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hey, i was wondering if i could get some sfw/nsfw headcanons of jeff with a female s/o - thank you 💗

absolutely! smelly rat boy is my guilty pleasure <3

sfw:

Jeff just kind of enjoys giving his girlfriend piggy back rides

like everywhere

all the time

likes to act proud and tough around 99.9% of people, but his sweet girlfriend is the only exception to that

you’re the only person that could make him Softe™️

he secretly really enjoys cuddling you, especially if you guys are watching horror movies together

despite coming off like he plays women, Jeff actually has a deep sense of loyalty to the persom he chooses to date

so his loyalty should never be of concern for you, he wouldn’t even as so much give his girl the thought that he could cheat on them

takes you on some wicked dates. mans definitely got a sense of adventure

acts cocky when other people compliment him, but he melts when you compliment him

like full on blushing across the nose type melt

Jeff can be cute when he wants to

Nsfw (18+)

favorite position is missionary

loves seeing the changes in your expression when he hits that sweet spot

and hearing those petite, breathy moans that come from his babygirl?

heaven

Jeff’s pretty well endowed at a solid 6.5-7 inches

good lord does he know how to use it

also really loves to have his girl ride him, especially if you’re close to orgasm

the type to hold you in place and fuck up into you harder and faster, almost forcing you to cum

lowkey kind of vanilla

REALLY into dirty talk/teasing tho

“Look at you, such a wreck for me babygirl. You really can’t stop yourself from cumming around me, can you? How cute. How pitiful.”

proceeds to fuck you harder than ever imagined

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Decline

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do you have any nsfw hcs of tim/masky and brian/hoodie double-timing their s/o? 💕

oOoo this is spicy 👀🥵

Masky/Reader/Hoodie NSFW Headcanons

Masky is definitely the more dominant of the two

despite being more dominant, he loves watching his two favorite people make each other feel good

seeing Hoodie use his fingers on their s/o like a violin, hearing the orcestra of moans those quick movements produce is nearly orgasmic alone

Hoodie is suprisingly more kinky than Masky

Hoodie likes having their s/o tied up, degredation, spanking & having their s/o mark him (leaving scars from how hard their s/o grips onto him)

Masky likes hair pulling, teasing, overstimulation, marking their s/o, being called daddy or sir, & spanking

when you put these two kinky guys together? expect to be ruined

they love making their s/o beg for an orgasm, almost tossing the idea between the two of them

“I dunno if we should let them cum yet. What do you think Hoods?”

“Yknow I don’t think they’ve been pushed to their limit yet. I don’t think they deserve to cum.”

meanwhile their s/o is tied up, almost crying from how close their orgasm is, and being denied finishing of course

these two will truly push the boundaries of how much their s/o can take with them

Masky loves seeing Hoodie pound into them from behind while they’re sucking him

hearing the short, low noises eminate from Hoodie’s chest, mixed with the vibrations of their s/o’s moans around him?

that’s nearly enough right then and there

Hoodie will sometimes record what happens, just so he can keep it for the... ahem, spank bank

despite Masky being dominant, he’s more of an observer when it comes to sex

he won’t actually put himself into it until the thought of fucking his s/o silly is the only thing he can think about

Hoodie is different in the sense that he’s more impulsive when it comes to it

if they catch you pleasuring yourself? without them?

that’s bad behavior. and you know what bad behavior gets brats? spankings ;)

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hey! can i get a matchup? i’m 5’3 girl. i’m bi and am kind of a crackhead lmao. i laugh at just about anything and i’m rather impulsive, like cut your own hair and dye it impulsive. I’m sarcastic and speak fluent twitter. i’ve got pink hair to about mid chest and a ton of piercings in my ears and nose. i’ve also got massive glasses bc i’m #blind. i love making music and play at least five instruments and sing! I also do ballet! I also do the Disney college program!

the “speak fluent twitter” KILLED ME 😂😭

also i know i just matched someone with jtk but like,, you also give me that vibe imsorry

<3

i match you with: Jeff the Killer

adores the crackhead energy, solely because then he knows he can also be chaotic with you >:)

will push you to act on impulse; doesn’t question impusive thoughts you have

“I think I’m gonna shave my eyebrows”

*Jeff already handing you the razor*

is confused when you use twitter references

you’ll have to brush up on his twitter lingo with him

after he figures everything out he’ll say “tea” in response to everything you say

is the type of boyfriend to mess with your piercings

or fix them if they’re crooked

is actually super into pierced people,, he just thinks they’re neat 👉🏻👈🏻

Jeff doesn’t know how to be original in any sense so he sticks to calling you “four eyes”

just call him joker and he’ll shut up

loves to listen to you sing

has asked you to sing him to sleep on occasion when he can’t get to bed

does NOT understand why you’d want to be in a Disney program

however he WILL sometimes watch Disney movies with you

mulan is his favorite

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Hi, can I get a matchup? I am a 5’1 female INFJ-T heteroromantic asexual Aries. I play guitar and piano (self taught on both)! I am a leader, but I want to know what others think before I act. I dance, sing, and act, and would like to be an actress when I am older. I love animals, being kind to others, reading, and watching true crime shows. Physical affection is my love language. Thank you and I really enjoy your writing!

thank you so much! i hope this does your ask justice :) <3

i match you with: Jeff the Killer!

Jeff loves to listen to you play music

like, will ask you to play tunes for him all the time

asks if you can teach him how to play ride the lightning

tbh, Jeff doesn’t really understand being asexual at first, and may come off as a bit of an asshole about it

after explaining, he’d definitely be more open minded

LOVES that you’re a leader, as he is also a leader; the one difference you two have is he doesn’t really ask others opinions before moving further

which can be aggravating at some points, and you two may clash due to both being leaders in what you do

but at the end of the day, he still comes back asking for cuddles and maybe mumbling out an apology for being an ass

Jeff doesn’t really know how to dance

but he tries

thinks it really cute when you rehearse lines with him and involve him in the whole experience. since yaknow, he isn’t exactly hollywood material

the duality of your relationship is something that pulls you closer instead of pushing you away

he likes that you’re more gentle and kind than him, just like he only hopes you admire how protective and nonchalant he can be

will 10/10 watch any kind of true crime show with you

yes, this man watches buzzfeed unsolved

is well versed in the ted bundy case actually; loves to talk to you about it

though smelly rat man may not like to admit it, he has a soft spot, for you specifically

and thus he craves physical attention from you a lot

cuddling at night may lead to accidentally smothering you in limbs

he’s not sorry about that lol

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That’s lookin kinda fly

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HELLO TUMBLR. THIS IS sLENDERMAN’S MOM. IF ANY OF YOU YOUNG PEOPLE SEE sLENDERMAN HANGING AROUND THE PARK OR IN YOUR HOME REGARDLESS OF YOUR LOCKED DOORS AND WINDOWS PLEASE TELL HIM TO COME HOME. IT IS MIDNIGHT AND I NEED HIM TO SHOW ME HOW TO TURN OFF THE CAPITAL LETTERS.

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Can I have a matchup? I'm an extroverted & humorous girl, somewhat charismatic and mischievous, yet kinda affectionate. I would steal your sock and give it back to you as a present. I'm pretty talkative most of the time and can make friend with ease, and tend to play foul. I like pranking, drawing, history, psychology. I love to learn other langues and draw. I was also diagnosed with ADHD & idenitfy as a gifted person. Have a good day or night!

you sound like a wicked cool person ngl :,) <3

i match you with: BEN Drowned!

fucks with your sense of humor heavily

like seriously, he feels like he fucking scored

a girlfriend who is mischevious, will play pranks on other pastas w/ him, AND doesn’t have to fight to keep a conversation going??

jackpot baybee!!

and yes, you two will be playing pranks on every other pasta in the house

the only being you know better than to mess with is slender

solely because slender is the only person who strikes a small twinge of fear into Benny boy

for whatever reason compares you to the tiktok personality OnlyJayus whenever you mention anything about psychology to him

“Benbenbenben, did you know that if you-“

“CrAzY pSyChOlOgY fAcTs To FuCk WiTh PeOpLeS mInDs”

*stares in annoyed girlfriend*

Ben actually knows bits and pieces of a lot of languages, but its rather broken

literally the only reason he knows so much is because he hacked google translate once upon a time

“Ich bin eine kleine katze”

“Ben what in the fresh fuck”

isn’t extremely cuddly on average, but does have his days where all he wants is to lay around with you and watch adventure time

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can i please get some nsfw ej headcanons maybe?

of course :) <3

Nsfw Eyeless Jack Headcanons

mans is good at eating his s/o out

got a lot of tongues for many purposes if you catch my drift ;)

he doesn’t moan, he growls

will fuck you into whatever surface he decides to if you nibble on his earlobe

loves it when his s/o is dominant

er, tries to be dominant

will call his s/o “pet” if he’s feeling particularly dominant

he always is, so it’s often

biting your neck and hickies?? turns him on more than 98% of things

the other 2% is hearing you moan his name

heats are intense for him

i mean EJ tends to isolate himself for about a week on end because if he catches even the smallest scent of yours...

whew

when in heat, he masturbates more than 20 times a day

favorite position is holding his s/o up against the wall and just straight pounding into them

makes him feel like he’s in control

and you best believe he is

so many marks it looks like his s/o got into a fist fight

really into marking his mate, obviously

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ok so . rb this w/ ur sign, the song currently stuck in ur head and whether or not u sleep w/ socks on. its for sciens 

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hey! i was wondering if you could do an nsfw scenario with tim/masky. i love this man with all of my heart istg 🥺💕💗

okay that’s big agreed i love tim 🥺 of course lovely <<33

edit: this took forever to get out & this was a lot fluffier than imagined originally but i think i like it regardless??

⚠️: kind of dub-con-ish?? not really,, nsfw obviously, lotsa before & after fluff uwu

Control

Tim has always been the softe, over-worried kind of boyfriend. You know, the type that always asks if it’s okay if he can hold your hand, asks if he can hug you, asks if he can kiss you. He was always one to try and take things slow; cautious as to not overstep your boundaries. You knew about this other side to him and had previously told him you were fine with things, and whatever may come of any situation you interacted with Masky. As of the moment nothing has ever come of it; Masky had never bothered you, and that was completely fine by you.

Tim had recently become busy with work and thus had been distant. Not answering texts for hours on end eventually led up to him not coming around to see you in weeks. You figured he was dealing with some personal stuff, but damn, he can’t even text you back? You fall asleep angry and heartbroken that night, feeling almost as if he’s been trying to ghost you and lead you on.

3:48 AM sharp, the latch on your window clicks open. The masked figure stealthily glides through the window and shuts it behind him, carefully watching your steady breaths. You were asleep, good. He didn’t plan on startling you or even trying anything while you were asleep, despite how agonizing it had been without seeing you, without hearing your voice, without tasting your soft, supple skin. Masky’s heart jumped in his chest when the movement in the sheets evovled into you fulling waking up, sensing someone was there.

Fuck.

He had not planned to wake you up.

FUCK.

Rubbing your eyes, you notice the masked figure standing at the foot of your bed. Swallowing the fear in your throat you groggily say, “So you must be Masky, right? You’re like... my boyfriend’s alter ego?”

Masky nods in agreement, finally muttering a simple “I’m not going to hurt you”, and seating himself by your feet, trying his hardest not to frighten you. Maybe if he takes off his mask you’ll feel safer, knowing it really is him?

Slowly, with nimble fingers, he lifts the mask, revealing his face. An audible sigh of relief leaves your lips, anxiety forgotten due to the recognition of your beloved. Feeling overwhelmed, as this is the first time you’ve seen Tim’s face in weeks, you collapse into his chest, bordering on crying.

The now unmasked man is not sure what to do with himself, so he wraps his arms around your figure and lays you both down. The tears soon dry only to be replaced with an overwhelming lust. You and Tim had never engaged each other sexually, but god how you wanted to in this moment.

You wanted him to know how much you need him. How much he matters to you. How much you truly are his. You wanted him to be in control.

Glancing up at him, to be met with those honey brown eyes only cemented the feeling further. You kiss him, hard, like it’s been years upon years since you had felt him. The kiss is returned by Masky, who places a gentle hand in your hair. Grabbing his hand, you force him to grab a fistful of your hair, and he soon takes the hint that this is more than an ‘i-miss-you’ kiss.

He breaks away first, met with the look of his gorgeous s/o blushing. Tim notices every single detail, the faint rosy tint to your cheeks, those red swollen lips, the hair of yours he had in a death grip. You were perfect, completely and utterly perfect. Like an angel.

God how he wanted to ruin that pretty face.

You lean closer to him, and whisper in his ear “I need you to take control of me.”

That’s all he needed.

With permission granted, he immediately starts kissing you, like you are both the oxygen and the thing sucking it out of him. He kisses you like after a long search, he’s finally found the one piece he left behind. Tim pulls your bottom lip between his teeth, letting a low growl emit from his chest. Sucking on your lip and feeling you quiver beneath him, he slides a hand to your waistband, pulling it down, down, down.

You pull away, panting to regain your breath. Saving him the trouble, you take your shirt off for him and smirk, “Enjoying the view?” He snarls in response, and starts sucking at your neck, leaving a trail of red marks in his wake. He will make sure everyone knows you belong to him, only him.

Making his way down, he outlines the curve of your hip with another much wanted bruise. Tim kisses and kisses his way all the way down, admiring how the closer he gets to your entrance, the more you gasp and moan.

He pulls away, playful tragedy written across his face. “Aw, it would be such a shame if I told you I had to leave now, wouldn’t it?” You moan in protest and wrap your legs around him, trapping his neck inbetween your thighs. “Oh, so my baby doesn’t want me to leave so soon huh?”

Covering your face you moan-whisper a “No daddy, please don’t go”. The small sentence broke the final straw that led him to wrecking you. Before you could give him a response, his tongue is making circles around that spot you craved in this moment. You fall into intense moaning and pull his hair without realizing you’re actually pulling his hair.

Good thing he’s into the hair pulling thing.

Tim digs his fingers into the soft flesh of your thighs, the moaning only intensifying his need to make you a quivering mess. Your hips buck up uncontrollably into his mouth, feeling the edge of your orgasm. Pushing you down, he pulls away from the abused area and gives a wicked grin.

“Not so fast, doll. You don’t get to cum until daddy says you can.”

With that he gets up, removes his socks, shoes, pants, his underwear, and the jacket that was entirely useless in this situation.

Breathing in, you examine him with a want so dire in your eyes. Tim may not act like it, but by god was he going to utterly ruin you.

He reaches a hand to your face, with one simple command, “Spit”. Blushing, you spit into his hand and watch as he uses your saliva to coat each and every one of those seven inches of him. Tim steadies himself on the bed and gently pushes the tip inside, before quickly pulling it out. Whining in utter protest, you frustratedly mutter “Just fuck me already!”

He smirks, ‘Your wish is my command’.

He pushes the entire length in, bottoming out inside you. You almost scream from the intensity of him.

Tim rocks back and forth inside you, showing no mercy. The constant moaning you’re giving him is nothing but encouragement for him to keep hammering his length into you.

You grab his forearms, almost sobbing out a “Please daddy, pretty please let me cum”

He stops moving, stops everything all together, and leans down to your ear. Breathing heavily, he whispers “Then cum for me slut.”

Tim pounds into you so hard you start seeing spots, as well as breaking the skin your nails are digging into. Having your typically soft significant other degrade you was the tipping point of you finishing. You hit your orgasm screaming, which in turn was the only thing Tim needed to hear for him to meet his own orgasm.

He fucks into you at an almost inhuman speed, finally climaxing. All he can say over and over is “You’re mine, oh my god, you’re mine” in that deep, guttral voice you love.

Tim finally pulls out of you, kissing you on the lips before collapsing next to you. He strokes your hair as you pull the covers over the both of you.

He watches the way your eyes slowly start to flutter shut, and the way your breaths become more steady. He watches your jaw become unclenched, thinking about how much you actually keep it clenched due to stress. You look at a lot less mad when you’re asleep. You look serene, content; almost peaceful in a way.

Tim smiles softly, placing a kiss on your cheek.

“I love you y/n.”

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hello all!

just an anouncement kind of apologizing for lack of posts within the past couple days

i’ve been having to go into work at 4 and i don’t leave until after midnight most nights, so yeah!

i promise i’ll get to any and all requests at some point either later tonight or tomorrow!

<3

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lowkey debating writing a brim songfic 👀 brim angst? not-so-happy ending? sad song?

wow i’m really out here murdering my own feelings 🤪🥵

(also shoutout to @askbrianthomas-mh for giving me inspo via the art they draw!! your account is awesome & so is your artwork!! <3)

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hey! i was wondering if you had any sfw/nsfw headcanons for tim/masky - thank you! 💗💕

absolutely, this man has my whole heart 🥺 <3

sfw:

dude just really has a thing for pretty rocks

he’s kind of like a bird in that sense

likes to bring his s/o cool rocks back

super into photography for some reason

hates sweet foods. they make his teeth and head hurt (similar to other mh & creepypastas)

has a thick barrier between him and anyone else due to his childhood. it’s pretty hard to get past it, but some people have managed to do so

once you break that barrier, he will do anything and everything he can to protect you at all costs

sarcastic as fuck, and smart as fuck: the ultimate duo to describe him

if he’s not busy with work, chances are he’ll have a toothpick in his mouth, just chillin

LOVES classic rock & some newer rock. Pink Floyd and Nirvana are some of his favorites

genuinely knows how to fight & is good at adapting his next move based on the persons move

in general very strategic man

not really a physical affection kind of guy, but will write his s/o 3 page long notes just admitting how much he loves and cares about them

Nsfw (18+)

likes to be in control, obvs

is known for tying his partners up and having his way with them

not that his s/o is complaining

if you call him daddy, it’s game over. expect to be fucked into next thursday

loves marking his s/o other up. he feels like then it’s known his s/o is HIS

if his s/o even playfully flirts with anyone else, he’ll drag them back to his room and slip a small vibrator into them

“You wanna flirt with other people? Let them know how much of a slut you are then. Go ahead, be my guest. Show them who you really belong to.”

and if he were to notice someone was flirting with them?

oh boy

vibrator cranked up to max setting right then and there

loves making his s/o feel humiliated (with their consent, of course)

if they have been consistently disrespectful or bratty towards him, he will spank them

and make his s/o count them outloud

and say thank you afterwards

teehee

wow my first nsfw request uwu

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Hi. May I get a matchup please? I'm 5'3" with shoulder length natural brown hair, but I dye it blonde or black, depending on the mood. I have blue-grey eyes. My hair is naturally curly, but I straighten it. I have four cats and love all animals. I'm a bubbly, hyperactive type of person. I love reading books, singing, dancing, and playing video games. Thank you very much in advance for this. :)

you’re all so short (no offense) and i feel like a giant now wow

i match you with: Hoodie!

for starters, he loves your hair, dyed or not

will definitely encourage you to wear your natural hair for many days a day

Hoodie is extremely good with animals of all kinds, so he will most definitely become best friends with your cats

he almost cries the first time one of them makes muffins on him

so pure, so sweet ;-;

Hoodie is actually extroverted! and he loves that you guys hit it off when first meeting!

will 10/10 sneak into book shops and thieve books you’ve been talking about wanting

aaand maybe a copy for himself

you have caught him accidentally screaming britney spears in the shower, and scared the shit out of him when you finished the lyric

“MAMA I’M IN LOVE WITH A CRIMINAL, AND THIS TYPE OF LOVE-“

“ISN’T RATIONAL, IT’S PHYSICAL”

*shampoo and conditioner bottles going everywhere*

lowkey knows how to dance a lil sum sum

can waltz pretty damn good, and sometimes likes to play soft music and just waltz around his room with you

Hoodie isn’t that into video games, however he does carry his trusty Gameboy Advance SP & a copy of Pokémon FireRed on him at almost all times

it’s childhood nostalgia don’t make fun of him

whole relationship embodies chaotic neutral energy tbh

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heyo! can i get a MH matchup? i'm a 5'2, afab enby, pan. long brown curly af hair, hazel green eyes, pale af. i like nature, music and art and writing, baking, tarot, Wicca, fantasy/scifi, the 70/80's, and want to go into film making. i’m INFP, Sagittarius, v insecure abt p much everything, v physically affectionate, shit at verbalizing it. can and will steal ur jacket

(you sound cool as frick no cap)

i match you with: Jay Merrick!

Jay thinks you’re stunning, to say the least

like actually gave this boy sweaty-palms-fast-heartbeat type anxiety when he first met you

did not think in a million years he would have got someone like you

anxiety really do be like that sometimes

one of the first dates you go on is a nature walk, which is ironic because initially he was terrified of the woods because of the tall faceless man

he trips over a root in the ground we don’t talk about it

absolutely the type of boyfriend to write love poems and then get embarassed about showing it to you

i mean he still will, but his face will be beet red the entire time you’re reading it

secretly keeps every piece of art or letter you’ve given him in a tucked away box, just so he can re-read them

Jay knows... next to nothing about Wicca or any of that, and is skeptical the first time you tell him that

“So like, what, do you bend spoons with your mind or something?”

“Jay no-“

it takes a little investigating for him to fully understand what it means to be Wiccan, and what it entails

after that he’s EXTREMELY curious about how everything works, and insists on watching rituals & having his cards read

“Yikes, the tower is no bueno”

“So you’re saying I’m going to die, awesome”

no worries about being shit at verbalizing your emotions, Jay isn’t too good at it either

absolutely expect any kind of small gesture of physical touch anywhere ever

hand holding? yup. interlocking pinkies? yup. resting his head on the top of your head? yup.

habit of slinging his legs across you like a footstool? yup

will gladly give up his hoodies, solely because it makes you happy and he thinks you look very adorable in them

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any ben and ej headcanons with a lonely s/o maybe? (ಥ﹏ಥ)

of course lovely! <3

Ben Drowned

Ben is one of those guys who won’t exactly know until you tell him you’re lonely

he is uh, not the best at social cues

however, if you do tell him you’re feeling kind of down, he’ll try his hardest to cheer you up

cuddling while playing games in his room? a must.

eating 2 whole family bags of doritos in the process? a must.

making you laugh with lame jokes and puns? a must.

after you two finally pull yourselves away from the mario kart game

(that he was obviously hacking because no way could he have blue shell’d you THAT many times)

Ben will definitely offer reassurance, whether it be whispering sweet nothings in your ear and stroking your hair, or firmly telling you that he is always going to be your support to help you through rough times like this

may even have Lost Silver come hang out in attempts to cheer you up

Eyeless Jack

homeboy KNOWS what it’s like to feel lonely

so of course he doesn’t want his wonderful, amazing, “all-too-good-for-me” y/n to feel the same way

he tries really hard to make sure you know you always have him

he’ll leave cute notes every now and again

well, when he’s not directly by your side

seriously it’s almost like he can make tiny notes out of thin air

will shower you in hugs and smooches 25/8

may try to do some sort of creative outlet to get all the negative feelings out, whether that be painting, singing to full-blast music together, going on a walk, or dancing in his room

okay lowkey i feel like these suck but. have them anyways ;-; i hope this is okay! <3