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I remember getting Gold and Silver a little late; my parents bought into the demonic hype that became popular when Pokemon got a firm grip, and me and my friends had actually brought some cards to church, an unwise decision.
I received Pokemon Crystal as soon as it was released, I can't recall why. I did a regular playthrough, and then when restarting, I decided to try playing as a girl.
Yeah, I know. It's a huge joke "Are you a boy or a girl" and then the boy crying in a dress. At the time, it wasn't about "I'd like to be a girl" so much as "Well this looks like fun", and it was. I played the fuck out of the file; it was the closest I came to completing the Pokedex before or since. I didn't really think much about it at the time, but it was a part of a bigger sequence of events in my life.