Today I'm upcycling an old ramble from my notes!
Obviously it's all personal interpretation so feel free to chime in your own takes or correct me if you think I'm really far off with some egg 🙃
So without further ado, here are my personal headcanons of what each egg wears to sleep!
Chayanne just sleeps in a t-shirt of any color and any color of sleep shorts, his ass does not care about pyjama colors just as long as they're comfortable.
He normally knocks out as soon as his head hits the pillow anyway so he couldn't care less what he's wearing and would happily sleep in his regular clothes some days.
Sometimes Phil will braid the top section of Chayanne's hair too after he braids Tallulah's, just to keep it out of his face while he sleeps.
But it's a loose short braid and with the length of Chayanne's hair not all of it can actually make it into the braid so the bottom section always hangs loose regardless of the braid or not.
Dapper wears a fancy black silk buttoned pyjama shirt with red decals and details but it's always paired with hideously patterned pyjama pants.
They could have anything on them! Cartoon zoo animals, Rainbow zigzags, Multicolor polka dots, Cartoon food items, Tie dyed, Animal print, Fruit print, Old grandma couch print, 80s arcade carpet print, they could just have faces all over them! Literally ANYTHING as long as it doesn't match the pyjama top (because it drives his Dad absolutely crazy and he loves it).
He also wears a pair of thick plain fluffy socks over his feet at night, since demons naturally run cold to deal with the heat of their home, which unfortunately means Dapper having a Demon as his parent (as well as Em and Pomme) gets cold feet during the night if they don't wear fluffy socks.
She also sleeps with her hair tied up in a loose protective bun on top of their head to keep most of it out of his mouth and eyes while he sleeps.
Leo sleeps in cartoon patterned pyjamas but not matching sets, ohhhh no, this girl wears pieces from 2 completely separate sets which do not match at all.
For example she might wear bright blue and red spiderman pyjama bottoms paired with a pale purple pyjama shirt with a giant cartoon panda in the middle or a pair of rainbow striped MLP pyjama bottoms with a pyjama shirt covered in hundreds of close up Walter dog faces.
When she sleeps Leo leaves her hair loose to go absolutely everywhere and does not brush it before bed even though her hair gets tangled easily.
Which unfortunately means her Pa Foolich has to help her brush out the hundreds of knots every single morning but Leo absolutely refuses to sleep with it tied up no matter how much he tries to convince her it'd be a good idea.
She also insists on wearing socks to bed every single night but immediately kicks them off as soon as she actually falls asleep which Foolish finds hilarious.
Ramón sleeps in a plain tank top and he used to just sleep in a pair of plain sweatpants like his Dad but nowadays he sleeps in a pair of blue pac man patterned pyjama bottoms that he absolutely totally 100% did not steal from Pac's washing line outside his house.
The drawstrings are always tied to keep them up, since they're not kid sized, and he's clearly taken a pair of shears to the bottom but not re-hemmed them so there's loose threads everywhere (neither Fit or Pac makes a comment on it though, because as long as Ramón's happy they're happy so Pac just secretly sews up the hems and makes adjustments to the waistband while Ramon's with Fit and says nothing).
Ramón's hair is short enough that it doesn't make a difference how he wears it at night, it might stick up a bit in the morning from where he was laying on it but he wears the meathead all day so it doesn't matter and hell, Ramón would happily sleep in his meathead too if Fit would let him.
And obviously the moustache stays on while he's asleep, duh.
Tallulah wears a pair of black flannel pyjama pants and a short sleeved purple nightgown, which looks more like an oversized t-shirt but it has scallop hemmed edges that indicate that it is actually supposed to be down to her knees.
The purple nightgown has black and darker purple polka dots all over it and the hemming is done in black thread with a large cartoon skull decal on the center (that she doesn't really like because it looks too cartoonish).
Before she sleeps she brushes her hair and bangs and Phil braids it for her, into a neat and very tight French braid (or two braids depending on what he feels like) to keep it from going crazy while she sleeps.
And obviously when she goes to sleep her hearing aids are removed and put in a little box that she keeps on the windowsill above their big family bed so she can easily reach them in the morning.
Richarlyson sleeps in only a pair of sleep shorts, a variety of colors depending which house he sleeps in, right now it's been either red for Pai Cellbit, green for Pai Mike or black for Tio Bad since they're the only houses he's actually slept at so far (but he has blue shorts prepared for when they stay over at Pai Pac's and pink for staying with Mae Bagi).
He takes off the football shirt to sleep and no matter how many times her parents ask them to put on a pyjama shirt she doesn't, Richas just sleeps half naked because he can.
He also has a silk hair bonnet that he really should wear to bed every night but he doesn't like it, well no, they like it slightly better now that Pac sewed the outside to be mushroom patterned like her regular hat but he still doesn't wear it every single night no matter how many times her parents ask him to.
Obviously when he sleeps they have to remove his prosthetic leg so he sleeps with only a protective compression sleeve over their stump (like Pai Pac) and her leg just lies beside her bed, he has a prosthetic stand he's supposed to use for it, but again he doesn't do it every night regardless of her parents reminding him.
Pomme wears one of the pretty matching pyjama sets, the ones with a cute graphic on the shirt and then that design is patterned smaller all over the bottoms.
She sleeps in a long sleeved pyjama shirt with red sleeves and a white chest with a green apple decal in the middle, paired with green pyjama trousers (the same shade as the decal) with red apples (the same as her sleeves) and white polka dots patterned on them.
Pomme also wears a pair of thick knitted socks every night because her feet get cold, these aren't intentionally matching her pyjamas but since it was Etoiles that knitted them back when he was the 'wool warrior' after losing to the code, they're all either one of the French flag colors or green so they match unless she wears the blue ones.
Her hair is neatly brushed by one of her parents and in a loose braid (or braids) that inevitably falls out overnight, but she won't sleep if it's tied too tight and she doesn't like having her hair tickling her while she tries to get to sleep, she honestly doesn't care what state it's in when she wakes up she can cover some of it with her beret anyway.
Empanada sleeps in a long sleeved ankle length nightgown with frilly edges and bow details, the full works.
The nightgown is a brown and pink tartan with white lace frills around the edges of the nightgown and down the seams and it's got little pink bows where they're necessary.
She also wears thick socks with grippy silicone bottoms while getting ready for bed so her feet don't get dirty or cold, but she doesn't wear them in bed, she takes them off and leaves them beside her bed so she can put them back on when she wakes up.
To actually sleep in she wears non grippy fluffy socks which she keeps in her bedside table drawer and they all have cute little kitty patterns on them since Bagi bought them in bulk when she learnt Em got cold feet during the night.
She sleeps with her hair left loose on the pillows but unlike Leo it doesn't go crazy overnight since Empanada is the kind of little girl who brushes her hair 100 times by herself before bed and brushes it another 100 times when she hears Bagi wake up in the room above hers so that it's always neat by the time her Mamae comes to get her in the morning.
In the early days Tubbo didn't have kids pyjamas and he was too proud to ask another parent for a spare set so Sunny slept in one of Tubbo's shirts like a nightgown, unfortunately for Tubbo, she still does it now even after he's bought them pyjama sets in every color under the sun.
So every night Sunny sleeps in a stolen shirt of Tubbo's that comes down to her knees and the neck hangs off her shoulders a little, with a pair of pyjama pants and a plain vest top underneath.
Obviously she changes the color of the pants every single night in no particular rotation to wear all the fancy pyjama sets her Pa bought her to try and stop her stealing his shirts (it didn't work).
They also sleep with a orange and yellow striped silk bonnet on every single night to protect their hair so that she always looks good in the mornings even before her Pa does her hair for the day.
She obviously takes off her sunglasses to sleep but she replaces them with an orange sleep mask with 'SUNNY' bedazzled on the front in blue diamantes because if she doesn't wear the sleep mask then everything is way too bright when they're trying to sleep since they wear sunglasses all day.
Pepito sleeps in a crew necked red and white striped onesie with grippy feet covers so Pepito doesn't fall over.
Pepito's hair is usually fine when Pepito sleeps but Pepito occasionally gets crazy bed head, but all Pepito does on those mornings is brush it out as much as Pepito can and put on a bandana or a beanie along with Pepito's glasses and gasmask so Pepito can try to make it look like a purposeful style choice (it works about 30% of the time).
Chunsik always sleeps in an animal onesie, his Dad originally dressed him in a crocodile one but then his Mom bought him a shark one and they fight over which one he wears each night.
Chunsik doesn't care though, he's just happy to have two onesies now, and both of them have sharp teeth on the hood and a tail on the butt and he just thinks that's awesome!
His hair gets a little messed up from sleeping in the hoods but it doesn't get tangled easily so it's easy to brush it out in the morning before he puts on his hat.
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