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We were playing somewhat Ironmon-style when we were 8.
I had a Pokemon Yellow cartridge with a dead battery. So I would play until the gameboy battery died and started over each time. I remember getting to or just past Misty.
Pokemon yellow was the first Pokemon game that I played (my friend lent me the game for a weekend). Long story short, I didn't complete the game and later on I got Pokemon Blue.
Now I remember, when Pokemon Stadium was released with the Gameboy adapter, me and my friends did the fragile abomination, N64 controller, the Gameboy adapter, GameShark connected to the adapter and Pokemon (Gameboy version) attached to it. This setup was cursed, you slightly tap it and all progress disappears faster than Abra.