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I scrolled through the tags where this was posted on tumblr for like 20 whole minutes and apparently it's from Digimon! What episode and season I can't tell you, but ONE of the Digimons.
I've located a companion image here, I don't recognize the characters but someone else might be able to
Working on cleaning up List Of Shows That Need SummaryDigimon Universe: Appli Monsters. No idea what episode.
Anyone know what this screenshot◊ is from?