This study aims to analyze the implementation of Islamic dress guidance at SMA Negeri 1 Tanah Jambo Aye and to identify the challenges encountered in the process. The research employs a qualitative method with a field research approach. The data consist of the role of Islamic education teachers in internalizing the values of Islamic dress among female students, collected through observation, interviews with teachers, students, and the principal, as well as documentation of coaching activities. Data were analyzed using an interactive model consisting of three stages: data reduction, data display, and conclusion drawing. The findings reveal that the school has made systematic efforts to instill the values of Islamic dress through school regulations, daily habituation, and the exemplary conduct of teachers. However, several challenges remain, including the influence of social media and popular culture that promote modern fashion trends inconsistent with Islamic principles, limited supervision by teachers both inside and outside the school, and resistance from a small number of students who perceive the Islamic dress code as a restriction on freedom of expression. This study concludes that fostering Islamic dress values requires continuous synergy between schools, parents, and the community to ensure that these values are deeply internalized and consistently practiced by students.