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Did you have a good affection with beast enemy like werewolf, wolbauks etc.? I think it's one of the condition that acquire for this event. 

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I not actually sure about this, but I'll suggest you to try this method. Go to the forest nearby you hut and check nearby area (daytime) until you encounter with wolf that two choices will be appear, accept your position or defend yourself. Then, choose 'accept your position' or 'defend yourself' and submit. Try it several time (just for sure, do it more than 10 times) and go to talk with Roghak. The milking event should appear to be selected.

If it still doesn't appear, please try this method again one more time.

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Apparently the event that unlocks the milking event is random and can be triggered anytime after you go past 15 likes with Roghak you could try going in and out of the wolbauk's stable until you trigger it( it may not be at all what I said but you could try that to see if it helps?)

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I unlocked it yesterday. I had 100 attitude with wolfs and wolbauks, spent two days during daylight submitting to the wolfs which unlocked the 'dominance' stat for your pets, got roghak at 20 likes.

then there is a chance when you approach him to catch him masturbating the wolfbauk.. not sure if you had to wait for 7 days, but the milking scene is a talk option- not a quest.

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ah ok, just keep submitting, I took my wolf companion with me while submitting to those beasts just in case.