#TWST Ruggie

[harunayuuka2060]

Kalim: Prefect! We're sending Leona birthday messages! What do you want to say to him?

MC: Pspsps.

Kalim: ...

Kalim: Okay!

Jamil: Kalim, no—

Ruggie: *cackling*

Leona: ...

Leona: I will kill that Herbivore.

[mysteryshoptls]

2025-2026 Player Birthday Login Message Lines

These are all the messages that you get from the boys when you log in on the birthday that you set in-game from 18 Mar 2025 to 17 Mar 2026! For those that want to hear them, you can find them in the Archive, under the tab その他　→　監督生バースデー⑤. (This will not be in your game archives until the birthday you set passes.)

You can find the 2021-2022 Birthday Login Message Lines here! You can find the 2022-2023 Birthday Login Message Lines here! You can find the 2023-2024 Birthday Login Message Lines here! You can find the 2024-2025 Birthday Login Message Lines here!

HEARTSLABYUL

Riddle

Happy Birthday, [Yuu]. It may only be a small token, but I've prepared a gift for you. Here is a spare tie. I'm sure you won't get yours dirtied often, but there is always the chance. In order to follow the rules and dress appropriately, you should make sure to carry it on you at all times.

Ace

Oh, there they are. Heeey, [Yuu]. You free? Let's go play some b-ball. Why...? I mean, today's your birthday, right? I thought I'd celebrate you in my own way, is all. Come on, let's go, we gotta get moving 'til our stomach growls. There's another bit of "fun" to look forward to after, too.

Deuce

[Yuu], Happy Birthday. I went and rented a blastcycle for you today. I just thought it'd be nice to let my hardworking friend feel the breeze on their face for once. Might be a good change of pace, don't you think? Don't worry, I'll drive totally safe. Here, get on the back. Once you're ready to go, we're off!

Cater

Happy Birthday! Thanks for all the work you do as a prefect. Don't you get tired from working so hard? That's why I got.... this! Some bath salts recommended by yours truly! The rose petals inside are super cute, and the fragrance really helps to soothe your soul～ Tell me what you thought later!

Trey

[Yuu], Happy Birthday. I was actually thinking of heading to a café today, want to come with? Apparently the sweets there are made by a first-class pâtissier. Aren't you curious how it'll taste? You think I'm just wanting to taste it for myself? ...Haha, no way. I'm just trying to celebrate you for your birthday.

SAVANACLAW

Leona

I thought it was sounding pretty rowdy, but I see it was just 'cause it's your birthday. Good for you. Huh? You want to eat lunch with me because it's your birthday? That's a pretty strong demand from a little herbivore like you. Well now, what sort of delicious meat will you treat me to, hm...? You're extending an invitation to me, of all people, so I'm expecting a lavish feast.

Jack

Happy Birthday. I'm just saying that as a fellow schoolmate. It's not like I'm looking to get along, or anything. Hm? The candy jar you got as a gift won't open? Fine, hand it over. ...There you go. I'm pretty nice for someone who doesn't want to get along...? What's that supposed to mean? Don't get ahead of yourself, just 'cause it's your birthday.

Ruggie

[Yuu]-kun, Happy Birthday～ Feels like you're growin' a bit more with another year under your belt. Oh yeaah, you should totally show off how mature you got. For example, maaaybe you can treat me to something. You'll buy me a lil' snack? Sheeheehee, thaaaanks～ This is why it's great havin' cute lil' underclassmen like you.

OCTAVINELLE

Azul

[Yuu]-san, a very Happy Birthday to you. ...Whatever is the problem? You have a concerned look on your face. You haven't finished your homework? Even though the party is right around the corner? Well, isn't this a predicament. Allow me to embody the spirit of compassion and assist you. Not to worry, proper compensation can be discussed at a later date... Right?

Jade

Happy Birthday. I've prepared a present for you. Here you go. This is a patch of moss that I cultivated and separated out just for you. Also, here is a booklet on how to care for it. Please show me how well your moss has grown six months from now. ...You absolutely won't allow it to wither and die, now, will you?

Floyd

Shrimpy-chan, Happy Birthday～ Here ya go, I brought a cake just for you. ...Eh, the cake inside's a mess? Ohhh right～ That might be 'cause I dropped it earlier. So? There somethin' wrong with that? It's not like the taste'll change. Eat it already, c'mon.

SCARABIA

Kalim

Happy Birthday! Pheeew, I'm feelin' so excited. Makes me wanna dance! Oh yeah, wanna dance together at your birthday party later? ...Ahaha, you don't gotta know what moves to make! I'm just gonna dance for you with all my best wishes, so that'll be fun enough!

Jamil

Happy Birthday, [Yuu]. Are you ready to be completely mobbed by everyone in the spirit of your birthday? Eh, you're not? Hey, that's why I'm always telling you to be prepared for any... ...Mm, maybe I shouldn't nag like this on their birthday of all days... Ugh, fine, I'll get you ready. First, we have to do something about those clothes, got it?

POMEFIORE

Vil

Happy Birthday. You seem to be having a grand time. Perhaps you didn't need my well wishes? Of course that couldn't possibly have been the case. That's why I've made my way here before heading to my club. I have a present to hand to you, as well. You should be grateful that I took the time for you like this. Keep on striving for perfection.

Epel

Happy Birthday! It's about your present, but... Wanna come with me to pick something out at Foothill Town? I was looking into a bunch of stuff, but I don't really know what's really in right now... You sure? Great! Then let's go right now! I'm really looking forward to shopping with you!

Rook

Happy Birthday, are you enjoying your special day? Your beauty still astounds as another year passes! This is my present to you. I made sure to thoroughly prepare something that you are guaranteed to love. As a hunter, I cannot allow my aim to be off the mark, after all. Hurry, please open it. I want to hear your thoughts as soon as I can.

IGNIHYDE

Idia

Happy Birthday... ...Eh, you have a favor to ask me? Ugh, that's worse than having to give a present... I'll at least ask, but... what is it? You want me to tell you what computer I recommend? I mean, I build my own... EH, YOU'RE INTERESTED IN BUILDING YOUR OWN COMPUTER TOO!? Suuuure, of course I'll teach you! I gotchu, whether it's air-cooled PCs, liquid-cooled PCs, or anything else you want! When it comes to personal builds, I'm your man～!

Ortho

Today's your birthday, right? Happy Birthday! I have a present for you, too. Here you go, DVD of movies! I searched through all the reviews online and compiled all the most popular movies in each genre. Once you're finished watching everything, I'd love to verify your impress... Wait, I mean, I'd love to chat about what you thought of them!

DIASOMNIA

Malleus

Happy Birthday. In celebration, I've prepared some ice cream. Why did I choose this? Because I remember being elated, myself, when served this in the past. I can only hope you feel the same. ...You are? Well, wonderful.

Silver

Happy Birthday. Is there anything you'd like as a gift? You'd like to train with me? A spectacular attitude... Of course, I do not mind at all. However... The celebratory atmosphere may lead to me being more spirited than usual. Let me know if it becomes too difficult for you.

Sebek

Hey, human! You're looking more lax than usual. Do you not think you're letting yourself go too much, simply because it is your birthday? You're surprised I remembered? Well, obviously I did, my memory is much better than yours, after all! I won't say this is an offering for your birthday, or anything... But I should feed you something that'll put some muscle even on a weak human like you. Follow me!

Lilia

[Lilia pops out from the ceiling] HAPPY BIRTHDAY, [YUU]! Kheehee, a good reaction, indeed. Birthdays should all be about surprises. It seems like my little tactic was a big hit. I've got a present and some cake waiting for you, too. Basically, the plan was to treat you after giving you a little shock like that.

OTHERS

Grim

Happy Birthday, [Yuu]! C'mon, hurry and get ready to go! As the boss of the Gastronomy Club, I made you some real good food! I threw in a ton of leaves and roots, too! You're a real lucky hench-human, huh! Myahaha!

Crowley, Crewel, Trein, Rollo and Fellow do not have new lines. Theirs are repeated from last year’s.

Crowley

Ta-daaa! What do you suppose this could be? That’s correct, it’s an exchange coupon for use at the Mystery Shop! You have been a consistent helping hand, so… This is a special gift for you. Happy Birthday. Incidentally, that is only worth 500 madol (5 Thaumarks). It cannot be exchanged for something pricier than that. Please don’t hold it against me.

Crewel

It seemed rather rowdy in here, but now I see it was just you, pup. Are you excited simply because its your birthday? I see, well, in that case, I have a special present just for you. As for what it is… It is a special alchemy homework assignment. You should be happy; you’ll be able to improve your skills even further with this, don’t you think? Haha, Happy Birthday.

Trein

I hear it is your birthday today. Do continue to put forth your best effort in your studies as a student of academia. Allow me to gift you with some words of wisdom instead of a present, as someone who has been on this mortal coil slightly longer than yourself. Merely aging another year does not a mature person make. However, time spent on fruitful endeavors will always be of benefit to your growth.

Rollo

Whatever is the matter, [Yuu]-kun? There is a strange glimmer in your eyes… …Ah, I see. Today is your birthday. A present? Hmph. I hardly think that it should be something you request of others… But no matter. Indeed, birthdays should be treasured. However, what would be an acceptable gift…? I am afraid I’m rather unaccustomed to this. I would hope I do not disappoint you with a poor gift choice.

Fellow (EN: Ernesto)

Oh, my, hello there, my learned scholar! I’ve been searching, and finally, I’ve found you! I was fervently hoping to wish you well for your birthday. Here, your present. ...As fellows lacking in magical abilities, we should get along together, don'tcha think? Happy Birthday! Fwahaha!

Requested by @butterflyremix.

[yatori-morgana]

Jack's entire life led up to this very moment.

“Vil taught Jack how to pose” “Leona taught Jack how to pose” Have we considered literally everybody in Jack’s life was training him for this moment

[eggdoigh]

Found out the hard way I am NAWT a nikko roll truther

[rainb0ws-h4t]

Savanaclaw

Original

I finally posted this part omg

Octaniville should be out within a week if I'm not busy🫦 (that's a lie, signing of clearance is hell)

Warnings: unhealthy relationships (the boys do not love the reader for good reasons) manipulation, yandere themes, twisted devotion

Leona Kingscholar

Leona Kingscholar? Who? You didn't even know he attended NRC for a few months. The cause being that he almost never attended his classes and never made an appearance unless he was dragged into it. It was only a week before you properly became friends with Yuu did you see him in person.

He towered over Yuu threateningly, silently forcing them to go where he was going. He flashed anyone who dared come close a sinister gaze, a gaze that makes you feel like prey that was soon to be feasted on.

Initially, you learned to avoid him. Unlike Riddle and the others, it would take more than just a few sharp words to get him to leave Yuu alone.

Until it was Wednesday and Yuu has yet to make an appearance in Mr. Trein's class. It has been like this for over a week now and you can visibly see the dissapointment in Mr. Trein's eyes as he glances at Yuu's seat.

They've been missing a lot of material lately, and Mr. Trein just announced a quiz next week. Knowing that they had a lot of trouble with history especially, you made it your responsibility to get them back of track.

Luckily for you, you know who is the reason for their dissapearance.

Approaching the Botanical Gardens, you already see a tail poking out of the bushes. Unimpressed, you stomped on it intentionally.

Startled, Leona awoke instantly. "Shit— Did you do that?" He sternly glared at you, expecting you to start apologizing.

You could see Yuu, who was caged in his arms, breathe a sigh of relief as you made an appearance. Meanwhile you were just glad Leona didn't drool on them.

"Yeah? Now let Yuu go. A quiz's coming up next week and they need to study." You commanded, not submitting into his predatory glare.

"And what?" He sneered before sitting up and turning to Yuu. "Hey, you're a smart one, right? I'm sure you can just miss one quiz and make up for—" Leona let out a pained growl as you stomped harshly on his tail again. "What the fuck!"

Yuu was immediately pulled up from the ground and into your arms.

"What the hell do you think your doing?" He asked aggressively, his sharp canines becoming more apparent than ever. "You've got some real guts to stomp on my tail like that. Why don't we make it even?" The dark shadow over his face clearly implied a darker meaning.

"Awh, that's a shame. I thought I would be able to snap your tail off." You retorted, not relenting. Still, some small part of you felt nervous facing Leona.

"You barely scratched me."

"Based on your reaction, I'm pretty sure I did more than just a cute scratch. Hey, what if I do it again? Third time's a charm, right? Maybe it'll actually snap your tail—" You could barely dodge one of his spells as it lunged towards you.

You and Yuu groaned on the ground. You felt bad for just pulling them to the ground harshly, but atleast you two weren't hit.

"What... Did you just try to kill us?!" You exclaimed.

"Nothing serious, just to paralyze you for a few seconds." He snarked. Although his tone was calm, there was a slight edge to his voice that you didn't like. "Now, give me that little herbivore back and maybe I'll spare you."

"Nothing serious my ass! Come on, Yuu—" you made an attempt at leaving with Yuu but was blocked by a tall figure.

His towering silhouette made you step back a few steps, "You've got some snark I'll give you that, but I wasn't kidding when I said give me the herbivore back." His darkened gaze fell on you, daring you to disobey him.

You glanced at Yuu, and they did too. You turned back with an annoyed stare, "Fine. I'll leave you two alone." You could sense Yuu's nervousness as you spoke out your last syllable.

A small smirk forms on Leona's lips, "Hah. Glad to see I've tamed the feral beast." As he let down his guard, you instantly took Yuu's wrist and dashed out of the Botanical Gardens as fast as you could.

You and the prefect ran inside the school and hid behind a crowd of people, hoping it would cover your scent. You scanned the area before pulling Yuu behind a wall.

"You alright?" You asked, checking for any scratches or bruises they might've gotten.

"I'm fine.. Thanks a lot by the way." They said with a small tint of red on their cheeks but you didn't think much of it. "Why did you do that?"

"Hm?"

"Why did you willingly provoke Leona? He can get violent when he wants to, y'know.." Yuu said, rubbing their forearm.

"Well, it was to save you, of course." You responded truth fully. "And to remind you about Mr. Trein's quiz soon."

You could only chuckle fondly as the prefect groans.

____

Leona didn't like you.

In better words, he despised you.

Even at the very start when he heard of the new friend the prefect has been hanging around with lately. (In fact he hates anyone who dared come close to Yuu.)

He didn't like it at all when the prefect suddenly started made him start feeling like he was second place all over again. Constantly having the need to be better and work harder to gain any form of validation from that one person who he wishes could just look at him like he was irreplaceable.

Unfortunately, those pair of eyes that stare at him so lovingly are only just an illusion he creates in his mind.

He hated that. That part of him who yearns for validation never moved on, never grew up to be the man he is now. That part was still stuck as a child, a constant reminder of the never acknowledged second prince of the kingdom.

The prefect was the first to fully acknowledge this when he overblotted. Even if he gave a cold shoulder, he couldn't help but feel a small moment of bliss. A moment where he could forget all his burdens and just focus on the attention he received from the prefect.

Until you came along.

He has memorized the prefect's schedule to the exact second. He was planning to drag them to the Botanical Gardens. He expected them to be around the courtyard, walking to class. Instead, after 10 minutes of waiting, he finds you and Yuu studying in the library.

When he waits in the library, he suddenly spots you two hanging around in the courtyard.

Some twisted delusion in his mind made him think you were intentionally doing this to spite him, even if you two have yet to even meet at that time. Sevens, he didn't even meet you but he already WIDELY hates you.

Safe to say, you and Leona were on bad terms. You didn't like him and he probably despises you. His death glares whenever you walked past him with Yuu only confirmed that. A chilling glare that would make a regular student scurry away, but you refused to make yourself look small to him, it doesn't matter how terrified you were.

Leona isn't sure when he purposefully walks by you just to make eye contact and see your hardened gaze directed towards him.

Leona isn't sure why the only reason he ever gets up from the Botanical Gardens is to see you glaring at him intensely.

He unintentionally remembers your schedule within a week, bumping into you more often than you would like. Ruggie is stuck wondering why Leona isnt at the Gardens when he needs him.

"Ugh!" You fall to the ground harshly after bumping into someone, your research papers scattering. Yuu wasn't with you at this time, they were currently carrying out a task Crowley had assigned them with Grim.

"I'm sorry! Are you okay-" you immediately stopped yourself when you lifted your head, locking on a pair of emerald eyes you dread to see as you walk in the halls of NRC.

An amused glint flickered in his green eyes as he scanned over your figure and the scattered papers. "What a mess, beasty. Suppose you should start cleanin' up now. Why don't I lend you a helpful hand?" He reaches downwards to grab one of the papers, and examining the contents inside.

You snapped your hand forward to grab the loser back but he moved away last second, "I don't need your help-"

"Won't ya look at the effort you put in to this paper? Color me impressed." He mocked. Of course you had out effort into that paper, everything was hand written-

Rips

The sound of papper ripping made you watch Leona in horror as he tore up your research paper right in front of you with no shame in his face at all. He even had the nerve to show a form of enjoyment at your cost.

It didn't help that that paper was the paper with all the factual evidence you had researched. Having to redo it again and pass within an hour would result in a rushed and low quality text.

Seeing the pieces of paper float downwards, an ugly and hideous emotion started bubbling up within you.

'How can he just stand there looking smug?! How do people look up to this man?! Who cares if you're a prince! I hope you die, Leona Kingscholar!'

Leona had expected you to start an argument with him, the reaction he wants and expected, but instead he watches you just sit on the ground with your eyes fixed on the ripped pieces of paper.

A part of him feels bored that this is your reaction. What happened to the foul mouth of yours back in the garden?

That was until you slowly lift your head and send him a gaze full of hate, disgust, and detestment.

It wasn't the reaction he wanted.

But when you look at him like that, he feels fulfilled.

Leona finds himself looking forward to seeing your glares each day. He finds himself amused when he sees your expression instantly darken when you catch sight of him lurking near you. He doesn't care if you do actually despise him with your entire being.

Leona would be delighted to hear that he was your number one enemy. What a shocker, the only time he wins first place is on someone's enemy list. Your death glares are his trophies.

Your eyes were the complete opposite as to what he wanted to see from Yuu, eyes that would rot and decay before they would willingly hold love and care for him.

Your eyes held so much anger and hatred for him that he can't help but feel like he's the only person in the whole world when you stared at him like that.

For once, Leona feels like he finally won first place.

Ruggie Bucchi

You... Actually don't know where to start? Sure, he's a cunning pick pocketer and has an obsession with doughnuts. What more can you say? You actually see him as a close friend, which was a surprise considering his... Awful housewarden that he serves.

Yuu wanted to watch a Spelldrive match today, mentioning how she liked seeing the colorful spells bouncing back and forth. You, of course, had to go with them. Seeing as how Leona and his Spelldrive club would be competing, you didn't want Yuu anywhere near that lousy lion.

You, Yuu, and Grim were sitting down together until Yuu had said something about being hungry and you offered to get some for the three of you. The game was on pause, as the players were taking a 15 minute break.

As you walked towards the food stands, you notice a few dandelions on the grass beside you. The plant wasn't anything noteworthy, but it just happened to steal your attention for a few seconds before you immediately turned your gaze away.

You finished paying for the snacks. You weren't exactly sure what Yuu and Grim wanted. Ah... you should've asked.. Eventually, you settled on doughnuts. The treats weren't to expensive, and the doughnuts looked too good from the display window not to buy!

A shuffling near the dandelions from earlier alerted you. You turned, praying it wasn't Leona, and instead... Saw a boy chowing down on the dandelions...? To

His features seemed familiar to you, you think you've seen him before. You realized he was one the players from the game! ...And was also Leona's right-hand man...

Confusion overrides you. Aren't the teams provided with food already? And isn't this guy being pai by myd personally by Leona? You want to just walk away but it will lay heavy on your conscience.

Reluctantly, you approached him, tapping his shoulder for his attention.

"Excuse me." You said, gaining his attention.

He turned his head, still chewing on the dandelion. "Huh?"

"Uh.. You can have this." His eyes trailed down to what you were carrying in your extended hand. "I don't think eating dandelions is good for you if I'm being honest."

"Sure it is! Been doing it for awhile now and I feel fine." He responds, making you grow concerned.

You shake the bag in your hand, "Take this."

"Whats this? A gift for me? Syehehe!" He took the bag and opened it. He was surprised to see that it contained 3 doughnuts inside. "Ya sure you want to give this to me? Spending thaumarks to replace these doughnuts won't be cheap y'know."

"You sure you wanna keep talking? Your game starts any moment now." You replied.

He grinned before biting down on the doughnuts you gave him. You eventually walked away, trying to come up with an excuse on why you didn't bring any snacks.

"Heyy! Where's the food?" Grim asked impatiently.

You smiled, "The lines were too long. We'll just get food after the game."

"Ah, okay. The game was gonna start soon anyway." Yuu moved to give you more space.

As you waited, you noticed the countdown for the start of the games had only 15 seconds left. You observed the stadium, noticing the Spelldrive club from NRC looking around hurriedly. A running figure at the corner of your eye caught you attention. You recognized him as the individual who you gave your doughnuts to.

Safe to say, he performed exceptionally well! Not like you had anything to do with his performance but you still feel like you held some credit.

You scooted closer to Yuu, asking if they knew who the hyena-like boy was.

Ruggie Bucchi.

....

Ruggie had figured to repay their kindness. It wasn't something he did often, but he felt he owe them something atleast. He also disliked feeling indebted to someone.

As he searched for you, he held a bag of doughnuts. He would be lying if he said he wasnt dissapointed that these doughnuts weren't for him.

Ruggie heard a familiar voice sounding from behind a door, a voice he adored to hear.

"What do you plan to do after you graduate from NRC?"

He opened the door to see the prefect and the person from yesterday sitting across from each other on a table.

"I'll probably train my magic more. Then, I'll try to join organizations that focuses on helping people." They spoke, sinking back on their seat.

"That's admirable." Yuu said.

"What about you?"

The prefect looked unsure, "I don't have much options to begin with... But if I could choose, I'd travel the world and document my findings as an otherworldly person." They smiled. "I barely step a foot outside of NRC. I think a job like that would suit me!"

Huh.

Weird.

Nothing like his already planned future with the prefect.

The two of them were suppose to get married, move in together, and live happily ever after. He would work hard and come home to the prefect in his arms, safe and unharmed.

That's the perfect future he planned for the both of them. How would he be able to come home to the prefect if they're out traveling the world? How would he ever guarantee their safety if he isn't near them?

Of course. Their safety is only guaranteed in his arms.

"And maybe you could come with me too?" the prefect turned to the person across from them.

They sent a small smile to the Ramshackle prefect. "I'd love to."

...

You didn't receive any doughnuts that day, and had no clue you were even suppose to receive doughnuts.

....

Ruggie planned a complete future for him and the prefect. It was perfect, and he was already saving up for when they will hold their wedding.

How would he be able to form that perfect future if the prefect left him to explore the world with that... person? The prefect should stay at home, with him. Home is where they will be free from any impurity that will stain their image.

You... you will ruin that. You will ruin everything. He orchestrated this future by the millisecond, but your influence will inspire them to do things that does not align with his idea of a perfect future.

__

You don't know why but Ruggie has been approaching you a lot as of late, and it was always when you were headed to hang out with Yuu. He always appears at the right time to drag you away and lead you somewhere else far from Yuu.

You didn't think much about it first. After all, he was easy to talk to, make jokes with, and overall friendly... Until he overdid it.

On days when you really wanted to see Yuu, you're constantly dragged away from him. Of course, there were times you refuted and explained you had to see the prefect for something important. Ruggie would agree to go get Yuu for you, but he always came back to you saying that the prefect wasn't at the spot you two planned.

On times you were able to see Yuu and inquire, they said that you took too long and they would end up leaving.

You'd make a better attempt at refuting Ruggie's attempts at dragging you away, but somehow... your body never seemed to agree with you. You try to turn and walk away from him, but your body forces you to walk besides Ruggie. The movements between you two were completely synchronized.

This has to be his UM, right? But how do you bring that up without seeming like an assumer? When you feel like you've gain control of your body again, you can hear Ruggie whisper something before you lose control once again.

You're forced to sit beside Ruggie on the grass while internally worrying for Yuu's safety. He starts talking and talking and you have no choice but to listen attentively.

Before you knew it, you and Ruggie have started meeting up more often than not. The relationship between you two deepening by the second, but you still only saw him as a close buddy. You find yourself enjoying and laughing at his jokes. This new side of Ruggie that you see wasn't like his usual playful and conniving self. He was sincere and even gentle.

On one of those meetups, you're easily pulled into a conversation about the future and whatnot. Unlike your conversation with Yuu, you actually went deeper about your plans.

Ruggie shared his own plans too, and you were surprised at how simple it was. He just wanted to be eternally together with his spouse. It's sweet, but you can't imagine being constantly around the same person at all times of day and night. When you shared that part, you notice a darkened shadow casted on his features before disappearing immediately as if you just imagined it.

...

Being constantly around the same person is tiring and repetitive? Aren't you the one who's always around the prefect?!

Don't you know how tiring it is maintaining a facade? He's sick of it! Sincere and gentle? That's nothing like him. At first he only did these meetups to force you and the prefect apart for as long as he could, but now Ruggie feels as if that plan backfired.

When did he start going to the meetups for you solely?

When did he start wishing the meetups could last all day?

Why does he feel a pang of hurt when you say you only see him as a close friend instead of your future eternal spouse?

Oh well... it's not like you even have a choice.

Ruggie has felt his carefully sculpted future with Yuu contort ever since you came into the picture. He feels as if the home he plans to live in with his beloved would suit you better. So what if you dislike being around the same person constantly? You'll just have to get used to it.

Yuu could travel the world at all times and he'd just let them be. The only thing he wants is you now after all! Syehehehe!

Jack Howl

Yuu's bodyguard.

It all started when you had to leave for the bathroom for a few minutes. When you came out, you noticed a group of students surrounding Yuu. Worry filled you as you came closer to the scene, hoping Yuu wasn't being harmed. Someone seemed to be Infront of the prefect, like they were protecting them... Is that Jack?

He scared the students away easily, and you immediately ran to Yuu for an explanation. That was until Jack blocked your way, when you were just mere meters away from the prefect.

"Do not come any closer." He commanded.

"Excuse me, I need to ask-" You tried pushing him out of the way with your arms, but it was no use with his physique.

"I said don't come any closer. Didn't you hear me the first time?" He repeated more assertively.

"Jack, they're my friend! You don't need to do that.." With Yuu's words, Jack reluctantly stepped aside. His piercing glare wasn't left unnoticed though.

You didn't waste your time on him, "Yuu, what happened earlier? Are you okay?" You patted your hands around the different parts of their body, checking for any signs of injury.

"I'm fine thanks to Jack. Those students just went up to me randomly and started bothering me... I'm not hurt though if you're still concerned."

You only sighed in response, "I hope youre telling the truth."

The prefect turned to Jack, "Thanks again, Jack. I'm not sure what I would've done, especially since Grim isn't here with me today..."

You noticed how Jack's tail started wagging at the sound of them thanking him. Talk about subtly, huh?

"Let's go now, (Name)!" Yuu said, gesturing you to follow them.

Yuu walked ahead, with you trailing behind. You stopped in your tracks right after you passed Jack.

"By the way, don't think I didnt notice your glare earlier." You said, loud and clear for him to hear. Without waiting for a response, you sped up to catch up with Yuu, who was unaware of what happened.

You definitely did not make a good first impression, but hey, what's new?

__

Ever since that encounter with you, Jack has made sure to keep you away from the prefect at all times he is near.

Jack's admiration for the prefect began when they planned how to stop and expose Leona from continuing his scheme. The prefect's highlighted intelligence and bravery enamoured Jack, and that started his little crush.

That "crush" spiraled into something deeper and twisted as Yuu started interacting with more and more people because of their heroic adventures. Jealously bubbled in him as the prefect started seeing him less and less.

Jack's idea of the prefect was someone of purity and untainted. He feared the prefect would stray away from that idea as more people start influencing them and "staining" their purity. That's when Jack started feeling the need to protect the prefect from everything that will ruin them.

The most influential person he feared would completely corrupt the prefect was you.

You were everything he didnt want in Yuu, so he made sure you were never getting near the prefect on his watch.

__

Jack has been appearing a lot more recently.

You found his appearances suspicious.. you dared say that it was convenient.

You were heading somewhere to meet up with Yuu when you bumped into Jack along the way. Remembering your last encounter, you tried to not stall the meeting. Savanaclaw wasn't really known for being welcoming and such.

"Where are you going?" Jack asks, arms crossed with a neutral expression on his face.

"I'm going to see Yuu." You replied, hoping that that would be the end of your conversation.

"Did they tell you? Crowley assigned them another task in his office. They're not free right now." He responds bluntly.

"What? They didn't mention anything about that.."

"That's what they said when I bumped into them a few minutes ago." He says, walking towards the direction you came from.

You can't bring yourself to trust Jack so easily, but he seems believable. He did just come from the direction you were originally headed. Plus, why would Jack lie about this? He appears like a serious guy, and doesn't really seem like he'd do those types of things without a reason or a plan behind it.

But he does have a plan, and you were unknowingly going along with it perfectly when you turned and left to go back to your dorm.

Awhile later, you received a text from Yuu.

Yuu: Sorry if I wasn't at there !! Crowley js gave me a task randomly and left :(

You: nah dw

You: Jack told me everything

Yuu: He did??

You: yeah while I was going to you, I bumped into him and he told me you were busy

Yuu: how did jack know Abt my task?

You: he said he bumped into you a few minutes b4 he bumped into me

Yuu: I never bumped into Jack earlier

Yuu: Crowley gave me a task and left and I just went with Grim to do the work so it wouldn't pile up

...

Jack lied and he didn't at the same time?

That's odd... why would he go out of his way to lie even if it resulted in the same outcome? It definitely wasn't necessary, but it also wasn't so perplexing that you'd start brainstorming ideas on why Jack lied.

In the end, it ended with you mindlessly texting Yuu for the next hour before sleeping comfortably on your sheets.

The following day, you were walking towards Ramshackle to walk with the prefect. Until a familiar beastman came into your sights. You didn't think the two of you had any reason to converse so you tried walking past him.

"Are you going to the prefect again?" He asks, back facing your back.

You turn your head to look behind you, "Yeah, I am."

"The prefect is sick so don't bother." He replies before walking away to the main building of NRC.

Sick? They did not seem sick last night!

Unfortunately, as much as you wanted to run towards Ramshackle and check up on their wellbeing, clock was ticking and a test was awaiting.

You eventually and reluctantly decided to walk back to class. If Jack was lying, then you'd prove that by seeing if the prefect was in class.

You scanned the room over and over but to no avail. It really does seem like Yuu had fallen I'll, was Crowley's task too intense? You figured to take care of them when classes were dismissed.

__

Jack internally celebrated the smooth flow of his plan. He was able to effectively separate the two of you naturally. If he kept this up, the relationship between you two would crumble soon enough.

Then, you'd never ever have the chance to taint the prefect's purity with your filth.

The prefect is only safe under his protection afterall. Who else would willingly drive away the wicked who wish to corrupt an angel?

Jack wishes that one day the prefect will recognize his efforts in maintaining their perfect being and express their gratitude. Maybe then he'd allow himself to embrace their warmth, to let his uncontaminated self freely bask in the serenity of their presence.

And when he allows himself the pleasure to do so, will he truly be happy.

(What a hypocrite. He dreads seeing unworthy people interact with the prefect, but wishes he could do the same without feeling guilty of tainting them.)

__

Class was dismissed and you were headed to Ramshackle, until you a familiar voice interjects, making you top in your tracks.

"Are you visiting the prefect?" Jack crossed his arms, his expression was still as stern as ever.

"Yeah, I'm gonna check up on them." You answer. You were slowly growing suspicious of Jack. Why does he keep asking about your whereabouts?

"You shouldn't. Grim told me the prefect wasn't in the mood to be in anyone's presence, including Grim." Jack explained, quickly shutting down your plans of visiting Ramshackle.

You thought about it for a moment before leaving. As much as you worried about Yuu, you knew they had their intense moments of stress. Times like those were much better comforted with solitude rather than company.

You planned to visit the next after class when... Jack conveniently told you something that shit down your plans instantly. And again, and again, before you knew it, it was already the end of the week!

You were becoming insanely anxious about Yuu's health, and Jack was no help at all! Honestly, why do you even just go along with his words anyway? It was so unlike you! The pit in your stomach worsens when the prefect has yet to message you for almost a week.

As soon as class was officially dismissed, you made a bee line towards Ramshackle and you swore nothing will stop you.

A familiar white headed man was in your path as usual, but you weren't going to leave now unlike before. "You're going to see the-"

"No! Just shut up!" You snapped, immediately causing Jack to shut his mouth.

His brows arched, seemingly agitated. "What was that for?"

"I need to go to Ramshackle!"

"You do know it's pointless? I already said it many times before. The prefect does not want to be in the company of anyone else-"

"And I don't care! They may not want to be in the company of anyone else, but they need someone to take care of them!" You locked eyes with him. "You are not stopping me this time!" You retorted, jogging away from him and towards the wooden building in the distance.

Jack stood there, stunned. He guesses his plan wasn't as perfected as he assumed it to be.

But it wasn't just that that left him stunned, it was that desperate look in your eyes when your pupils locked. The look of complete desperation and distress.

Maybe he saw himself in you. The pulsing urge to find out whether the prefect was okay or not. That's how he always felt whenever an overblot occurs and Yuu always happens to be involved. Distress fills Jack as he searches for Yuu in the aftermath of the disaster, only to see people crowding the prefect.

In truth, Jack barely interacted with the prefect. As their popularity skyrocketed, the prefect started becoming more and more like an untouchable deity in his eyes. No one was worthy of their presence, some were just lucky to be chosen as a close companion.

When he saw that look of desperation in your eyes, he thought you looked utterly pathetic.. The prefect was only sick for a week and you were getting so worked up over it. You were lucky to be chosen as a close companion, but you still weren't worthy of ever being near the prefect in his eyes.

Seeing you in that state made him realize something.

Perhaps somewhere deep in Jack's twisted devotion, he knew his desperate yearnings for the prefect was of no use. And he deluded himself into thinking you didn't feel good enough for the prefect as well.

Tainted and desperate just like him.

Jack felt afraid to come close to the prefect because he might've stained their being. But he didn't feel that with you. He didn't feel the need to suppress himself near you.

Like him, you were stained. You both weren't worthy of the perfect deity, but you two also weren't dirt filthy like the rest.

Perhaps only the two of you could make a perfect pair.

___

Omg I am so sorry I took this long djjdkshdneej it's not even that good oml

I've been so busy it was insane but I'm so happy I was able to finish this

Btw jack is describing you in his perspectives so that's why it gets kinda deep and yeah yk dhdhsksjksks

Thanks to anyone who actually waited that long for this😭

People who want to be tagged: @fancyhawk45

@brights-place @avalordream

@kthehoeforfictionalmen @flowershrivelledbareof-fragrance @boredselkie @xenonissilly @littlepenguinheart @gl00muraaii @owl778

@yourloreleihere @dreamlessnight @minkuro

@kokonuthead @valentinaagarcia @tonponton @nebulabunni3 @moonie-saysbleb3 @3lliesan @valer1esgallery

[yatori-morgana]

Skully pulling up had me in STITCHES

a day in your life in twisted wonderland

synopsis: random twts with your favorite second year

pairing: ruggie bucchi x female streamer!reader

other versions (coming soon❗️): third years

first years version: ace trappola | deuce spade | jack howl | sebek zigvolt

second year version: riddle rosehearts | azul ashengrotto | floyd leech

note: ngl i feel like ruggie is one of the easiest one to write in this one bc i feel like he is one of the chronically online ppl while also being on a job (me) 😭 i saw someone send me a message through my inbox saying its confusing and i should put female reader in my fics, im sorry and thank you for pointing it out ^^ i put it on my other text fic works as well <3 divider credits goes to @/cafekitsune ❤️

[scribbleqt]

For the upcoming Twisted Wonderland Anime

I love Twisted Wonderland, it’s one of the fandoms I love the most. I’m super excited to see it FINALLY get the anime we’ve all been waiting for YEARS.

I was also really happy that it was getting recognition, and more content. I was happy to welcome people in and have the fandom grow but after seeing the reaction that people had to the trailer.

I wanna gatekeep it now

I’ve seen so many miss characterizations and it’s made me so sad and frustrated. I didn’t fight in the trenches of early game just to come back full circle.

So I’m making this post as an FYI to newer consumers.

A short summary of Twisted Wonderland is it’s basically an isekai of a non magical person who’s brought to a school of magic who worship Disney Villains as heroes. Their job is to deal with dysfunctional student body and Headmaster to find a way back to their world. One the way they uncover the lore to Twisted Wonderland.

Most of us don’t mind answering questions about character, our issue is when people insist on the wrong thing. Like this ISNT a BL, not even close. Don’t assume it is. Me and almost everyone else will correct it.

The MC can be a guy or girl, the game left it anonymous. This also means that the MC could be any age as well. The canon that the Anime is follow is the Manga, and it will be SWITCHING between guy and girl if it’s like the manga.

It is NOT an Otome game. It’s just some silly magical Mobil game from Disney Japan not the Western/American one. We might joke about some characters being from an otome game but that’s because we KNOW the characters. There’s context to WHY we say that.

This was my yap, i know I can’t stop everyone but at least I tried to make awareness. We’ll see how this goes

[funpoire]

Hello coming back with a new art with ruggie bucchi spelldrive

[nemisisnemi]

Family!

Ruggie and his grandma at his graduation

[yatori-morgana]

RUGGIE IN A DRESS RUGGIE IN A DRESS RUGGIE IN A DRESS RUGGIE IN A DR—

Putting the TWST guys in dresses because Disney won’t: Ruggie and Rook

[mizukiwonderland]

The wheel of names I use seems to have a special preference for Savanaclaw, lmao.

I like my Ruggie with glasses, btw ✨️

[solxamber]

You Try to Sleep on the Couch after an Argument with: Vice-Housewardens + Ruggie

Other Parts: Housewardens; First Years ; Cater, Floyd, Silver, Rollo

Trey Clover

The argument wasn’t a loud one—no shouting, no slamming doors—just tense words exchanged with too much weight behind them. Trey’s voice had been steady, but his usual patience was stretched thin.

You, equally frustrated, had decided that the best course of action was to remove yourself before either of you said something you’d regret.

So, with a sigh, you grabbed a blanket and made your way to the couch, settling in with your back turned toward the bedroom.

Trey let out a heavy exhale behind you, but he didn’t stop you.

You shifted, adjusting the blanket, willing yourself to fall asleep. It didn’t work. The room was too quiet, too heavy with the remnants of unspoken words. You half-expected Trey to leave you there and go to bed, but then—soft footsteps. A rustle of fabric.

Kneeling beside the couch, Trey placed a hand on the cushion near your arm. His voice was quiet, steady in a way that made something in your chest ache.

“Come back to bed.”

You closed your eyes. “Not yet.”

A pause. Then, a soft sigh. Trey stood. For a moment, you thought he was giving up, finally going to bed without you. The thought left an unexpected hollowness in your chest.

But then, after a few minutes, he returned. You smelled the milk before you saw it—the faint scent of vanilla and honey curling through the air. When you cracked an eye open, there he was, sitting on the floor near the couch, a mug in his hands. He held it out to you.

“Here,” he said. “I know you have trouble sleeping when you’re upset.”

You blinked at him, heart squeezing against your ribs. “Trey…”

He didn’t push, didn’t insist. He just waited, his eyes gentle, patient in the way only he could be.

And just like that, your frustration melted. You took the mug, letting the warmth seep into your fingers. Trey didn’t move, just watched you with that quiet steadiness. Then, softly, he asked again,

“Come back to bed?”

This time, you didn’t hesitate.

You set the mug aside and sat up, only for Trey to immediately wrap his arms around you. His hold was firm, grounding. He buried his face in your shoulder and murmured, “I’m sorry.”

Your fingers curled into the fabric of his shirt, holding him just as tightly. “I’m sorry too.”

Neither of you moved for a long moment, staying there in the quiet. Eventually, Trey pulled back just enough to press a kiss to your forehead.

“C’mon,” he said, voice low, warm. “Let’s go to sleep.”

And this time, when he led you back to bed, you followed without hesitation.

Ruggie Bucchi

The couch wasn’t comfortable. You knew it, and Ruggie knew it. But right now, your stubbornness outweighed your need for a good night’s sleep. You yanked the blanket over yourself, muttering under your breath as you tried to arrange the cushions into something remotely acceptable.

Across the room, Ruggie watched you with wide, calculating eyes. He hadn’t said anything since you stormed off, but you could feel him thinking. And then—

“You remember when you ate my last donut?” he started, voice small.

You froze, narrowing your eyes. “…What?”

“My last donut. You ate it, and you said—” He changed his voice in a mocking impression of you. “‘I owe you one, Ruggie, I swear. Anything you want.’”

You groaned, burying your face in the pillow. “Oh my —”

“But it’s fine,” he continued, so dramatically forlorn you almost threw the pillow at him. “I guess I’ll just be all alone in that big, cold bed. No warmth. No love. Just me. Shivering.”

You lifted your head, ready to tell him off, but then—oh, no.

He hit you with the look.

Ears drooping. Tail flicking. Wide, guilt-inducing eyes that shimmered just enough to make your resolve crack.

You exhaled sharply, dropping your head back down. “You’re the worst.”

He didn’t respond. Just fidgeted. Shuffled his feet like he was actually nervous you’d say no.

And that? That got you.

With a groan of defeat, you sighed and opened your arms. That was all he needed. Ruggie practically launched himself onto the couch, slotting himself beside you in a space absolutely not designed for two people. His weight pressed against you, his tail flicking lazily as he tucked his head under your chin.

“…Knew you couldn’t resist me,” he mumbled, voice muffled by your shirt.

“Shut up.”

His arms tightened around you. A quiet beat passed, then—

“Sorry.”

Your hand found its way into his hair, carding through the strands. “Yeah,” you murmured. “Me too.”

Ruggie hummed, content. Within minutes, his breathing evened out, and despite the ridiculousness of it all, sleep found you too.

Jade Leech

The couch was lumpy. Or maybe you were just too angry to get comfortable. Either way, you buried your face into the pillow, inhaling deeply through your nose to keep yourself from snapping again. You just needed some space. Needed to not be in the same room as Jade and his infuriating, calmly amused expression.

“I can’t be around you right now,” you had told him before marching off, voice tight with frustration. And for once, he didn’t push. Didn’t smirk or throw another veiled comment your way. He simply inclined his head, watching as you all but collapsed onto the couch.

Now, wrapped in a too-thin blanket, you willed yourself to sleep. You were almost there—drifting, fading—when fingers ghosted over your hair.

Your breath caught, but you kept still.

Soft strokes. Careful, reverent, as if he thought you might break. It was so unlike him, so gentle, that you almost cracked your eyes open to confirm it was really happening. Then—

“…I’m so sorry.”

The whisper was barely there. But it wasn’t the words that made your heart lurch—it was the way his voice shook.

Jade Leech, ever unflappable, sounded unsteady.

He pulled back, and you knew he was about to leave. That should have been fine. You should have let him go.

But your bleeding heart had other plans.

Your hand shot out, grabbing his wrist before he could slip away.

He barely had time to react before you yanked him back—maybe a little too hard, because the next thing you knew, he was crashing onto the couch with you. A rare, wide-eyed look of surprise flashed across his face, so fleeting you almost thought you imagined it.

And then you pressed a kiss to his forehead.

Jade froze.

“I’m sorry too,” you murmured. “We can talk in the morning.”

For a long moment, he just looked at you, something unreadable in his expression. Then, slow and deliberate, he dipped down and pressed a lingering kiss to your cheek.

“…Very well,” he whispered.

His weight settled beside you, and this time, when you drifted off, it was to the sound of his steady breathing, warm and close beside you.

The couch standoff had been going on for way too long.

“I’m sleeping here,” you declared, arms crossed as you planted yourself firmly onto the cushions.

“No, you’re not,” Jamil shot back, equally stubborn. “I am.”

You narrowed your eyes. “I’m not taking the bed while you sleep out here.”

“And I’m not letting you sleep out here while I take the bed.” His arms were crossed now too, mirroring your posture, his sharp gaze unwavering.

For a moment, the tension held. Then, something about the sheer ridiculousness of it all hit you—both of you too annoyed to back down but too caring to let the other suffer the discomfort of the couch.

A laugh bubbled up in your chest before you could stop it. You covered your mouth, but the moment you let out even the smallest chuckle, Jamil’s eyes flickered with reluctant amusement. He exhaled sharply through his nose, shaking his head.

“This is stupid,” you admitted between giggles.

He sighed, running a hand down his face. “Yeah. It is.”

You grinned. “Bed?”

Jamil didn’t hesitate. “Bed.”

The moment you both settled under the blankets, the last traces of tension melted away. His arms instinctively curled around you, pulling you close, and you let yourself relax into his warmth.

“Sorry,” you whispered, pressing your forehead against his shoulder.

His grip tightened, lips brushing against your hair. “Me too.”

Neither of you said anything else. You didn’t need to. The steady rhythm of his breathing and the way he held you just a little closer said enough.

Rook arguing with you was already unexpected. That he let you march off to the couch without a poetic declaration or dramatic plea? Unheard of.

You cocooned yourself in the blanket, stubbornly facing the back of the couch. The silence felt unnatural—too quiet for someone like Rook. A part of you expected him to suddenly recite a Shakespearean sonnet about lovers quarreling.

Instead, something even more ridiculous happened.

You shifted slightly, just enough to glance toward the floor—and there he was.

Laying down right beside the couch on a thin blanket, arms crossed behind his head as though he had chosen the most luxurious sleeping arrangement in the world. His golden hair fanned out on the hardwood floor, and despite the clear insanity of the situation, he looked perfectly content.

You stared. Blinked. “Rook.”

“Oui, mon amour?”

“You’re on the floor.”

“Indeed.”

“You’re going to get sick.”

“Then I shall suffer beautifully, just as you do now, exiled from the comfort of our bed.” His eyes twinkled, completely unrepentant. “If my beloved must endure the cruel fate of sleeping alone, then I shall share in their hardship.”

You pressed your fingers to your temples. “Rook, go to bed.”

“I am in bed.”

“No, you’re on the floor, being dramatic.”

“Dramatic? Ah, ma chérie, I am simply a devoted man.”

You groaned, throwing your arm over your face, but the warmth in your chest betrayed you. It was impossible to stay mad when he was like this. Ridiculous. Completely, helplessly devoted.

Sighing, you reached out and flicked his forehead. He gasped theatrically, touching the spot as though you had struck him with Cupid’s arrow. Before he could say something absurd, you leaned down and kissed the spot gently.

“Come to bed, you idiot.”

His eyes widened slightly before his lips stretched into a dazzling smile. Without hesitation, he stood—and then immediately scooped you into his arms.

“Rook—?!?”

“Ah, mon amour, such sweet mercy! Allow me to carry you away from this exile!” He spun dramatically, pressing an exaggerated kiss to your forehead before striding toward the bedroom.

You should have expected nothing less.

You sighed against his shoulder, shaking your head. “You’re impossible.”

“And yet, you adore me.”

You couldn’t argue with that.

Lilia Vanrouge

You had firmly decided that you weren’t going to sleep in the same bed as Lilia tonight.

You needed space. You needed time to cool off. You needed—

Blink.

One second, you were wrapped in your blanket on the couch. The next? You were in bed.

You shot up, heart pounding. Lilia stood at the bedside, arms crossed, looking far too pleased with himself.

“Lilia.” Your voice was dangerously even.

“Yes, my dear?”

You narrowed your eyes. “Did you teleport me?”

A smug smile. “Would you rather I carried you?”

Oh, you were about to start another argument—

But then you noticed something. In his hands: a pillow and his own blanket.

You frowned. “What are you doing?”

Lilia hummed, casual as anything. “If my beloved insists on sleeping elsewhere, then I shall take the couch in their place. I have endured far worse in my lifetime—” his eyes twinkled mischievously “—but I’d hate for you to wake up with an aching back.”

You groaned, flopping back onto the mattress. “That’s so unfair.”

“To be this thoughtful and charming? I know.”

You shot him a look, but he simply smiled. You hated how sweet he could be even when you were still irritated.

With an exasperated sigh, you sat up and grabbed his wrist, tugging him toward you. He followed easily, his blanket forgotten as he slipped into bed. Without hesitation, he wrapped himself around you, chin resting atop your head.

His voice softened. “I’m sorry, dear.”

You exhaled, tension leaving your body as you relaxed into his hold. “…I’m sorry too.”

His lips brushed against your temple, and with that, the night’s quarrel was put to rest.

Masterlist

[fima11]

(my friend told me I draw ruggie as if he was my animation class assignment and I can't stop thinking about it)

[a-twistedheartslonging]

After thinking about it and coming to the conclusion that he wouldn't use the word bitches, especially towards ladies-

[winterspellsfrozenkit]

One thing I wish was understood a bit better about Twisted Wonderland.

Everyone in this game has trauma or personal struggles and it's NOT a competition of who has it worse. Honestly, sometimes I wish everyone's traumas were discussed more in depth in the game like we get with each person who Overblots, but we don't have time for it. With the Overblot boys, their trauma is shoved directly into the spotlight and we hear exactly how their situations make them feel. But the rest of the cast, ALL of them, have personal struggles and/or trauma. This is just a small list of some of the issues each non Overblot student has.

Ace masks the fear he feels in a lot of situations, and he's got an inferiority complex on some level. Notice how he bullied the player and Grim in our first interaction? That is a sign of someone who is looking to feel better by pushing someone else down because they don't feel good about themselves.

Deuce grew up with a single mother who had to work multiple jobs to make ends meet, which causes him to worry about her, and he was a delinquent in middle school, which made his mom, the one person he worries over, cry. He lives with those regrets, but he's still got those old habits and he agonizes over the fact he's not academically where he'd like to be and his behavior regresses when in heated situations.

Trey has severe trauma at being screamed at for FIVE HOURS over giving Riddle ONE slice of tart, so much that his vitals are severely affected at the thought of Mrs. Rosehearts and he's heavily conflict avoidant.

Cater has had to move all the time and as a defense mechanism, refuses to be honest or get close to people because he doesn't want to get attached only to be ripped away from them.

Ruggie lives in EXTREME poverty when not at school. He struggles to make ends meet and he has to work so hard in a system that is DESIGNED to keep him in poverty, because many beastmen still prefer segregation in the Sunset Savannah.

Jack has one of the healthier mindsets, but he still struggles with being open and honest about his feelings, which makes it hard to have friends, and he struggled with watching Leona, someone he's idolized, fall short of what he believed of Leona.

Jade and Floyd are implied to have grown up in some form of crime family and both seem to have handled the fact their lives could be in constant danger differently. Both like things being interesting, but Jade seems to prefer seclusion and control, while Floyd enjoys scaring people off and having as much fun as he can before he goes.

Kalim is someone who has had multiple assassination attempts on his life, even from his own family. He masks behind a smile, but he's afraid to trust people, and when he DOES TRY to talk about it, it gets brushed off because he has money. Also, he has to deal with the fact Jamil has been undermining his ability to progress by not treating him as if he's capable at all.

Epel has been teased and bullied on how he looked to the point where he started instigating fights to ensure he wouldn't be teased. He also has to fall in line with what Vil wants because he made the error of picking a fight with Vil and getting his butt HANDED to him. To further add, Vil is NOT NICE about it when Epel resists, with one example being Vil grabbing him by the ear and pulling hard as a form of punishment.

Rook has deal with the fact that for being someone who is super perceptive and can notice details, he didn't realize Vil's feelings around Neige, likely because he was blinded by his own admiration for both of them and that's a bitter pill to swallow.

Ortho has to deal with being basically created as a replacement for dead Ortho Shroud, trying to figure out if he's just really a robot made by Idia with really good AI or more than that, and dealing with the fact he loves his brother so much, but his brother doesn't take care of himself and it's disheartening to watch Idia's self-destruction.

Lilia has so much war trauma, losing his loved ones, having been exiled, and so much other crap. Even so, he forced himself to put the war and his trauma about it in the past, where it belonged for the sake of his two sons who both lost so much to war, which is something Baur/Baul could NOT do which was to Sebek's detriment.

Silver has had to live with the idea that his adoptive father would likely outlive him, then is faced with the fact that his father is basically abandoning everything about their life in Briar Valley before he learns that his biological parents were the enemies of the person he serves and cares about, Malleus, and the only father he's ever known.

Sebek has grown up with internalized racism/speciesism against humans thanks to his upbringing and he basically rejects half of his heritage with how he treats his father. He does not even realize how hurtful his comments are until he's faced with those remarks being directed at him by a younger version of his grandfather.

And this isn't everything each student has to face. This is just broad strokes. Yana Toboso wrote a story about flawed people who all have gone through really hard and difficult things because that's the point. As Toboso said in a 2023 interview:

“Happy endings in Disney works come from righteous actions and love, but I believe that the villains are characters who do not get saved during the story. That is why, through this game, I want to portray the message that even if you get beat up all the way to a bad ending, you can grow from it and live your life without feeling discouraged.

Acting lame, obstinate, without hesitation, being open and honest—it’s not as bad as it sounds. 

I would like to paint a positive picture of living honestly with yourself and not worrying about others.

In today’s society there are so many people who live in fear of failure and are always walking on eggshells, but nobody’s flawless. It is exhausting to try to live your life so that no one will hate you.”

Everyone, even people you don't know or do not like, have gone through things that shaped who they are. Sometimes, how we've adapted to handle the bad things that happen will force us to hit rock bottom. But you don't have to die when you hit rock bottom.

You can have terrible things happen to you and have maladaptive strategies to handle your experiences, but you aren't stuck that way forever. You can learn how to change your habits, learn to be okay with yourself, and work at being better than you were the day before.

Human growth is not linear. It's a bunch of taking steps forward and backsliding and learning and making mistakes over and over again and accepting failure, not as a testament to your character, but as part of the process of growth... and that's something all the students have to learn, not just the Overblot boys. Because all of them, every single one, are handling their own personal issues, even if it isn't shoved right in our faces.