Nothing belongs to me except for Ryuu Akihana, Kanta Akihana, Ichirou Arata and the story itself. All rights go to Ryohgo Narita! Enjoy!

Shizuo sat on the couch across from both Izaya and his newcomer friend, Ryuu (who was not what he originally thought to be a man if he were to go off the name alone). Since Arata brought the girl and her brother up to his office an hour ago, the two shared a brief reunion, the girl glared at him with a look of death while her friend explained the situation and all the while, her older brother (Kanta as he was told) just smiled as he watched the two interact from his spot against the wall by the door. Arata stood dutifully behind Shizuo as the yakuza boss smoked his cigarette while observing the teens, but Shizuo could tell the grunt was nervous about whether or not their captive could do as he promised.
"What's taking so long? Should I have given you two a time limit or something?"
Ryuu sighed as though she were dealing with a child and continued scrolling through her smartphone without even sparing Shizuo a glance.
"Do you want it done fast, or do you want it done right? These things take time, require a delicate touch and unless you want armed policemen barging through your building, stay quiet."
Izaya glanced between Shizuo and Ryuu nervously over the rim of his spare, square glasses as the girl lectured the blond as though he were a regular person, and not a high ranked yakuza boss. While he knew Ryuu was not easily intimidated, coming from a rough upbringing, it was times like these that he really wished she knew when to filter her words.
"R-Ryuu-chan…"
Kanta chuckled from his spot on the wall, drawing everyone's attention to him before turning to Shizuo with a serene smile.
"Apologies for my younger sister's rudeness. It's not a specialty of hers to know when to speak or hold her tongue. Although, I guess I'm partially to blame for being so soft on her…"
Shizuo clicked his tongue as he tapped his cigarette against the ashtray on the coffee table.
"She wouldn't be the first I've encountered. So long as what I'm promised is delivered, I'll let it slide."
Kanta gave a curt bow to Shizuo in gratitude.
"You're very generous."
Ryuu scoffed, but otherwise kept silent. She knew her brother said what he did in an effort to take any heat off of her from the man currently holding their friend hostage. As much as she disliked the man for putting Izaya through all this stress, she had to remind herself that what was important was making his time with yakuza as easy as possible. If giving Izaya any sort relief meant proving he could be of use while he was there, so be it.
"An old contact of mine just got back to me regarding strange activity near the Tokyo Bay area. Says it might be worth looking into."
Ryuu handed Izaya her phone as the man continued to dig up intel from multiple social media sites. She watched as Izaya continued to converse with the man on her phone while hacking into the companies files on his own smartphone. After a few minutes, Izaya finally spoke.
"It could be the lead we need. A last minute shipment of unknown content is being loaded later this evening before the ship takes off for Russia. I'd warrant that the harbor master is getting a cut of the profits in exchange for keeping silent while providing emergency transport."
Ryuu nodded before rising from her spot on the sofa and taking her jacket from Kanta, heading for the door with her brother on her tail.
"I'll get there before it takes off and 'negotiate' a change of plans."
Izaya nodded as he tossed the girl her phone while putting the belongings brought to him back in his bag. Ryuu caught the device with ease and nodded for Kanta to follow her out the door, Arata struggling to keep up in an attempt to follow the two out and act as witness. Shizuo watched the three of them leave while Izaya remained where he sat on the sofa across from him, playing with the fabric of the borrowed sweatpants and glancing around the room in an attempt to avoid Shizuo's gaze.
"So, can I expect to have the bastard dropped on my doorstep by some high school girl and her 'nii-chan', or are my men going to have a few more bodies to hide? Bribing the police to ignore a few dead bodies is expensive, kid."
Izaya flinched at the man's words before he raised his gaze up to meet Shizuo's. The blond wasn't scowling anymore, but looked more amused than anything.
"Ryuu-chan and Kanta-nii-chan aren't people I would worry about too much when it comes to this sort of thing."
Shizuo raised an eyebrow at the teen, but before he could ask him to explain further, his cell phone could be heard ringing from his pocket. Shizuo quickly took it out and answered in a cheerful voice, surprising Izaya.
"Hey, Kasuka. How have you been? Sorry I hadn't found the chance to call you back."
Shizuo rose from the couch and headed for the attached bedroom, leaving his captive on the couch as his eyes trailed after him. As the the older man's voice could be heard from the bedroom, Izaya wondered who it could have been that made the man sound so happy. To Izaya, it was almost as though Shizuo had become a whole separate person; as though he were more approachable and friendlier.
I never knew a yakuza could smile like that. All the movies I've seen of them portrayed them as violent, power hungry thugs with no consideration for others.
Izaya's thoughts drifted from the change in the yakuza's demeanor to who could have caused it, Shizuo's voice carrying on from the room he could be seen walking leisurely around.
Could it be a girlfriend? Not that woman from before… Perhaps a one-sided love? His job does seem dangerous after all. He must not tell her how he feels so as to keep her out of danger. Does she already know what he does for a living?
Izaya looked towards the blond's desk piled high with stacks of paper, and wondered if it could even be possible to create a dent in the pile even if Shizuo worked through it from then until morning.
Come to think of it. He's barely left that desk since I've gotten here. This is probably the only time he's gotten up for an extended period of time. I bet he would have more time for that woman if he had more help.
Izaya walked over to the desk and took a piece of paper from the top of one of the stacks. The teen looked it over as he read the document, turning a shade of green after grasping its contents. Returning the paper back to its pile and making his way back to the couch, Izaya let himself fall back on the cushions lazily.
"I could never have the stomach for this kind of thing."
The time passed as Izaya listened to the sound of Shizuo's voice coming from the bedroom while he relaxed on the couch. Eventually, the blond returned from his call in the bedroom and made his way over to his desk, taking a seat in the swivel chair and turning towards the computer to focus on his work once again. Without knowing why he felt the need to, Izaya watched silently as blond strands of hair shifted to and fro behind the stack of papers on the desk.

The door slammed open almost two hours later, Ryuu dragging a strange man by the collar of his striped sweater into the room as the man fruitlessly trying to struggle his way out of her grasp. The girl threw than man before the blond's desk as Kanta and Arata followed her though the door leading into the office, the lackey closing the door behind them to prevent their capture from escaping.
Izaya stared wide-eyed as the man tried to scrambled towards the door before being kneed in the stomach by Ryuu, the girl calm while using her foot to pin the man to the ground on his back as she stared down at him coldly.
"Can't you stay still? It was a large hassle getting you here, you know. Hey! Special delivery for one Mr. Yakuza."
Shizuo glanced over the stack of papers while conversing on the phone and stared in surprise to find a young girl with an annoyed look on her face subduing a grown man before on his office floor. Needless to say, it would be stupid of him not to let the unpredicted development continue without him taking part and an amused smirk made it's way on the yakuza's face.
"I'll have to call you back. I think that problem we've been having has finally resolved itself."
After a quick goodbye to whoever was on the phone, Shizuo rose to walk around his desk and leaned against it with his arms crossed as he looked down in amusement at the squirming man.
"You look well, Yanase-san. How are those kids you have under your care? A better question would be are there more than the one's we found at the dock, and if so, where are they."
The man now known as Yanase growled at Shizuo and averted his gaze, clearly taking a vow of silence regarding the subject. Shizuo sighed as though disappointed and raised his eyes to Ryuu expectantly. Izaya could tell that while his friend didn't enjoy taking a unspoken order from the man, that she was getting a twisted sort of satisfaction from the job she had assigned to her. The subtle smirk invisible to those not used to seeing it was a dead giveaway to the teen.
"Nii-chan, mind taking Iza-kun into the bedroom for a bit? I'd turn on the television too. Maybe a loud action film with lots of explosions would be appropriate."
Kanta sighed exasperatedly, but complied as he turned his gaze on Izaya before nodding his head in the direction of the bedroom. Shizuo raised an eyebrow as he watched Izaya seem more than eager to leave the room.
"What's the big deal? He's contributed this much already, so why not let him see the job through?"
Shizuo almost wanted to take back his input when the girl and her brother both leveled a glare at the blond that had him considering the notion of whether looks could truly kill. Kanta was the one speak much to Shizuo's surprise as he pegged him to be a man of few words.
"With all due respect, Yakuza-san, me and my sister have known the ins and outs of this lifestyle far too intimately than we'd care to admit, but Izaya-chan is another case. We'd rather what goes on from here on out remain an image he can only imagine with the limited knowledge he has of this procedure if you don't mind."
The two men stared each other down for a good while before Shizuo sighed in defeat and pointed his thumb in the direction of the bedroom.
"I got a Netflix account set up on the TV. The internet is wired so you shouldn't have to worry about buffering. Knock yourself out."
Nodding his gratitude, Kanta turned a soft smile back on Izaya and continued to guide him towards the bedroom. Before following after him, the older male turned towards Arata with a gentle expression.
"I don't suppose we can trouble you to fetch us a meal could we? We might be stuck in here a while and I'm sure all of us could do with some food and drink. You included of course as I'll gladly pay you back for the trouble."
Arata stuttered out an affirmation and quickly left to get food for everyone. Once the suited teen was gone, Kanta then turned to the girl who was in the process of rolling up her sleeves and tying back her medium length hair.
"Ryuu-chan, try not to get too caught up. I'm sure Yakuza-san or his boss will have further need for him later, ne?"
The girl pouted but regretfully nodded her understanding of her brother's warning. With the nod returned to the girl, Kanta joined Izaya in the bedroom, shutting the door behind him and proceeded to do what he could to drown out the noise that would eventually make it's way through the expensive piece of wood. Sitting beside Izaya on the end of the bed, the older male turned on the TV before pulling up the Netflix application on the television and scrolling through the options as he gave Izaya a big smile.
"So, what should we watch Izaya-chan?"

In the limit of the four hours that the two males had the room to themselves, they watched 3 comedy movies, the first half of a season of a random TV show and ate the bento brought to them by Arata from a nearby convenience store, the male refusing Kanta's offer to pay them back since the organization had made use of their services and unique skills. The only slip of what was happening in the office was when Arata opened to door to give them their food before promptly shutting it and leaving the two males to their own devices for entertainment once again.
It would be another ten minutes after they finished eating that the two males realized how quiet it was and Arata returned to inform them that Yanase had been removed and it was safe to come back. Izaya wished they had cleaned the blood staining the wood in front of the desk before allowing him back in the office, but kept his thoughts to himself as his gaze immediately went to Ryuu. The girl smiled happily when she saw Izaya and Kanta re-enter the office, forehead sweaty and strands of hair escaping the hold of her hair tie as she tried to straighten out her clothes.
"Hey, Iza-chan, Kanta-nii-chan. Sorry we took so long. He was really stubborn."
Izaya smiled back at the girl and helped her smooth down her hair, teasing her for allowing herself to look like such a mess. Kanta looked on at the both of them as fondly as two bickered before reluctantly interrupting them.
"I do believe we should get going, Ryuu-chan. It's getting late and you have school tomorrow. It's the last stretch before winter break so you need to be rested for your tests."
Ryuu whined as she held Izaya's hands in her own, clearly upset at the notion of leaving her friend with yakuza while the two them returned home.
"Aw, Nii-chan! I wanna stay with Iza-kun! I'll be worried sick to the point I won't get any sleep if we go home now."
Kanta patted the girl's head as he passed her and gathered her things before turning back to her with a strained smile.
"I understand how you feel, but we achieved our purpose of giving Izaya-chan a chance to prove himself useful while we're not here to oversee him. We'll return another time to see how he's doing, okay?"
Shizuo coughed on the smoke of his just lit cigarette when he overheard the sibling's conversation, the people occupying the room turning to the blond in a mixture of shock, concern and exasperation. After finally getting his breathing under control, the yakuza leveled his gaze on Kanta who met his angry gaze with a melancholy one.
"Who said the two of you could just come by whenever you feel like it? I'm definitely sure I didn't give you such an invitation!"
Izaya flinched at Shizuo's harsh tone and looked between the blond and the oldest raven haired male in the room, only to raise a curious brow when Kanta smiled with little care to the situation.
"I promise it won't be an every day thing, and we'll be sure to make an appointment with Tanaka-san in the case that you might be busy, but unless you want a sixteen year old girl putting your employees out of commission, this is your best option. Let's go, Sis."
Ryuu glared one last time at Shizuo before tightly hugging Izaya goodbye.
"Call me if you need anything. Even if it's the dead of night, I'll come running if you're in trouble. Nii-chan will too."
Izaya nodded to the girl's promise, too choked up about them leaving to say anything. Ryuu just smiled and rose up on her toes to kiss his forehead and met his tearful expression with her own misty eyes.
"I'll be sure to keep this a secret from Mairu-chan and Kururi-chan. If they ask, I'll just say that school has gotten busy so that they don't worry about you not coming over."
Izaya nodded gratefully to the girl and tried to blink back his tears before finding his voice.
"You're my angel, Ryuu-chan."
The girl giggled at title given to her by the teen when they were children and turned away from him to join Arata and her brother at the door leading out of the office. Arata opened the door and led the two out before saying his own goodbyes for the day to the two males left in the room, closing the door after everyone's departure.
Izaya continued to watch the door as the Yakuza continued to smoke and gaze out his high-rise window. In the reflection, Shizuo could see the back of Izaya's form as he was lit by the setting sun, noting how the amber color complimented his dark hair nicely which made a stark contrast to his pale skin. However, the yakuza also noted how the teen wouldn't tear his gaze away from the door the two siblings left from.
Does he expect them to come back or something? Did they plan to break him out somehow when I wasn't aware. He and that Kanta guy were by themselves in the bedroom for long time while me and the girl were getting answers from Yanase-san. He even mentioned they had done this sort of thing before.
Shizuo continued to watch Izaya suspiciously while the raven remained still and kept his gaze in the direction of the door. The yakuza's brows furrowed even further as his thoughts continued.
A kid his age shouldn't have the knowledge he does that allowed him to locate Yanase-san. I had my best informant tasked with trying to find him for two weeks, yet this kid and that weird girl managed to find and apprehend the guy in under half an hour. It's obvious he's done some shady things like this before. I was right to be cautious about him. I'll have Tom-san put some of the lower tier men as watchmen on those two friends of his, and some guards around the building for the night. In the meantime…
"Hey, kid?"
Izaya jumped slightly before slowly turning towards Shizuo with a troubled expression and gazed up at him expectantly, his body shaking slightly under the yakuza's hard stare. The blond nodded to the clock on the wall above the office door before speaking.
"Isn't it past your bedtime? I'm tired after this whole thing so let's sleep. Since there's no other place to sleep, we'll share the bed."
Izaya eye's widened considerably as his face darkened to a deep shade of red.
"E-Eh?"

Afterstory Monologue:

Momo: [Bows] Hey everyone! How was your Halloween and Thanksgiving? I hope you're all having a wonderful holiday season! Before I continue, allow me to apologize for taking so long with this. It isn't the longest I've taken to get a chapter out by any means, but it's still took longer than I thought it would, so sorry about that. I tried to make this chapter longer to make up for the wait and even left it off on a good note! ;P

Izaya: Say, whatever happened to that "Durarara! Halloween Special" you were gonna do? You seemed really excited about it.

Momo: I wrote two actually. On paper. And then never finished them. I still want to choose one of them and put it up as this year's Halloween fiction, but at this point, I'm wondering if it's even worth it since it's already super late. I'm leaning towards just going for it and pretending I'm doing everything on schedule though.

Shizuo: Are you seriously gonna follow through with that plan you made for getting all your fictions done?

Momo: [Smiles] Yep! I'm also sticking to my plan for not writing any other fictions I've thought of until I finish the ones I have out now. It's hard since I literally am filling a notebook with fiction ideas I've come up with, but I don't want to overwhelm myself anymore than I have. It's bad for my health.

Shizuo: Touche...

Izaya: I was really looking forward to that Halloween story though. You like writing horror stories, so you're actually pretty good at it.

Momo: [Shrugs] We'll see, Iza-chan! [Turns To Camera] Please don't forget to review my story and send me feedback. I am trying to further develop my writing style and also focus more on achieving a good flow for the plot rather jumping right into the juicy stuff. Sorry for those who are awaiting said "juicy stuff", but I promise we will get there! [Pumps Fists] ...Eventually. Jan-ne~! [Turns Camera Off]