Despite all the attention Puritan sermons have received, no attention has been specifically devoted to the analysis of the two speech acts of blessing and cursing in these sermons from a cognitive-pragmatic point of view. This study aims at doing this, focussing on Winthrop’s A Modell of Christian Charity as a case study. I use the framework provided by the Entrenchment and Conventionalization Model – a usage-based and emergentist model of language knowledge and convention – and analyse how the syntagmatic association of the two speech acts contributes to the conformity profile of the sermon. Moreover, I argue that this linguistic lens can add to the understanding of the ‘enargetic’ rhetoric of the text.