The Grimm Knight of Hell

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Chapter Four: The Date.

It has been two weeks since Jaune was hired on as an employee of Immediate Murder Professionals. And so far it was rather…boring, well sometimes chaotic but mostly boring. One can only do so many coffee and weapon runs until it becomes repetitive. Though Jaune wasn't going to complain anytime soon as he needed the cash.

Speaking of the blonde sinner, Jaune enters the office with a bag of ammunition and melee weapons. He had just gotten the resupply that the imps needed for before they go on jobs. Upon entering he noticed that only Loona was present, who was currently on her phone looking bored.

"Hey Loona." Jaune called out to her.

The Hellhound immediately perked up upon hearing Jaune's voice. Her tail started to waggled side to side in excitement.

"Jaune, you're back!" Loona exclaimed as she put her phone away.

"Yup and I take it that the others already left." What Jaune said was more of a statement than a question. He gently put the bags on a nearby couch and took a seat next to Loona.

"Yeah, they left around fifteen minutes ago." Loona told Jaune as she inched herself a little closer to Jaune.

The blonde himself, stretched on his seat and then leaned backwards into it. A couple of loud pops and cracks were heard as he stretched.

"So what's new with you?" Jaune asked the Hellhound.

Loona simply let out a huff. "Ya know, same old crap. Blitzø bugging me as always, Moxxie being a fat ass, and the occasional jerks trying to get in my pants." She said.

"I feel ya, a couple of Succubi had been catcalling me all morning for sex." Jaune said. "Also, look, I get that you don't like Moxxie but can you try to be a little nicer to him?"

Loona scoffed at that, but didn't reply.

Jaune sighed in defeat at the lack of a response.

There was a silence that formed between the two of them. Making the atmosphere extremely awkward.

"So." Loona began. "What was it like when you were alive?" She asked.

Jaune raised an eyebrow. "Why the sudden interest?"

"Well, we have nothing better to do than wait for them to come back, and I am genuinely curious to hear about Remnant. I've only heard bits and pieces." Loona said, though it wasn't the complete truth. Only reason she said that was because she wanted an excuse to talk to him more.

"Fair enough." Jaune said with a shrug as he couldn't fault her for being curious.

Jaune cleared his throat as he began. "Well, I was what is called a Huntsman."

"A Huntsman?" Loona asked.

"Huntsmen, or Huntresses, are people who possess unique abilities and use…powerful weapons to combat creatures of the Grimm." Jaune explained to the Hellhound.

Loona hummed in thought, tapping her chin. "I think I heard them before. They're like shadow monsters right?"

Jaune did a "so-so" gesture. "Kinda but not really. It's hard to explain really, people only say that because we don't know much about their history." 'Of course that's what the public thought before Ruby told everyone about Salem.' Jaune mentally added.

"Why is that?" Loona asked.

"Mainly because we've been busy trying to kill them all." Jaune replied with a shrug.

Loona nodded at this.

"Anyways, it was always my dream to become one. Not for fame or fortune but to help people, to be the shield for those who cannot defend themselves." He said.

Loona gained an amused look on her face. "That seems pretty noble of you." She said.

To her surprise, Jaune suddenly chuckled very shallowly at that.

"Try naive." Jaune said cryptically.

"What?" Loona asked, her brow furrowed in confusion.

"Nothing. Nothing. Long story short I fought a dangerous Grimm, died and then got sent here." Jaune said rather hastily.

Loona stared at Jaune for a minute, there was some doubt in her eyes. She could tell that Jaune was not being entirely truthful. Like the fact he didn't explain why he was sent to Hell. However, she knew better than to press the issue.

"Alright, but one more question." Jaune looked at her. "Is it true that you can shape shift? I heard Blitzø talk about it but I've never seen it."

Jaune replied. "Ah yes, I forgot about that. Give me a moment."

Soon black mist formed around his body, covering it completely. When it dissipated, Loona was shocked to Jaune in his "Beowolf" form. Her face immediately heated up at the sight, with her tail starting to wag like crazy. If Jaune was hot before then this new form made him look handsome. Then again, that could be her Hellhound instincts going off. The heat she felt between her legs was evident of that.

Jaune turned to Loona and gave her a wolfish grin (pun very much intended). "So what do you think?" He asked. Though that grin disappeared when he saw Loona all flustered. Same as Octavia. Was she getting sick?

"Hot." Loona blurted out without thinking.

Her response got Jaune to blush in return, he looked away and nervously rubbed the back of his head.

Loona blinked as she came back to reality. "I just said that out loud didn't I?" She asked rhetorically.

"Yup." Jaune replied, still not looking at her.

Loona this time blushed in embarrassment and buried her face into her hands. "Great." She groaned out.

Jaune looked back at her and chuckled in slight amusement. "Hey it's alright, the fact that someone as beautiful as you said that to me makes me feel…proud." He said, unsure if he was saying the right thing. Despite being around women for most of his life, he can still get nervous around them. Especially when they start playfully teasing him, or flirting. The moms back from Atlas came to his mind.

Loona blinked as she looked back at Jaune. Did she hear that right? "Y-you think I'm beautiful?" She asked rather timidly. If Loona was being honest, she never had anyone call her that. Sure she had been called hot by other men, but they were mostly sleaze bags who wanted to get into her pants.

Jaune, who realized what he just said, began to stammer. "I-I-I…um…ah…I mean yeah. You're beautiful, I mean…really beautiful…oh my Oum!" He buried his face into hands, his face started to heat up in embarrassment.

Loona scooted closer to Jaune until she was face to face with him. She took his hands with her left hand and cupped his chin with her right hand. She brought his face up until his eyes were leveled with her.

The two said nothing to each other as they stared deeply into each other's eyes. Both became mesmerized by the other.

After a few seconds, Loona finally spoke. "Jaune, be honest, do you find me beautiful?" She asked.

Without a beat, Jaune answered her honestly and simply. "Yes. I find you to be very beautiful, without a shadow of a doubt."

Without thinking, his right hand made its way into her cheek. Cupping it.

The two then leaned closer. Loona's eyes closed halfway as she puckered her lips. Jaune copied her actions as he moved himself closer to her.

Their lips moved slowly and slowly to one another. Closer and closer. To the point they were close to touching. And at last they…

RING! RING!

Loona's phone suddenly went off, causing Jaune and Loona to back away from each other. With the latter shifting back into his "human" form.

The Hellhound took out her phone and saw that it was Blitzø who was calling.

"Ugh! He couldn't wait for at least ten more minutes!" She yelled out as she got up and answered her phone. "What?!"

"Loony, the job's done and we need a portal back."

"Fine." Loona complained with a roll of her eyes. She proceeded to grab the grimoire and began the incantation to open a portal to the human world.

Once the portal was open, Blitzø, Moxxie, and Millie walked through the portal. All of them were covered in blood and gore.

"I take it that the job went off without a hitch?" Jaune asked as he looked at all of them up and down.

"Yup, we killed that human like nothing!" Blitzø said with a proud look on his face.

Moxxie interjected. "I wouldn't say 'like nothing' sir, we all got caught cause you accidentally tripped the silent alarm, alerting the security in the area and-"

"No one likes a buzz kill, Moxx." Blitzø cut him off in a deadpan tone.

"Well, I certainly had fun." Millie added in.

Jaune simply shook his head in amusement. "Anyways." Jaune spoke, grabbing their attention. "I got the supplies you needed for the next job." He said as he gestured to the bags that were on the couch.

"Ah good job, John." Blitzø thanked Jaune for getting the supplies. And despite knowing him for two weeks, he still kept getting Jaune's name wrong. He then went and grabbed the weapons, sorting through them. Meanwhile, Moxxie and Millie sat down on the other couch and leaned into one another.

Jaune's brow twitched at the mispronouncing of his name but he let out a frustrated sigh. "Just let it go Jaune." He whispered to himself.

The blonde got up from his seat. "Whelp, I'm off. Call me if you need anything." Jaune said as he exited the office. However, he stopped when he heard Loona call him.

"Wait, Jaune."

He turned to the Hellhound. "Yeah Loona?"

Loona gained a nervous look as she fiddled with her hair. "Um, are you free tomorrow night?" She asked. Her question got the imps to immediately look at her.

Jaune blinked. "Yeah I'm free tomorrow." He answered her.

"Cool, I was wondering if you wanted to go grab a bite to eat, or maybe get a cup of coffee?" She asked. Her face heated up as she did.

"You mean like a date?" Jaune asked as his own face heated up too.

"Yeah, like a date." Loona said, deciding to get straight to the point.

"Sure." Jaune replied with a smile. "What time should I come pick you up?"

Loona instantly beamed in joy when Jaune accepted her offer for a date. "How does 7 o'clock work?"

"That's perfect." Jaune said with a smile.

"Now hold on just a minute!" The two turned to see an angry Blitzø walking towards them. When he got close enough, Blitzø immediately got into Jaune's face. One of his fingers dug into Jaune's chest. "If you think I'm letting you take my Loony anywhere by yourselves then you have another thing coming Mister!"

Jaune rolled his eyes at his boss's behavior. "Relax Blitz, we're just getting a bite to eat. Chill out." He said.

"Oh, oh, oh I will not chill out! I'm her father and it's my job to make sure no creeps or horn dogs touch my little Loona." Blitzø said.

"Last I checked Loona is a grown woman, she could make her own decision without you babying her." Jaune replied with his arms crossed.

Blitzø was about to say something but Millie intervened.

"Oh calm down Blitz, they're just going out on a little date. It's not like they're going to get married or anything." She said with a roll of her eyes.

Meanwhile, Jaune and Loona blushed lightly at her words.

Blitzø grumbled at this. "Fine." He said begrudgingly before turning back to Jaune. "But you better bring her back by 11!"

Jaune shrugged his shoulders. "No problem." He replied before turning to Loona. "See you at 7." He walked out of the office after giving Loona a smile.

Loona smiled and waved at Jaune as he left. As soon as the door closed, Loona began to breathe nervously.

"Oh, oh crap. What am I going to do? What am I going to wear?" Loona freaked out. She then started to pace.

Millie then walked up to her and grabbed her hand. "Don't worry, I know a place that will give you a quick glow up for cheap." She said as she and Loona left the office.

"Stupid blonde, trying to steal my Loony away from me." Blitzø grumbled as he marched back into his office.

Leaving Moxxie alone.

"I guess I'll just lay here and relax." He said as he laid down on the couch.


NEXT DAY, 7 P.M.

"Alright Jaune you could do this, how hard could this be?" Jaune said to himself as he stood outside Loona and Blitzø's apartment door. The blonde was currently in his "Beowolf' form, and instead of his usual clothing Jaune had a black dress shirt with a gray tee-shirt underneath, and dark blue jeans. He also made sure to put some cologne on as he didn't want to smell bad in front of Loona.

Jaune let out a calm breath as he gently knocked on the door. A few seconds later, someone opened and Jaune went awestruck at the sight before him.

Loona stood in front of him wearing a red dress with a pentagram on it.

"So, how do I look?" She asked, smiling a bit at his awestruck face. She also couldn't help but blush at how he was dressed.

"You look amazing." He replied with honesty.

Loona smiled at that, she stepped outside and closed the door.

Jaune extended his arm, something that Loona gladly accepted. The two made their way out of the apartment building.

"You know I'm surprised that Blitzø hasn't made a scene about us going out." Jaune stated out loud.

Loona gained a mischievous smirk on her face. "Let's just say that I got it taken care of."


Blitzø was currently bound and gagged as Stolas, in a BDSM outfit, approached him.

"I've heard that you've been a naughty little imp, it's time that I do something about it." Stolas purred in arousal.

Blitzø started to sweat nervously as the avian demon got closer.


Jaune blinked a bit in confusion but shrugged it off.


LATER

The two demons entered the diner and were greeted by a waitress, a female imp. They greeted her back and the waitress led them to a desk near the window. When the waitress asked what they wanted to order, Loona and Jaune made their order. The waitress told them that their food will be ready in thirty minutes and that she'll be right back.

Leaving Loona and Jaune by themselves.

"So how long have you been in Hell Jaune?" Loona asked, wanting to start a conversation with him.

Jaune hummed in thought. "I like to say that it has been over a year now." He answered and then added with a chuckle. "In fact when I first got here, I literally crashed at the Goetia manor."

Loona raised a brow at that, genuinely surprised. "Really?" She asked.

Jaune nodded.

"Huh, guess that explains how you know Stolas." She remarked.

"Yup. I even lived there with them for that year." Jaune said.

"Really?" Loona was surprised to hear that. "I'm surprised that Stolas let you live there with him."

"Despite what you might think, Stolas is actually a pretty chill guy. Of course I did have to work for him, not that I mind doing it." Jaune said.

"Just out of curiosity, what was it that you were doing?" Loona asked.

Oh, I was in charge of protecting Octavia." Jaune answered.

"Octavia?" Loona asked, there was a bit of edge in her voice.

"Stolas's daughter, actually the first friend I made down here. Whenever I'm not guarding her, we would always go out and grab a bite to eat or just hang out." He said with a smile, oblivious to the change of tone in Loona's voice.

"That must be nice." Loona said in a tone that betrayed what she said. Jealousy quickly filled her gut.

"It was, but hey if it wasn't for Stolas then I wouldn't have been able to meet you." Jaune said sincerely.

At that Loona smiled and blushed lightly, her tail wagging slightly.

Soon the waitress came back with their food and handed it to them. Loona and Jaune thanked her. The two then started to dig in. Jaune had a chicken sandwich with curly fries on toasted French bread. Loona had a medium rare steak with a salad on the side. They also had two large sodas to go with their meals.

"Man this is good!" Loona said in delight as she took a bite of her steak.

Jaune chuckled. "Yeah, apparently this diner is run by a famous dine cook from a place called New York." He took a bite of his sandwich.

"Well, my compliments to the chef!" Loona said.

The two continued to enjoy their meals. A few minutes later, Loona spoke up.

"You know, I'm a little more curious about Remnant."

Jaune stopped mid bite and looked at the Hellhound. "What do you mean?"

"Yesterday you said you were a Huntsman but you never went into detail about it and want to know more." Loona said.

Jaune hummed. "Fair enough. So what do you want to know?" He asked.

"For starters, how is Remnant different from Earth? I know that it's another place where sinners come from but I noticed that for some reason not much is known about it." Loona explained.

Jaune placed his elbows on the table and leaned into his hands. The blonde sinner noticed the same thing as well, there was a lot of information on Earth but yet there was barely anything on Remnant. Why was that? Was it some sort of secret pact? Or something to do with the Brother Gods? He'd had to talk to Stolas about it later.

"Well for starters, from what I read about Earth, we're more technologically advanced." Jaune said.

"How so?" Loona asked.

"Well we have melee weapons that could transform into guns, which is pretty much commonplace. We have robotic limbs for those who lost their original lombs. The city of Atlas is literally a floating kingdom." Jaune explained.

"Holy shit! You guys are that advanced?" Loona asked.

"We are though, unlike Earth, we haven't found a way to achieve space travel yet." Jaune said.

"Ah." Loona replied.

"Anything else you want to know about Remnant?" Jaune asked her.

Loona gained a thoughtful look. She wanted to know more about Jaune's personal life, however given her was quickly to end the discussion from yesterday about his Huntsman life. She'll save that for another day.

"That should be it for now. Though for the next date, you should tell me about the Grimm." Loona said with a smile.

"Next date?" Jaune asked with a raised brow.

"Well, if you want to, that is." Loona said as she started to fiddle with her hair.

Jaune gave her a soft smile. "I'd like that." He said.

Loona beamed brightly as her heart began to soar.

The two finished up their food and paid for their meals.


LATER

An hour or two later, Jaune escorted Loona to her apartment. The Hellhound's arm was interlocked with his. They soon arrived at the door.

"I had a great time tonight, Jaune." Loona as she made her way to the door.

"Me too. We should do this again sometime." Jaune replied.

Loona nodded as she went to the door and opened it, but suddenly she stopped. She quickly turned around and gave Jaune a kiss on the lips.

Jaune's eyes widened by the sudden action and his tail started wagging in excitement. His face started to heat up as well.

Loona broke away from the kiss. "Night." Loona said as went inside, turning around and gave Jaune a smile before closing the door.

Jaune smiled brightly as he started to hum loudly like an idiot. Today was a lucky day for Jaune. He managed to get a new and stable job, though it is very questionable. And he just had a great date with a cute Hellhound girl. A great day indeed.

Jaune left the apartment complex, while shifting back into his human form, and walked down the street. There was a stride in his step as excitement radiated off his body. This caused many passersby to look at him strangely.

However, unbeknownst to the blonde, there was someone watching him.

"We'll see each other real soon Jaune Arc. Real soon."

To Be Continued.