed mood at the intercept, however, those who were the style of ＂long-term support＂ reported better self-esteem over time. The results confirmed that youths' longitudinal psychological well-being vary by long-term parent-child interaction patterns.