Chapter 27: How it all began

A/N: Hey everyone! I hope you're all getting ready for the Holiday season (or dreading it if you work retail like I do lol).

Just wanted to give you all a heads up that after this chapter I'll be taking a bit of a break from this story so I can work on my other ones since they've been on the back burner. And so I can map out how I want this story to work between the Helluva and Hazbin show so it'll be a perfect blend.

That being said, since I'm taking a break I thought it would be only fair to treat you all with a very special chapter. Everyone has been asking how did Jenny and Blitzo meet and became life long friends and I've decided to finally reveal that story.

This is going to be a brief version of their meeting because I plan to do a prequel story where it's about these two. If you want to see more Jenny x Blitzo content then keep an eye out.

Let us witness the moment that would bring this story to life!

Disclaimer: I don't own Hazbin Hotel or Helluva Boss; I just own my characters.

Enjoy!

/

Jenny was skeptical about Alastor's offer. She had a feeling he really meant it this time when he said he wanted to help. However since this was Alastor she knew better than to jump at his offer. He was a dealmaker and anything he did for someone, he wanted something in return.

She wasn't a hundred percent sure that she wanted to audition for this play. Yes, it would fulfill her childhood dream of becoming an actress, but she didn't want to be one of those idiots who sold their soul for fame.

That's why she needed to hear from someone who had dealt with the Radio Demon.

"You think this is a trap of his?"

Husker looked at the flyer for the audition with a bored look on his face. Since the cat demon had to serve Alastor, he knew better than anyone what went on inside the Overlord's head. Being a pawn had its perks here and there.

Husker hummed to himself as he processed what Jenny told him. Jenny was smart to ask an outside source for information. A lot of the poor saps that accepted Alastor's help in the past would take the offer first and then ask questions afterwords. Those were the idiots who got what they deserved. If they didn't read the fine print before signing everything away then they should lose their soul to a demon.

This was one of the reasons why he liked Jenny.

Now that he heard the whole story about this predicament he gave his own opinion.

"He didn't make you sign anything, right?" he asked.

Jenny shook her head.

"I'm curious, not desperate. I don't believe in free hand outs, especially down here" she said.

Husker nodded his head in approval.

"From the sounds of it, I don't think he's trying to trick you. Is he trying to get something out of it? Probably. But if he told you to think on it and didn't push you to accept it, then he's really trying to help you"

He pushed the flyer back towards her.

"You can accept his help if you want. But if he makes you sign something or wants to shake hands to seal the deal then don't take his offer. He's sneaky, but you've proven that you're sneakier"

Jenny looked at the flyer and bit her lip. Should she do this? Was it a good idea?

She looked at Blitzo who was sitting next to her at the bar. Of course she had to tell him what was going on since she shared everything with him.

"What do you think, B? Does this sound like a good idea?"

Blitzo wasn't entirely sure it was a good idea to accept help from the Radio Demon. But he also knew if Jenny didn't accept this, then she wouldn't push herself to chase her dream. But that wasn't up to him.

"It's never a good idea to get tangled up with an Overlord, but on the other hand, the payout in the end tends to be worth it" he said.

"I don't think it would hurt to perform at these gigs but this is your choice. What do you want to do, Jen?"

Jenny fiddled with the flyer. She was torn over her options. On the one hand, she wanted to finally fulfill her lifelong dream. To sing and perform on a stage and listen to audiences cheer for her. On the other, she knew it was pointless because she hadn't performed in quite some time. She had her family and David say it was pointless to chase silly dreams where she was sure to fail. She wanted her dream to come true but she didn't want reality to crush it either.

Blitzo looked at her sadly and rubbed her arm. He hated seeing her second guess herself. He hated David for making her think like this.

"Do you want to do this?" he asked.

Jenny bit her lip again.

"I do…but I don't know if I should" she said.

"I haven't performed in years. I don't know if I have it in my still"

"Oh please, you were born with it" Blitzo said.

"You remember that one play you did in High School? You were just a minor character and yet everyone applauded you the most because you acted the shit out of that part. You didn't even rehearse for that, it just came naturally for you. That's not something you learn and practice. That's raw talent"

Jenny blushed a tiny bit at the compliment.

"You're just saying that to make me feel better"

"That's not true. I have no problem with being honest. Every time Moxxie sings, I always say that it sounds off and that it's like a cat dying. He took classes to sing but it's obvious that he got ripped off" Blitzo said.

Jenny rolled her eyes at the remark

"Only you, Blitz" she sighed.

Husker looked between the two and sighed.

"Alright, I give. How do you two know each other?" he asked.

The Imp and human looked at him dumbfounded.

"Like we've said before, we're best friends" Jenny said.

"Yeah, I get that, but how are you best friends?" Husker pressed.

"He makes it seem like he's known you when you were still alive"

Jenny looked at Blitz out of the corner of her eye to see his reaction. She was trying to keep their friendship as vague as possible but it seemed that wasn't working anymore. When she saw the Imp gave a very tiny nod, she knew it was safe to spill their secret.

"That's kind of because I did meet him when I was alive" she admitted.

Husker raised an eyebrow. Now this was interesting.

"How the fuck did that happen?"

Jenny looked away, clearly not entirely comfortable with sharing her past.

"It's kind of a long story and I know for a fact that you don't like long stories, so let's leave it at that" she said.

"whoa, whoa, whoa!"

Angel Dust appeared out of nowhere and slid next to Husker at the bar.

"You can't just leave it at that, toots! Everyone has been trying to figure out how you know crazy over here!"

Blitzo glared at Angel and flipped him off.

"She doesn't need to tell you if she doesn't want to" he barked.

"Do you know how boring it's been?! I need juicy gossip and this here is just dripping with it!" Angel said.

"I want details and don't skimp on anything!"

Jenny rolled her eyes and how dramatic Angel was being.

"I seriously doubt everyone has been dying to learn about when I was alive" she said.

Just then a bunch of heads popped out of rooms, behind furniture and in Tony's case out of air vents. All of them had curious yet serious looks on their faces. It seemed that they really wanted to hear how Jenny and Blitzo met.

Jenny sighed and looked at Blitzo wearily.

"Will you get in trouble if we talk about this?" she asked.

Blitzo thought for a moment then shrugged.

"If I do, I know how to get out of it" he said.

That was his signal that it would be ok to talk. Throwing her hands up, Jenny caved in.

"Fine, fine, I'll tell you" she said.

"You might as well start it off, B. My side doesn't start until we bumped into each other"

Blitzo pretended to recall when he first met Jenny. He didn't need to think hard because that day was engraved into his brain.

The day where a ray of sunshine entered his dark, bleak world.

"I had just started my business as a hitman…."

/

14 years ago

Stumbling out of the portal, Blitzo tripped and fell face first into the pavement. Grumbling out a curse, he dusted himself off and pulled out the book he snagged from Stolas. After three attempts, he finally got the portal to close behind him. Looking at the book, he raised an eyebrow.

Back when he was a kid, his dad sold him off to be a playmate to a Goetia prince that had seen him in the circus. Naturally, he wasn't the least bit interested in playing with some rich kid. The only reason he did it was so he could steal some of the family's expensive jewels so it could help his mom out. He didn't really remember much about that day but he did remember the prince showing him a fancy book that he had. It could do all sorts of things and one of them was entering the realm of the living.

As a kid, he didn't think much of it. But when he got older he thought differently. After being forced to leave the circus thanks to the fire that he accidentally caused, he needed to find work.

Since he was a natural at destroying things, he decided to stick with that talent and put it to good use. He had seen Sinners talk about how they wanted to get even with someone when they were still alive and if they had the chance they would go back up top and kill them. That caused an idea to form in the Imp's head. While Sinners couldn't venture to the land of the living, Hellborns could. If they wanted someone dead, he could do it for them.

And of course he knew someone who had a way of getting topside.

It look a lot of searching but he managed to find out what Stolas had been up to. Now that he was head of his family, that meant he had to get married and continue the Goetia bloodline.

He found the prince on the day of his wedding. It was tricky to sneak inside the manor with how tight security was but he had his ways. He was so close to stealing the book but unfortunately he was caught.

He should have been arrested but Stolas seemed to have another idea.

He hated the fact that he was forced to be married to someone he didn't know or love. It was obvious that he preferred a male companion instead a female. But since he had to have an heir, he had to hide his true self and live with this lie. But when he saw Blitzo again, his companion from long ago, he thought that maybe he could secretly be his true self.

He would allow Blitzo to use his book but in return he had to spend the night with him on every full moon. Blitzo didn't like the idea of selling himself to get what he wanted. He knew this was some sick fantasy of the owl's where he slept with someone he normally couldn't. But he really needed that book to start his business so he whored himself out for it.

It was nasty business but it paid off.

Too bad he ruined the wedding cake when he scurried out of Stolas' room.

Now that he was finally top side, he could perform his first kill.

He looked at the photo as well as the location his client gave him. This guy looked like he would be an easy target. Middle aged man, who looked like a nerd and did nerdy hobbies like bird watching in the park and taking photos. He didn't see why the client wanted this loser dead but he wasn't going to question when money was involved.

Tucking the photo away, he pulled out a pistol he smuggled away from his dad from the circus. Bltiz-o the clown was dead and Blitzo the hitman was up and ready to go!

This job was going to be a breeze.

10 minutes later

Did he say a breeze? Oh no it was a fucking hurricane right now.

Zipping between allies and scurrying behind structures, he ran for his life. He made the rookie mistake and missed his mark, startling the target. When the target tried to figure out where the sound came from, he found Blitzo sitting up in the trees. Naturally, the target freaked out and caught a bunch of people's attention.

Seemed like everything he touched would go up in flames.

He kept running, hoping he would lose them so he could return home in one piece.

Off on a bridge that stood over a lake, Jenny sat on the railing looking at the water. School had been super shitty. A bunch of her classmates made fun of her red hair and wouldn't team up with her on their class assignments. Since no one would partner with her on this class project, she had to do it all by herself…yet again.

She sighed as she kicked her legs back and forth. She had to figure up a good lie to tell her grandma when she asked how school was. The poor woman had enough on her plate raising her and keeping a roof over their heads. She didn't want to stress her grandma out that no one wanted to be friends with her.

She didn't know what was wrong with her. She was nice and friendly with everyone. She liked the same things all the girls liked. She would try to talk with them and find something they could chat about but they would always turn away acting like she wasn't there. Was it because she could be sporadic and outgoing? Was it because she liked to sing older songs instead of the more modern ones? Or that she preferred to see musicals instead of going to the mall?

She didn't know what was wrong with her but it still hurt. A lone tear slid down her face as she closed her eyes. If only someone would notice her.

She got her wish because Blitzo just so happened to be zipping past the bridge as he tried to get away. He bumped into her which resulted in her falling off and landing into the lake. She screamed as she fell. When Blitzo heard a loud splash, he skidded to a stop and looked behind him. Jenny struggled to stay on the surface as she flailed her arms around. She couldn't swim and with the lake being a bit on the deep side, she was in trouble.

"Help!" she cried.

She tried to stay up but her head kept going under the water. She continued pleading as she struggled. Blitzo made a face and turned around. It wasn't his fault this stupid girl decided to sit somewhere dangerous. Besides, he needed to save his ass before that nerdy guy caught up to him.

"Please help me!" Jenny cried.

Blitzo balled his hands into fists as he heard her plea. Growling, he turned around and hurried over to the lake.

"Christ on a stick"

He reached the edge of the lake and dove into the water. Swimming over to her, he wrapped his tail around her and pulled her back to the grassy area. Jenny coughed and spat up water when Blitzo pulled her back up on land. Her red hair got in her face when she fell in. Pushing the messy curtains away, she wanted to see who rescued her.

"Thank you so much for saving-"

She felt her throat close up when instead of seeing a person, she saw a demon instead. Her eyes grew wide when she saw a red and white devil like creature with big horns and a pointy tail. She was about to scream when Blitzo pointed his gun at her head.

"You let one sound out and I'm throwing you back in that lake to drown" he hissed.

Jenny was terrified that she had a gun pressed to her head. But that fear went away when she became confused.

"Don't you mean you'll blow my brains out?" she asked.

"Since you have a gun to my head and all"

Blitzo scowled and pulled the gun away.

"Do you have any idea how much these bullets cost me? It cost me a fortune to snag five of them. I'm not letting them go to waste" he snapped.

Jenny made a face at that.

"You think I'm not good enough to be shot at?" she barked.

Blitzo raised an eyebrow at her response.

"Do you want to get shot?" he slowly asked.

Jenny crossed her arms and gave Blitzo a dull look.

"If you threw me back in the lake I might be able to get out and alert someone. If you wanted to silence me, you would shoot me since it's quick. You save slow painful deaths for someone you hate and quick clean ones to get the job done. Duh"

Now Blitzo was quickly dumbfounded by this girl.

"That's kind of disturbing that you knew that right away. I mean it's correct but still disturbing"

Jenny shrugged, clearly not bothered.

"Crime tv is better that reality tv" she said.

"The devil!"

Both of them turned when they heard someone shouting. It was the target Blitzo failed to kill. The man was making his way towards them.

"Shit!" Blitzo hissed.

He wasted his chance to get away because he saved Jenny. He didn't think he would be able to get away with how close that guy was getting.

Jenny didn't say anything as she watched what was unfolding. She suddenly grabbed Blitzo's hand and tugged him along.

"This way!"

The Imp stumbled over his feet as he tried to follow after Jenny. The human lead them to the trees that lined the dense forest. She ran through the trees, going farther and farther into the forest. When they reached the clearing, she stopped. The two of them hunched over as they regained their breath.

"Nobody ventures this far into the forest so we're safe" she said.

When they finally caught their breath, Blitzo looked at the human in confusion.

"Why did you do that?" he asked.

Jenny looked at him and shrugged.

"You saved me from drowning so I'm just returning the favor" she said.

"You didn't have to save me but you did so I wanted to show my thanks"

Blitzo studied her for a moment then slowly put his gun away.

"You know it's a bad idea to help a demon from Hell, right?"

"I've never met one before so I wouldn't know" Jenny teased.

She held her hand out to him.

"I'm Jennifer. My friends call me Jenny…well, that's if I had friends"

Blitzo looked at her hand then slowly accepted it.

"The names Blitzo. The O is silent"

The two of them shook hands.

"Thanks again for saving me"

Blitzo allowed himself a small smile to appear on his face.

"Yeah, well this is a one time gig. Don't expect anything out of this, okay?"

/

Present time

"As you can tell, that one time gig has been going on for fourteen years now" Jenny teased.

Blitzo rolled his eyes in annoyance.

"Yeah, yeah"

Everyone had gathered around the bar at this point. They were fascinated by the story.

"So you mean you didn't tell anyone about him?" Mei asked.

"I doubted anyone would believe me. Plus I didn't want people from the government to probed my brain to see if I was going crazy" Jenny said.

"It wouldn't be your head they probed, Jen" Blitzo teased.

Jenny whacked him as he snickered.

Alastor raised an eyebrow. This was an odd story, but he could tell Jenny was telling the truth. However he sensed she was still hiding some things.

"I see this explains why you seemed a bit familiar with how things are in Hell" he said.

Jenny could tell he was trying to dig deeper and wouldn't budge.

"It always pays off to have friends in high places…or in this case low since we're down in Hell" she said.

"But that's the end of my story"

"Oh come on! There's got to be more to this! How have you stayed friends with him for so long?" Angel asked.

"You asked how I met Blitz. I never said I would tell you my life story" Jenny pointed out.

She hopped off her seat and motioned for Blitzo to follow her.

Everyone whined as she and Blitzo headed upstairs to her room.

"That was a pretty watered down version of how we met" Blitzo said.

Jenny shrugged.

"They don't need to know all the nitty gritty details about my life. This is something that is precious to me that I want to keep to ourselves" she said.

"Although, talking about how we met did make me curious about something"

"Oh?"

They stopped walking and stood in the hallway. With everyone out of sight and earshot, the two friends were allowed to be vulnerable with each other.

"Do you ever regret saving me that day?"

Blitzo had a somber look on his face. He always thought back to that day and what he did for Jenny. He could have easily gotten away and let her drown so no one would see him. He probably would have been able to get his target and start his business with a bang. A lot of things could have happened that day.

"I've made a lot of mistakes in my life. Some minor and a bunch of serious ones. I've regretted everything I've ever done. Every day I tell myself if I had a chance to go back in time to fix things I would do it in a heartbeat" he admitted.

"But the one thing I will never regret is saving you that day. That was probably the only thing in my life that I've done something right…well also adopting Loonie but that's entirely different"

Jenny smiled softly at him. She would never regret helping that day either. Thanks to their actions a life long friendship formed.

"You know, I always found that day ironic. Your job is to kill people but you saved me from dying that day" she teased.

"Like I said it was a one time gig" Blitzo joked.

The two of them pulled each other into a hug. Who knew that one random encounter would lead to such a lifelong friendship?

"Thanks for saving me that day, B"

Blitzo hugged her a little tighter as he closed his eyes.

"Thanks for saving me every single day" he said quietly to himself.

He would never regret what he did that day. For as long as he lived he would be thankful that he bumped into his most treasured companion.

/

A/N: Hope this was an ok chapter. Like I said I'll have a more detailed version of their meeting when I put together the prequel story. Once I come up with a title for it then you'll see the whacky adventures of Jenny and Blitzo.

Please review and tell me what you think!

Take care!