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* [[ComedicSociopathy Billy-Ray Sanguine]], the self-styled hitman "deluxe", is introduced as Baron Vengeous' frequently vexed HyperCompetentSidekick, but grows out of his cruel vitriol after finding love to become far more intelligent and perceptive than initially thought. After killing a group of rich college psychopaths out of a desire to not be defined by his job as a bad guy, Sanguine forms the Revengers' Club for revenge against Valkyrie, but abandons his vendetta upon learning that she's already destined for far greater suffering. Sanguine later steals the Receptacle key to help stop the Remnant outbreak before entering into a relationship with the possessed Tanith Low, assisting her in stealing the God-Killer weapons that could be used to destroy her DarkMessiah Darquesse only to secretly keep them for himself after faking their destruction to ensure the world's safety. Later inserting himself as Skulduggery's spy within Darquesse's minions, Sanguine pushes Tanith to turn against her messiah and rescues her afterwards even though she subsequently loses her memories of their relationship, escaping Darquesse's wrath himself despite the goddess' suspicions. Hilarious as he is psychopathic; reliable as he is misfortunate; and genuinely in love with Tanith, Sanguine ultimately dies in a fight to protect her from the Black Cleaver.
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* ''Mortal Coil'': [[TheDreaded Tesseract]] is an infamous Russian assassin hired to kill Davina Marr by the Roarhaven mages. A ConsummateProfessional who meticulously studies his opponents, spends hours carefully disabling any defenses or traps that may be in his way, and avoids killing those he hasn't yet been paid to assassinate, Tesseract tracks down Marr and nearly kills her before she's just barely saved by Skulduggery. Discovering the location of Skulduggery's home while Marr is being held there, Tesseract [[CurbStompCushion fends off the the inhabitants with only a few difficulties]] and completes his contract. Although he's betrayed by the Children of the Spider, Tesseract survives being paralyzed and buried alive, hunting down his former employers to get revenge for their betrayal. Later managing to kill the Torment after once again trouncing Skulduggery, Tesseract is fatally wounded by Lord Vile and spends his last moments having a friendly conversation with the detective.
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* ''Mortal Coil'': [[TheDreaded Tesseract]] is an infamous Russian assassin hired to kill Davina Marr by the Roarhaven mages. A ConsummateProfessional who meticulously studies his opponents, spends hours carefully disabling any defenses or traps that may be in his way, and avoids killing those he hasn't yet been paid to assassinate, Tesseract tracks down Marr and nearly kills her before she's just barely saved by Skulduggery. Discovering the location of Skulduggery's home while Marr is being held there, Tesseract [[CurbStompCushion fends off the the inhabitants with only a few difficulties]] and completes his contract. Although he's betrayed by the Children of the Spider, Tesseract survives being paralyzed and buried alive, hunting down his former employers to get revenge for their betrayal.revenge. Later managing to kill the Torment after once again trouncing Skulduggery, Tesseract is fatally wounded by Lord Vile and spends his last moments having a friendly conversation with the detective.
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* ''Apocalypse Kings'': The unnamed [[NobleDemon Deathless]] is the leader of the [[EldritchAbomination Apocalypse Kings]], three gods who want revenge on the Faceless Ones for the [[LastOfTheirKind destruction of their own races]]. Released from their prison by Adedayo, the Kings feed off of the souls of people at his school in order to regain their power, with the Deathless stopping the Cythraul from outright devouring them. [[ThanatosGambit Intending to kill themselves]] in order to [[TheEndOfTheWorldAsWeKnowIt destroy the world and deny the Faceless Ones their homeland]], the Deathless debates with Adedayo about their plan, acknowledging their hypocrisy and trying to reassure him with the knowledge of the beautiful afterlife that awaits him. Instead convinced to be better than the Faceless Ones, the Deathless persuades the other Apocalypse Kings to abandon their plan and return to their prison until they decide what to do with themselves.
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* ''Apocalypse Kings'': The unnamed [[NobleDemon Deathless]] is the leader of the [[EldritchAbomination Apocalypse Kings]], three gods who want revenge on the Faceless Ones for the [[LastOfTheirKind destruction of their own races]]. Released from their prison by Adedayo, the Kings feed off of the souls of people at his school in order to regain their power, with the Deathless stopping the Cythraul from outright devouring them. [[ThanatosGambit Intending to kill themselves]] in order to [[TheEndOfTheWorldAsWeKnowIt destroy the world world]] and deny the Faceless Ones their homeland]], holy "Darklands", the Deathless debates with Adedayo about their plan, acknowledging their hypocrisy and trying to reassure him with the knowledge of the beautiful afterlife that awaits him. Instead convinced to be better than the Faceless Ones, the Deathless persuades the other Apocalypse Kings to abandon their plan and return to their prison until they decide what to do with themselves.
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* [[FutureMeScaresMe Cadaver Cain]] is a future version of Skulduggery Pleasant from a timeline where Damocles Creed [[BadFuture succeeded in taking over the world]]. Taking up a new name in honor of Valkyrie and falling back into the darkness he held as Lord Vile, Cadaver unlocks the omniscience and memories from his deal as Vile to kill all life on behalf of the [[GodOfTheDead Viddu De]]. Serving as the only form of resistance against Creed and Malice, Cadaver waits for Valkyrie to travel to the future so he can possess her and return to the present. Cadaver arranges for Creed to be assassinated and resurrected by his follower Uriah Serrate, pretending to assist in Skulduggery, Valkyrie, Omen, and Crepuscular's investigation into the Church of the Faceless while he uses his subtle influence over Creed to hijack his plan and create a universe-wide death field. As witty as his present incarnation and genuinely believing he's giving everyone peace, Cadaver serves as a grim reminder of the darkness Skulduggery always holds in his heart.
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* [[FutureMeScaresMe Cadaver Cain]] is a future version of Skulduggery Pleasant from a timeline where Damocles Creed [[BadFuture succeeded in taking over the world]]. Taking up a new name in honor of Valkyrie and falling back into the darkness he held as Lord Vile, Cadaver unlocks the omniscience and memories from his deal as Vile to kill all life on behalf of the [[GodOfTheDead Viddu De]]. Serving as the only form of resistance against Creed De]] and Malice, Cadaver waits for Valkyrie to travel to the future so he can possess her and return to the present. Cadaver arranges for Creed to be assassinated and resurrected by his follower Uriah Serrate, pretending to assist in Skulduggery, Valkyrie, Omen, and Crepuscular's the investigation into the Church of the Faceless while he uses his subtle influence over Creed to hijack his plan and create a universe-wide death field. Although defeated with his connection to the Viddu De severed, Cadaver allies with Crepuscular Vies in his plan to unleash the Hosts' Doomsday Protocol after aiding in the fight against the Faceless Ones and the Shalgoth, upstaging Creed as Supreme Mage in the process. As witty as his present incarnation and genuinely believing he's giving incarnation, whether fighting to give everyone peace, what he believes to be peace or as an [[WildCard agent of chaos]], Cadaver serves as a grim reminder of the darkness Skulduggery always holds in his heart.
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* [[ComedicSociopathy Billy-Ray Sanguine]], the self-styled hitman "deluxe", is introduced as Baron Vengeous' frequently vexed HyperCompetentSidekick, but grows out of his cruel vitriol after finding love to become far more intelligent and perceptive than initially thought. After killing a group of rich college psychopaths out of a desire to not be defined by his job as a bad guy, Sanguine forms the Revengers' Club for revenge against Valkyrie Cain, but abandons his vendetta upon learning that she's already destined for far greater suffering. Sanguine later steals the Receptacle key to help stop the Remnant outbreak before entering into a relationship with the possessed Tanith Low, assisting her in stealing the God-Killer weapons that could be used to destroy her DarkMessiah Darquesse only to secretly keep them for himself after faking their destruction to ensure the world's safety. Later inserting himself as Skulduggery's spy within the ranks of Darquesse's minions, Sanguine pushes Tanith to turn against her messiah and rescues her afterwards even though she subsequently loses her memories of their relationship, escaping Darquesse's wrath himself despite the goddess' suspicions. Hilarious as he is psychopathic; reliable as he is misfortunate; and genuinely in love with Tanith, Sanguine ultimately dies in a fight to protect her from the Black Cleaver.
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* [[ComedicSociopathy Billy-Ray Sanguine]], the self-styled hitman "deluxe", is introduced as Baron Vengeous' frequently vexed HyperCompetentSidekick, but grows out of his cruel vitriol after finding love to become far more intelligent and perceptive than initially thought. After killing a group of rich college psychopaths out of a desire to not be defined by his job as a bad guy, Sanguine forms the Revengers' Club for revenge against Valkyrie Cain, Valkyrie, but abandons his vendetta upon learning that she's already destined for far greater suffering. Sanguine later steals the Receptacle key to help stop the Remnant outbreak before entering into a relationship with the possessed Tanith Low, assisting her in stealing the God-Killer weapons that could be used to destroy her DarkMessiah Darquesse only to secretly keep them for himself after faking their destruction to ensure the world's safety. Later inserting himself as Skulduggery's spy within the ranks of Darquesse's minions, Sanguine pushes Tanith to turn against her messiah and rescues her afterwards even though she subsequently loses her memories of their relationship, escaping Darquesse's wrath himself despite the goddess' suspicions. Hilarious as he is psychopathic; reliable as he is misfortunate; and genuinely in love with Tanith, Sanguine ultimately dies in a fight to protect her from the Black Cleaver.
