Riddle X Male Reader - Tumblr Posts
This is so bbg im so kilig rn
A Foreign Feeling Called “Love”
pairing: riddle rosehearts x male! reader
cws: homophobia, internalized homophobia
notes: i’m so sorry for disappearing from tumblr for two months i forgot my password. but hey masc presenting riddle stans, here’s some crumbs for you. riddle-centric fic but (Y/N) is in it idk how to explain it. written in second pov in the beginning then third pov in the middle (reader uses he/him). i might make a part 2 where riddle confesses to the reader if anyone wants it
—
Riddle always thought he was straight. His mom had always said that she wanted her son to marry “the perfect girl” and would constantly bring this up. He’s never had feelings for girls either, but he simply believed he was a late bloomer in romance. Oh that girl over there is cute? I mean she is, but he’d never imagine dating them.
Riddle’s lack of romantic interest had stayed with him up until he got accepted into NRC. During his first year, specifically the entrance ceremony, someone had caught his eye. That someone was you. Yes you, the person who nearly knocked over the dark mirror. Yes you, the person who dropped their magic pen and fell on top of Riddle. Yes you, the breath of fresh air Riddle needed. It was a funny story really.
—
Riddle had been paying no attention to the ceremony before your accident. You had just gotten sorted into Heartslabyul for whatever reason, and nearly knocked over the dark mirror after walking away.
You panicked and held the mirror in place afterwards. Riddle had a look of shock on his face. How could someone be so careless? How could someone be so clumsy? How could someone look so cute when flustered? Wait… cute?
Had something awakened in him? Riddle was twiddling with his thumbs trying to grasp on how he thought you could be- well- cute! And plus, you were a guy. Boys can’t like boys, he’s always been taught this… Those thoughts clouded his mind, but were immediately interrupted with the feeling of falling down and a sudden thud.
On top of him was a red flustered face. Your lips were quivering with embarrassment while your hands were clammy. Your hands and legs trapped him beneath you, like a predator catching it’s prey. Riddle noticed all the details of your face in those 10 seconds.
Your beautiful eyes gave him all the attention he had ever wanted. Your lips were so kissable, he just wanted to comfort you and pepper you with kisses. Your cheeks were oh so red, and he had wanted to touch them and feel the intense heat.
He couldn’t talk though, he was sure his face was more red than yours. Riddle felt his own heat that covered his cheeks. This feeling of embarrassment was different than before. This feeling of thinking, and now seeing this person was so new to him. Such a foreign feeling had a special place in his heart.
“I’m- I’m so sorry! Please forgive me I tripped on my magic pen and didn’t watch where I was going and I tripped and I really didn’t mean to fall on you!” You had explained in a hurry.
You got off of him after you apologized, realizing the whispers amongst the crowd. The snickers you heard, the small teasing. They meant no harm really, they just found this hilarious. Truthfully this woke them up.
Riddle has gotten off of the floor and dusted off his robe. Cheeks still red, he looked at you with annoyance. Yes annoyance, this had to be the feeling he was feeling. Not love, right?
“Please watch where you’re going next time, or else it will be off with your head…” Riddle said while averting eye contact.
You apologized once more and were pulled away from him.
“(Y/N) (L/N), I would expect better from a new coming Night Raven College student!” Headmage Crowley had scolded.
(Y/N)… that was his name. Riddle would have to keep it engraved in his memory.
Since then, you’ve always been on his mind. He had you in a few classes and would always get reminded of the time you were on top of him. That mental image of your flustered face never left his mind, no matter how much Riddle tried forgetting it.
And with being in the same dorm as you, he was bound to see you. Sometimes he would see you in the common room studying. Other times he’d see leaving for classes.
You always seemed uncomfortable around him though. That was partially his fault though, he made it seem like he hated you after that. Every time Riddle would walk towards your way, you’d always walk the other way or would be as still as a statue.
He never thought his first year experience would be like this. Riddle was worried that you hated him instead. His feelings for you were so fuzzy, he couldn’t understand it. So he went to his best friend Trey Clover for some help. Surely he’d be of some use.
—
“Yeah you like him.”
WHAT?! No, there was no way he would be in love with another boy. All his life he’s been taught that this is wrong, this is disgusting. Although he’s never felt love before, maybe he could try this. What no, what is he thinking?! He’s gross, he’s disgusting, what would his mother think?
“I’m sure I do NOT like him, Trey.”
Trey simply rolled his eyes and sighed.
“The way you explained it to me made it seem like you have a crush on them. I mean, no one explains the person they dislike as someone you want to “hug and comfort while wiping their tears”. Sounds like you’re in love.”
The hugging and comforting while wiping his tears part wasn’t gay. He just wanted to comfort him whenever he was stuck on homework and looked like he was about to cry. Not gay.
“I’ve- I’ve never felt love before. And either way, (Y/N) is a boy. I can’t be in love with- with another boy!”
Riddle was fighting with himself inside. On one hand, he did enjoy (Y/N). He enjoyed seeing their behavior from the side, noticing all the small things he did like slightly tilting his head when he was confused. He also gripped his pencil harder when he had a hard time on homework. Oh and (Y/N) also covered his face whenever he was embarrassed and it would always be the cutest thing… but he wasn’t interested in men.
“Riddle I know how your mother feels about same sex couples, but they aren’t gross or disgusting, they’re just themselves. They’re just like us, they just want to love the people they love normally without feeling shunned.” Trey explained while comforting Riddle.
Riddle never thought same sex couples were gross, he only thought of himself as gross if he were to ever like another boy. His mother would always express her potential hatred towards him if he were ever gay. He was just scared. Scared of disappointing his mother. Scared of being shunned from the world.
“I know- I know Trey. I just need time to think about this whole thing. Thank you.” Riddle said while leaving.
Trey simply waved, knowing Riddle would need some time alone.
—
Riddle entered his dorm room and flopped onto his bed. Love is so weird. It’s so gross. It’s an icky feeling, why would people like it so much?!
He grabbed a pillow and screamed into it. These emotions are so weird. They hurt his head too much, he just needs to focus on his studies. His mother would be disappointed, wouldn’t she.
Riddle went back to seeing you at the entrance ceremony. You were something fresh, something new. You were yourself. That’s what he liked about you. Your quirks reflected your true self, one some people wouldn’t know. On the surface you seemed air-headed and impulsive, but after taking one good look at you, you were far more than that.
Fuck maybe this was love. Riddle still feels gross about this. Defying what he was taught all of his life in a matter of a few months. It would take a lot of time and self-love to accept this, but Riddle didn’t have the energy to do so. He had his mother he needed to make proud. So the best solution would be to push down these feelings.
—
A week passed after his talk with Trey. A full week of knowing he liked (Y/N). He couldn’t take it, he couldn’t take seeing you in the hall or in classes. It hurt his head, but more importantly it hurt his heart.
That all had changed after one fateful day. The day you had talked to him after alchemy class. Riddle was packing up his books and felt someone grab onto his wrist as he was leaving.
“R-Riddle Rosehearts…! I um- I need to talk to you!” You stumbled out with the same flushed face that never left Riddle’s mind.
Why would (Y/N) want to talk? Didn’t (Y/N) hate Riddle?
“W-What do you need (Y/N)?” Riddle asked, staring at (Y/N)’s hand, still grabbing onto Riddle’s wrist.
You sighed and covered your red face with your free hand.
“I want to be friends! Wait no I- I don’t hate you I swear. I know you always look at me whenever we’re in the same room, I really hope you don’t hate me or think I’m annoying. And I’m sorry if I’ve ever made it seem like you hate me. I just thought you’d never want to see me after the entrance ceremony, so I tried to distance myself from you…”
Riddle had melted inside. You were so caring, so sweet. You didn’t want to make him feel uncomfortable so you never talked to him.
It took Riddle a few seconds to think of an answer to you. From (Y/N)’s end, all they could see was the flushed shocked face of Riddle Rosehearts.
“I- Well I never hated you as well (Y/N). I just- just don’t know how to respond to certain situations.”
Just like the entrance ceremony, he averted eye contact. (Y/N) smiled, and brung his other hand to clasp Riddle’s wrist.
“Then are we friends now?” (Y/N) asked excitedly.
Riddle couldn’t say no to his adorable face.
“I suppose we are.” Riddle responded, still red.
Yup, Riddle was definitely in love.
Falling in love (Riddle edition)
At last, my first fanfic! I'm planning to do this for everyone, and Riddle is the first one. In this series, I'll write a one shot in which the character meets, falls in love and confesses to the reader!
Pairing: Riddle Rosehearts x male!reader (he/him)
Warnings: None!

Riddle's love for rules developed in a love for control long time ago. That's why the punishments for breaking them are so harsh, he just has to make sure that everything is under his grip of dominion. He needs it, he craves it and he succeeds.
That is until he met (y/n), a non-magical boy his age from another world. Ever since his eyes met Riddle's on the ceremony, the red haired's mind went completely numb. He doesn't understand why, that voice makes his heart shiver, that gentleness turns his face hot, and that overall presence makes him feel things, those which he cannot control.
He is confused, he can't do anything about what he is feeling, but it doesn't bother him at all. To the contrary, those thoughts of hugging (y/n), having his company... Kissing him? He craves that know. These new feelings are so strange, he haven't had any talks about them, the only talks he had with his mother were about girlfriends, not boyfriends, so he thought that what he was feeling was completely platonic until Trey stepped in.
Trey saw his dorm leader talk to (y/n) when he was looking for Riddle. When he noticed the gaze they were giving to each other, one full of the glitter of romance, he had to ask the control obsessed boy.
The vice-leader filled Riddle's cup with tea as he is thinking how to ask him about the matter.
-The new boy, (y/n) (l/n). -Trey finally said as Riddle sips from the cup.
-What about him.
-You seem really infactuated with him.
Riddle almost chokes on his tea when he hears that.
-What do you mean with 'infactuated'?!
Fearing a off with his head, Trey swallowed a bit of his saliva and, keeping his cool, proceeded to keep talking.
-Riddle, you need to talk about what you feel.
Then, what he said was really eye opening to the red haired. He is feeling love for a man, and now his face is burning in a red, hot sensation of embarrasment and realisation. What can he do know? He is completely lost, without a clue of what he can do with this new information.
That was one of the reasons he overblotted that day. All of the wrongdoings of his mother combined with being lost, he just needed Ace to slap on his face to make him explode. In that state, he saw his beloved tearing up with fear as he tried to reason with a berserk version of him, that broke him internally. That with that past strawberry tart incident, he just had to cry everything out.
As he is crying on the floor, a warm embrace accompanied with fingers sliding gently in his hair makes him open his eyes widely. It is (y/n), he is hugging Riddle on the floor, kneeling as he murmurs sweet words to him.
-Don't worry, Riddle, I'm here for you. -(y/n) says to his ear.
Now, the leader knows what to do, he has to confess his feelings.
On one evening, Riddle has to make sure his plan thought with every single detail in mind works out. The first step of this plan was a success: he has (y/n) studying with him in a private yet beautiful part of the Heartslabyul gardens. Now, the second step is ready to start.
-(y/n) -Riddle calls him, recieveing a soft 'mhm?' with a smile in return. 'Great seven, how I love that smile.' He thinks as he tries to keep his cool. -I really like control, I saw it as clear as water when I overblotted.
-Yeah, you really do. But don't worry, you're working on it, right?
-Sure, but did you know I had something I cannot control even before I noticed? -(y/n) looked at him with curiosity as he started trembling and sweating from nervousness.
-Riddle, are you alright?
-(y/n), I-I really... -he sights heavily- Can I... kiss you?
(y/n)'s face matched Riddle's redness as he let the information sink in, this is a dream come true for him, after all. When he agrees, both of the boy's lips click together as (y/n)'s fingers caressed Riddle's hair the same way he did when the leader overblotted. Riddle's embraces his beloved's neck.
-I really like you... -At last, said Riddle when his lips separated from (y/n)'s.
-I like you too. -He corresponded with a smile.
Riddle's love for rules developed in a love for control long time ago. But now he has something he can't have charge of, and he loves it.
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!