To help you a little, tell me if you are doing Ochako's massage first, the one that is done in the chair or the one she tells you to do after the 4 training sessions?
The first one, the one that she asks you to do after you offered, basically, you train with her once, then the second time, you offer the massage and she declines, the third time she decides to accept the massage (in the chair), that one the game let me do it, but then, the second massage never appear, the options seems inactive or something, I can't select even if I try to do it.
Let's go step by step, the chair massage with Ochako is only done once and that's it, now I'm also working on the cave thing since I always get to the end (which is to beat all the robots, I recommend taking Ochako on your team so that when you use "Gravity" it doesn't wear out and you can keep using it) with Ochako and I have to get to Tsuyu too to be able to unlock the second scene that I'm asking about.
My issue with Ochako is that once I do that massage on the chair, it doesn't appear anything else, nothing new with her, I complete the training, I do her that massage, and then nothing, but the objective with her is still active, but there's nothing else to do, and the game gets stuck, that's why I'm asking what do I do then with Ochako to complete her path.