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Gym Leaders

Lucian was one of the easiest in D/P, followed by Flint.

I think the reason Karen's last is because of both the fact that Dark types are new and rarely anyone knew of the weaknesses, and that only 3 of her Pokemon are Dark and even then Murkrow counters both weaknesses.

Not to mention the former presence of Psychic types as invincible back in Gen. I.
Well, in D/P, I didn't start with Infernape or catch a Ponyta, so defeating that damn Bronzong was difficult. And, to be honest, the easiest one for me in D/P was Cynthia; sweeping her whole team with a DD Gyarados was just a matter of whether the Garchomp's Stone Edge connected or not.

And, I guess you have a point about Karen. As I said, maybe I only found her that easy because I happened to have two things that represented major threats to her team.
 
I tried to check if it had Heat Proof, too, by Earthquaking with the Torterra I chose over an Infernape. But it was in vain.
 
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