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* Charlie from ''[[I Am Not Infected]]'' sealed his status as a woobie when he spent almost an entire episode with the [[Confession Cam]] crying.
* [[Felicia Day]]'s character, Codex, in ''[[The Guild]]''.
* Severin from ''[http://www.fictionpress.com/secure/story/story_preview.php?storyid=2718227&chapter=1 Fragile]''.{{Dead link}}''. When he {{spoiler|confesses his love to Page, Page - who is at this point quite homophobic - rejects him and accuses his love of being lust, even though Severin is later found out to be asexual}}}}. And then of course there's {{spoiler|his incurable insanity and later admittance to an insane asylum}}. All the while, he has some kind of undiagnosed mental disorder that impairs the way he views the world and reacts to it (Page says that he spent most of the time he knew Severin feeling sorry that he could never be normal). To make the situation much worse, it is revealed in the sequel ''Perpetual Change'' {{spoiler|that he was sexually abused regularly by his sadistic aunt starting when he was a child, which led him to develop masochistic tendencies and emotionally scarred him, possibly causing his later psychological problems. It's also heavily suggested that it was an episode of abuse from her that caused his mental breakdown. His psychologist, Dr. Mangum, is also revealed to have given him medication that she knew would only increase his problems.}} As you can see, a lot of bad things happen to this guy. It's rather difficult not to be sorry for him in some way.
* [[Retsupurae]]'s treatment of [[Let's Play|BillyMC]]
* Gino Gambino is the king of this trope on ''[[Gaia Online]]'', subjected to neglect and [[Weirdness Magnet|shenanigans]] by his father for years, yet unwilling to so much as protest this treatment.
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