Depends on which period of medieval fashion history you're talking about. You could have medieval adventurers wearing particolored hose, dagged sleeves, and shoes with really, really long pointed toes. And all the ladies could wear wimples.
Even worse, your sorceress could wear baggy hip-hop shorts belted around her upper thighs and walk around holding them up by the crotch.
I wonder why the name
slippers of spider climb automatically brings to mind a mental image of something resembling ballet shoes? I have that same image, but I don't know where I got it from. Couldn't they be
boots of spider climb, or
sandals of spider climb? Oh well, at least I don't have a mental image of
fuzzy pink bunny slippers of spider climb.