The authors of this paper adopted a transformative framework in this article to examine how the legacy of apartheid continues to manifest within higher education in South Africa. In particular, the authors analyzed (a) how mainstream mentoring knowledge of 'black' and 'marginalized' people have influenced mentoring in post-apartheid South Africa; (b) varied ways in which mentoring initiatives and programs have been silenced and ignored previously marginalized voices through the application of apartheid mentoring knowledge, and (c) shared how the mentors/lecturers and students show and tell their stories about the demands of mentoring and the emphasis of contextual and responsive mentoring for the previously marginalized people in higher education in South Africa. The shortage of mentoring has been cited as a crucial reason for women's lack of advancement in leadership. Implications for advancing transformation through mentoring in higher education in South Africa are also discussed.