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Summary: Everyone in the family thinks the two of you hadn’t tied the knot and keeps playing matchmaker. He, being the troll he is, decides to roll with it
He told you it was going to be fine. To leave it to him; his plan was going to be flawless. Flawless his ass. You’re dying from second-hand embarrassment and Jason’s not helping with that shit-eating grin on his face.
“You know, Gotham Park is apparently considered one of the prettiest in the city during all four seasons.” Steph starts, sending you a look across the dinner table. “Wouldn’t it be so romantic to go there, especially for a first date?”
You beg to the higher beings that your cringe isn’t visible in your smile as you hummed in agreement. You’ve been enduring this since the beginning of the family dinner where the siblings kept dropping obvious hints for the two of you to get the ship sailing. And Jason being Jason, went along with it all the while ignoring the secret glares you give him. For Pete’s sake, he was even playing footsies under the table!
“Didn’t you say you had a plan?” You hiss under your breath as Tim and Dick, surprisingly, voice out in agreement how Gotham Park was the last place to go on a date, their expressions speaking for the horrors they’ve seen there.
“Yeah? Why? You don’t like how my plan’s going so far?” You scowl, kicking his foot away when he prod your foot again with his. He gives you a cheeky smirk in response.
Checking and seeing Steph getting into a squabble with the other over the apparent controversial site, you lean closer towards him.
“You call this a plan?”
“If not, then what is it?” He chugs the water in his glass, waving a hand towards them. “Besides, over half of them are grown ups. They’ll get it one way or another.”
If you’re not dying from embarrassment, you’re dying from stress. It’s clear as day that he’s in it for the chaos while you’re simply wanting to rip the bandage and get this over. Just when you’re about to snap at him, you catch Damian staring at both of you across the table. Quickly, you compose yourself, the same smile you had on for Steph now directed at the fourteen year-old.
“What’s wrong Damian? Need something?”
He doesn’t say anything for a minute, his gaze blank and revealing nothing. You can feel sweat accumulate in your hands, the urge to swat at the man beside you getting stronger at the coughs he lets out that’s meant to cover his laughter.
“I simply don’t get it.” The teen then takes a bite of his steak and thoughtfully chews on it. “Why can’t Jason simply ask you out for a date when he’s completely smothered for you?”
Cue the room going completely dead silent. Well, sans Duke pounding his chest from choking on his food. You would’ve, at least, chuckle at had it not been for you steaming up.
“D-Damian? Damian buddy?” Dick calls out from his seat, his voice slightly pitched. “What are you doing?”
“I can’t be the only one that’s getting tired of them beating around the bush, Richard. I’m simply spelling it out, that’s all.”
“Damian-“
“No, Damian’s right.” All eyes set on Jason, who puts the silverware down and leans back on his chair. “It’s not like I’ve been really meaning to hide it anyways so,” he turns toward you, “what do you think of Saturday, 1:00 PM at your favorite place you like going to?”
…You can’t do this. This man and his theatrics; you wanted to scream how he had already asked about it last week. Tell them they’re getting scammed, it’s not even the first date-!
But Damian’s words keep echoing in your mind and the fact Jason knows that you know that it’s true is messing with you so badly. It prevents you from trying to calm everyone down, the family up and arms at the “horrible” confession Jason gave as he merely shrugs and asks what else he was supposed to do. You further baffle them when you muster a nod, your hands still covering your very much burning face.
Later on, when Bruce comes back from the supposed emergency phone call, he pulls you and Jason to the side. It was one thing to hear Bruce Wayne giving his approval and blessing (for some reason) for you two’s relationship. It was another when finding out this whole thing was indeed staged by both Jason AND Bruce to get back at the rest of the family for a prank that occurred last week during a joint mission as the older man asked the younger if everything went accordingly.
You decide to give Jason a piece of your mind once the two of you got home which led to him to follow you around and ask you to reconsider calling him by his full name for the rest of the week.
Hey guys, so when I made this post, I was extremely frustrated and annoyed. Now that I’m way more mellowed out and had the chance to read a lot of reactions and responses, let me act my age and actually clarify some things.
First, I want to apologize to those who were deeply upset by my post. My post overall was towards those who claim they don’t write for a specific audience, and yet put specific descriptions in their work. There is absolutely NOTHING wrong with adding certain details to your reader, such as gender or body type. The issue comes in when you don’t properly title and tag it as so, or completely ignore it altogether.
If you see my post as an eye opener and want to change up your work, then you have every right to do so, but please do not think that this is an attack or jive directed at you. It’s just that some of us readers want exactly as promised. Like for example, imagine if someone asked if you wanted some fresh fruit they grew themselves. You agree, and when they show up, instead of handing you fruit, they give you a carton of eggs. Now, you might not mind eating eggs, but you were promised fresh fruit, not eggs.
I know some writers have said that they want to be more inclusive in response to my criticism. If that is what you truly want, then by all means, but I cannot stress enough: write what YOU want to write. Do not feel as though you’re being pressured to change what you put out; it’s just a means of how you categorize it.
Thank you to everyone who took the time to read, respond, and engage with my original post. I truly appreciate the perspectives shared, they’ve helped me see things more clearly and refine my thoughts.
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Note: Check out this post for context! Tim is a bit of a stalker, but he always has been so its in character.
________________________________
The first thing Tim ever did after meeting you was run a background check.
It had become second nature at that point. A habit he picked up when he was younger that just stuck. Tim had an obsessive personality, so it was a natural habit- or maybe he forced this habit on himself. He's always been one to bite off more than he can chew and then force himself too sallow.
You checked all the boxes. Funny, beautiful, nice to be around, easy to get along with, clean background, you could handle yourself in a fight. You told him you took self defense classes which made sense in Gotham- and had a promising future. Everything a Wayne would be expected to look for in a partner.
It was a bonus that you had a crush on him. It made it easy.
Tim Drake, the smart and handsome boy in your class. It was natural that when he asked you to go out with him, you'd say yes.
Tim was a pretty calculated person, because of his... nighttime activities he had also gotten into the habit of never allowing much room for error. He planned ahead to even minor details.
It was because of all these things you and Tim began your relationship.
“We had a date… We’re are you?” Another reason you and Tim stayed together. You were unbelievably patient. He saw it when he came rushing into the nice restaurant he booked for the two of you- regular clothes and a hastily bought slightly ruined bouquet. All while you sat in a nice dress, a half eaten meal in front of you. You weren’t the type to blow up and get upset, you kept your feelings inside and that worked for him.
Funnily- err, no… horribly enough, Tim never told you why he was late for every other date. Instead he choose a simpler much easier route. “I’m sorry, I couldn’t find my keys.”
It worked because no matter how shallow or hard to believe the lies were… you took them. Took them and smiled while you tried to forget about it and enjoy the rest of the night with your boyfriend.
Often it felt like going through the motions with you. You’d smile and enjoy the time you spent with the boy and then wave him goodbye. Being with Tim… it felt so surface level. It felt lonely… Gifts were used as an excuse to not spend real… physical time with you. So, you’d just smile at the flowers you got at your door and the teddy bear, even if they were stereotypical nonpersonal things to give a partner.
While you didn’t know If you loved your own boyfriend, you knew you admired him. You admired how he kept himself in shape despite how busy he was, how he managed all his work with the side projects he kept up with- how he juggled his family. All of it. You admired how he seemed to work for what he had.
You admired how he always seemed so tired. Too tired to properly hide the aspects he didn't want you to see. But you chose to not see them. Not let him know you saw through it. Not giving anything away he didn't want.
Still, all those things kept him so… distant. Like a wall being put up in front of you, hiding him away.
Would it be clingy to tell him to call more?
He was already so busy; how did he juggle you with his life? It seemed hard. At times you thought he was cheating on you but with how public he and you were… it was a fleeting thought. Did Tim even enjoy the time you two did have together?
You’d often question your relationship with the Wayne boy.
You questioned a lot of things. Some you’d question only later. Later when you awoke from the coma that… that monster put you in.
But before that... before any of that. “Catwomen got your tongue?” You’d giggle and poke the boy's shoulder. He was definitely upset today; you'd blame the lack of sleep- he blames your curiosity. “Hey, talk to me..?”
“I’m sorry, I’m kind of busy right now.” He frowned slapping your hand your touch away and you could only pout to hide the hurt in your chest.
.
.
The first time Tim held you hand your cheeks hurt from smiling.
.
.
The worst part of everything to Tim. He didn't even know if he did love you.
There was exactly ten times Tim wished he told you it. Once he did, mostly to get you off his back. Did that make him a horrible person?
He liked you. He liked how easy you were. He liked how you trusted him. He liked how you let him lie to you. He liked how your felt against him, how you would get up to get him another energy drink instead of nagging him about his health. Not that you weren't concerned about the amount of caffeine he consumed you had been clear you were...
He liked when he was a little more careless, having you against him while he typed away on his computer. You holding his drink for him, head on his shoulder, just tired enough to not see what he was really working on. he thought at least... He liked having you against him when he got back... When he saw you again he liked having you around. He enjoyed feeling you against him, your skin on his... Hold you close and just... feel. Feel your body heat against his when he'd get back from patrolling those cold Gotham nights. Rip that same old suit off and climb into bed, embrace that skin to skin contact he so easily grew addicted too.
It was a funny joke with Gothamites that Tim Drake, the son of Bruce Wayne was a coffee addict. Tim had an obsessive personality, so it wasn't out of character. Every post with him in it had a mug, which never helped with the so-called rumors.
As he scrolled on his phone, he didn't even notice the mugs slowly disappearing. Instead, you were on his arm in every photo... Huh...
He didn't know if he loved you. He probably never would anymore... He probably didn't. I mean, what kind of man scrolls on his phone while holding the hand of their supposed lover? Especially when you were hooked up to wires...
But, it hurt too look at you. See you in that state. Not knowing if you'd wake up. The ache in his chest... It lessened when he adverted his eyes and stared at his phone.
If his touch was the sun, you were the earth. If he was your sun, that meant he failed you. When the sun combusts, the earth will die, and the sun combusted, broke under the pleasure.
He should've been a better boyfriend...
If he was, he would have at least known what kind of flowers to bring you...
Roses... felt too basic. To... impersonal.
___________________________________________
A/N: I hate hate hate hate my writing! Bleh. This all felt tooooo flat.
Note: Admittedly this is more centered towards the Batfam. Also booster gold is in this, hold your applause!
Naw, I was gonna but then realized these fandoms should never mix. Theyre cute tho- AND I WAS GONNA ADD BOOSTER GOLD BC HES UNDERRATED ASF BUT WHATEVER
Readers who the main characters only find interesting because they've completely flipped as a person and just give top energy 24-7 so hard they've lk began to become somewhat of an icon in the kingdom.
Villainous character (isekai'd Reader) who instead of plotting, opts to get drunk with their advisor and knights in the slums. Instead of attending the ball that the main character ends up stealing the spot light Reader is on the other side of the city telling people that they'll give a gold piece for each rotation someone can complete while upside down on their head. (They've got the civilians break dancing in the street while the main characters are lk awkward and bored having no villain to push them all together.) They don't have time to make others' lives messy while trying to balance the shit they end up getting themselves into. Cue scene of black out drunk Reader falling asleep in some random cart (it ended up being up a box), and shipped to a foreign country. Cue traveling crew to panic about the fact they've kidnapped an important figure. Cue Reader slowly putting the lid back on the box much too hungover to deal with anything at the moment.
Shy Meak Prince/ess character(honestly a non royal character would go so hard) (isekai'd Reader) who suddenly begins to go missing every now and again and one day disappears altogether. The kingdom thinks they've been captured or worse but in reality they have a hard time falling asleep and opt to fall asleep next to a creek not knowing that venturing into the forest meant attracting the attention of beasts and monsters that lurked. Is Reader scared, fuck no? This is they're fucking moment, bitch grew up on how to train your dragon, this is their fucking moment. Enter Reader returning after a week. Mostly fine, a few nips, and bruises. Hair a mess and dirt caked but what really shocked people were the not one but two mystical beasts following closely behind them. (Or they just reappear. Nobody knows anything about the beasts as Reader tries to hide their newly made friends from the other characters).
Tailor/Seamstress/or? (Isekai'd Reader) who's blunt as hell and with horrible brain rot from their own world and just opts to not speak in the presence of others. Others think of them as just a wise and mysterious character with an excellent set of skills for design and fashion. Enter the mind reading character who's just absolutely shook about the absolute unfiltered filth that is coming from the reader as they get fitted for an upcoming ball.
— in which you, a DC fan gets isekaied into and gets saved by boy wonder. Only to get mad at him and B… it’s only after you calm down (still mad at them) you piece together what actually happened… but should you tell them?
AU: Soulmate (?), isekai
Rating: Sfw
Note: You and Damien are the same age and shit. I don’t really remember how old he is but for the sake of fanfiction let’s age him up to 18 (or down I looked it up and it said he was 37? I have no idea where that info was from comic are confusing)
Warning: Y/N swears a lot and makes a like one sexual joke?
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One minute you were in the greatest, most magical place in the world: Six flags. And the next you were in the sewer. To say you were pissed and totally confused was an understatement. Those funnel cakes by the entrance were calling your name- you were gonna get one before you left! Now instead of that sweet cake smell it was replaced with the smell of shit and piss and whatever else lived in the sewer.
Sixflags was suppose to be relaxing- doctors orders. You just needed to relax and distract from-
You were in the sewers. You dreaded to think about what you may have stepped in while on your quest to find a manhole cover.
So yes, you looked like an idiot in a Superman cape carrying a Wayne enterprises mug wondering around the sewers. The mug was half off and made you feel like you existed in the world of DC instead of the regular merchandise… and the cape was because who doesn’t get a cape when they go to six flags? Or at least bring the cape they already bought with them. Looking back, you blamed the mug. Anyway, you were wandering around this horrible sewer with water greener then green. It seriously looked toxic… when you heard this horrible roar…
You glanced back from where you came- looking towards the sound, when you heard it again. So, like any sane person. You broke out into a sprint.
Bad ideas, because it heard you and was coming closer now.
You seriously doubted you would be able to outrun this thing for long. It was getting closer and rapidly. But, thankfully, luck was on your side- because you saw a manhole cover!
Climbing the ladder you pushed the thing open-
Only to almost get ran over by a fucking car! “Watch it!” You cursed at the speeding car, a certain finger proudly in the air as you climb out. Momentarily forgetting about the creature that was chasing you. Remember that you slammed the man hole cover shut in a hurry.
But, did you think you could compete with some monster when it comes to the battle of strength? Yeah, didn’t think so either. It blasted the manhole cover off of its neat little spot and you hurry back and away from the road. “What the- oh my god.” You breath in relief when the thing was too big to actually climb out of the sewers. “Killer croc… okay… I’m losing it… whatever it is…” you try and breath out to collect yourself but you were interrupted by the sound of a very angry lizard man… thing. Crocodile? “Okay fuck off!” You shouted angrily at the villain and rip your cap off. “Abusive aunts or some shit is hard but by god your annoying!” You huff and run away because that just made him more angry and you didn’t want to stick around for that.
You did run away while waving two fingers at him, each from the middle of two of your hands but that was neither here nor there. You just needed to walk away and clear your head-
And…
You bumped into someone on your little escape. A chest of a fucking cosplayer. “My day couldn’t be going worse- oh my god, Fuck you Comic Con nerds!” You swore at the boy in black, red and green. “Six flags was suppose to be fucking relaxing!” You swore at him and turned away to go the opposite way only to bare witness to the snarls of a certain croc
“get back here!” He made the fucking ground shake.
“Fuck you and your shitty Damien cosplay, I am out of here.” You turn and ran from him only he to met with the silhouette of a bat… man, it was fucking Batman. “Oh I wonder who it is? Bruce Wayne, no fucking duh, Go fight the idiot on acid and leave me out of it.” You hissed because you were cornered. You tend to lash out when your cornered. He approached you quieter now. “…Oh um, I’ll take the crocodile, thanks.” You spoke as you backed up only for him to make the ground shake harder-
“Fine! Boy wonder then god damn. At least he’s hot!”
“How do You know our names?” Boy wonder piped up. He was suddenly standing beside you.
“Are You dense or really into role play?” You hissed at them. “I don’t know what kind of budget your little prank crew is working with but screw off!” Just then the crocadile managed to ruin the ground around him and break free- resulting in Batman and Robin to fight him and you-
The sane one to run away, “I’m so suing six flags for this- didn’t sign up for their fucking role-play shit.”
—————————————
Okay, so after adjusting. You were no longer in six flags- nor some rich nerds cosplay special effects whatever. Hell you didn’t even somehow end up on a movie set shooting for the next Batman. “Gotham more like god dammit, right?” You joked to yourself, and the old women next to you. She just looked at you weirded out and oddly disappointed before shaking her head. “Okay, Fuck me then.”
So, yeah, you were feeling a lot of emotions. Hey, you can adjust to this! Because no way in hell was getting back to your world worth being involved in whatever episode or comic plot this whole thing was. Yeah no, fuck that. You made a checklist.
1. Get out of Gotham (metropolis was lovely, Superman was cool-)
2. Get enough money to fuck off to some corner of the world no one knew about.
And finally 3. Live peacefully knowing you’ll never get that funnel cake.
The only problem? You didn’t have any money, food, shelter, phone, money again, or anything besides the clothes on your back. And you were craving funnel cake. Yes, you were poor in Gotham. That was basically a death sentence.
At least you had a mug. A stupid, useless mug. Hey, at least you can beg for change with it! “I should rob people.” You mutter to yourself because, that seemed like a good easy way to get money- the old women next to you however eyed you warily and moved her purse. “Not you, we’re cool Margaret.” You sent her a wave and a wink and got up. This plan would work.
It was this or sell the Justice leagues names to villains. Which- hey that could make cash and make you dead!
—————————————
Despite what people will tell you, stealing is fun.
Who would have guessed- your a natural pick pocket! If pick pocketing was running past women and tugging their bags away. “My bag! My purse!” Okay, maybe you had a bit of a sick sense of humor but you were desperate! And you made 132 dollars and 25 cents. Had it been two days? Yes, had you been pepper sprayed twice? Yes again, but you avoided it!
The only regret you had? Why hadn’t it been marvel? Marvel just seemed easier to live in. Yes the world did end but it bounced back! You sighed and threw a penny in the air. You were honestly tired. Two days was a long time to go without a bed. You couldn’t get a job either, you tired and needed so much to prove you were a serial killer or a thief- which included a birth certificate you didn’t have and so much more. Background checks would be the death of you. Even at that small cafe you met Margret? Yeah it was Margret. “Well we’ll well, if it isn’t Gotham’s newest petty criminal.”
You dropped your penny. Leaving you with 24 cents.
It was Jason fucking Todd.
“If I die, at least make it by those thighs.” You said solemnly, accepting your death. “I mean seriously, you squat or something?” You did a wolf whistle and now you were being detained. Okay, you tried.
You never claimed to be better then a man. And if you did you lied.
“I got her B.”
.
.
.
.
“Banananannaan Batman! Da Na!” You sang as Batman’s Batmobile pulled into the bat cave. The same one you had been dragged too. “He’s the crime fighting vigilantes who works alone! Besides Robin, Nightwing, Gordon, the Justice League, batgirl, Red Robin, red hood, Oracle, Barbra, um… I know theirs more help me out jay bird?” You sang as he excited the car. “He refuses to kill the joker who’s a mass murder ands death would save thousands! It’s Batman! The hero man! Danananana!”
“How do You know?” Batman asked as he walked towards you.
“The Song? Oh I improvised. Hard to find rhymes for Batman, hero man is pretty good though, huh?” He fucking punched you! “Fuck! What the hell dude? Wait are you the angry Batman who’s quieter or the nice Batman- god it’s so hard to know which one I ended up with.”
“This is serious.” Dick Said as he grabbed Batman hand and pulled him away from you.
“Heard of coping? penis?” You rolled your eyes, “this is kinda how I do it.”
“You sold our information, or Superman’s information too a villain. Tell us why and how you knew it and we’ll let you go.” He continued, “our friend is in serious danger now because of you.” He gritted his teeth looking upset.
You just rolled your eyes and licked your now bloody teeth. “Would have sold your guys information for a lot more then I got on me. Living large with eight dogs- maybe cats? Don’t know how I feel about animals actually. Which do you prefer dogs or cats?”
“We need to know how many villains you sold us out too.” Dick said calmly, his face getting closer to your own. “Now.”
You smile and lean closer to him. “You free after this?” He backed away with a frustrated look and Batman put his hand on Dick shoulder. “Oh B is tapping in now- great!”
“Your the only person who knows who we are.” Another voice said you looked behind you and saw Damien.
“That you don’t trust. Maybe check your inner circles before punching a poor thief! God… you’d think the world greatest detective would fact check- oh wait isn’t the greatest a chimp or something? I’ve always loved monkeys- oh maybe I’d get a monkey for my pent house.”
“You have no family, no friends, no birth certificate- before last week you didn’t exist. There are no records of you being born or traveling to Gotham. Who exactly are you?” Batman leaned close to you.
You stayed silent, thinking of your options. "I was with a traveling circus..." You began, "Then one day someone rigged the equipment for my parent's routine and then batman adopted me, and that was how I began robin..." You spoke solemnly, you noticed how a certain blue suited bird man tensed up. "Aw, don't tell me we have the same backstory!" You accused the Nighwing, "well one of us is going to have to change it and I hate to tell you, but I make it work."
"She knows more about us than our names... or at least more about Nighwing." You heard a robin mutter, the red one.
"Okay being red was his thing” you look at red hood, “and you took it, so you have no place to talk about me and penis's copycat situation- Even though I totally did it first and he should change it." You nudged your head towards Red Hood, "Kinda like how you took his role as Robin, but you know what Ima stay away from that can of worms haha." You laughed awkwardly as Jason stood up from behind you and walked towards you menacingly.
"This is a Major Turn Off for me you know? The costumes just don’t do it- maybe if you strip-“ and your mouth was tapped shut.
_____________________________________NOTE:
Y/N is supposed to be Deadpool coded because I was watching Deadpool and laughing my ass off earlier.
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I am 18 and still act like a child. Like I am a child. I am less mature then my FIVE YEAR OLD SISTER AND ON A SIDE NOTE WHY IS SHE SO MATURE???? LIKE KID BE A KID PLEASE IM BEGGING??? But…. Yeah I act like I’m 10…
I was dancing IN WALMART like just doin’ a lil dance and singing the monster high theme song… DONT TAKE ME ANYWHERE IM EMBARRASSED NOW LIKE- WHY TF DID I DO THAT???? WHY IS MY EMBARRASSMENT DELAYED? THE PLACE WAS PACKED TOO LIKE- WTF???
Proof I am a child? GLANCE at my tumblr page. GLANCE. I did that and I’m a LEGAL ADULT.
I turned 18 last month :3 my brain hasn’t caught up to the fact that to an outsider I LOOK LIKE IM ON DRUGS. And to an insider (knows I’m 18) I LOOK LIKE IM ON DRUGS.
The wrong thing is not the fact that you write a story with an oc, no, that's not the real problem, really.
IT'S JUST THE FACT THAT YOU USE THE WRONG TAG SO YOU HOPE MORE PEOPLE READ YOUR STORY. BUT BELIEVE ME IT'S JUST FUCKING ANNOYING 'CAUSE WE AREN'T ABLE TO FIND THE RIGHT FICS IF YOU KEEP DOING THIS!!!
There are people who like to read more stories with ocs than reader inserts, so use the fucking right tag go reach that community and stop spamming your stories among ours.
I don't think you get it but, you know, the purpose of fanfics with reader insert is to make the reader imagine her/himself as the mc of the story. The best part of these fics is the fact that EVERYONE can be included in them.
SO WHY THE FUCK DO YOU HAVE TO RUIN THEM BY MAKING THE MC A PERSON THAT LOOKS COMPLETELY DIFFERENT FROM THE READER AND EVEN HAS A NAME THAT IS NOT THEIRS?
Not to be dramatic but i hate y'all.
And the fact that it's always the same fandoms and we all know who we're talking about...
Random idea for the Yume shippers with Skully. You know the movie “The love letter”?
What if after the Halloween book incident, There’s been letters suddenly popping up in Yuu’s mailbox from a guy they no longer remember.
Just Skully and Yuu getting acquainted again through a time traveling/ghost mailbox of Ramshackle
(Sorry coping with grief)
We're all coping with grief. I literally just saw some artwork of someone's Yuu crying infront of Skully's portrait and Skully's ghost comforting them.
Skully's trying his best to get Yuu to remember him.
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I need Trein to assign a research paper on the Halloween King knowing full well that Skully is just right there next to Grim doodling on his work but he's so disensitized to the shit that goess on around Yuu that he doesn't even bother anymore
The funniest thing is, everyone would try to use him as the easy answer....but Skully ignores them and gives Yuu everything.
Skully: And this is how I felt about this! Those books are wrong!
Yuu: Hmm.
Skully: And they got (item or custom inspired by Yuu) wrong as well. They said I was so creative when coming up with it, but it was all because of you, Yuuki!
Because I hate what twst decided to do with Skully...
I'm thinking The King of Halloween became the King of Halloween through tragedy. He got lost in the book, but completed the ending successfully and left it, where he continued his school years and possibly became a teacher. Had a son, Skully. Skully loved Halloween, despite it being not a very popular event. But something always felt like it was missing in Halloween.
It was so dark and dreary, he was certain there was something that could be done to improve it- but he just can't figure out what. And it plagues him for years, because he knows his son is being bullied at school despite his best attempts to stop it from happening- and all because of his awkwardness and obsession with Halloween. Starts trying to discuss Halloween with the rest of the staff, to try and get all the students involved and show them how fun Halloween can be.
But before his plans can be put into action, his son goes missing. What happened? The man is frantic, looking all over town, but there's no sign of him. He's completely forgotten about the book he was once sucked into, so the idea doesn't even cross his mind- but there's a terribly familiar sense of deja vu about all of this.
Yet days pass, weeks pass, and his son doesn't reappear.
After several months go by, with no luck of ever finding him, he resigns from teaching and starts traveling the world to find him. As he does so, he discovers the many different ways people celebrate Halloween in the countries he visits, and it makes him think about Skully and how badly he used to be bullied. Realizing he was making no progress in finding him and that whatever happened to Skully is probably irreversible, he returns back to Sage's Island with the knowledge he's found.
He becomes a legend on Sage's Island because of the ideas he shared with NRC and RSA and all the townsfolk. Rather than just lighting turnips to scare away evil spirits, they can carve pumpkins, and hang up colorful decorations. They can give sweets to the ghosts so they won't play tricks on them. They can put on scary costumes to scare away the evil spirits and blend in with the dead.
Due to this, Halloween becomes a beloved event on Sage's Island, and rumors of how they celebrate Halloween there spread around Twisted Wonderland. He becomes known as the Halloween King, who made Halloween a popular and beloved time of the year, all in the hopes no one else would be bullied like his beloved missing son once was.
Centuries pass.
Skully has been living in the Nightmare Before Christmas book all this time, unable to escape like his father, as he did not wish to make an exciting and colorful Halloween. He believed Halloween should remain dark and desolate and terrifying, and would always take things too far to make it so, thus resetting the story and his memory each time... until one day a bunch of students suddenly appear, with a magicless human and a talking monster cat, who help him finally reach the end.
He escapes the book, but everything is changed. The island looks different, he recognizes no one, and when he gets to the dorm he used to live in he discovers it is now rundown and abandoned, with only two living occupants and three ghosts. He is more confused than ever, but the magicless stranger seems to recognize him- and shows him the photographs they have that they took (with the Ghost Camera) when they were within the book. Slowly, the memories come back. He knows who this stranger is.
And his father, dorky and loving as he was, was gone- having died centuries ago- but became revered, leaving behind a legacy revering Halloween... and all in Skully's memory.
He's broken, and distraught, but he's not alone- though he knows that if he didn't meet the people he did who rescued him from that book and taught him how to love Halloween in all its forms, he probably would've been very annoyed with what his dad did. He's surprised to find his father's grave on Ramshackle property, but frequently visits it and tells him what happened, never knowing he had followed in his father's footsteps only to fail at where he succeeded.
When the magicless student takes him to Headmaster Crowley to re-enroll him... Headmaster Crowley nearly has a heart attack, as Skully J. Graves is the spitting image of the Halloween King- who I am going to lovingly name Jackson Graves.
Skully remembers suddenly- how his obsession with Jack Skellington began. It was because of how deeply he admired his father, who was so friendly and beloved by all, and how he wanted to be like him, and how when he first heard the story of the Pumpkin King as a child... he could easily imagine his father, who so strongly encouraged his interest with Halloween, as Jack Skellington- and latched onto that imagery tight. Perhaps being in that book for so long skewed that image even more, as he must have missed his father without ever realizing it because of the constant resets.
And now he was gone.
But, inside, he knows his father would be happy for him- as Skully finally made some friends.
