Greetings fellas. I've been lacking inspiration for quite too long. Luckily, I have just the thing. As of now, I've been getting into the most currently popular adult web cartoon, Helluva Boss. I describe it as The Office in Hell...only if it were run by demons...who partake in assassinations on a victim's behalf upon being screwed over when they were alive. For those who haven't seen the show yet, please do so. Both the pilot and it's first three episodes. I will mention that as of right now, I don't know when the next episode comes out, but for the time being, this fanfic will have it's own original ideas. Any episode that comes out will be seen in the perspective of my own character, Momo. Now please...enjoy the show and support Vivziepop. God bless her. Btw, Helluva Boss and it's characters including Hazbin Hotel are owned by Vivziepop.

Chapter 1: Draconic Vengeance

Amongst the many sinners of Hell, one of them somehow stood out. Walking at a rundown part of Pentagram City, he sighed in frustration. He cursed under his breath of all what's happened to him in the last few days.

The demon's name was Momo. He was once a proud member of a yakuza clan, who used ninjutsu and bushido in their criminal activities which mostly involved weapons smuggling, handing of business cards to those willing to lend a hand, and the oh so honorable code of stealing from the rich and give to the poor.

However, one night, something went wrong. A traitor had broken his vow and slaughtered half the clan members, as you shall see...

3 hours before death, 2 days ago...

Momo, having successfully delivered goods to the boss, Yamato, was in his work room, meditating to relieve the stress from the hard work he endured tonight. However...

BANG! BANG!

Gunfire rang out across and startled Momo awake. What the hell?, he thought. He quickly grabbed his katana and jacket on. Underneath the door he saw blood spill out into the room. He quickly opened it and was aghast at he saw. The whole room and business room were covered in corpses and blood. On the ground were his clan mates.

Momo felt queasy at the sight and fought the urge to vomit. He then heard guns clacking and turned to see his clan mates...but their were pointing assault rifles at him. What was going on?

"What is the meaning of this?!" Momo questioned, raising his katana.

The traitors didn't answer. Quickly before they could fire a shot, Momo quickly decapitated both of the traitors, spraying more blood everywhere. He didn't know what was happening. "Fuck..." he cursed under his breath.

He then raided his storage cabinet and equipped six scimitars between his fingers like the were claws. Momo was gonna find who caused this and cut their pinky off for betrayal. But if push comes to shove, then he'll execute them. He then exited the gardens of the pagoda where they are stationed for operations.

He looked around and saw multiple clan mates lying on the ground in a sea of blood. Shurikens flew past him but he rolled out of the way. He then sliced two ninja members in half with his scimitar claws. Momo then sliced through several samurai yakuza members. He then sees in the distance, a man with a black trench coat.

"Yamato! What the fuck is going on?! Why are almost all our clan members dead?!" Momo questioned.

Yamato didn't answer. Instead he removed his jacket which had tatoos of 300 dragons all over his upper body. "Yamato? What are you doing?" Suddenly, Yamato swung a katana at Momo's head, which the latter blocked.

He was in shock. Did Yamato just attack him. But why? They were like brothers!

"Yamato...why?" Momo asked, shaken.

Yamato curled his mouth into a smirk. "Oh, wondering why? These fools were just in the way of what we now have planned for the Sanbyakuryu Clan." Yamato explained.

"You...you did this? You betrayed us?..." the yakuza was shocked. How could he do this?

Momo's mouth turned into an angry snarl as he rips his shirt off revealing the 300 dragon tattoos and flew out of control like a runaway car, screaming all the while. Then the two clan members engaged in a blade fight. Everything seemed to go by in slow motion for Momo as he kept swinging, cursing, kicking. He kept thrashing as both their blades clashed with one another

The clash of iron could be heard nearby if one were to pass by in a forest. Finally, after what seemed like forever, with both blades on the ground and holding one blade, Momo steadied himself for the killing blow, realizing severing the pinky was no longer in option.

"I'll send you to the Jigoku where you belong!" he shouted.

"Give it your best shot." Yamato said, swinging his sword.

Then, both of then charged and swung their swords. For a few minutes, nothing. However, Momo's shoulder was cut, but he still stood. He bowed in respect for the duel as Yamato was cut in the stomach, spilling his entrails, his blood spilling as he collapsed. Momo then walked over to the now bleeding Yamato. He raised his blade over his head.

"You might now consider explaining why you betrayed us before I send you to the depths of jigoku." Momo growled, angry at what he witnessed.

Yamato was coughing blood but he managed to utter a laugh. "What?! WHAT'S SO GODDAMN FUNNY?!" Momo was running out of patience.

"D-Did you...really think...I orchestrated this...betrayal. Sorry to disappoint you...but I'm just a...p-p-puppet." Yamato coughed.

Momo froze. He didn't plan this? Then who could've done it? "Then...who?" he was now confused.

"Let me tell you a little s...secret...Orochi...was the greatest..." Yamato then began to go into a painful laughing fit.

Momo could not comprehend this. So all of this was for nothing. The real culprit was like his mentor? Angrily without thinking, he then decapitated Yamato and stabbed his head on a pike. He then shouted with rage. He then looked at the picture of him alongside Orochi, a middle aged yakuza, and several other guys. Orochi always had that eight headed snake mask on. How appropriate. Now Momo had no idea where Orochi was at and was most likely gonna soil the name of the Sanbyakuryu Clan. He had dishonored the people he fought with.

Momo couldn't stand it no longer. He then took the sword and plunged it into his chest, committing self-seppuku. He twisted the blade further before removing it and stabbing himself, causing him to bleed to death from rapid blood loss. He then collapsed onto the ground, dead.

Momo suddenly woke up and saw a red sky. He then took the time to look around before slowly getting up. Around him were creatures of several sizes and shapes. Was this jigoku or the Makai as most people called it? And there were skyscrapers and homes too.

He looked at himself on a reflective surface. He looked different than his human self. He was an oni. He had red skin and his face looked like a blue demon mask. He also had long white hair and one horn. He wore a trench coat, primitive upper and lower clothing, sandals, one horn, and his arms looked like wooden tree trunks but small enough for a humanoid. And he carried on his sides the scimitars.

Present...

If only he could find a way to get revenge on Orochi for soiling the Sanbyakuryu clan. He had found a place to live. It was then as he was flipping channels that he found the answer to his problems that would change his life forever.

In the commercial, he saw an imp who was red and white, and had black and white horns on stage. He began to say his lines.

"Hi there, I'm Blitzo! The "o" is silent, and I am the founder of I.M.P. Are you a piece of shit who got yourself sent to Hell? Or are you an innocent soul who got fucked over by someone else?"

As he says this, he showed the logo which had the horns just like Blitzo. He showed images of Blitzo looking like some bad guy committing arson and another of him throwing a plastic cup away in an office dressed as an angel. Momo watched more.

It cuts to outside where Momo sees the imp holding a sign over, saying, "Some guy who hired us.", and showed a client who was a large red horned demon with something called Ohio on the shirt. His voice sometimes went from normal to demonic as he explained the situation.

"After lovingly killing my life for fucking a delivery man, you can imagine my surprise when I wound up here after the state of Ohio killed me. I wish I could stick it to that yappy jogger who saw me hiding the body!" he explained his stance on the company.

It then cuts to a room where Momo notices two more imps along with a symbol and several candles. One female and one male. The female had a cold-shoulder black crop top with gold buttons where the straps at the top meet the torso piece, torn black pants, fingerless black gloves, and black footwear that does not cover her hoof-like toes. On her right shoulder was a black heart tattoo. The second imp that was male had attire almost like a business man/musician because of the bowtie on his outfit along with white hair.

Momo was getting excited now as he watched. Blitzo continued on. And at that moment, hope came to the former yakuza samurai.

"Well luckily for you, thanks to our company's special access to the living world, we can help you take care of your unfinished business by taking out anyone who screwed you over when you were alive."

That quote echoed in Momo's mind. And so did the jingle that came next.

When you want somebody gone

And you don't want to wait too long

Call the Immediate Murder Professionals.

Hand grenade or cyanide

We'll make it look like suicide.

The Immediate Murder Professionals

We do our job so well

Because we come up straight from hell

We'll kill your husband or your wife

We'll even let you keep the knife

We're the Immediate Murder Professionals

Kids die for free~

Along with showing the montage of the kills they accomplished, it showed three silhouettes of the imps as they formed the logo of the Immediate Murder Professionals.

Momo was laughing loud now. "HALLELUJAH! MY REVENGE IS HERE!" he shouted. It was then he noticed his mask was different. Almost like the mouth of a jack-o-lantern. He switched it back to his blue mask. And he also had a red mask which made him seethe with rage. Perhaps this is what he got when he fell to Hell. It seems now he would finally have his revenge.

Quickly he grabbed a pair of headphones on a table and a cellphone. He put them on and he found a list of downloaded songs. He found something that sounded cool. Gravity Hurts by Cryoshell. He then gathered his weapons and quickly set out to the HQ of the Immediate Murder Professionals.

He asked where it was located. It was located at a place called Imp City...typical by what he thought. He then trekked for a few minutes until he could see the inhabitants were imps. He then sees a large building with imp horns. He grinned. He found it. Revenge is mine, he thought as he trekked towards the headquarters of I.M.P.

After asking an imp where in the building there were at, Momo entered the building, walked into an elevator, and entered the seventh floor. He then sees the door. It was them. He was kinda nervous. However, revenge was getting near. He could not back out now. So Momo stepped forward and entered the small office lobby, where Blitzo was going over paperwork.

"Well, what do we have here? You a client or something?" Blitzo asked, with a bit of a devil may care attitude.

"Not just a client. I assume those two assassins are your workers? I'd like to meet all three of you for a task of...revenge." Momo said.

"Ah, you saw the ad? What'd you think of it?" Blitzo asked

"To be honest, I find it to be like...salvation...as you'll find out why I'm here." Momo answered.

"Meaning?" Blitzo asked, narrowing his brow.

"It's okay. Not great, but it feels effective. Now...would you be as kind to show me the workers so I can discuss why I'm here." Momo offered again.

Blitzo stood up and lead him into the office, where the two imps and a humanoid wolf of some kind, who was on her phone, were in the meeting room. "Guys I want you to meet...our newest client and potential hire." Blitzo announced.

This got the wolf-like girl to jump at that. "The fuck? He's the new hire?!" she shouted.

The two imps looked at Momo in awe as how tall he was. "Oh crumbs...whats with the scimitars? I don't think anyone could wield all six of them." the male imp noted.

"Wielding six scimitars?!" the female imp exclaimed excitedly.

"I'll explain. I am Momo Tengan, samurai of a former yakuza clan in Roppongi known as the Sanbyakuryu Clan, meaning 300 dragons in our native town. The name Momo was something one of my clan mates thought of since it was based off the Japanese folklore hero, Momotaro, the peach boy."

The team introduced themselves as Blitzo, Moxxie, Millie, and Loona.

"Alright, now with introductions out of the way, I shall explain why I am here not only as a client, but a new hire." Momo announced.

He explained in detail the events of his demise upon committing seppuku. From of course, learning that Yamato was not the one pulling the strings, but his now most hated mentor, the one called Orochi. He learned before taking his own life that Orochi had planned the coup to seize control of the Sanbyakuryu Clan as yakuza are, how they put it, the nicest criminals you'd ever meet. Simply because unlike most criminals, yakuza have an honorable code. The clan has one, though it's also melded with the ancient code of bushido, the strict samurai code. And Orochi broke all vows and betrayed the clan, had most of them slaughtered, and those who were spared are now blindly following Orochi since he thinks yakuza are too soft. And that's why Momo is here.

"So you see, yakuza are meant to hold a strict honorable code. And Orochi is breaking his vow and making other yakuzas out there look bad." Momo growled, his mask having changed to red.

"We'd be happy to help kill those fuckers!" Millie said, excitement in her voice.

"And doing so, maybe it could help you restore your honor." Moxxie chimed in.

"And with that, make it so it spreads a message to any other yakuza out there of what happens should you even betray your own kind that their punishment will be quite severe." Momo's mask was green to show his sadistic and random side.

"Also what was with the mask and personality switch?" Loona asked.

"Hell if I know. I just found out about it. Maybe I had a split personality." Momo answered, his mask back to blue.

"I figure you to be the leader type of those operations." Momo continued.

"Yep." the head imp answered.

Momo then walked over to the imp couple. "What can you do, fellow warriors?" Momo asked.

"I happen to be the weapons specialist. Though I happen to mostly be comfortable using firearms." Moxxie explained.

"I prefer melee weapons. I have tried other melee weapons before." Millie answered.

This got Momo to think. "Perhaps I could raid a few storages and give each of you weapons. Think of it as preparations for future assassinations." Momo offered.

"That actually doesn't sound like a bad idea." Blitzo chimed in.

"And you." Momo went to Loona.

"What about me?" Loona asked, not raising her heard from her phone.

"What do you specialize in?" Momo asked.

"I'm the receptionist here." Loona said blankly.

"Fair enough. Assassination companies need those." Momo replied, walking over to the imps.

"Well then, shall we get this operation underway?" Momo asked. His mask switched to a green mask. "Can't wait to carve the old fuck a new one." Momo said, with a tinge of bloodlust.

"Ooh, I think he's gonna fit in!" Millie said.

"Just pray he doesn't accidentally carve us." Moxxie prayed.

"Show me your skills, sensei." Momo prompted Blitzo.

"Gladly." Blitzo then used a book grimoire to create a portal to the back of a pagoda.

"So this is the place?" Blitzo asked.

"Yes, that's it right there." Momo answered, his mask blue again.

"You'll need my help for this. Follow my lead." he said entering in first and jumping onto a tree branch to remain unseen. The imps followed and landed beside him and joined him on the trees.

Momo looked onward. Surrounding the place were a bunch of yakuza members of the Sanbyakuryu Clan. Most members wore the mask of the dragons and some carried either assault rifles, shotguns, or katanas. The higher class carried two katanas and naginatas, which could be inside guarding Orochi. Momo glared at the guards pacing back and forth and remaining at their posts. Cowards, he thought to himself.

"Alright, rookie. Let's hear it. What's your brilliant scheme?" Blitzo asked.

"Don't call me rookie. And I have an idea. You distract the guards whilst me, Moxxie, and Millie infiltrate the pagoda so we can head in where Orochi is stationed. On the sound of gunfire, kill the distracted guards so you can join up. Take this paper bomb. Once you lure a good amount, blow the assholes to hell." Momo instructed, handing the paper bomb and a lighter.

"You're making this look easy." Blitzo joked before springing to action.

Momo and the imps leapt from tree to where the entrance was in view. Blitzo began sneak around like a blur, this alerted two of the guards and followed him away from the entrance. With the entrance cleared, the assassins snuck their way in. Believing that they were behind the door, Moxxie and Millie grabbed two of them and clasped their mouths shut from shouting. Momo walked past and impaled the guards with his scimitars, killing them instantly.

"Shall we?" Momo asked as they snuck around the building.

(Gravity Hurts (Instrumental) - Cryoshell)

As they snuck around the building, Momo conversed with the two imps.

"I take you two get along well." Momo noted.

"We happened to be married." Moxxie answered.

"We've been together for a long time even before we were a part of I.M.P." Millie beamed.

This caused the oni to smile. "Aww...never would I find a happily wedded couple in Makai. Stuff like that wouldn't be common in Hell."

"You're not wrong. I mean our boss tends to find us outside of work, which is completely inappropriate I might add." Moxxie ranted.

"It's not so bad, sweetie." Millie insisted.

"Huh...guess bosses can have shady ideals." Momo gulped.

"And what about Loona?" Momo asked.

"He coddles her like shes a troubled teenager when she's really a meth addicted homeless woman he let man the phones." Moxxie fumed.

"Why would he...wait, are you saying he adopted her?" Momo squeaked in silence.

"Yeah?" Moxxie answered, perplexed.

"Wow...never thought of Blitzo being father material." Momo said quizzically. They then stopped as they saw the master entrance. Momo looked at it wearily and figured Orochi was inside. The door was guarded by two of it's samurai guards. "He's in there...I smell him." Momo noted.

"So how do we get in there?" Moxxie inquired.

"First, you two sneak up on them and silence them quietly. Then, on the sound of gunfire, the guards will begin to head out on the alert. Stay hidden until then. Once they clear out, bam! Blitzo should be hear by now after the guards are alerted." Momo instructed. The imp couple gave a thumbs up.

Momo hung to the ceiling above the guards with his scimitars that he held like claws as he signaled them to take it slowly. After the signal was granted, Moxxie and Millie silenced and murdered them, setting them down. Momo's face switched to green. "Fufufufufufu, showtime!" he said before throwing several kunai at the door.

On the other side, Orochi was meditating upon successfully killing the obstacles. Suddenly, he heard wood splintering and gasped at kunais sticking out followed by gunfire. "Who's there?" he said in his Japanese native tongue. The guards next to him kicked the door away, splintering it to pieces and ran out.

"Alert! Alert!" the yakuza clan member shouted. Four of them began to rush out, carrying naginatas, katanas, and assault rifles. The assassins remained hidden. As soon as the guards were gone, Orochi was now alone. However, he was not fooled as he reached and grabbed a broadsword.

The halls were eerily dark and quiet as the candles in the halls went out. Footsteps were heard as the imps peered from the doorway. The tall figure of Momo crashed down next to them, his mask visible from the darkness. "Y...Yokai?" Orochi paled. Momo stepped forward. They then spoke to each other in their native language.

"Who the hell are you?" Orochi demanded. Momo said nothing for a few seconds. After a long beat, he spoke. "Anata no shi." Momo uttered.

Spooked, Orochi attempted to swing his sword at Momo, only for the blow to be blocked by Momo's scimitar claw, which sparked from impact. Moxxie and Millie joined in and began to attack the yakuza crimelord. Moxxie shot at Orochi with a shotgun, but Orochi was deflecting the bullet.

"Meinu!" Orochi shouted before Millie stabbed Orochi in the shoulder.

Outside, the guards were searching for Blitzo. Lots of them were lured out. They saw what looked like a tail in the shadow and slowly approached it. They then open fire and the ones carrying katanas went in slowly. A blur rushed by and tapped him, alerting them and accidentally shoots one of the guards. "Oh shit!" one of them shrilled. They then see on his back was a piece of paper. It read poorly, "Gotcha."

Suddenly, a lighter fell from a tree. Blitzo can be seen with a mischievous grin and sprinted off.

"What the hell?" the guard shouted before opening fire. They then realized too late, the lighter lit the bomb. "It's a trap!" one of them shouted before an explosion enveloped them, incinerating them and leaving behind charred corpses while some were screaming in agony as they fled on fire.

Orochi was suddenly knocked out of the window and landed in the back of the pagoda. He then weakly got up, sword in hand as Momo, Moxxie, and Millie brandished their weapons. Once more Momo and Millie's weapons clashed with Orochi's. Moxxie was lining up his shot from a sniper rifle.

"Let's end this!" Momo shouted. His mask switched to green. "I want to hear you beg for mercy." the oni shouted.

Orochi yelled in rage and both their blades connected. Millie joined in with Moxxie firing bullets at the crime lord. Orochi dodged them. Moxxie then aimed and fired a sniper rifle at him. This prompted Orochi to slice the bullet in half. "

Jigoku no iku!" Orochi shouted as he threw a shuriken at Moxxie. The imp rolled out of the way barely.

"Where are you, yokai!" Orochi hollered. His focus on Moxxie was a big mistake.

This gave Millie the opportunity to slash at his shoulder and Momo to snap at the old yakuza's leg. Orochi screamed in agony. "I want to hear it, traitor! Beg!" Momo roared as his face was green. He raised his hand that held three of his scimitars and raised it. In a last ditch effort, Orochi's sword clashed with Momo's. They then run forward and thrusted their swords. The first effect caused his arm to split into three, but it surprisingly didn't hurt. Was this some sort of ability that Momo didn't know about?

Orochi on the other hand, has a chopped arm as blood spilled everywhere, on top of his chest ripped open, spilling entrails. Orochi was screaming in agony more as he bent his knees and collapse. Momo walked towards the mortally wounded crime boss.

"You had it coming for turning your back on the code of both yakuza and bushido, breaking your vow, and betraying us." Momo's mask was blue as he stated coldly.

This hit Orochi with the realization. "No...an...onryo?" he sputtered, coughing blood.

Momo facepalmed. "Do I look like Ju-On the Grudge to you? I'm an oni now!" He then pointed his three blades with his wooden arm which now looked like he had three arms that each hand gripped the scimitars.

"Also, thanks for the new ability, teacher."

Blitzo came in. "Whoa! Did I miss the party?" he inquired.

"Not yet. You can still put a bullet into his head." Momo answered.

"Also you have three arms now!" Moxxie squeaked.

"I didn't know that I could do this either. Guess it's a last minute gift from the traitor."

Momo then peered at the dying Orochi. "Please...p-p-please...mercy..." he begged.

"And what was it you did when the ones who wouldn't follow a false yakuza begged for mercy, huh?" Momo's mask switched to red. "HUH?! HOW LONG DID YOU THINK YOUR HOSTILE TAKEOVER WAS GONNA LAST, BAKAYAROU!" he hollered.

He then plunged his scimitars from his three arms into both his lower area, his chest, and finally his head. The first, caused him to cringe in agony for both. And then the third finally ended his life with Blitzo even shooting a hole in his head for good measure. And to leave make sure no body was found, he picked up the corpse, ripped and crushed his heart after tearing it in half and sliced the body to multiple little pieces. He then raised his head and screeched. His revenge was complete. His honor restored. Tears fell from his face as he continued his roar of victory. Now his fallen comrades could finally rest in peace having put the traitor to the lowest pits of Hell.

(Crybaby - Devilman Crybaby)

Momo then fell to his knees and meditated for awhile, tears streaming from his eyes as he had a new mask. It was white which also looked like a noh mask and tragedy. Blitzo, Moxxie, and Millie looked on in sympathy before hugging him. Momo allowed them to do so as his thoughts and stressed drained from the painful experience of betrayal that Orochi brought onto the now gone Sanbyakuryu Clan. Rest in peace, my comrades, he thought. He remained in meditative state for awhile as he began sobbing uncontrollably.

Loona was back in the office on the receptionist desk when she heard the call from Blitzo on her hellphone that Orochi has been silenced. She uses the grimoire and both the imps and the oni stepped back into Hell. Loona noticed the tears and the mask he had. "

Wait...is he crying? After he just killed someone?" Loona asked with contempt.

"Loona! He just killed the traitor for betraying the entire clan of yakuza and is letting it out for his fallen comrades! Show some tact, you bitch!" Millie reprimanded the hellhound.

This took the hellhound back abit. "Oh...sorry about that."

Loona, with a sympathetic look on her face, hugged Momo. "You ok? Sorry about that remark." Loona comforted.

"I'm okay. I just needed to process it. I just hope wherever in Hell they ended up in they're living out their normal lives. I mean they were criminals so of course they'd be in the Makai." Momo remarked.

"I just hope I don't go through betrayal ever again."

"Alrighty, job well done. Who's up for some cake for the new hire?" Blitzo announced with his usual attitude.

Momo shook his head. "Is he always like that?" he asked, his mask switching to the blue hannya mask.

"Yeah, he's a bit of a dick, but you get used to it." Loona answered, smiling. They then went to the office room for a slice. Momo stayed for a minute and came along. This was gonna be a great relationship with the imps and hellhound, he could just tell.

Japanese word translations

Jigoku - hell

Anata no shi - your death

Bakayarou - a**hole

Meinu - B***ch

Jigoku no iku - go to hell

A/N: This is where I should mention that the stories will follow the first three canon adventures of the imps and hellhound and won't go through the pilot since that would be unnecessary. And then this will have original ideas. Should a new episode come, that chapter will be made for this story. Peace out.