Teenagers are believed the people who are supposed to build the world & apos; s future. High-risk behaviors such as addiction to drugs, smoking cigarettes, sex, etc. could significantly hurt teenagers and there must be some supporting programs to reduce these issues as much as possible. This paper performs an empirical investigation to study different factors influencing high- risk behavior among teenagers who live in a city of Esfahan, Iran. The proposed study designs a questionnaire and distributes between two groups of female and male teenagers. The results indicate that while there is a meaningful relationship between high-risk behaviors and average teenagers grades among male teenagers there is no meaningful relationship between high-risk behaviors and teenagers & apos; grades among female students. The results also indicate that there is a meaningful difference between gender and high-risk behavior. The season of birth for female and male students is another important factor for having high-risk behaviors. While the order of birth plays an important role among male students, the order of birth is not an important factor among female teenagers. Finally, the results indicate that teenagers & apos; parental financial affordability plays a vital role on both female and male teenagers.