Definitly Friday, as I'll be wearing Roy Saturday and Discord Sunday. And yes, afternoon to evening would be preferred, as I have the Moonlight Ball at night.
As for a location, I'm thinking somewhere outside, maybe with a grassy area. Not many specific spots come to mind, except by the one end of the TCC (facing the DoubleTree), and the little median like area between the road and the TCC.
Anime North '14
Gijinka!Unown - Pokemon
Human!Creeper - Minecraft