Sir Pentious

"Who am I? WHO AM I? I am the great Sir Pentious! Inventor, architect of dessstruction, villain extraordinaire!"

- Sir Pentious's introduction

Sir Pentious is a former sinner demon and a former antagonist, now one of the main characters who made his debut in the pilot of Hazbin Hotel.

He was a Victorian era demon striving to be modern and cool and has a passion for building steampunk machines of destruction. His goal in the pilot was to conquer Hell using his machines and army of Egg Boiz. He was the second sinner the hotel was attempting to redeem.

After he sacrificed himself for his friends in "The Show Must Go On", Sir Pentious was reborn as an Angel and transported to Heaven, becoming the first known sinner to undergo redemption.

Sinner
As a Sinner demon, Sir Pentious' body color was predominantly charcoal grey. His eyes had cerise sclera with narrow black pupils, and he had a wide mouth with sharp yellow teeth, two of which were long snake-like fangs. His neck was long, and his tail was black with thick yellow stripes featuring numerous cerise eyes running down the length of it. He had a black cobra hood with its front colored yellow with black corners and four cerise eye patterns spread across the center.

Sir Pentious wore a jacket in a matching charcoal grey to his skin, pinstriped with yellow, and a black bow tie with a single cerise eye in the center. Beneath the jacket was a long-sleeved yellow undershirt. He also wore black fingerless gloves with yellow dots on each knuckle and had sharp cerise claws. He accessorized with a large top hat in charcoal grey, which had a sizeable cerise eye in the center of it, as well as many sharp yellow teeth and a pair of goggles. The top hat appeared sentient as it blinked and changed expressions in unison with Sir Pentious.

Angel
After his sacrifice and ascending to Heaven, Sir Pentious retains his slender, snake-like appearance from his time as a Sinner demon. His eyes now have yellow sclera with cerise irises. His cobra hood now has a jagged edge, making it resemble angel wings when fanned out. There are also cerise eye-like markings on the edge. His jacket is now white and pinstriped with gold, and his large top hat has also turned white. His pair of goggles have also turned into heart-shaped glasses, and his black bow tie has a heart to replace his single cerise eye. Sir Pentious has also gained a golden halo as well.

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 tremendous pride in his grandiose ideas of how evil and cunning he is, at one point even outright declaring "I'm so evil!".

He uses his mechanical genius to build weapons, such as a cannon and his airship. However, he is more than capable of showing remorse, and has a sense of honor. This is shown when he accepts his defeat and "inevitable death" at the hands of the Hotel staff after being berated by Vox for failing. When Charlie spares him he is appreciative and fully joins her redemption effort. Furthermore, he is enthusiastic in Charlie and Vaggie's activities, more so than Angel Dust, even if it was an act.

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

He is emotionally attached to his Egg Boiz, bursting into tears over being forced by Vaggie to get rid of them. Humorously, the moment he gets them back he briefly expresses relief, then orders them to make his bed. When it comes to his Egg Boiz, he is used to the fact that they always have said "random nonsense" all the time, causing a big downfall for him and his friends when one of them, Frank, actually said something that was true; that an Angel was killed.

Abilities

 * Venomous bite - Like Angel Dust, he has the ability to poison his victims with his bite, which can cause them to fall ill.
 * Prehensile tail - As demonstrated in the pilot, Sir Pentious can hold, squeeze, and throw things with his tail, including his own Egg Boiz.
 * 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 Boiz. Sir Pentious turns this feature into metaphor when he exposits over his plan to take over Hell, claiming that no one would be able to escape from his "constrictive grasp".
 * Multiple eyes - Sir Pentious has eyes scattered across his body which allows him to see in different directions.
 * Pentious using his Hypnosis on Angel Dust.png]]Hypnosis - Sir Pentious is able to hypnotize his victims with the eyes on his hood. This is shown in "Radio Killed the Video Star", however it seems to be rather weak, merely stunning Angel Dust for a few seconds.
 * Hemipenis - Due to being a snake and reference by Angel Dust. Pentious has two male reproduction organs.

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.
 * Baking - Sir Pentious is adept at baking, making tasty cookies with form and design.

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", which refers to his constant attempts at becoming an Overlord and impressing the Vees, but in the end, impressing Heaven enough to ascend.
 * It may also invoke the word "pentagram", seeing as it is a common symbol within Hell.
 * According to the "Clocktower Countdown to Premiere" livestream, Sir Pentious died in 19th Century London.
 * 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. "Welcome to Heaven" and the official Twitter account implied this to be Cherri Bomb. This is confirmed by Sir Pentious in "The Show Must Go On".
 * Faustisse stated that Sir Pentious does like women.
 * 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.
 * According to Vivziepop, another character assisted Sir Pentious in the technological "mass manufacturing" of the Egg Boiz.
 * Despite having sentient eggs working for him, Sir Pentious apparently still does eat eggs himself.
 * As seen in the episode "Scrambled Eggs", his Egg Boiz sleep with him in his bed.
 * Although Vivziepop was unsure whether Sir Pentious' hat was a physical part of him or not (at the time of recording, something she was 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. This is shown when he takes his hat off in the episode "Radio Killed the Video Star".
 * 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 Boiz fight for him and uses his machines to protect him. So his bite would be considered a last resort.
 * In the episode "Scrambled Eggs", Vaggie noted that Sir Pentious felt slimy.
 * Sir Pentious' introduction in 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  episode "".
 * 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 beside the drawing of Robo Fizz on a wall of the I.M.P office which is used as one of the targets for Moxxie to shoot with his crossbow. The drawing appears to say "loser" beside him but with the e missing.
 * A drawing of Sir Pentious can also be seen in the room of the victim whom they faked their suicide for in the Helluva Boss pilot. Upon closer inspection, said victim is heavily implied to be an animator experiencing crunch time.
 * Much like Alastor, Sir Pentious is against the idea of modern technology. Ironically, Sir Pentious' inventions are among the most advanced technology in the series, some of which surpassing real world modern technology.
 * Sir Pentious' design resembles the character Xanthos from Vivziepop's other work, Zoophobia. Both characters are serpentine with many eyes on their tails. Furthermore, Xanthos' reference sheet has his name written as "Xanthos Sr. Pentious".
 * Sir Pentious being the one sent to double-cross the Hotel residents by spying on them for Vox in "Radio Killed the Video Star" may be a reference to how snakes often symbolize betrayal.
 * It is hinted by Angel Dust in "The Show Must Go On" that Sir Pentious has two penises.
 * In real life, male snakes have a pair of reproductive organs called hemi-penises.
 * Pentious is the first Sinner, occupant of the Hazbin Hotel and main character to ascend to Heaven in both Hazbin Hotel and Helluva Boss.

Development

 * Sir Pentious was designed to be a very classic stock villain type of character, with Vivziepop mentioning her love of snakes (specifically cobras) 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 tweaked it in the future. For the main series, a pair of Steampunk-like goggles was included in his design.
 * 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.
 * Epic dabber and brown bricks.jpg the pilot, 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 Boiz. 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.