𝐂𝐡𝐞𝐫𝐫𝐲'𝐬 𝐇𝐚𝐫𝐯𝐞𝐬𝐭𝐢𝐧𝐠 - 𝐖𝐫𝐢𝐭𝐢𝐧𝐠

Hello hello! May i request the shy but kind s/o with trey, jade and rook? (As you can see i LOVE the vice dorm leaders but ik the limits three so i chose my top 3 😁) also thank you! And i think you deserve like- a million followers- cuz yr writing is top tier chefs kiss 👌

𝐂𝐡𝐞𝐫𝐫𝐲'𝐬 𝐇𝐚𝐫𝐯𝐞𝐬𝐭𝐢𝐧𝐠 - 𝐖𝐫𝐢𝐭𝐢𝐧𝐠 𝐄𝐯𝐞𝐧𝐭

| Notes: Hi, anon! Don’t worry! Humm… I see that you choose the “top3 sneakiest and shadiest vice leaders” from Idia’s list lmao And we continue with the saga of the shy kind reader~ In case some readers want more, there’s one for Deuce and other for Jack, Leona, Azul. I’ll make special masterlists for repeated tropes at the end of the event. I really like Trey and writing his was literally sweet but I just had so much fun writing Rook’s! He’s the weirdest of the weirdos but he amuses me. Thanks for the request <3 |

Trey Clover, Jade Leech, Rook Hunt x g!n shy but kind reader / headcanons / fluff / crush to lovers / (half) vice dorm leaders / use of “you” pronouns

Cherry’s Harvesting event 🍒 Masterlist

Gentle Lover

Trey knew you would be good company from the first moment he saw you. Unlike the other students who caused chaos even when they tried to avoid it — you know exactly who he’s talking about — your quieter, more shy personality stood out to him. Which was funny because you didn't used to like attracting attention to yourself;

Trey could understand that. He liked to act like a normal boy and as much as his life had always been relatively ordinary, he was considered the “quiet and proper student” of the class wherever he went. Both that and that classic “big brother” that others can rely on. Trey is reserved but, not necessarily shy or introspective;

When you talk together, it's like baking a cake. Ingredient by ingredient, stirring the dough gently and with a certain dexterity. Trey didn't pressure you to talk more than you liked and there was this implicit feeling that you were free to call it a day and do whatever you wanted after a good small talk. He would understand perfectly;

But ironically, it only made you spend even more time talking to him. Trey also noticed over time that you had a gentle side and even when your shyness was a hindrance, you didn't fail to help others and be helpful. This impression was intensifying more and more;

Before Trey could realize it, he was in love. It was like finding the perfect cherry to put on the cake he was preparing. Such a good, comfortable and sweet feeling. Trey found himself thinking for the first time about something that didn’t involve flour, sugar and stopping Riddle from guillotining the entire dorm;

He handled the situation with the utmost calm. There was no reason to act weird and if he suddenly got shy, you'd get it wrong — as happens in the teen movies Cater insists on recommending to Trey and forces him to watch. Not that Trey considers himself a movie-worthy protagonist but, one way or another, it was better to act normally;

But Trey is never prepared for the way you smile when he greets you as you walk in the hallways or when you visit Heartslabyul. You give a restrained nod but your smile is graceful and warm. It's like someone kneading Trey’s heart on a table, making it beat violently. But he is quick to pull himself together and smile at you back;

It took Trey a while to think of a way to declare himself to you, but in the end, he chose to make one of your favorite foods and leave a little note with the words “I love you”. Despite all the compliments that others give him, Trey doesn't consider himself the most skilled with words and he just wanted to make his feelings clear and easy to understand;

And so it was. You were so surprised but at the same time so happy that your love for Trey was reciprocated that you put the food aside just to hug him. It was a sudden but strong hug. Full of gratitude and affection, in a way that the gesture managed to be more complete than the best-crafted poetry;

Trey already expected that being your boyfriend would be a unique experience, even more so because it seemed that he only stayed friends with strange and eccentric people. Well, sometimes you could be one of those people deep down — actually, someone just like him. That made Trey laugh;

One of the things Trey likes to do with you is cooking. Whether he teaches you, whether you do something together, it’s a time of calm and tranquility. You are a perfect sous-chef, helpful and partner for all hours. Trey enjoys those little moments when you smile, always surprising him with yet another of your secret wonders.

You see, the ocean is the home to all kinds of fishes and creatures. Some more courageous and daring, others more shy and taciturn. The size of these fishes, in general, has a special role in how much they are willing to take risks in the sea — the same as extroverts in the real world; 

But regardless of size, you had the shyness of a little fish and Jade had everything to be the big fish, not only for his height but for the subtle way he inflicted fear on people. At first, you didn't have a very different reaction. Every time Jade passed by you, it was as if he had come out of the depths of nowhere and shock your heart;

It was a joy for Jade to see how your eyes could double in size every time you recognized his presence and the way you tripped over yourself and your own words when trying to talk to him. However, when he needed help with something, you were there to offer support. Always. Against all the odds, you mustered the courage to extend your hand to him;

Just like the time Jade was taking his pharmaceutics project to Prof. Crewel, which consisted of two terrariums from different families of fungi that he crossed. But the terrariums were reasonably large and you, passing by, worried that he was taking it all himself. Taking a deep breath, you approached him and half muttering, half gesticulating, you showed yourself willing to take the second terrarium to Jade;

No matter the good deed, you didn't bother to ask for anything in return. Even though being quite shy and talking to people wasn't your forte, you were always kind to others. Truly kind. Jade had no idea that someone consciously helping him and smiling in such a sweet way could make his heart feel as light as a bubble;

There was no more natural course but Jade ended up falling in love with you little by little. He managed to get closer to you over time, talking and sharing some of the thoughts that most of the time he hid. Obviously, not all on the same day. It was an equivalent exchange between you, one and the other opening up more day after day;

If being shy gives you any advantage, it's having that comfortable air of someone who can listen to people. The beginning was of slow development because this was also the role that Jade played in any conversation. He was naturally trained to guide people into a false sense of security to hear their deepest secrets. And you were... very difficult in that matter;

But the feeling of comfort you conveyed was genuine and won his heart with the dexterity of a good fisherman. Jade didn't realize it — it was Azul who commented on it — but he always smiled when he was next to you, listening to you talk very quietly about your opinions. A real smile, long and sweet. The kind of smile usually reserved for his mushrooms;

To your infinite surprise, the romantic feelings you developed for Jade were reciprocal and, in the words of the merman himself, you dominated him as no one has ever done and never would. That was said to make your heart fail for a brief moment and your shocked reaction was exactly what Jade expected. Oh, you just started dating and you already made him that happy!;

There is a silver lining to having a big fish as a boyfriend: other people are more afraid to pick on you. No matter where or when, Jade knows when others make some derogatory comment about your shyness — and woe betide them. Jade is for sure that person who in any establishment usually makes the requests that you whispered in his ear and corrects the waiters when they don’t understand what you said;

If you want a little encouragement to improve your speech or open up to people, Jade is there for it. He is a natural communicator and would be happy to help you. But in general, Jade cherishes a lot for your sweet and shy way of being, a precious anemone that he will take care of with all his affection.

If there was one thing Rook liked almost as much as admiring people’s beauty, it was contemplating their personalities. The world has a variety of people just like a tree and its thousands of leaves — similar but not necessarily the same. Even people of similar temperament weren’t like twins, perfect copies of each other;

Rook had already met several shy people and yet, you stood out among them in a very special way. Although he tried to explain it to you, you didn't quite understand. In fact, Rook’s pompous, eccentric and eloquent nature scared you a little at first. You never knew what to say to him and hearing him compliment you in a thousand ways didn't help much;

Invariably, you ran away from him as a frightened and smart dove runs away from a hunter. That only increased Rook’s interest in you. The circumstances of how you had stopped in that unknown world, the secrets you hid, your likes and fears, the words you wanted to say but never escaped the gates of your lips. He wanted to know everything!;

In his free time, Rook liked to watch you from afar, watching your interaction with the world around you. You carried with you the shaking feelings of shyness, but the real gentleness of a noble heart. Your sparrow’s song — as Rook affectionately called your occasional stutter — was the most beautiful thing he had ever heard;

Rook always made a point of greeting you when he passed you — visibly and not behind a bush. At first, you were scared, but over time, it became part of your routine. You would wave and nod at Rook back, sometimes managing to smile a little. You had no idea how much it melted his heart. And melted him too, as Rook throws himself at whoever was passing near him to hold him as he absorbed your kind response;

Eventually, when Rook struck up a conversation, you could answer him with a little more than five short words. Rook was an absolute gentleman with you, always courteous and gentle. And also sincere support in the small and big things. Even when faced with your flaws, his words were far from being rude or ironic. In fact, he gave you a little hope to keep trying to improve;

Your kindness to others is the central theme of most of the poetry Rook writes about you — and recites in the direction of your room in Ramshackle, so you can hide your flushed face and your reactions, and give him even more material to eloquently lament about how he can't reach you in that moment. An absolute mad lad but you're falling in love with him too;

During walks around the school, Rook often gives up his own hat so you can hide your face in it while you talk. He cannot restrain himself from praising and courting you whenever he gets the chance, swearing by the superiority of your inner and outer beauty above any other. You really can’t help but hide yourself behind that feather hat;

Rook definitely confessed his deep love for you in front of the Beautiful Queen’s statue during the most magnificent sunset you had ever seen. He told you that, according to some legends, the Queen was shy and reserved like you when she was young. But she has learned to combine her beauty and intelligence to overcome her obstacles;

Rook is confident in your potential and admires you in every way, even if you only advance little by little. He’ll be by your side at all times, being your moral support and a right-arm that you can hold on to to keep yourself on your feet. His faithfulness is immutable and absolute. It’s the first time you see him so confident and determined to swear his love only to you;

Rook is a fairly understandable boyfriend and respects your development time above everything. No matter how long it takes for you two to kiss, hold hands, or do anything, Rook is pleased to know that you love him back. Your small gestures of kindness and love are what make him happiest.