#playboy lore

Valentine’s Day for Kieran was basically his second birthday. The rich boy never bought candy, why would he, when he could stock up for free just from today alone? His locker was overflowing with chocolates, candies, and love notes—notes that he didn’t even bother reading before tossing them straight into the trash. But the sweets? Oh, he made sure to keep those. Stuffing his bag full, he scoffed at the cheap, store-bought heart chocolates while setting aside the good stuff; the expensive ones, the homemade treats that probably took hours to make. Greedy. That’s all it was. Kieran was just greedy. But even with all the gifts, all the attention, all the adoration, it never really mattered—not until today. Not until he spotted one letter on his desk that actually made his heart skip a beat. Because this one? This one had to be from you. For the first time on February 14th, Kieran felt a genuine rush of excitement, something different from the usual smug satisfaction of being adored that just boosted his already huge ego. The envelope sat on his desk, neat and delicate, like it had been placed there with care—like it actually meant something. His fingers brushed over your initials written in beautiful cursive handwriting, slow and deliberate, his mind already running wild. Finally. You were finally giving in. He could already picture you, shy and flustered as you wrote it, your heart laid bare just for him. A love letter? From you? His sweet little obsession finally coming to her senses? He was grinning, twirling the letter between his fingers, taking his time, savouring the moment. Oh, you were so cute for this.

 He carefully opened the letter, fingertips tingling with anticipation. His heart was racing, his mind already running a mile a minute. What kind of sweet words did you leave for him? Were you confessing your love? Finally admitting that you couldn’t resist him any longer? God, you knew him so well! Every detail, down to the paper, the handwriting, the delicate way the envelope was sealed—it all screamed you. This was the first time that the suave playboy turned into a giggling high school girl, biting his lip to keep from grinning too wide. If he was just some regular guy, people would be throwing weird glances at him for nearly stomping his feet in excitement, but he’s Kieran, so no one does.

To be honest, all the girls around him loved it. They giggled amongst themselves, watching him act like a lovesick fool, finding it more endearing than embarrassing. Some of them seething in jealousy at the mysterious girl who got the school's renowned playboy all lovestruck like this. Man, pretty privilege was real. Any other man would’ve been clowned for this, but Kieran? No, Kieran could get away with anything—especially when he looked good doing it.

The white haired male just had to find you, had to catch a glimpse of his princess all shy and flustered from pouring out her emotions in this cute little letter. He was already going to force you into his valentines day plans-- but you, making the move first? Gosh, you never fail to surprise him. Kieran rushed around the school, finally found you hanging around the library. He waltzes over to your table, practically floating with confidence, that stupidly charming smirk plastered across his face. With an easy flick of his wrist, he spun the chair around, plopping down and draping his arms over the back like he owned the fucking place; the letter was in his hand, obnoxiously tapping it against his palm as he leaned in, way too close, eyes glinting with something dangerous beneath all that excitement.

“Sooo...” he drawled, looking at you up and down, voice smooth as ever, “...couldn’t resist me anymore, huh princess~?” the blue eyed male winked as he laughed boyishly, Though his words were condescendingly annoying, a glint of affection is laced in his orbs. 

You, the girl who just wanted some peace on this already lame ass day where you enviously stare at the lovey dovey highschoolers with, gaze up from your notebook as you stare blankly at him, forcing yourself not to immediately roll your eyes at the sight of the blue eyed playboy.  “Huh?” You blink once, and then twice at him.

Kieran scoffs out a laugh. Still so shy, bless your cute little soul. “The letter, sweetheart.” He waved it a little, like it was obvious. “Real cute of you, by the way. You always did have good taste.” Your eyebrows furrow as you stare at the pastel pink letter, squinting at it before looking back at him. “What letter? Dude what the fuck are you talking about?” tilting your head as you grimace at his stupid little smirk. Kieran let out a breathy laugh, tilting his head like you just said the funniest thing in the world. “Ahh, playing shy now? That’s adorable, really,” he mused, tapping the letter against his chin. “Didn’t think you’d get cold feet after pouring your heart out like this, but it’s okay, princess. I get itttt. Big emotions can be scary!” he says with a mocking pout, leaning in closer. He reached out, trailing a finger down your arm like he was so sure this was some flirty little game. Youre playing hard to get as always, its okay! He likes the chase. However, you cant back out this easily when he literally has the physical proof of your love-- no, infatuation towards him. “You don’t have to pretend, y’know. I already know it’s from you.” his other hand tracing the first letters of your first and last name that was engraved onto the envelope. 

But the way you just kept staring at him, utterly lost, was starting to poke holes in his fantasy. No. No, you were just messing with him. Testing him. Right? Rolling your eyes, you snatch the letter out of his hand, too tired to deal with whatever weird fantasy he had cooked up this time. With an exhausted sigh, you scanned the handwriting, flipping the letter over to really stare at the initials , and then—oh. Oh, this was actually hilarious. Your hand slaps your mouth as you stifle a giggle.

“Kieran,” you deadpanned, looking him dead in the eyes, “this isn’t from me. It’s from the other girl in our chemistry class. Y’know, the one with the same initials as me?” Silence.

Kieran just stood there, blinking, like his brain was trying to reboot. His fingers twitched slightly at his sides, and for the first time all day, he didn’t have a slick response ready. You watched, unimpressed, as his expression went through about ten different emotions at once—confusion, disbelief, denial, a little more denial—before finally landing on something unreadable. “...what?” He freezes for a solid minute before letting out a light chuckle, rolling his shoulders back like this was no big deal. “Ohh, right. Of course. The other girl.” He nodded, slipping his hands into his pockets, throwing on that easy, practiced smirk. “I knew that! I was just.. I was just joking, silly~!”

But inside? He was tweaking.

'What the actual hell. What do you mean it’s not from you? Then why the hell did it feel like you? Look like it was from you? Sound like you?' His heart was racing, but not in the good way anymore. His palms felt weirdly clammy. His eye twitched. 'No. No, no, no. This doesn’t make sense. This was supposed to be from you. This was supposed to be our moment. So why— who, who even is the other girl??? Has he ever even interacted with her??' Suddenly the heartfelt words that adorned the letter just seemed incredibly corny and cheesy to him. The bright pastel colours decorated along the paper blazed in his eyes, practically laughing at the delusional boy that stood before it. 

You crossed your arms, raising an eyebrow at him. “Uh-huh. Sure you did.” Kieran swallowed. Act natural. Act. Natural. The playboy opened his mouth, ready to spit out some smooth, damage-control comeback—but nothing came out. For the first time in his entire life, he had nothing. Just sitting there, frozen, swallowing the most brutal, humiliating reality check of his existence. And the worst part? You were just staring at him. Not even amused. Not even mad. Just tired and annoyed.

“Oh my God,” you muttered, pinching the bridge of your nose like you were physically in pain just being near him. “I literally don’t have time for this. Happy Valentine's Day man.”  You say with a tight lipped smile, grabbing your stuff as you pat his shoulder. And with that, you turned on your heel and walked away.

Kieran just stood there, gripping the letter so hard it crumpled in his palm. His ears were burning, his jaw tight, but his smirk? Still there. Bruised ego? Maybe. But shattered? Please. A mix-up like this wasn’t enough to shake him. You didn't straight up reject him, it was just a misunderstanding! It was all that stupid girl's fault for having the same initials as his dear soulmate! As if you could ever actually reject him.

No, no, this just meant you were still fighting it. Still playing your little games, still too stubborn to admit what you really wanted. Him. That was fine. He had all the time in the world to let you come to your senses. You’d see it eventually—how you were meant for him, how there was never any other option. And when you finally stop running? Oh, princess he’d be right there, waiting. Besides, there was always next year, and that time; he is certain that the only chocolates he’d be getting is from you.

Kieran walks into the party that he was dreading going to. Because he gave up hooking up with girls, going to parties was too boring for him. He can’t get drunk because he has a very high tolerance and the conversations he has with his so-called ‘friends’ makes him want to feel pain so he can shoot himself five times in the head.

The white-haired male would much rather talk with you, feel you, and joke around with you. Too bad, every time he asks for your number you mutter out a sarcastic response and switch the topic.

It’s not his fault he wants to speak with you at all times! I mean…He could just sneak into your house and watch you from there. But he isn’t going to do that of course! He’s not a fucking creep.

As he walks deeper into the house party, alcohol is pushed against his nose as his past hookups wink at him, the ones who want to be his new girl attempt to walk up to him but he just gives them a wink and pushes past them. If he got a coin for the number of people who dabbed him up and knew his name while he didn’t know theirs, He’d probably be twice as rich as he is now.

The playboy (or ‘former’ playboy) gets pulled into a conversation with the football jocks as they speak about the next game, who they’re going to go for and just basic stuff etc. Kieran makes a joke here and there and he can’t tell if they’re laughing at it because it was legitimately funny or if they’re laughing because they want to get on his good side.

With you, he never had to think that. He knows that you laugh if something is actually funny and God, it makes him feel so proud when he’s the one who gets the laugh out of you.

Speaking of you…His eyes glance away from the group for a split second and the same eyes widen at the scene in front of him. It was you. Dressed up for a party he would never imagine you would go to and hell, you looked fine as fuck. But there was no way you would go to this shitty party! Who would even invite you? The jocks?? No, no it couldn’t have been. Could it?

Maybe he’s just too obsessed with you that he’s imagining you there. He quickly disregards the conversation and walks up to the couch he’s supposedly imagining you on. But there you were, In the flesh. He gives you an infamous smirk before smoothly saying

“Woah, didn’t kn—“ “Oh, my god!! Kieran! Helloooo!!” You grin at him before jumping up from your seat, almost stumbling to the ground and give him a big hug before giggling. “Fancy seeing you here~!”

Kieran remained still for what felt like hours but was actually around 5 seconds. Why were you happy to see him? Why are you hugging him??? “…Haha hey now— What’s gotten’ into you princess?”

This was one of the first times he was almost speechless. Normally you reject his advances constantly. Even if he put an arm around your shoulder, you would give him a sharp glare and push him off. But now…You’re hugging him?!

Unfortunately for him, you let go of the blissful hug before looking up at him and pouting with wide glassy eyes.

“Are you not happy to see me…I’m r-really happy to see you, Kieran!” You sniff and flop back onto the couch. Glaring at him with narrowed eyes and a pout on your cherished lips.

The blue-eyed male recovers from his shocked flustered stare before realising…bottles everywhere, your eyes were struggling to stay open, emotions off the rail. You were obviously drunk! Your personality seemed more intimate too. He could use this to his advantage. Kieran quickly sits down next to you and holds onto your arm.

“Of course, I'm happy to see you, cutie! I'm always happy to see your pretty little face~” He flirts back at you, wondering how the drunk version of you would respond.

You lean into his touch and smile. “I knew you’d be happy to see me..!!” you look at his face and then his shirt before placing a hand against it. “Woah— your shirt suits you so much, Kier! You should wear blue more often” You compliment him with a wide smile and your eyes closed.

Kieran looks at your flushed face. In his heart, he knows it’s because of the alcohol but ignorance is bliss so he’ll pretend it was because of him. His face matched yours despite not drinking anything. The new nickname and the compliment which you never give him, gives him electrical pangs in his heart.

He looks down at you with a widened smile and you’re so close to him, he just wants to kiss your red plumped lips but decided against it. He wanted you to be sober when you guys kissed. He wants you to remember his lips on yours.

“Jesus, how much did you drink princess?” He mutters to himself, intending for you not to hear but since you guys are only 8 cm away from each other, you hear him loud and clear.

With a big frown, you say “I'm not drunk…at all… barely even dranked…drunk..drank?” you slur your words out and struggle to keep your head up before giving up and placing it on his chest.

To people surrounding you guys, it looks as though you’re his millionth girlfriend and he’s just flirting with you. But Kieran doesn’t care what people think. The male turns you around and lets you lean on his chest with a content smile, he wraps his hands around your shoulders.

“Hm? I believe you babe~ you’re not drunk at all, yeah?” He says with a humming tune in his voice.

You let out a “Mhm!” noise and you guys stay like that for a while. Kieran is flirting with you and instead of your sarcastic responses, you giggle and laugh while acting all sweet to him too. He knows if you were sober right now and saw how you were acting with him, saw the very public display of affection, You’d vomit all over the place and never speak with him again.

But he was always good at keeping secrets.

Your sweet conversation got cut off by one of Kieran’s ‘friends’ who walks up to you both with a drink in hand before laughing.

“Yoo, this your new bitch? She’s hot as fuck, where’d ya’ get her?” He yells out, obviously drunk and high and everything in between.

Kieran’s smirk turns into an angered look. Something no one has ever seen before. His eyes darken as he hears the cunt refer to the love of his life as a ‘bitch’…as well as complimenting her too! No one deserves to compliment what's his. He should be the one to call you hot, not some guy who doesnt even know your name.

He snarls out “She’s my girlfriend you freak, Say shit like that one more time and I’ll knock you the fuck out. Got it?” He places his signature smirk back on but his eyes remain the same.

The poor guy has never seen Kieran act like this before. This was a look he never wanted to see ever again. He responds meekly with a “m-my bad bro” Before scurrying off like a lost little sheep.

Kieran’s smirk drops once again as he holds you even tighter in his grasp. His fingers dig into your skin as you yelp in pain.

“Ow!”

His touch loosens. “Sorry princess, just close your eyes again for’ me, okay?” He looks down at you and sees your tilted head staring at him with a confused and worrying stare. He raises his eyebrow before you softly explain

“I’m…your girlfriend?” Kieran laughs and nods his head confidently.

“Of course! Did my cute girl drink so much that she almost forgot?~” He pecks your nose before leaning back onto the armrest and closing his eyes, his arms still resting against your body.

You make a noise of confusion before accepting the fact that you’re his ‘girlfriend’ and get comfortable against him again.

“Ah…Sorry!” You giggle out. and hold onto his arms.

Kieran knows this is wrong. He knows that if you knew he did this, you'd hate him forever. But he couldn’t help it. He couldn’t help the domestic feeling of being a boyfriend. Your boyfriend.

Although he loves your snarky responses, He could definitely get used to the sweet side of you. Just one more hour of this. Please.

Very affectionate to you if you’re in a relationship. Mainly likes physical affection and will always be touching you in some way. (Hand around shoulder, arm, thigh etc)

B = Best friend (What would they be like as a best friend? How would the friendship start?)

would NOT be a good best friend. The only reason why he’s friends with you is because he’s in love with you 😭 with his other ‘friends’ hes not reliable at all, doesn’t really care for them, just keeps them around because it makes him look good. But with you, He just pretends you guys are in an established relationship (delusional king fr)

C = Cuddles (Do they like to cuddle? How would they cuddle?)

He’d be the be the big spoon 101%. Holds you quite tight, his body temperature is always cold so that might be a negative.

D = Domestic (Do they want to settle down? How are they at cooking and cleaning?)

He has really bad commitment issues but with you he’d want to settle down really quickly. If you wanted him to move into your house hed do so in an instant, or if you wanted a new house/flat? he’d have the documents in hand.

Average at cooking, he wouldn’t burn the whole house down but he also wouldn’t make a 5 star meal. Horrible at baking though. Hed struggle to clean because he’s used to others doing it for him

E = Ending (If they had to break up with their partner, how would they do it?)

With his past girlfriends, he’d either ghost them or be very straight up and rude if they don’t get the hint.

With you? Even if you were the worst person in the world, you’re not going anywhere LOL.

F = Fiance(e) (How do they feel about commitment? How quick would they want to get married?)

To be honest, I think he would find marriage stupid and useless, What’s the point of some words on a paper showing you’re in a relationship?

BUT, if you even slightly wanted it, then he would get married and give an extravagant wedding also inviting literally everyone he knows so he can show off the relationship. Or he’d get married with you, if he can see that you’re slowly getting tired of him, He’ll bring it up suddenly and will not give you an option to say no.

G = Gentle (How gentle are they, both physically and emotionally?)

Emotionally, He tries hard for you, but sometimes he takes things like a joke too far beccause he’s used to lacking empathy. But if he notices you’re upset, he’ll apologise and practically go on his knees for you

Physically, He’s gentle but sort of man-handles you?? Not in a rude way but he’d move you with his arms instead of telling you to move or always initiates physical contact even though you may not want it.

H = Hugs (Do they like hugs? How often do they do it? What are their hugs like?)

LMFAOO IM SO SORRY BUT HED BE THE TYPE TO BE LIKE “aha Y/N, where’s my hug at?”

joking (probably..), Hed always want to be the arms above and he’d hug you very tightly, close to the point where it’s hard to breathe. While hugging you, he’d sway your body side to side (idk if that makes sense)

I = I love you (How fast do they say the L-word?)

As soon as you say yes into being his partner. Or maybe even before that.

J = Jealousy (How jealous do they get? What do they do when they’re jealous?)

Gets jealous very very VERY easily. If he sees you hanging out w another man, he’d jealous so fast. ESPECIALLY if that man made you laugh.

When he’s jealous, he doesn’t show it angrily or sadly. Yeah he’s angry, but he just flirts more with you, grows more protective over you and doesn’t show the aggresive side to you, but rather the perpetrator.

K = Kisses (What are their kisses like? Where do they like to kiss you? Where do they like to be kissed?)

Loves to smother you in kisses, His kisses are rough and hard, almost to the point where it hurts. He tries to always have a flirtatious personality but sometimes when he kisses you, you can feel the desperate aura around him. Almost as if he thinks you’d disappear if he let go. He likes kissing you everywhere, but does it more on the lips and your forehead. He’d love for you to kiss his cheek and biceps the most.

L = Little ones (How are they around children?)

I think this is the only time where you could see Kieran being slightly awkward. He’s a lot more calm and toned down around them. He wouldn’t actively try to communicate with children, but if they approach him, he’d try his best to listen and answer. (He would prefer them not coming to him though.

M = Morning (How are mornings spent with them?)

It’s cute. Mornings are the rare times where he has his guard down and is overall just sweet. He loves it when you stay in bed for an extra five minutes and would hug you tightly, and whisper sweet nothings into your ear along with soft kisses. He’s quite vulnerable during the mornings and you can really feel how grateful he is to be with you.

N = Night (How are nights spent with them?)

This is the SFW alphabet so unfortunately i can’t say what he’d normally do :(.

But on the more quiet nights, He’d like to hug you, while he’s the big spoon and wait for you to fall asleep before he would try too. If he can’t fall asleep he’d gently try to turn your body around and stare at your face (a bit creepily) before he’ll grow tired.

O = Open (When would they start revealing things about themselves? Do they say everything all at once or wait a while to reveal things slowly?)

Very very slowly. He’d know your whole life story before you know a portion of his. If you never asked I don’t even think he’d reveal his backstory. But if you were to be quite stubborn about it, he’d tell you everything and more.

P = Patience (How easily angered are they?)

With you? Extreme amount of patience, but may get frustrated with your lack of attention to him.

With others? He doesn’t care about them enough to get angry at them. But if it affects you in any way? Consider that person dead.

Q = Quizzes (How much would they remember about you? Do they remember every little detail you mention in passing, or do they kind of forget everything?)

Every single detail. Even the things you didn’t tell him. Focuses on you like it’s the most important subject ever.

R = Remember (What is their favorite moment in your relationship?)

1. When you finally laughed at his cheesy joke/pickup line

2. When you finally said yes to his confessions and kissed him

3. this whole moment.

S = Security (How protective are they? How would they protect you? How would they like to be protected?)

If he sees you speaking with someone who he views as a threat? They’d be on the news in less than a week.

Would protect you by constantly being by your side, low-key overbearing but whatever.

He’d rather protect you than vice versa. But he would like to be protected by your reassurance once you guys get into a steady relationship. Even if he is very confident, he does think bad scenarios sometimes.

T = Try (How much effort would they put into dates, anniversaries, gifts, everyday tasks?)

Tries extremely hard. Knows everything about you so would but a gift you had wanted for a long time, or if you didn’t know you wanted but once he gave it too you, you’d be shocked at how much you’d needed it. Dates, anniversaries etc extremely romantic, he has a lot of money to spend and would spend it all on you. Even when you guys aren’t dating he’d go all out.

U = Ugly (What would be some bad habits of theirs?)

his whole personality LOL

kidding, he gets jealous really quickly, he would kidnap you if he could tell you REALLY weren’t interested in him, He has no empathy for anyone other than you, he would essentially do anything for you if you asked (beside leaving you alone.)

since he is a yandere, I feel like the relationship would get toxic on Y/Ns side after a while. He’d still be enamoured whilst for you, it could begin to get tiring. (Or not LOL)

V = Vanity (How concerned are they with their looks?)

He knows he’s good looking. He has a small routine but other than that he just lets his looks carry him.

W = Whole (Would they feel incomplete without you?)

He’d be a goner without you. Ever since he met you, there’s not a single time where he doesn’t think about you. If you were ever to disappear? He’d search the whole world for you and wouldn’t stop. He cannot live without you.

X = Xtra (A random headcanon for them.)

Owns a letterman jacket in every colour.

Y = Yuck (What are some things they wouldn’t like, either in general or in a partner?)

He likes anything that you do.

But with other people, if they act like they know him when they clearly don’t. Most of the school acts like that, that’s why he doesn’t like anyone but pretends too.

Z = Zzz (What is a sleep habits of theirs?)

Wraps his arm around you tightly. If you wake up before him, you’re trapped. He’s a light sleeper so he’d wake up if you moved a tiny bit. But would pretend to still be asleep so he could cuddle you a little more.