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Even older: Shakespeare seems to have invented :)

Thanks for these (and to the person who posted the parent link) - this is very interesting. I'm not sure why exactly, but I love it.

In my day we didn't need emoticons to say how we felt! (sorry, had to make this joke)

But that's really cool heh, and so are the Shakespeare ones.

I love how "Indifference" is still in use to this day.

19th Century Emoticons