I always have problems with Yana when I decide to play the game, can't raise her depravity with the drugging method. I buy the sleeping pills at the mall, but no option to drug her drink appears at the kitchen, no matter which time of the day it is. I always have to skip it and raise it manually but it's always frustrating
I'm having problems with Mom this time around too, can't sleep with her, even though I already did the first time event. It seems I had to speak to her after the sister almost catches you having sex before she goes to work, but the option to speak with her don't show in the morning or at night.
Didn't mess with variables in none of the two cases, all I do is money cheat, time manip (at the same day) and teleport.
EDIT: nevermind, I was able to give Yana the pills, I had to empty my inventory and buy again manually
also the mother, I didn't visit the living room after, it seems you need to do it at 21h after you do the event. You rarely have any reason to go there, so it can be easily missed.