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I'm pretty sure I had trouble with May back then as well.
Despite XY being easy, I had trouble with the rival most of the time and the fifth gym.
Every time she wanted to fight I had an under leveled team and my order was bad. It doesn't help most my Pokemon didn't have strong moves. I also didn't let the game hold my hand, meaning I didn't use the EXP share.
Had the same problem with the 5th gym leader. I had an under leveled team. I had to configure some strategy to beat him, which usually involves having some of my Pokemon faint.
I also had trouble with the Black2 eight gym leader just now.
>KO his first two Pokemon
>Sends out Jellicent
>Didn't know it was a ghost
>Send out Cofagrigus
>Ominous Wave
>"What?"
>KOs Cofagrigus and gets a stat boost
>Not sure what I'm thinking, send out Samurott
>Try to use Revenge, doesn't work
>Ominous Wave plus another stat boost
>Try using N's Zoroak thinking it will be faster, forgetting about the two stat boosts
>Wipes him and the rest of my team out
Kind of unexpected there.