#riddle rosehearts twisted wonderland

[ibee00725]

Queen of hearts card Riddle

Tried diff style today 😦😦 also played w drawing guide settings lol

[twstgarden]

✿ ❝ 𝘁𝗼 𝗺𝘆 𝗳𝗲𝗹𝗹𝗼𝘄 𝗴𝗶𝗳𝘁𝗲𝗱 𝗸𝗶𝗱 ❞

━ riddle rosehearts x gifted kid burnout! fem! reader ━ being a gifted child is not always deemed as a blessing, and riddle knows the feeling all too well. (f/n means first name)

requested by: @tangybiskit1 request type: oneshot requester’s message: Reader is like the perfect student.(not prefect) She gets full marks, optimistic, kind and charming to the point where even Riddle thinks his mother would like her. But after befriending her for a few weeks he decides to visit reader and her room is a mess, filled with books, scattered papers. It reminds Riddle of himself and you know how that turned out... So he tries to comfort her saying that she is good enough,(ending can be how you want) sorry if it's badly worded😭😭 this is my first time making a request.. florist’s note: oh wow, this hits close to home <3 anyway, thank you for the request, little one! ♥

this work contains spoilers from chapter 1, heartslabyul's arc.

do not steal or translate without my permission.

ko-fi here if you want to support me, commission are open

perfect. that was how people described you. a sweet, young lady with a bright smile and a bright mind. a lot of the students in night raven college liked you for your charming personality, and there was barely any student that had a bad experience with you.

perfect. you were the epitome of perfect. a beautiful young lady with a sweet smile, a charming personality, and a bright mind. who would not want to befriend you? some students even talked about you to their peers and their parents. now, it wasn’t always painted in a good light. some have been jealous of you, and some wished you did not exist at all. it makes them look bad, you know?

of course, riddle was one of those people. he greatly admired you for your dedication and hard work, and he takes great pride in having you as a heartslabyul resident. you were the perfect, ideal example of what heartslabyul students should be. you followed all the rules to a t, memorized every one of them, and never questioned or disobeyed the rules that may seem too extreme or ridiculous.

“ah, f/n,” spoke riddle as soon as he saw you in the library, a smile ghosting over his lips. his voice reached your ears as you looked up from your book and smiled at him, “oh… hello, dormitory leader rosehearts!”

that sweet smile.

riddle did not realise his cheeks were tinted pink as he remained smiling at you. he then walked away, not knowing what else to say or how to keep the conversation going. oh, how he wished he could befriend you. he was stuck in this student-to-student relationship with you, and he did not know how to deepen it.

it was going well, at least, that’s what he thought. he made sure he could interact with you at least once a day, to get the both of you used to each other’s presence. he also decided to join you at your table during lunch, eating with you without the need for a conversation. it did not take long until your relationship went deeper than the shallow interactions.

“by the way, riddle… why is your favourite food strawberry tarts?” you asked as you nibbled on a tart that he shared with you. as riddle took a bite of his own, he replied, “it’s sweet and rich with flavours. i rarely ever get to taste it when i was younger, but the one time i did felt like heaven was in my mouth…”

there was a small smile on your face as you listened to riddle. you knew what his household was like. you were there during the overblot incident, after all. “i mean, my mother did get angry at me for eating that… she told me it was too sugary and it’s poisonous for my health…”

unconsciously, your hand went up to his cheek as you caressed it for comfort. riddle also froze as soon as he felt the affection before glancing at you. you realised what you had done and quickly retracted your hand with a blush, “ah— sorry, sorry. i thought you needed some comfort.”

with you around, riddle always felt like he could continue to hold on and move forward. seeing your bright smile energizes him for the day, and seeing your name at the top of the achiever's list always brings a sense of pride from within.

“congratulations, f/n,” spoke riddle as soon as he saw you standing by the bulletin board. you had a blank expression on your face before smiling as soon as you heard his voice, “oh, thanks! congratulations to you, too.”

‘why do you look sad?’, thought riddle to himself as he noticed your blank expression before acknowledging him. were you not happy with what you got? but you received a 499 out of 500, surely, it’s worth a smile or two, no?

he decided to brush it off a little since you had already walked away, but it was in the back of his mind for a few days now. why did you seem bothered? he knew the importance of getting a perfect score, his mother reiterated that several times.

he did not speak much of it, but he did notice you getting a little distant, even if you are physically beside him. your mind seemed to be in another place every time he tried to discuss something with you. it was clear that something was wrong.

but he did not know how to approach the problem.

riddle tried accompanying you during study sessions, gifting you treats, sharing his tarts with you over lunch, doing mind exercises with you, and many other things. however, they only seemed to fix the problem temporarily.

exam season was around the corner once more, and everyone has been busying themselves with studying. riddle had spent his time studying, but of course, he did not neglect his duties as the dormitory head. as soon as the clock struck 3 in the afternoon, it was time for his patrol around the dorm. he had to make sure all his residents were disciplined and studying.

with one room into the next, he discovered all of them busying themselves with reading and discussing certain sections of their books with their roommates. ‘good work,’ thought riddle to himself as he saw his residents studying. he just hoped ace and deuce were doing the same.

as soon as he reached your room, he knocked on the door before twisting the knob and peeking in. he thought he would see you silently seated on your study table, reading through a book, or taking notes. however, he discovered you seated on the floor, a book on your lap as you wrote in your notebook, surrounded by several copies of papers and books.

you were in a clear state of disarray. your hair was a mess as you checked every paper before writing something down in the notebook. the process continued as you mumbled under your breath, “no, this is not right… the answer isn’t hydrolysis…”

a sigh escaped your lips as you buried your head into your palms, your hair covered your devastated expression as riddle silently walked into your room and knelt beside you, picking up all the scattered notes as you sniffled and glanced at him, “riddle…?”

you did not expect to see him in your room, and you quickly wiped your cheeks as you picked up the remaining scattered papers. riddle held the notes he collected and looked at you, seeing your cheeks, eyes, and the tip of your nose being tinted with a little bit of red from all the crying.

you were having a breakdown. he knew that much. he now noticed why you seemed absentminded and distant lately, especially with the exam season coming up. you were drowning yourself in your studies, making sure you memorized and remembered every single fact taught to you.

“…sorry you had to see me like this…” you mumbled as you grabbed the notes from him. he quickly shook his head as he spoke, “no… you don’t have to apologise. how long have you been cooped up in here?”

“i’ve been here all weekend…” you replied. you’ve been in your room, studying for two days straight without paying much attention to your other needs, and it was evident with the bags under your eyes. he hoped you were at least eating, but as he looked around your room, there were a few wrappers from the snacks you ate and an empty water bottle.

a sigh escaped riddle’s lips as he held his hand out to you, “you’re a mess. you need to eat… come.” you shook your head, which caused riddle to raise a brow, “f/n, all you’ve eaten were convenience meals with no proper nutrition whatsoever. don’t be stubborn and—”

“i don’t care!”

riddle fell silent in shock. did you just… yell?

you looked up at him, your eyes held glossy tears as you spoke, “i don’t care even if i starve for days! they’re worth nothing if i fail… this is our finals, and it will determine just how much i’m worth…” a soft sob escaped your lips as you bowed your head to hide your tears, “it will… determine how much my parents love me…”

riddle was silent. so, this is what hides behind the perfect f/n l/n. behind that sweet smile, charming personality, and bright mind was a little girl who never had the chance to be a child, to experience what it’s like to have fun, and to know what it’s like to have no expectations to live up to.

how lonely you must have felt.

“who cares if i’m physically well when i make a single mistake on the test? my mother cursed me through the phone as soon as she saw my results…” you mumbled, venting out everything that had happened the past few days, “i’m nothing but a useless brat who wastes their money in a prestigious school… i don’t deserve to be here if i can’t even get full marks to show that i’m learning something…”

riddle knew what it was like to have a parent who seeks perfection in their child, and it was only lately when he realised it was an unhealthy way of living, drowning yourself in your studies to ensure future success to the point you’d neglect yourself. he got closer to you, holding your shoulder as you wiped your tears, “if i fail the finals, they won’t let me continue my education…”

he was stunned. sure, a punishment is given when one does not receive the desired results on a test. that was his norm, too, but completely discontinuing your education because of 1 mistake or 2 on a test is extreme.

“what…? your parents would go that far…?” questioned riddle. you merely nodded in response as you wiped your tears and hugged your knees to your chest, “…everything feels like a chore…” riddle was left frozen, he did not know what to say or do as he never received appropriate support growing up.

he understands your pains, but he doesn’t know how to comfort you. he can’t lie and say it would be better because he knows that won’t do anything.

you have been showing the brightest smile he’s ever seen all the time, but who knew you were breaking piece by piece? all because of the expectations set on you. all because you were the gifted child of your parents, and therefore, you must live up to be the best of the best.

“sometimes i think… i should just stop… maybe if i fail several times, then they’ll leave me alone… but that also means i won’t receive their love and praises… and i won’t be their favourite daughter anymore…”

riddle stayed silent as he sat on the floor beside you, listening to you vent out all that had been stuck in your mind.

“but… sometimes i also think… if i ruin myself too much and fail… i’m worth nothing… who would love a worthless person? then i’ll be destined to be alone…” you cried softly as you kept hugging your knees to your chest, “i’m tired of thinking about this… i’m tired of caring so much… i’m tired of hearing all the curses that come out of my mother’s mouth… i’m tired of repeatedly being told that i am useless…”

the room then fell silent, and only your soft sobs broke the ice as riddle gently placed his hand on your hair. “…you’re not useless just because you got one or two questions wrong in a test…” mumbled riddle as you peeked at him with your face buried into your arms, “and… you’re not worthless. you don’t need to be perfect to be loved… you just need to be yourself.”

as you remained to look at him, you sniffled softly and wiped your tears, “…but…” riddle gave you a small smile, “i know what it feels like to know that everything we learned growing up and the things we are exposed to is wrong… you’ve been told that anything less than perfect is unacceptable, and i was taught the same thing…”

a soft sigh left his lips as he placed a hand on your cheek, the same way you did to him when he spoke of his reason for loving a sweet treat, “you were there when the incident happened, and i have learned my mistakes… now i am here to tell you that you are worth it. you’re not a financial burden, you’re not useless, you’re not stupid, you are none of that, f/n. i wish you could see yourself the way i see you… then you’ll understand why i always want to be around you…”

you were speechless. what could you possibly say in response to that? if you didn’t know any better, it felt like a confession disguised as comforting words. receiving no verbal response, riddle got a little embarrassed as he avoided your gaze, “… i said too much. i apologise—”

“no…”

riddle blinked before he glanced back at you, seeing you smile a little at him, “…i appreciate your words… thank you…” seeing that sweet smile, even if it was a small one, made riddle smile as well, “you don’t need to thank me… now, you need to have your lunch.” he stood up and held his hand out to you.

you held his hand and stood up, smiling at him as you were about to wipe any remaining tearstains on your face when his hand gently rested on your cheek, wiping it as he spoke, “i don’t want to see you neglecting yourself next time.”

© twstgarden 2024 || please do not steal, translate without my permission, or use this to train a.i.

[catgenderyuan]

Woah pony riddle overblot

[roseapov]

Mother's favourite

Riddle Rosehearts x GN!Reader

Tw: stalking, fixation/obsession, neglect, parents (mother) issues, implications of possible murders

Povtober 2023, Day 18 [Masterlist]

'See, Riddle? Their kid is so perfect! Always polite and on time, and never skips their free time studying'

Miss Rosehearts didn't mask her displeasure over her son's past actions, while saying the last part.

If only her son could be as perfect as her friends child was, she sighed exhausted. What wouldn't she give up to have a child like you herself.

Young Riddle hasn't understood much from that time, it was too much for a kid's brain, all these expectations, yet he remembered one thing clearly.

His mother was very pleased with you.

With you, and only with you. Always comparing you both, complaining about him not being like you enough.

His mother must really appreciate you then, right? Why else would she bring you up in almost all of their conversations?

We all know that a parent is a foundation for a children's growth, and a parent who is neglecting their own creation for the sake of someone else's, can make their own kid end up.. In many different ways.

Riddle, who was unfortunate enough to have a parent like that ended up, being obsessed with the object of his mother's pleasure.

If she says you're perfect, then you are perfect. If he can become like you, he will win the approval of his mother. He's sure of it.

He is already observing you all the time he can, but that's nearly not enough! He can never get your mannerism quite right, no matter how hard he tries.

Was his mother right? Is he a failure?

He always makes some mistakes, never being able to mimic you perfectly. That's why further research on you is necessary.

If he won't ever be able to achieve your level, then he would have to resort to some more interesting methods.

If he can't be you, he will be with you. Together. As a pair. Romantically.

And it turns out, Miss Rosehearts is very pleased to hear about this, she's practically glowing. Her son finally did something smart and got together with you! She's delighted.

Her approval sealed your fate, as this starved of praises boy won't let go of you now. You make his mother happy and..

You started to make him happy too? Is this what his mother sees in you? It's so nice and warm..

Yes, he's definitely keeping you by his side. Everyone who would oppose this would lose their head. It's the only thing that's not up for debate.

[apollotronica]

RIDDLE DAY !!!

[nox-creations]

> White Rose Riddle Icons

> Twisted Wonderland

> Not Requested

Reblogs > Likes

[treysimp]

I don't know how else to say this, do you want to make out on my couch? (Explicit Remix)

Side: Riddle Rosehearts/AMAB!Reader (Reader has a penis)

Riddle/AFAB!Reader

As per our vote (thank you again for voting!) Riddle was the next spicy couch series conclusion. Now that both AFAB and AMAB are posted, do you have a favorite? I'm so curious.

This is a partial continuation of the work “Do You Want to Make Out on My Couch (Part 6)”. Said fic is also included below if you want to re-read the beginning or this is your first time seeing this work.

Reader not described other than their junk, and pronouns are not used for them.

Warnings: Explicit sexual content, M/M sexual relations, handjobs, anal sex, ask to tag for more.

Want more TWST? Here's my masterlist!

To skip straight to the action, scroll to the second picture of Riddle. To skip to the AMAB!Only section, skip to the picture of tarts. Thanks!

“Really!” Riddle sputters, his brows knit in irritation “you should…. you really…” he trails off, his eyes frantically darting around your face as if a puzzle piece would magically fall into place if he just had the final hint.

“…You should ask in a more romantic way than that.” He finally finished, fingers drifting to your tie to straighten the lopsided knot.

Your eyebrows involuntarily raised to the sky.

“Is that a no, house warden?” You ask. You wanted to start hysterically laughing, oh my God how could he possibly be so cute? 

Waiting for his response, you placed your hands on top of his to still the fingers that had been fussing over your tie. 

You were going to get him to answer your question in a forthright manner if it killed you.

“It’s not-not a no!” Riddle sputtered, pretending to wipe his mouth with his sleeve to hide away his increasingly flustered face. You noted that he had kept his other hand in your grasp though, feeling him shake gently beneath you.

“Next time I expect flowers! Or chocolate!” He finally shouted, pulling both of his hands away to cross them over his chest haughtily. You couldn’t hide the grin splitting your face.

“Oh? You’re already planning on next time?” You said, smoothing your hand over his ruby hair. 

Riddle seemed to finally register his slip of the tongue as his face lit as scarlet as the rest of him. 

“No!” Riddle practically screamed. You were glad Grim wasn’t here tonight, as he definitely would have woken up upon hearing this exchange.

You raised an eyebrow, “No?” 

Riddle’s gaze was fixed on the floor, face knit in irritation. 

“Only if you play your cards right.” He finished, turning his head away with a huff. 

You couldn’t stop the giggling that bubbled from your chest, God he was the cutest. How did he do it? 

Not being able to help yourself, you wound your arms around his body, pulling him close to you as you buried your head in his neck. 

Unsurprisingly he smelled great, like sweets and roses and some other sort of soft musk that was no doubt from some sort of expensive atelier. It was so charming the things he did to take care of himself for the sake of appearances. 

You idly wondered if there was a rule about smelling good in Heartslabyul. There probably was, but you decided that asking would only mortify Riddle further, and you wanted to get him to do more than talk to you tonight. 

Riddle was stiff as a board, arms hovering around you awkwardly for a moment until he finally relaxed, pulling you snugly into his arms. 

“Do you really want to kiss me?” You could barely hear Riddle mumble, his voice muffled by your hair as he nuzzled it into your neck to mirror the way you had been holding him. 

You pulled away slowly and held him by the shoulders, eyes boring into his shy grey gaze. You took a moment to take in the loveliness of his face for just a moment, relishing in the closeness you had never been afforded before now. The red eyeliner around his lashes, the rosy sheen of his heart-shaped mouth, and a tiny mole you had never noticed on top of his eyelid. So lovely.

“Yes. I do.” You said softly. 

If you could believe it, Riddle got even redder. He cleared his throat and seemed to make an internal decision, twining his hands behind your neck as he pushed himself forward to meet your lips. 

His lips were stiff but very, very soft. You pressed gently against him, massaging your mouth against his in hopes of loosening him up. It seemed to work, as you heard the smallest of moans as Riddle tried to mirror your movements, lightly sucking on your lower lip. It was shy, but also heartbreakingly genuine and careful. 

You both separated slowly, you wished you could take a picture of the expression on his face. 

Gorgeous eyes half open, glossy lips slightly swollen from the contact, he pulled the bottom of said lips into his mouth to chew on it lightly as he snapped his gaze to the side. How was he even real? His beauty shines like a fairy tale prince, and yet this gorgeous boy thought himself a villain. How ironic. 

“Again.” He whispered, pushing his face back towards you with more aggressive energy, seemingly having gained confidence now that the spell of your first kiss was broken. 

His kisses sped up and gained in ferocity, each time you separated for breath being punctuated with another ‘again’. His affection grew more demanding, his chest grew tighter and each breath became more labored. 

“Let me inside.” Riddle finally demanded, his hands curled into the lapels of your jacket. “I want to come inside.” 

You swallowed audibly and nodded, pushing the door open while Riddle pulled you inside of Ramshackle.   

Now that the dam of tension had broken, Riddle was adorably needy.

He ushered you to the couch, pushing you down and continuing to pepper kisses on your face as he whispered little compliments and appreciations to you, almost inaudible between the soft smacks. 

Pulling his face away from yours for a moment, you stroked his cheek with your thumb, taking in the soft flush of his face and the way that his wide grey eyes scanned your face frantically for an explanation as to why you stopped him. 

“What is it?” He questioned, putting one hand over yours as he worried over his lip anxiously. 

You shook your head and stifled a laugh. Where did all that confidence go? 

“You’re just beautiful, is all. I wanted to appreciate it.” You teased, happy to see how much your every move affected him. 

It was charming to see the faces he made when he was overthinking, though you would prefer that he relaxed a bit more sometimes.

Riddle inhaled through his nose loudly and steeled himself. A strange reaction to a compliment, you thought. 

Riddle grabbed you by the lapels and shook you lightly. Face pinched in a clearly frustrated frown.

“H-how can you-! How can you say stuff like that so easily! It’s infuriating!” He huffed, then sighed, then buried his head into the crook of your neck. 

His next words were quieted even further by your skin.

“How can you say something so romantic? So… like a fairy tale…” He murmured. “I’ve been in love with you all this time and you just… come out and say this? How am I supposed to act?” 

Riddle was lost, trapped between happiness and panic. He had convinced himself that he didn’t need affection, he just needed order. 

Much to his discomfort, his thoughts felt even more chaotic than ever when faced with one of his most secret desires coming true. He couldn’t decide if the tears threatening to spill from his eyes were ones of happiness or sorrow.

“Riddle…” You whispered, wrapping your arms around his shaking frame. “Do you really want this? It’s okay if you don’t.”

Riddle bolted up to attention and shook his head violently.

“No! Absolutely not! I-I want you! Desperately!” His proclamation was a bit over the top, but it made you smile. 

Everything about him was just a little over the top after all, why would love be any different? It was what drew you to him. 

“Okay then… what do you want to do?”

Riddle hesitated, clearly puzzled over this question. What did he want? 

You sat in the comfortable silence for a moment, but it seemed that he was pretty deep in his head. You decided to offer your own option instead.

“Riddle, I want to make you feel good. Will you let me?” You asked, propping yourself up on your elbows to get a better look at his face.

Riddle nodded stiffly and slowly crawled backwards as you rose to meet him. Eyes fixed on your lips while he tried to smooth out the wrinkles in his clothing. He was clearly doing this out of habit, considering the fact that his clothes being out of place was your fault anyway.

You approached him carefully, sliding your fingers under the collar of his shirt as you coaxed each closure undone, holding your breath as you got a peek at each additional inch of his perfect doll-like complexion. 

Riddle was visibly shivering, lightly gasping and leaning into your touch each time that cold fingers happened to make fleeting contact with his bare skin. Finally unbuttoning enough to push the shirt off his shoulders, his torso revealed bare. 

You started slowly, giving him unhurried and smooth kisses on his lips as you gently massaged his body with your hands. 

He was so unbelievably soft, but you could feel the slim muscles that lay under his skin as well, clearly having benefited from his riding practice. 

You took joy in watching the goosebumps form on his skin as you slowly trailed your mouth down his body, fluttering butterfly kisses punctuated by each little whimper and gasp that spilled out of his mouth. 

Riddle had clamped a hand over his mouth in embarrassment, and while you wanted to hear his sounds better, you let him have that one piece of comfort. 

It was cute, and unsurprisingly as someone who liked Riddle this much, you were easily swayed by cute things.

Finally trailing your kisses to his abdomen, you unbuckled his belt and started to make quick work of his pants, silently proud in how you could tell how aroused he was by the tightness of the fit. 

After getting his zipper down, you placed your fingers on the waistband of his underwear, patiently waiting to see if he would let you so forward or ask you to stop. You were willing to do whatever he asked of you. 

“Please…” He whined, a strand of ruby hair falling into his face and sticking to his cheek. You reached up and tucked the offending hair behind his ear.

“Anything for you.” You said, pulling his pants down teasingly slow. 

Finally springing out of the restriction of his underwear, Riddle let out a barely audible sigh of relief. 

You were surprised, quite frankly. 

He wasn’t hung, per se, but what he did far exceeded what you would proportionally expect of his small and soft body. He was pale and smooth, petal pink at the tip, with a generous curve to the sky. You pushed back the thought of where that curve might be able to hit for later, you were taking care of him right now, after all. 

You gingerly ran your fingertips over the softness of his skin, keeping your eyes locked on Riddle’s face to see every change in expression and twitch that hinted at his quickly crumbling composure. He was harshly biting his lip, and you could see that his ever-present flush of red had crawled down from his face to his chest. 

You started stroking him gently, not too fast, just ghosting touches along him. You worried that too much too fast would overwhelm him, and you wanted Riddle to enjoy this for as long as possible. 

Gripping him loosely, you started at a slow tempo, watching the way his thighs would twitch when you ran your thumb softly over the bulb of his head. 

You had internally compared him to a doll, but perhaps he was actually an angel. 

Watching the way that Riddle’s back arched off of the couch in yearning as you began varying the pace of your pumps, you certainly felt like you were having a religious experience. 

The way his soft grey eyes rolled back in his head, the way his arms and body tensed and relaxed with each stroke, it was mesmerizing. 

You couldn’t take your eyes off of him.

You heard Riddle softly call your name, so you shifted your focus back to his face. Nibbling along his neck as your pace turned strong and slow, you started milking him in a way that made his hips harshly buck into your hand. 

“Yes, Riddle?” You cooed between barely-there kisses. “How can I help you?”

Riddle looked up at you with glassy lust-heavy eyes.  

“I’wanna…” He gasped, urging his length into your hand at a particularly harsh stroke, “I wanna make you feel good too.” 

His words were slightly slurred, and he looked almost drunk on the feeling of your touch on him, his gaze wandering from your hand to your face and back again. 

“Oh?” You tease, spitting onto your hand and adding the moisture to the steady build-up of pre-cum that Riddle had been supplying you with.  

Your effort was met by another heady moan and then a hand harshly catching your wrist, causing you to stop your motions in surprise. 

“Let me fuck you… please?” Riddle asked between pants, the hand that had grabbed yours clearly shaking.

You swallowed audibly with a gulp.  

Well.. you always were a sucker for cute things.

He made quicker work of your clothes than you had his, perhaps owing to all of the beautiful yet complicated outfits that we wore regularly. 

Riddle's face was knit into a frown of concentration. The process of him taking your clothes off was a little less than sexy, but his innocently-serious charm made up for it.

Riddle seemed to be softly tracing every bump and curve of your body, counting the ribs that slipped under his touch and barely ghosting his fingertips on your skin. Riddle was far too earnest to be torturing you like this on purpose, but also couldn’t be very mad when you see how his hands are shaking as he traces from your collarbones to your bellybutton, to right above your hip bones. 

A shy flick of warmth spread across your nipple as Riddle licked it experimentally, watching your face for every tick of movement that could indicate what he was doing right and what he could do better.

“Riddle…” You murmured, cupping his cheek in your hand and pushing a few scarlet strands of hair behind his ear. “You know I’m not grading you. I’ll tell you if something isn’t working. We can just try again next time.”

Riddle visibly relaxed and let go of his stiff-lipped concentration. 

“Oh? You’re already thinking about next time, Prefect?” He said with a breathy chuckle, clearly trying to imitate the quip you had thrown his way earlier.

“Okay, fine I deserve that one, but you know what I mean.” You say, taking the opportunity to tuck hair behind Riddle's other ear to match. 

“I want you, and if you want me back, I don’t care about how messy or imperfect it is. If it’s you, I’ll be happy no matter what. Okay?”

Riddle nodded and thickly swallowed. He resumed in the way that he was slowly memorizing your body, but it felt far less procedural. 

Riddle seemed to make an internal agreement with himself as his hands lowered and he unbuttoned your slacks, pulling them off your body smoothly. Okay, considering you could practically see the beat of his heart matching the twitch in his strained trousers, you did feel pretty smug this time around. 

Shaking off how started he was, Riddle refused eye contact (or in this case, eye-to-dick contact) and began stuttering out compliments.

“I-I knew that you were aesthetically pleasing Prefect, but forgive me for not expecting this.” He said, vaguely motioning to your hard-on that sat between the two of you.

“Do you wanna touch it, Riddle?” You asked teasingly, bucking your hips up every so slightly so that while you weren’t touching, you could feel each other’s body heat.

Riddle began nodding aggressively and squeaked out a small ‘please’. How could you ever say no to him?

Riddle’s hands were a bit cold, but if anything that made it just a bit more thrilling. The heat of his body snuggled up to the back of your thighs as his grey eyes sparkled in awe of the sight. It almost made you feel bad, it was like picking the most beautiful flower the second that it bloomed. Actually, no, that was a bad metaphor, you don’t think anyone could stop Riddle from doing anything that he truly wanted. 

You made a slight show of spitting on your hand and placing it over Riddle’s own, squeezing yourself and him around your length in a positively heavenly way. Riddle choked out a slight gasp at this, but he is ever a quick study. He tightened his grip, upped his speed and fixed his gaze on your face, and sat in awe of your pleasure as he tried to take snapshots of each second as if it would all disappear at any moment. 

White hot heat was coiling in your stomach. Your fingers and toes felt tingly and warm at their tips. Fuck, you hoped to last longer than Riddle did. Grabbing Riddle’s wrist and pulling him forward to topple into you, he hiccuped in surprise at the sudden turn of events. Regaining his bearings, Riddle glared at you indignantly. 

“And just what are you…?”

“I thought you wanted to fuck me.” You said cheerily, speaking just as if you had asked to walk to your next class together. 

Riddle sat in silence, but after a moment he gave a breathless ‘yes’ to you once more.

“How do you want me? Like I am now? From behind maybe?” You teased, making a mental note that you should probably look up some fun positions for the two of you later. 

Riddle looked like he could explode from embarrassment, but it was admirable to see just how hard he was trying to keep it all together.

“This… this is good.” He said, grasping at the back of your thighs and pushing them up towards your shoulders. 

Riddle looked stuck again, but just as you were about to say something, he lightly slapped himself against your hole which made you flutter briefly in surprise.

“Hmm.. that’s interesting,” Riddle said slyly. He was also keeping a long list of mental notes, it seemed.

He didn’t leave you waiting too long as you felt his finger tracing the rim of your asshole, making you involuntarily suck in a breath. You were again left feeling like a character in a Greek tragedy, being drawn to something so much more beautiful and powerful than you. Your sweet Riddle.

“How did I get so lucky?” Murmured Riddle, eyes transfixed on your body as he began his slow aching descent inside of you. 

You gasped lightly at the new sensation, biting your finger so as not to make a horrible cacophony of sounds from the feeling. Riddle grabbed the hand that you had stuffed inside of your mouth and brought it to his own for a kiss, his eyes boring into yours as you finally felt him bottom out inside of you.

Both of you were panting and shaking, but you didn’t want to wait any longer. You had waited long enough already. You shifted your hips forward towards Riddle to give him the hint, and he nodded, beginning to rock you both at a slow and methodical pace.

Lacing his fingers between yours in one hand, a bruising grip on the back of your thigh with another, he looked so otherworldly it almost made you want to cry. Riddle seemed to be having similar thoughts, as his gaze seemed glassy and almost overwhelmed with emotion.

The pace was getting quicker for both of you, the sway of your bodies working together in a hypnotizing beat. 

A slight stutter had started making itself into Riddle’s pattern though, maybe he was getting close? 

“Riddle, are you going to cum inside of me, gorgeous?”

Riddle’s face was one of a charming mix of surprise and arousal at the question.

“C-can I?” His pace was sputtering again, and you felt him twitch inside of you as he asked the question. You nodded and Riddle sped up his sloppy pace. He took one of his hands away from yours and began pumping your length in earnest.

“N-not without you!” He stammered, messily trying to match the pace of his hips with the pumps of his hand on you. 

Your hips were involuntarily bucking into his grasp as you felt Riddle hit something deep inside you with every thrust. Oh, you were such a goner.

“F-fuck!” Riddle gasped at his release. The sudden strong squeeze he had given you at that exact moment had done something for you as well, as the splatter of your finish on Riddle’s chest practically sparkled in the moonlight.

You both were panting, wide-eyed, and utterly smitten with each other.

Riddle slowly pulled out of you and stood up to go look for something to clean the two of you up with. You wanted to cuddle for a bit, but you figured that you could do that after.

After a moment, Riddle returned with a warm wet towel and cleaned you both off, swabbing all evidence of your lovemaking from both of your bodies. You bent up at the waist and gave Riddle a light smooch to the tip of his nose in thanks. If you could believe it he looked far more embarrassed now than when the two of you were fucking. 

“Do you need to go back to your dorm?” You asked tentatively. You wanted him to stay, of course, but you didn’t want to cause him to get into trouble either. 

Riddle seemed to be mulling something over until he snapped his fingers in realization and his sweet smile turned into a conniving smirk.

“Rule 782: The Queen may share a bed with suitors of their choosing prior to their betrothal to access their ability to cohabitate.” He said this sentence like it was the most obvious answer in the world.

“Betrothal? Are we betrothed?!” You had no memory of agreeing to do anything other than aggressively trying (and succeeding) to get into Riddle’s pants at this point.

Riddle shook his head no, which let you deflate slightly.

“Only if you play your cards right,” He said, winking and giving you a smooch on the cheek.

Well, too late now to pretend to be coy, you supposed.

Thank you so much for reading! I hope I did our 'liddle Riddle justice! Let me know your thoughts or any ideas you want to send my way. Thank you!

Love you, reader!

Requested Tags: @yandere-kou, @daeda21, @aikochan4859, @prince-zukohere, @star-gods, @sarahyumiko2, @dari-kun, @kit4kat256, @kashasenpai, @loverofanimeboyz

[anmiruzu]

(anon who requested riddle for the event: i meant prompt 6. the trick-or-treating one. sorry.)

to skip and go trick-or-treating

a/n i like how in-character this would be for him especially since his mother was strict with him growing up so now let’s hope he’s in character (´･ω･`) …also i made this a little long oops

-472 words-

October second,

riddle rosehearts; prompt 06: “what do you mean you’ve never gone trick-or-treating before?!”

as someone from another world, you didn’t think that many of your holidays and traditions would be celebrated here, referring to halloween and many others. but what surprised you more was that there were actually people who did not go trick-or-treating when they were younger.

“what do you mean you’ve never gone trick-or-treating before?!” you exclaim loudly in shock not expecting this revelation.

“well, my mother had always told me that it was a worthless tradition and that candy and sweets in general are not good for my health-”

you interrupt him, “still! to never trick or treat? not even once?”

you never expected this but this was riddle, a hard worker who was strict on both himself and others. so it wasn’t too far-fetched of a story although if it was ace, you would’ve called bullshit on him.

“not even once” riddle repeats, shaking his head. 

you ponder for a moment in thought before speaking up again, “then let’s go trick-or-treating”

“we’re in college, y/n, furthermore, we, more specifically heartslabyul still have to prepare the botanical garden for halloween week.” (i know it’s more of a high school kind of setting considering their ages but it’s called night raven college so just pretend)

“so?”

“‘so?’ we still have our responsibilities! as the housewarden of heartslabyul, i cannot just leave my upper and underclassmen by themselves!” riddle retorts back quite passionately despite knowing deep down he wants to try trick-or-treating, just once, despite knowing he’s much too old for it. 

“hmm” you pause in thought once again, “then i’ll help you prepare; I did promise ace and deuce i’d help them… but… only if you skip the last day with me”

you reason with riddle wanting to show him what he missed out in his childhood.

“...thank you for your assistance, however, i’m afraid i cannot do that”

>>>

after a very long time of persuading the housewarden, riddle agrees; reluctantly but is he really being reluctant? He had always wanted to try trick-or-treating and was always jealous of the neighborhood kids who he saw happily go from house to house.

so when halloween comes around, riddle leaves his post early feeling a little guilty, to go find you.

“riddle! hey!” you wave to him feeling excited, after all, it’s been years since you last trick-or-treated with your friends.   

“hello” riddle greets you, a bit ashamed for skipping even though he did tell everyone at heartslabyul that he would take off early for “personal reasons.”

after meeting up with riddle the two of you took off going on a bus to one the nearby neighborhoods.

>>>

you hadn’t anticipated how awkward it would be; two college students running around from house to house, clearly too old to be trick-or-treating. but in the end it was the most fun you two had in years. 

{31 daydreams of halloween event lineup}

{twisted wonderland masterlist}

[sqvishii]

HOLY FUCK??

SO I WAS GOING THROUGH THE TWST WEBSITE AND CHECKING OUT THE VOICELINES, WHEN I CAME TO RIDDLE'S PART, I WAS LIKE

"hmmm he sounds familiar, lemme search his voice actor up"

AND ITS THE SAME FUKCING MAN (natsuki hanae) WHO VOICE ACTS MIKOTO KAYANO..???

THESE TWO?? SAME VOICE ACTOR?? blawg im going insane

imagine if they met LMAO

[tiyoin]

what do you mean he’s practically a weapon of mass destruction? all i see is a lil guy

[ibee00725]

I have risen from the dead 😞 stitch event riddle semi rendered sketch

Anyways, i offer u guys some crumbs 🤲 i have some days off this week, interacting w stupid customers rlly takes a toll on u lmao dont work in food service kids 🫶

[twstgarden]

❀ ❝ 𝘁𝗵𝗲 𝘄𝗵𝗶𝘁𝗲 𝗿𝗮𝗯𝗯𝗶𝘁 ❞

━ riddle rosehearts x gn! heartslabyul! reader x trey clover (separate) ━ you would have never thought that your precious childhood friend would have a crush on you. (f/n means first name)

requested by: anonymous <3 request type: oneshot requester's message: Hello! I see your request are open🌱🌱 May i request oneshots or scenarios romance with Trey Clover and Riddle Rosehearts, with crush [Reader] who was their childhood friend and based on white rabbit from alice in wonderland. The Reader are in Heartslabyul dorm as well! Feel free to ignore this request if its make you uncomfortable or breaking the request rules. I hope you have a good day💙💙 florist's note: hello, dear anon! i wasn't sure if you wanted them together or separately, but here it is! apologies for the wait~

this work does not contain spoilers for chapter 7, diasomnia’s arc.

do not steal or translate without my permission.

— 𝙧𝙞𝙙𝙙𝙡𝙚 𝙧𝙤𝙨𝙚𝙝𝙚𝙖𝙧𝙩𝙨 —

painting the roses was always a regular task, but painting one with your dearest childhood friend and crush made the task even better than usual.

riddle’s recent incident was a lot to handle. you were there when riddle lost control and overblotted right in front of your very eyes, and you had to fight hard alongside the other involved parties to make sure he comes back to his senses and stop the mess he was creating.

the attempt was successful, save for the fatigue you and the others felt right after battling a magician in their overblot state. since then, riddle has been getting the medical attention he needed to ensure his entire state is well and healthy, and things in the dormitory were starting to return to its usual joyful chaotic state.

it has been a few days since that incident, and you were all preparing for the unbirthday party once more. you stood alongside trey with a clipboard in hand as you checked out all the required items, “white tablecloth, check; pastries including the tarts, check; tea set, check; chairs, check. okay, what else?”

as you continued to mumble under your breath, trey laughed a little as he spoke, “you’ve been going back and forth with the preparations for hours ago. everything is all set now. no need to be nervous.”

“well, yeah, but… it’s my duty to make sure all is well and done,” you spoke with a sigh as you glanced at your vice leader, making him hum in response. “your sense of duty is always admirable, but take it easy, f/n. riddle wouldn’t have your head if one spot goes wrong… i hope…”

trey mumbled the last two words under his breath, but you were well-aware of the words he said, causing you to grow even more nervous as you spoke, “aaaahhh… i better recheck everything!”

before he could say anything else, you ran off and inspected the venue.

“…and there they go.”

…

after assessing the venue, you checked on your pocket watch to see the time, realizing the party starts soon. you quickly went back to where the venue was and held your trumpet, blowing it as you announced, “make way for our leader, the red ruler: prefect riddle rosehearts!”

right after announcing, the crowd started cheering, “three cheers for prefer riddle!”

riddle then came into view as his eyes scanned the entire area, nodding his head in satisfaction, “perfect. the roses are red and the tablecloths are white. truly a perfect unbirthday party. i assume the dormouse is inside the teapot as expected? …well, i guess it doesn’t really matter now.”

“you don’t have to change so suddenly, you know?” spoke trey, “and we can use the jam on the scones, if you’d like. we don’t have to stop altogether at once. we can take things slowly.” riddle hummed in response as he glanced at trey, “yes, you’re right.”

you sighed in relief, causing riddle to glance back at you as you quickly straightened your posture and kept quiet. riddle smiled at you before looking around, “…wait!” he then pointed at one rose that was white in the sea of red roses, “that white rose…”

immediately, cater panicked and started questioning ace and deuce if they forgot to paint the other roses. at that moment, it seemed like chaos was about to erupt and trey was quite ready to console riddle, but unexpectedly, riddle smiled.

“i’m joking~ i won’t get mad over every little thing now,” spoke riddle, causing you to smile a little in response, “and it will be quicker if we painted it all.” the other heartslabyul students were relieved and thrilled to know their heads won’t be chopped this time.

you and riddle stood side by side as he held his staff and used his magic to quickly colour an entire rose bush red in a blink of an eye, making your eyes twinkle in admiration. “woaah~ you were always so cool when it comes to magic!” you stated as you painted the roses with him, “hehe, i remember when you tried to make a tart appear out of the blue, but you couldn’t!”

your giggles were met with riddle’s embarrassed huff as he spoke, “i was not as advanced as i am now, n/n…”

“but you’re still cool!”

riddle blushed lightly as you kept complimenting him, ‘and you’re beautiful…’

you two continued painting the roses as he grabbed one red rose and took off its thorns, making you pause your painting as you looked at what he was doing to the flower.

before you could speak, he tucked the rose behind your ear with a small smile – you could sense how nervous he was at that point.

“there… you look nice…”

— 𝙩𝙧𝙚𝙮 𝙘𝙡𝙤𝙫𝙚𝙧 —

losing your precious pocket watch is actually a blessing in disguise.

“where is it? where is it?!”

you fumbled around your belongings in search for your pocket watch that you lost earlier. you had remembered placing it on the lounge as you were working on something over there, then you went to the kitchen to grab a glass of water and came back with no pocket watch beside your study notes.

“i can’t lose it, no. maybe i was imagining things…” you told to yourself as you rushed back to the lounge and started taking off the cushion and even lifting the flower vase settled atop the table. during your search, the vice leader came across the lounge and feigned curiosity, “what are you doing, n/n?”

hearing the familiar voice made you look up as you sighed, “i lost my pocket watch. can you help me find it?” you were frowning as you said those words, and he immediately agreed to your request. you spent a few minutes in the lounge until trey suggested some other place, “maybe you left it outside and you did not remember? let’s check the tea garden.”

you were a little hesitant.

“i had it in my possession when i was in the lounge, though… it would be impossible to see it in the garden…” you spoke, causing him to smile at you reassuringly. “trust me, n/n,”

and so, you did.

you were quick to reach the tea garden as you were naturally a fast walker and runner. upon arrival, you saw a single table that was set up so perfectly as if someone was about to have tea with a partner. the tablecloth was laid perfectly along with the flower vase, the plates, the utensils, and of course, the sweets for dessert.

and right there, beside the sweet platter, was your precious pocket watch.

you gasped and immediately rushed to the table, grabbing your pocket watch before looking at the table. from your side of the seat, there was a folded piece of paper that had a smiley face on, making you glance back at trey to see him smiling at you.

you instantly knew what he was doing. you laughed a little as you crossed your arms, “you sneaky little guy.”

he laughed in response as he spoke, “sorry, n/n. i initially wanted to properly ask you out, but i… kind of chickened out. i didn’t mean to make you anxious, though!”

light-hearted laughter was heard from you two as you replied, “don’t worry, if anything, i like the way you executed this. it gives me a sense of adventure and the result was sweet. well then, shall we?”

© twstgarden 2023 || please do not steal, translate without my permission, or use this to train a.i.

[notghostboo]

riddle on the discord whiteboard

[artsybelle1015]

little headcanon for riddle i have had on my mind for awhile.

i feel as if riddle isn’t attached to the idea of gender, like you can call him any pronouns and he just… won’t care at all. he doesn’t rlly care if what he wears is girly or boyish, just likes what he likes. he doesn’t label it either since it doesn’t rlly matter to him on being a boy or girl

riddle as well is panromantic in my heart and will love anyone regardless of gender as long as he is being held.

[dark-kind-of-mystique]

𝑹𝒊𝒅𝒅𝒍𝒆 𝑹𝒐𝒔𝒆𝒉𝒆𝒂𝒓𝒕𝒔🌹: 𝑻𝒉𝒆 𝒔𝒕𝒓𝒊𝒄𝒕 𝑸𝒖𝒆𝒆𝒏 𝒐𝒇 𝒉𝒆𝒂𝒓𝒕𝒔

𝑻𝒘𝒊𝒔𝒕𝒆𝒅 𝒘𝒐𝒏𝒅𝒆𝒓𝒍𝒂𝒏𝒅 𝒂𝒆𝒔𝒕𝒉𝒆𝒕𝒊𝒄: 1/?

[rayisalive]

Can I request something for your Camp NRC Au? Imagine Riddle taking reader out on a picnic date in the woods by camp? I tuink it’d be very cute.

!¡A/N: AAAAA I LOVE THIS IDEA SO MUCH! This is a great idea and I hope I did it justice.

!¡Includes: GN reader, Riddle x Reader

←Magical Tears(part 2) Plush Toy→

Gathering up all his courage, Riddle made his way to the secluded area in the woods, flowers and picnic basket in hand.

He had arrived almost half an hour early ready to prep everything for your arrival. The flowers to be given to you? Fresh. The food? Cooked to perfection.

Everything had been perfect and ready for your arrival, all it needed was you.

As you walked up his breath had been sucked out of him. You were breathtaking, beautiful and amazing in every way a human could be.

Walking up to you he took your hand, leading you to the prepared area, ready for your date.

・Riddle is a flustered mess. He's not used to doing romantic things, especially such as something like this.

・He will do everything to try to be the best gentleman he can, while also making sure none of the queen rules are broken.

・He tried his beat to make the food himself, like the sandwiches and sweets. Of course they aren't the best, but they're not as bad as Lilia's sad attempts atleast.

・You'll have to coax him into doing more romantic acts, maybe even tease him if you want him to initiate them.

・Afterward you go explore the woods and look at flowers because yes.

Extra:

Imagine walking through the forest after your picnic and holding hands as you enjoy the scenery and look at flowers and all other types of plants around you. Imagine his genuine smile as he enjoys your time with you, able to relax and let his guard down, putting his full attention on you. The blush dancing on his face as you kiss him on the cheek, or lips, as you walk away back to tour cabin, ONLY FOR ACE AND DEUCE TO COME RUNNING OUT AND TERRORIZE RIDDLE-

©rayisalive 9/16/22 None of my work is to be translated, plagiarized, or reposted without my knowledge. If I inspired you be sure to tag me so I can check it out!