I can't think of a very good answer, but these books come to mind and may possibly be useful: Aristotle, Rhetoric https://en.wikipedia.org/wiki/Rhetoric_(Arist

I can't think of a very good answer, but these books come to mind and may possibly be useful: Aristotle, Rhetoric https://en.wikipedia.org/wiki/Rhetoric_(Aristotle) https://en.wikipedia.org/wiki/Rhetoric_(Aristotle) Quintilian, Institutio Oratoria https://en.wikipedia.org/wiki/Institutio_Oratoria https://en.wikipedia.org/wiki/Institutio_Oratoria I guess there are more modern books on the subject :-) Those two are fascinating though. And "Playing Devils Advocate" reminds me of: Eric Berne, Games People Play https://en.wikipedia.org/wiki/Games_People_Play_(book) https://en.wikipedia.org/wiki/Games_People_Play_(book) Also I've read books about informal logic that cover different domains of writing, speech, etc.