While I probably saw material from My Little Pony, both Gen 4 and earlier, I only noticed it's existence a few years ago.
My first interaction, I think, was during a Skype call with a few of my playmates (I have serious socialization problems, and this is probably the most accurate term), probably during a Minecraft game.
For whatever reason, someone was making fun of Bronies. I had no idea what that was, naturally. Ponies might have been mentioned.

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