1 - 20 of 74 Works in Soft Sir Pentious (Hazbin Hotel)
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When Pent laid with her in the dark or semi-darkness, he could still be the sinner he knew for 140 years….He could pretend they were both as they were prior to his redemption, without Heaven and its clauses and claws separating them.
Studying long into the night, in the light cast by her fire, he could learn to be comfortable in this body too.
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This is a spin-off book to my Helluva Boss/Hazbin Hotel What If book. So now I will show you the plot of Sir Pentious and Arackniss along with their point of over on the Hazbin Hotel What If plotline.
In the chaotic world of Hell, an unexpected romance blossoms between a mafia spider demon and a Victorian snake demon. When Sir Pentious stumbles upon an injured Arackniss, he makes the uncharacteristic decision to help him instead of leaving him to his fate. Arackniss awakens in a comfortable bed, wrapped in bandages, and is surprised to see his unlikely savior tending to his wounds. As the days pass, Arackniss finds himself drawn to Sir Pentious, and what starts as an act of compassion soon evolves into something deeper. Can love truly thrive in such a perilous place?
Series
- Part 4 of What If?
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In the months following the battle with Adam Angel is Redeemed into Heaven but is cast back out ten months later near unrecognizable and monstrous. Whatever happened in Heaven has started a dangerous chain of events that is going to bring to light more dirty secrets from the seemingly perfect realm.
Heaven has lied and Angel has suffered as a result. Heaven wants to forget him. Hell wants to use what Angel has become against Heaven.
Angel's not who he used to be and seems to only want destruction and suffering. But all Husk wants is the one he cares for most to come back to him even if he has to suffer at that same person's hands.
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Sir Pentious has been suffering from his abusive husband for about 24 years and he had never once known real love until he had his sons, he showers them with his love while keeping them away from their abusive fathers wrath, but when the home they were in became no longer safe for his sons, he sent them to the hotel where they'll be safe promising them that he'll join them soon, but how long can the snake demon last under the abuse of his husband
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Hell fell to ruins when Lucifer turned it's back, and someone had to pick up the pieces. Now, Hell runs like fine wine, and nobody knows who is at the centre of it. One thing people do know is to not mess with The Radio Demon.
After 7 years, the radio killer is back in the Pride Ring and confusing the wits out of everyone, as he likes to do. Will his new strategy work out - as it has certainly done before - or has the demon finally bitten off more than he can chew? One thing people can say for certain is that once The Radio Demon sets on something, he will be doing it til his last breath.
Will Hell finally bare witness to the master plan years in the making? And just how difficult will it really be to get sinners to reach their goals redemption? How will Heaven affect the play in the game of the gods?
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Maybe Pen was wrong-it wouldn't be the first time, he doesn't mind admitting to it-maybe Cherri needed a speed dating service after all.
Series
- Part 4 of i(s)e breaker
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When pen appears in the gates of heaven everyone had to settle if he was here for good or for bad
- Language:
- English
- Words:
- 6
- Chapters:
- 1/1
- Hits:
- 115
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Henrietta Hemlocke has earned her reputation in hell. Having been in power for over a century now, she's known amongst the populace of the Pentagram for her ruthless, unreasonable hatred of men. Behind the walls of her massive estate, she shows a much different face- affectionate, maternal, lonely.
Loneliness was something Sir Pentious was well acquainted with. He's spent much of his long afterlife alone with naught but his egg bois to keep him company. Everyone who he's ever felt affection for left eventually, and none were ever his to begin with. Treated with derision and cruelty by all of hell, he thought he'd face the same when he crashed through the carriage of the strikingly beautiful overlord. The last thing he expected was kindness from a woman notorious for being cruel.
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Down In Hell(Hazbin Hotel x Reader) by Flavored_Onion_Rings
Fandoms: Hazbin Hotel (Cartoon)
11 Sep 2025
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"𝙉𝙤, 𝙣𝙤. 𝙒𝙚 𝙘𝙖𝙣'𝙩 𝙧𝙞𝙨𝙠 𝙩𝙝𝙚𝙢 𝙘𝙖𝙩𝙘𝙝𝙞𝙣𝙜 𝙤𝙣. 𝘽𝙪𝙩 𝙙𝙤𝙣'𝙩 𝙬𝙤𝙧𝙧𝙮, 𝙬𝙝𝙚𝙣 𝙬𝙚 𝙘𝙤𝙢𝙚 𝙗𝙖𝙘𝙠, 𝙩𝙝𝙚𝙧𝙚 𝙬𝙤𝙣'𝙩 𝙗𝙚 𝙖 𝙙𝙚𝙢𝙤𝙣 𝙡𝙚𝙛𝙩 𝙖𝙡𝙞𝙫𝙚 𝙩𝙤 𝙥𝙪𝙡𝙡 𝙖 𝙨𝙩𝙪𝙣𝙩 𝙡𝙞𝙠𝙚 𝙩𝙝𝙞𝙨 𝙖𝙜𝙖𝙞𝙣!"
You weren't a high ranking exterminator or anything. In fact you just got here! Adam needed someone on the inside to spy on his ex wife's spawn and her little hotel. Surely you could handle a simple task right?
Various x F!Angel! Reader
This takes place directly after the events of episode one
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Set in between episode 4 and episode 5
Charlie decides to change her redemption approach by hosting "friendship events", with activities that include crafting, watching movies, karaoke, and other hobbies friends can enjoy together.
Pretty much my headcannons for what each character could potentially have in common with one another, and mainly fluff of everyone having a good time because THESE CHARACTERS DESERVE TO BE HAPPY DAMMIT. -
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"But," he said softly, "we must do something about these claws, pup. They are far too sharp when you're feeling small. And I cannot risk my precious spider hurting himself—or me—again."
From his pocket, Pentious withdrew what he'd been carrying just in case: three pairs of soft knitted mittens. Red and black striped, stitched by his own hands.
Arackniss's eyes went wide. "N-nooo..." he whined, voice cracking into a squeak. "Not... not all six Papa!"
Pentious's chest tightened at the pitiful plea, but he stayed firm, stroking down his back. "Yes, my pup. All six."
Series
- Part 7 of ✪🎃Hazbin/Helluva Agere🎃✪
- Language:
- English
- Words:
- 912
- Chapters:
- 1/1
- Kudos:
- 5
- Hits:
- 145
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The Mother of Sinners - Hazbin Hotel Swap by Infinity6girl
Fandoms: Hazbin Hotel (Cartoon)
13 Aug 2025
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To put an end to the annual Exterminations, the first sinner and Mother of Humanity Eve, decides to open a hotel to rehabilitate sinners and help them to join Heaven. But her goal is going to be hard to achieve, between indifferent demons and a cruel angel army, her chances seem low. With her small group of allies, will she be able to succeed and change the face of Hell and Heaven ?
AU Swap of Hazbin Hotel, with Eve as the main protagonist ! The characters will mostly keep their personnalities, but also act a bit OOC because of their new role and different story compared to the canon.
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Cherri slipped the strap of the goggles back over his top hat, aimlessly waving her hand in the direction of his head. "You know you have a big ass heart on the back of your head too?"
"Yesss, I am aware." Pentious hunched his shoulders up to his ears and self consciously smoothed his hand over the back of his hood, like that was more intimate and vulnerable than the heart he wore on his sleeve.
Even if he was only on a brief loan from Heaven, he didn't just blink out of existence and that was more than anybody could've asked for. Even if he wasn't exactly the same. Could memory be stronger than the law of Heaven?
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Charlie Morningstars dream for rehabilitating of lost souls , is one of the reasons, why she gets up every morning with an extra dose of motivation and joy. Another reason sneaks in a week after the extermination, along with a cry for help from an alternate world. A world in which Charlie was able to save her daughter from final extermination, through a deal and send her to this version of Hell. Of course, Charlie takes the little Girl with her to the Hazbin Hotel and the arrival of the 'little Apple Pie' not only shakes up everyday life in the hotel, but also awakens completely new sides in some of the inhabitants of Hell.
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Ten years ago, Charlie Morningstar disappeared. The denizens of Hell blamed Heaven.
Ten years ago, a stray golden retriever appeared. The denizens of Hell ignored her.
Charlie was turned into a dog and nobody knows!
She then stumbles upon a brand new project, created by the Radio Demon and his adoptive daughter Vaggie.
The ‘Hazbin Hotel.’ Taken directly out of her notes. Turning up at the hotel, she finds herself welcome. But will she be able to help? And most importantly, how will she manage to become a person again?
An AU where Charlie is a dog bonding with the residents of the hotel.
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serpent in a garden by seltzer (worthremembering) for rainbowextravaganza
Fandoms: Hazbin Hotel (Cartoon)
16 Jun 2025
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pentious & eggs for summer event :3
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Cherri finds herself in a strange yet intriguing dreamscape where she finds none other than Sir Pentious. The reunion is pleasant and quickly turns pleasurable as they both take the opportunity to continue from where they left off.
Takes place after the season one finale.
If you are reading this as a one-off, that’s fine, just a bit of context from the previous episode for ya though: Cherri got drunk off of strawberry vodka with Husk and Angel after playing a game of Uno with the other hotel guests.
Okay, have at it.
Series
- Part 3 of Something In The Air, I Swear
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Hottest Hazbin Sexyman/woman 2025 by Loomination
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
09 Jun 2025
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Some random reactions the cast will have reacting to the Hottest Hazbin Sexyman/woman poll on Tumblr, THIS IS ATTEMPT AT HUMOR BTW
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The lonely boy needs a big strong daddy to look after him. Now he has a perfect one. :D
I just love the idea that Sir Pentious looks up to Zestial so much he is too shy to call Zestial by his name. :)
(He can call Zestial by his name in front of other people of course) -
Just know that all my lovers, they get the best of me. by Twiggietime
Fandoms: Hazbin Hotel (Cartoon)
11 May 2025
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Angel Dust spikes his own drink with enough lust potion to get him through a whole night of shooting a gang bang and Cherri Bomb chugs it. Accidentally. Now she is miserable and horny and SOMEBODY has to help her.
Angel recollects a conversation he had with Sir Pentious after that disastrous night at club consent, and decides to play matchmaker.
Things sure do happen.