Talia doesn't want to try and get the skull suit in a public area, that'd bring unwanted attention to what she's doing. Since every place is crowded during the festival then she will postpone it til after.
The crossdressing will happen during his second amnesia phase so he'll act like an obedient kid
The reason he gets more customers than Rin is because he acts like an awkward kid you want to protect, basically like Mikuru Asahina.
So is it possible or not? Sorry for asking but you're kind of like my beta writer for lulz while Blitz is for GrimDarkness