1 - 20 of 43 Works in Rolando (Helluva Boss)
Navigation
Listing Works
-
Tags
Summary
It is time for the Harvest Festival in Stull, and Rolando asked Ellie to the carnival. At first it goes well, but weird accidents began happening to Rolando every time his human persona gets too close to Ellie. To make matters worse, the bounty hunters that tried to get them both are back, and one of them knows Via.
Series
- Part 4 of D-Huntz: A Helluva Series
- Language:
- English
- Words:
- 1,478
- Chapters:
- 3/?
- Hits:
- 24
-
Allie's Awesomeland by animechess69
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
13 Sep 2025
Tags
Summary
Husk expected just a night of cleaning up an entertainment center that's going to be reopened. He never asked for a rebellious teenage girl and her friends trying to get him to leave the building, the policewoman and her partners-in-crime who traps him in there to begin with, and to be told the horror story of the town. Oh, and entertainment robots that are trying to kill him, he definitely never asked for that
Series
- Part 28 of Parodies and Rewrites
-
Ask The Fallen by WholesomeHazbin
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
12 Sep 2025
Tags
Summary
Charlie Morningstar it the Princess of Hell at day, by night she becomes the Fallen. But here, she'll answer your questions.
For any questions you have for Charlie/Fallen, her friends, or adversaries, feel free to ask them here.
(AU's and one-shots will be commissioned as well)
Series
- Part 2 of The Shadows of Hell
-
Tags
Summary
Thanks to a very nasty infestor demon slipping his way into Stolas's dreams, it's up to the circus trio to rescue him before it's too late.
Series
- Part 175 of Blitz/Stolas Happier Childhood Memories
-
Tags
Summary
Totally *not* inspired by the official Helluva Boss Prime trailer. New episode around the same time as Mission Zero and more to follow.
-
Tags
Summary
Infamous infestor demon Rolando has no theme song...how disappointing...
- Language:
- English
- Words:
- 1,783
- Chapters:
- 5/5
- Hits:
- 35
-
Helluva Boss: The Great Pirate War AU - The Sinister Siren by HelluvaScribe
Fandoms: Helluva Boss (Web Series)
31 Aug 2025
Tags
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.
-
Rolando Infests Every Character - Season Two by HelluvaScribe
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
17 Aug 2025
Tags
Summary
Hazbin Hotel edition...
Series
- Part 2 of Rolando Infests Every Character
-
Hazbin Bosses - A Hazbin Hotel and Helluva Boss Crossover by HelluvaScribe
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
09 Aug 2025
Tags
Summary
Two series collide! Charlie helped save the hotel from the Exorcists and Adam. With more clients coming in, her business appears to be in full swing. But her leadership is soon put into question when a prominent I.M.P. assassin Blitzo comes over. He’s not happy with the thought of potentially losing more clients to Heaven. Vaggie tries to smooth things over, while many other characters meet. Moxxie and Angel Dust discuss their shitty mafia families, Millie, Vaggie and Niffty practice their warrior skills and even Loona, Octavia, and Crymini find similarities through music and their own darkness. But not all is sunshine and rainbows: the Vees, threatened by the loss of their status, have plans to humiliate the Hazbins. Lute vows to get revenge on the loss of her leader. Alastor has his own shady plans…and a mysterious villain longs to feast on everyone’s greatest fears. Can Charlie save her people and unite her friends in time?
-
The Fallen by WholesomeHazbin
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
09 Aug 2025
Tags
Summary
During the nights in Hell, a savior is flying through the skies and watching from the rooftops across Pentagram to keep the good citizens free from evil.
The Fallen.
Someone who wears the uniform of an Exorcist, but bears no halo. The only rule she follows is "No Killing."
Nobody knows their true name, but when the morning comes, Fallen wears the mask of Charlie Morningstar, Princess of Hell.
But how long will it be before someone discovers Charlie's secret?
And how long will it be before they break their only rule?
(Hazbin Hotel Batman AU, with Charlie taking on the role of Batman)
Series
- Part 1 of The Shadows of Hell
-
El Ego de un Angel by Kandy24Proyect
Fandoms: Hazbin Hotel (Cartoon), Helluva Boss (Web Series)
06 Aug 2025
Tags
Summary
Rolando esta matando a varios humanos en un hotel de aspecto sospechoso y a falta de Querubines Sera manda a Adam a inspeccionar y resolver el problema justo el mismo día que Adam quería dar un concierto que preparo por meses, mas vale que termine ese trabajo pronto
-
If She Was There (An Amphibia/Helluva Boss Crossover AU Compilation) by Abyssal_Chasm, selinaw323 for Abyssal_Chasm, Emeraldcity85, DragonLovingGirl6, Valco99, The_Literary_Lord
Fandoms: Amphibia (Cartoon), Helluva Boss (Web Series)
29 Jul 2025
Tags
Summary
*What if Anne Boonchuy and her friends discover an Asmodean Crystal instead the Calamity Box?*
In this part of the AU, the 3 girls find themselves in situations that canonically happened in Helluva Boss while trying to make a positive influence at the same time. Will things eventually turn out right, or will it get messy?
*PLEASE READ THE DISCLAIMER/CHAPTER 1 BEFORE YOU PROCEED READING THE OTHER CHAPTERS!* 🙏
Series
- Part 4 of Hellphibia (Amphibia/Helluva Boss)
-
D-Huntz: The Demonic Ones by KateCrane37
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
29 Jul 2025
Tags
Summary
Ellie had already played billiards with Ro and won. She has her first date with him that involves a nightly nature walk on the night of the full moon. Unfortunately, she and her friends have a run-in with Andrealphus and his rogues. During the fight, two bounty hunters from hell come out of the gate and threw cuffs at Rolando and Ellie, causing them to be chained together and separated from their groups. Ellie and Rolando have to work together and escape the bounty hunters before they are taken to his former boss.
Series
- Part 2 of D-Huntz: A Helluva Series
-
Tags
Summary
After his defeat by Blitzo and Millie, Rolando reacts to the Helluva Boss episodes...
-
A Depressed Boyfriend and a Depressing Ending by HelluvaScribe
Fandoms: Helluva Boss (Web Series)
19 Jul 2025
Tags
- Language:
- English
- Words:
- 6,826
- Chapters:
- 1/1
- Kudos:
- 1
- Hits:
- 78
-
Tags
Summary
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.
-
D-Huntz: Not Just Kansas anymore by KateCrane37
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
07 Jul 2025
Tags
Summary
Ellie Allister was your typical bounty huntress with a temper to boot. There’s one thing different about her: she can see demons in their true form. it is not long before Charlie and two of the Seven Sins came and tell her she is descended from a coven of demon-hunting witches. Her mission is to stop Andrealphus from turning the living world into a new hell, finishing what his father started during the Puritan Age. Ellie’s mission will have her joining two friends with similar powers as well as her cousin, along with a gaggle of imps, a hellhound, and a Goetia teen with magic abilities. Ellie will see her magic ability and uncover secrets she never knew about herself.
Series
- Part 1 of D-Huntz: A Helluva Series
-
Tags
Summary
Brittany is invited to a sleepover the hotel with Gina.
But what happens when a certain infestor demon decides to target a certain spider demon after his last failure?
-
Verosika Mayday & Sallie May Vs the pink baby devil of trouble by Golden_devil
Fandoms: Helluva Boss (Web Series)
07 Jun 2025
Tags
Summary
when Verosika got kicked out of her apartment for not paying her bills. (As well as being secretly being sued by Tiffany Titfucker). She thought that she was going to spend the rest of her days alone. So what if she finds a tiny strange baby hiding among the bins, outside of where she was?.
-
The Very Hungry Infestor Demon (Rolando x Reader) by HelluvaScribe
Fandoms: Helluva Boss (Web Series)
05 Jun 2025
Tags
Summary
You meet Rolando and things sure do happen.
A Rolando x Reader / ASMR series for horny adult Rolando fans only. Can use these for ASMR YouTube videos with credit.