The Macintosh Classic II I got from e-waste was FULL of documents. There were financial things for car commercials, beer commercials, etc. (and then letters and documents of the like). This guy had some production company and all his budgets for film shoots were on there. We all try not to be nosy, but it's so interesting to see! I made back-ups on floppies just because I feel it's history that has to be preserved. I know the name of his production company too, which I have looked up. (I choose not to share it though). Anyway, the floppy back-ups are (literally) behind lock-and-key; I'm making sure to be responsible with this stuff. My Macintosh SE was also of documents, but the seller was aware---the lady worked for a tour company and had all these flyers and such; they were very elaborate and, obviously, professional. I saw documents from 1987-1997, although I may have seen a few from the early 2000s.
Edit: I also remember when I got my free (Indigo) iBook, and how it had some documents on it... one was titled "Hentai Lemon", and luckily, it was only a few sentences, and (I am assuming) hadn't been completed.
I have gotten Macs from a teacher before, so those have always had some cool things on them. I saw a document one time from a kid who I knew of. Lastly though, when I bought a Rev. B iMac G3 from a thrift store, it was loaded with several classic games. (which I am assuming were from the Macintosh Garden). I had fun checking out Wolfenstein 3-D for the first time, as well as a few other games.