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Pokemon Yellow was difficult for me, but I loved it. I think I was 7 or 8 when I played it. I remember I played blue and red before that when I was 6 and it was difficult mostly because I couldn't read what was going on and I got so frustrated because I couldn't get past Snorlax (I didn't know I needed a flute).
>Start off with Pikachu
>Pick up a pidgey and caterpie before first gym
>Brock is whooping my butt since I have no super effective pokemon against his Onyx
>Try to use Sand Attack repetively with my Pidgey
>His accuracy is so low, I have enough time to wittle down his health with Pikachu's tackle
>I finally win my badge with blood and sweat
I loved that, I really felt like such a hard trainer. It wasn't until 13 years later that I learned you could just get a Nindoran and make him learn Double Kick to fight Brock.