Riddle Rosehearts Scenarios - Tumblr Posts

Soft cuddly riddle is the best💖❤️💖❤️💖❤️

❥︎ Character; Riddle Rosehearts Game; Twisted Wonderland

❥︎ Genre; Cuddling at night with his s/o headcannons

❥︎ Warnings; » none «

❥︎ Notes; some cute fluff for our adorable redhead. i love him so much, he deserves the world asksjshdj + this is a bit short cause it's 9am and I haven't slept yet, my brain can't think of anything else <\3

It will take a while into the relationship for him to be comfortable enough to sleep with you on the same bed. Poor baby would probably be too embarrassed the first few times (although he would try to not show it). He would try not to get too close to you and would be too nervous to intimate anything.

The first time that you two slept next to each other he was a bit awkward and just opted to hold your hand instead of cuddling. He does eventually gain more confidence and shuffles up next to you for a hug, to which you happily reapociate, although he still doesn't know where to put his hands so they just waver above your body for a few seconds before he lowers them down on your waist.

After a couple more times, he'll get more comfortable around you and will even rest his head against your shoulder or neck. He's definitely touch-starved so expect yourself to find him subconsciously cuddling even closer to you when he's drifting off to sleep!

There isn't really any big spoon or little spoon while cuddling. You both just wrap your arms around the other and/or hold each others hands. Although he won't be opposed to being the big spoon if you had a bad day or just need some comfort in general.

This boy will notice immediately if there's a slight change in your demeanor, and will confront you about it (in private of course) but whether or not you want to tell him, is all up to you. Either way, he will do his best to cheer you up. He knows he's not the best at comforting but he'll still try to whisper some assuring words in your ear while cuddling together.

He isn't one to attempt a lot of physical affection but you'll feel him plant a soft kiss on your forehead when he thinks you've drifted off to sleep

Give him some affection in return and litter his pale cheeks with some kisses and his cheeks will turn as red as his hair

Riddle is a quiet and peaceful sleeper so don't worry about him snatching your blanket or rolling on top of you while sleeping. It's most likely that you'll find him in same position that you remember him sleeping in.

Riddle is also an early riser so usually he's the one who will wake up first. Although that doesn't mean you haven't woken up before him a few times before. And it's truly an adorable sight when you do, since you get to see his cute bed hair!

His red heart shaped strand will be sticking out all over the place as he rubs his eyes sitting up before he catches you staring at him and blushes slightly, embarrassed, patting his hair down, knowing what you were looking at

Overall, this boy is such a sweetheart to cuddle with. Would recommend 10/10 <3

Hetty

I wish I was the reader in this💓😘💓😘

Hello! Finally the orders are open, I've waited so long to order something for you as I love your writing. Could you make headcanons where (Y/N) is walking when she is accidentally pushed and lands on top kissing on the lips with Riddle, Leona, Malleus, Jamil and Azul, how did the boys react getting a kiss from your crush?

sorry if my english is bad, it's because it's not my first language

Oh my, now you make me blush (/////) I hope that you like it and have a great day!

🌹 Riddle’s head nearly exploded. It was so damn loud at the garden of the Heartslabyul and the feeling that you – his crush – will come to visit him, while he has those headache and grumpiness, made him a little bit upset and mad. Could the first-year gang maybe be nice and calm for a day? Maybe it was too much to ask for… 🌹 But then something unexpected happened, that changed Riddle’s current emotion, as his stomach bubbled in joy and happiness. 🌹 You walked to the garden, whistling a sweet tune with Grim walking next to your side. As Grim got excited by the tasty smell of one of Trey’s cakes, his tail swung around, hitting your feet and making you trip over it. Grim hissed in pain, as you fall down before you could have greeted Riddle properly, pulling him down on the ground with you on top of him. 🌹 If Riddle’s lips weren’t occupied with your soft ones, that accidently graces his, by falling on top of the red-haired dorm leader, he would have gasped. His cheeks got redder than the color of the paint, the younger students had to paint the roses in, while you immediately stood up, helping Riddle, who tried to ignore the whispering voices of the nearby students. “D-Don’t apologize… It’s alright…” Riddle tried his very best not to stutter in front of him. The blush on his cheeks spread out, making even his ears blush, as the joyous dorm leader turned around and walking to a table and nagging at the laughing vice-dorm leader.

🦁 Leona just wanted one thing. To take a nap! It was so calm and relaxing in the botanical garden of the school, but he knew that it will change sooner or later, as you wanted to talk to him. The lion didn’t know what you exactly wanted to talk about, but he didn’t really care, as he always enjoyed your presence. 🦁 Perhaps it was the fact that he had a crush on you or maybe you were not as annoying as some other students. But what has happened, surprised him more than anything that he had seen at the school. 🦁 Grinning, while you had took a look at the video you wanted to share with Leona, you walked towards the sleeping lion, until one of your friends had the most greatest ideas he had in store. To push you to the lion. You always thought that it would end up badly, if you would wake up a sleeping lion, but this time, it shocked you, as Ace pushed you to your crush, making you fall on the lion. 🦁 Leona’s eyes sprung open, staring into yours as he felt your lips on his. Was this truly happening right now? Were you kissing him? Did you do it on purpose? By the shock in your eyes, he knew that it was an accident, but he couldn’t help himself and just wanted to tease you, as you jumped up. “Well, I don’t mind any wake-up kisses. But next time, do it without Trappola’s help.” The lion winked at you, turning on his side with a smirk on his lips and trying to hide side slightly flushed face.

🐙 Azul sighed, as he heard the booming voices of your friends, who discussed something not-important in the Monstro Lounge, making the place louder than it usually was. Couldn’t he just have one day, without the students to be so loud? Probably not, but he doesn’t mind the fact that you were there, smiling at your friends before you rose up and walked to Azul. 🐙 But Azul nor you noticed the mischievous smirks of the tweels, who stood near you. They just wanted to help out their dear friend and how could they help? If two sweet people just bumped into each other. Perfect idea! Well, at least it was to them. 🐙 You gasped loudly, feeling hands on your back before you fell down, making Azul try to grasp you as fast as he could, but he was too slow. Falling down with you on top of him was something that he had never even dreamt of, even though he had too many sweet dreams of you. 🐙 And to share his first kiss with you, even ended up unexpected. How would he one day tell his kids of the day, he kissed his crush and their future parent!? Only after a second Azul’s lips had felt yours, his face blushed madly and you could swore that you saw his glasses getting foggy, before Azul babbled; “I-I’m sorry! I have something to do in my office!” Rushing away, he closed the door, leaning on it, having dozens of thoughts of that sweet kiss he wished to have again.

🐍 Jamil rubbed his fingertips on his forehead, while he watched the students of Scarabia running around to prepare the next party, even trying to make a bigger and greater party than the previous one! The only good thing of Kamil’s parties was one first-year that happened to go to the parties, as they were a close friend of Kalim’s and Jamil and surprisingly also the vice-dorm leader’s crush. You. 🐍 And like any good friend, Kalim had dozens of ideas for his dear friend Jamil, rambling around how he could finally confess to you, but Jamil would always roll with his eyes, ignoring the white-haired boy. “Or just kiss (y/n)!” Jamil laughed, shaking his head at the newest idea. Just kiss you? He wished to do this, but he knew that you would never wanted to share a kiss with him. 🐍 But during the party, Jamil had thanked the great seven for the current moment, as many people danced around, pushing some other sometimes, which resulted in you getting yourself being pushed towards Jamil, who you wanted to talk with. 🐍 Jamil grabbed your wrist, wanting to help you, but fell down with you. His head bumped onto the ground, making him hiss, but his thoughts got interrupted as he felt something he always wanted to feel, since the day he got a crush on you. Your lips. It was as if two puzzle pieces finally found each other, but maybe you didn’t want to kiss him, which is why Jamil immediately stood up, pushing himself through the big crowd and leave you there, while the dark-haired boy tried to calm down his racing heartbeat.

🐉 Malleus’ smile never left his lips during the entire night, ripping away several flower petals and mumbling to himself words of; “Child of man likes me… Child of man likes me not…” But when the last petal fell down and he had whispered the sad words out loud, he mumbled that the flowers might have lied to him. How would a sweet being like you ever feel the same he did? 🐉 “I’m sure that it’s another lie.” He sighed, turning around to see you running towards him with Grim behind you. “Sorry for being so late! Grim needs another can of tuna and will go to Ace and Deuce now.” You explained the presence of your little friend, who bumped into you, after you stood in front of the fae prince. 🐉 Shocking all of you, Grim bumped so hard into you, that you tripped, making you and Malleus fall down like in all the animes you had watched! Who would have known that the small creature next to you, could be so strong!? 🐉 Malleus lips were under yours, smiling at the feeling of your lips, while Grim stood there shocked, nearly fainting at the sight he had seen. To the tall fae it was like a sweet story written in wonderful fairytales, while it was a big nightmare for Grim. He had wished to never see such a thing, as it was too gross for him. “Ew! I will go, bye, henchman!” The stormed away, leaving you two alone. Flustered by what has happened, you stood up, apologizing to him. “No, my child of man. It was no problem.” He smiled, putting his hand on your cheek, while he smiled at you happily.

A flustered riddle is the best riddle❤️🌹❤️ . Great job as always @wolken-himmel

In which (Y/n) helps Deuce and Ace paint the roses for an upcoming unbirthday party. As the prefect hums a tune to pass the time, Riddle can't help but join in.

A perfect moment to capture for Cater's camera!

Request by anon.

"Ace, we're never gonna finish in time if you slack off like this..."

You put your hands on your hips as you came to a halt in front of him. There was a frown on your face when he lazily raised his gaze to look you in the eyes. Still sitting slouched against the stump of a large rose bush, he let out a yawn and put his feet onto an unopened bucket of red paint. "Ugh. Stop it, (Y/n)," Ace murmured and waved you off. "You're beginning to sound like Riddle." Then, he closed his eyes and tried to doze off again.

Yet, you wouldn't have any of it. Your frown deepening, you kicked his feet off the paint bucket. The gesture drew an annoyed huff from his pursed lips.

"(Y/n) is right though," Deuce cut in before the two of you could tear each other to shreds. The tension evaporated as the two of you turned your eyes to the blue-haired boy in surprise. "The Unbirthday Party is in a few hours..."

Again, Ace waved him off. "Don't sweat it, Deuce. Everything will be finished by then!" Then, the red-head's eyes lit up, an idea just having crossed his mind. The annoyance on his face was replaced by a smile as he turned to you and suggested, "How about we split up to cover more area?"

Despite the Cheshire cat grin on his face, you couldn't bring yourself to disagree with his idea. You let out a little chortle, amused about the fact that, sometimes, Ace's ideas weren't as bad as they seemed. After all, he was the epitome of 'work smarter, not harder.' But most importantly out of all, you were sick of babysitting him; he was a teenager and could do things himself, or face the consequences alone.

So, you shrugged. "Sounds good to me." A satisfied smile on your lips, you grabbed your abandoned bucket of paint, and brush. "You'll find me at the rose bushes near the flamingos, then," you threw over your shoulder as you disappeared behind the tall rose bushes.

Ace watched your disappearing figure intently, and only once he couldn't hear your footsteps anymore did his shoulders lose their tension. A grin on his face, he put his hands behind his head and let his back slump against the bush again.

"Finally, (Y/n) is gone..." he muttered under his breath.

Deuce immediately began to panic upon realising that Ace had no intention whatsoever to get to work now. An exasperated sigh escaped his lips as he cried out, "Ace, what are you doing?" The usually calm expression on his face was gone, now replaced by a look of mild anger. His hands tightened into fists, and his left eye began to twitch. "Just because (Y/n) is gone doesn't mean—"

Ace rolled his eyes. "Nobody will ever know—"

Yet, before he could finish his sentence, he noticed a shadow towering above him, the new figure having approached him from behind. The air suddenly became stagnant, causing him to shudder in discomfort. Deuce, too, grew rigid and nervous, but didn't dare to say a word.

"Ace."

Both first-years recognised that strict voice — it was their dorm leader.

Immediately, Ace scurried to his feet in panic. When his wide eyes finally spotted Riddle standing beside the bush he had just used as a resting place, the poor first-year began to sweat nervously. "Oh, by the Great Seven! I was— I was just working before you came to check on us, dorm leader," he exclaimed and bowed. "Deuce was the one slacking off, not me!" His finger pointed at his friend accordingly.

Deuce gritted his teeth. "Oi, shut up. (Y/n) scolded you, not me."

The anger on Riddle's face seemed gone at the mentioning of your name. Yet, his face remained red as he nervously asked, "...(Y/n) is here?" No longer did he look intimidating; instead, he looked like a shy yet mildly excited child.

Ace nodded immediately. "Yes, but uh... that lazy prefect is slacking off!" he exclaimed, a knowing grin on his face. His finger pointed into the vague direction you had disappeared to. "You should go check—"

Riddle quickly regained his composure, but his grey eyes were still sparkling with excitement. Hiding his smile behind a series of coughs, he turned on his heel and walked to where the troublemaker pointed. "I will check on (Y/n), yes." Still, he narrowed his eyes when he was about to leave the two first-years. "But I'll be watching you, Ace."

The red-head saluted. "Yes. Of course."

They watched nervously as their dorm leader walked off into the distance. Once they were sure he was gone, they let out a breath of relief and wiped the beads of sweat of their foreheads.

"Dorm-leader Riddle likes (Y/n), huh?" Deuce asked, surprised.

Ace retaliated with a grin before he returned to his resting place beneath the rose bush. "Yes, he seems to be really fond of—"

"And you used it to your own advantage..." Deuce muttered under his breath. His eyes were full of disapprovement as they glared at the resting red-head.

"Hey, it was an emergency! A matter of life and death, if you so will."

°°°

"All the flowers would have very extra-special powers~" you sang to yourself while gliding the bristles of your brush against the fragile petals of the white roses. Your eyes were closed in delight as you handled the flowers with utter care, simply enjoying the silence undisturbed by your friends' bickering. "They would sit and talk to me for hours."

Unbeknownst to you, Riddle stood behind a tall rose bush just a few metres away from you. It hadn't taken long for him to find you; he just had to follow the trail of painted roses until his ears could pick up the faint sound of your enchanting voice. The latter was the reason he couldn't bring himself to barge in on you and your idyllic state of mind. And he couldn't deny that he enjoyed your singing; it somehow managed to calm him down — make all the stress of organising this Unbirthday Party disappear.

"When I'm lonely in a world of my own," you continued to sing, laughing. "Within that world of my own... I could listen to a babbling brook~"

His grey eyes grew in surprise — he knew that song! "And hear a song that I could understand..." he muttered under his breath, right as you were singing the same exact verse.

Unable to keep down his excitement, his voice grew louder. "I keep wishing it could be that way," he sang along happily. "Because my world would be a wonderland~"

A gasp escaped your lips when you whipped around to finally notice his figure concealed by the rose bush. His red hair blended in well with the roses, but the shrubbery still revealed the pristine white colour of his dorm uniform. Surprised, your fingers uncurled from around the hilt of your brush, and it dropped to the grassy ground.

"Riddle— oh my—" you stuttered out when he stepped out of his hiding place in embarrassment. "I didn't see you there—"

His face was as red as the roses you had just painted. "I-I am sorry!" he cried out and waved his arms around in a way you had never seen him act before. His composure seemed gone as he stammered on his own words. "It never was my intention to startle you—"

"Don't worry about it. I'm fine." You shot him a smile that succeeded in making him grow quiet again, but the panicked expression on his face still remained.

Behind a rose bush in the distance, Cater let out a quiet giggle as he lowered his phone in happiness. "And that's it! Got everything recorded. Oh, MagiCam will love this... #romantic, #fairytalesinging, #riddlewillkillmeoncehefindsout, #otp..."

I think my heart skipped a beat or two from reading this, OMG why is he so adorable😍😍😍😍😍😍 thank you for doing my request @mad-hatter-alice and sorry to hear you were sick yesterday, hope you feeling better

Since it’s almost Valentine’s Day can you do a romantic fluff with Riddle and MC, could be a romantic dinner or making chocolate covered strawberries for him. Thank you💖💗💖

To smell the roses...

Riddle Rosehearts x Gn!Reader

I went with the romantic dinner idea! So sorry this was done late, I felt a little sick yesterday t-t

"IS EVERYTHING READY for (y/n)’s arrival?” Riddle inquired as he stood by the entrance of the tea garden. Cater was sitting on top of a ladder, touching up on the decorations, while Ace and Deuce made sure that the white tablecloth was spotless and that the correct eating utensils have been laid out on the table.

"Yep~! I can assure you that the decorations look totally aesthetic!" Cater replied, quickly snapping a selfie to digitally preserve his hard work.

"We're almost done with the table," Ace added, dusting his hands with a quiet sigh, "Deuce! Light the candles, and then I'll spread the rose petals." Nodding, Deuce did as he was told by casting a minor fire spell to strike the wick with his magic pen. Grabbing a handful of rose petals from the straw basket laid on the grass, Ace proceeded to shower the table with petals, completing the romantic setting that Riddle had planned out earlier. The red-haired dorm leader folded his arms over his chest, humming in approval.

"Wonderful. All that's left is for me to check if Trey is finished-"

"Yep, the food is ready to be served at any time. Honey garlic glazed salmon for the main course, and apple walnut tarts and Earl Grey tea for dessert," Trey interjected, appearing behind Riddle whilst adjusting his glasses' position with a smile, "You just focus on making this the best Valentine's night for the prefect, okay?" The vice dorm leader proceeded to fuss over Riddle's appearance, fixing his gold-coloured cravat that was a little out of place, checking that his red tailcoat was free of any creases, as well as securing his rose pin on the front left lapel. After tucking his left bangs behind his ear, Trey took a step back from him and proudly put his hands on his hips.

"Don't forget the roses!" Cater exclaimed, pushing a bouquet of said flowers into Riddle's arms, "I texted them to come to Heartslabyul in their best outfit an hour ago. They should be here soon~" Turning to the ADeuce combo, he then waved his magic pen at them, magically changing their clothes into matching butler outfits. "And our two butlers are prepared to serve the host and his guest tonight. Alright! Now that everything is ready, we'll head back to the dorm."

"Good luck, dorm leader Rosehearts!" Deuce said, smiling encouragingly, "I promise that I won't mess anything up while serving the food!"

"Don't let this romantic dinner date flop~" Ace teased, causing his dorm leader's left eyebrow to twitch in annoyance. Trey yanked him away in the speed of light to prevent the first-year from saying anything else that might trigger Riddle's wrath right before an important event.

As soon as the group disappeared from the area, Riddle heard you call his name behind him, prompting him to turn around. Eyes going wide, he saw you dressed in your finest attire for the surprise dinner he had set up for you tonight in Heartslabyul's tea garden.

"Wow, you're dressed very formally," you commented, your eyebrows shooting up in surprise, "Is there a special occasion? Cater even told me to dress up without telling me why..."

"You look stunning, (y/n)," he uttered, unable to tear his gaze away from your form.

You blinked as your cheeks became warm at his unexpected compliment. "O-oh, thanks-" In a poor attempt to change the topic, you inclined your head towards the rose bouquet in his arms. "What's that for?"

As he quickly remembered why you had been invited here, he wordlessly approached you and then held the bouquet out to you. "These roses are for you. You told me a week ago that it'll be Valentine's Day today and that you've never celebrated it with anyone back in your world." He paused, observing the surprise in your expression. "Since you've done so much for Heartslabyul, I wanted to take this chance to repay you and... to deliver my feelings for you."

You had to take a moment to let Riddle's words sink in. Once you've gathered your wits, you shyly accepted the flowers from him and cast your gaze to the grass below, suddenly finding them more interesting than the red-haired dorm leader standing in front of you.

"Th-thank you, Riddle. I really don't know what to say..." you murmured, only to feel his slim fingers slide under your chin to tilt your face up, coaxing you to meet his earnest eyes.

All the scenario practice he did with the Heartslabyul gang finally paid off.

"Follow me. I've prepared something for you, and I hope you'll like it," he said, his other hand reaching out to clasp one of yours. As your fingers interlocked, he led you inside the tea garden and beckoned you to sit down by the table. He then took a seat across from you, and on cue, butlers Ace and Deuce came strolling in with the plates of food Trey had whipped up for this occasion.

Once again, you were surprised; you didn't think Riddle had it in him to plan a romantic dinner.

"You don't have to give me an answer right now," Riddle softly began, "but if you are willing to let me make you the happiest person in Twisted Wonderland today, nothing else would bring me greater joy."