The focus of this study is an anonymous four-voice chanson of the early sixteenth century. On its own the piece is enigmatic at best, a densely contrapuntal arrangement of a simple monophonic song. The importance of Pastourelle jolie, however, transcends the apparent simplicity of these musical materials. Its ‘meanings’, according to this argument, are multiple, dwelling at once in the lyric traditions on which it draws, in its place in the history of French secular music around the year 1500, and in its important links with popular and aristocratic cultures of the day. This essay, therefore, reads and rereads this song in a series of related contexts. It dwells, for instance, upon the conventions of French pastoral poetry and the habits of composers who reworked the popular tunes with which songs like Pastourelle jolie are associated. But the piece has a highly specific meaning, too, one suggested by the only source to preserve this particular chanson and by the literary tastes of the ducal household that was its special audience.