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It may be that you triggered some out of order? Don't know about that. Decided to do a second play-through from the beginning, and corrected the scenes I missed last time, since I just explored (did not give Wilson Priti's pics the first time through, or show Lucy my dick). I did NOT manage to get Emily's skirt, part 2; I think I passed another rule at the same time as the one that triggers this scene, and enforcing it first makes her wear regulation panties. Ah well, maybe next time.

On Rachel, I have not finished her yet on second pass, but I did notice that because I did the Volleyball Keys quest very late, I got the sex with Sally scene immediately after the Rachel and Sally share with boobs scene, and as a result, Rachel did not appear for punishment, and when summoned, I did not get the updated options (have not caught her misbehaving since, we'll see). On the first play-through, a trigger like that happened on the Old Headmaster emails: I read them before their step was triggered, then had to do it again afterwards. Might be similar here: check the scene replay menu and see if there is a locked one for Rachel that happens before one you have finished, and do those: I currently have Trouble in the Showers unlocked but 5 scenes before that are still locked, and I expect that I'll need to finish those before Rachel actually appears for the punishment described above. I think 4 are probably playtime scenes, maybe all five, but since I have Trouble in the Showers unlocked, the Quest Log says put the dildo in her rear, even though I haven't unlocked the move through play. Maybe you are in a similar spot.

I also let Rachel win her online fight on the first time through this time (by only distracting once) to see what would happen. However, she practicing the splits now when I spy because the shower thing happened the next day. Curious to see how this works out.

Hmm, even skipping five steps and having to go into them backwards didn't stop everything from working, even when Rachel blew off her punishment session after the breast-sharing locker scene.