1 - 20 of 183 Works in Loona (Helluva Boss)/Original Character(s)
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Vox Mendacem by OneWhoSeeksBetterment
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
21 Dec 2025
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Summary
For those who wanted to see Vox and rest of this horrid and inane triumvirate get their comeuppance. I have cooked up some nasty surprise for the assholes. Believe me. Lucifer ain't no dummy here.
Series
- Part 2 of Sevenfold Inheritance
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One Helluva Team (Harbin Hotel + Helluva Boss OC Story) by GrimstoneRX1300
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
20 Dec 2025
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Summary
There are millions of people in Hell scattered throughout the seven rings and nine circles. Some are sinners, some are Hell-born, and some are unlucky souls who got screwed in the living world.
Luke Morningstar works at his family's hotel to rehabilitate demons, Osric Ga'Hoole is a bodyguard for the Ars Goetia, and Vicious Brawnstone works with a famous pop star. The three have these jobs while working for an imp known for a hired killing business. Coupled that with the rest of Hell, there's definitely not a boring day in the life of chaos and mayhem.
These are their problems.
OC x Loona
OC x Octavia
OC x VerosikaAnd a lot of Letterkenny/Shoersy references.
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Summary
Meet Buddy, he is a half-imp, half-succubus hybrid with a rough past but has a heart of gold. Upon finding out that he doesn't live far from his half brother, Moxxie, the hybrid goes to find him. Join him while he bonds with his brother and his wife, Millie, tries to forget a chunk of his past and becomes an intern at I.M.P. Not even he is spared from Blitzo's shenanigans sometimes.
Combine this with his fire powers and establishing a connection to a certain princess, life has a got a whole new meaning for Buddy!Enjoy a story that is filled with drama, action and some hilarious hijinks!
OC x Octavia
(Different) OC x Loona
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I'm The Meat, You're The Teeth by LazBriar
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
20 Dec 2025
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Summary
A delivery boy bound to the ceaseless whims of Blitz in the thrumming jaws of the machine called Pentagram City. Oh boy!
Caught between a mass meat-producing mega-conglomerate and the chaotic life of IMP, you - a one Jakob Jakobson (that's not your real name, is it?) - blurs the line between mechanical precision and what it means to live again. And, for some reason, FOR SOME REASON, the last person you expect can tolerate your company. Is there a procedure manual for Hellhound Relationship and Dynamics?
Dive into another long-form story series by Laz Briar, affixed to the budding relationship centered around everyone's favorite Hellhound, Loona.
And remember, at ALL MEATS, it's All Yours!
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The Tides Have Changed by Anonymous
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
19 Dec 2025
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Summary
The Scourge of the Blood Sea, the Second Coming of Davey Jones, the Pride Ring's Kraken. Several powerful titles, all describing one man: Captain Tide. A Sinner with pitch black skin and various blue nautical-themed tattoos, dressed in classic pirate apparel, wielding two angelic steel cutlasses. While this man is known for his power and skills in combat. This story will not be focused on fighting, although there will be some fighting, but on the various deliciously sexy women that Hell has to offer and how each will experience a new level of pleasure thanks to his tentacles and electric personality.
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The Rose, The Apple and The Fallen Angel by The_Violet_System
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
17 Dec 2025
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Summary
As January goes quiet, Charlie, Rosie and Vaggie spend time learning to live in the Hotel together only for things to become more apparent. Rosie feels unsure of her maturity in the face of two women who are, for all intents and purposes, decades younger. Vaggie struggles to feel as if she is allowed to love given everything she had gone through, and Charlie? She simply loves both women without thought.
Love blooms between three hearts…and six minds in this quiet little chapter.
Series
- Part 2 of FallenRoyalRose
- Language:
- English
- Words:
- 9,974
- Chapters:
- 1/?
- Kudos:
- 1
- Hits:
- 91
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Tale From the Afterlife - a Helluva Boss Fanstory by Vergil_Wolf
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
17 Dec 2025
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Summary
In the depths of Hell, a new sinner by the name of Vergil stumbles into a world of darkness, madness and destruction. Joining with the imp's of I.M.P, led by Blitzø, Vergil finds a home and family while hunting down those that other sinners want revenge against in the living world.
Disclaimer: Hazbin Hotel and Helluva Boss are properties both created and owned by Vivziepop. This story was made for fun and is not to be taken too seriously. Hope you enjoy!
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Prayers of The Shattered Star by BluuTheMoon
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
16 Dec 2025
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Summary
Octavia Goetia grew up with a reputation for breaking the mold in all the wrong ways, but while her differences isolated her from her peers, that same rule-breaking nature would help her form an unlikely bond with a human. One that would hold strong years later when fate brings them together again, even after she’s grown jaded and replaced her luster for vantablack.
Though since cutting Stolas out of her life, working with her family to take his throne, blooming a friendship with a young band, she begins to fit into the very molds she once broke. Turning her back on the one friend she had when she had no one. But when she learns he’s died and ended up in Hell, she begins to question where her loyalties should lie.
Feeling it's her responsibility to save him and right countless wrongs, she abandons the throne and jumps ship. Hoping to help end the growing conflicts between Heaven and Hell before its too late. But the reality of the situation is worse than she could’ve ever imagined. If Octavia hopes to ever find peace, to save and protect her friends and family, she’ll need to confront what waits in the mirror, decide what she wants and what she’s willing to do to get it.Series
- Part 1 of Shattered Star AU
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New Person, Same Old Mistakes by MoonlightSaviour
Fandoms: Helluva Boss (Web Series), Deltarune (Video Game), Cyberpunk 2077 (Video Game), Call of Duty (Video Games), Fortnite (Video Game)
15 Dec 2025
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Summary
Giving this one another shot cause uhh
well
idfk, I need something to do and I desperately need to attempt to finish writing something for once
Once again, this fic has a prologue that loosely follows the events of the Cyberpunk 2077 prologue, since it would be weird if I started this and Johnny is just in Jess' head without an explanation
Story has a really heavy focus on the multiverse, which is why there's so many tabs. But that also means first Catalyst appearance!!
Takes place after Never Let Me Down Again canonically but I never finished rewriting that so pretend like you know ahhaha
okay thats it
Hope it doesnt take me a bajillion years to write this!Series
- Part 5 of Wicked Game: Season One
- Language:
- English
- Words:
- 9,561
- Chapters:
- 1/7
- Kudos:
- 2
- Hits:
- 37
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Supercriticality by SonicMasterSword
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
15 Dec 2025
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Summary
No event in a man's life is isolated. From the grandest of endeavors to the least significant occurrences even less than an iota , every event is entangled in the march of time's irreversible arrow. To deny the complexity of the cosmos is to invoke her entropic wrath. The longer the debt to the natural emergent order is ignored, the more compounding the interest to be paid in full.
And I.M.P. has ignored this truth since their inception...
No one can escape entropy indefinitely.
The cosmos will have her due.
Enter into the intricacies of entangled narratives—if you dare...
(Or more simply, the aftermath of the trial combined with systems—both surreptitious and overt—manifesting and revealing themselves causes complex consequences no one was prepared for—consequences with considerably more gravity than anyone had thought possible.)
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On the pride ring In hell, there exists a single portal to heaven. A battalion of soldiers from throughout history, who are given one last chance to redeem themselves, guards it. Michael Fitzpatrick is one of them. Former paratrooper, who despite living a life of sin, died heroically to save others. This is his last chance to earn his seat in heaven. The catch? He, and the others, must guard it until judgement day… Oh, and it’s not the only job they have.
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A story of a Hellhound trying to make his mark with his own assassination business and trying to improve the lot of hellhounds in Hell. While attending a friend's party he runs across not just a girl he wants to ask out, but his rival business competitor as well. What comes after is anybody's guess when two helluva bosses collide.
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We Are At The Base Of The Fire by Gurzil48
Fandoms: Helluva Boss (Web Series), gnosticism - Fandom, Kabbalah - Fandom
13 Dec 2025
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Summary
Follow Anon as he gets an apprenticeship under Stolas Goetia as a warlock in training and soon learns that black magic is worse than he could ever imagine in none of the ways he would've expected it to suck.
Follow Agent One as his life falls apart around him leading him on a quest to find the True GodTM and possibly get revenge on Anon and Stolas.Originally a Green on /co/ posted to pastebin before it got nuked. Basically a mixture of /co/ headcanons, weird theories, and my own pretentious interests.
NOTE: Not taking any Art Comms at the time please don't ask for them.
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Where Angels Keep Watch by Sin_of_GR33D (TheKingofSpruce)
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
12 Dec 2025
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Summary
The realm was created by the Alpha and the Omega, and it will serve it's purpose
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Sin cadenas ni grilletes by Niwashi_Starking_Leo8
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
10 Dec 2025
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Summary
A la deriva, cruzando la lejanía de un terreno agreste, Remi —un joven hellhound nómada, marcado por su pasado y aplastado por el yugo del sistema infernal— emprende un nuevo viaje hacia Imp City.
Tras una cadena de malas experiencias laborales en Ciudad Pentagrama, su alma cansada anhela más que un simple trabajo: busca un lugar donde por fin pueda sentirse aceptado.
Aunque parte de él teme que todo vuelva a repetirse, una corazonada distinta lo empuja a seguir adelante.
¿Será posible que esta vez el destino le sonría?
¿Podrá llenar el vacío que carcome su pecho, sanar las heridas que arrastra en silencio y hallar su lugar en este absurdo infierno?Series
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Without Chains and Shackles by Niwashi_Starking_Leo8
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
10 Dec 2025
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Summary
Drifting across the vast, rugged terrain, Remi —a young hellhound nomad, scarred by his past and crushed beneath the weight of the infernal system— sets off on a new journey toward Imp City.
After a string of bad job experiences in Pentagram City, his weary soul longs for more than just survival; he seeks a place where he can finally feel accepted.
Though a part of him fears history will repeat itself, a strange feeling tells him this time might be different.
Could fate truly be on his side?
Will he be able to fill the emptiness in his heart, heal the wounds he carries in silence, and find his place in this ridiculous hell?Series
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Monster Love (Operetta x Blitzo) by CrazyImaginationGirl
Fandoms: Helluva Boss (Web Series), Monster High (Cartoon 2010)
10 Dec 2025
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- Language:
- English
- Words:
- 545
- Chapters:
- 1/?
- Kudos:
- 4
- Hits:
- 88
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Let the water wash away your sins by Doyoufeellikeaheroyet1
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
01 Dec 2025
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Summary
An angel has landed in Goetia Manor. His presence and actions will affect many people, including the odd family who will begin to know him and understand the burning questions: Who is he and what happened to him?
One thing is certain, the truth is easy to find, but it's much more difficult to live with it.
(Title is from a Far Cry 5 Song. Seemed appropriate.)Edit: Just made a TV Tropes page for this fanfic: https://tvtropes.org/pmwiki/pmwiki.php/Fanfic/LetTheWaterWashAwayYourSins
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Hell of A Paradise by BlazeLupine
Fandoms: Helluva Boss (Web Series), Five Nights at Freddy's, fornite - Fandom, Starfox
28 Nov 2025
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Summary
After braving the chaos of relationship beginnings, heat, and their first honest steps into a real relationship, Loona and Blaze take a much-needed vacation to the living world’s most exclusive tropical resort. For once, it’s supposed to be just them—a break from contracts, claws, and complicated feelings.
But nothing's ever that simple when your boyfriend's past includes a long list of powerful, flirty, and dangerously affectionate ex-lovers... many of whom got invited by mistake.
As old flames resurface and boundaries are tested, Loona finds herself walking a line she’s never dared to before: being vulnerable. When trust is strained and insecurities rise, both she and Blaze must face the hardest part of real love—not fighting for each other in battle, but standing for each other in everyday moments.
With surf, sweat, shouting matches, and a surprise visit from Queen Bee herself, this is a story of burn and healing. Of laughter, longing, and the quiet kind of love that lingers long after the fire fades.
Because sometimes, the fiercest bonds are forged not in Hell...
…but on a beach, at sunset, with someone who finally chose you.
Series
- Part 3 of Blaze and Loona Saga
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Certified D.O.G. by Bonesboy15
Fandoms: Naruto (Anime & Manga), Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
28 Nov 2025
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Summary
His best friend is a bonafide a-hole, but he always knew that. One decision reclassified him as an idiot, and when called out on it, he got fired. Eh, it's not the worst that's happened to him. He'll just find a new job in another Ring – Except Greed, screw that place.