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Oh man!
Finally a date with Kane :D
I wish we actually could pursue him....   T-T

I had Bernard, but I think it basicly is the same fight.
You can stack the werewolf lures on him. I think, if you put 5 on him, you should have a 100% chance of taming him (but not sure about the numbers).
You also need to have the improved prison cells to keep him there

I think you have to get the good ending of the Lizardman tribe. But I can't remember how I got it. Sorry.
Just guessing here

I think there's no artwork available yet. But I'm also not 100% sure though

I'm not 100% sure, but I think that in the "Hunting Contest" Quest, you actually can raise his affection to the MC.
You just need enough time left for the option to show up.
Not sure if the option is bound to some past choices though.

I think you can date him at the fair. But I haven't found all the secrets in the game yet.

I think you're looking at the wrong place. The wolf fang you're looking for should be in the upper right corner, if I remember correctly.