College preparation programs are ubiquitous among secondary schools, ranging from bridge programs and summer camps to STEM competitions. High school students have many options in preparing for the academic pressures of higher education. However, an area often neglected in college preparation programs is the teaching of interpersonal customs and norms of university life. High school students, especially those from disadvantaged backgrounds, may enter college with little to no understanding of the social and organizational expectations of being a college student. This study tests a college preparation approach that utilizes college-themed media as a way to educate students on college life that is unintimidating and enjoyable. Six high school students were presented with various forms of fictional college story plotlines, including a movie, two television shows, and a novel. Through observational data and semi-structured interviews, findings showed that the students identified some valuable personal lessons about what it means to be a college student after consuming the media. The findings suggest that incorporating college media into college preparation programs in high school may provide a more holistic college preparation experience by demystifying college stereotypes and relieving some of the pressures that high school students face about what is waiting for them in college.