Twisted Wonderland Headcanon - Blog Posts

Hugging them for the first time pt 2

Heartslabyul Dorm & Savanaclaw {some are short some arent}  {Riddle, Trey, Cater, Leona, and Ruggie)

Y/n has been at NRC for a while and she's never hugged anyone (besides grim) until today. Y/n took in a deep breath before walking out the door of the ramshackle dorm with grim on her shoulder. {ps y/n is pudgy since thats what i am)

Riddle Rosehearts: HUG!THIS!BOY! (pt2) This boy is hella touch starved (mrs. rosehearts me trey and Che'nya just want to talk with bats) ribble froze up almost as stiff as a tree before he slowly melted into y/ns arms. The warm y/n gave off made him feel safe in her hold. He stayed in her arms for a good minute before slowly backing away from her “thank you for the hug y/n but next time tell me i don't want to accidently collar you in a panic” riddle said straightening his tie y/n nodded before walking off.

Trey clover: Trey gives off the vibes that he doesn’t like to be touched so he’s one of the few y/n would ask before suddenly hugging. Trey was baking some tarts (surprise surprise) when y/n walked “afternoon y/n how are you this evening?” trey asked as he put the tray into the oven “i’m good i just had a quick question to ask you if that’s all right” y/n started as she played with the end of her shirt. Trey looked at her as he whipped his hands off “of course you can! Is someone messing with you?” trey asked in his big brother voice y/n just chuckled slightly before shaking her head no “No big brother” she started with a tease which trey smiled before waiting for her to continue with her question “i wanted to ask if i could hug you. Nothings wrong! I’m just in a hugging mood” y/n said trey was shocked before chuckling “of course!” he said with a smile holding his arms out y/n was shocked for a second before smiling and quickly ran into his arms. He smelled like pastries and his hug was nice and softly tight. “Don’t ever be afraid to ask me for a hug just make sure i’m not holding anything before the hug though” he said with a smile as he pulled away y/n nodded before running off.

Cater Diamond: To find him just go to his live and there you go he’s sitting in the garden. Once y/n got to cater he just turned off the live and the next thing cater knew someone was hugging him. Cater looked down to see y/n which made him smile brightly before hugging her back “thank you y/n i really needed that” he whispered. Before cater could pull away Y/n took out her phone and smiled as she took a picture of them still hugging. “Here you go. Don’t post it till tomorrow though” y/n said as she sent the picture to him he nodded before walking off. Cater smiled before pulling out his phone and pulling up the picture.

Leona Kingscholar: Bold of you but also hug this lion. He just getting up in botanical garden when he heard y/n coming towards him “ herbivore” he said looking at y/n as she got closer to him, a soon as her arms wrapped around him he grunted, he looked down at her before wrapping one arm over her “how bold of you herbivore to run into the arms of a carnivore. You best be prepared for it all” he voice filled with smugness “bring it lazy bones” y/n said with a smile looking up at him. Leona huffed “maybe later i’m still sleepy” as he let her go and walked away but for the rest of the day leona was in a better mood.

Ruggie Bucchi: Be warned he might try to steal your wallet or food as a joke (95% of the time). Ruggie was just leaving sams shop when y/n suddenly came up to him and hugged him. At first he thought he was getting robbed then relaxed it was y/n “what was that for? I was about to bite you! Warn me next time!” ruggie huffed with a pout y/n just laughed before putting a chocolate donut in his mouth (where did the donut come from? magic). Y/n handed ruggie the donuts before running off ruggie just smiled and shock his head he never refused free food explicitly donuts and explicitly from one of his friends.

Missing Heartslabyul student panic: Riddle, Trey, & Cater (pov headcanons)

This fanfic Series idea/intro, Aria OC bio, Ace pov, Deuce pov,

In which Aria is missing from the dorm one night and a fellow Heartslabyul student finds out she has disappeared and might be in trouble.

Trey: was up late at night heading to the kitchen to stress bake. However on his way to the kitchen he hears Aria's shout of "let me go!". He was able to make out the words and distinguish the feelings behind her words to a point.

Might have Trey try to handle the situation on his own.

Cater: is doomscrolling at night after failing to fall asleep multiple times. From his dorm room Cater hears Aria's shout and decided might as well go and investigate.

Hopefully Cater will have an easier time falling asleep after seeing and possibly handling whatever he overheard was. After a while of fruitless searching for Aria/answers to her disappearance. Cater might go and get Trey involved if he's worried or unable to convince himself that Aria is fine and will be back sometime tomorrow.

Riddle: Probably went downstairs in middle of night for similar reasons to catching Ace eating his tarts in book 1. Might've caught someone else breaking the rules and then heard Aria's shout.

Though if he's the one that knocked on Aria's door maybe it would be stern knocks instead of hesitant ones or just did polite knocks?

Riddle doesn't think Aria's disappearance is due to intruders, NRC has stuff in place to prevent/stop them from making it to the dorm rooms. Now Riddle might think other Heartslabyul rule breakers are dragging Aria to join them on heading out to party in the town irresponsibility.

Riddle will either: go back to bed and have a chat with Aria later the next day asking about her disappearance and shout last night, or Riddle will be waiting patiently for the Aria's return. Expecting to see a group of Heartslabyul rule breakers with her to collar upon arriving back to Heartslabyul.

I had realized I did not want to write out all 5 different Heartslabyul scenarios in novel form. So I have summarised these 3 pov versions here as headcanons.

I will not give conclusions yet to this series for any/all povs. I will be more likely to give pov endings in this series after the nightmare series is finished (if or when I finish it). This series and my "The nightmare" series are connected after all.

Post last edited/updated March 24, 2025