#regressor Dean Winchester

[lttl3babybug]

Regressor!Dean Winchester Headcanons

A/N: i apologise for any inaccuracies to character :( I’m only on season 4 and it’s my first time watching the show I’m just really really fixated and it’s the only content my brain is letting me make rn

🍔 Dean is definitely more of a kid regressor, 5-8 age range most likely

🍔He takes care of Sammy so often, sometimes Dean just needs someone to take care of him

🍔He’s a little embarrassed about regressing and will often times refuse to admit that he’s small even if it’s incredibly obvious

🍔He’s both a voluntary and involuntary regressor

🍔He’s a very verbal regressor. This little man talks and talks and talks

🍔Usually it’s like 6 different conversations at once

🍔He loves dogs, big dogs especially. If they’re visiting a friend and they have a dog Dean is on the floor stroking the dog, any form of conversation with him is useless unless it’s about the dog

🍔He’s such a curious little guy

🍔Little Dean has soooo many questions about literally everything

🍔As much as he wants to he’s not allowed to drive the impala while regressed

🍔He can sit at the front while the car is off and pretend but that’s it- that’s a rule set by big Dean

🍔This little man THRIVES off of sticker charts

🍔He loves putting the stickers on and getting a little reward when he has enough stickers

🍔Dean loves cars. He can name every car they pass while out and about

🍔He’s not too big on like actual toys but one thing that Dean loves is hot wheels

🍔Big Dean will keep a little hot wheels car in his jacket pocket just in case he regresses and needs something to play with

🍔He likes running the car up Sam’s arms and face to annoy him

🍔If he’s playing with it while they’re doing research Dean will drive the car over the books Sam is reading or the keyboard of the computer he’s using

🍔The car has been taken away on multiple occasions

🍔He’s not a stuffed animal person per say but he has a little Scooby doo he loves

🍔It’s old and well loved but Dean refuses to get rid of it, he lives in the glove compartment of his car

🍔He doesn���t really use paci’s but occasionally will, he prefers plain ones to the deco ones cause they’re ’too busy’ in his opinion

🍔He has two, a plain black one and a deco Scooby doo one Sam bought for him after finding out Dean was a regressor

🍔This little guy loves cartoons, he’s in front of the tv for hours watching cartoons of all kinds

🍔Sam would prefer it if he watched educational ones but we all know that’s not happening

🍔There has been the odd moment where he’s been half way through watching something like Sid the science kid before realising he was actually being tricked into learning science

🍔He pouts for hours and refuses to talk to whoever turned it on

🍔He keeps watching though

🍔He’s a big fan of the muppets and will watch Sesame Street even if he says it’s too ‘babyish’ for a ‘big boy like him’

🍔Dean loves snacking, he’s always down for a snack

🍔He’ll begrudgingly eat the apple slices that Sam gives him but if he’s presented with apple and peanut butter he would happily go through 10 apples a day

[lttl3babybug]

I love Dean :(

Liddle Dean!

[piinktearxs]

bunny food

prompts by @raccoonbabey

prompt: Character A is hungry, so Character C spoils them with candy and baked goods. (Bonus: Character B scolds Character C because “That’s not real food!”)

for anon (im sorry it wasn't exactly what you wanted! but you did motivate me to write lol)

pairings: cg!sam winchester, cg!dean winchester x little!OC (munchkin)

warnings: talks of ghosts and graves!

send me more fic asks! :) i love doing these!

tags, as promised: @bunnybeeblog @simpforstefan

It was a long drive back to Kansas, with a case located in Wyoming, 6 hours of route back to the bunker ensued.

Nobody in the crew really minded, by this point it was almost routine, plus this was an easy case, a run of the mill salt and burn - the only particularity being that munchkin had to distract the ghost while the boys digged the grave. So, she was pretty beat after the hunt, the boys knew from experience that, after most hunts, munchkin regressed - it was her way of processing all the emotions that she felt during the hunt, or anything really, plus, the boys loved caring for her whether she was small or big, they all really cared for each other a lot, but when she was small, she was just "so damn cute" as Dean put it.

They were 2 hours in, 4 left to go, they had had breakfast at the motel, only thing was, they had forgotten to get snacks before the drive.

Munchkin was in the back of the car, taking a little nap, when suddenly the car came to a stop, she then slowly woke up.

"Hey sweetheart, Daddy went to the bathroom, you wanna get somethin' to eat at the convenience store?" said Dean, turning to face munchkin from the driver's seat, she was starting to feel hungry, so, she nodded and rubbed her eyes, still sleepy from her nap. Dean went to open her door for her and unbuckle her, she could do this on her own, but he knew that it made her feel extra small when he did little things like that for her.

As she climbed out of the car, Dean offered his hand "What do we do when we cross the street?" He asked "Hold dada, daddy or dae's hand!" She responded chipperly, fully awake by now, as she took his hand "Attagirl" Dean said as they walked to the convenience store, they ran into Sam, who was just exiting the men's room.

"Hey there kiddo, had a good nap?" Sam asked as he bent down to munchkin's level - "Mhm!" She responded "Dada and I was jus gettin' some snackies 'cause we hungry!" She said, looking at the younger Winchester with a big smile on her face. Sam was happy to hear his little princess verbalizing her hunger cues "I think I'll join y'all then, I'm getting the munchies, too" he said as he took munchkin's free hand and started to chat with Dean when they entered the convenience store.

Sam, being the health nut that he is, immediately went for the veg aisle, whereas Dean took munchkin to his favorite aisle, the baked goods aisle- specifically where the pies were.

As Sam joined them, with a basket containing a big bag of baby carrots and ranch, Dean put in some pie and cookies, he then picked some worm gummies and red skittles, munchkin's favorite candy "I think we're all good to go, ain't we, Sammy?" Dean asked his brother, heading for the checkout counter "Uh, Dean I think we need to get some real food in there" Sam said, seeing that the basket was 70% sweets "Seems pretty real to me" Dean responded.

As the two brothers bickered on what was real food and what wasn't ("Rabbit don't equal real!" "OH, and processed does?" "You're such an almond guy" "There's a difference between almond and healthy!" "Yeah but you're an almond" "That's a meme! And I'm so not" "You so are") munchkin went around the store, picking what she was craving, she saw some carrots with hummus, and grabbed those, she then saw an individual bag of salt and vinegar chips and added that one, too, when she returned to the sweets aisle, she tugged on Sam's sleeve "Daddy in how much time are we gettin' lunch?" she asked, "In about two hours, why do you ask, bunny?" he asked, as munchkin put her picks in the basket "ta see if ima be veery hungry or not so much" she said as she took out her gummies and put them back "gotta leave some room for lunch" she said with a shrug "okie now we ready to go!" she said with a smile.

The boys looked at each other, perplexed, what did their little one just do? She never denied candy of any kind, Dean crouched to her height "Baby, is everything alright? You love gummies" he said, concerned "I know dada, but they's not goin' nowhere, plus, I'm craving skittles more today and we're havin' lunch soon, an' i don't wanna be full by lunch, an' i also wanted carrots an' chips" she said, very sure of herself, it did make sense, what she was saying, still, both boys were confused at her sudden vegetable frenzy, when she was small, she usually dreaded those "you can have bunny food AND sweet food, is all 'bout balance, plus I got some hummus because it tastes better than ranch"

The boys shared an "oh well" look, and the argument was settled, they paid for their items and got back on the road, where they shared what each had gotten, and sang along to their shared road trip playlist all the way back to the bunker.

[hall0weent0wn]

☆~ Dean as a Caregiver headcanons ~☆

- Calls you baby Boy/Girl especially with My in front

- Loves taking you on car rides to help you nap

- Loves going out to eat with you

- Spoils you with stuffies

- He likes going on picnics with you

- Tucks you in every night with a story

- Sucker for pet names (Love, darling, sweetheart) he'll call you every pet name im the books

- His heart melts when you call him Dada/Daddy

- Builds legos with you

- Cuddles with you while watching cartoons

- Is equally as into the cartoons as you, especially Scooby Doo

- Offers you anything and everything when you cry

- All around a very soft caregiver, he speaks very soft and loving to you

[attyslittlespace]

Could you make a kidre (like 6-8) outfit moodboard themed around Sam and Dean Winchester?

KIDRE SAM AND DEAN WINCHESTER OUTFIT MOODBOARD

(TYSM for the ask ! <3)

I've never seen this show before so I hope I did it justice ! 🙏

Also I tried to make it gender neutral but it came out more masc 😖

[ouppy-dog]

little!Dean and cg!Sam bathtime stimboard

[little-wolfpuppy]

Can you maybes do a cg Dean an Cas where reader regressed during a hunt an they comfort? Is ok if no, jus wanted t ask :)

of course!

CG Destiel & Little Reader

It was supposed to be a simple, easy hunt. A nest of vamps, something tons of Hunters had cleared on their own, and you had Dean Winchester and Castiel with you. It should have been simple! Yet somehow here you were, bruised and tied up in some musty back room, blinking awake after being harshly incapacitated while attempting some reconnaissance that Dean had asked about. The first thing you registered was the smell of mildew, followed a second after by the throbbing pain in your head. There was.. Some sort of commotion in the other room, but even opening your eyes seemed too hard right now. You were a fully grown and capable hunter, but right now you just felt like a scared kid- oh. Perhaps you aren’t as grown as your body right now, but you still need to escape, Dean and Cas won’t find you in some dingey moldy backroom.

Of course you had a knife on you, so getting out of the rope should be easy- and after only nicking yourself a few times with the blade you managed to get out of the ropes, and unusually, nobody had come to check on you, so you had time to push the window open and climb out, quickly moving further into the neighborhood you seemed to emerge in. Making a mental note of the street name and house look, you stumble towards where you assume the town center would be, avoiding any reflective surfaces. You knew you probably look like hell, if how horrible you feel means anything, and seeing it would only cause you to regress faster. It took what felt like forever to get near the spot you had been taken, spotting a familiar black impala parked nearby. Before you could get close enough to see if Cas or Dean were in it with your blurry vision, there were calloused hands grabbing you, pulling you against a familiar flannel-covered chest. Dean was saying something, and there was a response, obviously Castiel by the way he stood just close enough for you to recognize a presence. There was a pause - they were probably talking to you this entire time - before Cas presses a hand to your back, muttering something to Dean before you are being gently guided into Cas’ arms while Dean gets the car. With a kiss to the top of your head, the aches disappear, leaving you exhausted, slumping against the angel. It only took a minute to hear the Impala stop on the sidewalk next to you, still not completely back to reality as you settle in the backseat with Castiel. Cas and Dean shared a concerned look while Dean drove.

It was only when the car pulled to a halt, that you opened your eyes again, noticing both the men watching you in concern. Neither of them move to get out of the Impala, Dean turning in his seat to sit more comfortably while looking at you. “Wanna tell us what happened squirt?” Dean sounded tired and worried, but his eyes showed nothing but care. Cas had begun to rub your side gently, tucking you into his side nicely. Your teary eyes and dissociated state made it clear to the caregivers it was bad, considering you had stumbled onto the street looking beaten half to death, but they needed to know what was happening in your head, and if you were little or just concussed. “Was going and asking questions, then woke up in a gross basement n had to get out of the ropes- there was fightin outside, but I sneaked out th window an tried to find yous cuz slippin.” You explained the best you could, exhausted and just wanting your caregivers. Dean cooed softly, and you could feel Cas's grip get slightly tighter.

“You were very brave, little warrior, you did so well. You're safe now, Dean and I would never let any of the monsters get you.” Cas' voice is soft, very obviously leaning into those angel instincts to care and protect and comfort. Dean reaches over to ruffle your hair, moving to get out of the Impala. “Cas is right, kiddo, we won't let anything gett'cha. Comeon, let's get you settled, I think you're do for a nice bath and a nap.”

Cas easily helps you out of the car, still a bit wobbly, with Dean's help, and you get to hold both of thier hands as they lead your tired self into the motel room. They didn't need the full explanation right now, they just needed thier baby to be calm and safe. After they gently cleaned you up, Dean crawled into one of the beds while Cas helped you with clothes. He lead you to lay in the center of the admittedly small, motel bed, sitting on your other side. They began talking to each other, with you snuggled into Dean's chest, Cas running his hand through your hair. You drift off again, now safe with your caregivers.

Divider

[your-fellow-writer-of-the-night]

Regressor Dean Winchester Moodboard

(What can i say, the kid loves Scooby-Doo)

[littlespacereader]

Hai Clara, I just saw this adorable Scooby Doo paci and I think little dean would go absolutely bonkers if he found it and cherish the hecc outa it when he got it!!

The paci was made by paci.pops on Instagram. It was a custom one and is sadly not for sale irl, but just imagine little dean seeing it and getting so excited, or Cas commissioning it and gifting it to him as a surprise. 😭

Just wanted to share this cute mental image (in the hopes it inspired you in some way hehe)

Anyway, love you - byee!! <3

First of all, that pacifier is adorable!! I would kill for one that looked just like it myself!🤩 But Dean woukd literally lose it to having something like that!! While the story mostly has Dean and Castiel in it, I made to sure to sprinkle some Sam and Crowley in the end:) I hope you enjoy as always @dino-boyo-agere ! Thank you so much again for another beautiful request to the Supernatural storyline!

For all the previous fics in this series click here, here, here and here.

The Surprise👀💚

Caregiver! Castiel & Little! Dean Winchester, with Caregiver! Crowley & Little! Sam Winchester (SFW!)

Tags- struggling to regress, hurt/comfort, surprises, pacifiers, diapers, stuffies, hugs and cuddles

Hunt after Hunt, Castiel could see that Dean was in desperate need of regression.

It wasn’t his fault. Sam and him thought they were going on a simple ghost case. But simple and Winchesters don’t go together. What should’ve been a week at most turned into a two week long hunt.

By the end of it, Sam and especially Dean were in some dire need of love and support from their respective Caregivers.

Castiel will be the first to admit…it was definitely an interesting change having a second Caregiver in the bunker with him. Crowley and him were polar opposites when it came to their Caregiving styles. So navigate around one another is…interesting to say the least.

Castiel kept pacing back and forth waiting for the sound of the Impala outside the bunker. Finally the boys were on their way home. And by the sound of it, he could tell Dean was struggling not to regress.

Castiel insisted he could just teleport Sam, the car and him right back him but Dean insisted on driving. He wanted to clear his head after the brutal case and before he regressed. And one the ways he knows how to do that is driving.

More than anything Castiel wanted to be there right as Dean walked into the bunker. So there he stood now, well…maybe not stood. Castiel paced and Crowley sat at a table nearby reading a newspaper with his feet up.

“Staring at the door isn’t going to get them here any faster Cassie.”

Castiel shot him a glare before going back to his pacing. Crowley rolls his eyes and puts the paper down.

“Alright, I’ll bite. What’s got you so worried about Dean?”

Castiel looked confused to the phrase but continued on. “You know when Sam calls you and tells you everything fine.”

“Un-huh.”

“But you can just tell that everything isn’t fine and that he’s barley hanging on to his adult self?”

Crowley sat back in his chair and sighed, “Yeah…I know what you’re talking about. So squirrel is barley hanging onto his adult mindset.”

“That’s what I suspect.”

“And you let him drive?”

Castiel turned to glare at Crowley again. “You try tell Sam not to do something when he’s fighting his regression.”

“Oh trust me I have Cassie.”

“And….”

“….And I was in the same position as you.” Crowley sighed, hating to admit.

Their conversation was interrupted by the sound of the car doors closing. Sam and Dean walking into the bunker looking rough.

Sam immediately walked over to Crowley while Dean on the other hand, was about to walk past Cas and towards his room. But Castiel stopped him.

“There you are! I’ve been waiting for you.” Cas smiles with a warm and calm expression.

Dean’s expression was the complete opposite for the moment. He looked tired and stressed, “You were?” There was a slight hint of hope in his voice as he looked at Castiel, surprised he was waiting for him.

“Of course I was.” Cas smiled again, “I think it’s time for someone to take the night to relax and maybe even regress.”

Dean sighed before he pushed past Cas and walked towards his room. Castiel followed after him.

“Dean-.”

“Stop.” Dean said with no real heat behind it, “I don’t want to regress tonight. I-I can’t… not after that case.”

“By the look and sound of it, I think you should. You look stressed out beyond belief Dean.”

He followed him into his room, closing the door behind them so they could talk privately. “Listen, I know you’re still feeling big but if you’d let me help you, I can help you age down a bit and finally relax.”

Dean struggled with this often. Coming back from a hunt that required him to be protective, brave and strong was a hard thing to change. For Dean sometimes it was a hard thing for him to regress. He almost gets stuck in that mindset, forgetting how to regress again.

Castiel always knew the signs of it, he had seen Dean do this time and time again. He fights the need to regress and then in turn becomes grumpy from not regressing.

Dean ignores Cas and heads towards the bathroom, “I’m gonna to take a shower.” He muttered before walking away.

He threw his clothes around the bathroom before stepping into the shower. The warm water was rather relaxing. It started to clear his mind on everything.

Everything is frustrating! He didn’t know how to just regress after everything! He had been an adult for two weeks and it was hard to switch that off. But being home with Cas made feel his head getting fuzzy with the feeling of regressing.

His regression felt as if it was on the tip of spilling over. Like a cup filled to the rim with only one drop that causes the whole thing to spill.

That drop of course, would be Castiel.

When Dean stepped out of the shower, all of his clothes thrown wildly on the floor were gone. Instead, on the countertop sat a soft fuzzy robe. Dean dried off before putting the robe on and heading back to his room. There, Castiel waited on the bed with Sharon and Ozzie next to him.

Dean, in a losing battle against his regression softly asked, “What’s this all about?”

“I just had the most interesting conversation with Ozzie and Sharon here.” Castiel started to say. He patted he bed next to him, urging Dean to sit with him.

The walls Dean desperately had up, start to come crumpling down brick by brick as he took a seat next to Castiel.

Cas takes his hand in his, “Now I was just in the middle of talking to Ozzie. He was telling me how brave and strong you were while you were away.”

“He was?” Dean asks so innocently. He starts slipping more than he realizes it.

“Yeah he was. He was going on and on about how he’s so proud of you.” Castiel squeezes his hand.

Tears start to sting at the corners of Dean’s eyes. He quickly wipes them away with a knuckles fist, “That’s really nice of him to say.”

“It is. But Sharon was just reminding him that even big brave boys need to relax sometimes too. And it doesn’t make them any less brave than before. Sometimes they need someone else to be brave for them, just for a little while. That way they can rest and be brave again when the time comes.”

Suddenly it all makes sense to Dean. Of course this is what Cas was trying to tell him but…but Sharon and Ozzie made more sense with it.

Castiel could see the gears turning in Dean’s head. “I think what you need tonight is for someone to be brave for you. Not only will you have me to be your guardian angel, but you’ll have Sharon and Ozzie to protect you too. Triple protection for my little bee.” He picked the stuffies up and handed them to Dean.

Dean quickly grabbed them and brought them close. Tears fell from his eyes as he looked up at Castiel. Gone was stubborn adult Dean fighting his regression, and in its place a little boy in need of some serious comfort.

“Dadee, missed you so much.”

That’s all Dean had to say before Cas leaned forward to bring his Little into a nice cozy hug. Dean rested his head on Castiel’s shoulder and just sighed. He missed this so much, he missed Cas so much.

“I miss you too love bug.” Castiel rubbed Dean back and gently rocked him back and forth.

Once they broke apart, Castiel took Dean’s hand in his once more. “Tonight is going to be a nice relaxing night for us. First we’re going to get you changed into some comfy pjs and then we’re going to watch some Scooby-Doo. But before we do I have a little surprise for you.”

Dean’s eyes lit up, “Surprise?!”

“Yeah a surprise! I was planning on saving it for someone’s birthday but tonight it’s needed more. But first pajamas.”

Castiel stood up and walked over to Dean’s closet while Dean whined and threw himself back onto the bed. “I don’t wanna wait.”

“It will only be a minute.” Cas replied back as he search for some pajamas.

“What is it?”

“Wouldn’t be much of a surprise if I told you?” Castiel smirked.

Dean huffed and sighed, and tried, tried to wait patiently for Cas to come back over. After what felt like years (in reality only two minutes) Castiel returned with some pjs and a diaper.

Dean lifted his head when Castiel returned, “Surprise?”

“Not yet sweet boy, just a minute. First we get you changed then…”

“Then surprise?”

“Then we get the surprise. That’s right smart boy. Now, let’s get you into some pajamas.”

The pajama change went by uneventful. Dean, though a little impatient, acted his best when changed into pajamas and a diaper. Once all settled Dean quickly sat up and looked at Castiel all excited.

“Okay baby bee, close your eyes.” Cas winked with a smirk.

Dean could barley hold his excitement. The once grumpy hunter had done a complete 180. He closed his eyes and held Sharon close as he patiently waited for his surprised.

Cas went into the closet and grabbed the small box. He carefully unwrapped the packaging before making his way back to Dean. When he did, he spotted the Little trying to look.

“Hey what did I say about those eyes?” Cas raised an eye brow. Dean quickly shut them once more. Cas couldn’t help but shake his head at his cheeky little one.

“Okay, hold out your hand and when I count to three open your eyes. Ready?”

With Dean’s hand out, Cas carefully placed the gift, “1….2…..3!! Open!!”

Dean quickly opened his eyes and gasped. There was a moment of pure bliss as Dean stared at the Scooby Doo themed paci. The paci has the works, gems, little paw print charms, zoniks written on the front and a little picture of Scooby himself.

He looked up from the gift to Cas, “Y-You got me a paci?”

“I did,” Cas took a seat next to him on the bed once more, “I’ve been noticing someone has developed a habit of sucking their thumb,” Castiel started to say causing Dean to blush.

“So I planned on getting you a pacifier but then I stumbled across this one online and I couldn’t resist to get it for Scooby Doo’s number one fan.”

With tears in his eyes he looked back up at Cas again, “I wuve it!!” Dean practically tackled Cas into a bear hug, wrapping his arms around his neck. “Thankyouthankyouthankyou!!!! It’s so pretty and it has gems on it and even Scooby!!”

Cas laughed, hugging his boy back, “You are so welcome. I’m happy you like it.”

The two broke apart and Dean continued to stare at the paci.

“Dean?” Cas broke him out of his thoughts, “Why don’t you give it a try?”

What seemed so obvious made so much more sense. Wow, Caregivers really are the best! Thing is…he’s never had a pacifier before. What was it like? With a small moment of hesitation, Dean popped the pacifier into his mouth.

Then suddenly it was as if the whole world melted away. He closed his eyes and let the feeling wash over him. A pacifier was something he always wanted but before his regression was known to his family, he didn’t want to risk anyone finding it.

Now he had his own!! And it’s perfect!! It’s Scooby!! He loves Scooby!! It couldn’t get better than this.

~~~

You know what’s better than a Scooby Doo paci? Having a Scooby Doo paci in your mouth while watching Scooby Doo!!

Dean laid with his head in Cas’s lap as the two settled in the tv room for the night. Dean’s eyes were half lidded as he watched Scooby and the gang get chased around the castle by a ghost.

Cas had one arm wrapped around his little one and another playing with his hair. The night started to end off peacefully. Just a Caregiver and his little one.

Well…almost ending peacefully.

Crowley could be heard yelling in the background before Sam bursted into the tv room, towel around his waist and his hair soaking wet like a mop.

“Dean you’re never gonna believe what I-.” Sam stopped mid sentence seeing the paci.

There was a second, just a moment, where Dean worried his brother might tease him about his new paci. But what he found was the polar opposite.

“DEAN!!! THAT IS THE COOLEST PACIFIER EVER!! WHERE DID YOU GET THAT?! ITS YOUR FAVORITE SHOW!! THAT’S SO AWESOME DUDE!!”

A smile spread across his face from behind the pacifier as Sam complimented it. Dean sat up and pointed to it, “Swooby!” He mumbled behind the paci.

“Yeah!! It looks so cool with that green gems and the Scooby charm…” Sam started to trail off. This pacifier gave him an idea. After all Dean’s birthday was coming up soon. Maybe he would like another one?

Crowley burst into the room half soaking wet himself, “You. Little. Troublemaker! Come here!”

And so the night ending in the Bunker with a real Scooby Doo chase. But instead of a ghost chases the Scooby gang, it was instead a soaking wet Demon chasing a very tall Hunter while another Hunter watched and giggled next to his Guardian Angel.

[lttl3babybug]

Little Head canons for the trio (sam, cas, dean)!

Yeahhhhhh!! I love these little guys!

The trio regressing together headcanons

This post will have references to my other hc’s for the boys so if you want to read them here’s the links!

🍔 Dean

📓 Sam

🪽 Cas

📓🍔🪽With the wide mix of ages going on it’s utter chaos between the three boys

📓🍔🪽Considering they tend to have conflicting interests it often leads to fights

📓🍔🪽Especially between Sam and Dean

📓🍔🪽Cas will often just sit and watch them completely unaware of what’s going on and why his friends are fighting

📓🍔🪽When Sam and Dean fight they fight

📓🍔🪽Full WWE style fighting between them occasionally

📓🍔🪽That is until Cas starts crying at the sight of his friends hurting each other

📓🍔🪽Both the two older boys are very quick to look after Cas when he needs something

📓🍔🪽They both enjoy floor time with him! Sure Dean prefers to sit on that couch but if Castiel starts whining for him to be on the floor he’s dragging all the blankets and pillows down with him

📓🍔🪽Oh these boys love a pillow fort or blanket fort

📓🍔🪽Many movie nights have taken place in these forts

📓🍔🪽Speaking of movie nights each of them defo have a favourite snack for movies for when they’re little specifically

📓🍔🪽Dean really loves gummy bears, Sam loves fruit winders (roll ups?? Is that what Americans call them??) and since Cas is just a baby he’ll usually settle for a bottle of milk with a drop of strawberry Nesquick in it

📓🍔🪽Sometimes they’ll all go sit in nature together, Sam will tell everyone fun facts about all the bugs they’re seeing

📓🍔🪽Cas eats handfuls of grass until Dean stops him and puts his paci back into the babies mouth

📓🍔🪽Dean is such a bossy little sometimes, he pouts and whines if things don’t go his way but eventually he gets over it

📓🍔🪽Do not let these three loose in a store by themselves if they’re regressed.

📓🍔🪽Don’t do it.

📓🍔🪽Since Dean typically regresses to the oldest age he still feels a little bit of responsibility to look out for his brother and Cas

📓🍔🪽Sometimes it’ll stress him out too much and he’ll start to regress younger than originally intended

📓🍔🪽Sam loves to sit with baby Cas, since Castiel is a non verbal regressor he can’t complain about Sam’s constant fun facts

📓🍔🪽He also loves to read to Cas

📓🍔🪽He’ll set out a few books in front of the baby and let him pick one then he’ll read it to him

📓🍔🪽They all have nap time together! Usually in one big pile on the couch or in their fort

📓🍔🪽If they’re with a carer all of them will constantly be fighting for attention if it’s by crying, yelling or acting out

📓🍔🪽Sam is so quick to call Dean out for acting bratty for attention

📓🍔🪽Dean is equally as quick to point out when Sam is being dramatic about an injury for attention

📓🍔🪽One thing they all love is colouring or drawing

📓🍔🪽It keeps them quiet for a little while, course Cas has some issues holding crayons or pencils so most of his art is just scribbles but he put his heart and soul into those scribbles

📓🍔🪽Sam and Dean will often share a colouring book, each of them using one half of it

[aew-kun-age-regression]

Baby Dean!!! Baby Dean!!! 🥹🥹🥹

[kenascutecorner]

Little!reader x Cg!Dean

word count: 316

warnings: diapers

reader is regressed and is trying to hide it from Dean but ultimately fails.

requested?: nope! personal fic lol

You had been stressed all week, for reasons ranging between hunting and not being able to regress. You and Dean had been watching movies all day, when you start to feel yourself slip. You began to rub your eyes. He notices this behavior as something that is always an indicator of being regressed. "Feeling small sweetheart?" He patted your head as you leaned on him. "Nuh-uh!! M big boy!" Your voice came out sounding like a 5 year old. This heavily contradicted the point you were trying to make. "Are you sure love? You don't wanna have a paci, or a onesie, or a baba? No cartoons?" Your eyebrows furrow. "Nuh-uhhhh.." You start to feel yourself slipping even further. "Not even a dip?" He asks with a gentle voice, knowing you're sensitive about the topic. You made a pouty face. "Maybeeeeee" A small smile formed on your face. "Theres my baby, c'mon, lets go get you changed little one." He picked you up and had you wrap your legs around him.

He carried you into the bedroom, setting you on the bed. "Shark or Dino onesie little one?" He asked while holding up both of them side by side. "Sharkie!!" You were currently in jeans and a T shirt, so he helped you slip those off before putting your onesie on. Before he buttoned it he reached into the closet and retrieved a diaper for you. "A shark dip to match your onesie little one." He smiled at you as he put your diaper on you. "How's that feel little one?" He asked while sitting you up. "Good bubba!!" You yawned. "Is someone a tired baby?" You nodded your head and started to close your eyes.

After tucking you in, Dean kissed you on the forehead and tried to leave, but he felt a small hand holding onto his shirt. So he stayed, and cuddled you.

[piinktearxs]

my own team free will caregiver headcannons

okay so its like my first like fanfic ish thing on here, but we need, more agere spn fics cause, lets be honest, big ol comfort show

anywho the little in the dynamic is munchkin (yours truly) she's very fem-oriented, so I'm sorry if it doesn't suit you BUT I could consider becoming like a fanfic blog in the future (like taking requests and all)

quick warnings: the nicknames daddy, dada and dae are used cause Ik some ppl are uncomfy w that, small body image issues mention, small arfid mention

okay so I'm feeling a 'three men and a little lady' vibe here because that is exactly what it is like, you got these three big guns beer and like not soft-looking guys and then you have munchkin, this 5'3, pink dresses wearing little lady and she's just vibing with them

munchkin is not a 24/7 little, like she has her essence which is very child like but her little self just comes in waves, and like she comforts and cares for the boys when they need, they take care and comfort her when her emotions get too big and she goes small

munchkin takes turns to be the "official stuffie" for the boys (or that's what they tell her so she feels wanted and needed with her cuddles, and she is to be honest) one night she sleeps cuddled between dean and cas and the other one with sam

THEY HAVE A NIGHT ROUTINE; So she brushes her teeth and does skincare with Sam, then Dean sings her one of her special songs (Little willow, angeles, city grown willow, calico skies, forever, surfer girl, hey jude, blackbird, stairway to heaven, to be honest hearing her daddies's voices is the most calming thing for her) Cas and Sam take turns to read her a story (literally anything classic fairy tales or pink and ballet vibes, munchkin adores)

THEIR CLOSET DIFFERENCES PLS- like you would have the boys's flannel and jeans and basic t-shirts and right next to those these pink dresses and vintage clothes (also munchkin's big girl clothes but it's the same vibe, vintage girly)

When munchkin is small, she wears the boys's clothes cause they smell like them and they're huge on her so they make her feel small

munckin has a lot of sensory issues with food, especially when she's small, so she and Dean work out creative ways to get her veggies in but that she doesn't hate them

When she's scared she goes to her daddies, like literally with anything, they are her heroes and the people she trusts most

It always helps her to hold one her daddies's hand when she's doing something scary (like eating a new food, or talking about her feelings, or petting a big dog!)

She's their little buddy on everything they do, cause she's just so amazed by her daddies, Dean's fixing baby? Munchkin will be next to him, handing him tools and hanging out with him, Sam's reading? She's plopped next to him reading her own book, Cas is taking a walk through nature? Pink rainboots on and coat on (sammy said so) and she's on her merry way, also, they always stay out for hours just admiring nature

She adores cooking, she's always ready to be their little helper in the kitchen (but never near hot or sharp things!! She’s much too small!! She likes cracking eggs and being the taste tester anyways)

When they're on hunts she always comes with (and ofc helps out unless she is small) and after they all go to a county fair or a petting zoo

On the bunker she has her little trunk, obviously painted white with little pink roses and it contains her little stuff, paci, teether, sippy, some tutus, coloring books, tiaras, her tea set, and a doll that looks like her that she carries around everywhere

on the impala she has a little emergency box, with a lovey, some calico critters and a teether and snacks!

She always hosts tea parties with the boys (yes, they wear crowns and drink tea with her and her dolls) at first they were a bit weird about the whole tea party thing (Dean said he hated them and now he even does a british accent when they play tea party) but got around in the end

She is a polite little one, always using her manners, because princesses use their manners

Her drawings always go up in the fridge ofc

okay now onto individual headcanons

Dean aka Dada or Bean:

When he first met munchkin he was a little distant but then grew to love her

he gave her the nickname munchkin

their relationship is like uncle jesse and michelle in full house (fight me they’re literally the same person and my comfort characters)

He is always watching old kids shows with her (she loves vintage things and the're nostalgic to him) especially old scooby doo episodes

Pretends he is like in shock when she hugs him but honestly he feels as much comfort in her as she has in him

always gives her eskimo kisses

they once saw the scooby snacks at the store and got them and went nuts over them

she sometimes is too small to watch scooby doo so they put on bluey

dean actually quite enjoys bluey

Teaches her how to do stuff like fix things or play pool and they have a lil bonding moment

She's allowed in the dean-cave and she loves to color while watching cartoons on the big TV!

He gives her ALL the piggy back rides, and throws her in the air to catch her after

If he's drinking beer outside, alone, she always goes up to him and lays her head on his lap, and they just hang together in comfortable silence while he strokes her hair with his beer-free hand

He's super into the fighting scenes in her princess movies

They try a slice of pie of every diner they eat at, and rate it

They love cooking together

He’s honestly the more fun caregiver but also the most protective one

When she’s having a bad day he always takes her out for ice cream, if she really reallyyy wants to, he goes the extra mile to get her gelato

Munchkin sometimes has body image issues, when she does dean just picks her up and kisses her forehead

Dean teaches her all his cool rock songs!!

“You see sweetheart, bon jovi rocks, on occasion, but zeppelin? zeppelin always rocks” “what about taylor swift dada?” “she is the music industry so she always rocks too”

She is allowed to pick the music even when not driving (munchkin is a huge swiftie, and well we all know all too well dean is too)

Sam aka Daddy or Sammy

He is the king of rules and sticker charts, and they help keep munchkin on track a lot!!

After she eats a fear food sammy always has some candy for her in the pantry!!

he makes sure she gets her protein in, she can’t get low blood sugar!!

He gives her big big biiig bear hugs all the time

Given but, munchkin is totally allowed to do sammy’s hair!!! No scissors though!!

He loves having a little hair buddy, so when she’s really small he helps her wash her hair

He brushes her hair for her, it’s a little bonding moment between the two

Can we talk about how bath-time is a whole ritual for these two? They put on her littlespace playlist and dance around while brushing their teeth

If they’re away from home he reads her a bit of the game of thrones kindle he has in his phone until she falls asleep

KING of forehead kisses

Definitely gets into the life lesson aspect of EVERYTHING, she’s watching charlie and lola? lola hates tomatoes? (munchkin does too, they’re her mortal enemy) he pauses the show to tell her the importance of eating new foods. She’s watching moana and moana goes into the deep part of the sea alone? He reminds her that she needs to go with one of her daddies when she’s small

He always helps her with stuff she’s too short for

*munchkin climbing on the counter to reach her gummies* “No pumpkin, you can’t climb on the counter to reach the high cupboard, here, let me help you”

He carries her around A LOT

When she’s really small she likes to sit on his lap and fidget with his hair

If he’s late researching and not in bed for story time she always goes up to him and lays down near until he’s finished

When she’s big they go to the gym and lift weights and running, or go in nature walks, when she’s small they go play catch in the park together or go in the swings, as long as they’re both happy and healthy he’s okay with going out for a bit more

Definitely the type to give her a time out and then talk it out

cas aka dae or casseel

he was definitely very confused when he heard that she was a regressor, but not in a bad way, he’s just confused with most earth things!!

sammy knew about the topic (he researched a bit more because he suspected that munchkin was a regressor) and when he explained it to him, cas got it

he’s the one that’s away the most doing angel business, but he makes sure to check in on her at bedtime

when he is home, he’s her official nap buddy, she finds him so comforting and loves napping with him

they definitely go on tons of walks and, ANNNND they stop to analyze every new flower and mushroom!! (munchkin isn’t allowed to touch them though)

munchkin finds dean and cas’s relationship the most adorable thing ever, she’s a huge romantic because cmon, you are if you watch cinderella every other week, so when they kiss she’s always like “a true love’s kiss!!!”

he heals ALL the ouchies, but she still gets a fun bandaid

she asks cas if he has magic rapunzel hair when he heals her or the boys

she sometimes wears his trench coat and plays pretend in it

or when it’s cold and she wants to sleep in the impala, he lets her use it as a blanket

he’s always down to watch disney movies, since they’re new to him!!

“but little one, why must cinderella go home at 12? why are the mice horses? why a pumpkin and not an apple or a zucchini??” “dunno, magic stuff dae, but ‘ook there!!! her dress pretty!!!!!”

tells her stories from the whole existence of the world

she gives him butterfly kisses on the nose (the ones where you bat your eyelashes on the other person’s skin)

he helps her tie the ribbons on her dresses

so that is it for my personal supernatural headcanons, i quite enjoyed writing these so i’m definitely making this for my mcu au!! i know there’s not much spn agere fics (cmon we ALL go and search spn agere and check for new fics) so if you liked this feel free to send me an ask whether that be from this au or reader insert one shots typa things :D

[anewkindofme]

TW:ED

A lot of people kind of headcanon sam Winchester as having an ED. So, I was wondering if you maybe agree with that and if so, do you think it’s something he takes with him into little space? Also, if he does have it as a little as well, do you have any headcanons about how dean deals with it?

Also if you need ideas for Damon and Stefan: maybe Stefan takes his toy somewhere Damon told him not to, he loses it and freaks out but doesn’t tell Damon, and eventually Damon finds out and fixes everything?

Ask me for headcanons on characters from my fandom list!

Thank you for the idea for Defan!

As for the Winchesters…

TW: major discussion of eating disorders…

I think both of them have different forms of an eating disorder.

Dean has an issue with binge eating. It stems from at times not knowing where his next meal would come from as a child. If food was scarce while John was gone, he of course gave it to Sammy. (Though don’t get me started on the time when Sam threw a tantrum about the cereal, Dean threw out the spaghettios. He would’ve eaten them for sure…) He also is just so used to eating junk. Pie is less filling, so he had to eat more of it.

He eats when he’s sad. He eats when there’s a victory. He eats when he’s angry. Even if he’s not hungry, he just eats.

Meanwhile, even the food that Sam ate growing up was all junk and I’m sure he got sick of it. In spite of all the younger Sams being regular size, Sam says this in S1…

Which I know is where a lot of the “Sam has an eating disorder” stems from. I do think there may have been a period where Sam was overweight and we just didn’t see it. Or, I could buy that he went to a clinic after he left for Stanford and they were like “your diet is horrific”. And he spiraled into a health kick after that, which lead to him scared to touch that junk.

I think overall, Dean supports Sam wanting to eat healthier, especially when he’s Little. However, he probably tries to overfeed him as he’s so skinny. Then Sam doesn’t want to eat because he’s self-conscious. Cue tantrums and I can even see Dean losing his cool.

I think it takes a long time before they both realize their relationship with food isn’t healthy. Sam starts going to therapy for other issues and his therapist points out it’s not healthy that he’s so obsessed with calories and wanting to survive off protein shakes and salad. Then when she talks to Dean, he explains how he’s been handling it and the therapist is like…

So, they both have work to do.

[little-wolfpuppy]

Can you pleasee write caregiver team free will headcanons? I love your supernatural cg hcs sm!😁😁

TW Cannon-typical mentions of violence, supernatural beings, alcohol, weapons,

You know that meme "you want a beer?" "Dude, he's FOUR?" yea that's this trio in a nutshell

Castiel

Solo Cas HCs are -> here

He's the last to find out you regress, simply because his "people skills" are "rusty" (/ref)[He actually notices you're acting odd and bluntly asks what's going on. He can tell if you lie about it XD]

He does NOT understand at first- probably accidentally says something mean - but once he does understand, he's SO apologetic. Scarily protective of you from that moment on.

Dean

He's canonically good with kids and raised Sam, so I think he'd be the best caregiver out of the three of them, TBH. Probably the first out of the three to find out.

You 100% have to explain what agere/petre is to him and why you do it, but he's supportive.

Most likely to give you sweets and let you stay up late to watch tv with him

Sam

Knows what agere is bc he reads and searches the web so much. Does NOT realize you're a regressor until you tell him. He feels like an idiot when he realizes how many hints there were and how obvious it was.

Most likely to reward you with storytime and bedtime stories

Together

They're definitely... chaotic together

All three are super overprotective, almost helicopter caregivers, I mean, with all the beings after them and being hunters and a fallen angel, their concerns are valid.

If they're out on a hunt, they'll bring you back souvenirs. If you're with them, they would totally let you loose on a playground at midnight

Sam wants you to eat healthy, Dean offers you pie, and Cas has to mediate because he just wants you to eat at all

The bunker is babyproofed even if you're a teen regressor. Overprotective much

Cas heals all your ouchies easily, but Dean will kiss the bandaid and say it's special big brother healing magic

I don't see any of them taking on a parental cg role if they're caring for you together, more like three older brothers. If you give any of them a nickname like Bubba or Bubby, the other two will totally get jealous, so come up with nicknames for all 3 of them ;-;

Only trust eachother with you. They take "trust nobody" to a whole new level

Dean gets you retro toys because "they last longer and are better quality"; Cas gets you stuffed animals; Sam gets you educational toys and coloring books

Divider

[your-fellow-writer-of-the-night]

Regressor Dean Winchester moodboard

{The pacifier was a gift from Castiel}