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Princes

     Lodin a.k.a Olaf One-Eye 
https://static.tvtropes.org/pmwiki/pub/images/lodin.jpg
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/lodin_from_chicago_by_night___v5.png
V5

The (former) Prince of Chicago, Illinois.


  • Asskicking Equals Authority: Despite being a little over a hundred years old, Lodin was an incredibly powerful vampire even by the standards of 1st Edition.
  • Archenemy: To Modius, Maldavis, Maxwell, and many other Kindred.
  • Back from the Dead: Comes back after a 20 year absence.
  • Bad Boss: Ordered the execution of his most faithful ghoul seemingly just because he could.
  • Big Bad: The original of Vampire: The Masquerade and the archnemesis of hundreds of PCs
  • Big, Screwed-Up Family: Lodin's brood is one of the largest and most dysfunctional Ventrue groups in the world.
  • Bodyguard Betrayal: Was subject to one of these in Ashes to Ashes.
  • Body Horror: He's not looking his best in V5.
  • Blue Blood: Is a member of Clan Ventrue and a low generation one at that.
  • Casanova: Had a vampire mistress in Lorraine and could only feed on beautiful women.
  • Cool Hat: Averted. He's wearing an old top hat with a fast food paper crown in V5.
  • Fall From Grace: Has an even worse one than Modius.
  • Killed Off for Real: In Under a Blood Red Moon as the canonical ending. Turns out to have survived.
  • King of the Homeless: His fate in 2019's Chicago by Night 5E is to become one of these.
  • Horrible Judge of Character: His first brood wasn't too bad but his second brood was composed of complete incompetents or The Starscream.
  • Humiliation Conga: Was kidnapped by his own ghoul, rescued by Neonates, and then possibly killed by those very same Neonates only to escape and become a homeless vampire living on the streets.
  • Hypocrite: Forbid the Embracing of new vampires for decades when he had one of the largest broods of vampires outside of the Sabbat.
  • Improbable Age: Was a vampire less than twenty years when he became Prince of Chicago in 1871.
  • A Man Of Wealth And Taste: Rich, powerful, and knows it.
  • The Mistress: He not only had several of these but was also this to Eletria the 5th Generation Toreador while she was in love with Datura, the Prince of Veracruz.
  • Mistreatment-Induced Betrayal: Actually managed to induce this in his ghoul—which should tell you what kind of person he is, because the blood bond makes it almost impossible for a ghoul to even think poorly of their regnant, much less actually turn on them.
  • Morality Pet: Lorraine and later a young law student he stalks. May also qualify as Morality Chain since he's prone to going off the handle whenever either is threatened.
  • Politically Incorrect Villain: Dislikes black people despite (or because of) being over a century old.
  • Puppet King: Was never actually in charge of Chicago. He was merely a tool of the Primogen to enforce order.
  • Sesquipedalian Loquaciousness: Develops this habit after his Fall From Grace. His minions don't understand him half the time.
  • Unexplained Recovery: How he managed to survive the events of Under a Blood Red Moon.
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     Kevin Jackson 

https://static.tvtropes.org/pmwiki/pub/images/ventrue_kevin_jackson2.jpg
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/ventrue_kevin_jackson_1.jpg
5th Edition

The current Prince of Chicago, Illinois. The former leader of the Chicago branch of the Bloods gang.


  • Awesome Moment of Crowning: Achieved Praxis of a major city at a near-record age, only rivaled by his own sire.
  • Bald of Evil: Has taken to shaving his head every night.
  • Believing Their Own Lies: Believes himself to be a friend to the black community in Chicago but is a primary reason why they suffer.
  • Big Bad: Of 5th Edition Chicago by Night.
  • Big, Screwed-Up Family: Embraced some of his siblings and ghouled others (depending on which edition's backstory you're going with). Played with as they're all very loyal to him, and in 5th edition his Childer enjoy their new (un)lives, and have become The Family That Slays Together, securing power bases for themselves all over the world. His parents are horrified at what he's become, though.
  • Blue Blood: As both a Ventrue and scion of Lodin.
  • Character Development: Went from being a somewhat stereotypical 90s gangsta to a genius criminal mastermind.
  • The Corruptor:
    • Turned Damien against his Anarch friends.
    • Turned his siblings into vampires (or ghouls).
  • Delinquent Hair: Unfortunately Embraced with some. He's taken to shaving it in Modern Nights.
  • Divide and Conquer: His strategy for dealing with the Anarchs in Chicago.
  • Dramatic Irony: Believes himself to be a servant of the community and friend to the black community of Chicago. Is also a major reason they're suffering from drug addiction, gang violence, and fear to leave their own home.
  • Family Theme Naming: 5th edition updates his three Childer (who are also his siblings) to be named after famous African-American figures: Medgar (after Medgar Evers, a pioneering member of the NAACP), Langston (after Langston Hughes), and Zora (after Zora Neale Hurston).
  • Fatal Flaw: His desire to prove himself has allowed him to be manipulated by the Lasombra's delegation to the Camarilla.
  • Flunky Boss: His 5th edition character sheet notes that he can fight himself, but what makes him really dangerous is the sheer amount of stronger fighters he has at his beck and call.
  • Gangbangers: How Jackson made his fortune. He'd like to move on from it but it's a major source of both his revenue and power.
  • Hypocrite: Tries to improve the lives of black members of Chicago's community while making his fortune from their misery and oppression.
  • I Hate You, Vampire Dad: Lodin was always racist and contemptuous of Kevin Jackson. Kevin loathed him in return. Now Lodin's throne has fallen to him.
  • Irony: The most modern and Anarch-like of Ventrue Elders is the most anti-Anarch prince of them all.
  • Mama Didn't Raise No Criminal: His parents were social workers and desperately tried to keep him from joining a gang. He understood, but felt he had no choice because his older brothers had already joined one, which meant their rivals all saw him as a target by association, and he had to join too for his own safety.
  • Man of Wealth and Taste: Comes with being Ventrue.
  • Million-to-One Chance: A perfect storm of events resulted in the elimination of the Primogen's eldest members, its strongest becoming a toadying simpleton, and the previous Prince disgracing himself. Thus, Kevin Jackson is the strongest Prince the city has ever had with almost no one tugging his strings.
  • Picky People Eater: Like all Ventrue, his diet is limited - in his case, he can only feed from gang members (and makes a point of not feeding on members of his own gang except in cases of emergency).
  • The Purge: Is working to carry out one of these against the city's Anarchs.
  • You Will Be Spared: Has created a list of "Ten Anarchs" that will be spared The Purge and gives it to Anarchs that cooperate with him. The fact that this list may differ between them hasn't occurred to them.

Sheriffs

     Thomas Ewell a.k.a Balthazar a.k.a "Sheriff" 

https://static.tvtropes.org/pmwiki/pub/images/balthazar_brujah_sheriff.jpg
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/balthazar_from_chicago_by_night___v5.jpg
5th Edition

A former Confederate officer that was Embraced by the Prince of Ottawa. He later betrayed the Anarchs and became Sheriff to Prince Lodin. Recently, he lost his position as Sheriff to Damien due to his racism offending Kevin Jackson.


  • Ambition Is Evil: A Downplayed Trope example as his ambitions were relatively modest. Now he has much greater ones.
  • Category Traitor: Most Brujah view Thomas as this, even among the pro-Camarilla members of their clan. Critias considers him a Caitiff.
  • Classic Villain: Ambition, Greed, and Pride are his motivations.
  • Chronic Backstabbing Disorder: A major reason why so many Kindred loathe him. He betrayed his sire and the Anarchs, only to now be an Anarch again in 5th Edition to get back at the Camarilla for betraying him.
  • Dirty Coward: Despite being a Brujah and Elder, he runs if things ever turn against him.
  • The Dragon: Served as this to Prince Lodin for decades. He did a fairly effective job at it too.
  • Dude, Where's My Respect?:
    • Found out none of the Elders respected him, let alone liked him, when he tried to run for Prince.
    • Helped kill a member of the Red List. Was cheated out of the status of Alastor despite the fact it should have gone to all of the people involved.
  • Evil Is Petty: One adventure hook has Thomas try to convince the player characters to smash up Kevin Jackson's car.
  • Fountain of Expies: Is the first Camarilla Sheriff and all other Sheriffs are based on him. Originally, it wasn't an official position, just his nickname.
  • Full-Circle Revolution: An unusual example as he's started running with a group of Anarchs to get revenge against Kevin Jackson after starting as an Anarch then turning to be a Camarilla stooge. He plans on betraying them as well.
  • Hate Sink: Thomas has no redeeming qualities. He's a cowardly, racist, pro-establishment Brujah traitor only in it for the perks.
  • Politically Incorrect Villain: Is as racist against blacks as he was in life, despite the fact most Kindred eventually "grow out" of such prejudices.
  • Self-Made Orphan: Killed his sire, Alexis, as part of his deal with Lodin.
  • Starter Villain: Is the first antagonist created for player characters to deal with in the module Ashes to Ashes.

     Damien 

https://static.tvtropes.org/pmwiki/pub/images/damien_1.jpg
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/damien_from_chicago_by_night___v5.png
5th Edition

A fourteen year old boy Embraced by a powerful elder. Damien is singer in a band called Baby Chorus. Later becomes Sheriff of Chicago.


  • Affably Evil: Is still quite congenial company. He's just now working for the Camarilla to kill his old comrades.
  • Became Their Own Antithesis: Was a ride or die Anarch for decades before becoming the Camarilla's Sheriff.
  • By-the-Book Cop: By necessity really. He takes no real joy out of persecuting Anarchs but he's not going to betray his boss either, so he tends to follow instructions to the letter.
  • Category Traitor: A Brujah loyal to the Camarilla. Has more bite to it than most due to the fact he's actively persecuting Anarchs (his former friends) like Balthazar.
  • Cynicism Catalyst: Losing most of his loved ones to the werewolves in Under a Blood Red Moon followed by decades of loneliness.
  • Face–Heel Turn: Has gone from being a friend to Neonates and Anarchs to being their oppressor.
  • Foil: Was initially this to the previous Sheriff, Balthazar, who was a racist ex-Confederate soldier.
  • The Last DJ: A rather horrific Deconstruction as he sells out his ideals and friends so he can play the kind of music he wants to play.
  • Lightning Bruiser: He's a 6th generation Brujah with lots of Potence and Celerity.
  • Pint Sized Power House: Is quite tall for his age but is still a fourteen year old who tears through walls.
  • The Sheriff: The job he takes in order to get back Baby Chorus. Kevin Jackson provides the funding and permission to perform while Damien polices the Anarchs as well as other Kindred. It also allows Damien to replace the hated Balthazar (an ex-Confederate while both Kevin Jackson and Damien are black).
  • Teens Are Short: Averted. His height allows him to pass for an adult.
  • True Companions: Damien feels this way about Baby Chorus despite the fact that only Kathy Glens is left of the original group.

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Elders

     Horatio Ballard 
https://static.tvtropes.org/pmwiki/pub/images/horatio_ballard.jpg
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/horatio_from_chicago_by_night___v5.png
5th Edition
A grossly obese robber baron from the turn of the century.

  • Blackmail: Suffered from this at the hands of Son, ending in him being forced to go to a porno theater in a flasher coat, which got him caught and humiliated by the other elite of Chicago.
  • Conspicuous Consumption: Used to engage in this in a literal sense, eating vast feasts that eventually gave him multiple heart attacks. Later, he'd do this even as a Kindred.
  • Corrupt Corporate Executive: Was one of the original Robber Baron types who helped make American capitalism.
  • Crapsack Only by Comparison: Ballard is still absurdly rich by most Kindred's standards, let alone mortals, but has gone from being a billionaire to a millionaire.
  • Expy: One for Sydney Greenstreet's character in The Maltese Falcon and in recent years the Kingdom from the Netflix incarnation of Daredevil
  • Fat Bastard: Is this incarnate. Not only is he obese to a horrific degree but he's a horrible monster both in his personal as well as professional life.
  • Fiction 500: Used to be one of the richest vampires in the world. He lost the majority of his personal fortune in the early 21st century.
  • Graceful Loser: Unlike Capone, holds very little onerous to Kevin Jackson for beating him to the Princedom.
  • Kick the Dog:
    • Destroyed the American steel industry in order to punish Modius in the town of Gary.
    • Used to go to a restaurant, order vast amounts of food, and then throw it up despite how it appalled guests.
  • How the Mighty Have Fallen: Lost his chance to become Prince of Chicago due to Son's blackmail. Then he proceeded to lose the majority of his fortune due to the changes in the market. He's still extremely rich and his family business vastly wealthy but he has nothing compared to what he did before.
  • Lighter and Softer: His character used to be an implied pedophile who fed on his family's children. That was removed in V5 and he feeds on all of his family now.
  • Uncanny Valley: In-universe. His 5th Edition write-up emphasizes that his body does not move like a normal human being's due to how his girth is essentially rock solid.
  • Uncle Pennybags: A surprising shift in his personality in V5 (possibly due to Character Development) means that he's very generous to the Kindred who are nice to him back.

     Al Capone 
https://static.tvtropes.org/pmwiki/pub/images/capone.jpg
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/al_capone___v5___chicago_folio.jpg
5th Edition

Yes, that Al Capone. He was turned into a vampire in Chicago and has since controlled its organized crime from behind the scenes.


  • Always Second Best: Has never been able to overcome Ballard to become heir of Lodin and now has become third best with Kevin Jackson.
  • Beethoven Was an Alien Spy: Averted. He became a vampire only after his arrest and retirement.
  • Death Faked for You: Did this when Kevin Jackson tried to have him killed.
  • The Don: Continues acting this way over Chicago's mobs, though he's lost most of his power to Kevin Jackson.
  • Even Bad Men Love Their Mamas: His Touchstone reminds him of his.
  • Foreshadowing: CAPONE LIVES is written on the walls of a Nosferatu sewer. And sure enough, he does.
  • The Ghost: What he becomes underneath Kevin Jackson's regime. He continues to operate from behind the scenes but few Kindred know he's still alive.
  • Hidden Depths: Has an interest in the vampire condition of Golconda.
  • Historical Beauty Upgrade: His vampire form returns him to the best years of his life compared to the sickly old man he was at the time of his mortal death.
  • Historical Domain Character: He's Al Capone and he's a vampire in Chicago.
  • Killed Off for Real: Kevin Jackson orders him destroyed both to protect The Masquerade and also to consolidate his power over organized crime in the city. Al Capone bribes the assassin to leave him alone.
  • The Masquerade: Has a lot of problems with this. Kevin Jackson orders him destroyed because of his threat to it.
  • Surprisingly Realistic Outcome: Being a famous 20th century figure with countless photos of him has caused him no end of pain with the Camarilla.

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Anarchs

     Anita Wainwright 

https://static.tvtropes.org/pmwiki/pub/images/anita_wainwright.jpg
1st edition.
https://static.tvtropes.org/pmwiki/pub/images/anita_from_chicago_by_night___v5.jpg
5th edition

Anita Wainwright is a former Granola Girl involved with a Black Panther when she was badly beaten by the police then Embraced to save her life. She has since become Baron of East Chicago and an Anarch leader.


  • Action Girl: Is as willing to tussle for the cause as any man.
  • Berserk Button: Has this regarding Lupines due to the death of her lover, Theodore.
  • Big Good: For Anarchs in Chicago.
  • Crusading Widower: The impetuous of her war against the Lupines.
  • Dude, Where's My Respect?: Is irritated that she is the Baron of East Chicago, mostly because of seniority and people still defer to Maldavis when present.
  • Fantastic Racism: Still hates Lupines and does her best to try and track down the ones who killed her lover.
  • Granola Girl: What Anita used to be in life. She's since adopted a much more harsh and punk-ish look.
  • Green-Eyed Monster: Is jealous of the respect that Maldavis still gets despite the fact she failed in her revolution and wanted to be Prince of Chicago.
  • Heroes Want Redheads: When she was a redhead. She's since dyed it brunette.
  • Horrible Judge of Character: Used to have associations with the Sabbat and is trying to persuade Critias to defect to the Anarchs despite being a loyalist Brujah methuselah.
  • Oblivious to Love: Is unaware that her subordinate, Marc Levensque, is in love with her.
  • The Paragon: As close to being this for the Anarchs as possible. She embodies their virtues and believes in the cause while being hard enough to carry them off.
  • Pretty Fly for a White Guy: Somewhat played with as she's a white woman who associates with radical black activist groups like the Nation of Islam.
  • Rank Up: Has gone from being a minor player in Chicago's Anarch scene (albeit an important one nationally) to their leader.
  • Reasonable Authority Figure: Ironic for an Anarch, she's probably the best leader the Anarchs have had in decades.
  • Roaring Rampage of Revenge: Has been trying to organize one of these against the Lupines for decades but can't pull it off since she doesn't know the identities of the ones who killed her lover.
  • White Gal on Black Guy Drama: This was the reason for her beating during her mortal life.
  • Widow Woman: Anita considers herself this despite never officially marrying Theodore Dooley.

     Gengis 

https://static.tvtropes.org/pmwiki/pub/images/gengis.jpg
1st Edition

https://static.tvtropes.org/pmwiki/pub/images/amy_wilkins_gengis_final.jpg
5th Edition

An iconic rabble-rousing Anarch and perpetual gadfly to the Camarilla. He has since risen to prominence in the Anarch Movement.


  • Bourgeois Bohemian: Despite having a dingy apartment and hanging with hardcore punks, is actually a software millionaire and trust fund baby. He keeps this side carefully hidden away from his Anarch contemporaries.
  • Category Traitor: Despite being an Anarch, he is heavily involved with Prince Kevin Jackson. He may actually be the person who came up with the "Anarch List." This would make him a traitor to the Anarchs but a loyalist to the Camarilla. However, Gengis views himself as preserving the Anarchs against the Prince.
  • Cool People Rebel Against Authority: Is motivated by this above all other things. Subverted in that he is nothing without authority to rebel against and clings desperately to the Camarilla.
  • Cultural Rebel: Is both an Anarch as well as punk.
  • The Gadfly: Is less interested in overthrowing the system than thumbing his nose at it.
  • Hypocrite: Espouses radical revolution and extremist political views while benefiting from Camarilla patronage as well as capitalist wealth.
  • My God, What Have I Done?: In an attempt to build a new Anarch group, accidentally united Balthazar, Nathaniel Borduff, and Sweetie Pepper into a group. All three are Kindred terrorists with incredibly violent personalities that are the exact opposite of the Anarchs that Gengis was trying to get together to hang with.
  • Nice Job Fixing It, Villain: Or maybe Nice Job Breaking It, Hero. Founding the Second Nihilists group may result in Kevin Jackson's assassination.
  • Odd Friendship: Has a number of these.
    • He's still good friends with Damien despite the latter now being Sheriff.
    • He's also a good friend to Dusable the Tremere Regent due to their shared love of jazz.
  • The Quincy Punk: Adopts this style of dress and attitude.
  • Rank Up: Is now one of the leading Anarchs in Chicago despite his many, many flaws.
  • Rebellious Rebel: Is actively working against his fellow Anarchs while espousing their cause.
  • Rebellious Spirit: Is motivated by the perception of being this despite being an inner conformist [to punk values].
  • Resistance as Planned: Has been trying to create one of this within the Camarilla. He gets to keep his friends alive under Kevin Jackson but will keep them under control.
  • Revolutionaries Who Don't Do Anything: Gengis is an Anarch who doesn't actually want the Camarilla to go away. Indeed, he is deliberately crippling the Anarch movement in Chicago.
  • Rich Kid Turned Social Activist: A cynical take on this, as he adopts the mannerisms of a hardcore punk and communist but lives a life of wealthy extravagance.
  • Rule-Abiding Rebel: Gengis loves fighting the "Man" but actually informs on them to the Camarilla because he's afraid of them disappearing. Which makes him skirt dangerously close to being The Quisling.
  • Secretly Wealthy: Is a millionaire that regularly golfs with executives and hangs out with yuppies when not with his punk friends.
  • Spell My Name with an "S": Gengis, not Genghis.

Gary, Indiana

     Modius 

https://static.tvtropes.org/pmwiki/pub/images/a5e798_754fccd8b8df4b92b6edd77e4afaa28a.jpg
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/modius.jpg
5th Edition

The Prince of Gary, Indiana. He is an insane and pathetic Kindred who has lost most (but not all) of his power.


  • Ambition Is Evil: All of his woes come from refusing to let go of what little power he has left,
  • Archenemy: Used to be this to Lodin but is now a Unknown Rival. Is still this to Juggler.
  • Aristocrats Are Evil: Still acts like it's the 19th or even 18th century.
  • Blue Blood: A low generation Toreador and childe of Chicago's Primogen.
  • Brainwashed and Crazy: He keeps his only childe and retainers like this.
  • The Caligula: Not quite there but coming close. His sanity has seen better days and he's prone to psychotic temper tantrums no one can stop.
  • Classy Cravat: Has one of these.
  • Comic-Book Fantasy Casting: Looks a great deal like Edgar Allan Poe.
  • Evil Is Petty: Modius only continues to exist to spite his enemies, often in pathetic shallow ways.
  • Glory Days: Modius was once ruler of a powerful steel town. He's now a pathetic shadow of his former self.
  • Ineffectual Sympathetic Villain: One way to play him, but he's actually more dangerous than that if his stats are any indication.
  • Irony: Modius was actually a Socialist Anarch in the 1930s despite being one of the most stereotypically aristocratic vampires you'll ever meet.
  • Jaded Washout: He clings to the title of Prince of a dying city.
  • Karmic Death: If he feeds off Sullivan Dane, he's burned from the inside out by the hunter's faith.
  • Morality Pet: Used to have Allicia as this but she's become another tool.
  • Politically Incorrect Villain: Keeps two elderly black men as enslaved servants.
  • The Remnant: Of the 1930s Socialist Anarchs.
  • Sissy Villain: He wears a cravat, coat and tails, despite living in a industrial ruin.
  • Starter Villain: His role according to Mark Rein Hagen. The coterie can finish him off very easily if that is their desire.

     Allicia 

https://static.tvtropes.org/pmwiki/pub/images/allicia.png
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/allicia.jpg
5th Edition

Modius' childe and brainwashed weapon. Becomes the second in command of Gary's Anarchs in 5th Edition.


  • Abusive Parents: Her sire, Modius, prostituted her and Dominated her repeatedly until she lost her voice.
  • Betty and Veronica: Forged in Steel has her as the Betty to Evelyn's Veronica for character Love Interest types available to PCs. Played with, as she's the Elder and seductress while Evelyn is the Naïve Newcomer.
  • Blue Blood: The childe of a Prince and a Toreador.
  • Brainwashed and Crazy: Is Blood Bound to Modius and forced to love him against her will.
    • Stops being the case in Let the Streets Run Red when it's revealed she eventually threw off the Blood Bond and joined the Anarchs.
  • Comic-Book Fantasy Casting: Resembles a Jazz Age Mila Jovovich in Let the Streets Run Red.
  • Cute Mute: A slight issue in a tabletop roleplaying game.
  • Dark and Troubled Past: It turns out that her family were Pentex executives and have degenerated into a Formor bloodline.
  • The Dog Bites Back: Allicia, with the help of Arthur Caldwell, eventually staked and handed over Modius to the Anarchs.
  • Femme Fatale: What she is unwillingly for Modius due to her Blood Bond to him.
  • Friendly Neighborhood Vampire: One of the few in the setting, as she is a very High Humanity and kind vampire that only does evil under his sire's mind-control.
  • Has a Type: Prefers shy, upper class withdrawn types. Subverted with Arthur Caldwell.
  • Heel–Face Turn: From the perspective of the Anarchs when she joined them and became Evelyn Stephen's Number 2.
  • Honey Pot: Modius uses her as a way to seduce Kindred Neonates that don't necessarily know about the Blood Bond.
  • Informed Attribute: Has fantastic skill in singing according to her character sheet, but is The Speechless so no one knows.
  • Mad Scientist's Beautiful Daughter: Allicia is the childe of Prince Modius and several adventure hooks offer her as a love interests to PCs who choose to resist Modius or as a Femme Fatale used by them as a weapon against her.
  • Morality Pet: Subverted in that she's adopted a rich executive's daughter but uses her Disciplines on her and intends to Embrace her once she's an adult.
  • Single Woman Seeks Good Man: She is hoping desperately for a Kindred partner to rescue her from Modius.
  • Speech-Impeded Love Interest: Allicia is a character designed to be a romantic interest for one of the PCs.
  • Throwing Off the Disability: Allicia manages to regain her singing voice and ability to speak after escaping Modius. She still prefers to communicate by text.
  • Ugly Guy, Hot Wife: Is lovers with Arthur Cadwell, a husky Anarch Malkavian nerd. Downplayed Trope because she has other lovers.

     Juggler 

https://static.tvtropes.org/pmwiki/pub/images/untitled_708.png
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/juggler.jpg
5th Edition

The leader of Chicago and Gary's Anarchs until his disappearance in 5th Edition.


  • Anarchy Is Chaos: Averted. Juggler just wants to put himself in charge.
  • Awesome Moment of Crowning: Subverted in that he finally becomes a Baron by the 21st century but it is after Gary, Indiana has effectively ceased to exist.
    • Played straight when he finally defeats Modius for real by getting his childe, Allicia, to turn on him. He's then promptly staked by Maxwell.
  • The Berserker: Like all Brujah, but mentioned to be especially bad in his description.
  • Bomb-Throwing Anarchists: Averted. He's notably less violent than most Anarchs, at least against fellow Kindred.
  • Disaster Dominoes: He told Evelyn about vampires while high, Embraced her when he sobered up, she told her police officer brother, and he's Blood Bound her—resulting in her brother becoming determined to save her as well as attracting the attention of the FBI.
  • Dramatic Irony:
    • Manages to become truly the ruler of Gary, only to be taken down only a few months later.
    • Despite being a minor player in Chicago's Jyhad, actually has figured out he's under the control of a Methuselah.
  • Gratuitous Italian: Occasionally peppers his speech with Neapolitan Italian.
  • Dramatic Irony: Enslaved his childe via the Blood Bond but is enslaved to the Brujah Tyler.
  • Hypocrite: Is an Anarch but Blood Bound his own childe to him.
  • Informed Attribute: He has a Humanity of 7 despite being said to have little regard for human life and prone to maiming people on a whim.
  • Meaningless Villain Victory: Canonically becomes the Baron of Gary after Dust to Dust. It just increases his resemblance to Modius.
    • Happens again when he defeats Modius and becomes ruler of a decent-sized Kindred population only to be staked by Maxwell.
  • Morality Pet: Tries to use Evelyn as this but it doesn't really work out since he's ruined her life.
  • Poisonous Friend: How he affects the Anarch Movement around him.
  • Rebellious Spirit: How he presents himself.
  • Rebellious Rebel: Juggler doesn't have any interest in changing the system, just rebelling against it.
  • Sell-Out: Is believed to be this by the Anarchs as per Dust to Dust.
  • Step Three: Profit: Makes a zombie movie that somehow satirizes the Camarilla and become a respected Baron. It somehow succeeds.
  • Visionary Villain: Subverted by Dust to Dust as he has the plan to cater to vampires passing through Gary on the way to Chicago by feeding on travelers. Aside from resembling From Dusk Till Dawn, this isn't exactly genius.

     Michael (Malkavian) 
https://static.tvtropes.org/pmwiki/pub/images/michael_52.png

A mentally disabled Malkavian who lives in a cemetery.


  • Brainwashed and Crazy: Is Blood Bound to Allicia.
  • Children Are Innocent: He has the mind of a child and is guiltless as a Kindred.
  • Creepy Cemetery: His haven is one of them. Averted in the fact it's probably the only Kindred haven in the setting where you don't have to fear for your life.
  • Creepy Good: Tall, gaunt, corpse-like vampire who lives in a cemetery but harmless.
  • Does Not Know His Own Strength: Is as powerful as an ox even without Potence.
  • Dumb Is Good: Is a saintly individual despite (or because of) his Intelligence of 1.
  • Dumb Muscle: Incredibly potent physically but innocent.
  • Friendly Neighborhood Vampire: One of the friendliest.
  • Properly Paranoid: Michael's continued survival is probably due to the fact he runs away from most Kindred the moment he sees them.
  • Morality Pet: Is implied to be one for Allicia but is suggested to be one for the PCs by the chronicle.
  • Nice Guy: Has a staggering Humanity of 10.
  • Screw This, I'm Outta Here!: His chief survival strategy is to avoid any other Kindred he meets with rare exceptions. This is almost certainly a good idea.
  • Suspiciously Similar Substitute: A vampire named Charlie replaces him Let the Streets Run Red. Charlie is also a mentally handicaped Malkavian.
  • Too Dumb to Live: Subverted in a surprising way that he has managed to survive on the streets of Gary, maintain his Humanity, and avoid being killed by his fellow vampires despite having the mental equivalence of an eight-year-old.
  • "Well Done, Son!" Guy: Sleeps in a mausoleum he (erroneously) thinks is his father's.

     Evelyn Stephens 
https://static.tvtropes.org/pmwiki/pub/images/evelyn_1.png
1st Edition
https://static.tvtropes.org/pmwiki/pub/images/evelyn_6.jpg
5th Edition

A newly Embraced Brujah who is struggling to make sense of her new world. Eventually, she rises to become Baron of Gary, Indiana.


  • Awesome Moment of Crowning: Became Baron of Gary after the disappearance of Juggler.
  • Betty and Veronica: The Veronica to Allicia's Betty. Played with because Evelyn is the Naïve Newcomer to Allicia's Honey Pot.
  • Brainwashed and Crazy: She's Blood Bound to Juggler despite this being against the Anarch creed.
  • But Not Too Black: May be the result of being a vampire, but is significantly lighter than her brother in the artwork. Averted in 5th Edition where she is a much darker skin tone.
  • Comic-Book Fantasy Casting: Her 5th Edition art strongly resembles Rosario Dawson.
  • Dark Secret: Both that she's an illegal Embrace and that she's broken the Masquerade.
  • Friendly Neighborhood Vampire: Is very new to it and still very human.
  • Has a Type: Is attracted to loud angry rebels over more sedate characters.
  • Little Black Dress: Has a preference for these.
  • Morality Pet: Her relationship to her brother helped keep her sane when everything was falling apart.
  • Naïve Newcomer: How the game encourages you to play her.
  • Odd Friendship:
    • In Let the Streets Run Red, she's still friends with her brother who is now the head of Gary's PD as well as a secret group of hunters.
      • Her 2020 coterie consists of a Jazz age Toreador (Allicia) and a angry violent Malkavian tabletop gamer (Arthur Caldwell). She's stated to be close friends with both.
  • Rebellious Spirit: Comes with being a (sincere) Anarch.
  • Riot Grrrl: Evelyn is an angry Brujah rebel who doesn't take any flack.
  • Took a Level in Badass: Became Baron of Gary, Indiana when her sire disappeared. Notably, she's doing a much better job than him.

     Sullivan Dane 
https://static.tvtropes.org/pmwiki/pub/images/screen_shot_2015_05_29_at_53401_pm.png

A Jesuit witch hunter that operates in Gary.


  • Affably Evil: Inverted as he's a good and just man but devoted to the destruction of the undead, which makes him this to them.
  • Badass Longcoat: He has one of these.
  • Badass Preacher: Is both a Catholic Priest as well as a monster hunter.
  • Character Development: In Dust to Dust is willing to have pleasant conversations with the undead even as he encourages them to commit suicide or allow him to destroy them.
  • Cool Hat: He sports a very dapper Fedora.
  • Expy: His name is a reference to Solomon Kane.
  • Fantastic Racism: Has devoted himself to the destruction of vampires. Because of the setting, he avoids Van Helsing Hate Crimes as most vampires really are terrible.
  • Glass Cannon: Sullivan Dane possesses true faith and numerous combat skills, but against even a single vampire is likely to be easily killed.
  • Holy Burns Evil: Possesses True Faith that burns the undead.
  • The Last Dance: Sullivan Dane decides to go out in a suicide attack against the undead when he starts getting too old to hunt. Subverted when he turns up alive in Let the Streets Run Red.
  • Surprisingly Realistic Outcome: Age eventually catches up to Sullivan Dane and he becomes unable to continue to prosecute the hunt against the undead.
  • Well-Intentioned Extremist: Believes vampires are irredeemably evil. He's usually right most of the time, but Gary has a couple of Friendly Neighborhood Vampire types.
  • The Witch Hunter: A black trench coat wearing hunter of monsters with a cool hat.

     Arthur Caldwell 
https://static.tvtropes.org/pmwiki/pub/images/890355_sx1280_ql80_ttd.jpg

A vampire role-playing nerd turned vampire freedom fighter.


  • Action Survivor: An overweight nerd in life who has developed extremely diverse combat stats. His backstory even talks about an armed robbery that paid for his game store.
  • Ascended Fanboy: Was a fanatical player of the in-universe Revenant: The Ravishing before getting turned into a real vampire.
  • Becoming the Mask: Implied by his quote. Apparently, in order to survive he started roleplaying a lunatic badass and is now halfway there.
  • Beware the Nice Ones: Not nearly as nice as he appears.
  • Berserk Button: Combined with Tranquil Fury. Arthur is an incredibly angry Malkavian who sublimates any wrong done against him to plot against them.
    • Indeed, in Let the Streets Run Red the surest way to fail to get information from him is to try to intimidate him despite his being an obvious dork.
  • Brainwashed and Crazy: Possibly. He could also be suffering from a split personality.
  • Bully Hunter: Implied by the fact his Derangement is literally harboring feelings of intense rage and vengeance toward anyone who has wronged him. Also, his Conviction is that he wants to protect his friends.
  • Brilliant, but Lazy: His stats indicate he's a genius (Intelligence 4) and actually has a working knowledge of Game Theory (the economics model, not tabletop gaming) but apparently devoted his mortal life to slacking off, playing roleplaying games.
  • Dark Secret: Is a diablerist. He just doesn't remember who.
  • Easily Forgiven: Doesn't hold his sire's slavery of him against him and wants to find a permanent caretaker for him.
  • Good Samaritan: A rare example of this in Vampire: The Masquerade even if he ends up killed (for the first time) for it.
  • Hollywood Nerd: An overweight, average-looking lazy bum. Subverted in the fact being a vampire has made him a ruthless killer.
  • The Napoleon: It's implied that years of minor slights have turned him into this. He's overweight, average in appearance, and an obvious nerd.
  • No Good Deed Goes Unpunished: Attempts to intervene in a gang beating and is killed. Played with as this is also the reason for his Embrace.
  • Not-So-Harmless Villain: Arthur has a mid-tier Humanity, lots of combat stats, and a Derangement that literally causes him to plot revenge for the most minor of slights.
  • Odd Friendship: Evelyn Stephens and he are close friends despite her being the beautiful party girl and him being an overt nerd.
  • Pet the Dog: Comes to the rescue of Charlie despite the fact he shouldn't, helps Allicia escape her sire, teaches her how to text, and has a Conviction about helping others. He also is Revenge Before Reason sociopath.
  • Revenge Before Reason: It's literally his Derangment. Arthur does not forget any slight done to him. The exception being his coterie.
  • Surprisingly Realistic Outcome: Attempted to rescue a mentally handicap kid from a gang of Neo-Nazis beating him to death, only to be beaten to death himself.
  • This Loser Is You: Played with as while his mortal life is nothing to brag about, he's a Herald of the Anarchs and a Action Survivor.
  • Trauma Conga Line: Is beaten to death by Neo-Nazis, Embraced by a Malkavian, enslaved by said Malkavian, and then joins the Anarchs only to be abused by Juggler. He also loses numerous friends to Damien the Sheriff of Chicago.
  • Undying Loyalty: To Allicia. He's also close friends with Evelyn.
  • Ugly Guy, Hot Wife: Is lovers with the gorgeous Allicia despite being an overweight nerd. Downplayed because she has other lovers. It's also implied to be an unhealthy relationship that he is utterly devoted to.


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