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If the owb has him they are both flatfooted.

That's it. There are no skill checks that the cleric themselves have to make. The owb doesn't require checks because it has perfect maneuverability.

He would have to command it verbally without using a custom made item.

Stop making things more difficult then they have to be...

If he actually ever wants to ride it have him talk to a wizard with the craft wondrous item feat and at least a 10 spellcraft. They can make an constant effect enlarge item to make the owb large size category that way.

It will take a while since he'll have to cast enlarge 100 times.

Okay I have this creature in the next Module. Seems rather cool with what he does, besides his combat block, but their's one defensive ability they put on him that I can not find anywhere in my Bestiary books or any of my other player hand books.

Here he is.

Nightmare Rook.

And the ability is feign death as is implied by the title. However as I said before. I can't find it in any of my books. I get that you know he's Feigning Death which means he's going to pretend to die, but how does it work. Checks, can my PC's see through it, is an illusionary spell he can cast on them. Etc, etc.

Here is a link to pathfinder website Nightmare creature template.

Nightmare Creature Template

Okay I have this creature in the next Module. Seems rather cool with what he does, besides his combat block, but their's one defensive ability they put on him that I can not find anywhere in my Bestiary books or any of my other player hand books.

Here he is.

Nightmare Rook.

And the ability is feign death as is implied by the title. However as I said before. I can't find it in any of my books. I get that you know he's Feigning Death which means he's going to pretend to die, but how does it work. Checks, can my PC's see through it, is an illusionary spell he can cast on them. Etc, etc.

Here is a link to pathfinder website Nightmare creature template.