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  • Complete Monster: Caroline Merit, as the protector of House Cadogen, has faced several supernatural threats, but a few stand out from the crowd:
    • Some Girls Bite; Friday Night Bites; & Hard Bitten: Celina Desaulniers, the head of House Navarre, started off by murdering her lover in a spiteful act after he rejected her. Celina began a murder spree as an excuse to kill Merit—leading to her siring after an attack—after Merit's father earned her scorn, while framing the deaths on the other vampire houses in order to prop hers up and gain humanity's trust, with an eventual end goal of using this to initiate a bloody war between vampires and humans. Later taking advantage of a supernatural summit, she plans to use said summit to sow tensions and restart an ancient war between vampires and shapeshifters regardless of the death this would cause. Eventually desperate, Celina allies with the corrupt Mayor Seth Tate and helps distribute the drug "V" to vampires all across Chicago starting murder sprees while getting the attention she's always desired as its distributor. Even Celina's last moments have her temporarily kill Merit's lover Ethan Sullivan as a way to spite her, cementing herself as Merit's most personal enemy.
    • Hard Bitten & Biting Cold: Dominic is an angel of justice better known as Mayor Seth Tate, the identity he stole from his noble twin brother by possessing him. In the name of his warped "justice", Dominic annihilated entire cities in his heyday, before eventually being forcibly bound to his brother Seth by a fairy queen Dominic had seduced and used. As the Mayor of Chicago in Seth's place, Dominic spreads the vampire drug V on the streets to drive them into murderous frenzies, all to "purge" the city of those he sees as contamination. Dominic even deals with the murderous vampire Celina and turns the drug on her to experiment in Mind Control. Finding out how to regain his true form after mind-raping a witch, Dominic engages on his crusade to exterminate the "pestilence" of humanity, murdering several cops and even old minions of his, before attempting to level parts of the city to kill everyone he deems impure, viciously attempting to murder his own brother Seth when he stands in the way.
    • Dark Debt: Julian Burrows is a vile vampire hired by the circle to take the guise of Ethan's sire Belthasor to torment him. Julian is a monstrous rapist who hunts and rapes a woman for the fun of it, even shocking other members of the circle. After being empowered by Sorcha Reid with the ability to violate the minds of his victims, Julian begins a rampage across Chicago, forcing his victims to feel as if they were being sexually assaulted. After being found, Julian, nothing more a slave to his lustful whims, reveals he intends to rape Merit out of lust.
    • Dark Debt; Midnight Marked; & Blade Bound: Sorcha Reed is the wife of Adrien Reed, an alchemist who runs the Circle with him who torments Ethan by transforming the savage Julian Burrows into the image of the vampire who sired him and letting Julian do as he may, and intends to use her powers to enslave the supernatural population of Chicago under her thrall. When she and Adrien are defeated, Sorcha proceeds to kill her own husband and starts to freeze over Chicago, announcing that unless Ethan and Merit are turned over, she'll freeze the entire city to death. When confronted, Sorcha kills one of their sorcerer allies, and uses the magic she's been building to summon a monstrous magical construct with which she intends to wreak havoc.

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