It's like the equivalent of finding out your kids also like Thomas the Train or Pokémon as you did once. Mutual meme humor is way more precious though.
I just wonder what it is like to be this poor child. I mean, he's probably an adult now. If it was my photo being used this way, I would totally put it on my resume when applying for jobs.
I honestly have no more context other than someone made it and I remember seeing it across all the aggregator sites (I was mostly on fark back then) for a short while. Someone posted the KYM link upthread.
It's just so stupidly random, I love that she's developed the same weird sense of humour as her two (much) older bros.