Update: Apparently the reason is that I just needed to exit the game and start it up again. Truly "have you tried turning it off and back on again?" tier solutions here, haha!
My Sim was doing the Master off Mischief aspiration and needed to be disliked by two Sims. Nancy Landgraab is so delightfully disapproving of nonsense that when they met by chance and their relationship bar went maybe 1% red (she told Nancy she was a criminal mastermind, lol), Nancy became her main target.
She sent Nancy about six chain mail letters, clogged Nancy’s drains, prank called her repeatedly, etc. Their relationship bar is maybe 75% in the red. They’re... acquaintances.
I wasn’t sure if this was a bug or because Nancy is an adult and my Sim is a teen, but I ended up cheating to get her past that milestone and on to the next step.
