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I've made my way to Castelia City after beating Roxie's gym. Caroline the Dewott and Pinkerton the Munna (at that point unnamed) took on her Koffing and Grimer handily, but I ended up losing Aberran the Koffing to her Whirlipede. I mainly spammed Smokescreen to raise my chances of a safe switch-in, but the Whirlipede managed to hit 3 Rollouts and take out poor Aberran. Lee the Herdier finished the fight while luckily avoiding the next Rollout.
Since then, I caught a Rattata in the Castelia Sewers and then proceeded to lose it to double wild Zubats both using Wing Attack on turn one.