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seulszn · 4 months

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Deal With The Devil

You Wanna Make A Deal With The Devil?

Caitlyn Kiramman x Kakegurui Au Reader

Warnings: Wlw relationships, illegal gambling, sexual themes, manipulation, bullying, language, mild gore, abuse (Caitlyn beats the reader but not that bad), making out

Part 1

“Welcome! Welcome to Piltover Private Academy! Im the dean Mrs Kiramman” a old lady with grayish hair introduces with a smile on her face. Mrs. Kiramman was the one who read over you acceptance letter that you wrote to a shit ton of colleges but the one thing that stood out to Mrs. Kiramman was you saying how much of a ace you are at card games. You didn’t wanna go to this Academy actually you never heard of them before but your parents said they tend to stay private and only accept the best of the best.

“My I must say your a lot more beautiful in person” she says looking over your files you don’t say anything afraid if you do she will kick you out of the academy. “It says here you have a IQ of 143 your quite smart for your age” she hums looking down at you. She closes the folder before intertwining her hands together and staring at you she smiles and you look down out of shyness.

“Your a shy one aren’t you?” She ask as you nod your head before answering her with a “yes ma’am” she hums continuing to stare at you she was an attractive woman but way too old to be looking at you the way she is “Well I shouldn’t keep you long but I had your parents give me your measurements and here” she says getting up and walking to a closet and pulling down a black and red uniform and what you believe is your student ID she hands it to you and points to a bathroom insinuating that she wants you to use it. Thanking her you walk to the bathroom closing and locking the door you sigh before removing your clothes and putting the uniform on. You stop to stare at yourself in the mirror taking in your appearance in the outfit you look nice and hopefully Mrs. Kiramman will give you stockings.

Walking out the bathroom she smiles clapping her hands “you look nice” she compliments and you smile softly scratching your ankle with your foot out of shyness she gets up and walks over to you before grabbing ahold of your shoulders and looks at you more clearly “is something wrong?” She ask as she sees your face filled with embarrassment “d-do you by chance h-happen to have any stockings?” You stutter as Mrs Kiramman smiles at you and laughs why is she laughing? “Oh dear you don’t need stockings you have such beautiful legs” she says as she touches your thighs and you move back uncomfortably.

Bumping into her desk she stops “I like you your very cute” she says smiling down at you and you look down at her hands rubbing on the fat of your thighs “T-thank you M-Mrs” you choke up before she lets go of you and walks over to a corner of a room she sighs before picking up a picture and staring at it for a few minutes “well let me show you around I don’t wanna keep you in here for too long even though I really want to” she speaks trying to whisper the other part.

Leaving her office she shows you around showing you the cafeteria, the library, and the different classes “4 stories and a swimming pool” she says and she takes you outside to a really big common area where a shit ton of students are either playing card games or reading “I got a few more places to show you and then I'll take you to your dorms” she says as you nod your head following behind her. Watching her stiletto heel tap on the pristine marble floor she takes you down a really long scary hallway before opening a door and before your even in the frame of the door a book in thrown out the door.

“SHE CHEATED!” someone yells you peek at the open door and see a group of boys and girls circling a table “She won fair and square” a voice says as Mrs Kiramman pushes you in the door she closes the door behind you and she clears her throat really loud and once does the room goes quiet and everyone turns their head and looks at you. “Everyone this is our new Student-” she gets interrupt by a blue-haired girl getting up and walking over to you she circles around you looking you up and then down “you must be Y/N I heard a lot about you” she says holding her hand out to you to shake “the name is Jinx” you look at her hand hesitate to shake it.

Putting it down with a small frown she gasp before pulling you to the table with everyone else “you gotta meet everyone else” she says jumping up and down and giggling she points everyone out introducting them

“Over their thats my sister Vi” she points at a girl in a uniform exactly like yours but instead of It being with a skirt like yours its with pants she's manspreading on a long couch she looks up slightly at her name being called she looks at you before smirking and waving.

“That’s Sevika she's the school treasurer, and very mean” she points before moving on too students whispering to each other.

“Over their is Jayce and Viktor they are apart of student council and are clearly very gay for each other” she whispers the last part as they look at you with slight disgust on their face she moves on introducing everyone but she stops looking around the room. “Where is that shitty student council president at?” Jinx asks as nobody says anything too busy dealing out cards.

“IS NOBODY GONNA ANSWER ME!” she yells which startled you she looks angry her eyes bloodshot gripping onto the table and breathing heavily. You hear a faint laugh coming from above at the deck of the what you believe is a library “calm down Jinx your gonna scare our guest away before I get to introduce myself” the voice says as everyone stands up to probably greet whoever is talking Jinx face changes “I'm sorry” she says before looking above at a shadow you couldn't make out.

She walks down the stairs and stops at the last step and you see who you believe is the president of the student council due to how everyone is looking at her she's very beautiful blue hair, blue eyes and beautiful skin she turns to you with a smile before clearing her throat and everybody scurries back to what they was doing before you don’t move not knowing what to do she ushers for you to come over and you do looking down and shy once you reach the stairs she speaks.

“In the presents of a president of this Academy I expect respect” she says lifting your head so your looking at her and she smiles at you “she's right you are very pretty in person” she states taking you in. Mrs. Kiramman said the same thing to you she frowns at you “you play cards?” she asks as you nod your head looking away from her.

She grabs your hand pulling you to a empty table and pulls a chair out for you she grabs a deck of cards before sitting down “we are gonna play a round of blackjack” she says shuffling and then dealing the cards out “but if I win which I will you become my pet, and I guess if you win we figure something out” she says leaning onto her hands and smiling at you “you understand how to play right?” nodding your head picking up your cards looking at what's in your deck.

“Before we start Vi come here” she calls out to the Red haired girl and she saunters over bending down at the girl in front of you she lifts her head up before whispering something in her ears the girl nods her head before pulling up a chair “she's gonna keep track of score” she states and everyone starts to crowd around nodding your head you breath in and out and then…the game starts

She flips a card over and you look at the number before looking intensely at your deck and place a card down before the girl in front of you hums to herself and quickly places a card down your turn you place one down before Jinx gasp at the card you placed down. A hour goes by of you and the girl in front of you playing that you start to get tired everyone is still focused on the game that you don't hear Vi speak the ending of this round and the end of the game.

You gasp looking down at the card you believe you put down you went over 21 meaning you lost. “W-what?” you whisper to yourself shocked, the girl in front of you smirks looking at you in shock and confusion. She walks over to your side of the table and sits on it crossing her legs. “Well a deal is a deal pumpkin” she states and you don't look at her or say anything trying to figure out how you lost you remember it not being even close to twenty so something had to have happened right? But you would have seen it if it did.

She puts her black Mary Janes under your chin and lifts your head. “Look at me sweetheart” she demands as you glance at her, breathing laboriously. You look like you are about to cry and she frowns at you before tugging you up out of your chair and in between her legs and into a tight hug she rubs your back and you're in nothing but shock veering your head around you take a peek at Vi with nothing but hate in her eyes she grumbles something before pushing her chair back and walking away.

The girl pulls you away before examining your face she wraps her hands around your waist and pulls you closer then what you always were “How rude of me, I forgot to introduce myself” she frowns “My name is Caitlyn” she whispers in your ear before bitting your ear lobe you gasp and moan quietly Caitlyn hears it and snickers. She gets off the table and clears her throat and everyone's attention is on you two “Me and Y/N made a deal that if I won blackjack she would agree to become my pet” she announces as everyone gasps and starts to whisper things to eachother.

You don’t say anything as Caitlyn smiles grabbing ahold of your sweaty hands “you will treat her with the same amount of respect that you treat me, and if I hear or see something I don't like I will get you either kicked out of this Academy or I will remove you from your respectable groups” she adds as everyone looks at you before looking at Caitlyn she glares at them before they bow their heads and saying “yes ma’am” Jinx doesn't bow her head though she is to busy upside down on a couch eating a lollipop to care about what is going on.

You remove your hands from Caitlyn’s grasp and run out of the room you hear her call your name but you don't listen and just run bumping into what you believe is a teacher “woah woah what's wrong?” a male voice asks as you start to hyperventilate you feel streamy tears fall down your face and the male lifts you from the floor and guides you to a empty classroom he walks over to the corner of the room and opens up something and strolls back over to you and hands you it a juice box and a small cheesecake.

You thank him as he nods his head and asks you what is wrong “I don't understand” you whisper out and he looks at you very confused “you don't understand what?” he answers as you glance up at him exhaling “I-I lost t-this blackjack game and this girl told me that I now have to submit to her” you speak as the guy nods his head head at what you said. “Lemme guess her name is Caitlyn?” he asks as you nod your head. Was this a normal thing that happens at this school? Cause why was he saying it as if it was “well I’m sorry but the one thing I can say is she's very manipulative, and won’t stop until she gets what she wants” he says as you nod your head.

“Shes very smart, has an IQ of 140 and she uses that to her advantage, she's a no-good cheater” he adds on as the door to the classroom opens you breathe still afraid that it's Caitlyn “Mrs. Kiramman!” the teacher in front of you bows his head you turn around and is met with the dean she smiles down at you “Y/N it seems that you have made my daughter upset” she speaks her daughter? Who is her daughter? You didn't make anybody…Caitlyn? Is that Mrs. Kiramman's daughter you gotta say they do look so much alike and act a lot alike as well you get up a bow your head trying to apologize “I’m sorry Mrs. I did-”

“I like you Y/N I really do but if you upset my daughter I can’t just sit their and do nothing, but my dearest child said she will give you a punishment” she adds grabbing your hand and pulling you out of the room “she's in the lunch area waiting for you” she says leading you to the lunch room and walking away. Stand their looking at all the students with the same uniform as you waiting in line to get their lunch you walk to the back of the line before you hear someone in the front try to get your attention “Y/N over here” Jinx waves at you as you walk over she pulls you into the line and you pause “I shouldn't cut” you state as Jinx giggles at what you said.

“Your Caitlyn’s pet now you get advantages that nobody else gets like of course cutting the line,” she says putting a shiny red apple onto your plate “you made Caitlyn upset” the boy behind you says Ekko that was his name Jinx nods her head pointing buttered corn and the string beans “she's gonna give you a punishment, you better pray its not a bad one cause I heard one time she locked one of her pets in a dungeon” Jinx States which made a chill run down your spine Wkko rolls his eyes at what Jinx said “that's not true and you know it” he looks at her as Jinx looks at the cheesecake on your plate “did Mr. Morgan give you that?” you look at her confused before she points and you nod your head.

“Come sit with us!” Jinx offers as you nod you turn around to follow Jinx but catch a small glimpse of Caitlyn you look away fast in hope that she didn't see you but she did following Jinx to a small table your met with completely new faces she ushers you to sit down and you do she introduces everyone “this is the Election Committee of the student council and I'm the leader!” she yells out with a huge smile on your face she looks down at the two cupcakes you got on your plate “hey you wouldn't mind if I have your other cupcake?�� she questions as you examine the other cupcake she's pointing at and you hand it to her with a small smile.

“So word gets around pretty fast here your Caitlyn’s new pet huh?” a kid by the name of Dutch ask as you shrug your shoulders “I have to ask what is she like?” you ask as everyone looks around hoping that Caitlyn doesn't just pop up outta nowhere. “Shes is very scary, and very mysterious” a kid says as everyone nods their head agreeing “she's very obsessive, and protective other anything that is hers, she looks sweet and innocent but she's more then that” Ekko says as Jinx whispers something.

“Are you a virgin?” Jinx as as you nod your head confused was what that has to do with Caitlyn she grabs your arm and frowns “I pray for you” she says as you blink out of confusion Ekko face palms before changing the subject “You can't lie the lunches here taste like a ten-star restaurant” he says stuffing his mouth with orange chicken and rice you smile nodding your head before looking at your small plate of food you didn't get a lot of food you weren't really all that hungry. Shrimp fried rice, the juice box and cheesecake Mr. Morgan gave you, and a cupcake.

You look up at Dutch to ask him a question but you see him looking at someone behind you and gulping you feel someone wrap their arms around your waist and a head laying on your shoulder you already knew who it was before they whispered in your ear to say anything “Why did you run off on me like that hm” she hums whispering in your ear she moves her hand around your body and you start to squirm “I want you to come sit with me so we can discuss your punishment ok sweetheart” she demands before getting up and smiling at the people at the table and waiting for you to get up and follow her. But when you don't she gets mad and slaps her hand down onto the table with tough force scaring you and making you jump the whole lunch room goes silent and all attention is on you again.

“When I tell you to do something I expect you to do it, now get up before I get even more mad!” she demands looking you dead in the eyes with nothing but seriousness. You get up with a swiftness and Caitlyn grabs your lunch tray and your hand and drags you to her table totally different from everyone else this one is a booth and the table is bigger compared to the others nobody was at this table just her. She slams your tray down and pushs you down onto the chair and gets ontop of you both her legs on the side of you she bends down and whispers in your ear once again.

“Now let's try this again” she mumbles pushing herself into you breathing heavily. She moves her hands to your white collared button-up and slowly unbuttons it “now pet I want you to listen to me while I discuss your punishment” she whispers before licking down your ear you start to whimper scared about what she's gonna do to you she gets to the last button and gets up to glances down at how slutty you look. The black lacy bra cupping your breast so well she places her hands on them before squeezing and placing her lips to your neck sucking and licking a hickey into your neck.

She moves her leg between yours and she looks up at you before smirking at you and moving her hands down your leg and getting awfully close your private area “are you ready to listen? Or do I have to continue what I'm doing and embarrass you?” she questions as you nod your head she doesn't take that as an answer and grabs your cheek squeezing it “I wanna here your words come on now” she say waiting for you to say the words she's waiting to hear “y-yes yes ma’am” you breath out as she grins looking around the cafeteria to see if anybody is paying attention and once she sees that they aren't she looks back down at you.

“As my pet I want you by me at all times unless I say, you will give me pleasure when I ask, you will obey me or else” she says lifting her hand up and bringing it down onto your cheek with brute force you cry out placing your hand onto your cheek “if you fail to follow my rules I won't be afraid to punish you in public or in private got it?” you nod your head in a swift motion and Caitlyn doesn't look too happy about that so she moves her leg to your burning, wet clit and you moan out arching you back “y-yes mommy- I mean ma’am” Caitlyn smirks at what you moaned out getting turned on mommy? Nobody has ever called her that and it made her feel in control “f-fuck say that again” she breaths slowly closing her eyes and leaning down to your ear so you do and she moans quietly in your ear licking your ear lobe.

“I don't want anybody to see this” she says pointing to your body you nod your head as she smiles “your mine my toy, my prized possession got that Princess?” you nod your head as she grins buttoning up your button up and pulling you up.

“Come with me I wanna show you something”

Part 1 over how was it do you guys want it to end here or do you really want a part two? I have part two half way written anyways so if you really want it let me know I take criticism so please give me feedback and please request :) orevwa Ⓒ︎ bellaxellie.

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