Hello Everyone, I'm sorry for the huge delay in updating. I've been given new responsibilities and I'm just exhausted mentally after a long day of work. I try to write as much as possible, but sometimes I just want to drop on my bed and go to sleep. My new responsibilities also include some projects from work, and I have a lot of meetings this week. Here's just a little chapter about Zak and his Aunt. Please feel free to comment and leave a review.

Next Chapter will be Ozzie's. I might also go back and add some lemons to some of the places I originally intended to put, but that's later on once my week from business hell has passed. I'll try to put it up before posting Ozzie's chapter.

I do not own Helluva Boss or any of it's content.


Zak was sitting on one end of the table in the IMP meeting room shuffling nervously with his aunt sitting across from him, and his parents on the adjacent corner of the table. Bella was also shuffling around nervously with Zadkiel placing a calming hand on top of hers with a reassuring smile.

"Um, Lady G-Gabriel…um…what exactly am I-"

Gabriel just lifted her hand silencing him a bit, "I know this is a bit sudden, but I've also been following your…'adventures' with these imps. I find it quite peculiar as to why you are helping these demons with their…'business'. Though I don't exactly tolerate the eradication of a life on Earth. Also, please tell your friends to either enter or stay out. It's very distracting to have them eavesdrop. Especially the hellhound who keeps nervously scratching the door sometimes", said Gabriel.

"No I don't!" yelled an insulted Loona from behind the closed door, Groan "Fuck. Fine we're comin' in."

Loona opened the door with Maddie, Moxxie, Millie, Verosika and her crew nervously peeking through the doorway after witnessing two high ranking archangels enter the portal with Stolas. Loona kept grumbling on how she doesn't scratch doors anymore ever since she was a young pup, and muttering curses under her breath.

"Please don't take our Lord's name in vain in our presence", said Gabriel in a monotone voice, but still retain the disdain tone.

"If you would be so kind as to not do that, we would appreciate it", nervously chuckled Zadkiel.

"I'm still mad at you too Zee", said Gabriel in a monotone voice.

"Yeah I figured", sighed Zadkiel with Bella comforting her husband this time.

"Um…Aun-um Lady Gabriel", said Zak correcting himself noticing her eyes shifting towards him, "What exactly are you here for?"

"It's as I said before nephew-"

"Zakarain, Zak for short", interrupted Bella making Gabriel look at her, "I wanted him to have a matching name like his father."

"You're a strange one Belladonna, in more ways than one", said Gabriel confusing Bella.

Gabriela looked towards Maddie making her nervous, "Madelyn Mayberry, how are you?"

"FINE!" nervously screamed Maddie sitting next to her boyfriend while Loona took her other side with Verosika sitting next to her, and her crew sitting behind Zak not wanting to get near Gabriel. Moxxie and Millie also nervously approach them sitting between Loona and Bella, "S-Sorry Miss Angel Gabriel sir, ma'am, sir…ma'am."

"You still have such a strong innocence despite Hell's influence. Yet I can see you also still harbor a strong and deep hatred for the one whose demise you caused. I can see why you were judged to be down here for breaking one of the Cardinal Ten, yet surprised you still hold onto your innocence so dearly. Perhaps we should re-evaluate our judgment on some souls that we have judge previously, but something tells me I shouldn't hold my breath too much", said Gabriel.

"Gaby!" muttered Zadkiel, "I'm so sorry Madelyn. My sister can be blunt sometimes, but I swear she-"

"You hired these imps to assassinate the woman with whom your husband was cheating with is that correct?" interrupted Gabriel shocking Zadkiel.

"Wha, but-"

"As I said before Zee, I knew about this for a long time. I did my investigation before you found out Zakarain started traveling to Earth", explained Gabriel.

"Um…Aun-I mean Lady Gabriel, could you please call me Zak instead? I know my name can be quite long, and I would prefer it if people call me that instead if that's alright with you", said Zak slowly muttering in a low voice near the end of that sentence.

"Very well, a simple request", said Gabriel looking at Maddie, "Why did you hire these imps to assassinate another human soul?"

"Um…W-Well…I know it was petty of me, but…I was just angry that she got to live and…well…um…I thought that it wasn't fair", stuttered Maddie nervously.

"Life tends to be quite unfair in many ways. Though I'll overlook it because the human you requested to be assassinated was a Satanic Cannibal that deserved death. But I digress, I'm not here to judge you. I'm here to judge Zak."

"You've said that before. How exactly am I going to be judge?" asked Zak curiously raising his hand slightly as if he was in class calling to his teacher.

"I'm glad you asked that nephew", said Gabriel taking out a small blue box from a small cloudy portal she manifested in her hand, "I will be judging you with this."

"Gaby, what exactly is that?" asked Zadkiel shocking everyone including Bella that not even her own husband knew what the strange box was.

"You'll find out soon enough as well Zee. But first, my dear nephew, if you could please open it", said Gabriel handing Zak the box.

"Um…Okay", nervously said Zak as he slowly opened the box.

BOOM

The box soon let out a blinding light enveloping the room effectively blinding everyone. Zak slowly opened his eyes as they slowly adjusted when he noticed he was completely surrounded in an unknown area. He was completely surrounded in a blue area with various galaxy-like swirls all over. He looked around noticing he was alone when he noticed his girlfriends, friends, and even his parents suspended in midair with light blue energy binding them, and muffling their protests.

"What's going on here?!" yelled Zak in shock.

"As I said before, this is your judgment and I am to be your judge, jury, and if need be…executioner", said Gaby with Bella and Zadkiel letting out muffled yells. Loona, Maddie, Verosika, and Kiki soon started letting out muffled protests as well with his friends struggling in vain against their restraints.

"Aun-I mean Lady Gabriel, surely you can judge me without my friends being tied up right?!" asked a concerned Zak.

"No, they are essential for this", said Gabriel with her halo appearing and eight wings manifesting behind her. Her wardrobe changed from a simple sundress to a pair of robes with gold and blue trimmings that had Enochian symbols running along it. A blue magical circle appeared with a heptagonal sigil in the middle manifesting a sword in front of Zak.

"A sword?"

"Zakarain Galedata, this is your judgement. You are to choose one group to spare: your loved ones, your parents, or your friends", said Gabriel manifesting a gold staff in her hand, and slammed it down echoing the sound, "Choose wisely."

"W-What?! You want me to kill-"

"This is the only way you'll pass judgement. As long as I am here to oversee you, this space will continue to exist, and you'll be trapped here until you strike them down. Or, you fail my judgement, and die right now", said Gabriel in a monotone voice, but still held a dangerous tone to it.

'K-Kill my family?! My loved ones?! My friends?! I…I can't! I love them all! I…I…' panicked Zak taking up the sword in his shaking hands, 'Wait, she said as long as she was overseeing me, this space will continue to exist. Couldn't that mean that I can just knock her out and give everyone a chance to escape?! Will it work?! Does this mean I'm going to have to run from Executioners if it does?! What about Maddie?! She can't escape to another Ring! What do I do?! What do I do?!'

"You're stalling", said Gabriel interrupting his thoughts.

'I don't have a choice! If I'm going to try and save everyone, I have to knock out my own aunt! Does this mean that every one of my family members are going to hate me from now on! No, no time to think! I have to protect everyone!' thought Zak gripping the sword tight, "Sorry about this Lady Gabriel!"

Zak manifested his black feathered wings, and charged at her with all the speed her could muster. Gabriel readied her staff before he disappeared from view. Gabriel turned around twirling her staff before clashing with the sword she created shocking Zak who appeared behind her. She twirled her staff again, and knocked him down to the ground. She created a seal above her, and several restraints rained down pinning his limbs and wings to the ground with her staff pointing between his eyes, "I've been eradicating demons for eons Zakarain. You aren't my first demon battle. I've killed far more powerful demons who posed a bigger threat, and even then I could sense your hesitation from your own actions. If you thought that by knocking me out to escape from this realm, then you were a fool to think you could succeed. However, I'm willing to give you a chance. Kill every demon here including your own mother, and pass my judgement."

"I can't! I won't!" argued Zak.

"You must. You were born in Hell, and you have been heavily influenced by the demons that roam it. Your values do not coincide with ours despite being born of angelic blood. We cannot have this continue. Your princess may be protected by my eldest brother, but you are not. You are being judge to see if you are worthy to stand with us in Heaven, or if you're just another demon that needs to be eradicated", said Gabriel snapping her fingers to release his restraints, "This is your choice now. My brother may be an angel, but he is now considered a traitor for mingling with a succubus and conceiving a Nephilim. However, I'm willing to forgive him because he is my brother, and I may consider you as part of our Heavenly Order if you pass my judgement. First, however, you must prove your worth and eradicate all these demons. Failure to do so, and you will fall before my scepter like many before you", explained Gabriel with a monotone expression shocking Zak.

He tried to create a seal, but Gabriel prevented him once again by breaking it with her own seal. He summoned his katana only for it to be knocked away with a blue energy chain created by Gabriel. He tried to fly to think of a new strategy, but was grabbed his feet and pinned down again, "I grow tired of this Zakarain. I'm not as patient as my Lord, and I grow weary of these failed attempts. Do as you were told, or fail and be eradicated right here and now."

"I can't…I…I don't want to kill anyone. I hate killing. Even when I killed those imps, I hated doing it, but knew that if I didn't my friends would get hurt. I didn't want to kill any of those humans during Spring Break, but I still didn't want anyone hurting Loona either. Even all those human agents…I'm sorry. I just can't. Please, if I could just make one final request", pleaded Zak looking up at Gabriel with tears in his eyes feeling helpless.

"I am not one without mercy as well. Name it", said Gabriel readying her staff.

"After you kill me, please spare everyone. They don't deserve to die because of me. Please, just let them go. I beg of you", said Zak with his chest hurting at the feeling of being useless.

Everyone soon started to protest against their gags with Zadkiel and Bella struggling even more trying to summon their powers to break free. Loona and Tex tried to use their claws to break the energy binds, and tried to gnaw with their fangs. Verosika, Kiki, and her crew also struggled trying to break free while flapping their wings to see if they could at least try to get closer to Zak. Moxxie and Millie tried to use their tails against each other's binds while feeling around on how they could free themselves, but couldn't find anything.

"So, you resign yourself to your failure and your death then? You are content in being sent off to Oblivion if it means the continuation between these demons and my brother?" asked Gabriel pointing her staff at him again.

"Yes, if killing me is what'll spare everyone, then I accept my death", said Zak in a somber tone.

"Zakarain Galedata, I will now pass judgement on you", said Gabriel slamming her staff on the ground.

Slam

A bright light enveloped the room once again to reveal that they had return to the meeting room. Gabriel was there in her robes when her staff evaporated, and sat down again, "You pass."

"Huh?"

"Gaby! What was that about?! You wanted-"

"You have every right to be mad at me Zee, but this the greatest kindness I could give to all of you", interrupted Gabriel confusing Zadkiel.

"What do you mean?" asked Zadkiel knowing that his sister wasn't one to mingle words.

"I told you before Zee, you're not that good at hiding things. Who else do you think knows about your 'secret' marriage apart from myself?" asked Gabriel making Zadkiel nervous.

He sat back down shaking nervously with Bella holding his hands also nervous knowing what Gabriel meant. She looked at the couple on understanding they knew her message, "I see you've come to realize the extent of your affair. Both parties weren't happy Zee. In fact, you almost caused another war if it wasn't for my intervention, or my plea to both of them. We managed to find a common ground, and a test was to be given to the new Nephilim. I volunteered to proctor this test, whether to spare my brother's son, or kill him by my own hands if he turned out to be threat. It was all I could do keep both parties compliant as they knew my way of judgement. But I digress once again. Zakarain…Zak, you've shown to have a great kindness befitting an angel, and you have shown self-sacrifice to protect those you deem worthy of your heart."

Gabriel turned to Bella as she got up and gave her a curtsy bow, "Thank you Belladonna for teaching my nephew the delicate balance between our kind. Zee, you should be more respectful with my sister-in-law. She deserves to be treated justly for raising your son properly."

"That's sounds even more hurtful coming from you sis", sighed Zadkiel with Bella giggling at his reaction. She gave Gabriel a curtsy bow back with the three turning towards the confused group. Moxxie and Millie where standing by Zak's side on edge by what they just went through, but just as confused by Gabriel's reaction.

"You two, while I loathe the fact that you take great pleasure in eradicating the life my Lord has spent feverishly to put on Earth. I will, however, thank you as well for helping my nephew. He's quite hesitant, and has a good heart that I'm proud of. But I worry that someone might take advantage of it one day, or will try to break his spirit. Please be there for him, and continue to be his support", said Gabriel.

"Uh Sure, no problem", said a cautious and confused Moxxie.

"Zak's a good guy! He's practically kin!" said Millie hugging him while ruffling his hair like she use to do with her own siblings.

"As for all of you", said Gabriel turning her attention to all of Zak's lovers, "Please treat my nephew kindly. Though I don't like the concept of polygamy, I do appreciate all of you for loving my nephew as he is. His view on Lust and Love may be a bit…'unique' given the circumstances, but I'm glad he's loyal to those he's close to. Madelyn, take heart in yourself. Hatred leads to more hatred", said Gabriel confusing Maddie as to what she meant.

"And the rest of you", said Gabriel turning her attention towards Verosika's crew making them nervous, "Don't let me catch you near hallowed grounds, but I will thank you for dealing with that overgrown pumpkin on Hallow's Eve and for keeping the humans safe. You actually have a very nice voice when it's not used for nefarious purposes."

"Oh, uh, Thank you", said a shocked Verosika feeling slightly embarrassed yet happy that she was actually praised by an angel saying she had a nice voice.

"Lady-"

"Aunty", interrupted Gabriel in a monotone voice.

"Huh?"

"I want you to call me 'aunty'. I don't like titles, especially from my nephew. I'm glad you take after my brother, and I thought you were adorable when your mother took you to Earth from time to time. I wanted you to call me Aunty, not Lady Gabriel", said Gabriel making Zak nervous as he looked at his parents.

Chuckle "Just take it son. She's always had a soft spot for children. She likes to spoil cherubs because of it from time to time", chuckled Zadkiel.

"Zee, that was completely irrational", said Gabriel in a monotone voice making Zadkiel chuckle at her response, "Zak, I'm sorry that my test was harsh. It was not meant to deceive, but rather test your resolve and your heart to a fault. I understand if you hate your aunty now, but I hope you can forgive me eventually", said Gabriel with a slight bow making Zak blush in embarrassment.

"Lady-I mean Aunty! Please you don't have to bow! I mean, I'm thankful I passed and got to live, but please you don't have to be formal", sputtered Zak feeling embarrassed for having a high ranking angel bow to him.

Gabriel got out of her chair and walked over towards him making the other demons behind him slightly back away from her. She reached over, and stood on her tippy toes to gently pat him on the head, "Good boy for being such a wonderful young man. Aunty is proud of you", said Gabriel in a monotone voice but Zak could hear faint tones of pride in it. He swore that he also saw a faint smile on her lips before she turned around and walked towards his father.

"Zee, Bella, we have other matters to attend", said Gabriel.

"We do?" asked Bella and Zadkiel at the same time.

"Yes, while I have to report back about my nephew to both parties, there was something else that was discussed in our negotiations. Apparently our eldest brother wants to talk to you", said Gabriel shocking Zadkiel.

"H-He does? Why?" asked Zadkiel feeling slightly nervous now.

"Something about helping his daughter with an 'absurd' idea she has for the overpopulation down here", said Gabriel making Bella and Zadkiel look at her with confusing looks, "His choice of words, not mine."

"But Lu's never been one to-"

"I know, but this is something he wants to do for his daughter despite his views. He's always been a lot of things, but he's definitely a doting daddy like you. Guess that apple doesn't fall far from the tree", said Gabriel confusing the others while Bella looked nervous.

Sigh "Just how big of a mess did I make?" asked Zadkiel.

"At the moment, only Father and our eldest brother know. No one else for now", said Gabriel opening a portal to Heaven, "Come, they're waiting for us. You remembered what happened the last time those two were alone."

Gabriel and Zadkiel walk through the portal before hugging their son goodbye, and promised to at least visit or call when he can until Gabriel reminded that he needed special permission to enter Hell. He said he was proud of his son, and was thankful that he turned out to be a wonderful boy and strong willed like his mother. Bella cleaned his cheek again from a smudge he got in his fight making Zak whine a bit at his mother's cleanliness. They all chuckled before they walked over to the portal.

"Take care son, we'll keep in touch. You're always free to call me", said Zadkiel waving back.

"And take it easy, remember you just had a rough time with those human agents! Girls you take care of him, but not like that! If you do take care of him like that, at least be sure it's your safe days! I recommend looking up some yoga too! Stretching really helps, and puts Zee in the mood for me! Might work for Zak too! Verosika, Kiki, you know what I mean!"

"Bella!" yelled a blushing Zadkiel.

"What? He takes a lot after you, ya know. I mean, when you get riled up, you take me like it was our honeymoon again, and then you do this-"

"Bella! We're in front of my sister and our son! I don't think they wants to hear about our um…'marital business'", said Zadkiel blushing profusely.

"Aww, You're cute when you get embarrassed. Just makes me want to tease you more. You should've seen when I gave Zak 'the talk' though, he was blushing so hard-"

"Mom!/Bella!" yelled Zak and Zadkiel in a similar manner blushing profusely making Bella laugh at their reaction.

Laugh "See? Like father like son", giggled Bella hugging her husband, "But you do look cute when flustered too, Love. I'm so happy to have you both in my life."

"I wanna spoil my nephew next", said Gabriel in a monotone voice yet somehow retained a childish demeanor to it.

"Gaby, now that you know about us, do you want to see some baby pictures I have of him?" asked Bella conjuring up a familiar family album that made Zak grow pale just as the portal started to close.

"Yes", echoed Gabriel's voice as the portal fully closed.

"I'm never going to live that down am I?" groaned Zak facepalming himself with his friends chuckling at his reaction.

"Well, today was just exhausting", said Loona plopping down on a chair.

"At least your aunt is sort-a cool with us", said Kiki hugging Zak.

"I can't believe an angel likes my singing. Does that mean I'm famous in all the realms?" asked Verosika with Kiki shrugging her shoulders.

"Can we even get commissions from Heaven?" asked Kat making Verosika's crew wonder about if they had a new audience.

"I'm more curious about the advice she gave me", asked Maddie remembering Gabriel's advice, "I can't believe I was face-to-face with the Archangel Gabriel."

"I'm just happy we're alive", commented Moxxie hugging Millie.

"Yeah, no kiddin'", commented Tex hugging Milky.

"She's really strong for a little girl", commented Ace.

Sigh "Fuck it, come here ya big lug", sighed Josh kissing his boyfriend.

"Now there's an idea", moaned Kiki in a seductive voice tracing her fingers against Zak's chest.

"Bella did give us the okay with some new ideas to try", moaned Verosika blowing seductively into his ear.

"We never did get to use the outfits from D.A.T.E. yet either", lustfully growled Loona.

"The new bed we ordered just arrived and put in our apartment", said Maddie excitedly knowing where this was leading.

"Can we help you break it in?!" asked Apple and Coco at the same time.

"Fuck yeah!" said Loona leading the way.

"Here guys, I booked you some great rooms near the area! Let me know how the beds are for next time!" called out Kiki giving them a reservation confirmation to Millie, Tex, Josh, and Kat before following the group of Zak's lovers.

"How does she do that?" asked Josh making everyone shrug their shoulders.

"Look Moxxie, she even got us the complimentary room service! Let's go! Killing all those humans got me riled up, and I need my Mox-Mox to ride!" said an excited Millie leading her husband to the hotel destination.

"Millie wait!" yelled Moxxie being almost dragged by his wife with a bit of a smile on his face.

"Wanna have some alone time this time?" asked Tex squeezing Milky's ass.

"With you? Anytime big alpha. Any time", purred Milky walking out with her boyfriend with the other incubi following them to their hotel room.