History JerkassWoobie / Film

* Tony Montana from {{Scarface}}, during the finale. Can he be sympathized once in a little while? Yes. Does it excuses him being a drug dealer? No.

* Travis Bickle from TaxiDriver.

* Tony Montana from {{Scarface}}. Can he be sympathized once in a little while? Yes. Does it excuses him being a drug dealer? No.

* Tony Montana from {{Scarface}}, very arguably. Can he be sympathized once in a little while? Yes. Does it excuses him being a drug dealer? No.

* ''{{Inception}}'': Mal. [[spoiler: Yes, she ruined Cobb's life by framing him for her suicide, but this was only because she had spent so much time in the dream world that she was unable to distinguish what was a dream and what was reality. This led to her killing herself, convinced that she would wake up in reality. In the end, all she wanted was to go someplace where she could be happy forever.]]

* Alan in ''Return to SleepawayCamp''.

* Tony Montana from {{Scarface}}. Can he be sympathized once in a little while? Yes. Does it excuses him being a drug dealer? No.

* Tony Montana from {{Scarface}}.

* Tony Montana from {{Scarface}}.

* Tyler Durden from ''{{Fight Club}}''. [[spoiler: He is only a split personality of the narrator and is literally the personified composite of his rage and melancholy]]; he hates himself, hence his pontificating about self-destruction and hitting bottom. And [[spoiler: the narrator, the very person who created him, kills him at the end of the film.]] However, he ''is'' also a nihilistic sociopath.

* Martin Q. Blank in ''GrossePointeBlank''.

* Mr. White in ''ReservoirDogs''. Marvin Nash and Mr. Orange as well if you think about it, since they speaks in [[{{ClusterFBomb}} Cluster F-Bombs]] like everyone else.

* Billy Costigan in ''TheDeparted''.
* Tony Montana from ''Scarface''.

* Bill Foster in ''FallingDown''.

* Billy Costigan in {{The Departed}}.
* Tony Montana from {{Scarface}}.

* Mr. White in ''ReservoirDogs''.
** Marvin Nash and Mr. Orange as well if you think about it, since they speaks in [[{{ClusterFBomb}} Cluster F-Bombs]] like everyone else.

* ''Film/{{Gladiator}}'': Commodus, big time. As the movie progresses, it becomes clear that he never got the love and acceptance from his family or people in general that all human beings want. This doesn't change the fact that he murders his own father and Maximus' family, repeatedly tries to kill Maximus himself, has incestuous feelings for his sister, and ultimately blackmails said sister into being his own personal sex slave(''using her son''). However, the scene where he murders his father in a fit of rage and grief after breaking down upon learning that the father is passing him over, and reveals that all he ever wanted was his father's love, encapsulates this perfectly.

* {{Titanic}}: Cal. Being a product of his times, he genuinely cannot understand how Rose could possibly be happy as the wife of a homeless man with no financial security. He is a classic CrazyJealousGuy who treats like a possession rather a person though it should be noted that this is also a direct by-product of his upbringing and culture. Rose and Jack themselves, meanwhile, are clearly ahead of their time as far as their values go(this may explain why so many people view them as anachronistic characters). In short, he genuinely loves Rose but does not know how to show it properly, he loses her to another man, and [[spoiler: then gets to New York thinking that she's dead.]]

* {{Titanic}}: Cal. Being a product of his times, he genuinely cannot understand how Rose could possibly be happy as the wife of a homeless man with no financial security. He is a classic CrazyJeolousGuy who treats like a possession rather a person though it should be noted that this is also a direct by-product of his upbringing and culture. Rose and Jack themselves, meanwhile, are clearly ahead of their time as far as their values go(this may explain why so many people view them as anachronistic characters). In short, he genuinely loves Rose but does not know how to show it properly, he loses her to another man, and [[spoiler: then gets to New York thinking that she's dead.]]

* {{Titanic}}: Cal. Being a product of his times, he genuinely cannot understand how Rose could possibly be happy as the wife of a homeless man with no financial security. His treatment of Rose is also a direct by-product of his upbringing and culture, though that doesn't make it any less deplorable. Rose and Jack themselves, meanwhile, are clearly ahead of their time as far as their values go(this may explain why so many people view them as anachronistic characters). In short, he genuinely loves Rose but does not know how to show it properly, he loses her to another man, and [[spoiler: then gets to New York thinking that she's dead.]]

* ''Film/{{Gladiator}}'': Commodus, big time. As the movie progresses, it becomes clear that he never got the love and acceptance from his family or people in general that all human beings want. This doesn't change the fact that he murders his own father and Maximus' family, repeatedly tries to kill Maximus himself, has incestuous feelings for his sister, and ultimately blackmails said sister into being his own personal sex slave(using her son). However, the scene where he murders his father in a fit of rage and grief after breaking down upon learning that the father is passing him over, and reveals that all he ever wanted was his father's love, encapsulates this perfectly.

* [[JamesMcAvoy Nicholas Garrigan]] in ''TheLastKingOfScotland'' is a conceited, ignorant and selfish individual, constantly chasing the skirts of married women. However, seeing him [[spoiler: getting meathooks shoved through his chest and then suspended from the ceiling]], does make one feel sorry for him.

* [[JamesMcAvoy Nicholas Garrigan]] in ''TheLastKingOfScotland'' is a conceited, ignorant and selfish individual, constantly chasing the skirts of married women. However, seeing him [[spoiler: [[HighOctaneNightmareFuel getting meathooks shoved through his chest]] and then suspended from the ceiling]], does make one feel sorry for him.

* The MarvelCinematicUniverse version of Loki is very much this trope, both in Thor and in TheAvengers. On the Jerkass side, he kills an awful lot of people, to the point that even ''Thor'' seems to consider him to be this trope. However, you can't help but feel sorry for him when it's revealed that he's actually an adopted Frost Giant and it's revealed that his main motivation is to prove to his (adoptive) father that he is a worthy son. This also overlaps with WoobieDestroyerOfWorlds.

* ''Film/{{Hugo}}'': The Station Inspector. His leg was crippled in World War I, and beneath his stern, relentless persona is a lonely man who is harsh on orphans because it reminds him of the pain of being one himself.

* From {{The Final}}: barring [[CompleteMonster Dane]], all of the other outcasts(Andy, Ravi, Emily and Jack). They've been [[BeingTorturedMakesYouEvil warped]] by years of abuse at school and unhappy home lives. Even as they torture their abusers, they want to keep the one guy who was nice to them away from it all.

* Sidney Falco in ''SweetSmellOfSuccess'', largely because most people he meets seem to loathe him before he even gives them reason to (which, granted, he probably will). And because his boss, JJ Hunsecker, is just so much worse.

* Darth Vader in ''StarWars'' is responsible for many of the Empire's atrocities, particularly killing the Jedi. He did so in an attempt to save his wife from dying, but this ends up happening anyway as a result of his own actions. And (he thinks) his unborn child(ren) died with her. And before that, there was his mother. Then there's the fact that the whole galaxy hates him for trying to do the right thing. Palpatine convinced him that the Jedi were trying to overthrow the Republic and sends him visions of his wife dying, so Anakin tries to save her by learning the secrets of the Sith, only to be overcome by the Dark Side. Then his wife dies, his best friend dismembers him and leaves him to burn to death, and he has killed the rest of his friends. The only person he has left is Palpatine - who got him into this mess to begin with. JerkassWoobie indeed.