"Here’s a fun website: How far back in time can you understand English? It’s a story in sections, each section going back 100 years from the one before. It’s a fascinating experiment, and the author of the piece takes you back through the experience and explains what you saw happening to English in the process. It’s like a one-page history of the English language."
https://www.lichtenbergianism.com/blog/2026/2/27/fun-friday-resources