I was referring to sylvia explaining the training with Faeries, i was trying to do so without spoilers since i cant seem to figure out how to do spoiler tags. But its mostly because she had previously talked about the queen levitating things as if she didnt know how it was done, and made no mention of the faeries before that. She also didnt seem to understand what the "feeling of bugs" on her skin was during the confrontation. It seemed to give the impression that she didnt know about the faeries.
As far as the appearance of time jumping for Ashley, I think it's mostly because past a certain point she doesn't go back to blonde pigtails in any of her own scenes and switched to a different wardrobe, but has them in felicity and Emma's and wear her old clothes. I mean its clearly just that those scenes were made before the character redesign, but it does give the impression of a timeline. I'd recommend just pushing back Ashley's first scene with the new look to after the last scene with her old look with felicity and Emma, but its really more of an immersion thing than continuity there since I don't think there are any major story beats or references to anything major in those scenes.
There is however a scene where Maria says she will follow someone (the cat i think?) On her socials that can trigger after her DNA test when all her socials are deleted and scenes in I believe Ashley's story where first Lin references the owl clan and then the MC remembers the gang bangers from the visit to the owl clan that can trigger before you ever visit them. Wish I could be more specific but I wasn't really taking notes on which event I was at.
I totally get the game is still being developed and with this many characters, the sandbox nature, and stories becoming more interconnected that stuff is going to slip through the cracks sometimes. Just thought I'd point it out in case it's something you want to tweak in future updates.
Edit: So also for a specific example, Maria's 38th and 39th event can occur after Felicity's kidnapping. So the MC runs into Beaumont at the poker game and doesnt even comment on Felicity being gone in the 38th, and in the 39th she's present in the bar during maria's roleplay.