To everyone having mp3 and winamp nostalgia, you should read the book "How music got free" it's about the history of mp3's, filesharing, and how one guy was responsible for most of the CD music leaks online.
This isn't 100% about hacking, but covers 1990's music piracy scene: https://www.amazon.com/How-Music-Got-Free-Obsession/dp/0143109340/
that was a very interesting read. felt like How Music Got Free on the history of the MP3 format, I always enjoy that kind of thing.