#masky headcanons

[totheseus]

TIM WRIGHT SENSE HEADCANONS

ft. Tim (Masky) Wright

Coffee stained teeth.

Jacket reeks of cigarette smoke.

Speaking of his jacket, probably contains small trinkets like can tabs in the pockets.

Really just smells like black coffee all around.

Super calloused hands.

Kinda rough skin.

Slight stubble, aside from the sideburns.

Smells like old leather and sweat, too.

Really warm. Walking heating unit.

Oddly, really nice eyelashes.

Moles for days.

Stubby nails.

Very self indulgent. I love old man stink.

[intimidating-fettuccine]

Tim: Fuck capitalism. It’s a rigged system that keeps us poor and isn’t fair. You shouldn’t need to work three jobs to afford basic necessities.

Tim, playing Monopoly: Sorry, if you wanted to win you should’ve tried not being poor.

[sister-lucifer]

Things the Creepypasta + Marble Hornets crew would do that would give me the ick 

Toby is very childish, sometimes in ways that aren’t cute. He’ll throw a whining, foot stomping tantrum if he doesn’t get something he really wants. He’s also as messy eater and will just walk around with stains on his mouth and shirt 

Tim is inconsiderate and apathetic a lot of the time and will put out his cigarette in your canned drink before thinking to ask if you’re done with it, and he’ll not only make you get another one but also ask you to get him a beer ‘since you’re up’

Jeff holds grudges against random people he doesn’t even know for insane amounts of time, like someone so much as brushes his shoulder on the subway you’ll hear about it for weeks. Also he can never ever see himself as being in the wrong in even the slightest way in any scenario no matter what and it’s impossible to hold a civil discussion with him

Brian has no idea what he wants out of any relationship, platonic or otherwise, and will accidentally lead you on jumping from ‘let’s be friends with benefits’ to ‘i’m deeply in love with you’ to ‘let’s just be friends’ and everything in between, not necessarily in that order

Jason The Toymaker is a bit effeminate with his way of dress and general self expression, but is so embarrassed and in denial about it that he does a 180 and accidentally turns into a misogynistic trad guy when he talks

Laughing Jack is not and will never be over his severe abandonment issues and will consistently invade your privacy (like breaking into your phone or laptop) to make sure you aren’t insulting him or planning to leave him behind his back

Eyeless Jack is generally very quiet which wouldn’t be an issue if it didn’t lead to very passive aggressive displays of unhappiness instead of just telling you what the issue is. Like instead of just asking you to do the dishes he’ll take the dirty dishes and stack them on your bedside table in the middle of the night. Doesn’t matter how good you usually are with meeting his needs and wants, this is his first course of action

Jane doesn’t really have feelings of her own anymore and sort of forgets that others have them. If you come to her to vent you’ll only feel worse because she’ll keep saying things like “well why don’t you just _____?” thinking she’s being helpful by offering a solution but failing to realize that’s not what you need right now

[lolaloopsey]

[rura1decay]

tim’s that old guy you’d see eating by himself at mcdonald’s and say “awww i feel so bad for him, he looks so lonely” but in reality he’s the happiest little camper because he’s not currently having to deal with toby’s bullshit

[jad0re-g0re]

𝐇𝐨𝐰 𝐭𝐡𝐞𝐲 𝐥𝐨𝐯𝐞 + 𝐌𝐚𝐬𝐤𝐲/𝐓𝐢𝐦 ۶ৎ

Random head canons for tim/masky (if it sucks that's just because I'm not good at romance and what not so take it with a grain of salt and spare me 💀)

Cw: mentions of alcohol, abusive relationship along with violence and implied sex (nothing explicit ) (being clear there is no romantic implications for masky, he is genuinely awful if your into that then okay?? Also why? 😭)

Tim loves softly. He always has.

Even when it was hard.He loves like he’s trying to remember how like it’s buried somewhere deep beneath the static, under the trauma and lost time.

Breathing in your perfume, hand in your still soapy, wet hair,the smoke on his clothes, the dirt on his jeans, the grease on his scalp.

The stubble between every kiss.

The warmth of a calloused palm on the back of your neck.He knows how to love you, even when he tells himself he doesn’t deserve to.

He’s the man who holds your hand under the table, brushing his thumb over yours when your breathing stutters. He recognizes panic. He’s lived in it.

He’s always crawling back to you, more ragged than before.Scraped knuckles. Dark circles. Shaky apologies.

He brings takeout like roses, like offerings at an altar.

Wishing he could’ve been the nice college boy your mother dreamed of—the one who played ball with your dad in the front yard.But he’s not.

He’s got burn scars and blackout memories and a fear he won’t ever be whole again.Still, you let him in.

Again and again.

Late nights spent with beer on his lips and his fingers in your hair. Whether it’s comfort or craving, you never ask.

You just pull him closer.Your face is buried in the nape of his neck, his arms tight around your waist.

The only thing illuminating the room is the TV playing reruns of Martha Stewart, soft light flickering across the walls.

Amy Winehouse hums from the speaker.

Neither of you speak. Her voice fills the silence like a lullaby.

But Tim isn’t listening. Not really.His eyes are on you.

Because in a world where he doesn’t trust his own mind You’re the only thing that feels real.

(maskys portion so heed my warning )

Things are not the same in the morning.

The bed is empty. The sheets are cold. A bottle of whiskey stands where he should be.

You knew what would happen. And so did he.

Maybe that’s why you had to fight your way into his world,clawing through his static, forcing your way through the cracks in his silence.

Jekyll isn’t himself unless he has his Hyde. And Masky is always Hyde.

Masky is not your lover. Not your boyfriend.

You don’t want him, not really. But he keeps showing up, and you keep letting him in.

Maybe that means something. Maybe it’s love. Maybe it’s nothing.

He reeks of cheap oil, gasoline, and something metallic like blood left out too long. His voice is a damaged record, glitchy and hoarse, laced with phlegm and static.

His laugh comes from the gut, but it’s never warm. It’s hollow, like boots on wet concrete.

His name is poison on your tongue, but you still say it.

He never knocks. He never asks.

He just shows up; gloved hands pulling at your shirt, breath hot against your neck, boots still muddy from God-knows-what.

He holds you like a chokehold. Kisses like an exhale of gunpowder. His hands used to be soft. Now they grab. Grope. Bruise.

Lust or love,it doesn’t matter. He doesn’t pretend to know the difference. Neither do you anymore.

He is the silence between your sobs. The crack in your ribs. He calls you “sweetheart” like an insult.

When he leaves, he doesn’t say goodbye. He leaves behind the stink of his presence, the ache in your hips, and the stutter in your breath.

The house feels wrong when he’s gone,but worse when he’s here.

He never stays long. Just long enough to make sure you’ll miss him. Just long enough to remind you he can come back whenever he wants.

And every time he does, you're a little smaller. A little quieter.

[thediaryofaurora]

✩Kinktober - Day 4✩

Theme: Sex tape / double penetration

Pairing: Tim Wright x camgirl!reader x Brian Thomas

CW: NSFW, anal, riding, recording, toy use, f!reader

A/N: Sorry this is so short and late! Writers block is stomping on my brain and turning it into mush. I’m working on day 5 and day 6 tonight, ya girls trying to keep up 😪

✩☆✩☆✩☆✩☆✩☆✩

“Are we all set?”

“Yup, just trying to find a good angle.”

Brian continued to adjust the camcorder, moving it a few inches one way or another until he felt it was the right spot.

Tim had just gotten back after running a few errands, buying you all the equipment you needed for your little show. His patience to start the film wavering when he sees you laying on Brian’s bed propped up on your elbows behind you, wearing nothing but a lace bra and a thong.

It’s obvious from how you rub your thighs together while looking at Tim that you’re growing impatient as well, only God knows how long you’ve been sitting here while Brian gets the ‘perfect angle.’

Tim came over to the end of the bed, emptying a plastic bag from an adult toy store. A dildo and a wand vibrator, your eyes growing with desperation. Tim unpacked them for you, setting them neatly by you.

“Alright, you ready?” Brian smirked, looking at you and to Tim. You give him an affirmative nod, the red light on the camera clicking on. “Go on.” Brian smugs, standing behind the camera and palming himself though his jeans.

Your cheeks turn a light shade of red, growing more and more embarrassed yet aroused by the second. You slowly take off your panties, kicking them to the side before undoing your bra. Leaning up to the selection you grab the vibrator first, lying back down and pulling one of the pillows underneath you. Gently you set the head against your clit, pressing the on button.

The vibration is rapid, much more than you had expected. A winced moan escapes your lips, eyes screwing shut as you tilt your head back.

Your first orgasm is already coming on, the knot in your stomach unfamiliar this time. You press the wand down harder, your swollen bud so horribly sensitive as you reach your climax. Your body tenses, your legs shaking vigorously as you squirt onto Brian’s pillow.

You melt into the bed, your high continuing as the vibrator remains on your clit. Your eyes still screwed shut as you feel the dildo forced into you. Quickly you look up, a loud moan of pain and pleasure bouncing off the walls.

Tim stands at the end of the bed, a grin on his face while he watches you take on your second orgasm. He continued to thrust in the dildo, the abnormally lengthy girth abusing your g-spot and pushing you over the edge. You cum, the back to back sensations making you collapse into the sheets, completely helpless and worn out.

Brian takes the toys and sets them aside, giving Tim a nod before both of them begin to undress, Tim coming to the bed first and lying down. His hands firmly grip your hips, setting you on top of him. His cock was already hard, your heat growing wetter at the sight of him pumping it while staring at your almost bare form.

The bed shifts as Brian joins you, positioning himself between you and Tim’s legs, pulling your hips upwards to get your ass to his level. Eagerly he slightly lifted you up, forcing you down on his cock. He wanted to be gentle with you, but he just couldn’t help himself.

He kept his hands on your hips, lifting you up and pulling you back down repeatedly, his girth stretching you with every trust.

Your tensed as you felt Brian’s finger brush your asshole, begging for entry.

“Relax, hun.” He coos, leaning down and spitting on the hole before slowly putting in two of his fingers.

A sharp moan escapes your lips, but the feeling is euphoric.

He begins to curl his fingers, attempting to stretch you out while Tim continues to pump into you. Brian’s pulls his fingers out, his tip rubbing against your hole. Slowly he pushes it in further and further until he can’t.

“Bri-Brian it’s too much-“ Your words a babble as he starts to thrust into your tight hole, both of them pounding into you one after the other, no longer considering how rough they have gotten with their pace.

Your speed of riding Tim grew more and more sloppy, your third climax coming to a close. Your head is fuzzy, a ring echoing in your ears as both of them continue to fuck you, despite the fact that your body had gone limp and completely given out.

Tim was the first to cum, fucking into you harder and harder until his warm seed flooded into you. Finally he lets go of your hips, Brian’s high coming next. His thrusts grew more and more ragged, jolting in and out of you before filling your other hole.

All three of you panted, dog piled on top of each other. Brian got off, deeply breathing as he went to the cam corder and flicked it off.

✩☆✩☆✩☆✩☆✩☆✩

Creepypasta Masterlist

Kinktober Masterlist

[incognitonoggin]

Hi wondering if you could do them together? If not do separate and what you feel comfortable with 🙏🏼

Yan proxies with an s/o that tried escaping and failed-nsfw if you can-again only if ur comfortable

SJSHSJEHEH ANON I LOVE YOU TY FOR THE ASK!!

YANDERE PROXIES WITH A S/O THAT TRIED TO ESCAPE

NSFW . MINORS DNI

GN! READER

Includes: “Ticci” Toby, Masky/Tim, Hoodie/Brian

TOBY

• You seriously thought you’d get away? How cute.

• The second you had kicked ‘em off of you and began to run, he was quick to yank your arm back and have you shrinking under his gaze.

• You could immediately tell he was kind of pissed, but you’re his sweetheart! He has to be patient with you.

• … Doesn’t mean he’s going to be gentle though.

• Will drag that same arm to the nearest flat surface (be it a wall for Christ’s sake) and off to pound town you go!

• Sex will be full of.. I guess.. Claiming???

• He’ll go on and on about how you’re his and how your hole(s) belong to him and how you’ll never amount to anything without him and you’re better off stuck with him (in a positive way, I suppose…)

• You’ll be left with dozens of marks afterwards and he wont hesitate to be passive aggressive and rough😭

HOODIE

• Have fun with this man!

• He’ll pull you back tightly by the waist, and drag you on into his lap

• Will yank your pants off right then and there, just barely giving you the time to process everything.

• “You want to leave? Really? How about we change that.”

• As i said in a different fic, he will be silent but you can tell by his never ending glare that if you fuck up he will NOT hesitate to get violent.

• Very fast and roughly paced. Gonna have your eyes stinging and your lips moving in a repetitive motion as you mumble your pleas

MASKY

• Why would you run away from this man WHAT IS WRONG WITH YOU /HJ

• He’s running up behind ya and covering your mouth with his hands like he’s got chloroform or something on them

• It’ll feel suffocating at first, but similarly to Brian, he will just throw you down and start fucking torturing you 😔

• It’s worse compared to the others, he’d be VERY cocky (ha, get it?) about it and mock you whilst you beg.

• Lord, the repeated slamming into your hole while he yanks your hair back (damn near breaking your neck) must be so violating 😟

[paperbackpanic]

What's the creeps love language?

💘 Bloody painter: Gift giving. More specifically paintings of landscapes and still nature because when he sees a beautiful landscape he thinks of you and is a way to paint you without it being a death sentence for you.

💘 Toby: Words of affirmation. He loves talking your ear off about what exactly he likes about you and why, he could stay at it for hours. He melts every time you do the same

💘 Eyeless Jack: Quality time. Although he values his time alone he much prefers being with you, parallel play is a must for him. You both being just in the same room doing your own thing is perfect for him. He's like a cat.

💘 Laughing jack: All of them. Listen, he stayed trapped in a tiny box without any interactions for god knows how long. He eats up whatever your preferred love language is, although words of affirmation makes him giddier than he likes to admit.

💘 Jane: Physical touch. She LOVES deep pressure hugs, just hold her tightly and all her stress will go away. Hugs, hand holding or resting heads on each other's shoulders, she loves it all even more than kisses.

💘 Nina: Physical touch (receiving) + acts of service(giving). She loves doing things for you, clean your room, doing your hair and makeup, she truly does it all and take joy from it. BUT she much prefer when you give her kisses than when you clean something for her, she feels kinda bad when you go out of your way to do something for her, so physical touch it is.

💘 clockwork: Quality time. Doing mundane things with you just makes life more tolerable, she's not one to like going grocery shopping, brushing her teeth, etc. She does all those things of course but they're kinda insufferable to her. You being added into the mix makes everything easier and more enjoyable.

💘 Kate: Gift giving. She's not around you much but she's always thinking of you so she will sneak little gifts and things that makes her think of you to gift to you later. A flower, a drawing, some jewelry, everything she sees that remembers you, you'll be getting it.

💘 Masky: Words of affirmation. Random compliments!! You'll be doing the most mundane task in the world and he will blurt out something like "You're amazing at X. Did you know that?" Most likely unrelated to whatever you're doing at the time, he just remembers and says, not much thinking goes into complimenting you.

💘 Hoodie: Acts of service (receiving) + Gift giving (giving). He's a tired man, he appreciates so much when you do his chores for him it gives him a lil time to rest and he does value it so much. He does love to take time to make you stuff though, sweaters, photo albums, paper flowers and all that jazz it relax him and giving it to you after just feels right.

Happy Valentines 💘

[j0eyj0rdis0n]

Pastas finding out their s/o is pregnant? like jeff, ej, toby and whoever else pretty please 🥺🙏

Absolutely my love! Some of them are more family oriented than others!

CREEPS FINDING OUT THEIR S/O IS PREGNANT

JEFF THE KILLER:

Probably tells you to get an abortion...

If you don't do so then he won't talk to you for MONTHS. Like right up until the moment your kid is born he'll be absent

But as soon as he hears from another creep that you're finally going into labor, he's right by your side

100% cries when your kid is born

He was just nervous in the beginning! He doesn't know how to be a dad and he didn't reaaaally mean that you should get an abortion

EYELESS JACK:

He knew before you did

You know how dogs and cats start laying on your stomach? He'll start getting closer and more lovey

He didn't know exactly why he was acting this way he just knew something was different

When you told him he was ecstatic. Well for the first couple minutes...

Then he started into the whole "what if it's a monster like me?" talk

TIM/MASKY:

He's pretty torn...

Half of him is so fucking happy that he can have some sense of normalcy in his life. He's been wanting a white picket fence lifestyle since... Welll... Since forever.

But the other half... He's not as excited about it...

Firstly, how do we know he's going to be a good father with the amount of time he just suddenly loses or blacks out for? Or what about the operator? What if he's dragged away for whatever the mysterious entity wants?

You'll have to assure him lots but remind him that this is exactly what the both of you want

BRIAN/HOODIE:

Praying it's a little girl! We all know he'd be such an amazing girl dad. Don't get me started.

Either way he's so damn happy.

Doesn't give a shit about his time loss or the operator. His family will come first no matter what.

Starts setting things up for the baby almost immediately

Talks to your stomach allllll the time.

"TICCI" TOBY:

Nervous. So damn nervous.

He has so much family trauma that he's almost not up for it

But he loves you so he'll try his hardest to step up and be as good of a father as he can possibly be

Starts reading books and shit even though he can only sit long enough to read five pages at a time

Another one who needs constant reassurance that it's all going to work out

[ninathekillxr]

If you stabbed them

Creepypasta

headcannons

I am running out of ideas someone help me

Ticci Toby~

- “Dude wtf”

- If your close he wouldn’t care much mostly would just be confused.

- Obviously it doesn’t hurt so I just walks of to get it bandages up.

- Will be side eyeing the fuck out of you for weeks.

Eyeless Jack~

- would probably do like no damage to him

- he would just fix himself up

- Jack will hold a silent grudge over this for a while

- Might steal your kidney as repayment.

Jeff The Killer~

- “Ow wtf?!”

- Would stab you back

- Would then stab you a second time before spitting on you and storming off.

Nina The killer~

- If your her obsession she’d probably say thank you

- If not she’s screaming and yelling at you for hours

- Holds a grudge for YEARS

- Would write an angry diary entry about you

Masky/TimWright~

- “Wtf? You shitface”

- Would definitely attack you while your asleep

- Revenge arc?

- Would snitch to slenderman

Ninas comments!

Dudes I’m so out of ideas like WTF is this lmfao

Friendly reminder that if these seems a bit ooc it’s because all my headcanons are apart of my own au!

Nina out!

[totheseus]

TIM WRIGHT (MASKY) INVENTORY

ft. Tim (Masky) Wright

Those high top, brown Timberland boots.

Stinky red flannel shirt. Smells like cedar.

Small trinkets in his pockets. Can tabs, guitar pick, etc.

Carabiners.

Has a Yorkie on him at any given moment.

Got his old bomber jacket in high school thinking it made him look cool. Honestly, just wears it for efficiency now.

Used to gel his hair, now wears it mostly loose but pulls it back.

Busted up silver casio. Those things are indestructible, makes sense.

Used to talk to his mask for comfort.

Probably a fat, weathered leather wallet.

Yet another self indulgent post. Also half of these are just me. Timbs, busted up casio, guitar picks, etc. Oops.

[intimidating-fettuccine]

Y/N, over radio: Testing. Testing. Tim, can you hear me?

Tim, standing next to Y/N: I’m standing right here.

Y/N: You’re coming through good and loud.

Tim: ‘Cause I’m standing right here.

[brights-place]

Creepypasta Incorrect Quotes #19

Toby: *trying to climb onto the roof to do a backflip on to a trampoline* Hoodie/Brian: *trying to stop him* BEN and Sally: *cheering him on* Jeff: *making a bet in chat with Kate, Y/N and Tim on whether or not Toby will hurt himself* Slenderman looking into the camera like he's on The Office: I need some new Creepypastas

[eden-made-on-earth]

Tadaaa✨ I made a Toby Coralie doll! I've gotta say, it was so good working on him. Maby I'll make some goggles and axes too~

[thediaryofaurora]

General HCs

=Tim Wright/Masky=

- Twenty seven, only a little older than Brian.

- 6’0, buff dad bod.

- White with a small percentage of Native American.

- His childhood was ROUGH. His mom just dumped him off at a psyche ward whenever he started having hallucinations and rarely ever went to visit. He grew up completely isolated other than the other patients, never had any parental care or real friends. At around fifteen he burnt down the hospital and lived on the streets for a few years.

- After he was able to get into college he met Brian, and they immediately got along. Tim can’t communicate his feelings or even know what he’s feeling, but Brian can easily read people, is easy to talk to, and open minded, which is exactly what Tim needed. In all honesty, Brian’s the closest thing he’s ever had to a family.

- He is so desperate to feel any sliver of normality. Living at a strange, paranormal mansion, not remembering anything he does on missions, and not being able to have any normal social life makes him physically ill. Occasionally the proxies get a month or two off and that really the closest he ever gets to feeling normal, or even happy. Being able to watch TV in a normal house, go grocery shopping, get a part time job, do anything without worry or guilt, it’s the only good part about his life.

- Genuinely has a smoking issue, if you couldn’t tell. Goes through like two packs a DAY and has to buy them in bulk like a middle aged woman getting almonds at Costco.

- Has a little apartment a few miles away from the mansion with Brian. They were originally going to get separate ones close by, but Brian was too worried Tim would sieze out or have an episode to leave him alone.

- He gets sick SO easily. Not just from The Operator, he catches a cold at least every other month.

- Has an old, rusty pick up truck him and Brian drive around.

- Gets along surprisingly well with Natalie, sometimes they smoke together. It’s hard for him to understand her accent, but he doesn’t mind her company nonetheless. He finds her super interesting, and extremely intimidating — but he’d never mention that.

- Doesn’t necessarily mind Toby, but he does think he’s kind of an asshole. They get along on occasion, however he can be a jerk. To Tim he’s a snarky, reckless teenager, and to Toby Tim’s a nagging older brother who won’t ease up. When they have to work together Brian is usually alongside them, and his demeanor somewhat evens them out.

- Shockingly enough, he’s a morning person. Especially in the spring. Right before the sunrise when theres a light blue haze, dew on the leaves and buildings, and a cool breeze, it’s one of the rare times he feels peaceful.

- Almost exclusively eats microwaved meals. He can’t cook for shit and he doesn’t care enough to try.

- When him, Brian, and Toby are stationed away from the mansion they stop at hole in the wall diners. He always gets a black coffee and scrambled eggs, he likes to see if the places make them any different than the others.

- He listens to country music.

- Can’t really figure out any new technology. He’s not old or anything, he just has no means to. Still has an iPod and listens to CDs.

- More onto Masky now!!

- Unlike Hoodie, this guy does have malicious intent. Can and will attack anyone who possesses him off or gets in his way.

- EXTREMELY short temper. Won’t put up with Toby whatsoever and has beaten the shit out of him, no remorse.

- He is aware of what happens in Tim’s life, rather than how Tim doesn’t know what happens when Masky fronts. If something or someone slightly upset Tim, Masky is FUMING. Any slight emotion Tim feels, he feels ten times stronger — and more aggressively.

- Hoodie gets on his nerves, but they work well together. Masky is ruthless and doesn’t care what happens to who, while Hoodie is only aggressive by order.

- Masky prefers Kate over any proxy, even though him and Hoodie work together the most. She knows hot to shut up and get shit done, and he almost admires her for it. She’s fast, efficient, and not empathetic when it comes to victims. The only reason they’re not always paired together is because their killing styles don’t line up. She’s a hunter, while Masky is a brute that focuses on how he kills.

- He can front for extremely long, sometimes up to a few months, and when he fronts he does not sleep at all, which bites Tim in the ass.

- Extremely high pain tolerance. He can get stabbed and still be focused on getting the job done, he’ll deal with the pain after the fact.

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