Situational factors that influence police officers decisions to take juveniles into custody were investigated. A cross-sectional self administered survey was conducted. Four-hundred and twenty-eight male and female police officers from six police districts in Cleveland Ohio completed and submitted a twenty-five item questionnaire. Using a logistic regression model the study identified: adolescents who disrespect police officers; adolescents who are out late at night; adolescent males; anyone looking suspicious; and the age of the police officer as the most significant predictors. This was an exploratory study that sought to investigate police/juvenile encounters from a street level situational perspective. The results provided a basis for continued research in this area of inquiry.