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My first Pokémon game (and one of my first games ever, because my parents were one of those "vidya games will rot yer brain" types and didnt ease up on that until i was ten) was Explorers of Time. When I had just got that game I was kind of going through a penguin phase, so I was really hoping that I would end up as a piplup (which I knew about from TV ads from Cartoon Network). Imagine my disappointment when I discovered that I wasn't a Piplup at all, and was instead a piece of shit monkey. I didn't consider resetting the game for a different result, as I thought that the game's test was 100% accurate and that it would be lame to answer the quiz dishonestly, plus I felt that the nature of "Naive" suited me, even if I didn't want to admit it. So I decided to set Piplup as my partner instead as a compromise.
What I didn't expect was for Chimchar to grow on me so much while I played. I soon discovered that monkeys were cool in their own right, and man, was that ember move STRONG!
A year or so later I picked up Pearl as my first "real" game, and played it using Chimchar, but this time by choice. I barely used anything else aside from him, and I believe he was fully evolved right before I entered solaceon town. I also fondly remember OHKOing Wake's entire team with fire type moves (I knew very well how stupid this was, I was just doing it to see if I could).
He's been my bro ever since, I just wish I could find the White version that I transferred him to. If my math is correct, he should be about eight years old now.