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I'm basic, and boring, but god damnit this orange bastard has always been with me!
I was a Red version kid. I chose Charmander. I got insanely attached to those pixels, and then lost my save to 'M while fucking around with glitches I was too young and stupid to comprehend.
Before even that I was into the cards, and the first card I ever pulled out of my first pack was Charizard. THE Charizard. Base set. First edition. The one worth a fuckton supposedly these days. That card was stolen by a 5th grade bully. Teachers didn't believe me, and I never saw it again.
For some reason both those losses just cemented Charizard in my head as My Guy. I use one in every game I can, shiny if at all possible, as a tribute to my original Red Charizard that I lost. I'm even one of those collector fuckers with a shelf of related merch.
Nostalgia plays a factor too. I'm not ashamed.