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Villain Overview

Who am I? WHO AM I? I am the great Sir Pentious! Inventor, architect of desssstruction, villain extraordinaire!
~ Pentious introducing himself.
Fire.
~ Pentious ordering the Egg Boiz to fire the death ray at Adam, also his last words before his death and ascending to heaven.

Pendleton, now known as Sir Pentious, is a major character in the adult animated musical dark comedy series Hazbin Hotel. He is a brilliant yet eccentric inventor and a revoked snake demon who planned to take over Hell and become an Overlord. He is also Cherri Bomb's former arch-rival, the two locked in turf wars over new territory, and current love interest after they befriended each other.

Originally a supervillain, Pentious redeemed himself after officially joining Charlie Morningstar's titular hotel. He ultimately sacrifices himself in an attempt to stop Adam, ascending to Heaven as a result.

He was voiced by Will Stamper in the pilot only and is currently voiced by Alex Brightman (who also voices Adam in the same series, Robo Fizz in Helluva Boss, and Beetlejuice in both the musical of the same name and in Teen Titans Go!) in the series proper.

Appearance[]

Sir Pentious is a snake demon who has red eyes, sharp claws for fingers, sharp teeth, a long tail, and a cobra hood that is yellow on the inside and black on the outside. He wears a black and yellow bow tie, a yellow shirt, a grey coat that has yellow vertical stripes and wears a black top hat that has sharp teeth and one eye. The weirdest thing about Sir Pentious is that he has multiple pink eyes on his tail, one on his chest, and four inside his cobra hood.

Personality[]

As a villain, Pentious seems to take cues from the classic "mustache-twirling" stock villains, acting as bombastic and hammy as possible. Amongst while also believing himself a far larger threat than he actually is, while in truth he's just another run of the mill wannabe in a place already full of them, and most people don't even remember him (Alastor especially). Yet still his exaggerated pride in how evil and cunning he is, or thinks he is, even has him outright declare: "I'm so evil!".

However, he is more than capable of showing remorse and has a sense of honor, which are some of the main reasons for redemption becoming real.

Though mostly seen as goofy, Vivzie said he can be a threat if given the right moment. Though this is mostly thanks to his machines than his actual fighting skills, something he is clearly aware of, and why he relies on them.

As noted by Angel Dust, Sir Pentious is oblivious to sexual innuendos. This is due to the fact he's from the late 18th century when current sexual innuendos and sex jokes weren't really a thing.

He doesn't treat his minions too well, often harming and insulting them. But they remain loyal to him, even liking it to some degree, as one repeatedly asks for Pentious to shoot him, which he never does. And he's capable of doing nice things for them on occasion, such as fixing their broken toys or reading stories to them, mostly about himself, even tearfully leaving them to redeem himself, until later he sleeps with them.

Sir Pentious is said to be bisexual, although VivziePop admitted that at this point his sexuality is not plot-relevant and may change. He is revealed to have skills at playing the organ.

History[]

Backstory[]

Sir Pentious' was originally a human inventor named Pendleton that lived in London 1888 during the Victorian era. He mainly stayed home in his building where he lived without socializing with others and meeting friends, instead watching others from his window as he worked on his inventions. At one point, he witnessed the murder of a woman and knew who the murderer was, but kept that knowledge to himself. As a result, the murderer went on to murder five more woman and got away with his crimes.

Feeling nothing but guilt for not taking action, Pendleton was sent to Hell after he died and was reborn as a demon as Sir Pentious. Being an inventor, Sir Pentious has expertise in building and working with machines and devices. At one point in time, he and Baxter created an army of minions known as the Egg Boiz, which he uses as a part of his advantage to take over Hell and became an Overlord.

Pilot[]

In the official pilot of the series where he is the main antagonist, Sir Pentious arrives in his airship destroying numerous buildings to claim territory, laughing maniacally in the process. While explaining his plan to take over Hell, he is interrupted by Cherri Bomb and calls him an edgelord. At first, Sir Pentious accuses the Egg Boiz but is later confronted by the one-eyed demon herself. Sir Pentious and Cherri Bomb then engage in a battle to gain new territory and Angel Dust later joins the battle to aid Cherri. During the battle, Sir Pentious wraps a chain around Angel Dust and throws him across the battlefield. Angel Dust makes a snarky joke by saying "Oh! Harder daddy!".

However, Sir Pentious doesn't get the joke and mistakes him for his son, making Angel confused. Cherri then comes in and rams into Sir Pentious, making him furious. Sir Pentious then tells the two that they have no class and that in war the side remembered is the side with the most style. Angel Dust then questions him about his hat being alive, to which he answers that it's none of his business. Angel Dust then makes a gay joke about his hat being the top and him being the bottom, making the snake demon feel insulted. Having enough of Angel's jokes, Sir Pentious threatens to blow him to bits to which Angel replies with another sex joke. An Egg Boi with a weapon then appears behind Angel Dust and uses it to grab him and Sir Pentious says "Not so cocky now, are we?!".

Sir Pentious then grabs a power drill to impale Angel Dust but ends up getting shot by a gun after Angel Dust grows two extra arms. Sir Pentious and his minions then change towards Angel Dust and Cherri Bomb, who both change back. Sir Pentious later arrives at the Hazbin Hotel in his airship and blows down the front doors with a cannon. After realizing that Alastor the Radio Demon is with Angel Dust, Sir Pentious then pulls out a huge cannon and attempts to whip out the Hazbin Crew.

However, Alastor summons shadow tentacles and smashes Sir Pentious and his ship, causing it to blow up and have casualties among his minions. Sir Pentious, however, survives and is shown climbing out of the crater caused by the explosion in the post-credits scene with a surviving Egg Boi asking if he can shoot him with his ray gun. As a response, Sir Pentious then passes out of exhaustion.

Season 1[]

In the second episode, Sir Pentious comes back to the Hotel seeking revenge on Alastor; the Overlord does not remember him at all, but accepts his challenge and thoroughly defeats Pentious again (though does so mostly offscreen) destroying his airship and remarking "Thanks for another forgettable experience!", and Pentious says "Thank you... for letting your guard down!", and rips off a piece of his coat. As a result, Alastor blows him away in an explosion.

Later in the same episode, Pentious is hired by Vox to infiltrate the Hotel as part of Vox's overall grudge against Alastor. Pentious does so, approaching Charlie claiming he desires to join her project, but is caught by Angel Dust after a few hours. When Vox tells him to kill himself as a result, Pentious accepts his death, but after a song, he decides to join Charlie's project for real. This is likely due to him being rejected by several Overlords and seeing the hotel as his only real hope.

In episode three, Pentious has not gained much trust from the other residents, and when Charlie tries to assure Vaggie he is not planning to rebuild his WMDs to renew his turf wars, Pentious quickly proves her wrong by entering with a small cache of weapons purchased from Carmilla. After Vaggie confiscates them, she orchestrates a series of trust-building exercises that culminate with throwing Pentious and Angel Dust into the middle of an unrelated turf war with the intent that they will learn to trust each other when dealing with the hardships of battle together. By the end of the episode, this seems to have worked.

After playing a minimal role in the next two episodes, Pentious goes to a nightclub with Cherri Bomb and the hotel residents in episode six. It soon becomes clear to the audience that Pentious is secretly in love with Cherri Bomb, but is too afraid of her response to admit it. His attempts to get closer to Cherri invariably end in disaster, as he twice has to buy drinks for everybody in the club after offering to buy her one, and is dragged into one of the club's sex rooms by the patrons after propositioning her (having backpedalled and declared he's having sex with everybody). Tragically, when Cherri Bomb decides that she'll sleep with the next man she sees, Pentious is a few seconds too late and misses his chance.

When Alastor reveals in episode seven that the Exorcists can be killed, Pentious admits that one of the Egg Boiz had already told him, having attended an Overlord meeting with Alastor previously. Pentious is confronted for not telling anyone else and defends himself by pointing out that the Egg Boiz say insane and ridiculous things all the time. Vaggie advises him and Angel Dust to leave, as the Exorcists will be coming to the hotel during the next extermination to kill everybody. As the episode's final moments reveal, however, Pentious chooses to stay and help defend the hotel.

In the Season 1 finale, Pentious helps to fortify the hotel, although he insists on dressing as a nineteenth-century general while doing so. On the last night before the extermination, Pentious gives a toast "to being alive today and not dying tomorrow". He again approaches Cherri Bomb and tries to confess how he feels about her, but chickens out at the last second and simply wishes her luck in the battle. As he leaves, Angel Dust decides to help him out and tells Cherri Bomb that Pentious "has two dicks", which gets her interested.

When Adam and the Exorcists arrive, "General Pentious" leads the defence of the Hazbin Hotel against them. Using his vantage point from the hotel's balcony, Pentious directs the other defenders by giving them the locations of incoming waves of Exorcists, and puts his war machines to good use by firing on the angels with them. Unfortunately, Adam proves too strong for the defenders and is able to overcome Alastor, who was supposed to stop him. Pentious decides to use the death ray attached to his airship. Before boarding his ship he kisses Cherri Bomb and admits that he loves her. However, just as Pentious orders the Egg Boiz to fire, Adam vaporises the blimp with him onboard, casually remarking "That could've been ugly".

Although Pentious' death is greatly mourned by his friends, who erect a shrine to him in the hotel, it is not the end for him. His act of self-sacrifice was so heroic that Pentious becomes the first damned soul to successfully ascend to Heaven, appearing in the realm in front of a shocked Sera and equipped with a halo. Pentious briefly expresses confusion about where he is, before realizing and happily greeting the angels.

Season 2[]

Sir Pentius arrives in heaven, where he is judged and accused by Sera of being an invading demon, while Emily supports him. Finally, the Speaker of God arrives, who asks Sir Pentius to tell his story. He recounts how he was a hermit inventor in London in 1888, when he saw a woman being murdered, but did not report the killer out of fear or because of something he didn't know. He regrets it and tells how he carried it to the grave.

Even so, the Speaker sympathizes with him and praises him for having sacrificed himself for his friends by acting selflessly and accepts him, though Lute opposes it. Afterwards, he receives a warm welcome from Emily, Saint Peter, and Abel. He expresses that he misses his friends and the Egg Boiz, after which Emily creates some angelic eggs for him. Later he hears that heaven will close its doors as a security protocol, after which Emily goes to tell Charlie that redemption is possible. In the end, Sir Pentius cries, missing his friends.

Relationships[]

Allies[]

  • Charlie Morningstar (close friend)
  • Vaggie
  • Angel Dust
  • Husk
  • Alastor (former one-sided rival)
  • Nifty
  • Cherri Bomb (former archenemy/love interest)
  • Egg Boiz
  • Lucifer Morningstar
  • Vox (ex-idol; formerly)
  • Emily
  • Sera
  • Speaker of God
  • St. Peter
  • Abel

Enemies[]

Quotes[]

The power of my machines are unmatched! No other demon can compare to the likes of I!
~ Sir Pentious during his attempted takeover of Hell.
You whores have no class! In war, the side remembered is the side with the most... style!
~ Sir Pentious to Cherri Bomb and Angel Dust.
noicon
Hah! Well, well, well. Look who it is harboring the striped freak! We meet yet again, Alastor
~ Sir Pentious attacking the Hazbin Hotel.
Show yourself, Alastor! Come and FACE- Oh, there you are. FACE MY WRATH!!
~ Sir Pentious looking for Alastor.
Who am I? WHO AM I? I am Sir Pentious, inventor, architect of destruction!
~ Sir Pentious introducing himself to Alastor after finding out he doesn't remember him.
Thank... you... FOR LETTING YOUR GUARD DOWN! AHAYAHAHA! Oh shit.
~ Sir Pentious ripping off a piece of Alastor’s coat, before being launched away.
Huh... er... wha...? Where... where am I?! Oh... hello...
~ Sir Pentious upon meeting Sera and Emily upon his ascension to Heaven.

Abilities[]

Natural Abilities[]

  • Venomous Bite: Like Angel Dust, he has the ability to poison his victims with his bite, which can cause them to fall ill.
  • Constriction: Sir Pentious can constrict his victims with his tail. This is demonstrated in the pilot when he squeezes one of the Egg Bois. Sir Pentious turns this feature into a metaphor when he exposits his plan to take over Hell, claiming that no one would be able to escape from his "constrictive grasp".

Skillset[]

  • Inventing: Sir Pentious has a talent for inventing complicated new weapons and machinery. Vaggie refers to these devices as "steampunk", but whether that definition truly fits or whether she said so in jest is unclear.
    • Machine Creation: Sir Pentious has been shown to have created a vast collection of machines, including a zeppelin and laser cannons.
  • Wealth: Sir Pentious is shown to be rather wealthy on numerous occasions, such as when he orders heavy machinery online and buys several drinks for all the patrons in the "Consent" club.
  • Weapon Mastery: Sir Pentious is able to use his inventions and machinery to his advantage, he is skilled enough to slam Angel Dust to the ground by grappling him with a chain, although he can still be easily defeated by stronger opponents like Alastor.
  • Organ Playing: VivziePop has stated that Sir Pentious is rather skilled at playing the organ.

Unique Abilities[]

  • Multiple Eyes: Sir Pentious has eyes scattered across his body which allows him to see in different directions.
    • Hypnosis: Sir Pentious is able to hypnotize (or at the very least, temporarily stun) his victims with the eyes on his hood.

Weaponry[]

  • Chain Grapple: He wields a long length of chain that he uses to grapple and entangle foes.

Trivia[]

  • His name, or more precisely the shortened version "Sir Pent", is a play on the word 'serpent'.
  • He is confirmed to be bisexual.
  • According to Vivziepop, Sir Pentious was originally supposed to be a one-off, minor character, as he was supposed to be the villain just for the pilot only. However, he grew on Vivienne and the Hazbin Hotel fans so much that she decided to give him a bigger role in the series.
  • During a stream, it was mentioned that he had a crush, though it was not mentioned who. This was eventually confirmed to be Cherri Bomb in the series.
  • According to VivziePop in her VIVZIE STREEM- Let's Get it Started HAH -#2 livestream, another character helped Sir Pentious create the Egg Boiz, although it's unrevealed who this is as of writing.
  • Viv has said that Sir Pentious would like cats. Cutely, there's a scene where Charlie's cat KeeKee climbs on his lap, his reaction being best described as astonished delight.

External Links[]

Navigation[]

            / Villains

Hell
Seven Deadly Sins
Satan | Mammon

Ars Goetia
Stolas | Stella | Andrealphus | Paimon

Overlords
The Vees: Vox | Valentino | Velvette
Others: Alastor | Carmilla Carmine | Rosie

Sinners
Hazbin Hotel: Sir Pentious | Cherri Bomb | Baxter
I.M.P's Clients: Ohio Demon | Mrs. Mayberry | Loopty Goopty | Karen Client
Others: Katie Killjoy | Mimzy | Susan | Cannibals | Martha | Lyle Lipton

Hellborn Demons
I.M.P: Blitzø Buckzo | Moxxie Knolastname | Millie Knolastname | Loona
Buckzo Family: Blitzø Buckzo | Cash Buckzo | Barbie Wire
Crimson's Mafia: Crimson Knolastname | Moxxie Knolastname | Chazwick Thurman
Millie's Family: Millie Knolastname | Sallie May
Verosika's Crew: Verosika Mayday
Others: Loan Sharks | Striker | Wally Wackford | Arick Burnz | Rolando | Ice Dragon

Others
Egg Boiz | Robo Fizz

Heaven
Seraphim
Sera

Exorcists
Adam | Lute | Dead Exorcist | Vaggie

C.H.E.R.U.B
Cletus, Collin and Keenie

Earth
Humans
Martha's Family: Ralphie | Martha and Ralphie's Children
D.H.O.R.K.S.: Agent One and Agent Two
Paesano Family: Paulie Paesano | Luigi Paesano
Others: Jack the Ripper | Counselor Jimmy | Gerardo Velazquez | Driveso | Mortadella Family

Others
Fish Monster | Penguins