#sleepyhead.☆
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Regressor Alastor with Caregiver Rosie Headcanons! ❤️🖤
I love these two sm their friendship is everything.
• Alastor 100% doesn't know anything about age/pet regression, nor does he realize he sometimes is little himself (he mostly refers to being regressed as his "episodes")
• He's mostly a pet (deer) regressor, but he does age regress from time to time.
• His regression is involuntary and happens when he's too stressed and near someone who he truly trusts, when he's little he's around 10yo.
• Rosie, however, does know what regression is and immediately recognized what was happening the first time Alastor was little around her.
• How he acts while little depends on whether he's pet or age regressing.
• When he's a little deer, he gets very clingy and stays very close to Rosie, never getting too far from her.
• He likes tackling Rosie in hugs and headbutting her arm and back lightly, that's just how he says "I love you" <3
• He losses his speech entirely, only communicating with squeaks, hums and whines.
• Rosie has no problem guessing what he wants, it's not that difficult when you are as close to him as she is.
• "Oh honey, you're munching on my sleeve, do you want a little snack?", "Don't give me that look darling, I know you're feeling sleepy!", "You're ears are pointing down sweetness, let's take you to a more quiet place, shall we?".
• When he's a little boy, however, he's Rosie's little helper.
• He still follows her everywhere but now he's always looking for ways to be involved in what she's doing.
• "Rosie! Papers!" "That's right sweet boy, we're filling these papers!"
• He needs attention and praise at all times, so Rosie always makes sure to give him small tasks to keep him occupied and make him feel important.
• "Good job bringing the sugar, darling! thanks to you we'll have a nice cup of tea now."
• He's very protective of Rosie, and also very wary of strange men (they remind him of his father, who left him and his mom), so you'll find him hugging Rosie while staring daggers at them, sometimes even growling.
• Rosie is the best at de-escalating situations and making sure Alastor doesn't harm himself or others.
• "I know you're mad honey but let's take some deep breaths okay? I'll pet behind your ears", "Someone's a little fuzzy, how about we go down for a nap huh? I'm sure that'll make you feel better"
• Rosie would love to explain what age regression is to Alastor, she really would but the guy is embarrassed enough about his "episodes" as it is! She knows that with his stubbornness if he knew he was a little he would do all in his power to repress that side of him even if it helps him and Rosie does not want that to happen.
• So for now, every time she senses he's stressed or in a bad mood she subtly and gently tries to make him regress, it works 8 out of 10 times and (although he won't admit it) it makes him feel more relaxed and focused afterwards so it works for them.

#sleepyhead.☆#sfw agere#age regression#sfw petre#pet regression#sfw caregiver#agere blog#hazbin hotel agere#hazbin hotel alastor#hazbin hotel rosie
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dead souls keep callin' me
#neon genesis evangelion#evangelion fanart#shinji ikari#kaworu nagisa#nge kaworu#kaworu x shinji#kawoshin#artists on tumblr#sleepyhead#nge
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They went camping and forgot to bring suplies for a halloween party, so the boys are improvising.
...and then here come Wild a Hyrule with their scavenged halloween masks
;)
#mis trazos#linked universe#modern!au#a pink salty bunny#a fluffy haired fairy boy#the coquettish captain#the cute sleepyhead with puffy pants#the tiniest boy holds all the braincells of the group#smol but savage#baby gremlin#old man Time#wolf link#spooky season#just a chain of green adventurers
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[18+, Dubcon elements - Darling is the one to initiate sexual activities, but they are asleep. (Amab Darling)]
Sleepyhead Amab Darling who has the nastiest little habits when they're asleep. Humps/gropes at anything near them whether it be their pillow or another person. Whimpers and moans as they latch onto whatever's in their grasp, refusing to let go unless shaken awake. Sucks and bites on anything from their sheets to fingers or even nipples through shirts if someone's close enough. Darling is somewhat aware of their issues and sleeps with a pillow between their legs/with no one at all.
Nighttime visitors or close friends who insist on sleeping with them push aside their barrier of protection and cozy up in bed at their side - anticipating the moment darling's cock rubs up against their ass or thigh. Removes their underwear and chalks whatever happens next as fate, the tip of their love's cock already prodding their entrance before they can slip their garments past their thighs. Darling does as they normally do and cages their arms around their sleep mate's waist - sucking on their chest and fitting into them while Yan tries to keep their voice small so they don't startle Darling by accident. Darling eventually stills and drifts off into deeper sleep still buried inside them - flaccid cock keeping them stuffed full of their spend and twitch back to full length at times when Yan spasms around them from the overstimulation.
Darling wakes up the next morning next to their dear friend covered in bite marks and fluids dripping out of their abused hole. Darling can't even form the words to apologize, but even if they could Yan is too fucked out of their mind to hear it. Once they recover their first course of action is to figure out a way to make this a nightly route... Right after they comfort their sweet darling who's too ashamed of what they're done to remove the blankets from their head.
#yandere#yandere imagines#yandere x you#yandere headcanons#yandere scenarios#yandere x reader#yandere insert#yandere blurb#yandere oc#amab reader#yandere smut#tw yandere#sub yandere#sleepyhead reader
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i’ve been inspired by all the communal monkee bed art i’ve seen recently to finally check monkee bed off my drawing list and oughh i actually can’t stop staring at them…. my cutes….. they’re so little and small and sleepy and they’re a family !!!!
anyway, goodnight!
#the monkees#mike nesmith#michael nesmith#davy jones#peter tork#micky dolenz#the monkees fanart#my art#procreate#digital art#someone on discord said sleepy pilled and cutenaxxing#i literally kept looking at the mike and davy at work today… i’m like too obsessed with my own creation but you know what they’re sleepy !#mumma mike……#i for some reason had an easier time drawing peter than micky which never ever happens i’ll actually use ref next time lol#anyway i’ll shush goodnight sleepyheads !!
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Azzi is a Dl basketball player and a DI napper😴










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A morning with Wally Darling!
#wally darling#welcome home#art#partycoffin#welcome home fanart#wally darling fanart#Hes a sleepyhead#i coloured this so sloppily hehe#wally welcome home#wally x y/n#welcome home wally#wally fanart#welcome home comic
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☀️ Caregiver Aizawa and Hizashi Moodboard! 🌘
I had to make a moodboard for my favorite fictional caregivers at some point, erasermic as caregivers my beloveds <3

#sleepyhead.☆#sleepyhead's edits#sfw agere#age regression#age dreaming#agere blog#sfw caregiver#agere moodboard#mha agere#erasermic#fictional caregiver
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Old sleepy jade bases on the song “sleepy head -passion pit
#homestuck#homestuck art#jade harley#artwork#traditional art#crayon#crayon art#sleepyhead#sleepy girl#cutie patootie
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she's so silly i love her so much
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WAKE UP SLEEPYHEAD!!
Well, looks like Modain pulled out a prank on our old gay monkeys.
#WAKE UP SLEEPYHEAD!!!#tumblr fyp#lmk#lego monkie kid#artists on tumblr#gays#lmk shadowpeach#six eared macaque#shadowpeach#sun wukong#lmk macaque#lmk six eared macaque#lego macaque#monkie kid macaque#sun wukong x macaque#liu er mihou#lmk wukong#monkie kid wukong#lmk sun wukong#sunwukong#monkeyking#lmk oc art#lmk oc#lmk ocs#lego monkey kid oc#lmk art#lmk fandom#lego monkie kid oc#monkie kid oc
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Legend tends to be very diplomatic until he's not
#mis trazos#linked universe#a pink salty bunny#the cute sleepyhead with puffy pants#the tiniest boy holds all the braincells of the group#the coquettish captain#old man time#just a chain of green adventurers
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THEY COULDN'T THINK OF SOMETHING TO SAY THE DAY YOU BURST...
WITH ALL THEIR LIONS AND ALL THEIR MIGHT AND ALL THEIR THIRST..
also THE SOUNDTRACK IS ON STREAMING!!!! GO LISTEN TO IT NOW!!!!
#shib4#art#illustration#digital art#fanart#little big planet#little big planet 2#lbp fanart#lbp2#lbp#sackboy#playstation#playstation 3#sony#media molecule#video games#sleepyhead#passion pit#Spotify
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they should invent a type of sleep where you get fully rested
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Miller [Streamer Yan] and Sleepyhead Reader- If you think about it, streaming would be the perfect career for them -> that being Reader. Flexible hours, they hardly have to leave home. Hell, they could probably generate a following just putting a camera next to their bed. Reader doesn't really have to worry regardless since Miller is ready and willing to care for and support them. They'd dote on Reader as if their life depended on them and do everything in their power to make sure Reader got the well rest they deserved.
[Side note: Miller uses they/them pronouns only. I've had a concerning amount of people in tags/asks use he for them which makes me less willing to use them despite how much I love them.]
-
[Miller groans as a game over screen flashes on their monitor]
Miller: Sonofa- Wait-
[Miller stands from their chair, place a pair of canceling headphones on reader's ears as they slumber peacefully in bed. They return to their seat - slamming a fist on the table.]
Miller: Son of a bitch!
-
[Miller and Streamer Reader play a fighting game together- Reader staring to dose off as a cutscene plays. Miller switches their controllers as the round starts, switching them back as they shake Reader awake.]
Miller: Babe. Look, babe- You won!
Sleepyhead Reader: mmmm..... I did?....
Miller: Yea! You really kicked my ass there. You'll have to teach me a thing or two sometime.
Sleepyhead Reader: Wow.....
[As Reader celebrates their victory Miller quickly types a message into chat]
Miller: Whoever snitches is getting instabanned plus I'm slashing your tires.
-
Miller, shaking Reader gently: Psst- Wake up for a sec, something came in the mail for you.
[Sleepy Reader sits up in bed - Miller holding up a hoodie with koala ears stitched on the hood as Reader rubs the sleep from their eyes]
Miller: One of our viewers sent me the link. Whatcha think? It's cute, right? Go on- Try it on!
Sleepy Reader, wearing the hoodie: Soft.....[starts to doze off again.]
Miller, catching them before they fall over - hugging Reader to their chest: I knew you'd love it <3
#Miller my oc#yandere x reader#yandere x you#yandere imagines#yandere headcanons#yandere blurb#yandere insert#yandere scenarios#yandere oc#yandere#yandere text#yandere streamer#sleepyhead reader
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