I'm just going to borrow a simple trope, but if anything it seems like she's not having fun drawing. It feels like she's strict on herself to get better.
When she said the requirements for the art, I was imagining the character putting on the costume instead of having the costume on already. It does show that costumes are part of the game and not just having a bear suit the entire time.
Since the beginning of the this arc with the character design contest, I kinda felt like the theme of the game was going towards Alice in Wonderland or something like it anyways.