I had this bug on my SI when i did it, only to find out later when i did it on my IA did the bar show up and i picked all the same choices on my IA that i did on my SI. So it seems for now the bar just shows up whenever it feels like it.
I had a romance with Lana on my SI locked in and everything but as soon as KOTET dropped i got no more flirt options. So it looks like im stuck waiting for Ashara to come back. (if they ever bring anymore of the old romances back)
I think this is the case, a few weeks ago i was over on the swtor sub reddit and saw a few people talking about how the voice actress for jaesa didn't want to do the voice for her anymore.