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So basically, you want me to choose a favorite that isn't as popular so that I can be a special snowflake? Who cares what other kids liked? Charizard has tons of meaning to me.
My first starter went along with my love of dragons. I'm a martial artist, and learned at a young age about the power and confidence of dragons in myth. I was (and still kind of am) a hothead, so I always gelled with Fire as an element, and Charmander was the natural choice for me. My dad even surprised me with the Red version *specifically* when we couldn't find the game during the original Pokemon hype because he knew those things about me. It's kind of how I was raised.
In the anime, his standoffish BS really mirrors my own edgy crap as a teenager. Nice, timid kid gets stronger and toughens up but is a total shit about it, eventually gets over himself and becomes a loyal bro. Shit was my "coming of age" to a T.
My friends all know/knew that Charizard was my ace, and agreed that it suited me. Everyone knew that I just "fit" with Charizard and questioned any time I benched him to try out other 'mon. Hell, when Charizard X was first announced, we all thought it was perfect that his color scheme matched the colors I use in my own business and am usually sporting: black and blue.
It may sound corny, but so is that shit about Gyarados "representing the ascension of the underdog" or Marowak "overcoming past and tribulations."
Charizard is just my favorite Pokemon, Anon. I don't see why that's such a fucking problem for people.