Authors Note: this is a lil something I did for fun 💓 so hope y’all enjoy this lil Diddy I appreciate y’all!
Chisaki x older reader tw: agegap
Kai Chisaki never imagined that he would be attracted to an older woman, but (Y/N) had caught his eye from the moment he met her. She was confident, intelligent, and sophisticated, with a grace and elegance that he found captivating.
At first, he tried to deny his feelings for her, telling himself that it was just a passing attraction. But the more time he spent with her, the more he realized that he was falling in love with her.
(Y/N) was a successful businesswoman, and she had no time for frivolous relationships. But there was something about Kai that drew her in, something magnetic and dangerous that she couldn't resist.
Their relationship was unconventional, to say the least. There was a significant age difference between them, and Kai was a villain, while (Y/N) was a law-abiding citizen. But they didn't care. They were drawn to each other like moths to a flame.
Kai found himself having dirty thoughts about (Y/N) constantly. He couldn't help but imagine what it would be like to be with her, to feel her body pressed against his, to taste her lips.
He would watch her from across the room, his eyes fixed on her curves and the way her dress clung to her body. He imagined running his hands over her silky skin, kissing her neck, and hearing her moan in pleasure.
And as much as he tried to fight it, he knew that he wanted her. He wanted to be with her, to show her just how much he cared for her.
(Y/N) knew that Kai was a dangerous man, but she couldn't resist him. She found herself having dirty thoughts about him too, imagining what it would be like to be with a younger man, to feel his strength and vitality.
She would watch him move, admiring his lean, muscular body and the way his clothes fit him just right. She imagined him pinning her against the wall, kissing her fiercely, and showing her the depths of his passion.
Their love was unexpected, but it was real. They were drawn to each other in a way that defied logic, and they knew that they had to be together, no matter what the consequences.
And so, they continued their secret romance, stealing moments together whenever they could. They knew that their relationship was risky, but they couldn't deny their attraction to each other.
Kai and (Y/N) may have been an unlikely couple, but their love was passionate and intense. And as long as they had each other, nothing else mattered.
Kai Chisaki has been watching you for months. Ever since you ran into him and spilled your drink all over him. After he calmly told you not to worry about it Kai saw how worried you were when you saw his hives. Ignoring your distress over him kai asked you about your quirk. You felt embarrassed and told him you don’t have one that was the day when he became obsessed with you.
Ever since that faithful day kai started to act out of character going out more often in hopes to run into you again. He made his men gather intel on everything about you, your schedule, your allergies etc.
After months of planning he decided it was time to act.
Chisaki walks over to your house. He takes out a piece of paper from his pocket making sure he had the right address. He walks around your house for any possible entrances until he finds your open window. Kai climbs into your window and sees you cuddled up in your bed sleeping.
“Don’t move. Don’t wake up, sweetheart. You just carry on sleeping. Carry on dreaming”. He whispers as he creases you cheek. Kai steps back a little looking at your sleeping form he lets out a small sigh of admiration.
“Let me look at you. Let me admire you. You’re soft skin. Shiny Hair and delicate body all relaxed in sleep. You’re so beautiful.”
He leans forward to cup you cheek and strokes you with his gloved thumb. “Even in sleep you lean your face into my hand. It’s almost like you know I am here and therefore you don’t need to worry Angel. Do I have that much of a calming effect on you as you have on me?” Well, then stay asleep, dear.
“You know no harm will come to you when I am here”.
Kai leans down pulls down his black mask, his lips are inches away from your as he closes the small gap with a kiss. “I wish you could stay like this forever. The outside world isn’t important. The only thing of importance is that you rest and allow all the craziness of life to just melt away.You take on so much responsibility in your life and it must be so exhausting. Don’t you ever wish it could stop and you could just be taken care of for once?”
He pauses he sees your chest racing up and down. Small breaths fill the pregnant pause. Chisaki sighs as he begins to speak again “It almost hurts to look at you. You just look so pretty. So vulnerable”. He takes a pice of your hair and smells it he moans at the smell of your shampoo.
“You know, I’d like to believe that you’re seeing me in your dreams right now. Do you enjoy seeing me in your dreams? And I bet you’re getting aroused let’s see!” Kai’s hand traces your sides each curve gracing Kai’s hand. “What adoring hips you have. No time like right now? You want to know a secret?” Kai kisses you cheeks his trail of kisses leading up to your ear. “You don’t know I am doing it. You’re completely helpless. You really shouldn’t have left the window open my Angel .” He whispers.
“You think I didn’t see you walk into a club with your “roommate” on your day off. If we were at the club together, you’d probably stop me, wouldn’t you?” He hisses. You’d tease me with a look. A very brief but flirtatious look after we enjoy a night together dancing. Then you’d dismiss me like you did all the rest. Don’t think I don’t know your game, Angel. I’ve seen how you tease the men around you. How you flash a look of sensual promise to get the men around you salivating”.
“You wear a little black dress that accentuates that your waist and hips. All the while revealing just a hint of your cleavage to get the men wondering what’s underneath”. Kai crosses his arms his nails digging into his shirt causing it to rip.
“You walk onto the dancefloor and start dancing to the music with a shake of your hips and your beautiful behind. The men surround you and you grind against them like they have a chance with you, if only for a moment. They grab your hips or try to pull you closer to them as if to suggest what they would do if only they were lucky enough to get you into their bed. And you let them live in that illusion before you move out of their grasp. You then turn your attention away and pretend like nothing happened”.
“…God my sweet angel I’m sorry for that abrupt outburst you know how much I hate seeing you being surrounded with other people. I makes me foam at the mouth.” Kai shifts on his feet rocking himself back and forth feeling his pants grow tight. “God, Angel you make me hard even in your sleep. How do you do it?”
“Well, now you don’t get to turn away. You don’t get to dismiss me. You will now lie back and take it like a Good Girl”. Kai’s hand feels your night dress he hikes it up to your waist and he slips the straps down from your shoulders to reveal your soft breasts. He takes a step back to admire your body he lets out a small groan.
Kai picks up one of your legs. “Oh Angel, you have an incredible body. Beautiful legs.” He kisses your ankle. “Beautiful hands. Pretty face. It’s a shame I can’t see those gorgeous eyes, but I want you to keep them closed. I don’t want you to struggle or make noise. And let’s not forget these lovely breasts”. His hands cup your breasts. “perfect size and shape for my hands”.
Kai sees you stir in your sleep he holds his breath until you’re still in your bed fast asleep. Kai leans down and whispers to your ear “Oh no shh, quiet, sweet one. Don’t move”. Kai sees you shift again. “What did I say? Don’t struggle or try to wake up.” He says through grated teeth. He sees you relax once more a small smile pants his face. “That’s it. Just relax.Stay asleep and don’t worry. You’re safe in my hands”. “I don’t wish to hurt you but if you try to wake up or stop me, I may have to take drastic measures.”
He stokes your face his touch lingering towards your neck. “That’s better. Now where was I? Oh Yes. You have such a soft neck”. He kisses your neck and ear. “I am sure you won’t object to me marking it… That’s what I was thinking as I climbed through the window you left open… Big Mistake on your part dear”. “You never know just who could climb through, and who could be watching you. Most girls lock their doors and windows tight shut when they go to sleep. Why don’t you, Angel?”
He kisses your cheek as he holds your hand in his large ones. “Is it because you subconsciously hope I will come along in the dead of night to take pleasure in your sleeping form?” “Maybe I am the man who sees you doing your daily tasks, going to work, going out to the bar with your friends. Maybe I am the person you chatted to at the diner one time? At a store? So obscure you don’t even notice.”
“Or perhaps this is not the first time I have been in your bedroom.
All these wild ideas are of little importance; because you’re sleeping.” “But first things first.” Kai gets on his knees and lifts your leg he kisses the inside of your thigh. Then biting the inside of your leg gently. “Will you notice the mark on your thigh in the bathroom mirror the next morning, love? Will you run through scenarios in your mind about where it could possibly have come from? Or, do you just chalk it up to a bruise you got during the night and don’t pay it any mind?”
Kai sighs imagining your reaction to his mark the next morning. “You know I’m twice your size and stronger than you when you’re awake, Angel. Oh, of course you do. You like that in a man. It may not be exactly modern or politically correct to say you need a big, strong man to save you, but you can’t help it”. He looks over to the side as he sees a a wine glass.
Kai gets on top of you straddling you. “You like it when a man straddles you like this. And touches your breasts with his big, rough hands like this.” Kai moves his hands toward your breast kneading them. He looks down to see you stir. “Oh My dear , you must be having quite the dream there. You’re arching your back into my touch. You’re enjoying this, aren’t you?” He groans at the sight of you underneath him. “it’s hard to hold myself back as my hand moves further down. His long fingers trail down to your wet pussy.
“Oh, you’re soaking wet, I can feel it on my fingers… How are you going to explain that to yourself? You couldn’t possibly be having such dirty dreams at night.” He playfully says. “Now let me see how wet you are.” Kai removes his fingers from your wet cunt and lowers himself in between your legs. “you naughty girl. You’re warm and ready. Let me taste you”. He slithers his long tongue up and down your slit slowly. Finally reaching your clit gently circling your pear with his tongue. He hums in adoration. “You taste like heaven, I want to feel how wet you are inside.” He slips two of his fingers in you. He feels your tight walls clenching them.
As kai moves his fingers in a come here motion hitting your g-spot. “that’s my girl. Your pussy knows it wants my cock. Even if your mind is oblivious. You’re soaking my fingers. Should I let you cum?” “If only it wouldn’t wake you up, I would love to see the look in your eyes as you cum for me, this whole night has taken a whole different turn from what I originally had planned.
I thought I was gonna watch you sleep. But you you looked so cute asleep. And I know you’ve been dreaming of me like I you. I say we consummate our love as we make love.” Chisaki excitingly says as he stands up and unbuckles his belt and pants as quietly as possible.
“Okay, you stay nice and relaxed and keep dreaming of wonderful things. It can be anything you like…. walks in the forest, lying on the warm sand of a beach as the sun beams down onto your face. Or of us getting married I think that one is my favorite.”
“Yes Angel, you enjoy those dreams of yours. You stay asleep and you’ll never know I have been here. Meanwhile, I am going to enjoy your luscious body”. “Now, let’s spread you open slightly… Whilst I.” Kai grabs ahold of your hips as he takes his cock and guides it to your wet cunt. Rubbing the tip up and down before slowly entering you. Kai let’s put a breathy moan murmuring under his breath how perfect he feels inside you. He pushes his head into a pillow to muffle his moans. “ My love , you’re so tight. You’re clenching around me. You may not know I am here consciously but your pussy loves my cock and wants me to keep going.” He thrusts inside you nice and slow. He starts to get a rut hem before he digs his hips further into you hitting you deeper inside. As Kai starts to drool loosing himself in pleasure. “This feels so naughty.
Actually touching you. Actually fucking you. All the times I have watched you I have dreamed of touching your, your hips and feeling your pussy squeeze around my hard cock.” “Oh, you love that idea, don’t you You want me to mark you, deep inside”. “I wonder if you will notice it tomorrow. Will you sense that something is different when you look into the bathroom mirror before your shower? You might notice the slightly flushed cheeks, the tangled hair, the mischievous shine to your eyes.” He starts thrusting harder and rougher inside you.
Your insides clenching him. His eyes rolls back has he tries to hold back his moans. “Oh, that’s it babes. I’m gonna cum. Nice and deep inside you.” Kai made sure to hit you deep his cock almost touching your cervix. He pounds into to you hard enough to maybe leave your insides bruised. “God you feel amazing he buries himself in your pillow smelling your sent as he fills you with his cum.
He moves himself next to you. Kai turns his head to you smiling as you’re still in your dreamworld. He wipes some sweat off his forehead, he catches his breath. “Wow, that was good. Oh, that was amazing. You are seriously so cute when you’re asleep. He kisses your cheek. “One of these days, you will know how it feels to have me inside you when you’re awake. Your eyes staring up at me whilst I pound you into the mattress. Your arms and legs wrapped around me and our lips mashed together in passion and lust.
You would moan as I move inside you and kiss your neck. Your hands would then move to my back and down towards my ass as you pull me deeper inside you. Then after we finish, you would lie on my chest and I would hold you close. My hands in your hair and kissing your face, ear and neck. Just like I want to so badly right now God, I want to stay here with you in my arms as we sleep but, I have to go. You’ll be waking up in a few hours and I can’t let you find out I have been here”.
Kai stands up before admiring you. He fixes your nightdress, fluffed your pillows and covered you with your blanket. “I'll leave through the window before you wake up.
Just let me take one last look at you before I leave.”Sleep well, my sweet.” He starts to climb out but as he’s walking he remembers something and rushes back to your window. “Oh, and just one more thing before I go… Dream of me ok Angel”.
can you make a yandere kai chisaki where he stalks you and he saw you changing  clothes😋
The Watcher
Authors Note: I’m obsessed with yandere Kai makes my brain go burrr. I’m back from the dead I thinking about opening requests but they might come out slow
Kai Chisaki had always been a bit obsessed with (Y/N), but lately, his obsession had reached dangerous levels.
He found himself constantly watching her, following her every move, and he couldn't stop himself from wanting more.
One day, as (Y/N) was changing in her room, Kai couldn't resist the urge to sneak a peek. He knew it was wrong, but the thought of seeing her undressed was too tempting to ignore.
Quietly, he crept up to her window and peered inside, watching as she removed her clothes. His heart raced as he took in the sight of her bare skin, and he couldn't help but feel a surge of possessiveness.
She was his, and no one else could have her.
But as he continued to watch, his guilt and shame began to overpower his desire. He knew that what he was doing was wrong, and he couldn't bear the thought of (Y/N) finding out about his twisted obsession.
So he quietly slipped away from the window and retreated to the shadows, vowing to keep his desires in check.
But deep down, he knew that he would never be able to resist the temptation of you for long.
You were his, and he would do anything to make sure you stayed that way.
Authors Note: sry I’ve been inactive been really busy with classes and work I’m terrible at time management lol
Kai Chisaki wasn't always a bully.
It'll probably be because you hurt his ego.
Maybe he asked you out one time, but you were new on campus and wary of people, so you politely declined his offer.
For Kai, he saw that as you humiliating him in front of the school. The new girl just rejected the Kai Chisaki whose family is from the yakuza.
Kai who would say, 'who do you think you are?' and the cheeky guy he was before becomes someone else.
He started spitting insults here and there, never missing a day to make you feel weird or wrong about yourself.
The soft and beautiful radiant golden eyes from before turned dark and hostile towards you.
Sweet words turned harsh.
Flaws that you didn't see before started surfacing. Suddenly your hair is too messy and all over the place. Your skin is too dead, and it makes you look creepy. Your eyes are too dull and sad that you don't seem friendly anymore. Your nose is weird, and so on. The list never ended, and you started to change from the person you are before. Kai made sure to make you feel the way you made him feel. You suddenly became closed off and did everything to be unnoticed. It's better to be a nobody than be the center of everyone's torment.
Kai, annoying as he may seem, as his best friend Chrono puts it, is a popular guy, and it didn't take long for everyone to follow his lead. You're just trying to finish your last year and finally leave the hell you created for yourself, but Kai swore to make your life a living hell. "If it ain't my favorite dead girl!" Kai’s voice booms through the hallway. The chatters immediately stopped to witness the popular guy, and now, the loser of the whole school interact. "Got somewhere else to be?" His voice was sweet as well as his eyes, but you know, everyone knows that his intentions are far from being sweet.
What? Your tongue isn't working anymore? Bet it rot with your dead body, and now everything is decaying with you, is that it?" He raised an eyebrow at you, waiting for his gang to back him up, which they did. Kai smirked as the hallway started being filled with thunderous laughter, and they're all directed at you. You did nothing but bite your lip in hopes of stopping yourself from crying in front of everyone. You can't afford another round of teasing. You faked a laugh before turning away from him and started heading to your last class.
Kai hated the way your eyes looked at him with nothing but sadness. Your sadness wasn't even directed at him but at yourself. He just wanted to make you feel the way you made him feel so you can understand that the both of you belong to each other.
You're fucking perfect, and Kai is far from that. He might be the most popular guy in school, but you were way out of his league, so he had to bring you down to earth just a little bit. But it got out of hand. He had no idea how to stop what he started, but then something happened. He was just on his way out of detention, the hallways are now empty, everyone has already gone home, and Kai was used to that.
What he wasn't used to is the sound of whimpering. More importantly, it's the sound of you whimpering. He wasted no time and ran towards the direction of your voice, and as he turned the corner, his blood turned red hot in seconds. He's seeing nothing but red at sight in front of him.
(P/n) asked you to come to their office before going home to discuss something, and you didn't know whether to cry because of sadness or cry because someone actually cares for you. (P/n)shared their worries with you because your once impressive grades started pummeling down to the point where it can cause problems with your chances of graduating. (P/n) gave you special assignments to do so you can pass their subject, and you thanked them for that. You even hugged them so tightly and dwelled on the affection for too long, which worried them.
Is there something wrong, dear?" They asked, eyes glossing over yours with worry. You decided against telling them and just shook your head at them. "Do you think I'm failing my other subjects? What if I don't graduate in time?" (P/n) was quick to calm you down, telling you how the meeting with the teachers went and even joked about you purposely failing only their subject, which you laughed at.
You left their office with a smile, chuckling at the memories of their jokes when you suddenly felt an impact on your left side and then your right side when you hit the lockers with a loud bang, making you whimper in pain. "The fuck are you laughing at, dead girl?"
A familiar voice says above you. You look up to see Nemoto who you know is apart of Kai’s gang, but before you could reply, his foot started meeting your abdomen, your sides, or whatever part of you that he could kick. At some point, he was able to kick your face, which made your ears ring in pain, so you decided to shield your head with your arms to block his kicks. "I don't know why overhaul never did this before, but I am doing it for him. He'll be so proud of me! I can take over his place after he graduates." You didn't even realize that you weren't receiving his kicks anymore, but the sound of kicks can still be heard.
You peak out of your arms to see the Nemoto’s body across from you on the floor, receiving hits from a large man above him. "What the fuck do ya think you're doing?!" Kai growls in anger, and you didn't know if you were thankful that you weren't on the receiving end of his growl, but it still terrified you.
Kai growls in anger, and you didn't know if you were thankful that you weren't on the receiving end of his growl, but it still terrified you. "M-making you proud!" Nemoto spits out the red liquid before scrambling away after Kai pulls him up by his collar. "If I see you touch her again, you'll never be able to see a day again, you understand?" Kai pushes the boy away before looking back at you; all the anger on his face turns into something softer.
He scrambles towards you, kneeling before you and helping you so gently until you leaned on the lockers, heaving at the pain that Nemoto caused you. Kai continued to stare at you, eyes observing you before his hands gently prodded your face. "You’re bleeding…" He murmurs before pulling out a cloth and dabbing it softly on the wound, apologizing when you flinched at his touch, which surprised you.
W-what are you doing?" Your voice trembles, and Kai only sighed in response, shaking his head in disappointment. "Why did you have to reject me?" He asked, carefully putting a band-aid over the scar and he lowers his mask kissing it so gently with his pink lips. You stared at him in shock and confusion. Wh-What the f-fuck?!" You try to push him off, but he only gripped both of your wrists with one hand while the other caress your face.
"We could've been so happy together. You would've had a great experience, but you always manage to put yourself in danger… Why didn't you just let me in?" The gloved hand on your face goes to the back of your neck. Your struggles were no use when he quickly pulled you into a kiss, his tongue easily forcing itself into your mouth and coating and mixing your saliva with his.
"I should've not given up, but you … you hurt me, you know?" He pulls away before admiring your face. "I lied, though. You’ve have always been so beautiful. I just wanted ya to give me a chance, but then you started avoiding me more." His jaw clenches before his grip on your wrists tightens.
His other hand goes under your shirt before fondling your breasts through your bra. He leans in towards your neck before sniffing and moaning as he continues to massage your breasts while his hips started to grind against yours in need. He growls against your neck as his grind started to get violently fast. "Ahh fuck!" His hips stopped before he's shaking against your body. Your eyes widened at him as you looked down at the front of his pants which now had a stain on the crotch area. "D-did you just—"
"See what you do to me?" He laughs before kissing your lips once more, the hand on your breasts trailing down before he forces it down your skirt and under your panties to feel your core with his big hands. His gloved fingers make a quick swipe up your slit, making you shiver at his feeling on your sensitive area.
"And I see what I do to you…." He inserts one finger, groaning at the way your walls are tightening around just one finger. Kai swore he could cum again at the thought of his cock entering your very tight pussy. "We didn't start strong, but we have all the time in the world now, just me and you…." He places a kiss wet on your lips, continuing his assault on your core while his thumb finds its way to your clit.
Kai enjoys the way your hips jolted at the feeling, and he smiled. "I will help you graduate with honors and then after that," he pulls back from the kiss before smiling at you. "We'll start over. I'm never leaving you again. I'll make sure that I'll be by your side forever. I'm never going to give up on you. We'll finally have what we both deserved."
He feels your walls fluttering around his one finger, so he added another, thumb flicking your nub harder, forcing you to release. "Mmm!" You bit your bottom lip as an orgasm was forced out of you, pleasure showering you as your eyes shut tightly. "So
beautiful….Angel”.
Kai pulls his hand out of your skirt before quickly placing his fingers inside his mouth to taste you.
"So delicious as well." He helps you up carefully before guiding you out of the school and into his car. "I'll drive you to school and from school from now on. There won't be a time when I'm not watching over you. I'll protect you from now on. I'm going to right every wrong thing I did to you, my Angel…." He leans down to kiss your lips then your head before fixing your seatbelt for you and starting the car.
"Everything will be better now. I promise I love you."
Idk girl, I headcanon that Pops one day ,when Chisaki was still a young boy, went to the store and just saw it on the teenager's section and thought that maybe Kai would like it idk.
So he returned to the abode and gave it to him, and then Chisaki wouldn't stop wearing it since he loves his dad so much and Pops was "aw, my boy liked my gift"
It just sounds right to me lol
Stop that’s too precious 🥰. I love that head Cannon that’s the only excuse on why is he wears a jacket and I’ll take it also we need more lore on Chisaki & the Shie Hassaikai they should have gotten an OVA like I wanna see their dynamic
areudirty
izzy806
kaledo-art
andulkaphoto
yousharknotpass
titsay
