Sir Pentious/History

Past
Sir Pentious was a brilliant inventor and supervillain during his lifetime.

He died in 19th Century London, specifically in the year 1888.

As a demon, his main goal is to gain complete control of Hell, though he has only failed so far. He is an expert with building and working with machines and devices, and he has an army of sentient egg demon henchmen known as the Egg Boiz, who were created with the help of another individual.

Hazbin Hotel pilot
Sir Pentious attempted to invade and gain complete control Hell, however, Cherri Bomb and Angel Dust interrupted his invasion and declared war.

Their outcome is unknown after Charlie Morningstar and Katie Killjoy have a fight, though can be assumed he had lost as the next time we see him his ship is greatly damaged.

When he tries to invade the Happy Hotel, Alastor steps in and takes him down by summoning his shadow tentacles.

However, at the end of the pilot episode it was revealed that Sir Pentious had miraculously survived the attack, but he was severely injured.

"Radio Killed the Video Star"
Sir Pentious attempts to get Alastor's attention with his zeppelin, but Alastor does not to recognize Sir Pentious, infuriating him. Alastor quickly defeats him again, and while Alastor was defenseless, Sir Pentious managed to rip off a piece of Alastor's coat and is blown away with a green explosion because of this.

Under orders of the Vees, Sir Pentious returns to the Hotel to spy on the residents and employees of the Hotel under the guise of reformation, and participates in their activities.

Later, Angel Dust catches what Sir Pentious hiding a surveillance camera, and after a brief scuffle between them he is found out by Charlie and Vaggie. Sir Pentious calls Vox for help but is mocked and told to die, and when he gets down to allow Vaggie to end him, Charlie gets him to apologize and accepts his apology, and Sir Pentious decides to officially stay the Hotel.

"Scrambled Eggs"
Sir Pentious is buying Carmine products for his weapons in the Hazbin Hotel to defend himself, but when Vaggie pushes back against this and forces him to give up his Egg Boiz to Alastor so Alastor can get rid of them.

During the Hotel trust challenges, Sir Pentious cries about losing his eggs and asks no one to catch him, but is caught by everyone.

Later, in the Vaggie throws Sir Pentious, along with Angel Dust and Niffty into a gang war to build trust and the group works together. Later, the group have a laugh over the gang war they were part of. After the Egg Boiz return safely, Sir Pentious is relieved by this and embraces them in a group hug, then orders them to make his bed.

When getting ready for bed, Frank tells Sir Pentious that Carmilla Carmine killed Exorcists, but Sir Pentious doesn't believe him.

"Masquerade"
When Angel Dust shows one of the porn films he starred in in front of the other residents and staff of the Hotel, Sir Pentious is uncomfortable.

Later when Angel Dust and Husk return to the Hotel, Sir Pentious briefly greets them.

"Dad Beat Dad"
In the Hotel foyer, Sir Pentious is present as Charlie calls her father. He then bakes cookies with Niffty in preparation of Lucifer's arrival.

When Lucifer arrives, Sir Pentious is present in the Hotel's lobby and remains there throughout the attack by the loan sharks.

"Welcome to Heaven"
When Cherri Bomb arrives at the Hotel, and Sir Pentious demonstrates that he becomes flustered easily when talking to Cherri Bomb. Cherri Bomb takes Sir Pentious, along with Niffty, Angel Dust, and Husk to a club with them.

At the club, Sir Pentious attempts to buy several rounds of drinks for Cherri Bomb but when flustered buys them for all the demons present. He also attempted to ask Cherri Bomb to have sex with him, but flustered again he says he is going to have sex with everyone present and is promptly dragged into a sex room. Afterwards, Sir Pentious becomes saddened when Cherri enters a sex room with another demon.

"Hello Rosie!"
When confronted by Vaggie about not mentioning what Frank told him about the dead exorcist, Sir Pentious explains to his Eggy Boiz "say some weird shit all of the time", pointing out a particularly strange comment that one of the Egg Boiz made.

Later when Charlie and Vaggie return to the Hotel and find everyone still there, Sir Pentious asks the two of them if they thought that himself, Angel Dust, Husk and Niffty "are bunch of pussies".

"The Show Must Go On"
Sir Pentious refers to himself as "General Pentious" and is seen welding something to prepare for the battle against the Exorcists. That night he tells Charlie about his feelings for Cherri Bomb and then attempts and fails to confess to her.

The next day during the battle, he leads the defense of the Hotel and commands the others in the fight. When Adam arrives and starts wreaking havoc, Sir Pentious grabs Cherri Bomb, kisses and confesses his feeling to her before slithering away to his zeppelin, commanding his Egg Boiz to start the thrusters and charge the death ray in an attempt to stop Adam. Just before he could fire his death ray, Adam quickly evaporates him with a powerful beam.

Later, Sir Pentious finds himself in Heaven in front of Sera and Emily.