The present study investigated the exploration of careers of 443 adolescents within an awareness and personal possibility framework. First, knowledge of occupational possibilities was explored, using a listing questionnaire. Second, multiple options in career choice for self were examined, including an analysis of the social class level of self-selected job preferences. A key concern was whether awareness of possibilities and a consideration of multiple options for self were associated with social environmental factors (social class, gender, and ethnic origin). Results of the study suggested that adolescents, regardless of gender, social class, or ethnic background, were aware of multiple occupational possibilities. Concerning self-preference, however, various social-environmental circumstances (gender and social class) militated against a consideration of multiple occupational possibilities for self.