If you're intrigued by this SEP article I would recommend going through [1] and [2] together, since they are both grouped in similar order by schools of thought on sorites paradox. The former is a well edited collection of papers on each position, and the latter is Timothy Williamson's frequently persuasive critique of each. I'm generally disinterested in analytic philosophy of language, but find myself returning again and again to this discussion because it is a frequent analog to a vast set of related problems.

[1] https://www.amazon.com/Vagueness-Reader-Rosanna-Keefe/dp/026... [2] https://www.amazon.com/Vagueness-Problems-Philosophy-Timothy...