#superjail Headcanons

[innucentz]

Superjail Convict Headcanons, because Yes. (Part 1, I have so many)

Nicky

Italian

Used to be fluent in Italian as a child but didn't speak it as much as a teenager and mostly forgot it as an adult

Not a dog lover but really cared and loved that dog

Only child, but lived with his cousins, uncles, aunties, grandpa and his single mom

In his mid 30s

He was never IN the mafia but definitely some of his uncles and friends are in the mafia, who were mostly associates and soldiers. He was friends with almost every criminal in NYC (mostly because of his friends and uncles) and still keeps contact with them.

He was a scammer. Used to scam people by being a fake taxi driver and selling fake tickets. He got caught by an undercover cop when he was in the airport, picking up tourist

Always skipped and Didn't pay attention to his class. Definitely cheated in every exam and passed. Was able to graduate High School but never went to College

The arm tattoo is his girlfriend, from Cleveland

Ash Firin

Long lost half brother of Nicky (this Headcanon was from this tumblr user cobalt-punk? I think. Who said that Ash's dad looked similar to Nicky and I really liked that HC, so it stuck with me)

In his mid 20s

Pushed around a lot by his "friends” and forced him to join their crimes because of his speciality in fire

Was caught by Jailbot, after he accidentally burned down the hospital when petting the pony (during s3 ep10). Also he was in that hospital because his friends left him behind and he got beaten up by the guys who were chasing them

Didn't have any extended family to take care of him, after his dad abandoned him.

His love for fire started after the incident in the theater and got his fire powers when he was in superjail (probably because of the twins)

Had a lonely childhood, most of the kids bullied or were scared of him because of his appearance (after the incident in the theater).

Might have set a kid's hair on fire when he was in the orphanage

Lived in the orphanage until he was 18. Was never adopted

Gary Sedi

In his early 40s

Was a serial killer and a librarian (idk he gives me that vibe)

Had a good childhood, never bullied or abused but was super anti social and his only friend was Bird

Lived in a small town during childhood and early adulthood

I think his real voice is soothing and he's able to change the way his voice sounds, before his old warden cuts his tongue. Because i REFUSE to believe that's his real voice

Bird has been with him since he was a kid, given to his parents as a birthday gift

His weakness: When he doesn’t have his glasses on he can’t see shit

Definitely one of the healthiest and well kept inmates. Has his American Psycho routine

Back then, even if he had his tongue and vocal cords he was a very quiet man. He was friendly (maybe not sincere) to people and talked if needed

[calithecretin]

Rushed thing I threw together to remember their height differences when drawing them LMAO

[that-irishman-fan]

Okay, this just sealed the deal on my crush on the Warden, thank you very much.

This was great writing too! Please go follow @montimer for more awesome stuff like this!

The warden x gn!reader

Just random hc's

He would constantly want your attention. Often going up to you, always smiling.

Hes very clingy. If ur taller then him, he'll climb on you, wrapping his arms around you. Or give you a big hug. Or hold ur hand. Literally anything, he just wants to be close to you.

He would always smile when he sees you. Calling out to you. You wouldn't have time reacting 'cus hes already infront of you.

He will show you around super jail. Hes very careful. He doesn't want you to get hurt. So hes always next to you, just looking out for you.

He would randomly bring you flowers. Stammering over his words.

He would even snuggle up to you randomly.

He would also compliment you a lot.

He can get jealous very easyly. He would threaten the person whos having more attention than him.

He just loves you so much.

He will akwardly ask you out. If you say yes, he will be very happy. Jumping around. Already planning the date.

If you say no. He would make a sad face. Very sad about the fact that you don't love him back. Thats fine! He'll just keep on trying to make you fall for him.

Bonus little creepy headcanon. I think he would have a room full of pictures of you. Just admiring you there, thats all. He daydreams about you. Not in a weird, but in a romantic way.

[maggotfagg0t]

It's my favorite holiday today! 4/20

So here's a little list of characters I headcanon from media to actively smoke weed

- Brian Thomas (Marble hornets

This headcanon is mainly derived from one of my favorite clips of all time, being the one of Brian and Alex smoking weed.

- Alex Kralie

Similar reasons to Brian but he needs it very much more than him, I mean if my brain was actively rotting due to slender sickness I'd be smoking weed. Plus bro needs to genuinely calm down sometime,,

- Trait from 1 trait danger

Insert video of him hitting the bong honestly, I think it's self exploratory.

- Charlie from Smiling friends

- Evan from everymanhybird

Maybe not actively but on a good occasion he would definitely smoke.

- Jared superjail

He very obseverly suffers from an addiction disorder dealing with alcoholism, and overeating sweets. So I believe it would fit into the line of his character for him also to Indore in smoking weed.

- Ticci Toby

Come on, I think If I was him I'd also be smoking weed if I had to go through the stuff he did. He'd probably not turn to alcoholism as a coping mechanism due to trauma but instead turn to weed to take off the edge of life at times.

I'm very much blanking here on other characters so please repost with your 4/20 headcanons for characters!

Bong man Alex

[maruchan25]

HII!!! Do you have any romantic hc for Warden (superjail) by any chance¿? :3

♡hii hope you are doing okay and this was what you wanted!!♡ (gifs not mine)

-firts of you have to have a great patience for this big man child like ALOT of patience

-he shows you off to very single person in superjail claiming you as his girl and only his

-he always agrees with you and you have to agree with him too for more stupid hos idea is you have to agree!

-he is pretty clingy to the point that you cant go pee he just wants you in his room watching movies all day Jared has to remind him that he has work to do amd cant stay with you all day long (that didnt go well)

-jealous 10/10 hkw can you even gaze at another man?,When you have such a powerful man infront of you?

-he its posesive and wants you all day at his side even if he its reculantl to bring you alone to his crazy adventures but there you would be

-he makes jailbot make you meals and make all of your errands so you dont have to worry that pretty head of yours

-if one of his inmates say anything about you it most be a great compliment because if not that poor guy would have just sentenced himself

-he always share crazy ideas with you for renovations and he always gets supper excited when you like one of his proposes

[superjail-opinions]

I don't think anyone's done jared hcs so uh I wanted to share mine! (Some of these are kinda based off of stuff i do/have)

* Jared is bi (kinda canon?)

* Jared listens korn

* Sometimes Jared just twitches, doesn't rlly know why, he just does

* Jared has crooked teeth

* He has mild trichotillomania

* He's the type of guy to actually like peeps

* Ok last one, i like to think he knows how to play at least one instrument (warden is very jealous)

Sorry for the long list, I just love that lil loser sm

WOAH

even though i'm a warden stan i do admit that we look over jared a lot,,, poor dude

[megzscribbleznwordz]

(@confusioncore) HI! Do you have any kink he's about The Warden, the Twins, and Jared from SuperJail! ? Thank You 😊

OOOuuuggghh rubs my hands together eagerly. Let me cook! For real though I'm so excited somebody asked for guys other than just The Warden, they deserve love too! I hope you likeys these!

The Warden

The most switch ever, by pretty much any definition of the word. Sub, dom, top, and bottom will switch between all of them constantly

His kinks change with this; there’s many he only likes in a sub context, many he only likes in a dom context, and some he likes in both. 

I personally have the headcanon that he’s fairly inexperienced so many new things grow awakened in him once he actually has someone to enact them with. Very kinky to be honest, he just assumes that everyone is somewhat similar to him and that many of his kinks are just typical sexual concepts

His Dom kinks include: Degradation, Body Worship, Collars/Leashes, Biting, Leaving Marks, Edging, Over stimulation

His Sub kinks include: Praise, Body Worship, Edging, Over stimulation, I don’t know if this counts as a kink but he definitely likes giving oral more than he likes receiving it

Jared

Also a switch, just more of a dom surprisingly. Not by a lot, like 65% dom 35% sub. This also very much depends on his mood. He’s a very sweet tender soft-dom sometimes, and a very merciless unforgiving dom at other points, and a begging desperate bottom at others. 

Please please please praise him he will cum his pants almost immediately. Praising him is the one thing you can do to bottom him in two seconds flat

Jared is the pleasure-giving sort of partner no matter what mood he’s in. He’s focused the majority on ensuring his partner is enjoying them self

Loves oral, be it giving or receiving. Dude needs to learn to relax, visit him on his lunch break and suck him off that’ll definitely help-

Kinks include: Over stimulation, Edging, Praise, Breath play, Light Choking, Begging

The Twins

Top all the way. They’re the biggest most teasing asshole pair of tops you’d ever damn meet

Live to cause problems. I can’t imagine them being the ‘quickie’ type, they’d have to have some kind of attachment to whoever they choose to be with sexually. These two combine to create some very…odd behaviors. Stealing the underwear from their object of interest, quick slaps on the ass before quickly teleporting away in a flurry of chuckles, things like that

Bit of a voyeuristic/exhibitionist streak, teasing whomever they’re with about being too loud, doing things just to get a louder reaction from thier sexual partner, things like that

Kinks Include: Over stimulation, Light Bondage, Degradation, Teasing, Voyeurism, Exhibitionism, Predator/Prey dynamics

[ms-scarletwings]

You CANNOT convince me these clips don’t represent Red & Purple in those many academy/young soldier years before they became the Tallests

[virtuouswhitehatorganization]

PEACE Has Connections With Superjail

Some villains are sent to Superjail if they think Mictlan isn't enough punishment. Also the Warden is a Red Hat Organization member since he's not really a villain or hero but just amoral and likes doing his own thing.

[twinfanatic]

Techno Twin HC Time!!!:

Things the Twins pronounce differently:

Popsicles = "pob-pickles"

Meme = "me-me"

Serendipitous = "sahr-en dip-itus"

Rolex = "roo-lex"

Hyperbole = "Hiber-pully"

On occasion, they also tend to have trouble with homophones like: "except, accept, expect", "desert, dessert", "led, lead".

Though they have no problem with words like: "sun, son," "flower, flour", "fair, fare" or "weak, week".

They were pretty fast learners but, you know, struggled a little.

In conclusion, English is a difficult.

[peantisdeliriouts]

I've got this idea in my head for a drawing in my head, sorta comic style. Twins and Ozzal stuff. Twins holding hands looking up fearfully at Ozzal with a shot zoomed in on their hands. Ozzal looking down at them with disgust and disdain.

I'd like to think that even to Ozzal the Twins relationship is taboo and forbidden due to it's complexity and strangeness. Obviously Ozzal doesn't even care for his youngest children much anyway, but I think if he knew the extent of their love he would be disgusted.

IDK just some thoughts. I'm really interested in exploring how Ozzal and the Twins interact and truly think of each other.

[calithecretin]

Hey everyone! I still don’t like most of my art well enough to post it, so here are some Mistress-specific headcanons for now! I’m genuinely surprised how many I have lol

-In contrast to the warden’s noodley physique, the mistress is actually pretty dang toned and enjoys working out

-She can actually shapeshift and alter her appearance just like the warden, just does it less often and for more practical matters (such as changing clothes and making herself look nice)

-Honestly a pretty nice person once you get to know her, and even a little quirky, though before Stingstress she covered it up with her cold and stern persona

-Like the warden, she had a very bad childhood that led to her completely leaving reality and building “the greatest prison in the universe”, maybe I’ll write her one someday lol

-Was born in 1965, due to the same age regression as the warden she appears to be in her late 20s

-Is a lesbian and was never really attracted to Stingray, warden or Bruce (except for that one time with the bees but we don’t talk about that)

-Had a LOT of bad past relationships (hence the line “eh, I’ve been called worse things than a thing”)

-LOVES Pixar movies, but refused to tell anyone until after she changed into a peace-loving hippie

-Similar to how the warden suffers from nightmares, she struggles with sleep paralysis and gets it several times a month

-5’8, slightly taller than the warden

-Listens to a wide variety of music, but her current favorite is 60s-70s psychedelic rock due to being a hippie (duh). She also enjoys heavy metal and lofi.

-Since warden has a real name, I feel like a name that suits her is Lucy :) still working on a HC last name

That’s all so far! She’s genuinely one of my favorite SJ characters, even though I think she was kinda done dirty by the writers and I wish she had more screen time ^_^

[wtfgaylittlezooid]

Ballista I love you.

And because hes my second favorite of the mercs this comes with a few headcanons:

He runs on cartoon logic. He became a mercenary because killing and violence to him is the equivalent of a really good looney tunes gag-- the more extreme the better. Yes, he knows its wrong. No, he doesn't care. He can also shapeshift just like in canon ofc, kinda like the Warden from Superjail.

And yes, he does have hammerspace.

[maruchan25]

headcanons list!!!! And info

hii I'm Sue this is my blog im +20 I love writing for different characters and I love making headcanons for you guys cuz I know how it's like to like a character but there's not headcanons of them😭😭 so I'll be making headcanons to you guys is write fluff and nswf too this is list of Fandoms I'll be writing of but if you guys like another Fandom send me the request anyway I'll just investigate hiiiiii guys I'll be writing of this Fandoms you can make requestes of what you want and yes I write for more than 1 character at the same time!! I write for pregnancy and kids related headcanons too my pronouns are she/her

Abut me:

Im a Latina my mother tongue is Spanish but I handle English pretty good currently studying French,i love TV girl and Melanie martinez

Rules:I don't write pedophile or rape

-Midsommar

-scps

-The human centipede

-Jurassic park

-the sawyer family

-that's not my neighbor

-South park

-some slashers

-fnaf

-orel morel

-Inglorious bastards

-Hetalia

-inside job

-big mouth

-the quite wester

-the boy with the striped pajamas

-the amazing world of gumball

-games

-WW2

-Hannibal lecter

-Germany officers

-Fiona and cake

-super jail

-little misfortune

-plants VS zombies

-creepypastas

-physiological horror too!

-vita cranis

-creatures of Trevor Henderson

-the man in the suit

-virus tangi

-and more!

Things I don't write for

-pedophilia -animal abuse-incest

[superjail-opinions]

stingstress is also t4t in my eyes, fuck it most of the ships established in superjail that have mistress are t4t period

finally someone who also headcanons mistress as transfemme 😭😭

[megzscribbleznwordz]

idk if you have before but do you have any headcanons for Lord Stingray?

Lord Stingray is so fun and like...expressive. He has so much personality, and I had so much fun trying to think of my thoughts/opinions of him.

Lord Stingray

Stingray is quite the night owl, staying awake plotting and conspiring far into the night… like it’ll be 4 AM and he’s hastily scribbling down his next big plot

Despite this, he wakes up fairly early. Typically around late morning (Think 9 or 10 AM). 

Like for real, he’s so high energy it confuses everyone. Dude lives off spite, Monster Energy, and Conspiracies Against The Man

Dude has the biggest sweet tooth known to man. He worries it compromises the villainous picture of a guy he’s trying to paint and hides it very well. His favorites are gummy bears and pop rocks

Also loves pastries, cookies, cakes… basically anything sweet this dude is all over it. He considers it his Big Top Secret Weakness

I can’t explain this one at all but I feel like he’d be a gamer if he had the time for it. Being a villain is a full-time job and Stingray is a massive workaholic

Specifically while he’s an inmate at the Superjail I feel like he’d pick up writing/journalism as a hobby. I feel like he kept himself so busy he doesn't really know how to be alone, and writing helps him figure out how to put his inner thoughts into a way he can interpret easier along with helping him grow used to his main company being himself