If you really want to use the mask, kill the drunk, take the bone sticking out, put the bone on the bed in the shop upstairs, take the ball of wool out the box the dog was sleeping on, combine mask and ball of wool, job done :) Gives you a medal, but not one that's any use to Kong :)
Not bad, but certainly not something I'd pay for... Far too much "Trial & Error" gameplay for my liking, so much so I didn't bother finishing it. Still, nice concept and suchlike.