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He was like a goofy comic relief who could be a real badass when he got serious! And well yeah, he was my solo run for not only this game but also the entirety of gen 2. The personality he had aside from just "the best possible pet" was also that he was very lazy but also very protective of his trainer and of anyone else who was weak and needed saving.
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So he was just a chumby innocent bean who loves neck scritches and naps in the sun and i cut him little fruit and vegetable slices and i brush the tangles out his fur and we are very happy together. * Oh and about my headcanons for him, yes!! He doesn't have as much of a deep inner life as my later ocs, when i was a teen i started to prefer reinterpreting it as a world where pokemon could all talk and were more like my friends, but for Chuppy i treated him like my pet bunny. So i always pictured him using his tail like a fist and then that did end up becoming one of its signature moves in the anime later! Also oddly enough i kinda predicted Iron Tail? Pikachu doesnt really have the arm length to punch, lol. So lol he's a big cuddly fat bunny bean but he's also Super Strong Martial Arts Pika! Well i mean rabbits do have powerful kicks and pikachu does look at least 50% bunny. But i guess i dont have that option in the remake, alas! It was a real dumb move tho cos i had no idea evolved pokemon have different movesets, so Chuppy literally never learned a single electric type move and spent the whole game relying on the Mega Punch and Mega Kick TMs. It was my favourite and i still kinda like it better than pikachu, sorry. I also missed out on most of Yellow's entire gimmick because i IMMEDIATELY traded with a friend to get past the restrictions and evolve my buddy bean into a raichu. This is why i'm so super attatched to Chuppy, i literally did not catch a single other pokemon in that entire playthrough. * i was suuuper young tho and made loads of dumbass moves.