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Masky/Tim Head Canons And Scenarios

Masky/Tim head canons and scenarios

Head canons and scenarios for each! CW: Self-hate and swearing,

Stubborn: "Tim, oh my fucking God. Can you just admit you were wrong? You do not know where we're fucking going!" Brian yelled, slumping back against his car seat. "I do fucking know! I just made a wrong turn!" Tim retorted. "Sure," Brian muttered, rolling his hazel eyes underneath his black mask. "Quit being a stubborn asshole."

Chubby: As his eyes grazed over the parts of his body, a kind of shame washed over him. Grabbing at his tummy, a sickness fell over him, complete disgust lacing his sullen features. "Tim, your body is fine," you assured, wrapping your arms around him from behind. "It's perfect to me, okay?"

Dad bod: His arms raised, and he flexed his gained muscle. "Dad bod energy!" Brian cheered. Tim's eyes fell onto the brunette man a foot or two away. "Up yours!" Tim joked. 

Not very touchy: You extended your arms, waiting. "What?" he asked, flicking the ashes of his small cigarette onto the concrete. You moved your arms, giving him a look. "You want a hug?" Tim scoffed, taking a long drag of his nicotine stick. (Lmao idfk) "Tough luck, kid."

Bad hygiene: As Tim stared in the dusty mirror, the smell of sweat overwhelming, he peeled off his clothes, dropping them into the hamper, he stepped back into his bedroom, walking to the closet. He grabbed some clothes, slipped them on exhaustedly, and fell into bed, falling asleep as he hit the pillow.

Hairy motherfucker: Your fingers brushed along the revealed skin of his, hand being tickled. "Damn, you hairy motherfucker." you joked. "Whatever," he rolled his eyes ruefully. "You still love me."

Intimidating: Tim's figure towered over the smaller boy, casting a dark shadow over his cowardly features. "Who are you talking to?" he snapped. "I'm sorry," the boy apologized. "Who the fuck are you talking to?" he repeated. "I'm sorry, sir."

Doesn't like sugary things: "How do you want your coffee?" you asked, peeking your head from the kitchen to watch Tim's eyes flicker to yours before his answer. "Black," his eyes flicked back to the book he was reading, eyes moving slightly with every word he consumed. "Like your soul?"

Doesn't like cheesecake (y'all ruined it): "Want a slice of cheesecake?" you questioned, slipping a piece of the sugary treat onto Brian's plate. "No?" he said, yet his answer sounded almost questioning, as if he were confused by your inquiry. "What?" you replied, noticing his foreign tone. "I don't like cheesecake anymore," he said, eyes refusing to leave his distraction. "Why?" you pressed. "Brian."

Black coffee: "What can I get you to drink?" the waitress asked. "Coffee," Tim answered. The waitress' eyes turned to you, waiting. "And you?" she pressed. "I'll have (f/d)," you answered. She nodded, walking off. Returning a moment later, she placed your drinks down, sliding packets of sugar to Tim's side. "Milk?" she asked. He shook his head. "I like my coffee black; thank you, though,"

Favorite food is prob grilled cheese with tomato soup: As your eyes fluttered open, the scent of food filled your nose. Toddling into the kitchen, you watched as Tim put the last grilled cheese onto his plate. "Whatcha eatin'?" you asked. "Grilled cheese and soup," 

Basic bitch: Opening his closet, flannels, jeans, and hoodies hung. "Red flannel, red flannel, or red flannel?" you teased. "I think I'll go with the red flannel," he joked. "Good choice,"

Listens to classic rock (like AC/DC or something): Climbing into the car, Tim flicked on the radio, scowling and sighing as some hip-hop song began to play. "Hand me that CD, would you, (y/n)?" he requested. Handing him the flat piece of plastic, he took it gratefully. Inserting it, he pressed play, and AC/DC's 'Highway to Hell' began to play. After a few minutes of the song playing, he sang along the entire time. "I'm on a highway to hell!"

Aero sexual: "What's your sexual preference?" you asked, glancing over at Tim, his eyes red. "None of the above,"

Needs time to himself: "Tim, can't you just tell me what's wrong?" you whined, following behind the towering man. "Nothing's wrong, (y/n), I just need some time to myself. "Are you sure?" you pressed. "I'm sure!" he slammed the door behind him, making you stop in your tracks. "God damnit, Tim."

Smokes all the fucking time: You clambered out of the bed, the smell of smoke slightly preset.  "Tim?" you muttered, eyes adjusting to the dim lighting of the room. He hummed slightly, torso pressed against the windowsill, hand and head out of the window with his other cupping his hand's elbow. "Why the fuck am I in your bed?" 

Brian forces him to drink tea 'cause it helps smokers: "Timothy, you smoke excessively. Just drink some tea," Brian said, placing the steaming cup in his friends' reach. "Fuck you, Brian," he snarled. "Well, I'm not going to let my friend die from black lungs!"

Good at math: You groaned loudly, eyes snapping shut in anger and frustration, as your hands pressed against your cheeks. "Oh my fucking God," you whined, tears pricking at your eyes, but you couldn't tell from what emotion. "What?" Tim asked. "Nothing," you lied. Eyes scanning over the paper once again, for the millionth time, perhaps, you sighed. A shadow cast over your figures, making you struggle to read the other equations. The paper lifted as Tim took the paper from your desk. "Are you kidding? The answer is negative sixty-seven,"

Hates math: "Thanks, Tim," you muttered. "No problem," he sighed. "What?" you inquired, writing down the answer. "I have to help you write out the equation, don't I?" he mumbled. Looking back down at the question once more, you concluded that the answer was yes. "Yes..." you answered. "I fucking hate math,"

Petty: "Tim, where's my slice of pie?" you asked, closing the fridge and standing to your full height. "My stomach," he replied. "Why?" you hissed. "Because you drank the last beer,"

Strongly opinionated: "Tim, oh my fucking God..." you pinched the bridge of your nose, holding your eyes closed angrily. "I'm sorry, is Brian not dirty blonde?" he hissed. "He's fucking brunette!" you yelled. "He's fucking dirty blonde!"

Hard to convince he's not right: "Tim, coffee is/isn't better than tea," you argued. "Lying asshole!" 

Bad at reading: "Tim, what's the order say?" Brian asked, glancing at his friend. "It says that we have to," he stopped, squinting his eyes. "Kill a guy names Duke Aubertine."

Needs glasses but refuses to get them: "Dude, you can't even read the fucking cover!" you teased. Tim's eyes squinted. "Fuck you,"

Anger issues: "Tim, you've got something on your shirt," you said, pointing to a spot in the center of his chest. He looked down, and you flicked his nose up. He grunted, pushing you away lightly, as he stormed off.

Okay cook: Your door creaked open, and you spun around to see the towering man in your doorway, holding a plate. "Made you some spaghetti," he said, placing the glass on your desk. "Thanks, Tim."

(NOT PROOFREAD; I'M SORRY IT'S BAD)

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More Posts from Thatonewatching

2 years ago

Ben Drowned

(HE IS 18 IN THIS BC I NEED THINGS TO BE LEGAL)

Fucking switch Mostly bottom Whimpering motherfu- Cries when overstimmed Is into anything Toys You share them (They get cleaned) He loves when you hold his hips so hard that it leaves marks Will be crying how much he loves with you with no shame The entire house can hear him whining Says shit like "fucking please, oh-" and "I fan Ah fucking good. Don't stop please, oh, fuck. Don't stop, you feel so good," bc he's a little bitch He twitches and his eyes roll back Drools Grabs the sheets so fucking hard Aftercare consists of either you praising him and cleaning him up, or the other way around.

(NOT PROOFREAD)


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2 years ago

My Hoodie/Brian Thomas ABC's

A: Affection (Are they affectionate? How do they show affection?)

Apathetic. He can show proper emotions, he just doesn't really like to. Living as a Proxy, you get used to changing yourself. However, if he decides to be affectionate, it'll be simple. He might just hold you and tell you he loves you while you watch a movie or enjoy each other's company.

B: Beauty (What does he find most beautiful about you? What about himself? What about in general?)

On you, his personal favorite is your smile. He enjoys seeing you smile, knowing that you're happy makes him happy. On himself, it's his eyes. They're deep and can be used to intimidate and get his way. In general, it's nature. He enjoys seeing leaves fall and raindrops roll down windows.

C: Courtesy (How kind is he? Is he kinder or the same around others? How does he show it?)

He is a very polite and respectful man. Often, he shows this, not caring where or why. He acts the same around others. If anything, he's more polite around your friends and family, but he's a much more apathetic person toward his coworkers.

D: Dreams (What does he wish to accomplish? What is his dream life? What does he want for his future?)

He wishes to escape the life of a proxy, despite knowing he's unable to do so. His dream life is just to be free and with you. He wants to have kids, but likely won't act on it, mainly because he doesn't want them targeted and born into the life he'll give them with his line of work. 

E: Equal (Are you equal, or is one more dominant in the decision-making rather than the other?)

Brian makes a lot of decisions but makes sure you're up for it. He often takes the initiative to do things but won't put them into action without your comfort. Despite being a manic murderer, he does care about what you want and your comfort. You are equal. He won't do something without your permission.

F: Fights (Do you argue often? What triggers fights? How easily does he forgive you?)

He doesn't like to argue, and you don't argue often; mainly because he's always right. He won't open his mouth if he knows he's wrong, already having devised his answers and predicted yours. The only thing that triggers fights is if you falsely accuse him, poke him too much after a bad day, or push him too far after warnings. And even then, he still finds a way to make it a joke. He forgives relatively easily, knowing it was an accident, and finds himself being unreasonable with his anger. 

G: Gratitude (How grateful are they for you? What else are they grateful for? Do they show their appreciation?)

He appreciates you very much, often showing his appreciation by s̶t̶e̶a̶l̶i̶n̶g̶ buying you something nice. You saw a ring you liked once? Yours. Nice dress? Yours. Cool phone case? Yours. He's very grateful for his stealth; getting you things and sneaking around is much easier. They show their appreciation but will deny it if you say anything.

H: Honesty (How honest are they? How much do they keep hidden from you? Do they have a good reason?)

He is a very honest person, despite being a serial killer. Often, he won't hide things from you unless it's for your safety. Brian likes to tell you things, but when he comes home and you ask where he was, he'll say "Work" and you understand. They don't keep things hidden. They have a good reason if they do and won't go out of their way to tell you about their past. 

I: Inspiration (Did you change them? For the better or worse? Or not at all?)

You did! For the better, too! He was a recluse, only ever leaving his home for groceries or missions, but you got the better of him. He now enjoys taking long walks, visiting parks and will go out of his way to see things about nature. 

J: Jealousy (How easily do they get jealous? Are they aware they're jealous?)

He doesn't get jealous often. And if he does, then he calms himself down, reminding himself of his ridiculous thinking. He is very self-aware of his irrational thinking, knowing damn well you're his. 

K: Kissing (Is he a good kisser?)

Yes. I will not elaborate.

L: Love confession (How did he confess?)

Putting a blindfold on you, driving you to a special spot, giving you flowers, and telling you how he feels. He's a simple man. Kidnapping and takes you to a second location bc he's such a gentleman.

M: Marriage (Does he want to get married? How would they propose? What would the marriage be like?) 

He does want marriage but is scared you'll be targeted if you have too much contact with him. Would propose by taking you out somewhere nice, then a walk in the woods, leading you to a certain clearing or beautiful spot, getting on one knee, telling you how much he loves you and why you're the light in his life, his rock, if you will, (lmao, marble hornets ref), and will ask you to marry him. 

The marriage would consist of you understanding his work, being loved unconditionally, and being happy as you can, considering the fact that you're married to a serial killer who works for some otherworldly dark entity. <3

N: Nicknames (What do they call you? Why? Do they like nicknames?)

They would call you sweet things: honey, sweetheart, darling, dear, etc. He personally doesn't like nicknames, because it reminds him of the fact he gets called a nickname by his coworkers. But they do like calling you nicknames.

O: On cloud nine (How do they act when they're in love? What gets them to cloud nine?)

He's very caring; he likes to do things for you and appreciates you much more obviously. He likes to show his love. Getting them to cloud nine consists of just being obedient; treating him like he's royalty; and showing him he's loved and appreciated.

P: PDA (How comfortable are they with PDA? Do they like it? How do they show it?)

He enjoys PDA around real friends, not coworkers. Like E.J or Tim/Masky. It might be as simple as a hand snaked around your waist or interlocked fingers, but that's enough. Potentially even a hand in your back pocket, or a finger through your belt loop. He is only okay around friends and your family. 

Q: Quirk (What are some fun things that come with dating him? What's a random, helpful ability in the relationship?)

Something fun is knowing that his boss or coworkers might murder you! Very aesthetic, I know. He is very skilled at being mysterious, making all his gifts surprising. 

R: Romance (How romantic are they? Cliche or creative?)

He isn't very romantic but will do simple dates and gifts. He's pretty generic unless it's a very special occasion. 

S: Support (How supportive are they? Do they need a lot of support? Are they good at showing it? How do they show it?)

He is supportive of most things but will leave you to figure out some things by yourself if he thinks you need to really understand. (He is the definition of the 'give a man a place and you feed him for a day' quote. I swear he is) He'll be as supportive as he senses he needs to be. He's very awkward when it comes to support, but he tries. He'll help you through it and stay with you as long as necessary. 

T: Thrill (Is he a thrill seeker? Does he like to try things out?) 

He isn't too much of a thrill seeker, because he's often tired or craving to relax due to his job. He won't go out of his way to do new things but isn't against it if it's something you bring up. 

U: Understanding (Are they understanding? How well do they know you?)

Has a scary knack for remembering miscellaneous things about you. He often understands what you need and why, seeing as he was trained, whether aware or not, how to read people. He makes sure not to invalidate your feelings.

V: Value (How valuable is this relationship to him? How important are you to him?)

Your relationship is the most important thing in his life. He would kill whoever hurt you or die trying. You are like a God to him. He loves you with every part of him and would die if he needed to for you. 

W: Wildcard (A random headcanon)

I think he would cry into your chest or stomach when he's had a stressful day. Or he would come and lie on your ass like a pillow if you're on your stomach. Would most definitely bend every which way to see what's on your phone/laptop/tablet.

X: Xoxo (What's their favorite type of affection to give? What about receiving?)

His favorite type to give is kisses; his favorite type to receive is hugs around his neck. 

Y: Yearning (Does he miss you a lot when you're gone? How does he cope?)

He misses you greatly but understands that you are your person with your own life. He'll think about you, lie on your bed, look at photos, or just lie with your clothes. 

Z: Zeal (Will he go to great lengths for the relationship? If so, how?)

He will kill or die for you. His life has no meaning without you, and it's better off not living if you aren't there to enjoy life with him. Anything you ask is done. 

(THAT'S ALL; NOT PROOFREAD; I'M SORRY IT'S BAD)


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2 years ago

Jeff t.K NSFW hc's

Knife play Smacks the ever-loving shit out of you Marks you Carves his name or initials into your thighs or back, sometimes your ass Hand jobs Will make you beg Prefers to recieve head Edge lord (two in one joke) Will not let you cum That, or he'll overstimulate Spits in you or on you Says shut like "you're such a good fucking slut for me," or "Take it, whore, I know that you can" Can and will fuck you anywhere He especially loves doing it when yall can get caught Hickeys and bite marks


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2 years ago

'Ticci' Toby NSFW hc's

Switch On bottom, he whimpers On top, he whimpers He's so loud Says shit like "oh, fuck, I feel so fucking good-" and will cry if you overstimulate him Milk him Lives simply to be called "Good Boy" Will grab every inch of you unapologetically Will bend you over anywhere Drools Screams Claws at you Loves to be scratched Will bite Bite him Hickeys All over Aftercare consists of making sure you're okay and cleaning you up


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2 years ago

Jane t.K NSFW hc's

Gentle No toys Her mouth and fingers are enough, right? Will leave a trail of roses abs candles to the room Buys you lingerie Won't take off too much of her clothes because she's insecure of her burns You encouraged her and bite she lets you bite her and mark up all her burn scars She refuses to take off the wig, though Did get nails into you when she feels good Very quiet but loves your sounds Aftercare consists of cleaning you and cuddles


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