Beyond's Helluva /Hazbin Fanart blog

here’s some hellsona and OC stuff that’d I’d been getting into with my friend @thecrazygamingzombie

thecrazygamingzombie’s Hellsona Lore(written by thecrazygamingzombie)

Stephen was born and raised on the rough side of Chicago during the 1950s all the way up until the day of his death in the 1970s. With his parents out of the picture for unknown reasons, the last time he saw them was during infancy, he was raised by his uncle; a used cars saleman that was as sleazy as they came. However, Stephen's uncle was an excellent parental figure who took care of the boy like he was his own son and taught him how to survive on the mean streets of their hometown with a sharp wit and a sliver tongue; the boxing lessons he got Stephen at the local rec center didn't hurt matters either.

Stephen took to those lessons like a duck to water and pretty soon he was running plenty of cons of his own, becoming the very definition of a smooth operator who could talk his way out of any bad situation and always stay three steps ahead of his enemies...or so he liked to think.

The truth is that Stephen wasn't the mastermind he believed himself to be, in actuality he was a cocky idiot with some really weird luck. Most of the time his luck was pretty crummy, often getting him into all sorts of bad situations that put life and limb at risk, but every now and then (typically when things were at their worst) Stephen's luck would suddenly turn around and he'd become the luckiest guy on the east coast; allowing him to escape from the messes he made without so much as a scratch on him. Stephen confused his luck for legitimate skill and he started getting bolder and taking more risks as time went on. 

He made a decent living as a street hustler, rising up the ranks of the criminal underworld with his various schemes (although it was more akin to falling upwards in his case) and gaining a notable reputation on the streets of Chicago. Until one night, where his luck was particularly bad, Stephen wound up in the middle of a three way firefight between two rival gangs and the local police; all of whom desperately wanted him dead. After a long and cartoonish chase all over town where Stephen had several brushes with death, one of the gang leaders cornered him in a warehouse and fired a shot straight at his head. Stephen narrowly dodged out of the way only for the bullet to hit some explosive barrels inconveniently placed behind him and set off a massive fiery explosion that killed everyone inside the building...except for him.

Miraculously, Stephen emerged from the wreckage with only a few small burns to show for it and found a briefcase containing five hundred thousand dollars amongst the bodies. Now, a smart person would have immediately fled town after all that unpleasantness but Stephen was anything but smart. He decided to celebrate his survival and newfound fortune by going to a local disco club, where he was killed by a disco ball falling straight onto his head; crushing his skull and killing him near instantaneously. The con man had pushed his luck too far that night.

But upon arriving in Hell after his death, Stephen didn't let it get him down; wouldn't do him any good to sit around feeling sorry for himself. So he adjusted to his new reptilian form and picked right back up where he left off, trying to carve out a new life for himself in his new surroundings. If this was the hand life dealt him, he might as well play it!

Stephen spent the next thirty years or so having all sorts of misadventures in Hell, finding trouble or getting found by trouble, as a lone wolf. Until he met a shy little Pangolin sinner in serious need of a friendly face and struck up a partnership with them, earning the best friend he could ever hope to have.

my Hellsona Lore(written by me and thecrazygamingzombie) Paint lived a life of utter mundane misery in the early 2000s. 

Stuck in a dead end job to pay the bills, studying for a college degree he wasn't passionate about and living day to day. But Paint found pleasure in making digital art for the newest wonderful thing called the internet; there, he truly felt like himself.

Paint even had lofty hopes that after earning a degree and getting the well paying job his parents wanted for him, he could truly dedicate his time to his real passion of art. But fate had other plans.

At his mind numbing grocery story clerk job, there was a robbery with the thieves shooting several innocent bystanders in the process. Paint had the good fortune of being next to the cashier desk with the silent alarm button to call the police. Unfortunately hitting it meant he'd have to risk being seen by the shooters and potentially killed for his actions; he wanted to help, he truly did, but even with one of his coworkers being held at gunpoint and quietly asking him to do something, anything to help...he couldn't.

Paint was frozen by fear and self preservation, unable to do anything but lay amongst the corpses and wait until the robbers left with what they wanted. Then simply curled up into a ball and cried until the police and medics arrived, too late for most of the victims of the crime.

After giving his statement to the police and being sent home early, Paint was utterly beside himself. He knew he could have done something, that he should have done something but his cowardice won out in the end and cost several innocent people, many of whom were Paint's acquaintances, their lives. From Paint's perspective, their blood was on his hands. 

Paint was so lost in thought, so hung up on the idea of how his lack of confidence was holding him back from living the life he wanted, that he didn't notice the 'don't walk' sign flashing on the crosswalk; nor did he notice the incoming truck barreling straight for him. It was ironic in a way, narrowly escaping death at the hands of marauders only to end up as roadkill shortly after.

Paint didn't expect to end up in Hell for his actions, but apparently heaven decided that his inaction in a time of crisis and lack of ambition when it came to his life was the very definition of the sin of sloth and thus he was condemned for all eternity. The pangolin sinner could only reside himself to his fate, assuming that he must have deserved it for being such a pathetic little coward.

But even in the afterlife there was no peace for him, Paint wound up right back at square one with the same sort of dead end job and meaningless existence he held back on earth; the only difference now was that the customers were meaner, his coworkers bullied him at every opportunity, and his cruddy pay meant he didn't even have enough money to escape into his hobby of art. It truly was Hell for him.

However, all of that changed when he met a fast talking, hard scheming, and overly optimistic gator who helped Paint pick himself back up and show him how to truly live.

The start of Stephen and Paint's friendship wasn't exactly a great day.(written by thecrazygamingzombie)

Paint's boss had recently gotten into some serious debt with a low ranking overlord and the loan sharks could smell blood in the water. Desperate to save their own skin, the scumbag sinner decided to sell Paint to the overlord as a way of paying off his debts and the overlord agreed to the deal; his men forcefully absconding with poor Paint who, having reached the very limits of his sanity, cried like a baby all the way to the overlord's main compound. The Pangolin continued to cry as he was thrown into a dirty cell, terrified of what was going to become of him now, until an alligator sinner in the cell across from him asked him a simple question:

"What do you call a T-Rex that sells handguns?"

Momentarily distracted from his anguish, Paint asked what the answer was.

"a small arm dealer! Get it?!"

It was so absurd, so utterly out of left field, that Paint couldn't help but break out into hysterical laughter. The gator took that as encouragement and unleashed several more cringeworthy jokes onto his cell neighbor until he had reached a much calmer state, Paint was still understandably nervous but at least his tears had stopped flowing.

The gator then introduced himself as Stephen and offered Paint a proposition: He had a plan to get out of the compound but needed an extra set of hands to pull it off and Paint was the perfect candidate to be those hands. (granted he was the only candidate Stephen had at the moment but that was beside the point). So if Paint helped him out, Stephen would make sure that they both got out of here with their lives intact.

Since Paint didn't have anything left to lose, he took Stephen up on his offer and the gator laid out an utterly insane and moronic plan that seemed destined to fail; Paint was certain that he was going to die in that compound with that strange alligator.

And yet, against all logic and reason, Stephen's plan worked perfectly and the two of them road out of the compound on a stolen motorcycle moments before the whole place went up in flames. Once they were both certain they had made a clean getaway, Paint attempted to head home and leave his ally to his devices; assuming that Stephen would want nothing more to do with him now that he had gotten what he wanted from him. But much to Paint's surprise, Stephen asked if he'd be willing to stick around a bit longer. The reptile wanted to pay Paint back for his help by treating him to a round of coffee and pastries at his favorite café: Micole's place. 

Paint was hesitant but his empty stomach urged him to accept the invitation and he soon found himself chatting it up with Stephen in a cozy little coffee house. The gator had been impressed by Paint's moxie and wanted to form a partnership with the guy, promising an even 50/50 split between them for all future schemes, and since Paint had basically been fired after his former boss had sold him off he decided to take the risk and team up with Stephen for the time being.

From there a beautiful friendship was formed between them, Paint and Stephen becoming akin to brothers, and Paint's life became far more exciting than it had ever been before. For the first time in his miserable existence, Paint was living a life he could truly be content with and he had Stephen to thank for that.

Hazbin Hotel OCs lore Say hello to the heads of the Santiago family: Nicoletta 'Nicotine' Santiago (pictured middle) and her half-brothers and second in commands Slash/Steward (Left) and Hack/Herbert (Right) (written by me and thecrazygamingzombie)

One of Stephen's oldest enemies and a reoccurring foe that constantly menaces both him and Paint for the acts he committed against them on earth. Although the gator is blissfully unaware of such unpleasantness and believes that Nicoletta is simply obsessed with him in a romantic sense...which isn't ENTIRELY inaccurate. 

Nicoletta’s Lore and backstory (written by me and thecrazygamingzombie)

Nicoletta 'Nicotine' Santiago was born into mafia royalty, the youngest child of her family and the only female member alongside her nine older brothers. 

Nicoletta was never really planned for or wanted by her family and was constantly reminded of that fact in the form of verbal and/or physical abuse dealt out by her father and older brothers; her mother was of no help, often standing to the side and only stepping in to patch up Nicoletta's 'good looks' afterwards which only stoked the fires of hatred within the girl.

Those fires soon grew into an absolute inferno and Nicoletta became determined to escape from the Hell her family had created for her on earth as soon as possible. But that plan was quickly derailed when two new members of the family moved in: Herbert and Steward, her four year old half brothers. 

Compared to them, Nicoletta was treated like a damn princess. Not only did they have to deal with the routine beatings and psychological abuse that Nicoletta experienced at the hands of her father and brothers, which were even worse since they didn't feel the need to hold back with them like they did with her, but even her mother encouraged this abuse and intentionally neglected in a petty attempt to punish her husband's infidelity. Nicoletta could have joined in with the hazing, to stop being the victim for once in her life...but she couldn't.

Instead Nicoletta took it upon herself to care and love her younger half siblings, assuming a motherly role that had been left vacant. She wasn't perfect, what with her only being fourteen at the time, but any shortcomings were made up for with all the love in her heart and all the patience in the world for Herbert and Steward. They were her family, her real family and she wasn't going to let anything happen to them. Her former thoughts of fleeing now abandoned, Nicoletta found a new purpose in life: making their slice of Chicago a place where her boys could prosper.

The way she accomplished this? Taking over her family's empire. One by one she rubbed out her older siblings and former tormentors: one got shot in the back of the head while eating at their favorite pizza restaurant, another had their throat slit at a porn theatre ironically watching a movie titled 'deep throat', and one unlucky sibling was hung from a boardwalk Ferris wheel for all to see. Each of their deaths allowing Nicoletta to seize control of large swaths of the Santiago criminal empire. Until finally, after gunning down her mother and pushing her so called 'father' off the roof of a skyscraper, Nicoletta took control of the criminal organization at age 22 and proceeded to rule it with an iron fist for the next 13 years. Raising her boys properly with all her newfound resources and giving them a chance to walk away from the mafia game to live normal lives, but instead they chose to remain by her side out of a sense of loyalty and became her right hand men who guarded her with their very lives. 

Under Nicoletta's rule, the syndicate thrived and expanded it's reach like never before. At this rate they'd be ruling the entire city within ten years time and it seemed as though nothing could stop them...save for one persistent troublemaker: Stephen Hanover.

Stephen was some low level conman making moves around Chicago's criminal network, nothing particularly special about him apart from the fact that he owed quite a lot of money to the Santiago family. So Nicoletta sent out Herbert to extract payment, assuming that some idiot in a cheap suit was nothing he couldn't handle.

Oh how wrong she was. The bloody mess that turned up in the coroner's office was hardly recognizable outside of the special pendant she had given him for his tenth birthday years ago, body twisted and mangled in all the wrong ways; it was something straight out of a horror movie. Bertie, her sweet baby boy, was dead; having been crushed by a falling wrecking ball while pursuing that snake Stephen. Nicoletta felt the old fires of her hatred, the kind that had died down with her parents' deaths, reawaken within her.

Stephen was going to pay for this, Nicoletta was personally going to see that the rest of his short life was spent in agonizing pain and so was Steward. But while Nicoletta was willing to wait, to take the time and plan her approach to ensure Stephen didn't get away, Steward was not so patient and set off on his own to avenge his brother's death. Nicoletta didn't see the big guy again until weeks later, where she got another call from the local morgue.

Herbert had gotten off easy in comparison to his twin, witness reports said that Steward's jacket had gotten snagged on a passing subway car and ended up smeared along the wall of the tunnel. His death had been far more agonizing than that of his baby brother and it tore Nicoletta up inside. In the span of two months she had lost both of her boys, her entire family, all because of...because of HIM. That bastard Stephen, he deserved to be six feet under and not her boys.

Now infuriated beyond belief, Nicoletta decided that the time for action was now and rallied her crew to hunt Stephen down at all costs. Unfortunately they ended up running smack dab into a rival gang and the local constabulary in the process, forcing them into a massive firefight that provided Stephen with the perfect cover he needed to escape. But Nicoletta wasn't about to let that happen, so she abandoned the safety of her crew and chased after the smarmy jerk on foot; eventually heading into a warehouse storing oil barrels. In a fit of desperation, Nicoletta opened fire on Stephen to try and put the guy down; but luck was not on her side that night and the bullet narrowly whizzed over his head, striking one of the barrels laying about and setting off a mass inferno that consumed the entire building.

Nicoletta's last words before the flames consumed her was to cry out the name of the man who had taken everything from her: STEPHEN!

But death was not the end for Nicoletta, it was merely a new beginning. She may have been condemned to Hell for all eternity, but at least she was reunited with her boys and wouldn't have to see Stephen for a long time...or so she thought.

One week after she arrived in Hell, whilst busy planning establishing a criminal network in the underworld, Stephen came crashing through the skylight and landed right on top of the poor woman. Thus kicking off a long rivalry between the two that would last for decades...only to shift into something more, amicable; for lack of a better word.  One week after she arrived in Hell, whilst busy planning establishing a criminal network in the underworld, Stephen came crashing through the skylight and landed right on top of the poor woman. Thus kicking off a long rivalry between the two that would last for decades...only to shift into something more, amicable; for lack of a better word. 

Herbert’s Lore and backstory (written by me and thecrazygamingzombie)

Herbert Santiago, the younger twin brother to Steward Santiago, younger half-brother of Nicoletta Santiago, and second in command to one of Chicago's biggest crime syndicates. His life was a tragedy in three acts.

The first of which began with the death of his mother and relocation to his father's care, although care is a strong word to use considering his new guardians would neglect him at best and abuse him at worst. Unlike his twin who would fight tooth and nail against anyone trying to give them a hard time, Herbert was much more passive and simply allowed the brutal hazing to continue with little resistance; be it simple name calling to his other brothers dangling him upside down over the edge of a bridge, threatening to drop him into the filthy water below. The boy didn't have the confidence to stand up for himself.

Herbert might not have survived his childhood at all if it wasn't for his half-sister Nicoletta. She kept them fed as much as she could, patching them up after their older brothers were done with them, and even reading them bedtime stories. Herbert especially liked that last activity, the tales of faraway kingdoms and courageous heroes struck a chord with him, and eventually he convinced Nicoletta to teach him how to read. 

It ended up being the greatest gift she ever gave him; Herbert found an escape from his rough home life in the form of literature, often losing himself in the fantastical worlds put forth by the eloquent tales of a good book. But unfortunately, it didn't take long for his older brothers to discover his new bookworm tendencies and use it as another way to torment him. Not only mocking him for such a hobby but even outright destroying many of the books he picked up, leading to poor Herbert getting banned from the public library. Thankfully both Nicoletta and Steward managed to obtain more reading materials for their brother, beneath the watchful eyes of their tormentors.

Nicoletta really was the best, she was more of a mother to him and Steward than Mrs.Santiago ever was; not that Herbert would ever say that to Nic, she may have been kind but...sometimes she scared him.

On the one hand, Nicoletta had unwavering faith in the twins. When Herbert floated the idea of going to college, Nicoletta wholeheartedly supported him; and when Steward swore that he didn't knock up his prom date, Nicoletta believed him right away. But on the other hand, Nicoletta could be a little too protective of them; school bullies who weren't part of the Santiago family had a nasty habit of disappearing whenever one of them harmed Herbert or Steward, the former couldn't prove it but he had a feeling Nicoletta was responsible. However, her overprotective tendencies weren't what scared Herbert the most, but what she would think of certain...feelings he had toward boys.

The second act of Herbert's tragedy was one that had always been with him but didn't show it's face until his teenage years, when he truly started to bloom into a man. Herbert always felt a little different from those around him and he wasn't talking about his quite temperament or obsession with literature. Whenever he read tales of passion and romance, he often liked to imagine himself being part of those stories...where he was swept of his feet by the male leads. He knew that having such thoughts were wrong, men weren't supposed to date other men...right? Even if it wasn't, Herbert had read far too many news headlines about guys who liked guys and ended up getting beaten...or worse.

Herbert wanted to believe that Nicolette would accept him, that she'd love him no matter who his heart yearned for. But the possibility, however slight, that she'd end up casting him out terrified Herbert to no end; even more so than the thought of his older brothers ripping him limb from limb if they found out he was a f- *ahem*, perhaps it's best not to go there? 

Anyhow, to preserve what little he had in the world, Herbert put on a mask and played the role of the bumbling socially awkward nerd who was either too busy to date or too much of a wimp to get a girlfriend and that he had absolutely no interest in men whatsoever. 

It utterly tore him up inside, Herbert could feel his mask slipping whenever he saw Steward and his far more successful romantic escapades. Steward got to have his first kiss and brag about it, Steward could go to prom and dance the night away with his girl of the week, Steward could string a trail of broken hearts behind him, STEWARD got to have all the romance Herbert so desperately wanted but could never have. Herbert had to be the wallflower, the lonely heart, the one who had to pine for guys who would never return his feelings from a distance. Herbert grew to envy his twin and the life he got to live, the life Herbert should have had; but what could he do? He hated keeping secrets from Nicoletta and Steward but he couldn't give them a reason to hate him like their brothers did. So he kept his hopes of true love and romance with another man under lock and key.

Then came the third and final act of Herbert's story, the one that brought his life to an abrupt end. Herbert never felt like he belonged in the family business either; he was a lover, not a fighter and the one thing his horrible siblings had gotten right about him was that he was too soft for his own good. Herbert was always more comfortable in a classroom or a library than he did in a back alley or a field on the outskirts of town, burying a suspicious looking bag. It was enough to make him reconsider if the gangster life was truly one for him and before long he was forced to make that decision when a college scholarship letter arrived for him in the mail.

Herbert would have gotten a full ride, all expenses paid for in pursuit of whatever degree he wanted. It was a ticket straight out of the slums and into a normal, peaceful life free from murder and theft....and yet he couldn't take it. For if he did, it would mean abandoning his family and being left all alone with no one to turn to; Herbert didn't want that. So despite the temptation of salvation, Herbert chose to trade in books and thesis for brass knuckles and obituaries; trying to numb the guilt that came from inflicting the various brutalities Nicoletta ordered him too while the heart of a poet cried out from within him.

At least being her second in command afforded him a level of respect he had never enjoyed before, being the more approachable and understanding member of the syndicate's high command. Herbert garnered a reputation of a bit of a goofball who could easily snap someone in half if his sister asked him to and was deeply respected by his family and subordinates, although Nicoletta tended to pawn off less serious work to him where he'd only handle guys that proved too much for lackies and henchmen to handle. One such individual happened to be a con man named Stephen who had defaulted on loans to the family, loans that Nicoletta ordered Herbert to collect by any means necessary.

Herbert felt a little bad going after the guy, they had interacted beforehand and Stephen was a pleasant individual if a bit unintelligent but he had his orders. After putting up a good fight for the first ten minutes, even forcing Herbert onto the defensive, Stephen cut his losses and tried to flee only for Herbert to give chase. He pursued the con man straight into a construction site, following him all the way up to the top floors of the structure where Herbert cornered him. But before Stephen could meet his end at Herbert's hands, the second in command of the Santiago family heard the sound of a metal cord breaking and looked up just in time to see a massive metal ball plummeting towards him and then...nothing.

When Herbert awoke, he had gotten a complete makeover and found himself in some unusual surroundings. It didn't take long for someone of his intellect to figure out what happened and he despaired at his fate, Herbert knew in his heart that he deserved eternal damnation for the blood on his hands but being separated from his family was too much to bear. Fortunately, or unfortunately depending on how you look at it, Herbert would see Steward and Nicoletta sooner rather than later.

Steward’s Lore and backstory (written by me and thecrazygamingzombie)

(disclaimer: Much of this character bio is told from Steward's perspective, which includes a lot of sexist and misogynistic tendencies that are part of the character. The views expressed in the following piece are in no way reflective of the artist or the writer's own beliefs. Thank you and have a nice day)

Steward Slash Santiago was the 'information specialist' of the Santiago crime family (I.E. great with torture and interrogations) who helped run their part of Chicago with an iron fist. 

Ever since he was a kid, Steward knew that fighting was the only thing he was good at and that talent came in handy when he was shipped off to the hellhole ran by their father Mr.Santiago, his monster of a wife, and their sadistic sons. They all quickly made their hatred for the twins well known and Steward knew he had to assert himself against them, not only to protect himself but his younger brother Herbert too.

No matter what torture they put Steward through, from the brusies and broken bones his brothers inflicted to Mrs. Santiago starving him and forcing him to sleep on the floor, the kid refused to break...Until one night he was pushed to his absolute limits. 

Mrs.Santiago had gotten fed up with Steward constantly whining about being hungry and decided to lock him in the pantry to teach him a lesson of sorts. Steward remained in the darkness for hours, fighting back the urge to cry out for help knowing that the only person who'd be willing to was too short to reach the lock and he'd only gain the attention of his older brothers who wouldn't hesitate to make things worse for him, and silently sobbed as he felt the walls closing in. But suddenly, the doors to the pantry flew open and Steward readied himself for the fury of his half brothers or Mrs.Santiago that was undoubtedly waiting for him on the other side...only to be wrapped in a soft blanket and have a comforting hand placed on his head, just like Mama used to.

When Steward was able to get a better look at his mysterious savior, he realized it was the girl he had seen around the house; Natalie or Nina or something like that. She motioned for him to follow but Steward was hesitant to obey, this could be a cruel trick for all he knew and yet he couldn't fend off his own curiosity about the whole matter. Steward was led into a bed room where Herbert was already resting peacefully in bed, not on the floor but an honest to god bed that the strange girl gently nudged him into. Once Steward was comfortable next to his twin, the girl soon joined them and wrapped the twins in a comforting embrace before drifting off to sleep.

For the first time since he had arrived in this house, Steward felt...safe, loved, like he had someone to look after him when he wasn't strong enough to do so.

The next morning the girl introduced herself as Steward's older half-sister, Nicoletta, and she ended up being the greatest thing to happen to him. 

Nicoletta was the only person Steward could count upon outside of Herbert and she was just as willing to put up a fight to protect the boys if not more so than Steward himself, earning her fair share of bloody noses and black eyes after having a few talks with their older brothers about how the two had been treated. Seeing her so determined to keep them safe, despite having no good reason to do so, caused Steward to look up to Nicoletta as a hero and with that admiration came a fierce determination to become strong enough to protect both her and Herbert from their parents, their older brothers, and everything else the world could throw at them.

Unfortunately Nicoletta couldn't always be there for him and Steward struggled with life outside of the house. In school he was the troublemaker, the problem child, the idiot kid who'd never amount to anything and the detention room saw him as a regular attendee. But it wasn't his fault that their classmates kept calling Herbert names or that the words on his school assignments would change places whenever he looked at it. The only place he excelled in was organized sports, becoming a star athlete in everything from football to baseball but even then his violent temper got him booted from the team more often than not. If that wasn't enough, his teachers decided to rub more salt in the wound by constantly comparing him to Herbert; Herbert who always behaved in class, Herbert who got straight As and won the essay contest, Herbert who was destined for greatness, HERBERT who would always be smarter and more well mannered than Steward would ever be. Steward loved his brother more than anything but sometimes it was hard not to feel jealous of his brother's smarts.

At least Steward had more skill with the ladies than Herbert. His bad rep may have made him a bane to his teachers, but it became a magnet for the lovely ladies at school who saw him as the bad boy rebel type and were chomping at the bit to hang on his arm. Some wanted to get back at their parents while others were genuinely interested in him but it didn't matter to Steward, as long as he got some tail he was happy. Sure he broke plenty of hearts along the way but it wasn't his fault they went and got their feelings involved right? The only time he came close to being on the other end of such heartbreak was when his disloyal prom date decided to bang some scrawny little pointdexter under the bleachers, during prom night; granted she had been sleeping around with half the school and Steward had a few side pieces of his own but he was a guy and she was a girl, it was different for him, ya know? At least he won prom king that night, so he couldn't be too upset. Overall, Steward was very much a 'catch-and-release' type when it came to his romantic partners; women would come and go but family was here to stay.

Another area that Steward surpassed his brother in was managing the family business. Being handed a job by his sister Nicoletta right out of high school, Steward started small from shaking down guys running late on payments before moving up to bashing in the brains of those who tried to skip out on them. He loved every second of it, the power and thrill of being a gangster made him feel alive; it didn't hurt that he got to come back to HQ after a successful mission and be greeted by Nicoletta who looked at him with pride in her eyes, it was the first time Steward felt like he was useful, that he wasn't a good-for-nothing waste. Everyone told Steward he'd never amount to anything but look at him now! He had helped Nicoletta take the family business from their bastard half brothers and their prick of a father, all of whom never deserved any of it, and brought fear and respect to the family name; now he was the second in command of the biggest crime syndicate in Chicago and nobody could push him around...well except for Nicoletta but she had earned the right to push Steward after all she had done for the twins. Sure Herbert didn't take to the job as easily as his brother but that was okay, he'd figure it out eventually and they'd stick together until the end.

Or at least that's what Steward thought until he found that damn college acceptance letter.

It was from one of those prissy little ivy-league schools across the country, promising to give Herbert a full ride through higher education and a ticket out of the criminal life. Steward didn't take the good news well and immediately confronted Herbert about it, giving that traitor a piece of his mind. How could Herbert even consider abandoning his family? After everything they've been through? It made Steward sick to his stomach. Herbert put up a weak little defense about how Nicoletta wanted them to have a choice between the family business and a normal life but that only angered Steward further. Herbert was supposed to be the smart one, how could he not see what was right in front of his face? This was a test of loyalty to his family, one that he would have failed if Steward didn't step in and talk some sense into his brother; reminding him of his rightful place in the family. Steward was beaming with pride when he watched Herbert tear up that letter and throw it away, it almost made up for this odd feeling in his gut that felt suspiciously like guilt but he ignored it. They were gonna rule the city like kings, brothers for life!

Steward, or Slash as he was known by his gang, was a sadistic monster who's mere name was able to strike fear in the thugs of Chicago. His violence tendencies were only kept in check by his even more sadistic and cunning older sister, who Steward worshiped like a damn princess. After spending so long at the bottom of the heap they had finally reached the life they deserved, becoming the tormentors instead of the tormented and nothing and nobody could ever take that from them.

Then Herbert got sent after a nobody who had gotten in debt with the family. Just some no name hustler who thought he was hot stuff, they had met before but Steward hadn't bothered learning his name and felt that going after such a small rat was beneath them. But Nicoletta wanted the guy to settle up on his debts and who were they to refuse orders? Herbert would probably be back with a wad of cash or a few severed fingers before the night was over depending on how things played out.

But Steward would never have expected that the next time he'd see his baby brother, it'd be in the city morgue. Nicoletta was the first to see what was left of Herbert and she tried to stop Steward from going in but the big guy wouldn't listen...although he wished he did when he saw Herbert's body. 

He was hardly recognizable, carcass flattened like a damn pancake with his limbs cracked and broken, twisted in all directions and his skull mangled beyond belief; Steward was stronger than anybody in the city but he wasn't strong enough to see his brother like this. The only reason that he didn't break down then and there was because Nicoletta did so first, Steward instinctively holding onto her as she sobbed into his chest for their fallen sibling while Steward bit back his own tears. When Nicoletta regained her composure, she told him the name of the bastard who did Herbert in: Stephen Hanover. 

Steward didn't remember his name before but he sure as hell wasn't gonna forget it now, that snake was gonna pay for what he did and Nicoletta couldn't agree more. But unfortunately they butted heads over how they'd deal with him, Nicoletta said they needed to take a careful approach and play their vengeance smart but Steward wouldn't hear of it; every second that murderer was still breathing was one too many and Steward went against Nicoletta's wishes for the first time in his life, choosing to hunt down Stephen all by himself. He spent weeks tracking him down through the city, roughing up every last scumbag and lowlife who might know where he is, until finally he managed to catch the sniveling coward hiding in a subway station. 

Stephen put up a good fight and if the circumstances were different, Steward might have given the guy a smidge of respect. But as it stood? The only thing Steward was going to give him was the justice Herbert deserved. He took it slow of course, dragging out Stephen's beating as much as he could and making sure he suffered for every last moment of it. However, just as Steward was about to land the finishing blow and avenge his brother's death; a random subway car came out of nowhere and snagged the back of Steward's jacket, carrying him away from Stephen. The last thing he ever saw was the hustler's dumbfounded expression before he was slammed into the tunnel wall and everything went black.

Lore

Asmodeus or Ozzie for short, had always longed for a child, but his status as the sin of Lust often made that difficult. But fate came a knocking, when his one of his workers on her deathbed asked Ozzie to look after her newborn son, Moxxie. Which lead to Ozzie adopting the lil imp. But it takes a village to raise a child especially if the main parent is a party animal, so Ozzie often sought help from his closet friend Duvet . Soon little Moxxie grew to be a bombastic performer that rivaled his own father’s fame, but he still had the big heart of a hopeless romantic who longed for a passionate romance just like the many films he starred in. Also Lust Moxxie has 3 rabbits that he spoils rotten and he loves more than anything.

Gluttony Moxxie's hellhound misadventure: When Gluttony Moxxie was little, he once snuck out of the house to adventure and used a magic artifact to disguise himself as a hellhound. So that he wouldn’t get caught by his parents or the servants. But he didn’t leave without his hefty coin purse of allowance.

Needless to say a stray hellhound pup with a purse with royal gluttony emblem caused a lot of suspicion. And gluttony Moxxie found himself at a hellhound poun- er adoption center for 5 months. Where he met his first hellhound friend, Vortex.

Here’s my concepts and designs for Wrath Moxxie and his household. Fanart for the incredible fic, Sins of Parenthood by @cynicalwonders and @cheycartoongirl8.

 Fun PowderKeg facts (with help from @thecrazygamingzombie)

She’s a mare with a nature similar to Spirit from Spirit the stallion of Cimarron.

She’s Bombproof’s unrequited love.

She was originally named Sunset, but after mutilating 3 farm hands and killing 2 more. She got renamed

Fun Flock facts (with help from @thecrazygamingzombie )

Hell geese are treated as a natural disaster in the Wrath, so keeping them as a pet is like a death wish.

They never attacked anything associated with their leader, like Furiosa’s orange ribbon.