1)Don't get the option, i remember getting an event where i spanked her naked in her room and Susan entered, but it's not that star which i'm missing. Btw what i did is shower at 6.00 told her to not wear panties,shower again and spanked her naked,which was a new event but still got no star for it anywhere
2)I remember the 1st time when i talked to her morning, she used it, then nothing new happens related to her new anal plug
3)Yes i did the progression 2 patches ago or something.I might have progressed past it and can't get it now that i'm after that point. So a bug or it's impossible to complete