Okay, so when I visited Wither for Blossom's royal jelly, all I got was a series of black screens with text, interspersed with a few of those grey error screens. And yes, I did begin a brand new playthrough.
Yup, this one was on me. There's a typo in Blossom's reference file I need to fix. Essentially, the game is looking for Blossom's images in Jade's image folder because I forgot to make the last correction after copy pasting a batch of reference lines.