An exploratory, qualitative, phenomenological study focused on the experience of pain while participating in sexual masochistic acts. Semi-structured interviews were conducted with nine individuals (four female, five male) who regularly participate in sexually masochistic acts and point to pain as central to their experience. Qualitative analysis of the data revealed several key characteristics of the participant’s experience: the first time, intoxication, craving and withdrawal, tolerance, pain as control, and the pain inducing partner. The findings indicate that the way pain is experienced while mitigated through masochistic behavior creates an addictive process that coincides with a chronic behavioral spin contextualization. This article presents a preliminary model of addiction to physical pain in light of the Diagnostic and Statistical Manual of Mental Disorders (5th ed.; DSM-5) definition of substance-related and addictive disorders and the behavioral spin theory.