Twisted Wonderland Riddle - Tumblr Posts
Hi guys😋
Band camp is in 10 days and I've only just started getting back into doodles but uh TWST has been on the brain (to absolutely no one's surprise) and I was gonna wait till I got at least all my Heartslabyul and Octavinelle designs done buttttttttt I got impatient 🤭

FEATURING THE FAVES💕💕💕 I don't imagine Riddle any different than his canon design, BUT I do headcanon that all the overblot boys have some kinda depigmentation from their overblot marks, just cause the game doesn't really talk about the after effects fr (for obvious Disney reasons but yknow)

AS FOR FLOYDDDDDDDDDDD I just like the idea of merman/beastmen/fae students having more distinguihable features than the human students !! (I also just really like marks and markings and patterns and and) But other than that !!! He's basically regular shmegular Floyd 🫶🏼
AND THEN

CATERRRRRRRRR HEADCANON That he has ONE dimple on his right side and that the right side of his face is a little more expressive than the left !!! Just cause !!!
~Dorks in wonderland~
Episode 4 Lilia Vanrouge x Gnreader
Y/N: I can fix everything in this world....even without magic... Grimm and Ace's grades...
Grimm/Ace:Hey!
Y/N: Deuce, Riddle and Epel's anger issues
Epel:Oi!
Deuce:That hurt Y/N.
Riddle:You're lucky I'm in a good mood.*clearly pissed*
Y/N:I can fix the tweels' psycho behaviour
Floyd: Oh come on shrimpy we are not that bad! I just love squeezing you !
Jade:*chuckles*
Y/N: I can even make Leona DO something!!
Leona:Herbivore don't provoke the lion...
Ruggie:They are right though.*snickers*
Y/N:But YOU...*points at Lilia*
Lilia:*smiles innocently*
Y/N: YOU....AND YOUR CULINARY SKILLS ARE THE ONLY THING I CAN'T FIX.
Lilia:Oh come on, little bat I'm not that bad.
Y/N:"Not that bad"you say? Then....*points at the burned kitchen * EXPLAIN THAT TO MY DORM KITCHEN. HOW CAN YOU BURN A KITCHEN WHILE MAKING TEA!?
Lilia:I was trying to do something special for you little bat.*puppy eyes*
Y/N:*slipper in their hand*
Lilia: Looks like my charm won't work this time...am I right ?
Y/N: yes *pissed as fuck*
Lilia:....*runs away*
Y/N:COME BACK AND FIX THIS MESS, YOU PUNK!!💢💢
Silver:*embarrassed of his father's behaviour*

Dorks in Wonderland~
Episode 12
Riddle:Very well everyone,let's start our study session!
Ace/Deuce/Grimm:Alright!
Riddle: Y/N, you have problem with math right??
Y/N:Yeah...numbers are not my thing.
Riddle:Don't worry, we'll start with something simple. Here's the question: if you have 10 strawberries tarts and Ace asks you for 2. How many do you have left.
Y/N:10.
Riddle:Let's try again...if Ace takes 2 of your 10 tarts without asking how many do you have left?
Y/N:10 and he has a broken hand.
Everyone:.....
Ace*shocked*
Riddle:*sighs annoyed * Let me rephrase if Ace forcibly takes 2 of your 10 strawberries tarts, how many do you have in the end??
Y/N:10 and a dead body.*straight face*
Ace:*seriously concerned for his health and life*

"How to care
with Riddle Rosehearts"

Sitting in his dorm room, trying to fulfill his nightly routine, regret was evident from the slight tremble in his fingertips. It typically happened at the first sign of agitation.
As he replayed all that happened in his head, he couldn't identify the cause for his unrest. The only eventful result from this day was the fact that you both had chosen to split up. But why would that bother him? He was the one who claimed he'd prefer to be alone to focus on academics.
Maybe it was your demeanor that haunted his body. How conflicted you appeared. It wasn't like you were shocked, at least you didn't show it. It was more akin to acceptance, or the struggle to accept the current circumstances.
"If that's what would be best, I won't stop you from leaving," you paused briefly before continuing again, "but I won't be here waiting for you to choose to play that role again."
A curt nod was all you received before he turned on his heels and left you on the steps leading to ramshackle.
He didn't feel much after the interaction until he got back into his dorm. More irritable and agitated, most of his dorm appeared to avoid him actively. That was fine. He'd be fine. He always was.


Realized I never posted this kvkvkbkn the fact that I drew this for school is uncanny in of itself
-🌒
• When You Sculpt •
I vividly remember someone requesting for hadcanons of how Riddle and Malleus would react to a Yuu who did sculptures, there was also a 3rd boy but I genuinely can't remember who TwT (threw in the fae dad for substitute). This request was sent around last year and the ask itself is gone so to whoever sent that forgotten ask, may you find peace now with the complementary drink .
When you create sculptures

Someone of his background would have at least some sort of take regarding sculptures right? And even then it's limited to what he knows of their use within history's narrative.
For one he's aware that royalty such as the ever revered Queen of Hearts would flaunt their might through embellished luxuries, sculptures of their visage being one of them.
So to hear you, the prefect, having a level of adapetivity with that specific art... you have his attention. Depending on whether you wear gloves on the daily are leave them bare, he'll find out with the smudges of material left on your calluses.
At first he thought not much of it, maybe it was from an activity in class that day? Who knows, however his thoughts were disproved when you came up to him at an unbirthday party's aftermath.
It was rare for students to approach him after the tradition, after all no one wants to stay any longer within the rule's chokehold, before he could interrogate your sudden approach he was kept silent by the clothed object within your two hands.
"You'd like for me to unveil it...? This isn't an attempt to prank me is it?"
You'll have to forgive his suspicious considering the dorm he runs, but the genuine expression on your face convinced him enough to entertain your request, sure enough he wasn't disappointed no far from it.
Gifts were something he wasn't sure of, normally they were given in a beneficial sense by his mother or perhaps a favor if it's from some no name mob, but the hardened clay figure shaped to resemble him met his pale gaze, he was rendered speechless for a few moments.
Coughing to regain his composure he gently allowed his own two hands to take the base of the figure from your grasp, upon closer inspection he began to take in more of the details you paved down the block of material, down to the illusion of his dorm's cape cascading behind the sculpted figure of him.
He never thought someone would actually see him in such admirable light, Riddle appreciates your work and intends to show his gratitude with his actions towards you and the gift itself, if you're lucky enough to be close to him... you may just see it displayed on his study table. And whenever he's in doubt during a draining time all it takes is a lingering stare at that gift, assured that someone at one point revered him not as a tyrant, but as a hardworking figurehead.

Malleus is, royalty we all know that. So it wouldn't be a surprise that he's has had other artisans pave his image on blocks of materials for the sake of show.
And yet even then he couldn't help but to feel warm when he saw your shorter stature running up to him in the dead of night at Ramshackle's foyer, holding a miniature figurine of him with your initials engraved under the base.
All those gold and marble depictions of him at the royal ground in Briar Valley were grand yes, but there was something more personal with your craft, something meaningful with the nights you spent to perfect the curve of his two horns.
He doesn't admit it to your face, but you'll have to forgive the fae for catching you working hard near your bedroom window on nights you didn't see him on the grounds. That's one of the things humans fascinate him with, their general drive to pursue a goal with what little time is on their hands, and with a prefect like you who's bound to an array of duties and obligations? Your time is precious, even he understood that.
He even kept the satin green veil you used to cover your (admittedly not surprise) gift, the imagery of him standing ever sternly with his hand gripping the dorm's staff was one he thought was executed nicely.
"You seem to have a knack for this sort of craft...if I may intrude, would you care to share where you learned your skill?"
Whether you were eager or calm with your narration, he'd take in every word and sentence with great interest. The sculptors he knew were all seasoned in age and even then they were what you'd consider polymaths in their own right, so to see an ordinary human from another world practice the same meticulous art was of great amusement to him.
The Diasomnia dormleader stores your gift somewhere safe, when he got back to the dorm he easily handled the plethora of questions thrown by the ever loud first year retainer he fostered. Waving a dismissive hand and painting your work with quaint praise.
There at the top of his bookshelf far from his other belongings, stood the minuscule depiction of the fae prince himself, the satin cloth used as a surface cover in order for the green hue to reflect off the solid figure whenever the light hits it at the right angle.
In shorter terms, Malleus has once again been given a reminder of what humans can manifest should the circumstances garner them to do so. And on nights before slumber he gazes back to that gift with a personal sense of fulfillment.

The vice dormleader of Diasomnia knows many things about many subjects, more than he'd like to let on unfortunately. His take on sculptures were that of a veteran's.
He knew what they meant and possibly entailed, they can either be made to glorify a hero's victory, or perhaps to foretell the wrongdoings of some villainous figure in the form of flammable wood. Either way he knew the effort that was poured into making sculptures regardless of reason or material.
It was a simple Friday for him, classes have finished and he was about to make his way to the light music club's vicinity when he slowly caught your nearing image within his peripheral vision. With an ever friendly wave he greets you and your... sweating state?
Lilia tilts his hear at your current state, seemingly tired from what he assumed was walking all the way here holding something fairly heavy, at least that's what he guessed on the covered object you held so dearly. The third year didn't wait for your words- immediately raising the magenta cloth out of his own curiosity...and great seven he had no regrets.
There under the piece of cloth was what looked to be himself sitting upon an Ivy grown wall, wanting to see more he snatched the cloth off the piece allowing the sunset's hue to settle on the solid figure that depicted none other than him.
"What's this we have here? It's safe to assume it was none other than you who paved such a piece~? Fufufu I quite like it you definitely caught all my features."
Like Malleus, he most likely have already his fair share of sculptures dedicated to him back home at Briar Valley as a veteran to their history, but minor musings such as the one you tired delivered to him? He finds it pleasant in every right!
You were so busy catching your breathe he never allowed you to speak for yourself, going on his own tangent regarding how well done you carved out the vines that climbed the brick wall his miniature self sat on. Judging by the level of details he can only assume you were adept in your field of craft.
A string of chuckles left the fae, easing you of your burden by taking the figure into his own hands while waiting for you to finally regain your composure. His thumb grazed an embossed part behind the sculpted brick wall of the piece, raising the gift to inspect it closer only to see a hastily embedded signature, yours most likely!
To receive a gift such as this from an isekaid student, Lilia would deem it as rare among all the ones existing in the world, after all only few ever receive homage of respect from a non twisted wonderland native right? Lilia will take pride in that aspect, patting you affectionately on the head and leaving in his fae way leaving you alone in the halls. Before dropping by at the light music club he'd put the gift away in the comforts of Diasomnia's lounge where all may be graced with the glory of your creation. Lilia as eccentric as his way was, deeply appreciated the sentiment.

Interactions for Riddle and Vil pleaseee
“Hey Vil, what are the qualities that makes a person fit for Pomefiore? I don’t think I would have most of those qualities, so why do you keep me around you?”
“Riddle, would you like to try the strawberry tarts I baked? I know they’re no where close to how Trey bakes them, but I tried to make it good.”

“Honestly, do you want my real answer or something you’d like to hear..?” It could’ve been rude to those none the wiser, but if there’s one thing Vil had learned from Epel— it’s that some people seek an answer not for satisfaction, but for assurance.
“Many foolishly assume that Pomefiore is simply all about beauty, an unfathomable pursuit for what’s eye-catching… I’m unamused by such assumptions, to be frank.” He gave you a side glance, checking if you were still listening before resuming.
“The unrelenting efforts of the Beautiful Queen, this dorm I lead thrives on its active progress. I need neither fool’s gold nor useless gems that only serve ornamentally. What I need are fruits that have yet to bear their final ripeness. It just so happens that I’d like to selfishly cultivate you myself… are you content with my answer?”
He saw what you can do even before you can feel it, do you accept it?

“You know, Trey doesn’t have to be a standard. But I guess you’re the only one who truly knows the extent of your abilities…” Forking a piece the Dorm Leader took a humble bite out of the sweet dish. It was as sweet as he expected it to be— and like your prediction it wasn’t as perfect as Trey’s.
“It’s delicious, I’ll give it that. I wouldn’t say it’s terrible either… considering how better it’d be compared to what I would’ve made.” He’s still trying to get used to sprinkling humor every now and then, hearing how it’d keep the dorm members’ morals in check.
“I’d like to share this with the others, would that be alright with you? I do think it’s still something to be proud of in the end, who knows? Maybe you’ll find more willing taste testers to.”
But please, don’t replace him as your primary one.

⸢𝐂𝐇𝐀𝐑𝐀𝐂𝐓𝐄𝐑 𝐈𝐍𝐓𝐄𝐑𝐀𝐂𝐓𝐈𝐎𝐍𝐒 𝐄𝐕𝐄𝐍𝐓 ➽ 𝐒𝐄𝐄 𝐇𝐄𝐑𝐄⸥

LET'S EAT THE ROSES
Have a small crackfic with riddle because I said sooo
–—–—–—–—–—–—–
Riddle: *gives you a rose he handpicked as a gift* For you.
Y/n: *looks at the rose and takes it while examining it*
Riddle: Is something wrong Y/n? *blushing*
Y/n: *chomps the rose petals in one bite while riddle looks horrified*
Riddle: WHY'D YOU DO THAT?
Y/n: *looking unphased* I was hungry and roses are nontoxic
Riddle: *pure disappointed face but head pats you* Lets.. Get you a proper snack and a new rose
Y/n: *smiles* Okay!
THANK YOU @uniquethingtastemaker FOR MAKING THIS REQUEST AND THANK YOU @wolken-himmel FOR WRITING IT. MY HEART CAN’T HANDLE ALL OF THE FLUFFINESS AND ADORABLENESS. I WILL BE READING THIS EVERYDAY.
In which (Y/n) randomly kisses Riddle in front of a pursuer to get rid of him. Now, they have to act like a real couple to convince that pesky pursuer to leave (Y/n) alone.
Yet, it seems like (Y/n) is getting more and more immersed in their fake-relationship. Just don't be too affectionate with the inexperienced boy, alright?
Request by @uniquethingtastemaker.

"So, (Y/n), what is it that you need to talk to me about?"
Riddle had been quite curious when Trey told him that the Ramshackle prefect had requested a private talk with the Heartslabyul dormleader. As much as he hated to admit it, he had been unable to concentrate on class earlier this day due to you occupying his mind all the time. He was dying to know what you needed to tell him; and secretly, he hoped that it mayhaps was a confession.
Yet, you finally stood in front of him, in the middle of some corridor in the large building of the Heartslabyul dorm. With the way your hands were kneading one another, you made quite the nervous impression on Riddle, especially with how you always glanced around, almost like you feared someone watching you two.
"Uhm— so there's this..." you croaked out, avoiding Riddle's pressing gaze, "this pursuer from your dorm that just won't—"
Riddle opened his mouth, about to inquire further about what you were speaking of. An unrelenting pursuer trying to win your affection? He would make sure to collar him, especially since his affection seemed unwanted, which made Riddle strangely ecstatic. Yet, as he was about to ask more questions, another voice reached his ears.
"(Y/n), my darling!" a boy dressed in a Heartslabyul uniform sang, his eyes in the shapes of hearts as he pranced around the corner. "Are you here?"
You immediately tensed and let out a startled and scared yelp at the dreadful sound of his voice. Turning to the confused dorm leader, you took a daring step closer to him. "I'm sorry, Riddle," you whispered hastily as your eyes finally looked into his.
Riddle furrowed his eyebrows. "Sorry for what—"
"Sorry for this," you muttered before wasting no time in grabbing his collar and yanking him towards you, so that you could capture his lips in a passionate kiss that you hoped would scare your admirer away. Riddle seemed flabbergasted with how wide his eyes were ripped open and how warm his face turned when you began to press your body against his. Yet, it seemed like he couldn't let out a sound, nonetheless protest and demand you to let him go — not that he would have if he had been able to.
A gasp from beside you caused you to pull away from Riddle, your closed eyes slowly fluttering open again to find your pursuer standing next to you with his jaw on the ground. "What?!" he cried out as his eyes darted back and forth from Riddle — who still had that surprised look on his face, albeit with a dreamy twinge to it — and back to you. The poor Heartslabyul student's breathing was erratic as he tried his best to get rid of the disbelief occupying his eyes. "You're dating the dorm head?"
You nodded eagerly, still a little bit breathless from having kissed the one you were still holding by his collar. Slowly, Riddle was recovering, too; he tried his best to not appear too surprised since that would be very counterproductive in your endeavour to convince your pursuer of your relationship. "U-Uh— yeah!" you chirped, watching as the fellow first-year's heart broke with every passing second. "Riddle is my little uhm— my little hedgehog! Isn't he adorable?"
Just to prove your point, you got onto your toes and lovingly ruffled your boyfriend's hair. Riddle narrowed his eyes at you, realisation finally setting in that you just had used him for your own gain — and yet, the kiss you two had shared, if only for a brief second, still wouldn't leave his mind. His lips were still tingling, and his heart was still racing.
"Oh... if you're already in a relationship with Dorm-Leader Rosehearts," the poor student croaked as he shrank under his dorm leader's unsettling glare, "then I'm sorry for all the complications I caused you."
You let out an airy laugh while letting go of Riddle's collar to instead wrap your arms around his neck loosely. Putting your head onto his shoulder, you shot your dejected pursuer a forced smile. "Yes yes, it's very alright." He seemed so hurt and sad that he didn't seem to get the message that you wanted him to leave, so you had to spell it out to him by politely asking, "Could you leave us alone now?"
The boy hummed with a frown on his face and scrambled away, his eyes a little bit teary. You felt a little bit bad for him, but this wouldn't have happened in the first place if he just had accepted your rejection and moved on instead of bothering you day and night in hopes of making you fall in love with him.
Once he was out of ear-shot, you took a deep breath and peeled yourself away from the dorm leader, who had been strangely silent and compliant so far. The red tint to his cheeks never really had disappeared, but he seemed to have regained his composure by then.
"Okay, Riddle," you murmured as you took a step back, avoiding his gaze once again. "I'm ready to be killed. Yell, 'It's off with your head!' at me already."
Finally, Riddle had turned back to his usual angry self. "You— You just kissed me! Out of the blue!" he screamed at the top of his lungs, his thundering voice causing the ground to shake and the windows room vibrate. His cheeks had turned a deep red, and he was seething in utter fury as he suddenly towered over you despite you two being about the same height. "And you called me 'your little hedgehog'!"
You winced as you looked up to see his eyes burning holes into yours. "It had to look convincing!" you cried out in panic, desperately grabbing onto his sleeve to hopefully calm him down — that always worked whenever he was yelling at Ace and Deuce.
Indeed, Riddle seemed to calm down at the sight of you looking up at him with big adorable eyes. Rubbing his temples, he closed his eyes and let out a strained sigh. "Well, you seem to be in quite a lot of trouble due to this relentless pursuer," he muttered, slowly calming down again. "And it would be a shame if he continued to pursue you—"
"Right! He's been running after me for weeks already—" You latched onto Riddle, hanging onto his neck with your chest rising and falling in exasperation; woeful sobs accompanied your words, so much that Riddle found it hard to push you away. Instead, he awkwardly patted your back in hopes of cheering you up again. "And I don't think I can take it any longer..."
Riddle breathed out to get his heartbeat to slow down. "Since you've pulled me into this mess," he whispered playfully to mask the anxiety that was haunting him, "we have to act convincing now to make our relationship seem real."
Immediately, you pulled away and grabbed him by his shoulders. "You would do that for me?!" you cried out in utter happiness, to which Riddle merely nodded awkwardly. "Oh, Riddle! You're so kind and generous!"
Pride swelled in his chest at your praise, and he couldn't help but flourish under your words. "I‐I hear that all the time."
•••
The next day, you sat in the cafeteria with your new boyfriend and the rest of your usual friend-group! It had taken quite a lot of convincing to make Riddle take a seat at your table, but even he couldn't deny that he didn't want to flaunt to the others — especially Ace, for some strange reason — that he finally had a girlfriend.
Yet, he didn't expect you to be so openly affectionate with you — so much that he was ready to burst any other second now.
"Open up, Riddle!" you cooed as you held a spoonful of pasta to his lips, your eyes sparkling in adoration while soft giggles escaped your lips.
Riddle hesitantly opened his mouth, which earned him praises from you. He closed his lips around the spoon that you soon pulled out of his mouth again, ready to take the next spoonful from your plate. Once he finished chewing and swallowing, Riddle shot you a confused and embarrassed look. "Why— Why are you feeding me?" he croaked out, his legs under the table trembling with how much affection you were showing him; he wasn't used to someone fussing over him so much! His cheeks as red as his hair, he begrudgingly accepted your next spoonful of pasta. "Is this something couples do?"
Laughter escaped your lips at his words. "All the time!" you chirped as you put the spoon back onto you tray before wrapping your arms around Riddle's torso, pulling him into a side-hug.
Ace had been covering his eyes all the time, frowning and quivering in utter disgust. He just wanted to pass this off as a strange fever dream, but whenever he pinched himself, he just couldn't wake up! Carefully nudging Deuce's arm, he shakily pressed out, "Deuce, do you have any of the bleach left?"
"No, you used it all up earlier when they kissed," Deuce mused while happily nibbling away at his sandwich, not really paying attention to Riddle and you — this pretty much was like a normal lunch to him.
Grim, just like Ace, seemed very not amused by his place on your right being taken by the dorm leader. "Get away from my henchman, you crazy lunatic!" the cat hissed as he tried to press himself between Riddle and you, succeeding temporarily until you picked the big cat up and lowered him into your lap.
"Grim!" you chided as you scratched him behind his ear, which you knew was his favourite spot to be petted at. And indeed, it drew a series of satisfied purrs while he shot Riddle an arrogant look that celebrated his domination. "Don't be so mean to my boyfriend."
Grim, ignoring your words, continued glaring at a confused Riddle. "Just so you know," Grim hissed with his eyes narrowed, "I have an eye on you, Rosehearts."
You let out an amused huff before lowering Grim onto the bench again, hoping he wouldn't scratch your boyfriend's eyes out next time. Riddle made sure to scoot a little bit away from you, to which you responded with scooting closer to him with a sheepish grin on your lips. "Your cat is quite feral, (Y/n)," Riddle remarked as he peered down to watch you hug his arm, a bright smile on your lips.
You let out a little chuckle and forced an eye open to gaze up at him. "Don't mind him, Riddie!" you cooed, laughing at Riddle's confusion. Of course, Riddle could have collared your rude companion already, but he had decided he would try his best to not punish your friends today — yet, they were testing his patience, and he was struggling with all the pent-up anger he couldn't let out in front of you. He was snapped out of his train of thought when your dabbled a napkin against the left corner of his mouth. "Wait, you have something right next to your lips. Let me wipe it away for you."
Riddle silently watched you, a horrified look in his eyes as you looked up at him with your eyebrows scrunched up in concentration. You looked so adorable — so much that Riddle had to hold back squeals that would surely make Ace bully him.
Grim let out a jealous huff as he glared at a smiling Riddle. "He's enjoying it more than he lets on..."
Lunch was over sooner than expected, and now, Riddle was accompanying you back to Ramshackle dorm due to Grim having spilled water all over your shirt in an attempt to get your attention. Riddle, like the gentleman he was, had immediately taken off his blazer to drape it over your shoulders, worried that you would get sick with your soaked blouse.
You loved wearing his blazer — it smelled just like him! Of fresh strawberries and newly made tarts...
As you were walking side by side, you had the courage to suddenly extend your hand and snake your fingers around his, until you finally had intertwined your fingers with his. Riddle let out a gasp, and his head shot towards you with a red tint to his cheeks.
Giggling to yourself, you gave his hand a soft squeeze and muttered, "Your hands are so soft, Riddle!"
Riddle looked like he was about to explode with how bright his face had lit up. The way your fingers playfully teased his made his heart skip a beat. "U-Uh— you're okay with holding hands?" he asked through heavy stutters. "My mother always said that I shouldn't hold hands before marriage!"
You rolled your eyes and took one last deep breath of his blazer before raising your head to look at him with quirked eyebrows. "Tsk, we've kissed already..." you drawled as you leant closer to him, evoking a shy shriek from his lips. "So what's bad about holding hands?"
Riddle was desperately trying to keep his dignity and pride with how much he tried to distance himself from you — although his attempts were rather half-hearted. "Touche..." he muttered in defeat, finally giving your hand a shy squeeze, too. A smile broke out on your face: Who knew the usually so stoic Heartslabyul dorm leader was so shy when it came to matters of the heart? "I can't think straight when you're this close, (Y/n)—"
A mischievous smile etched itself onto your face as you came to a stop, your hand pulling Riddle towards you. "What happens if I kiss you, then?" you asked innocently, smiling from ear to ear.
Riddle let out a little squeak like the hedgehogs back at Heartslabyul always would. "I'd die."
You quirked an eyebrow before suddenly shooting forward and gently putting your lips onto his; again, Riddle was stunned — just like the first time you had actually dared to kiss him. Before he could realise what was happening, you had pulled away already with a giant grin on your lips. "You're not dead, Riddie~" you cooed and booped his nose.
"(Y/n)!" he screamed after having finally snapped out of his trance. "You can't just kiss me out of the blue!"
You silenced him by putting your index finger to his lips, and it strangely worked, much to your surprise. Looking around you two, a little bit suspicious of your surroundings, you murmured, "Hush, my pursuer was walking past us, so I had to make sure to get the point across."
Riddle frowned and rolled his eyes. "We're all alone here, (Y/n)," he said, deadpanning.
You let out a little huff at being caught red-handed. "Okay fine..." you whispered, trailing off with a nervous chuckle. "Maybe it's time for me to tell you that I've grown feelings for you ever since we began this charade! You're just so... adorable! Your reactions are the best."
Riddle was speechless. "You..." he croaked out, thinking he was dreaming, "have feelings for me?"
"Of course! Who wouldn't like you?" you asked with a giant smile on your lips. Reaching out with your hands, you cupped his face in your palms. "You're very special and precious to me, Riddie."
A smile blossomed on his lips at how genuine you seemed, and he couldn't help but admit that he would have missed your affection if your fake-relationship were to end. Putting his hand over yours, he admitted, "I love you, too... but—" All the affection on his face disappeared and was replaced by a frown. "—stop calling me that stupid nickname—"
A childish frown appeared on your face at his words. "But, Riddie, all couples give each other silly nicknames!" you cried out, smashing his cheeks with your hands lovingly. "And we're a real couple now, aren't we?"
His cheeks reddened at your words, and he couldn't help but not deny your adorable shenanigans. "Well, then I don't mind that much..."
My heart can’t take how much of an adorable tsundere Riddle is❤️❤️ thank you @wolken-himmel for writing another masterpiece
In which Riddle has a hard time accepting the fact that his crush (Y/n) is much taller than him — especially because of Ace's relentless teasing.
Can he get over this pet-peeve and confess his feelings to (Y/n)?
Request by anon.

"Aw, imagine if Riddle and (Y/n) married!"
Ace had a giant grin on his lips, aimed to irritate the already furious Riddle even more. Deuce, who stood next to him, was glancing back and forth between Ace and Riddle, hoping that this wouldn't lead to a full-blown catastrophe that he would have to solve later.
Riddle crossed his arms, and his cheeks were a dark red. "Trappola," he pressed out through clenched teeth while doing his best to not appear too flustered by Ace's words.
A mischievous glint appeared in Ace's eyes. "(Y/n) would be the one to carry you bridal style, no?" he asked before immediately breaking out into wild cackling that left Riddle and Deuce speechless, the latter especially questioning if Ace wanted to die today.
"Shut up, you idiot!" Riddle growled, although his voice pitifully broke at the end.
"Ace," Deuce reprimanded as he stepped between them before Riddle could throw himself at Ace and tear out his throat in one sweep. A sigh escaped the blue-haired boy's lips while sweat trickled down his forehead from all the stress. "You should stop before the dorm-head explodes."
Ace shot his friend an innocent look, about to open his mouth again before he was interrupted by a new presence appearing beside them, having arrived unnoticed due to the three students being too busy with bickering. You tilted your titled to the side and crossed your arms, asking, "Stop with what?"
Riddle immediately stopped screaming when his eyes fell on you, and he froze in his movement. Slowly closing his mouth, he averted his gaze to the floor and began traipsing around. "(Y/n)!" he cried out, his voice an octave higher as he still avoided your gaze. Then, before you could ask if he was alright, he snapped around and hastily rushed off. "I—I should go..."
Awkward silence followed afterwards, especially from your side — confusion was all that occupied your mind. Just as you were about to open your mouth to ask what had happened here, Deuce beat you to it by loudly hissing, "Nope. Nope. This won't do."
"Deuce?" You shot him a worried frown, one that he only responded to with an exasperated groan. Meanwhile, Ace was laughing loudly that you thought he had gone mad. Slapping the red-head's shoulder to get him to shut up, you returned your attention to Deuce again to ask, "What's up?"
"(Y/n), help me..." Deuce whispered while burying his face in his palms, letting out a series of exasperated whines. "I can't stand by and try to stop Riddle from killing Ace any longer."
Ace rolled his eyes and let out a little scoff. "I'm not that bad."
"As I said," Deuce drawled while glaring at Ace with scorn and fury in his blue eyes. Although he continued to speak to you, his unwavering glare never left Ace's. "Our dormleader is even stricter whenever he's in a bad mood — and lately, he's always been in a bad mood."
You sighed, scratching the back of your neck. "I wonder what's up with Riddle..."
•••
A few days later, you were on your way to Heartslabyul to find your two idiot friends that had been babysitting your other idiot friend for the day. As you entered the front plaza of the dorm property, you were met with the dorm leader himself seemingly waiting for someone in front of the entrance.
You tilted your head to the side at the sight of Riddle, who had been avoiding you for the last days. Not intending to waste any of his time, you shot him a curt nod before walking past him; yet, his hand shot out and curled around your wrist, catching you off-guard. "(Y/n)," he said, his voice and expression unreadable as you turned around to face him. "I need to talk to you."
Surprised, your eyebrows quirked up. "Oh? Hello, Riddle!" you chirped, happy that he finally had decided to stop avoiding you. Turning around fully to face him properly, you shot him a bright smile. "What do you need?"
"Uhm— so I think my shoelaces are undone..." Riddle slowly removed his hand from your wrist to let his arm hang limply by his side again. His eyes never really met yours, always trained at the floor as if he was afraid of facing you truly. You quirked an eyebrow since you were a little bit taken aback by what he was implying. "And Ace causes me back problems... so would you be so nice and tie my shoelaces for me, please?"
Suspicious for real now, you tilted your head to the side and pursed your lips, which left him quite scared that you would laugh about him like Ace always did. He began trembling, but his expression never changed from that steely unreadable frown. "How does Ace cause you back problems—"
"Just do as I said!" he barked, and you winced.
Exhaling in defeat, you got onto your knees to grab the laces of his shoes that he wore instead of his boots for PE. "Okay... fine." Picking up the shoelaces of his left shoe, you quickly tied a knot before adding a neat bow on top. Your fingers moved quickly, and you soon were finished with the other shoe, too.
Just as you were about to get up, Riddle put a hand on your head to keep you on your knees. "No. Just stay there," he exclaimed, suddenly feeling much more confident. A grin spread on his face as you peered up at him curiously, wondering why you couldn't get back up again. The high of the moment gave him enough determination to do what he had planned all along. "Alright, I'm ready to do it."
"Do what?" you asked while furrowing your eyebrows. "And why do I have to keep kneeling like this?"
Riddle finally no longer had to think about the fact that you were taller than him — even if it was just for the moment. Taking a deep breath, he quickly blurted out, "I really like you. I really really like you." His cheeks grew redder the more he spoke, and you quickly caught on to what he was doing. Laughter spilt from your lips at the silly situation you had gotten yourself into, but Riddle remained serious as ever. His fists were shaking by the time he finished with his confession with a simple question. "So would you do me the honour of being my girlfriend?"
Amused, you merely retorted, "Can I... stand up again?"
Riddle grew irritated by your reply that didn't do anything in answering his question. His heart still wildly beating in his chest, he croaked out, "Only once you've told me your answer."
You nodded, grinning from ear to ear. "Of course! I'd love to be your girlfriend, Riddle!" you chimed, which left Riddle yapping for air in utter relief. He removed his hand from your head and allowed you to rise to your feet again, which you wasted no time in doing so. Giggling at his bashful expression, it was now your turn to extend your hand and pat his head. "You're really precious and cute—"
"I'm not cute!" he protested immediately.
"Fine, then you're handsome." Your smile softened, and so did his frown. You pulled back your hand, cooing, "Is that better?"
"M-Much better," Riddle replied shyly, his voice quiet and meek. So, it was surprising when he let out a loud shriek upon you wrapping your arms around him and raising him up into the air, all the while hugging him close to you. The dorm leader immediately began thrashing around in your arms, furious screams escaping his throat. He would have collared you if it weren't for you restraining him with your hug. "Hey! Let me down this instant!"
"No~" you cooed, laughing. "And there's nothing you can do about it!"
@drac0nia does it again with her amazing writing skills. Love this headcannon so much, thank you
So happy your requests are open again!! Can I request a scenario where the s/o tries on their lovers dorm clothes when they are not their and they get caught. Super fluffy and can the pairing be Riddle X Reader please. Thank You :)

— 𝐖𝐚𝐫𝐝𝐫𝐨𝐛𝐞

Pairing(s) ; Riddle Rosehearts x Reader
Tw ;
srry if it isn't fluffy enough-

It was boring waiting for your boyfriend to come back to his room and finally cuddle each other but of course he is busy. You looked around his room; inspecting objects that catches your interest and throwing mocking expressions to the photos of Riddle's mother. Eventually you found his dorm uniform, the texture and design was so eye-catching, the way how his cape flows, the tiny yet beautiful crown are just there waiting for you to try it on.
You were having second thoughts on wearing his uniform simply because he might get mad about the crinkles or the overstretched fabric due to your body's height. It tooked you awhile to finally wear it and strut around his room thinking you're the dormleadear now while waving his staff around.
You kneeled as you placed the crown on your head, thinking it's Crowley giving it to you, you stood up and gave the dorm members a proud smile.
On the bed, you sat there, imagining it as the throne while the Aduece duo stands behind you; Riddle stepped forward as you extend your hand for him to kiss. Flattered by the gesture, you played some classical music and invited him to waltz with you.
"My rose, you look lovely wearing this", Riddle complemented you as he looks at you adoringly, "Why thank you, my beloved." You twirled, happy about how gracious you look with the cape flowing with your movements, it felt like you were some chivalrous monarch waltzing with joy for they have been crowned royalty.
As you sink deeper and deeper within your daydream, you hadn't realise the sound of the knocks on the door as it creaked open to reveal Riddle covered with rose red on his face. He was surprised about this.. thing you are doing. "Ahem!", you snapped out of your daydream finally and flailed your hands around to explain. "Okay, look, I know I shouldn't be wearing this but I swear I didn't do anything to it! I was just-", you stopped when Riddle gave you the motion to close your mouth.
It took him awhile to talk but he sat next to you and layed his head on your shoulder/arm, "It's fine but please don't wear this to surprise me, you made me unnecessarily flustered", you giggled at that, he pouted. "I'm sorry but that face of yours is too cute not to tease", you chuckled while you slightly flinched when he lightly pinched your arm.
"Don't worry, I won't do it again unless I want to see that reaction of yours~" you teased while he lets out an annoyed hum, "You're lucky I can't behead you as of this moment."

X Back to directory
X Masterlist
OMG I CAN’T. RIDDLES VOICE AND SMIRK IS EVERYTHING *FAINT*
Thank you so much for translating this @dradelcra ❤️❤️❤️
Heartslabyul dorm admission.
Sweet Riddle is the best!!!!!❤️❤️❤️❤️❤️❤️❤️ Thank you so much for doing my request @fairestwriting
Yayyy. Requests are open!! Can I request a Riddle and s/o headcannon and the scenario is Riddle ends up finding his s/o sketch book and sees all of the drawings of him inside the book and then getting caught by the s/o and the s/o being super embarrassed and apologizing for drawing him. You can either make Riddle be super fluffy and cute or be super fluffy and a little tease to his s/o. Thank you.
Riddle Rosehearts
He didn't mean to go through your stuff, really. You two had just been studying together back at Heartslabyul, and as it turned out, you had forgotten an important book in your room. During your break, you hop off the chair and tell him you'd go get it really quick, and he's left to stare at all of your notebooks on his desk.
They looked messy, which kind of bugged him to look at, so he was just going to arrange them into a neat pile for when you got back — And that's when he comes across to the sketchbook, hidden under two other textbooks and the notes you'd been taking. It looked different from your other possessions, so his curiosity got the better of him.
He opened it, curious eyes on the pages, and it takes him a second to process that it's him on these pages. Riddle is surprised, blinking as he flips through them, his face feeling warm. You'd gotten so many different angles of him... did you enjoy drawing him that much?
That's when you enter the room, and immediately noticing just what Riddle was holding, you yelp, running up to him to grab the sketchbook back, hurrying to apologize, stammering about how you couldn't believe he found something so embarrassing, promising you wouldn't draw him without permission again.
But Riddle gives you one of his rare soft smiles. "You've done nothing wrong, these were really good!" He says, and you feel like you'd be the one going red between you two, now. "I never thought anyone would want to draw me like that, really... but I really love them. " He looks away, and you're both way too embarrassed about the situation, but there's clear fondness there.

if you wanna support my work, you can buy me a ko-fi or commission me!
I BELIEVE IN RIDDLE SUPREMACY!!!!!!! This boy deserves all the hugs and kisses in the world. Thank you so much for doing my request ❤️❤️❤️❤️❤️❤️❤️ @lancermylove
Forgive Me (Scenario)
Fandom: Twisted Wonderland
Pairing: Riddle x fem!Reader
Warning: None
Requested by: @otakuclaud
Prompt: Hello! can I request a TWST scenario with fem reader going to see Riddle in the infirmary after his overblot incident, and Riddle is still very upset about what he did and how he treated the reader that he starts to cry again and the reader comforts him and hugs him. Extreme Fluff. Thank you (✿◕3◕)
A/N: Seeing Riddle cry in that chapter was so sad…he deserves all the hugs in the world!
Word Count: 710
———————————————

The nightmare had finally ended, but Riddle could not stop thinking about it. His duty was to lead the students of his dorm, to ensure their safety, and to care for the ones he loved, yet here he was in the infirmary after nearly killing some of his dorm members and you and destroying Heartslaybul’s courtyard. How could he let his mind lose control?
He sank further into the pillow behind him and sighed, “I should have listened…”
Right as you were about to knock on the infirmary door, you heard him say, “I would not blame them for hating me…”
Quietly opening the door, you forced the corners of your lips up, "Riddle…how are you feeling?”
“(Y/n)…do you hate me?” He asked without meeting your eyes. “You have every reason to…”
Keep reading

I would faint if riddle was staring at me ❤️❤️❤️ and log Floyd being a cute boy wanting to hold my hand 💗
Tagging @emiliastarsparkle @fairestwriting @crispin-kreme @twstloverxoxo @rosieroxy117










Twisted Wonderland “Twist-and-Drag” Series #9 ~ Boys with a Crush don’t act like themselves
tried to keep it IC but might end up with very counter-intuitive results after screenshot xDD
For this series, I’ll be queuing them on Wed & Sat, under the hashtag #NRC twst-and-drag so feel free to check them out and comment if you have funny ideas (no promise, but I may use some ideas for future ones)
Have fun~~
P.S// it might sound obvious but do NOT reuse these gifs pasting another title on top of them and saying you made them, it’s rude ヾ(。ꏿ﹏ꏿ)ノ゙ Here on Tumblr, Alchemivich is very kind to extract most assets from the game and share them for everyone easy edits, so go and spam Chemi with love and have fun making your own gifs from scratch~


🥳🍓HAPPY BIRTHDAY RIDDLE-KUN🍓🥳
LOOK AT THIS CUTIE!!!! HIS SMILE IS EVERYTHING
Wish the game was in English sub so I can play it and get this card, oh well