It took me 21 bottles of Premium Whiskey and a few nights in jail. Now sitting at 139.6 Allure and 48.9 Professionalism.
Mostly by doing the weekend office visits, ending with a cunni and having Ren join. Ren needs to allow you to do her raw. Request it at her work on a weekday. I didn't even meet the judge until after.
Yeah, I think it is a problem with game balance. If you move past some of the low end stuff and just do the high end stuff, you can "drained" the high end stuff and be "beyond that" for the low end stuff. It apparently can softlock a character, like the problem I'm having with the lawyer. So at this point, I have only the options of handjobs or footjobs with her on the weekend. Neither of them do anything. "Just work"ing also doesn't do anything. On the weekdays in her office, nothing does anything. All avenues of chatting or discussing the case have been exhausted. On the party days, I can only get the double handjob ending. It doesn't have any effect on either girl (the detective is pretty much at the end of her route). On the non-party days, all I get is to cop a feel and I'm thrown out. This happens if I give her anything between premium alcohol all the way to 'Nothing'. I move it forward a little when I took her to her mothers, but now I'm not getting any points there either. I also had one event in court that lowered her professionalism, but then no more. Ren is also pretty much maxed out. I have just started getting BJ's in the office, so I'm going to try and get caught by the lawyer, and maybe that will help.
My hopes are here that progressing with her mother will eventually push her over the edge where I can get her moving again. Best guess is that some of the values for "you are beyond that" need to be tweaked with her so that you don't softlock her by going to too many parties and not enough weekend visits or something. In fact, I think that a lot of the "beyond that" values can be tweaked to make progressing a bit easier.
If I do max out everyone else and still can't move the lawyer forward, then I will probably have to do some console shenanigans in order to get the rest of her story.
Other than this issue, the only other problem I have with the game (which may be fixed once it has more work done on it) is having to make irrevocable choices without any understanding of the repercussions. I get enough of that in the real world.