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Okay, managed to get through Chuck with relative ease. Crushing rocks seem like such a breeze joke.
It turned out I didn't need to worry too much; open with Gyarados and intimidate, immediately switch out to Slowpoke because fucker dropped a Rock Slide, and then it was dropping a few Curses to tank physical hits while merking the Primeape, healing on occasion because of crit paranoia. The Poliwrath, meanwhile, fell when I swapped back to Gyarados and just dropped Dragon Rages.
Three new pokies, and I also mourn the loss of dear Slam Bradley (because I didn't expect a powerful Thunderbolt IMMEDIATELY, one-shotting my Machop; now my friend's metaphorically beat my ass for letting Slam Bradley die).
And now, I lie parked outside the Safari Zone...