"Pert" is a valid adjective to describe a body part. Google Dictionary: (of a bodily feature or garment) attractive because neat and jaunty. "she had a pert nose and deep blue eyes".
I think you mean "wishes to penetrate" not "wishes to be penetrated", as the one you stated works fine but the other one had a small bug.
When you first offer to take Cali into your mansion, you will need to be careful how you treat her, or she will leave. There should have been a notification at the start of the day. If not, then perhaps there is a bug. If so, then the exact manner of her treatment, quest events, and/or a timetable would aid in tracking it down.
If you have a save file from that progress (preferably the day before, but even long after the event may be fine) you can post it here or on discord and I can see what it thinks happened. Or if you feel up to it, use a text editor to open the file, search for "cali" and post the details related to her here(should be 2 or 3 values).