This study explored how mentoring begins and the benefits provided for African American sexual and/or gender minority (SGM) youth. Participants were mentors and mentees living in three Mid-Atlantic cities. Mentees (ages 15-21, n = 14) identified as African American; cisgender male, transgender female, or non-binary assigned male; and had sexual interest in men. Mentor participants (ages 18[plus], n = 13) mentored such youth. Qualitative in-depth interviews were conducted with mentoring relationship partners (both partners did not necessarily participate). All interviews were audio-recorded, transcribed, and imported into Atlas.ti. Using a basic interpretive qualitative analysis, a codebook was developed through inductive and deductive techniques. Analysis focused on mentees' and mentors' descriptions and interpretations about how they formed a mentoring relationship and any observed benefits that arose. Themes showed mentoring relationships were formed through introductions via social circles or social media. Mentoring was described as providing a trusted confidant and support with identity formation, relationships, transitioning to adulthood, and health. Results indicate a potential for natural mentoring relationships to provide trusted adult support to SGM adolescents in ways that are experienced as authentic and beneficial to the mental health of African American SGM male youth.