In Jan. 2012 in NYC, the Canadian rap artist Baba Brinkman was performing his one-man show, The Canterbury Tales Remixed, off-Broadway at the Soho Playhouse. Was it any good, you ask? Judge for yourself: here's a portion of the Pardoner's Tale from the 2005 Edinburgh Fringe Festival. You can also listen to the General Prologue and more on Baba Brinkman's website.
They might produce mashups primarily for high school students, but History Teachers have made some pretty fine medieval-themed music videos. Like this Canterbury Tales one:
In 2011, Middle English scholar Elaine Treharne found a (slightly racy) Latin poem, written by a sixteent-century Englishwoman for her tutor, pasted into an early modern printing of Chaucer. You can read the whole story -- who the Englishwoman and her tutor were, why it's important that the poem is in Latin, and a translation of the poem itself -- at the Early Modern England website.
This is a legacy post from my previous website.