The Obsidian Trilogy/YMMV

• Complete Monster: All the Endarkened, especially Queen Savilla, delight in torture (even treating it as a kind of fine art) and seem unable of caring for anything other than their own pleasure and welfare.
• The Woobie: Vestakia. Her mother and aunt were forced to leave their home and raise her in the middle of the howling wilderness. Then her mother died. Then her aunt died. And she started getting sick (literally) from all the Demons flying around. And non-demonic strangers usually attack her on sight. Plus the man she loves can't even tell her that he loves her as he risks his neck almost constantly. I'd say that qualifies.
  • Iron Woobie: On the other hand, she doesn't let any of that get her down. She makes a living herding goats all by herself in the wilderness. When she finds allies who don't attack her, she learns to use the illness-ability to help them track down Demonic influence, makes herself useful by becoming a Healer in the meantime, and is content to wait for Kellen's Mageprice to run its course before admitting her love to him. Vestakia just keeps on truckin'.