HIV/AIDS incidence among young men who have sex with men (YMSM), both in the United States and globally, remains a public health priority. Using Activity Theory as a framework, and YMSM as a target population, we examine the intricate three-way relationship between safer sex (i.e., condom) negotiation, HIV status disclosure behaviors, and the use of computer-mediated communication applications as a means of seeking sexual partners, particularly casual partners (e.g., one night stands, hookups). We offer a human-computer interaction (HCI) research framework that could uncover more impactful design opportunities for HIV prevention.