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The origins and early development of Freemasonry are a matter of some debate and conjecture. A poem known as the "Regius Manuscript" has been dated to approximately 1390 and is the oldest known Masonic text. The poem begins by with a history of the "Craft" of Masonry, describing Euclid as the inventor of geometry and then tracing the spread of the art of geometry through "divers lands", ending up in England. This is followed by fifteen points for the master concerning both moral behaviour (do not harbour thieves, do not take bribes, attend church regularly, etc.) and the operation of work on a building site (do not make your masons labour at night, teach apprentices properly, do not take on jobs that you cannot do etc.). There are then fifteen points for craftsmen which follow a similar pattern.

There is evidence to suggest that there were Masonic lodges in existence in Scotland as early as the late 16th century (for example the Lodge at Kilwinning, Scotland, has records that date to the late 16th century, and is mentioned in the Second Schaw Statutes (1599) which specified that "ye warden of ye lug of Kilwynning [...] tak tryall of ye airt of memorie and science yrof, of everie fellowe of craft and everie prenteiss according to ayr of yr vocations"). There are clear references to the existence of lodges in England by the mid-17th century.

Freemasonry was exported to the British Colonies in North America by the 1730s – with both the "Antients" and the "Moderns" (as well as the Grand Lodges of Ireland and Scotland) chartering offspring, or "daughter," Lodges, and organising various Provincial Grand Lodges.