#regressor!dean Winchester
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Regressor Dean Winchester Moodboard
(What can i say, the kid loves Scooby-Doo)
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aew-kun-age-regression · 1 year ago
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Baby Dean!!! Baby Dean!!! 🥹🥹🥹
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lttl3babybug · 2 months ago
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Sometimes I remember I was on tumblr for the canonising of Destiel and even tho I had no idea who those gays were I saw them every year on November 5th plus multiple other times?? Then my dad started watching Spn and showed me them and immediately I said ‘oh my god those are the gay guys on tumblr’
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cutiepieautistic · 2 months ago
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Regressor! Dean winchester
×/×/× ×/× ×/×/×
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piinktearxs · 7 months ago
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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
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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.
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attyslittlespace · 7 months ago
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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)
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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 😖
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hall0weent0wn · 1 year ago
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☆~ Dean as a Caregiver headcanons ~☆
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- 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
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babyboobeth · 2 months ago
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Dean's Regression
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My regression is.. - Older ages! 7-12 - Happens infrequently - Is trauma based - Full of tantrums and bratty behaviour - The only time I feel free to speak - A time for art! - Makes music and food so much more pleasurable Things I like when regressed: - The Boys! - Being outdoors - Toy guns/weapons of any kind - Drawing - Collecting things, from vinyls to weirdly shaped sticks - Dean Winchester :)
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ouppy-dog · 10 months ago
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little!Dean and cg!Sam bathtime stimboard
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littlespacereader · 1 year ago
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@dino-boyo-agere gave me such a wonderful Supernatural request that I literally had to break it up into two parts because I realized I was writing such a long story!😂 I promise your request is going to be the part 2 of this story because I feel the questions you asked in your request are better answered in the second part.
I decided to write something a little different for me. It’s not my standard comfort agere fic but I’m really proud of the interesting story that plays out here. There some LGBTQ+ acceptance, there’s some fun dialogue and there’s even a cliffhanger! You don’t need to read the other fics to understand this one, but if you’d like to here’s the first one in my mini series, and here’s the second one.
Please everyone enjoy the part one of this adorable Supernatural Age Regression fic! But please be warned with the trigger warnings below!
The Little Hunt Begins
(Part 1)
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Little!Dean Winchester & Sam Winchester
TW - the reason why there is no SFW tag is because of usual supernatural violence, language & kidnapping at the end. (Don’t worry this is resolved in part 2) Please be warned if this isn’t your speed!
Tags - hiding regression, diapers, thumb sucking, CG Castiel, LGBTQ+ confessions, brotherly acceptance!, cliffhanger ending, sorry not sorry, told by Dean’s POV,
Nickname - Sammy, ‘ammy
Click here for Part 2
The past few months have been the most peaceful months Dean’s had in years. With Castiel as his Caregiver, he’s been regressing regularly in the bunker with Castiel watching over him.
His peace would’ve continued if it hadn’t been for Sam finding a new hunt for the two of them. He doesn’t blame his brother, they have been inching to get out of the bunker for a while now.
But the thing is, it’s been a while since they had a hunt with Dean’s new regression schedule. The whole idea made him nervous, very nervous.
Dean paced back and forth in his room while Castiel sat on his bed.
“Why can’t you just let me ask Sam to join?” Cas asked.
“Because it will look suspicious! He’s already been questioning why the two of us are always together. I just…” Dean sat on the bed beside Cas, “I just don’t want him to know.”
Cas sighed, wrapping his arm around Dean, “You know, Sam might understand if you just take the time to explain it to him. With everything you’ve been through he might understand your need for regression.”
“No, NO! He can’t know Cas. He can’t.” Dean shook his head. “He wouldn’t understand.”
“I don’t think you’re giving Sam enough credit. I think if you took the time to properly explain it he would understand.” Cas countered but Dean wasn’t listening.
He turned his body towards Cas, hiding his face in his shoulder. His arms wrapped Castiel’s neck. “He can’t know…I don’t want him to.”
Castiel sighed but nodded his head. His arms wrapped around Dean, holding his Little close. “Then he won’t know.”
“I’m just…scared. I don’t want to regress around him.” It was hard for Dean to admit it. After all, how many hunts has be done before Castiel found out about his regression? But now, without Castiel joining him, he felt vulnerable.
“You know that just in case you do all you have to do is call on me and I’ll be right there.” Cas started to explain, “But, I do have a plan that’s going to help you through this hunt.”
That got Dean to lift his head off Cas’ shoulder and look at him intrigued.
~~~
With a long goodbye to Cas, Dean joined Sam in the garage and the two took off to their hunt, miles away.
The car ride was quiet for the most part. Dean blasted his music while Sam played on his phone. But then the silence was broken.
“What’s been going on with you and Cas?”
Dean almost swerved the car.
“What do you mean?”
“You’re always hanging out together. Like more than usual. Are you guys…um…”
“What Sammy? Spit it out.” Dean sighed.
“Are you guys a couple?” Sam asked.
Now that short circuited Dean’s brain all together. Here’s him worried about Sam finding out about his regression that the thought of this looking as if they were dating didn’t even cross his mind.
But now that he was thinking about it, he did like Cas. He’s a great Caregiver and he’s always been so kind to Dean even outside his regression. What if they were something more than just Caregiver and Regressor?
These are thoughts for another day when he isn’t so stressed about this stupid hunt!
A small blush started to creep onto Dean’s cheeks at the thoughts circling his brain.
“What? No. No we aren’t a couple.” Dean tried to say as cool as usual.
“Really? Because you seen all flustered at the thought of it.” Sam chuckled.
“No we aren’t dating Sammy. I would’ve told you if we were.”
There was silence in the car again until another question popped up.
“But you like Castiel?”
Dean’s heart dropped. Of course he liked Castiel. He meant everything to his little side. But he always meant everything to him outside of his regression. But this question wasn’t meant for that answer…but Dean still answered it.
“I mean…I don’t know, maybe. Would that be so wrong?” Dean asked with s pounding heart.
Sam shook his head, “No dude that wouldn’t be wrong at all. I mean if you like Cas that much maybe you should ask him.”
Relief filled Dean’s soul. Even though it wasn’t relief to his stresses about his regression, it was relief that his brother, despite everything, still loved and accepted Dean for who he was.
“Maybe I will, maybe I will.” Dean smirked. “What about you? Anyone on your radar?”
Now it was Sam’s turn to turn pink, “What? No. No, there’s no one on my radar.”
“I don’t know, I hear you always on the phone with someone. Maybe they’re a special someone?”
“Yeah you wish.” Sam chuckled.
“More like you wish.” Dean chuckled back. “Come oooooooooonnnnnnnnn, who are they?”
Sam smiled as his face got more pink. But he looked a little nervous at the admission, “He’s…um…he’s unexpectedly really kind.”
“He?” Dean laughed, “Would you look at us Sammy?” He laughed. Sam laughed too. Would you look at them. Both perfectly accepted for who they were.
“Just make sure whoever this he is knows that if he hurts you I’ll kill him.”
Sam chuckled, “Yeah? Okay Dean.” He rolled his eyes playfully.
“I’m not kidding I will! This guy better watch out.” Dean added trying his best to be intimidating.
~~~
Castiel’s plan was simply yet perfect for Dean. Dean’s biggest fear is regressing in his sleep and waking up to a wet bed. The solution? He secretly wears his usual diapers to bed.
But how will he get around Sam seeing?
Well every night he’ll take a shower and hide the diaper his pajamas. After he’s showered he’ll change into a diaper and just hop into bed, go straight under the covers and avoiding Sam’s detection all together.
Then in the morning he’ll wake up early, get changed while Sam sleeps and throw the wet diaper away.
It’s a fool proof plan Cas came up with!
They traveled all day and settled into their hotel for the night. Sam sat at the hotel’s table and researched away the case.
“Apparently there’s been a lot of mysteries happening to couples in the area dating back to the 1600s. Most called it witchcraft.” Sam explained.
Dean sighed, “So we’re dealing with witches?”
“Sounds like it.” Sam sighed back closing his computer before getting up to flop into his hotel bed.
Dean took it as his que to get ready for bed. With shaking hands he grabbed his pajamas with the diaper hidden inside and stood up.
“You need the bathroom before I shower?”
“Ummmm, no. No, you’re all good. Thanks.” Sam replied before turned his attention back to his phone.
Dean nodded before slipping inside. With the door shut behind him, he let out a breath he didn’t know he was holding.
After a shower and a quick change, Dean was shaking from nerves…again. With his diaper on under his clothes he feared the couple of steps from bathroom to bed would scream to Sam that he was wearing a diaper.
But it didn’t. Dean carefully made his way back to his bed and under the covers before Sam has even realized he left the bathroom.
When he did realize, Sam got up to use the bathroom himself. When he returned he turned off the light and wish his brother a good night before heading off to bed himself.
The plan worked!! Dean turned to his side and closed his eyes. Castiel’s plan had worked! Sam never said or suspected a thing!
“Thank you Cas.” Dean called out silently to the Angel.
A warm and calm presence wrapped around Dean, causing him to know the Angel got his message. His eyes slipped close as he felt safe enough to fall asleep.
~~~
The plan was fool proof. As the next day arrived Sam never got suspicious of Dean and his diaper.
They went out and talked to the police as they began their investigation of the murders. Then spent the rest of the day in the local library looking into the historical records.
“There,” Sam pointed out, “There’s a florist down the road from here that used to be the home of a famous witch’s house before she was evicted and well…” he trailed off.
“My guess is if they’re here, that’s where they would be hiding out.”
Dean yawned before patting Sam back, “Good work Sammy!”
He looked up at the clock in the library. It was too late to go today, this would have to be a mission for tomorrow. “Come on, let’s call it a day. We’ll go tomorrow.”
Sam nodded, rubbing his tired eyes, “Yeah that’s a good idea.”
~~~
After eating some take out, both Winchester were exhausted after a long day of working and researching. Both laid on their respective beds absolutely tired.
Dean didn’t feel like a shower tonight, too exhausted to pull himself into the shower and back into bed. But he did need to get changed discreetly. So he grabbed his pajamas, hidden diaper and tooth brush and went into the bathroom.
Dean changed for the night and was beginning to brush his teeth. He wasn’t in there long, maybe about 10 minutes when there was a frantic knock at the bathroom door.
“Dean…a-are you going to be long?” Sam asked with a worried tone to his voice.
“No, why what’s the-.” Dean opened the bathroom door, tooth brush still in mouth when he was ripped out of the bathroom by Sam. He promptly slammed the door in Dean’s face.
Dean stood there, a bit taken back. A thousand thoughts ran through his head as to what happened to his brother, but one image stayed in his mind. Sam was holding himself, as if he was about to have an accident.
Dean was sure he saw it, a move he himself had done on occasion when he was so deep into his little headspace he almost forgot to go potty. Could Sam be…What?! No. No! Well…maybe?
With a thousand thoughts running through his head, Dean took a seat on his bed and continued to brush his teeth. Eventually Sam walked out of the bathroom, face red as an apple and avoiding Dean’s eyes.
Dean went to the bathroom himself, spit out his tooth paste and slipped back into his bed. Sam seemed as though he wanted to go right back to bed and avoid everything all together, but Dean on the other hand want to ask him questions.
“You okay Sammy?”
“Yeah! Yeah, I just…I just really needed to go pot-…really needed to go pee. That’s all.” Sam explained, face red as ever. “You were in there forever!”
“I was not!”
“You were too!”
“I was maybe in there for 5 minutes!” Dean complained.
“No! You were in there for wayyyyy longer. I was dying out here.”
Dean wanted to ask and say so much more, but he could see the topic easy really starting to get to Sam who was gripping his blanket to the point of almost ripping it.
“Alright, alright maybe I was in there for too long. I’m sorry. I just…I just wanted to ask because I’m was worried maybe you were feeling sick or something.” Dean asked, starting to sound sincere.
Sam’s grip on the blanket ceased when he heard Dean’s honest answer. “I’m fine Dean. Like I said…just had to go pee.”
“Okay, I was just worried. Good night Sammy. Sleep well.”
“You too Dean.” Sam added before turning over and going to sleep.
Dean turns over as well and tried to go to sleep but his mind races with a thousand possibilities, one of them being Sam as another Little just like him.
~~~
Dean slept past his alarm and woke up a lot later than he wanted. He remembered hearing Sam on the phone with someone then the sound of the hotel room door closing.
His eyes fluttered open as he moved his thumb from his mouth to rub his tired eyes. WAIT. Dean sat up and moved his thumb far away from his mouth, wiping his face on his sleeve of any remaining drool.
He looked around frantically but thankfully his brother was out. He didn’t see Sam meaning Sam maybe didn’t see him sucking his thumb.
Dean sighed. He just wanted this case to be over so he could just go back to cuddling with Castiel and watch Scooby Doo.
But maybe they could wrap this case up today or tomorrow, then the idea of being with his Caregiver wasn’t such a far off idea.
Dean pulled himself out of bed and quickly got changed before Sam came back to the hotel room. In his hands were two plastic bags from the supermarket.
“Where have you been?” Dean asked.
“Good morning to you to sleeping beauty.” Sam joked quickly stashing one of the bags by his stuff before setting the other on the table. “I just had to grab something at the store for myself but I was kind enough to get us breakfast too.”
Sam threw Dean a box onto the bed he was sitting on. Dean leaned forward and grabbed the box, looking back up at Sam like he was crazy.
“What hell is this?”
“What do you mean?”
Dean help up the box of granola bars, “This is breakfast?”
“What? I always eat those for breakfast?”
“That’s because you’re 80. I can’t eat this! I need a real breakfast!” Dean could hear the twinge of his littler self in his voice.
“Come on dude, really?” Sam sighed.
Dean crossed his arms, “Really. I don’t want to eat this…this healthy stuff.” He felt the urge to stomp his foot but quickly stopped himself.
He uncrossed his arms and cleared his throat and tried to push his little headspace down, “Come on, let’s go get some real food. My treat.”
“I’ll umm….I’ll meet you there, I just need to go to the bathroom real fast and get changed…into my suit! For the case of course.” Sam tried to right away convince. But Dean could sense there was something more.
But he didn’t question it. He just took the que right away, “Don’t take too long, I’m starving. Meet you at the car.” He smile to try and reassure his brother before grabbing his keys and exiting the hotel room.
~~~
They never talked about it. Not at the breakfast diner nor at the drive to the florist. It didn’t stop Dean from having a million thoughts about what was happening.
It wasn’t his business, he knew it wasn’t. He asked Sam if he was okay, and he said he was. That was as far as he wanted to get into. But it was hard to stop himself from the thousand of possibilities running through his mind, mostly his brother being a Regressor like him.
But they had a case to get back to! So with stomachs full of pancakes they were in search of the witch florist! There was just one issue…the address they had was wrong.
So they drove, and drove, and drove around the town in search of this damn florist! Finally after a hour of driving around this stupid town they found the florist hidden away off the main road.
When the two walked through the door, the smell of the flowers practically smacked them in the face. Immediately both were taken back by the intensity.
“Boys! Welcome!” A woman at the counter welcomed them. “What brings you in today? Looking to get something for your girlfriends?” She should only know.
Sam walked around the flower shop while Dean walked to the counter, “I’m agent Graham and he’s agent Mobius. We’re investigating the murders of Julia and Andrews. The police told us they visited here before they were found well…”
“I heard. Oh it was terrible what happened to that lovely couple. They were so young and vibrant. It’s a shame really.”
“What were they in for?”
“Well, they seemed to be having some relationship issues. Apparently he never bought her any flowers. So she dragged him in here to get her some.”
“What flowers did they get?”
“Oh they got these ones over here.” The older woman led the way through the florist shop. Dean nodded his head to Sam to check the back while he walked with the older woman to another part of the story. He nodded back and went to it.
Dean followed the older woman as she made her way through the store. The store was loaded with different flowers, all different colors, sizes and scents. It was starting to get to him a bit. He felt dizzy.
“How long have you guys been here?” He asked.
“Oh, for many many years child.”
Child? That’s a strange nickname. But she’s old…old people have strange nicknames he guesses.
“Here we are. They ordered these.” She pulled a white flower out from a bundle and handed it to him. “They’re in season right now, take a whiff.”
Dean looked at the flower then looked at her. He needed to buy Sam some time anyway, plus what was one extra flower when he was smelling all of them since he entered the damn place. He brought the flower close and took a whiff.
Suddenly it was as if smell had punched him in the gut. He gasped and dropped the flower as he felt himself quickly being thrown into his little headspace without any control.
“What the hell was that?!” He backed up.
“Such big language for such a young boy like yourself. You hunters really should be more careful considering your headspaces.”
Dean could feel himself not only regressing but getting really tired really fast. He needed to get Sam and they needed to get out of here NOW.
He started to backtrack but he wasn’t as coordinated as he was before. He swayed from one wall to the other, trying to get to where Sam was.
“Sammy!!”
“Oh I’m sure your brother is being taken good care of.” He heard the older woman call out from behind.
He was moving more slowly, his eyes drooping and his regression taking hold. Tears fell from his eyes. “S-S- ‘ammy!” He wanted his brother! He would protect him. He would save him from this lady! He’s always so smart and he always has a good plan!
But before Dean could reach him fell to the ground, his head swirling. He look to the side and there was his brother, sound asleep on the floor just a little away from him.
“ ‘ammy.” Dean muttered, reaching his arm out to his brother before his eyes rolled back. He fell into a deep sleep as he longed for his stuffies, his toys, his sippy cup and most of all his Angel.
(AN- Oh no! Our boys are in peril! Don’t worry I’m currently writing part 2 while you’re reading this. Let me know how you enjoyed this change of fic writing. It’s a little darker than what I normally write but I kind of like the change a bit! I’ve got a darker moon knight fic in mind too. Let me know if you’d read something like that too. But back to this fic…what’s going on with Sam👀 Who’s he on the phone with all the time?👀 What’s up with that? All shall be revealed in part 2 with is from Sam’s POV. Stay tuned!)
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deansleathercoat · 1 day ago
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I don't know if this happens for any other regressor but does anyone get upset hearing adults talk about babying actual little ones ? Like one of my uncle's birthday is coming up and we're gonna go bowling and his daughter is coming who's like 2 and my mom said she's gonna download elmo and stuff for her and watch cartoons with her and get her a happy meal + play peekaboo with her, like I want that! It's not fair, I wanna be a little boy again whos babied and doesn't have to do anything just downs pb&js and binges spongebob i wanna be mommy's little boy again I want her to break me up a tangerine and then put me down for a nap with my blankie and my stuffie mmmmph I'm kind of rambling but I just wanna know if anyone feels the same ( and by mommy I mean my actual birth mother not my cg ! )
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Regressor Dean Winchester moodboard
{The pacifier was a gift from Castiel}
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aew-kun-age-regression · 1 year ago
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Hiiii!! For the headcanon ask list can you do number 16 for Dean Winchester pleaseeee? Thanks!!
Hiii I absolutely can!!!
16) where do they tend to regress? do they mostly regress at home, at the park, at a specific friend's house? do they have a specific place they like to go once they're regressed?
Ok I think for a large portion of his life he never had a safe place that he continuously regressed in. He regressed wherever he was and just dealt with it as it happened.
Once Him and Sam (and Cas) move into the bunker I think that would be the place he regresses the most. When small he tends to stay in his own room.
He also finds himself regressing if Cas is around, doesn't really matter where. If he needs to regress and Cas happens to be around he can't not find himself slipping. <333
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lttl3babybug · 3 months ago
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cg!dean headcanons please and thank yoi hes literally my big brother🙏🏻
Yippee!!! Cg Dean!!! I love Dean!!
If any of these look familiar it’s bc they’re from my Cg!Destiel Headcanons. I spent the whole time writing this so unbelievably confused as to why I felt like I’d written some of these hc’s before 😭
Cg!Dean Winchester Headcanons
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🍔Dean is such a chaotic caregiver
🍔Like three rules maximum but the rest he’s making up as he goes
🍔Hell yeah you can have gummy worms for breakfast kiddo!
🍔He’s so so hands on with you
🍔Dean loves arts and crafts, he will happily craft with you
🍔Finger painting is a pretty big thing for him too. Loves a good finger painting session
🍔You give him your finger panting and he gives his to you or Sam
🍔His personal favourite crafts are bracelet making, tub full of pony beads
🍔He also loves Hama beads, course he’s the one who irons your creations cause you’re too little to be handling the iron
🍔Dean and you have matching bracelets that he NEVER takes off ever. He made yours and you made his
🍔You’ve got top priority. Sam gets kicked out the shotgun seat of the impala. That is yours
🍔He’ll take you on drives if you’re feeling restless and won’t take a nap
🍔He tried his best to keep bits of gear on him at all times, chewy necklace, paci, crayons and paper
🍔Anything that’ll help you
🍔No hunts while you’re small. He drops you with Bobby. There’s no ifs or buts about it he is not letting you get hurt
🍔Dean is so damn protective of you, no one lays a finger on you
🍔Loves holding you, he’ll carry you on his hip or just have you in his lap on the couch
🍔Dean loves the interactive picture books, the ones with the little puppets in them or patches of fabric
🍔He’ll also play toys with you! He loves a stuffie tea party, spreading gossip among your stuffed animals is his favourite thing to do
🍔If you’re taking a nap he’ll probably be taking a nap with you because lord knows that man is tired.
🍔That means sometimes naps last 3-5 and other times they last 3-12pm the next day
🍔He’s surprisingly good with fussy littles
🍔He can calm them down and fix whatever was upsetting them
🍔Dean is all for a cozy night in with his little
🍔Hot chocolate, fuzzy blankets, cartoons on, stuffies cuddled
🍔That is an ideal night for one Dean Winchester
🍔This man gets so damn invested in whatever cartoon his little is watching
🍔Course he still loves scooby doo but he’s also a pretty big tmnt fan and Pokémon fan
(I god damn love tmnt I’m SORRY im projecting.)
🍔If you’ve got long hair he’ll learn so many different hair styles for you
🍔His personal favourite is to braid your hair, little pig tails
🍔He’s so big in nicknames for you, he love love loves pet names for his little
🍔Princess/Prince, honey, hun, little one, pumpkin, sugar etc
🍔He also likes when you use nicknames on him
🍔Dee is his personal favourite but he loves papa or bubba too
🍔He learnt how to sew just to fix any of your ripped stuffies or dollies
🍔His favourite game to play with you is restaurants or grocery shops
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kenascutecorner · 1 year ago
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Little!reader x Cg!Dean
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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.
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piinktearxs · 2 years ago
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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
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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
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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)
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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
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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
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