#sir pentious age regression

[fandom-nursery]

Sir. Pentious agere headcanons

Regresses to ages 5-7

Slips into his headspace very easily and is little quite frequently 

He will sometimes try to hide that he’s little but he’s not very good at it 

He frequently forgets that he has a tail now (something that made him very clumsy for several years after he first died before he got used to it) and ends up falling over a lot when small 

He talks a lot if he has someone willing to listen to him and his lisp gets way more prominent 

Usually not interested in taking naps however he can sometimes be convinced if everyone else is having one (he likes to feel included) 

He likes to be picked up but due to his snake parts he can be a bit difficult to coral into one's arms

He loves to build! Blocks, legos, lincoln logs you name it he loves to play with it. He also genuinely enjoys most bored games (although he’s a bit of a sore loser) and is great at playing pretend 

Extremely gullible when regressed and Charlie had to ban pranks for a while because Sir. pentious just kept being the victim of them 

Huge juice box kid and loves little fancy treats like macaroons and turkish delight 

Very good manners! Never forgets to say please and thank you 

Love’s stuffed animals a lot. If he isn't cuddling a stuffie then he has one of his egg boys in his arms 

Sir pentious has a bunch of little outfits in his closet

The hotel residents find out about his regression pretty quickly since he isn't very good at hiding it. Even vox suspected. He does manage to keep it a secret from cherri for much longer due to fear of being mocked or rejected because of his regression but then he learned that she babysits for angel when he regresses and decided to tell her. She was super chill with it and told him she sort of already guessed he was little 

Sir Pentious very badly wants a caregiver. Right now he is usually just watched by whichever hotel guest is nearest and willing when he gets small 

When regressed sir, pentious reverts to calling everyone by titles such as sir, miss, or madam. It takes a while for him to learn he doesn't have to be so formal with his caretakers when little  

Cries very easily especially if he’s in trouble (or just thinks he might be) 

[mewmewkitty6]

⨯ . ⁺ ✦ ⊹ ꙳ ⁺ ‧ ⨯. ⁺ ✦ ⊹ . * ꙳ ✦ ⊹

⨯ . ⁺ ✦ ⊹ ꙳ ⁺ ‧ ⨯. ⁺ ✦ ⊹ . * ꙳ ✦ ⊹

┈➤L! Sir Pentious HCs★

• Usually regresses involuntarily from ages 4-6 - this usually happens when he's tired or upset

•Doesn't have a proper cg and relies on the eggs to look after him

•Can NOT go anywhere without his egg boys as they are comforting for him no matter how stupid they are

•Has a biting habit so he has teethers for when he feels like he needs them

•Doesn't really mind regressing around others but usually forces himself to slip out of it when talking to cherri (PS: she doesn't really care)

•Loves loves LOVES compliments from literally anyone

•Insists he is big when regressed even though it is EXTREMELY obvious

•Speaks a lot but goes quiet when relaxed or distracted

•Thinks he's super powerful and tries to "fight" alastor by tugging on his coat (he's trying his best guys!! /sarc)

•loves to cuddle with all his egg boys and get all warm and cozy with them

•Wishes Cherri would be a cg for him but is afraid to ask

•Likes to keep organised - has a perfectly lined up row of pacis in rainbow order

•Is easily upset by small things

•He likes to feel certain textures when regressed e.g keekees fur (THAT ONE SCENE OH MY GOD /POS)

༺｡° .ᘛ𓆩♡𓆪ᘚ. ° ｡༻

As you can clearly tell I LOVE GIVING LITTLESPACW HEADCANONS AND I LOVE SIR PENTIOUS 💔💔 HES SUCH A CUTIE PIE

[lttl3babybug]

Sir Pentious cg headcanons 😋?

Course I can silly billy!! I adore this man so much

Cg!Sir Pentious Headcanons!!

🐍This man. Is a nervous wreck.

🐍He most likely started of babysitting you but decided he would like to be your cg cause he loved you oh so much

🐍The egg boiz are very curious about you, following you round 24/7 and asking thousands of questions

🐍Course he shoo’s them away with an annoyed hiss

🐍They come back not even 2 seconds later

🐍At first Pentious is very nervous about being your caregiver, he’s worried that he’s not doing anything right and is constantly paranoid

🐍He calms down when you come to him because you had a nightmare. Stood in your pyjamas, paci in your mouth and plushie, my god he melted

🐍Please lord someone request smth abt this I need to write a little one shot thing abt that

🐍Anyway, he makes most of your gear! With him being an inventor he makes you a lot of toys!

🐍The first thing he made you was a rattle, he was slightly embarrassed to give it to you. Not because he’s embarrassed of you! No quite the opposite actually, he was just so worried you wouldn’t like it

🐍I like to think he knows how to sew, he seems the type, so he made you a little play mat!

🐍It’s one of those ones with all the textures on and little things to pull at, it makes noises and such

🐍He’s very proud of his work

🐍Loves a good tea party, he gets on so well with your stuffies

🐍Puts his pinkie out when he sips at your imaginary tea to make you giggle

🐍He’s so good at playtime as well, like lucifer he will do anything you need of him

🐍He is very dramatic so he’s amazing at play time

🐍He doesn’t use many nicknames for you, he doesn’t know many

🐍Course he uses the traditional ones, little one, baby, prince/princess, sweetheart, darling

🐍You’re attached to his hip 24/7, he’s very protective of you, hissing at anyone who tries to be mean

🐍If he’s not around the eggs are taking care of you, and doing a terrible job

🐍They still aren’t sure how you…function so they sort of just sit and play with your toys with you

🐍When it comes to bedtime you take priority with Pen, he doesn’t care that he’s cold blooded and needs the warmth if you’re too hot his heater is off

🐍Cause he sleeps in a circle bed and all snuggled up it’s perfect for him to cradle and cuddle you

[littleprincerianne]

the amount of times i've said sir pentious' name out loud to realize it's, one way or another, partly wordplay on the fact that he's a snake... a serpent... is wild...

also i don't know how to articulate this silly little headcanon he would run off at the sight of the teletubbies oops

[shhtickerbook]

Hiii since u like hazbin could i get some headcanons for regressed sir pentious he just gives regressor vibes to me thank u

Yes!!!

Little! Sir Pentious Headcanons

• His little age is around 3-5, always up and causing chaos. He loves dressing up and pretend games, but you have to follow the rules! (Which there are many usually)

• Extremely weepy and sensitive, the slightest little comment or criticism can immediately make him burst into tears. Everything needs to go to his routine and if feels like he’s out of control it makes him feel very unstable. I headcanon him as autistic !

• Absolute blankie kid, has an ochre yellow blanket embroidered with little black snakes. Always holding it close and rubbing it against his face. Meaning it can get a little gross over time, there’s a lot of hissing and crying if Charlie or Vaggie try to take it to be cleaned

• Building blocks are his favourite toy! He will spent hours building to his hearts content, buildings, vehicles and airships (obviously) But there’s the odd occasion where a certain little angel finds it extremely fun to knock them down. Which triggers many tears and fights between the both of them.

• Huge sensory seeker!!! He built himself his own sensory wall for his room, lots of things to push, cogs to turn and switches. As well as a selection of different textured panels to run his fingers over.

• Charlie is his favourite caregiver, and she spoils him absolutely rotten. Often follows her around like a shadow, wanting her to come see what he’s built or coloured. But his egg boys also do their bit to care for their master when needed!

-

Feel free to add your own in replies or RBS!

[jynxthelynx135]

*my new favorite little crew*

Cherri: but we can't go outside

Sir pentious: why?

Cherri: cuz it's sprinkling

Angel: Miss charlie said it was raining, not sprinkling

Cherri: Miss vaggie said it was sprinkling, angie

Angel: it's raining

Cherri: No, it's not!

Sir pentious: Yes, it is

Angel: Nuh, you're pretty, you're not real, Im real

Cherri: it is raining *she pokes sir pentious in the chest*

Sir pentious: ow

Cherri: it is raining

Angel: are you okay?

Sir pentious: you poked my heart

Angel: It's okay

Sir pentious: she poked my heart

angel: cherri, why would you break pentious's heart?

The og video:

[baby-trash-lmao]

ₓ˚. ୭ ˚○◦˚.˚◦○˚ ୧ .˚ₓ Angel Dust, Sir Pentious, and Niffty as sibbling regressors ₓ˚. ୭ ˚○◦˚.˚◦○˚ ୧ .˚ₓ

【☆】 Angel regresses to the oldest age of them (around 5 to 7) where Pentious and Niffty share the same regression range (1 to 4ish)

【☆】 One of their favorite games to play is knights and princesses

【☆】 Angel is the unofficial leader of the group! he goes first for things they don't like, helping them with things the others struggle with, and more than willing to rope them into a bit of mischief

【☆】 Charlie introduced them to arts and crafts! Now the hotel is drowning in weird kandi crafts, googly eyes, and glitter glue

【☆】 They have a youtube kids account they use for TV time! They have a TV chart they follow because if they did'ent they would fight about whose turn it is

【☆】 So much of their combined gear is pink that no one can tell whose is whose, except for them. they know what belongs to who

【☆】 No one is too keen on sharing, they have their own toys after all right?

【☆】 SO! MANY! TEA! PARTIES!

【☆】 If they can agree on anything, its Barbie movies

【☆】 Nap time is just them collapsing into a giant cuddle pile

[papa-pen]

Hello my dearsss!

I have decided to make my own caregiver blog !!

A few ground ruless musst be set first, however:

Pleasse keep things resspectful to me and othersss! Any kind of bullying or rudeness shall not be tolerated!

I kindly ask that ddlg/kink, and nsfw accounts do not interact. This is for my safety and comfort!

This blog is run by a minor(17), interact accordingly!

Yess, thiss is a roleplay blog, however, i am a real persson as well as a fictive in a sssystem!

ABSOLUTELY no discrimination of any kind! I shall not sstand for it!

If i make you uncomfortable with a nickname or sssomething, please feel free to bring it to my attention! i want everyone to have fun here.

All regressors welcome !!

Ask box rules !!

I do allow venting, however, pleasse tag it properly and i kindly ask for your patience. i may not alwaysss have the energy for that, though know i do sstill care!

No ssswearing pleasse, there are little earss around!

Sourcemates are abssolutely welcome! As well as doubles!

dont get upsset if i take awhile to get to your assk, i have adhd and requessst your patience!

Asks are OPEN

Anon List: 👻🌻, esme, 🎒🦁, 🐶🎀, 🎪🐸, 🐺🎧, 🪲, 🎧, 🧸❤️‍🩹

[mooncalf87]

SO MANY SIR PENTIOUS ONESHOTS AND NOT ONE FIC WHERE HE HAS A PANIC ATTACK?????? i need me some "Sir Pentious has crippling anxiety angst" fic damnit

I'll write it myself damnit

[theogclownboy]

FHi!

Let me explain briefly.... Today I decided to watch episode 2 of Hazbin Hotel and I got some idea...

Can you draw Little!Sir Pentious and Cg!Charlie? It's okay, if you won't...

And I wish you a little rest... Otherwise, judging by your last post, you are a little tired of these asks....

i love hazbin hotel so much! And I love sir pentious but I've never drawn him until today so this was fun to try. And I'm not really getting tired of the asks it's more of I want more attention to go to my other things like my agere Wilford and cg Dark series I wanna start.

[autisticalastor]

hazbin hotel characters who definitely age regress:

lucifer, helps him destress

sir pentious, almost always at least half regressed

all the egg bois (self explanatory)

emily (adam was her cg)

charlie, almost always half regressed as well

angel dust, for trauma reasons (bounces between husk & alastor as his cgs)

niffty (alastor is her cg but angel dust & husk both babysit sometimes)

i will not be taking criticism bc im right ok ty <3

《유나》

[serpentine-pubba]

*Pokes Pentious' hat*

"Is it wookin at mes?"

Hm? Oh, you mean my friend here? *takes my hat off* No, no, it's not at all! Think of it like... a toy! Do you know the dolls where when you shift its head it blinks?

My hat is just like that my dear!

[lttl3babybug]

Throwing myself in here, can we get Sir pent with a padded baby regressor please and thank you!

( have a sir pent gif I made of him blushing!! )

Yes we can!! I love all this Sir Pentious my goodness he’s such a cutie and I very much love the gif!! Look at his cute face :3

Cg!Sir Pentious & Padded!Regressed!Reader headcanons!

🐍Like with my Angel, post all previous cg!Pentious headcanons still apply! He’s just 10x more nervous!

🐍Always checking up on you and making sure you’re okay

🐍He’s very cautious with you, doesn’t want you to get any rashes or infections :(

🐍Takes forever changing you cause he needs to make sure you’re definitely fully fully clean

🐍He’s got a schedule for changing so he knows he’s consistent with it

🐍Reassures you the whole time

🐍Will talk you through the whole process as it’s happening no matter how many times he’s done it before

🐍Will occasionally break said schedule if you’ve had an accident and come crying to him

🐍He’s such a sweetheart, wiping your tears away while he tells you how brave you’re being

🐍Peppering your face with kisses while he lays you down

🐍Carries baby wipes with him everywhere, if anyone questions him on it he panics before fumbling out an explanation along the lines of being an inventor and getting covered in oil all the time

🐍If you’re embarrassed about needing padding he’ll make sure all your little outfits cover them fully if not then it’s up to you if you what you wanna do

🐍He’s so proud of you for realising you need that extra support and for letting him know

[littleprincerianne]

Cans you do a sur pentious regression/moodboard?

haiii ! thank u for this request ! each one of these honestly just solidifies my silly little fixation towards hazbin and listen that's a positive cuz hh agere posts are so cute it's devastating (⁠ ⁠⚈̥̥̥̥̥́⁠⌢⁠⚈̥̥̥̥̥̀⁠) kinda leaned on the white and yellow colours on pentious (heaven ver.) cuz the first time i did a pen-themed post it leaned more on the darker palette.... hope you like this !!

[littlemissagere]

Can we see headcanons for vaggie and Charlie?

Hi Anon, perfect request for Part 2 !!

Hazbin Hotel Agere Headcanons p2 !

Ft: Charlie , Vaggie, Nifty, Sir Pentious, and Husker !

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

Charlie Morningstar ⭐️♥️

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

⭐️ Charlie is a flip, little lean!

♥️ When Charlie is small, she regresses around 1-4!

⭐️ Charlie really likes to be carried, or have her hand held when tiny :)

♥️ Adores apple juice

⭐️ Has a pacifier, but needs a clip, or it WILL get lost

♥️ Babbly little thing!

⭐️ When Charlie is big, she is very attentive to her little one!

♥️ When big, likes to be called “mama” “bubba”. When small, likes to be called “Little one” “Little Baby” and “Sweet one”!

⭐️ Loves to color with other kiddos, big or small!

♥️ Has a stuffed animal she takes everywhere with her :)

⭐️ Vaggie is her caregiver !

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

Vaggie 🦇🤍

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

🤍 Vaggie is a caregiver!

🦇 Vaggie always keeps an eye on the kiddos of the hotel.

🤍 Not good at the pretend aspect of tea parties, but will be happy to be invited

🦇 Stickers for rewards

🤍 Will carry her kiddo(s), or hold their hand

🦇 Gives out headpats regularly…

🤍 Naptime exists! Even if you’re fussy, she'll help you settle down.

🦇 Calls her kiddo(s) “Hun” “Bubba” “Little thing” “Tiny one” “Little one”

🤍 Is okay with being called Mama or Bubba!

🦇 Has all of her kiddo's drawings in a designated area

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

Nifty 🧺💣

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

🧺 Nifty is a little ! Around 3-6 (maybe a perma-regressor?)

💣 Nifty is a very emotional kiddo..

🧺 Very hyper!

💣 Will climb and cling to anyone and everyone

🧺 VERY realistic tea parties

💣 Sometimes normal conversation will turn to pure incoherent babbles

🧺 Bites, a lot

💣 Likes teethers/chew toys

🧺 When it’s nap time, she’s usually in a corner, or asleep right where she was standing

💣 Bitws through pacifiers actively

🧺 Likes to be played with

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

Sir Pentious 🐍🔭

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

🐍 Sir Pentious is a little!

🔭 Him and his Egg Bois snuggle up a lot

🐍 Has played with the Egg Bois multiple times

🔭 Can’t sleep without his Egg Bois

🐍 Likes to chew, usually on something soft

🔭 Tiny, around 2-5

🐍 Loves to be held

🔭 Has a music box that he plays whenever he’s sad or sleepy!

🐍 Really cuddly !

🔭 Will slip at the sight of side walk chalk or sweets

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

Husker 🎩🍾

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

🍾 Husker is a Caregiver!

🎩 Protective of the kiddo's he's watching

🍾 Can come of as extremely stubborn or annoyed, but will ask questions or try to check in on whoever he’s caring for

🎩 Usually has his kiddo(s) sat on the bar stools around him, or on the floor by him

🍾 Holds their hand, or gives headpats

🎩 Doesn’t have a preferred cg nickname

🍾 Will hold a/his kiddo if they ask.. but doesn’t offer sometimes

🎩 Will tell stories from his life as a form of a bed time story

🍾 Hums to them

———————————————*.+°

Thank you for reading <3

⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂⠁⠁⠂⠄⠄⠂ ⠂⠄⠄⠂☆

[leila54yks3]

have you ever drawn little sir pentious? If not could you please?