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Honestly, I've played the game from top to bottom, talking to Arakk each time. 

It worked 3 times in Haven (shop, toilet, and Gunnar's tent)

Once with the rock-worms

Once with Boar

Once with the mayor of Tamson

If you have any hint to give, I'm all ears.

(+1)

I think you've gotten all of Arakk's special ones. There a few you can miss (Rat in the sewer, Anton, Jordan and Ben in the beginning), other than that there's the fisherman whose scene is unlocked only after getting Goru's scene. There also are three smaller scenes in the room on the Captain's bed.

I think I'll have to write up a walkthrough at some point with all that info. That'd make it easier to figure out which one you're missing.