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Helluva Boss: The Great Pirate War AU - The Sinister Siren by HelluvaScribe
Fandoms: Helluva Boss (Web Series)
31 Aug 2025
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Summary
Inspired by the Great Pirate War AU Merch drop on August 18, 2025. Fueled by my rage of not seeing my favorite underrated villain Rolando part of the merch drop YET AGAIN! Another missed opportunity. I could’ve called it “Legend of the Golden Grimoire” or “Helluva Captain” or “Blitz’s Buccaneers” or just “The Great Pirate War,” but Rolando deserves to be in the title, so there.
Created August 18 – August 31 2025
Warning: “Helluva Boss The Great Pirate War AU” contains violence, drinking and sexual references, no modern swearing and Rolando. Viewer discretion is advised.
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Helluva Hazbin's Killer Klowns From Outer Space by animechess69
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
30 Aug 2025
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Charlie and Pentious thought that they were just going to have some fun tonight in the park. However, there was a shooting star that Charlie just had to get a closer look at. Then again, their night probably would have been ruined by all the killer klowns that came in that shooting star. At least there's a trusty police officer to help with that, especially since the other one sucks
Series
- Part 27 of Parodies and Rewrites
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The Nightmare Before Sinsmas by PlainXRaine
Fandoms: Helluva Boss (Web Series), The Nightmare Before Christmas (1993)
26 Aug 2025
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A Helluva Boss au inspired by The Nightmare Before Christmas, this alternate universe is not meant to be completely accurate to either works, but rather meant to be fun and different while using characters you know and love.
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A white succubus who's never been wanted now finds herself tied to the bed of Glitz and Glam, promising she can have all the orgasms her little heart desires, as soon as she tells them who sent her.
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Follow the employees of I.M.P (Immediate Murder Professinals), an imp-run assasination company in Hell, on their many different jobs.
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Just like the HELLUVA SHORTS…but featuring Rolando…
Before Rolando’s electrifying death at the One Star Wonder Hotel, many other events brought him there. Immersed in the power-hungry, envious culture of Envy, Rolando experienced an endless battle to rise in the ranks, seek status and feast on as much negativity as possible (not his own, of course!) Dive into the depths of this underrated villain’s backstory…if you dare.
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Don't End Up Like Me by blitzwhore
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
19 Jun 2025
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Glitz and Glam are rising stars in the industry, and are shooting a TV show for the Vox Network. In this scene, the studio is taking a set break, and Glitz has taken Angel aside to seek a connection, but is surprised when she is left with more questions.
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MEAN QUEEN OF GREEN (ft. Helsa Von Eldritch, Glitz and Glam) by HelluvaScribe
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
17 Jun 2025
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Hell's most infamous socialites, Helsa, Glitz and Glam perform a new sinister song at a rehearsal.
- Language:
- English
- Words:
- 813
- Chapters:
- 1/1
- Kudos:
- 1
- Hits:
- 61
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The Vees (Heathers AU) by WholesomeHazbin
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
03 Jun 2025
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Vaggie is part of the most popular clique in Hell, but she disapproves of the other Vees' cruel behavior. When Vaggie and her new girlfriend, Charlie Morningstar, confront clique leader Valentino and accidentally poison him, they make it appear a suicide. Soon Vaggie realizes that Charlie is intentionally killing Hellions she does not like. She races to stop Charlie while also clashing with the clique's new leader, Vox.
(References both the movie and the musical)
- Language:
- English
- Words:
- 33
- Chapters:
- 1/?
- Kudos:
- 4
- Hits:
- 77
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A work for Kaledya's Sinner's Symphony AU.
The tale of what Cain is doing, and what he'll soon be doing.Series
- Part 1 of The Sons
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SallieWire Week 2025 May 23rd AU: High School Romance by TheCat1987
Fandoms: Helluva Boss (Web Series)
06 May 2025
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Prompt for SallieWire Week 2025: May 23rd: Roleplay/AU*
When student council president for the Junior Class of Imp City High School Barbie Wire reaches out to Sophomore student council member Sallie May, an invitation out from the spunky younger student flusters but also intrigues the older student.
Series
- Part 5 of SallieWire Week 2025
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Redid my Helluva Boss au.
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The Clown & The Magician by YLCFiction
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
28 Dec 2024
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Amerie is making an honest living as a magician when she catches the eye of Mammon, who was seeking a new performer after Fizzarolli had quit. He seeks to exploit her for profit as he usually does and bend her to his will. Observing closer however, seeing how she treats everyone so kindly, even him, makes him feel frustrated and another odd, fluffy feeling that he can't quite understand. Though, he's going to keep them at his side until he figures it out. Meanwhile, Amerie hopes to impress Mammon with their skills and ends up learning more about him than they initially thought, falling head over heels for the clown. But would she be able to get through to him?
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Adam is stuck in hell surviving the war on pure spite, mammon goes to pride so he can see if he can gain something. Mammon finds the angel, sticks him in a birdcage happy to have a new pet. Lucifer meets the now captive angel, and tries to fix their ruined relationship for his daughter, maybe he'll help the angel escape their captivity. Adam just wants to return to heaven.
Dreams of Eden and Life torment First Man.
Oh he also has his kids you know those biblical ones. (Hiatus, brother i need a break rn)
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Blitzo hosts a "Get Ungrounded Trivia" show, and things sure do happen!
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Helluva Boss: Seasons One and Two (Helluva Scribe Remake) by HelluvaScribe
Fandoms: Helluva Boss (Web Series)
03 Dec 2024
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Blitzo (the "o" is silent) attempts to run a killing company in Hell known as Immediate Murder Professionals (I.M.P.) He is followed by weapons specialist Moxxie, powerhouse Millie and the Hellhound secretary Loona.
Thanks to a book obtained by the Prince of Hell, Stolas, Blitzo and his team use it to kill humans in the living world at the request of clients. Through thick and thin, the musical loving imps must keep their business together...
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Lost on You by TearfulFriend18
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
02 Dec 2024
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Just because she was out of rehab didn’t mean she had gotten any better…
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Meira's Adventure In Hell by Allura_887
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
15 Nov 2024
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Meira is a young demon who has lived in Hell her entire life. She says that Hell is the only home she has ever known. Now that she is on the verge of turning 18, she is willing to make a home for herself after having aged out of the foster care system.
She finds a new home at a very unique hotel ran by the Princess of Hell herself, Charlie Morningstar, and a job at an assassination company ran by an imp named Blitz.
Read as Meira goes on crazy and wild adventures with her new friends as she tries to help Charlie redeem the people of her kingdom and help Blitz run his company as well as helping him and her friends overcome emotional issues such as former relationships and family drama. All while Meira is trying to learn how to control her unique demon powers and uncovering the truth about who she really is and where she came from. -
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Aviana Goetia is the younger twin sister of Octavia Goetia.
Aviana has always had a strong and healthy bond with her sister and father, though the same can't be said for her mother. Her mother often ignores her sister and insults her father for her own amusement, but when it comes to Aviana, Stella does what she can to turn her into the spitting image of her and wants her to be a proper lady of the family.
Because of this, Aviana feels trapped without escape and is forced to not be herself.
But when her father hires I.M.P to be their bodyguards on a trip to Loo Loo Land, Aviana might have found an escape from her own mental trap... -
The King Of Curses In A New World by The_Ship_King
Fandoms: 呪術廻戦 | Jujutsu Kaisen (Manga), Helluva Boss (Web Series), Hazbin Hotel (Cartoon), Bleach (Anime & Manga), BNA: Brand New Animal (Anime), One Piece (Anime & Manga)
06 Nov 2024
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This is just a story, I'm writing for the fun of it.