Knowing N_taii, surely he found a way to make it not look so forced and for sure he will explain very well how Cyanna and Rose ended up as waitresses (?), in a bar.
I kinda wish Lily was involved in this quest, i know that this is an MSQ and that Lily's storyline is optional, therefore giving her a scene that's directly in a main quest wouldn't really make sense, but if there's ever a main quest where side characters can be involved then it's a quest where the girls are undercover barmaids in the middle of bumfuck nowhere and their scenes are with strangers.
It doesn't make much sense now that we have more context to what is to come in Update13, but when these new outfits were first shown a few weeks ago i kinda already guessed that the girls are gonna end up as barmaids, or at least something similar to that, my other guess was some kind of dancers but i abandoned that idea cause it seemed too extreme for their current corruption, anyways what i'm trying to say is that since other than the outfits there was nothing for me to go on, so my "theory", for a lack of a better word, was that Lily's gonna need help for some reason at the Inn and she's gonna ask Rose&Cyanna if they could help out...or something.
As you can see i didn't really invest much thought into my half baked guess, but to be fair i knew immediately that the Update itself is gonna be something entirely different, however the idea that Lily's gonna be involved one way or another kinda stuck with me for a while. I know for sure that once i play the Update i'm gonna know WHY it was Rose and Cyanna who had to go on this Totally Spies mission, but i just can't help but feel like it's a wasted opportunity on Lily's part.