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How far back in time can you understand English?
(www.deadlanguagesociety.com)
For stuff that's neat. Neat article? Neat video? Neat pic of a bug you saw? All good. Neat meme? Ehhh... take it to the meme subs.
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The article explains the language throughout the ages, at the end, and the derivatives, Latin and French drop off, at about that time, and you see the language with its original core, Germanic, at that time, (I have probably butchered that in retelling, I couldn't be bothered going in to get the actual text)