Chapter 5: A New Look

A/N: Hey everyone! Sorry for the delay with the updates. I got a new position at my job so that was my focus for a bit. But now I'm back and we get to see what Jennifer's new outfit is going to look like!

I should have a few pictures of her posted on my DeviantArt account in the future so keep an eye out lol

Oh yeah, I forgot to mention what Jennifer usually looks like as a human lol. She's about average height with pale skin, bright green eyes and long dark red hair. I'll make a drawing of her human form to go with her disguise.

Just a head's up but this is going to be a short chapter since I wanted to focus on meeting a certain spider in his own chapter. Keep your eyes opened for that lol.

Disclaimer: I don't own Hazbin Hotel or Helluva Boss, I just own my oc's.

Enjoy!

/

"Yeah, no one is gonna fall for this" Jennifer said flatly.

Her 'disguise' consisted of having her face painted white like Charlie's while her eyes and lips were covered in black makeup. Her outfit was a baggie red hoodie, black skirt, striped stockings, red boots and black fingerless gloves. The cherry on top was a gray wig that covered her naturally red hair.

Needless to say, she really didn't look like a resident from Hell.

Charlie laughed nervously as she looked at her handiwork.

"Let's just hope we find your friends before anyone notices"

Jennifer just looked at her reflection.

'If Blitz saw this, he'd probably say I look like Elsa, Vanelope Von Schweetz and Mavis from Hotel Transylvania's orgy love child'

She could already hear Blitzo's laughing in her head.

"It's an ok disguise" Vaggie insisted.

"It's better than looking like a living human. The weirder you look, the more you blend in"

Jennifer just sighed, not knowing what else to say.

"Guess it's better than nothing"

Charlie clapped her hands together and smiled brightly.

"Now that we got your costume down pat, we have to lay down a few ground rules while you're staying with us" she said.

"Rule 1: If anyone asks how you got down here, we'll go with the story of you being sacrificed. The less you lie the better cause Sinners like to catch others off guard. Rule 2: Never leave the hotel without Vaggie or I. It's very, very dangerous out there and it's better to travel in numbers. And last but not least rule 3: never ever strike a deal with anyone down here"

Jennifer was puzzled by that last rule.

"Why would I make a deal with anyone down here?"

"Certain Sinners and Overlords down here get their power by making deals with others" Vaggie explained.

"Someone could claim that they know how to get to IMP City and if they take you there, you have to give them something in return. You mustn't make a deal with anyone down here otherwise you won't be able to return home"

Jennifer gulped. She recalled Blitzo saying something very similar to her one time during one of the darker periods of her life.

"Never make a deal with anyone, Jenny. I know life is shit but they can't make it better for you. Sure, they can do it temporarily but that's the thing- it's temporary. Once that's up, it's nothing but more pain and suffering. There's no such thing as a good deal"

If Blitzo told her not to make a deal with anyone, then that meant it was a bad thing. He would know since he had to make one with Stolas.

"So basically, I should just avoid anyone that's down here is what you're saying" Jennifer said.

"Pretty much, yeah. The less Sinners we run into the better" Charlie said.

Jennifer bit her lip. The more time she spent down here, the more claustrophobic she felt. She wondered if this is how all Sinners felt like when they ended up down here?

"We should probably head into town before it gets dark. I really don't feel like dealing with Valentino or his cronies"

The three women hopped into the limo and left the hotel. As they headed towards into town, Jennifer got a better look at some of the buildings. Just like when she first got here, she noticed a lot of the buildings either sold or advertised a lot of illegal and shocking things. From drugs to weapons, anything that could have gotten you arrested while you were alive was out in the open here.

"Your town's shops are...cute"

She looked at the buildings, hoping to see anything that read IMP City. As she looked up at the billboards and signs, she spotted something up in the sky.

"What's that?"

Off in the distance was a glowing white sphere with a ring wrapped around it. It looked so beautiful and pure that it was odd to see it in a place like Hell.

"Oh, that's just Heaven" Vaggie said.

"They like to show off what we're all missing by being stuck down here. If people hadn't committed sins, then they would be up there instead of here"

"But that's not fair. Not everyone does sinful things because they're evil" Jennifer said.

"True, it's not right to steal, kill, etc. But we don't know what they're going through. Maybe the person who stole someone's wallet needed that money to feed their family or cover medical costs. What if someone had to kill as self-defense? It's not nice to remind them they did what they had to do while they were alive"

"I agree and that's one of the reasons why I'm putting this hotel together" Charlie said.

"Everyone's made mistakes in the past. I don't want to see them suffer down here for simply trying to live. You always hear about people deserving second chances, and that's what I plan to do"

"You really think Heaven would allow that?" Jennifer asked.

Charlie shrugged her shoulders.

"I really don't know. But if a living human is able to enter Hell, then why can't a Sinner enter Heaven?"

Jennifer didn't know what to say to that. It seemed much like her, Sinners and Demons had their own troubles and just wanted a break from everything. They wished they had done things differently with their lives, they regretted their actions or thought that no one cared about them or how they were suffering.

Maybe this hotel that Charlie was working on was what Hell needed.

Little did she know, was that she herself was what Hell and its inhabitants needed. She who would become their little piece of heaven in Hell.

/

A/N: Yeah, this chapter was hard to write because I didn't know where would be a good part to end lol.

So now Jenny has a new costume and she's learning a bit more about how Heaven and Hell work. What else is she going to find out?

Oh, I can't wait to write Blitzo's reaction to her costume. He's going to be so much fun to write.

Please review and tell me what you think!

Take care!