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01
First it appeared on 4chan in 2015
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02
2 years later, we see OK Boomer on Reddit
On October 26th 2017, user Writerhaha used the phrase as part of a retort to someone who made some sort of out-of-touch comment.
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03
Twitter makes use of the phrase a few months later
Good ol' Twitter shows up late to the party and the phrase is tweeted out in April of 2018.
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04
Which brings us to
Of all places, the less-than-serious subreddit of r/OkBuddyRetard somehow nails the exact sentiment by taking the "Ok Retard" meme with Doge and substituting the word Boomer. A very veiled insult in the way it was slid in there. And as they say, the rest is history.
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05
THAT ESCALATED QUICKLY - A week later, OK Boomer is uttered in the New Zealand Parliament
Just barely a week after the Doge OK Boomer meme came out, the meme had spread so far and wide that it was even uttered in an official New Zealand parliamentary session by Chloe Swarbrick.