The healthy messages parents convey to their adolescents about risk behaviors may be related to better adolescent outcomes. Few studies have examined the types of messages or strategies caregivers use to discuss dating violence with their early adolescents. We conducted semi-structured interviews with 20 African American maternal caregivers of early adolescent girls. Interviews were digitally recorded, transcribed, and coded using an emergent process. Themes in dating violence conversations focused on the meaning of love, identifying red flags in relationships, and what to do when involved in a problem dating situation. Caregivers used teachable moments (e.g., watching a TV show) to start conversations, weaved dating violence topics into conversations about other sensitive topics, or included their young daughter in conversations with older siblings. The results of this study highlight strategies that can be implemented in family-based prevention programming and also the importance of helping caregivers communicate their values and expectations.