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21 Shizaya Street

Summary:

Shizuo is given an assignment to go undercover, but not just any undercover assignment! He actually have to pretend to be a high schooler and figure out who's connected with dealing drugs and where students are getting them. Can he figure things or by himself? Will he reveal himself during this assignment to gain help?

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Izaya never lived a cheerful life, but it doesn't mean he lived a bad one as well. Living in a way that others would called satisfying yet boring, he came to find his world shaken up when a blonde transfer to his school and class. Determine to find out what these feelings are, he's willing to do anything to get close with the blonde and fall into a series of confusing turns.

(What is this summary? This is a last minute summary and idk what the hell to make of it. Might change it after some time.)

Notes:

This fanfic is based on 21 Chump Street, an amazing musical that I strongly urge you to watch (it’s in YouTube). I didn’t use the exact plot in this fanfic or did a crossover, more like used the idea of a cop undercover to find out the druggies in the high school and then carried on there. It’s not needed to watch the musical to understand what’s going on, though it wouldn’t be a waste of your time if you did so. I’m a sucker for musicals. Anyways, Durarara is not owned by or have no connections to me except me watching the anime and becoming an obsessive fan that crave in to the need of creating fanfics. With that said, I do not own any characters and the characters will be out of character. This is basically me playing around the idea of Shizuo being an undercover cop and meeting Izaya and other people. I have no idea where I’m going with this idea, so bare with me please. Also, with me being a fan of 21 Chump Street, it does not mean I know everything on the undercover cop case that will be mentioned in here. So yeah. That’s all, just go ahead and read fellow human that walks/live on this planet we call Earth.

(See the end of the work for more notes.)

Chapter 1: The Beginning

Chapter Text

Shizuo was just a new recruit, a young man just fresh out of years training, and is currently nervous as he waits in a room full of other new recruits for their first assignments. Apparently with everyone sharing information about it so far, it’s a case about kids dealing with drugs. To Shizuo’s relief, it didn’t have anything to do with using violence.

Shizuo frowned at the thought of having to use violence, remembering how much he hated violence but stupid kids always seem to want to pick a fight. Always trying to prove themselves that they’re stronger and better, only to successfully piss Shizuo off and ending up either passing out with a single punch or running back crying for forgiveness. Only after when Shizuo and his younger brother, Kasuka, watched a movie about two detectives who were cool and brought down bad guys, did Shizuo wanted to become a detective. But Shizuo always suck at school and figuring things out that deemed to be complex, so he changed his wish to become a cop instead and hope it would just as mysterious and won’t have to meet up assholes.

So while Kasuka cheered Shizuo on in his own way when he could in his free timed, Shizuo went through training and finally was able to to finished it within 3 years. Now 21 years old and officially got to do what he desired, Shizuo can hardly wait. Just as he came out of his thoughts, the closed door made a ‘click’ sound

“Men and women, Officer Slon is the name you’re going to address me, no exceptions.” A man said as he enter the room, sense of power coming off him. The man was extremely tall and had a muscular build. Shizuo deemed him to be the man in charge of the assignment. “As you were told, the assignment is to determine of how much of value you hold as a cob. To see if you have what it takes to work under pressure, to create false relationships to find out what you need to without remorse. Why you would show remorse to begin with, I have no idea.”

“This operation had already been approved and done, successfully finding drug dealers and the corrupted ones. We simply are doing this operation due to the lack of information we gain in finding anything within our area, so without any hesitation-look in the blue folder we gave you earlier this day. Why the folder has to be blue, I have no idea and would like if anyone tells me.”

Shizuo watched everyone opened their folder, taking a second before he does the same. In the folder, there was a picture that he was asked to take in casual clothing within a small card-a school I.D card. There, it held information about him, reminding the times when he sat in his kitchen and filling out questions so simple-simple enough to make him scared at the moment that he worried it was a trick of some sort.

 

“What if they tell me I’m too tall!?” Shizuo shouted, gripping his hair and close to breakdown if he isn’t in one yet.

“Don’t worry, Nii-san.” Kasuka said as he placed a hand on his shoulder, face showing little to no comfort despite his words. “There’s no way they’re going to say something like, that’s simple just you worry too much and overthinking about it.”

 

Shizuo found himself smiling, thinking how silly he was to actually think like that. Scanning at the I.D one more time, he looked at the papers it was paper clipped to. The first paper was a class schedule, containing the classic classes he remember having in his senior year at high school. The next paper was a explanations of the assignment, having do’s and don’ts in it. 

“All of you will be partnering up, though this is more of an individual assignment. The partnering is basically going to be between you newbies and your seniors-show your respect to them, for they rank higher than you by experience. They won’t be always around, simply checking on you and to give you advice if you find any problems.” Officer Slon stated, pulling out a sheet of paper out of his pocket and unfolding it. I’m going to state your name once-and only once-and your partner’s name, both of you will stand up and will be given a chance to evaluate who you’re going to work with a glance. Afterwards, i want you sit down quickly and let me finish so we can proceed the rest of this.”

Shizuo tried to not think and pay attention, only to glanced more at the papers and read them.

 

Do

  • Blend in and actually do some work in class
  • Socialize with others, be a social butterfly and observe other groups
  • Show interest in drugs-this makes you a target from drug dealers
  • Express rebellion on superiors slightly

 

Each do was followed with an example, explanation of why it was important and such-giving Shizuo an idea of what he was suppose to do.

“Shizuo.

Shizuo looked up so fast that he felt a slight sting in the back of it, only it to be forgotten when he realized everyone was staring at him. Sensing he did something wrong, he looked around in confusion. His eyes stop on a man who was standing in the sideline of the room, gesturing him to stand up with a small smile. Realization settled in as he hastily did so, face burning and red.

After bringing up the courage to look back up the his assign partner, Officer Slon resumed with calling names. Shizuo was glad to sit back down and hid his face in his hands. ‘Good job me, you actually screw up in the most simple task.’ 

After a couple of minutes, everyone was done and Officer Slon called it a day. “You are to dress casually and be on time of your first day on the job-and school. Meet with your seniors, show your respect, and exchange contact information just in case you need to contact for any questions or voice out concerns. Good day.” 

Once he left, everyone took the time to let out a sigh of relief and start chatting. Soon everyone has gotten up and shook hands with the ones they’re partnered up with, grinning and laughing. Shizuo simply stayed on his chair, still contemplating on how big of an idiot he was.

“Excuse me-” Shizuo jumped as a hand landed on his shoulder, hastily looking up. “My name is Tom, I’m going to be your partner starting today. It’s nice to meet you.”

“Um-It’s nice to meet you too. M-my name is Shizuo, by the way.” Shizuo stuttered, standing up and brought out his hand to shake Tom’s hand.

Tom simply smiled and took his hand, chuckling at how flustered Shizuo was. He could already tell that Shizuo was simply a good guy, though a tad nervous. “If there’s anything I can help you throughout this assignment, you can always contact me and ask me for help.”

Shizuo nodded, relaxing as the conversation between him and Tom going well. As time went by, he was in a cafe nearby the building and getting advice on the assignment from Tom.

“Kids at that school tend to be a mixture of flashy and quiet-most of the flashy ones are mainly the ones to be suspected of course. If you were able to get along with them, maybe you can find something.” Tom offered, taking a sip of his coffee. He wrinkled his nose and pour a little more milk before taking another sip. “I may not be a big fan of sweets, but I can’t handle bitter things too.”

“How can I get close to them to begin with?” Shizuo asked, taking a sip of his super sweet coffee. Tom made a note that Shizuo was a huge fan of sweets after seeing how much sugar and milk he putted in his coffee. Shizuo asked the lady to only fill it up halfway of coffee and put tons of cream and sugar. Both to the lady and Toms’ horror, Shizuo ended up adding more sugar in the coffee.

“Perhaps becoming flashy?” Tom replied, taking another sip from his coffee.

“I’m not gonna wear jewelry and all that shit.” Shizuo growled, thinking how ridiculous he would seem.

“What about dying your hair?” Tom asked, using a hand to indicate Shizuo’s brown hair. “That way you can undyed it after the assignment.”

Shizuo frowned, ruffling his own hair through his hair. “You do have a point, I guess.”

“Well, I bet you can find something by Monday.” Tom smiled, Shizuo sighed before copying the same thing. 

……………..

 

“Izaya!” The raven haired boy looked, grimacing as his hyper friend threw himself on him. “There you are!”

“You know I’m always here though,” Izaya sighed, shoving the boy off of him as he moved to stretched his stiff shoulders. ‘Damn, I must had lost track time while reading.’

“True, but you could always change your ways anytime.” Shinra smiled, picking up one of the books off the table. He raised an eyebrow, Izaya sighing as he felt the relief in his shoulders. “The Social Contract?”

“Nothing to your concern, of course.” Izaya replied, making a grab for the book before shoving it in his school bag. “So you’re done with your class duties, right?”

“Yeah, I was just send here to pick you up.” Shinra chuckled as Izaya glared at him, helping the raven with packing his stuff by handing him the rest of the books. “Lost the game of rock, paper, and scissors again.” 

“Geez,” Izaya rolled his eyes, pulling his bag strap over his shoulder before making his way out of the library with Shinra by his side. “If I didn’t knew any better, I would had thought you guys dislike being near me and my company.”

“Aw, don’t say that!” Shinra shouted loudly, gaining weird looks from other students who had stayed after school. “That’s only true half of the times~!”

‘I seriously have to choose better friends,’ Izaya thought, just as a loud squeal was heard once he walked out of the building. He looked up and gave a small smile upon seeing the small group of friends waiting at the school gates, only frowning when he realized an over-energetic friend seems to be hiding something behind their back. 

“Iza-Iza! Long time no see.” Erika said, bringing him to a hug before patting his back, automatically getting pushed off by the raven.

“What did you stick this time.” Izaya glared at Erika, who’s giggling and giving him a look that she knows she did something wrong but isn’t sorry about it. “Dotachin, what does it said?”

Kadota sighed, reaching over to pulled off a sticky note of Izaya and pass it to him. “It’s best if you just read it.”

“Oh,” Izaya said as he read the note. “The typical, ‘need a seme in my life’ note?”

“OF COURSE!” Erika shouted, Kadota shaking his head sadly as Walker and Togusa talked about the latest episode in Little Busters*. “It’s my life goal to set you up with the perfect seme.”

Izaya sighed, deciding it’s too late to even try to stop her and her wild fantasies now. “So how’s the club so far for you.” The question was aimed for Kadota-who seemed to be concern with how tire Izaya seem to be lately-only to be answer by Togusa.

“It was amazing! You should had been there, would been better than wasting time in the library. Today we decided to bring together our pride possession and show it off-of course I brought my poster of my beloved-”

“As much as I love hearing you talk about your precious fictional lovers-I rather listen to Dotachin talking right now.”Izaya cutted Togusa off, who seemed to not care and focus on telling Shinra about it, Kadota finally looking up and paying attention. “So what’s up with you? Seem oddly concern when you stare at me.”

Kadota only frowned, sure that Izaya would hate if he were to voice out his concern at the moment, would only hate it more if he continue his stares. “Nothing much, was just wondering if you can help me with that math packet that's due tomorrow.”

Everyone, but Kadota and Izaya, froze.

 “Wait.” Erika whispered, horror written over her face. “Due? Tomorrow?”

“Didn’t she said it was due in two weeks?” Shinra smiled, though the smile came of desperate. 

Izaya rolled his eyes, fully aware on how this would end. “She said that about two weeks ago.”

Walker seemed slowly brought the manga he was carrying into his arms, hugging it as a life support. “Like, tomorrow as the first thing? Or tomorrow as the last thing to turn before school ends?”

All their faces brighten with the ridiculous hope, only for Izaya destroy it when he smirked and shook his head. “First thing in class.”

 Hell went loose in their minds, their despair forcing them to knee down in front of Izaya and begging him to help them as well. Izaya let out a insane laugh, Kadota only sighing as Izaya talked down to their friends before giving them mercy by stating he’ll help them.