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Silph Corporation heaquarters. It was easy in Fr/Lg because I had alredy done it, but in R/B is was frustrating. Lucky for me I was a lot more persistent with video games then than I am today.
Silph Corporation was the hardest. Really, the place took hours of navigation on my first run, only to realize just how easy it is once you figure where each of the warp pads lead to.
Victory Road was hell. First, i forgot strength, and had to get out. Then, i wasnt paying attention, and pushed a boulder in a corner. It took me about an hour to actually get through the whole thing. >.>
Silph. Co was annoying, but it was mainly because it was big. In proportion. the 6th gym would have taken way longer. It was so damn confusing. :\ I swear I got lost over 9000 a lot of times. >.<
Silph Co was pretty easy for me the first time (I guessed my way around lol).
You people might think I'm nuts but Victory Road was the hardest for me =\.
Nothing was that bad since I played through red/blue. Victory road game me a bunch of trouble though when I first played through them.
I think you should add Seafoam Island up there. I know it was optional, but it took me forever back then.