Disclaimer: I do not own Oregairu or any brands mentioned.

Hachiman Hikigaya was trained from birth to be a killer. He has taken down multiple high profile targets over the course of his young life. Now at the age of 14, he has been tasked to go to Sobu High and extract as much information from Shizuka Hiratsuka as possible, then eliminate her. The mission is simple and like all his previous missions he will complete it, no matter what.

China – Highrise Office Building

Hachiman stands on the edge of a massive skyscraper. Currently he is dressed in all black combat gear and has a gas mask covering his face. On his back he carries an assault rifle along with a handgun holstered on each thigh. He feels the wind blow against the visor of his mask as he looks at the beautiful night sky and the various colours of the lit up buildings around him.

The assassin backs off the ledge and steps onto the roof. He then goes over to a large pipe and begins pulling on it. After determining it's sturdy enough, he takes a small metal device and hooks it on said pipe. A rope can be seen coming out of this device and leading directly onto Hachiman's back. After checking a few buckles and tightening a few knots, he takes deep breath. He then looks over at the end of the building and begins jogging in place. This goes on for about five seconds before he sprints towards the ledge. Upon reaching it he dives directly off. The rope attached to his back swings violently as he glides down the side of building.

The wind hits his mask with such force that it cancels out all other noise. As he falls he mentally counts the distance from where he jumped to where he's going. A moment later he grabs onto his belt and hits a switch. The rope begins to tighten and gradually slow down. In a matter of seconds, he goes from the speed of free-falling to hardly moving at all.

Now hanging off the side of the building he begins to sway from side-to-side. Inside the skyscraper the lights are on, and due to the fact it's night, no one inside the building can see what's going on outside unless they were to press their face right up against the glass. He begins rappelling down a few more floors. Through the windows he sees several heavily armed security guards doing patrols.

Once he gets down to his desired floor, Hachiman reaches to his belt and pulls off a disk-shaped object. He places it on the window and presses his finger against the middle of the device, which causes it to stick against the glass and start beeping.

BEEP

He inhales, hearing his breath loudly filtered through the gas mask.

BEEP

He exhales and presses his body up against the window.

BEEP

After that he pushes himself away from the building as far back as he can. His body moves about three metres away, pulling on the rope. Just then the disk beeps one last time before letting out a sonic wave, shattering the glass. The rope on Hachiman's back pulls him towards the building and he jumps into the office through the now open window.

As he get's inside he pulls out a knife and cuts the rope off his back, allowing him to move freely inside the room. While adjusting to the change in pressure he pulls out one of his handguns and backs up against a wall. Not a moment later two guards run into the room with their guns raised.

PSEW

PSEW

He fires two silenced shots into them, one each of their legs. The men fall to the ground clutching their wounds. He wastes no time and quickly runs out of the office only to find several more guards outside. As they fire their guns at him, he rolls to the side taking cover by a desk. The floor they are on is large and has the tables separated by glass panes.

The men seem to have no issue with property damage and fire indiscriminately, doing their best to hit the intruder. As bullets fly over Hachiman's head he pulls a small cannister off of his belt and removes the pin. He then tosses it over the desk as a cloud of smoke shoots out.

It takes less than a minute for the entire area to get covered by the dark-gray cloud, completely disorientating the guards. The smoke causes intense coughing among them and some even pass out. Hachiman pushes up the visor on gas mask and places a pair of large goggles around his head. He turns a dial on them and his vision turns blue and red.

These goggles allow him to see infrared and the ability to see infrared allows him to track heat signatures through the smoke. He stands up from his cover and begins walking around the cloud.

PSEW

PSEW

As he makes his way through the building he continues to shoot the guards in their legs, making sure they won't be problems later. Before infiltrating the skyscraper, Hachiman memorised the floor plans, so he knows he exactly where to head next. As he arrives at his destination, he turns off the infrared goggles and checks a small sign placed above a door. The sign is written in Chinese characters and gives the assassin all the info he needs.

BANG

He kicks the door to the CEO's office open and walks in, finding a man huddled in the corner cowering in fear. In front of him is a woman – probably an assistant – who has a similarly fearful expression.

"Get out of here." Hachiman says in perfect Mandarin, prompting the lady to stand up and run out of the room.

"Who are you!?" The man asks as he trembles.

The assassin ignores him and walks over to one of the cabinets. He then begins looking through the files before pulling one out and placing it on the desk. He looks over at an ashtray on the table before turning and facing the man.

"Do you have a lighter?"

"What?"

"Like for cigarettes. Toss me one."

The man nods and reaches into his blazer pocket, then throws the zippo to Hachiman. He catches it and flicks the top of the device causing a small flame to pop out. He then goes onto to burn the file.

"What are you doing?!" The scared business man asks as he tries to see what's going on.

"Is your name Ling Wei?"

"Y-Yes..."

Hachiman nonchalantly raises his gun and executes the business man. His blood splatters against the wall as his body awkwardly curls over. After that, the assassin exits the office and begins walking through the building again. He pulls out an old phone and calls the only number on the contact list.

"Mission complete. I'm heading to extraction."

By now the smoke has cleared and all the guards can be seen rolling around the floor. Hachiman quickly heads over to the elevator and presses the button on the side. While he waits for it to come up, he pulls the last cannister off his belt and backs up against the wall. The elevator makes a ding as the doors open revealing several men standing inside with their guns raised. Hachiman pulls off the pin and tosses the cannister into the elevator.

It bounces around for a few seconds before making a loud bang and a bright flash. The bang leaves the men inside temporarily deaf with a constant ringing in their ears and blinded by the white flash. Hachiman steps inside, carefully standing in between their groaning bodies. He presses the button for the top floor, as he heads towards the buildings roof, where a helicopter will be landing to extract him.

6 Months Later - Hotel Okura - Tokyo

Two men sit facing each other. The table between them has a tray and two cups filled with tea on top. Next to the tray is a large brown envelope. One of the men is dressed in all white with no eyebrows or any hair on his body. The other is older with grey hair and is wearing a dark-black yukata.

"At age six he killed two kids that were bullying his sister at The Farm, at age eight he drowned a kid in a toilet for calling him a loner. By age ten he had killed thirteen people, some of these were paid assassinations and others were just peers who bothered him. For the last few years he has been working around the clock."

"Stop calling them that." The hairless man says, leaning back in his chair.

"What?" The older man responds.

"Stop calling them kids. We refer to them as 'Lambs' now, you know that."

"That's what you call them to make the newbies feel better about working with children who are more efficient at killing than a Terminator."

The hairless man stays silent.

"Anyway, Hachiman is an incredibly efficient… Lamb… He has forty-seven missions confirmed completed, the remaining 19 missions were never marked as confirmed because the bodies of the targets were never found, but in a way that's a confirmation in itself. You've worked with assassins from The Farm before, but I can assure you this boy is a cut above the rest. So, the choice is yours, would you like to contract him or not?"

They sit together for about 16 more seconds before the younger of the two accepts the deal.

Outside of the room, a 14-year-old boy sits down next to the door. He is reading a dumb romantic comedy light novel. These novels are the only things he uses as entertainment between his missions. He doesn't really care for movies or television as they are far too boring and unrealistic to him. That's not say this particular boy considers light novels inherently realistic, in fact they're probably less realistic given the freedom an author has when putting together a world, but he enjoys them anyway.

Perhaps he likes projecting himself onto the young main characters, despite not being able to relate to them. He's never been to a real school or dealt with the troubles of socializing and fitting in, however regardless of his lack of knowledge about regular teenage life, his past experiences have more than made up for it by turning the young boy into the cunning, capable assassin he is today.

Hearing footsteps from the other room, Hachiman puts the light novel into his back pocket and stands up straight. Currently he is wearing a white dress shirt along with dark-black jeans.

The two men walk out, and he greets them respectfully. The older man is named Ryuzaki and he is the assassins handler. He meets up with potential clients and arranges hit jobs that Hachiman will end up carrying out. Ryuzaki isn't just a handler though, he is also the one who trained the assassin in everything from choking a man to death to dissolving a body in an acid bath.

Hachiman looks at the other man. To most, his lack of body hair and overall appearance would come off as odd, but being an international hitman has pretty much dulled Hachiman to people like this. When you regularly deal with criminals that have earrings the size of feet or hyper colour cone nipples, a hairless man isn't going to set off any alarms. If anything this man in particular looks rather plain. You'd never guess he was the leader of a massive criminal empire and responsible for the majority of drugs, guns and gang violence in Tokyo.

"Thank you for offering your services Hachiman. Your skills will be of a great help to my business. I'm sure your handler will brief you soon, we're hoping to have you start the mission as right away.

"Of course." The assassin responds stoically. He is ready as ever to get back in the field as it's been over a month since his last mission, and despite enjoying the light novels he reads, he prefers real experiences to fictional ones.

The man in white bows then starts to walk towards the exit of the hotel room they're in. As he leaves Hachiman relaxes. Keeping up appearances with clients is important but when alone with his sensei he can act freely and of his own accord. The older man walks over to the couch and sits down, resting his back against the soft pillows. A few moments later he begins to speak

"Would you like to be briefed now Hachiman, or perhaps we can order some room service? Our new client was not cheap when it came to finding a hotel to meet at." Ryuzaki chuckles slightly. "In fact, I even got him to make the proper arrangements so that we can order whatever we want."

The sensei is not a very serious man, and he doesn't care much for formalities, believing only out of the box thinking can solve difficult tasks. He made sure to pass all of his knowledge onto Hachiman whilst training him in hopes his alternative and messy methods could live on.

"You can brief me now, Ryuzaki."

"Eager to get back to work I see."

"These books you give me lose their charm after reading the same story with different characters for the one hundredth time." The assassin responds with a playful grin on his face. He doesn't smile often but when he does it's usually his own jokes that cause it.

"You never know Hachiman, all those books about high school you've read may come in handy very soon."

This peaks his interest.

"What's that supposed to mean?"

His sensei smiles and hands him an envelope. He opens it and takes out the briefing from his new client, skimming through the paper. From his quick scan he deducts that he'll be extracting information from a high school teacher named Shizuka Hiratsuka and then assassinating her. The assassins eyes widen slightly as he realizes he'll going to high school after all.

6 Days Later

For the past week Hachiman has studied the briefing as if it were the bible. He can recite it perfectly and spent every second of his day gathering as much information about his target, his new school and the area surrounding them. In this case he wasn't given much prep time as the semester started a week after the contract was worked out. Most of his clients don't cut the time between sealing the deal and starting the mission so close, but the assassin was sure his new employer had his reasons.

Ryuzaki recently got him a school uniform and they both decided that the current fake identity 'Hachiman Hikigaya' would be suitable for the mission.

Right now Hikigaya is alone in the apartment he and his handler will be using for a safe-house. It's close to the school and is designed in a way that they have several exits in case things go bad. The assassin opens a laptop and searches Shizuka Hiratsuka's name. Unfortunately there isn't too much about her online other than a long list of dating profiles which have less useful information than you'd think.

This isn't too much of a problem though. The briefing states that Hachiman has one year to get to know the teacher and find any dirt he can about her or her family. The reason for this is that Hiratsuka's father is an extremely powerful judge, known for his unwavering and almost ruthless sense of justice. Lately he's been going after the associates of Hachiman's current employer which has made a lot of waves in the criminal underworld.

If he were to be discredited, then the man dubbed "Komanda" who hired Hikigaya for this job, will gain even more influence. He sits alone in the apartment for a little while longer before eventually deciding to go for a walk. Today is the last day before he properly begins his mission, so Hachiman imagines some time out to clear his head would do him good.

After leaving the safe-house, he begins his journey through Chiba. He opts to wear a long coat over some standard pants. While walking along the pavement he looks on to the cars passing by. It's around four in the afternoon and the sun will be setting soon. There is a smell of flowers and freshly cut grass in the air. The paint on the road separating the lanes has worn off over the years and will soon need a fresh coat. In front of him, Hikigaya sees a bench near a bus stop. It's made of wood and is also pretty worn out.

The assassin decides to go sit down on it and finish off the light novel he'd been reading for the last two days. After about ten or twenty minutes of sitting alone a woman walks up to the bench he is at and sits down. He assumes she's just waiting for the bus and takes no interest. Mind you, not taking interest does not mean he is relaxed. His left hand is holding up his light novel whilst the other is in his coat and holding a pocket knife. You never know who might be trying to take you down.

Eventually a bus arrives, and some people exit the vehicle. The woman doesn't get on, instead she continues to sit patiently. After the bus leaves her breathing changes slightly. Originally, she was regulating her breaths, in and out in and out. Almost like she was nervous or excited, but now her breaths are long and drawn out. Hikigaya decides to pay closer attention to her. She's wearing a light pink top and jeans, no rings on her finger. She has makeup on, not too much but it's clear she dolled herself up a little for something. Her hair is long, she's basically sitting on it.

'Judging by the makeup, the outfit and where she is waiting it's safe to assume she was going to go on a date with someone, and it appears they stood her up.' He thinks to himself.

"Freaking asshole." The woman whispers under her breath holding her purse to her chest.

Hachiman says nothing, he starts his mission tomorrow, getting distracted by strangers is not an option and he decides now is a good time to leave. As he gets up she looks at him and his eyes unintentionally lock with hers. Within a second, he knows exactly who this woman is.

'Shizuka Hiratsuka.'

He pauses. This is his target. He questions what to do and unintentionally stares at her for too long. Needless to say this situation is unprecedented.

"What are you a pervert or something?" Hiratsuka asks sarcastically, holding her purse a bit closer to her chest than before.

"No." The assassin answers still unsure what course of action to take.

"Then stop staring at me and get going, school starts tomorrow."

Her breathing changes again, becoming short and strong. Hachiman is taken by surprise though he doesn't show it. How did she know he was going to school? Has he been made? Is the mission compromised?

'No, she is a teacher and I'm clearly around high school age. Anyone could reason that like every other kid I'd be going to school tomorrow.'

"Sorry." He says coldly and starts to walk off, hands in his pockets. He rationalizes that as teacher she probably lives in the same district as Sobu Highschool, which is where he staying as well. The chances of them running into each other are low but not impossible.

The older woman watches him walk away. Before taking out her phone and calling someone. They don't answer and her breathing is once again long and drawn out. The breathing of someone disappointed.

1 Day Later

For most kids today is the first today of high school, for Hachiman Hikigaya today is the first day of his mission. As the morning bell rings throughout the school, he picks a seat in his homeroom class. The desk he chooses is next to the wall and close to the exit in case he needs to make a quick escape. The idea is that you stay near the door but not right next to it. If someone walked in with a gun, the person nearest to the door would be the first to get shot so if the situation ever got that bad Hikigaya could use the poor bastard in front of him as a human shield.

That's all hypothetical though and it's unlikely to be a scenario he finds himself in. Predictably the school day goes as smoothly as it could with Hachiman being assigned to the homeroom that Shizuka Hiratsuka is responsible for. As it is the teacher doesn't seem to recognize him from their short exchange.

'Maybe she did not get a good look at my face.' He thinks to himself while looking around the class.

Most of the kids have separate into groups and speak amongst each other throughout the classes as they meet the different teachers. Hikigaya has no interest in making friends with them and decides that this mission would be done best with as few distractions as possible.

As the bell for the end of the day rings Hachiman waits for everyone to clear out of the class.

'If you leave too early people think you are rushing off to be somewhere and if you leave at the same time as someone else, they might think you're tailing them, but if you leave after everyone, there is no one to noti-'

"Hachiman Hikigaya?" His thoughts are cut off by a teacher's voice. It's Hiratsuka. She's standing by the door looking at him.

"Yes, sensei."

"I'm your homeroom teacher from this morning." She says smiling.

"I remember."

"Great can you come with me?"

Hikigaya follows her out the classroom. As they walk he looks at her hair and unintentionally notices it's scent.

'It smells good.'

After about a minute of walking she leads him into a small office. Inside there is a table with a computer on top along with a vase that houses a yellow chrysanthemum inside. She sits down on the one chair and gets behind her desk. He sits on the other and looks at her.

"So, it says here that you've been home-schooled up until now, is that correct?"

"Yes." Hikigaya lies, although it isn't entirely an untruth.

He was schooled at 'home' it just was more unorthodox. Of course, Ryuzaki couldn't be honest about his early years so in his form they agreed on saying he was home-schooled.

"Well the principal has tasked me with getting you accustomed to what real school is like, we want to make everyone feel like they can be comfortable here."

'Excellent.' Hikigaya thinks to himself, knowing this was likely arranged by his handler to give him an opportunity to spend more time with his target.

Since he walked in and sat down, he's been subtly looking all over the tiny room, calculating things like how much time he'd have to duck for cover or get to the door. As he finishes his scan, the teacher stands up and pulls some stuff out of a draw. She then walks over to him and they lock eyes.

"Thank you, sen-" His words are cut off by her yelling "Pervert!" and punching him right in the gut. He falls over off the chair pretending as if she hurt him.

"You are the pervert from the bench yesterday!"

She crosses her arms and laughs obnoxiously.

"What a coincidence! As long as you don't try and do anything inappropriate to me at school, I won't tell anyone."

After that she and extends out her arm, indicating she wants to help him up. Hachiman takes her hand. It's small and her fingers are thin. Her palms are rough and wrinkly. She's clearly a working woman. Her grip is also very strong, and she pulls him up with ease.

The light novels he's read have left him with the belief that people enjoy getting complimented, so he does just that.

"You seem very dependable, sensei." He says following her out the tiny room.

Hiratsuka blushes slightly but tries her best not show it as she locks the door behind them. It's not often someone says something like that to her, especially after she assaults them.

Hikigaya begins to speak again.

"It's a surprise you aren't yet marri-"

He is once again interrupted by a punch to the gut and falls over.

'Guess I hit a nerve.'

"So, you are definitely a pervert. Saying things like that is unacceptable."

This time she doesn't help him up and continues walking.

"Are you coming?" She asks still turned away from him.

Hachiman stands up off the floor, and wipes the dust off his uniform.

"Yes sensei."

She walks ahead still blushing with a tiny smile on her face.

Authors Notes: Thank you for reading, be sure to review!