The current research aims to identify the stressful life events among middle school students in terms of gender (male-female), academic branch (scientific-literary), and the Life Skills of the students of the preparatory stage in terms of gender (male-female), and academic branch (scientific-literary). Additionally, the study aims to identify the relationship between stressful life events and life skills in middle school students. A sample of (200) students who were selected randomly from the Directorate of education of Baghdad Karkh/ III was used in this study. To achieve the objectives of the current research, the researcher has adopted two scales, the stressful life events scale for the researcher Al-Sultan (2008), and the life skills scale by Al-Tamimi (2015) according to the World Health Organization (2005). The results revealed that the research sample has a stressful life event. There are no statistically significant differences among the members of the research sample in the stressful life events in sex and the academic branch. The research sample has four life skills (self-awareness, problem-solving, critical thinking, and health skills). There are no statistically significant differences in the members of the research sample life skills according to the gender variant and the academic branch. There is no non-functional relationship between stressful life events and life skills (self-awareness, problem-solving, critical thinking, and health skills). The current research came out with a number of recommendations and suggestions.