In EP.7, Dev probably did that on purpose, that whenever the MC was with the women and there was something going on, Bob would come in and interrupt us. (cockblock)
Every time the MC stays with Lily or Aunt Eva, Bob shows up shortly and spoils everything.
This is starting to get annoying. Same for Cody later in the game. Even though with Cody it's kinda funny.
As for Nora (mom), I'm a bit sad that she tries to reject us so much. After this scene after MC's date with Nora, It's hard for me, because I want it so much, and she avoids it.