It'll mostly be the latter situation since Shisui is too much of a planner and has like. a gajillion contingencies in place. Mostly just thinking of it because of the reason Shisui is able to dress as a maid in the first place (that is, a couple of maids wear her makeup— if you look at Loulan's entry into the rear palace, you can see that all her ladies in waiting look exactly alike...and that they look a lot like Loulan herself too. And theres another reason but its a spoiler.)