Sir Pentious

"Those other cowardly sinners dare not hinder my territorial takeover! A wise decision! The power of my machines are unmatched! No other demon can compare to the likes of I!."

- Sir Pentious bragging about himself.

Sir Pentious is a Sinner Demon, who served as an antagonist in the pilot That's Entertainment. of Hazbin Hotel. He is an inventor and his goal is to conquer Hell using his machines and army of Egg Bois.

Appearance
Sir Pentious is a slender snake-like demon. His eyes have a red sclera with black, narrow pupils. He has a wide mouth with sharp, yellow teeth.

His predominant body color is a charcoal grey. He wears a jacket in a matching charcoal grey, pinstriped with yellow.

The open breast of the jacket reveals a yellow underlayer, in the center of which is single cerise eye.

His cobra hood is yellow, tipped with black and features four cerise eye patterns spread across the center. He wears a black bow-tie with a yellow center.

His neck is long and his tail is dark charcoal grey, with thick yellow stripes featuring almost a dozen cerise eyes running down the length of it.

Sir Pentious wears black fingerless gloves with yellow dots on each knuckle on his hands, and has sharp, cerise claws.

He accessorizes with a large top hat in light charcoal grey, which has a large cerise eye in the center of it and, just like him, has many sharp, yellow teeth.

The top hat appears to be sentient, as it blinks and changes expressions in unison with Sir Pentious.

Personality
Sir Pentious is bombastic, flamboyant, short-tempered, temperamental, and persistent, his personality appearing to take cues from classic 'mustache-twirling' stock villains.

He takes a huge amount of pride in his grandious ideas of how evil and cunning he is; at one point even outright declaring: "I'm so evil!".

As noted by Angel Dust, Sir Pentious is oblivious to sexual innuendo and tends to take the things said to him very literally.

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 is able to 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 to metaphor when he exposits over 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.
 * Machine Creation: Sir Pentious has shown to have created a vast collection of machines.
 * 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.

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 his victims with the eyes on his hood.

Gallery

 * Sir Pentious/Gallery

Trivia

 * The shortened version of his name, Sir Pent, is a play on the word "serpent".
 * His name might also be derived from the word "pretentious", which means "attempting to impress by affecting greater importance, talent, culture, etc. than is actually possessed".
 * It may also invoke the word "pentagram", seeing as it is a common symbol within Hell.
 * Sir Pentious was designed to be a very classic, stock villain type of character, with VivziePop mentioning her love of snakes (spefically Cobra) in how his design came together. He was originally intended to have more of a 'Steampunk' aesthetic and VivziePop mentions that she would like to add more Steampunk features to his design if she tweeked it in the future.
 * Sir Pentious was originally intended to be a one-off 'villain-of-the-week' type character for the pilot only, but he grew on VivziePop and the Hazbin Hotel fans so much that she decided to give him a bigger role in the series.
 * Although VivziePop considers Sir Pentious the goofiest character and a very goofy villain, she talks about him sometimes having his moments of true evil. She's interested to see the reaction to the instances where Sir Pentious does actually manage to look cool and do things right.
 * When asked if Sir Pentious has an established sexual orientation, Vivziepop replied that she was not entirely decided yet, mentioning that she was unsure if it would be story-relevant to his character. She considered it the safest to think of him as possibly bisexual in the interim, but stressed that this could change as the character is developed.
 * During discussion of Sir Pentious' orientation, VivziePop mentioned, on more than one occasion, that he is planned to have a crush on another character in the show, although she did not say who.
 * When asked if Sir Pentious wants or has family members, VivziePop said she didn't think he had any family, but that there's a part of him that does really want family, although it is definitely something he wouldn't admit to, despite being "a lonely boy".
 * The pilot features a bait-and-switch joke in which Sir Pentious replies with a sincerely questioning "son?" to Angel's taunting "harder, daddy!" innuendo. Some took this as an indication that Sir Pentious may have had a son, however, VivziePop explained that it was added for the sake of the punchline and has been left ambiguous beyond that.
 * Another character assisted Sir Pentious in the technological "mass manufacturing" of the Egg Bois.
 * Despite having sentient eggs working for him, Sir Pentious apparently still does eat eggs himself.
 * Although VivziePop was unsure whether Sir Pentious' hat was a physical part of him or not (at time of recording, something she is still figuring out), she is of the opinion that it is definitely a window into how he's feeling and that it's in sync with his mind. The hat's expression will always reveal what his actual emotions are, so he isn't able to have a poker face.
 * During the pilot, a segment on 666 News suggests that Sir Pentious' hat at least isn't permanently fixed to the top of his head, as he is pictured wearing a baseball cap rather than his usual top hat.
 * VivziePop thinks that Sir Pentious would be a tea-drinking villain, who would genuinely enjoy it, but in an effort to appear cool, would attempt to drink soda in public instead, despite disliking it.
 * Like Angel Dust, Sir Pentious has a venomous bite that can make his victim either sick or drugged.
 * Despite his intimidating design and his venom, VivziePop considers Sir Pentious to be "a wussy fighter", who makes his Egg Bois fight for him and uses his machines to protect him. So his bite would be considered a last resort.
 * As demonstrated in the pilot, Sir Pentious can hold, squeeze, and throw things with his tail, including his own Egg Bois.
 * VivziePop has talked about a scrapped line for Sir Pentious that was written to highlight how out of touch his character is. He was intended to shout, "I'm quite the epic dabber, as it were!", which would elicit an audible, embarrassed reaction from his army of Egg Bois. This joke was eventually cut, as it was considered "too bad to actually use", although VivziePop did confirm that the lines were recorded by both Will Stamper and Joe Gran.
 * VivziePop did manage to draw a doodle of the cut scene.
 * Sir Pentious' introduction into the Pilot episode of Hazbin Hotel, during the 666 News report, references the "How do you do, fellow kids?" meme, with Sir Pentious pictured with the same smug expression while holding a skateboard, as Steve Buscemi in the referenced meme - originally a scene from the 30 Rock episode "The Tuxedo Begins".
 * When asked how often he uses his skateboard, Vivziepop said that the skateboard was 100% just for show and she doesn't think he can actually ride it.
 * In the Helluva Boss episode "Murder Family", a drawing of Sir Pentious can be seen tacked to the wall of the I.M.P. office which is used as one of the targets for Moxxie to shoot with his crossbow.
 * Much like Alastor, Sir Pentious is against the idea of modern technology.
 * In an older draft of 'Hazbin Hotel', the living world was intended to be populated with superheroes and supervillains. Sir Pentious was originally conceived as a fallen supervillain and his stereotypical mannerisms in the current version of the story are a hold-over from this period in his development.
 * Sir Pentious' design may have been inspired by the character Xanthos from Vivziepop's other work Zoophobia. Both characters are serpentine with many eyes on their tails.
 * His name may have also come from Xanthos' reference sheet where his name is written as "Xanthos Sr. Pentious".