Romancing Judy

I'm trying to get the romance Judy option. I have a female character with feminine voice.
After completing the mission "double life", avoiding any dialogue that would offend her,
I started doing other quests while waiting for her to call, but she never does.
I would call her periodically, but only get the same dialogue options again and again.
Now, many game days later, i am at the "point of no return" and still haven't got any call
from Judy, and if I try to call her at this point, she doesn't answer.
Does anyone know why her side quests will not start?
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