Day 22: Name a Book with a Tortured Hero/Heroine (Grunge)
I feel bad, because when I hear "tortured hero/heroine", I think "whiny emo teenaged brat". And the characters that come to mind are Araby from "Masque of the Red Death" and Bella from "Twilight".
But that isn't very nice, so I'll try to think of someone else who doesn't conjure such negative connotations.
How about Dex from The Experiment in Terror series?