This paper revisits and reconsiders the prevailing assumption or conventional wisdom about the association or affinity between Puritanism and liberty in historically Puritan societies, especially America and to a lesser extent Great Britain. It argues and elaborates on that the “Puritanism and liberty” equation or link is a naïve assumption, speculative explanation or cherished liberal-democratic mythology analogous and related to, as well as even more enduring and prevalent than, what contemporary sociologists call the “beloved myth” of an elective affinity or connection between Calvinism and modern capitalism. The paper aims to fill in a void in the current sociological literature in which attempts to question and reveal the Puritanism and liberty equivalence as a myth are relatively infrequent. Overall, the paper aims to contribute to the existing literature on the relationships between Puritanism, Calvinism and other ascetic Protestantism on the one hand and modern democratic society on the other.