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Yes, I've read quite a bit on Machiavelli. First came across him 19 years ago and he and the milieu in which he wrote continues to fascinate me.If you’re going to read The Prince, I would also recommend reading some of the companion books written by Machiavelli scholars. It really will enrich your experience of reading this little pamphlet. Harvey Mansfield comes to mind as does Erica Benner.
Sebastian De Graza's Machiavelli In Hell is a favourite. It's very accessible (for the general reader, in fact) although Harvey Mansfield gave it his stamp of approval...