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5th Gen "Grimsley, I challenge you...first!"

Actually, I had an order in my mind. Cause the E4 makes a rectangular patter. Ghost -> Dark -> Fighting -> Psychic. Notice that the later has the advantage to the former? (ie, Ghost is weak to Dark, Dark is weak to Fighting, and so on.)

So yeah, naturally, it was Shauntal -> Grimsley -> Marshall -> Caitlin.

The one I found challenging was Caitlin. I didn't have anything to counter Psychic except for Crunch and my Lampent was taken out earlier on so... but yeah, the E4 was a piece of cake though. I have yet to have rematch with them so opinions may vary.
 
Caitlin, Shauntal, Marshall, then Grimsley.
I didn't actually beat Grimsley, because I forgot to stock up on items before, so my Chandelure, Carracosta, Scrafty, and Stoutland were long dead, and Serperior was at like 10 HP. Golurk was pretty healthy though. I SWEPT Caitlin with my Chandelure Solo. Caitlin did kill my Carracosta and Scrafty, and they didn't even get to attack. Shauntal's Cofigragus OHKO'd Chandlure with Shadow Ball. I barely survived with Stoutland. Next, Marshal's Throh was a real pain as he kept healing with Drain Punch or something, and when I finally got close with Golurk's 3HKOing Fly, He heals. Killed Stoutland. So that left me with Serperior at low health and Golurk at low health, and I used my only Hyper Potion on him. Grimsley's Scrafty KOd my Golurk and then Serperior.
 
My team at the time was weak to stone edge and I had nothing other than samurott's revenge which could take down Bisharp. However Marshall and Grimsley were the two easiest.
I blacked out once because Jellicent swept me, and once due to lack of concentration and a lucky crit against Musharna.
Shauntal>Grimsley>Marshal>Caitlin
 
I didn't know either xD I heard you didn't have to challenge them to get to the Champion but I didn't know that you could challenge them in any order. I challenged them in their official order, the way they were set on Bubapedia anyway. Shauntal > Grimsley > Caitlin > Marshal. Caitlin gave me the most problems if I remember correctly, or Marshal but I think it was Caitlin. It was only last night I beat them xD

Shauntal's room was the best!
 
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