1.thar iz a secret area in the back room of curlys hut with a chest that has her undies in it (you can see it on the your map)

2.in the bushlands after you have opened santas door go to chakos house (its WAY to the left of santas house,just keep going left until you see a door) look at the fire (press down while your in front of the fire) then chako will talk to you. right after shes done talking go to bed (in her bed and press down when in front of a bed to sleep) you will get chakos lipstick