I'm not sure what this is from, but I think I've worked it out... This poor kid failed 5th grade and had to redo but someone tried to comfort him saying it was hard for everyone. He would've been embarrassed at being older than everyone else so someone (possibly the same someone) told him that he was ten for two years so he could still be ten. I might be wrong or overthinking, but that's what I got.
It's from the season 2 Community episode "Mixology Certification." Troy (Donald Glover) is a Jehovah's Witness so he doesn't celebrate birthdays, so the rest of the gang throw him a little party, at which point he discovers he's been lied to about how old he is because his parents told him about the "turn 10 twice" thing. Then they all go out to a bar and it's very depressing.
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