A former English colony known for the violence meted out to black men and women, Jamaica has had a long and violent history since the colonial encounters of the Spanish and English. Unfortunately, violence remains part of its cultural tableau, including within intimate relationships. Jamaican popular music which is reflective of the cultural fabric of the society often presents violent narratives—none more so than intimate partner violence. However, there is an absence of critical engagement around gender-based violence, social responsibility and music in the Caribbean, a region which has recorded high incidences of domestic violence, femicide and gender-based violence more broadly. Popular music, considered a contested terrain, is arguably the region’s largest export especially from territories such as Jamaica and Trinidad and Tobago, yet critical engagement of what the music reveals about society, and indeed its pathologies, has been downplayed in Cultural Studies scholarship. This chapter takes a Critical Cultural Studies approach in highlighting the representations of intimate partner violence through a sample of Jamaican music, in particular dancehall tunes. Using a combination of lyrical analysis, newspaper and other relevant sources, this chapter explores intimate partner violence in Jamaican music and culture, particularly how the language of dancehall music has normalised pathological behavioural tendencies and practices. Besides a culture of male entitlement revealed in many of the songs sampled, sexual relations are often represented in rape-suggestive terms: expressions of love can take the form of control; and physical abuse cited in dismissive tones.