- You'd want to sympathize with, sometimes to the point of wanting them broken to like them more.
- You'd like to hug or otherwise care for or help them.
- You want to see any villain who hurts them get hammered by Laser-Guided Karma.
The Jerkass Woobie produces a different visceral reaction: you'd like to punch them in the face yourself and you also want to hug them and say, "I'm so sorry that your life is such a mess."
This character type is defined by three elements:
- First, the character must be a jerk. Even if they help other people, they're not just necessarily selfish or insensitive - they're outright cruel, insufferable, immoral, amoral, and/or the villain (or an Anti-Villain at best). They have a mean streak that tends toward the sadistic; they may delight in hurting others, whether emotionally or physically, and often have little patience for anyone who disagrees with them. Also, keep in mind that sometimes, any sympathetic character does act like a jerk at some point, such as when a normal Woobie gets pushed too far, but this does not necessarily make them into this trope.
- They have a hidden, softer side. Many are clearly capable of being downright friendly, courteous, kind, well behaved or just tolerable enough to find bearable, but they either are too angry and impatient on the inside or fear showing their softer side, when not behind closed doors. Others are clearly Troubled, but Cute, often with a Freudian Excuse.
- As if in return for their bad behavior, the author seems to delight in placing them in unpleasant situations and suffer because of their jerkassery, and yet continue to show that they are sympathetic. Basically, the universe hates them so we don't have to.
This isn't a case of Defrosting Ice Queen, Sugar-and-Ice Personality, or Flanderization. The character is just that complex. From both the fans and the other characters' point of view, the character can come across as an Anti-Hero of the worst sort, or just plain nuts, and there may even be a Broken Base over whether they are a Karma Houdini, got what they had coming, or were more victim than villain. They likely think of themselves as a Butt-Monkey or Cosmic Plaything, which, really, they kind of are. It also helps if the audience gets to see just why the character is always in such a bad mood. Being the Only Sane Man or Surrounded by Idiots can take its toll on even the most patient of souls. Typically, the trope is Played for Drama or Played for Laughs as a justification for Jerk Justifications or Jerkass Dissonance.
This character type may:
- Overlap with Anti-Hero, Anti-Villain, Babysitter from Hell, Broken Bird, Byronic Hero, Cry for the Devil, Designated Monkey, Draco in Leather Pants, Fallen Hero, Good Is Not Nice, Ineffectual Sympathetic Villain, Hidden Heart of Gold, Jerk with a Heart of Gold, Nun Too Holy, Reformed, but Rejected, Sour Outside, Sad Inside, Tragic Hero, Tragic Villain, Tsundere, etc.
- Be subverted if it turns out that their nice side was just an act as part of an Evil Plan, or their cruel side turns out to be Not Evil, Just Misunderstood
- Be a symptom of Grey-and-Gray Morality, Crapsack World, Fantastic Racism, etc. Pretty much any asshole in a Zombie Apocalypse counts to at least some degree.
The difference between this and an Ineffectual Sympathetic Villain is that an Ineffectual Sympathetic Villain is often a borderline Harmless Villain and their nasty schemes fail so miserably that you start rooting for the author to Throw the Dog a Bone while this character's evil is often less about schemes and more just a mean streak. The character's woobie nature may also play a factor in the phenomenon of All Girls Want Bad Boys.
Contrast Woobie, Destroyer of Worlds, where a tragic but less cruel character destroys everything around them because they have already been broken. The Jerkass Woobie's cruel acts are generally not a result of him being broken and his suffering may even come after he has sinned. Not to be confused with Put Them All Out of My Misery, where a sympathetic villain seeks large scale destruction out of a desire to end misery. See also Draco in Leather Pants, where one of these happens accidentally.
Jerk Sue is a failed attempt at this trope, where the author attempts to make his/her mean OC sympathetic by laying out a stock tragic backstory for him or her then having the rest of the cast ooh and aah about it unless they are the Designated Villain, in which case they will act extremely petty for no reason and probably be revealed as Just Jealous before dying in an over-the-top "comedic" fashion so Sue can be "right all along". Unintentionally Unsympathetic can also result if the character feels heavier on the jerkass part and the bad things that happen to them feel more like karmic punishments, while the opposite will happen when the character gets punished for no reason because theyre just The Bad Guy. A true Jerkass Woobie, even if they truly suffered in their past, may still not get sympathy from all of the people around them and certain types of characters probably wouldn't be quick to forgive them for their behavior, either, i.e. the author and story allows both the other characters and the audience to choose for themselves whether to hate or forgive them, and doesn't try to force forgiveness out of either. Just because the audience has knowledge about something doesn't mean that every character should know, and it doesn't make the character a "bad guy" for calling out another character for being a jerk even if they are intended as sympathetic.
If this character type ever sheds tears or outright cries, you can bet it will most likely be a Cry Cute moment.
If you're looking for a few more pointers on writing this kind of character, take a look at our analysis page on Woobies as a whole, particularly the "'Just Desserts' test" section.
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- Brian in Knights of the Dinner Table. He's a Manipulative Bastard who regularly cheats, backstabs, and swindles his friends to get ahead. He's also a deeply insecure man who lost both his parents, has an unrequited crush on Sara, and tells people he has a 'beloved uncle' who takes him away on Thanksgiving when, in reality, he just goes down the the game store and plays in tournaments to pass the time.
- Hamilton: According to an interview, Lin-Manuel Miranda didn't like the fact that history books were either too defensive of Burr or painted him as the villain, so made him a smarmy ditherer who nevertheless has a lot of tragic and sweet moments. In fact, when Miranda did Drunk History, he made it quite clear that he doesn't consider Burr a monster, but a tragic and complicated man who made a mistake that cost him his reputation forever.