#masky creepypasta

[stephaniebrownslover]

Hİİİİ YET ANOTHER ANON

Can I ask about Creepypasta ages headcanons in your main AU??

THANK YOU FROM NOW <333

HIIIIIIII NEW ANON, YOU'RE SO SWEET<3333

Okay thank you so much for asking, you guys are literally spoiling me, like I'm having a little heart attack whenever someone asks me something.

I don't want this post just be numbers so I'll give a random fact about main characters' most important birthday day and something about non-human characters, hope you don't mind. It's mostly angst and I'm so sorry about that.

YOU'RE WELCOME AND I REALLY HOPE YOU LIKE IT<333

I know most of the ages sound ridiculous but it's really hard to attach them all together :(

Characters' Ages And Facts About Main Characters' Most Important Birthday

Au's ships: TicciWork, NinaKate, MaryJane and Bloody Angel(probably should've said this earlier)

Current year: 2014

Main characters

-Jeff The Killer: 20

Jeff got burned at the age of 15, at his most important birthday. His parents were seeing a therapist while Liu was still in prison, and his therapist made a suggestion to Jeff's parents to organize a birthday party for cheering Jeff up. Jeff can never forget the day he was burned alive because his whole life was shaped by it. That's why he hates his own birthday and attacks if anyone tries to celebrate besides Liu.

- Clockwork: 20

Clockwork's most important birthday is the 18th age. Because that was the first year she wasn't on her own. Jeff, Toby, Nina were close friends of Clockwork at the time and each had their own small-scale celebration. For the first time, Clockwork didn't hate her own birthday. That's how she got into the habit of celebrating other people's birthdays, if she felt good about something stupid like that, the people who cared about her might also deserve to feel good in a stupid way, or something like that.

- Hoodie: 25

According to Brian, the most important birthday is the one he celebrated at the age of 10. His family had taken him to see a theater as a gift, and little Brian was so impressed that he was literally obsessed with theater performances and musicals after that show. Even though 10-year-old Brian is the reason why he is where he is right now, Hoodie never blames him for following his dream.

- Masky: 26

His most important birthday is the 20th, when he started working under Slenderman's orders. The year he realized that his life would be like this and that he would have to spend more than he hoped in this job, that fighting would only cause him to die sooner. Obviously, he didn't care about himself, he'd rather die than live this way, but he didn't want to leave Brian alone.

- Ticci Toby: 19

15th birthday. The last year he celebrated with Lyra and his mother since he was a proxy at the age of 16, he celebrated rest of his birthdays as a proxy. Toby doesn't remember all of his memories, and although most of the time his memories are more like pieces, he knows that two women named Lyra and Connie are worth worlds to him. And every time the fragments of that birthday come in front of him, he feels nothing but happiness.

-Eyeless Jack: 21

↺Actually, if he was still alive, he would have been 34. Because he was 21 when he died during the ritual in 1980.

The most important birthday is the year he received the letter of admission to medical school at the age of 18. He had received this a letter a few days ago, and he and his family had thrown a big party to celebrate it. Although he spent his 19th birthday, his first year of studying med, with his family, the most important thing for him is his 18th age.

-Jane The Killer: 22

21, when Mary proposed to her on her birthday. Jane was in a very emotionally repressed state after all her trauma, and Mary could no longer control her feelings for her. While Jane and her lover Mary were sitting in a fashionable restaurant, Mary proposed to Jane. And when there was a lot of opposition because the age group was generally old due to the cost of the restaurant, Jane kissed her on the lips so as not to discourage Mary. The best birthday of her life.

-X-Virus: 17

7th age. That year, he had gone to the zoo on a school trip and celebrated his birthday with the animals there instead of people. This is the biggest proof that he prefer animals' existence to humans. Of course, he might have been happier if a monkey hadn't stolen his food, but little Cody wasn't mad at the monkey then. And when the monkey saw that Cody was upset later, he gave him some of his food anyway.

-Nina The Killer: 19

16th birthday. She and Jeff hadn't made up yet and it was a day when she was really hurt emotionally by him. Her close friend Kate, who saw this, tried to kill Jeff. Although Nina could hardly stop her, Kate was convinced later and they went to hang out at Kate's special place together. Kate was a really special friend to Nina, and she liked that she knew that Kate opened herself up so much. And when Kate dropped her home in the evening, she found Toby and Clockwork were clumsily trying to celebrate her birthday, she cried because of cuteness.

-Kate The Chaser: 20

The first year she spent with Nina as a lover, 20th age. They had become lovers a few months ago, and unlike other proxies, Kate did not remember anything about her past, so she had no memories to miss. Nina had known her since she found Jeff at the age of 15 and was after him. They became close friends when Kate was 17 and Nina was 16, and they started dating when Nina was 19 and Kate was 20. Their relationship began when Kate took pity on Nina and helped her, and Nina helped her during difficult times where Kate tried to expertize in proxy work. The year they became lovers, Nina organized a special day just for the two of them, knowing that she wouldn't want a big party, and Kate's favorite moment was when they watched the sunset with one head phone.

Main supporting characters

-Homicidal Liu: 18

-Sally: 13

↺If she was still alive, she would have been 55 years old. She died in 1972.

-Ben Drowned: 12

↺If he had continued to live, he would have been 32 years old. He died in 1994.

- Puppeteer: 23

↺ If his heart was still beating, he would have been 37 years old. He died in 2000.

-Zero: 24

-Nurse Ann: 27

↺If her heart had been alive, she would have been 33 years old. She died in 2008.

-Bloody Painter: 17

-Judge Angels: 17

-Mary Vaughn: 22

Supporting characters

-Lulu: 16

-Laughing Jack: 214

↺He was produced in 1800.

-Nightmare Ally: 15

↺If she was still human, she would have been 55 years old. She died in 1974.

- Kagekao: 29

↺If he was still a human, he would have been 34 years old. He died in 2009.

-Rouge: 32

-Jason The Toymaker: 134

↺He was produced in 1880.

-Laughing Jill: 114

↺She was produced in 1900.

Background characters

-Slenderman: 2500+(?)

↺It is not known exactly when he was born, some say that there are drawings of him even in ancient Egypt.

- Emra: 25

↺If she was still alive, she would have been 37 years old. She died in 2002.

-Dr. Smiley: 33

-Cat Hunter: 30

-Zalgo: ?

↺It is estimated that his existence endured back even before the earliest times of humanity.

-Weeping Forest: 16

↺If she had not undergone this change, she would have been 56 years old. She died in 1974.

[nikothewolfboi]

[maskscratch]

Eclipse.

[halloweenbitch2764]

When They Get Feelings For You

Slenderman

Your consistent visits are what started his initial crush. Nobody had ever made such an effort for him. If there was a day you couldn't come, you would tell him the day before. Even small gestures such as that only solidified his feelings.

Getting to learn more about you made that little crush grow. You were similar enough, but in the same vein, you were also different enough. You were your own person with your own thoughts. Having the powers he did, he was used to people following his every word. Well... mostly. Having someone with an independent mind and considerate heart just made the crush blossom into more. You being so cute was just the cherry on top.

BEN Drowned

For him being a demon that appeared out of your television, you were pretty chill. You didn't judge him for smoking weed, and you were wicked good at video games. He was used to consistently and easily winning, so when you gave him a run for his money, his heart jumped.

You'd offer him snacks when he was over and made sure to keep some of his favorite munchies snacks in your pantry. You didn't pry about his background. You were respectful of his boundaries. His background was still a sensitive subject to him, and your tenderness about it made his heart leap.

Eyeless Jack

Your openness to him eating kidneys was the catalyst. He didn't expect you to be okay with something as vile as that and understood that you didn't want to watch him eat them. But you would let him eat them in your house.

He was by no means talkative, but he enjoyed the conversations you two would have. You were so opinionated but, at the same time, willing to change perspectives if you were proven wrong. He enjoyed how attentive you were when he would talk to you about the human body and different medications. No human would give him the time of day unless he forced them to, and then that whole scenario lost it's charm. Your personality and looks opened his heart to y

Hoodie

Similar to Masky, you gave him a more stable existence. College made his disappearances just look like he had to catch up on class work. You never questioned why he wasn't able to hang out, and you never pried when he'd give you a shitty excuse. After meeting you, though, he thanked the stars that he had asked to sit next to you that first day. He almost didn't approach you. You were in your own little world. So pretty. And you had only grown more attractive.

He loved when you would ramble about your hobbies and things you liked. He could sit for hours at a time and listen. Your voice was so sweet. It made him feel safe. It was safe to say you were becoming something of a home to him.

Masky

A hint of normalcy. That's what started his crush. You gave his life stability. He even cut back on his cigarette breaks because of you. You didn't question why he would disappear for days at a time despite his shifty excuse about it being work related. You helped make sure he took his medications on time.

He was petrified you'd find out about his Masky state. Masky was so unpredictable and dangerous that he prayed you two would never cross paths. How do you explain that to someone? That you becoming a murderer, controlled by an Eldritch abomination. He didn't want to think about it. So, he allowed himself to develop feelings for you. You were kind and understanding. Maybe he could allow himself something so nice for once in his life.

Jeff The Killer

Jeff had secretly had a crush on you since high school. He always thought you were pretty and *may* have stalked you on a few occasions. Just the way you were so nice and had your own group of friends made him envious, but not necessarily in a negative way. More like he wanted to be like you.

He thought you moved gracefully and honestly didn't expect you to be so open, considering he had broken into your house the first couple of times. Hell, he didn't expect you to remember him at all. He may be an asshole but your kindness forms a yin and yang with him (in his opinion).

Laughing Jack

For being a child murderer he sure liked how nice you were to Lily. It's what made him want to meet you in the first place. Lily talked a lot about you. She always talked about how much she liked being at your house, going out to the park and mcdonalds with you, and just other small things.

He grew to love how quickly he could make you blush and how pretty it looked on you. You were just so pretty in general. You made his days less gray. You added pops of color to once monochromatic moments. How was he NOT supposed to fall for you?

[radio-rants]

I love this man sm

I’m gonna promise myself to post on here more often I SWEAR- Also this is someone’s Toby cosplay i drew so pls follow @ lacivus on TT cause it’s so good <333

[meduzza-jpg]

Exposed📸

More on my instagram!!!

[peachpopsstuff]

⦻ Exxus- Marble Hornets

[pink-key]

Nuisance

[creepypasta65]

Proxies NSFW Headcanons

Warning!!!! NSFW content. 

Masky/Tim:

Tim in bed goes either two ways rough or soft.

If he comes back angry from a mission or a fight with Toby, he will fuck you so damn hard until you're crying.

But when he is feeling soft, he will make some sweet love to you and focus more on your pleasure. He wants you to tell more like scream to him about how good he is making love to you.

Tim is not that kinky or not that person that uses sex toys, but he does have a major breeding kink. He will fill you with his semen whether you can or can't get pregnant.

His favorite sex position are ones where he can see your face or kiss you.

Hoodie/Brian:

Brian is a very kinky person. He has many kinks such as voyeurism, he likes watching you get off and pleasure yourself, and sometimes he will record (with your permission of course). Bondage is also one of his kinks along with breath play, etc.

He is rough, and if you tell him to slow down, he goes even faster than before.

He likes hearing you scream his name.

His favorite positions are ones where he can pull your hair, like doggy. If he is feeling nice, he will let you ride him, but then it would turn into him fucking you.

Toby: 

Toby is desperate when he is fucking you like he only cares about your pleasure.

He is whining and crying because he can't believe you want to make love, and share your body with him even if he has all his disorders and is a murderer.

He loves hearing you say his name and praise him. It makes him happy and brings his self-esteem up.

His favorite positions are mating press cause he can see all of you and loves kissing you in that position. He also likes doggy and missionary.

Toby will bite during sex since that's his way of marking you.

Hope you’ll enjoy these NFSW post and have a nice day or night :)

[junk-heart]

What if there was a crp dating sim, but you don't get to date any of them and the plot gets messed up really fast?

[astupidweeb69]

Nah fr it is kinda delusional to be like "Toby would be good in bed", bro literally doesn't understand the concept of pain and is just generally selfish towards reader and probably any other person he was interested in. Now hoodie? Bro would be so smooth I'd imagine, like light some candles and wear a silk robe with a bottle of wine - I just think he'd be pretty attentive and get an ego trip off of being good in bed. And then I think masky would be okay enough in bed, but I think it would prolly lack some passion.

I always imagine those three summed up like this:

Toby

Thinks going as hard and fast as possible equals pleasure. That's his go to method. Most likely it's more of a painful experience for the people he sleeps with. Depending on how much he cares about the person he's doin' it with - is open to change. But he'll look at the person and be like 'huh they're scrunching up their face and focusing a lot, and making a bunch of noise so they must like this' like no Tobes those are faces and noises of discomfort lol

Masky

Thinks he's better in bed than he actually is. Just assumes that his size makes up for a lot (it doesn't). Kind of average experience most of the time, but varies based off his mood and how stressed he is at work. Honestly the more pissed off and annoyed he is the better it gets 👀

Hoodie

He's actually not that romantic in bed. I just think he gets off on his partner enjoying themselves. Loves the ego boost and the sick satisfaction of having a person resorted to a gasping mess due to him. Probably into edging and bondage. Idk.

[outkast777]

SURPRISE!!!!!!!!

[endlessly-shrieking]

Masky, Hoodie, and Toby playing a heated game of uno

ha ha heated

[smutty-ki113r]

🛩Masky🛩||Toxic

NSFW||~ One shot x afab gn!reader, includes- vouyerism, pleasure dom masky, mirror play, teasing, edging, pilot masky, minors—dni (3.4k)

Inspired by: Britney Spears

(Fun fact I wrote this on the plane 😗)!

Working as a flight attendant was such a hassle, keeping you up at ungodly hours and having you deal with customers that complained about their seat. But it certainly had its perks, learning how to balance 4000 ft in the air and ending up in some incredible places, layovers in Hawaii, Dubai, Spain. Out of all these things you never would have imagined joining the mile high club…

You had an hour to get from terminal 1 to 3, your last flight was to Miami, so you were at MIA, looking around for a bathroom. Fixing up your hair quickly and adjusting your uniform before reaching the gate.

The other attendants were also waiting to the side, you were early. Of course you had to board the plane beforehand to check the seats and restock the drink cart.

There was only a few passengers waiting around too, you swayed against your luggage. Looking around to see the two pilots that would be driving the plane walking towards you, one of them you had flown with before, Brian Thomas.

The other one, particularly, caught your eye- probably because you had caught his first. Your heart skipped a beat and you gave him a friendly smile, then averted your gaze to avoid being awkward.

You had never seen him, he was probably new, laughing at something Brian said, but his sight was on you.

The corner of his lip was raised just slightly, he was practically undressing you with his eyes. You couldn’t even complain, he was hot as fuck, and he was flustering you. But his face remained innocent, nobody noticed but you.

He had this dark brown hair and defined features, he was classy, wearing his white uniform and a tie, you couldn’t help but let your eyes wander to how it fit him so perfectly. His build so defined- you stopped from staring at his pants.

If there’s one thing you loved it was a man in uniform.

Nobody had ever flirted with you on the job, and while no words were exchanged, you could feel his burning gaze.

You gulped and tried to look ahead, relieved when they called for all the attendants to board, it took the pressure off.

You took your post at the front of the plane and awaited for the passengers to board to then do the safety demonstrations and make sure everybody had their seatbelts on.

Soon enough zone 1 people started coming and you greeted them all, the door to the cockpit opened and you found yourself face to face with the pilot, glancing at his name embroidered in gold.

“Wright” you said softly, meeting his gorgeous eyes.

“yeah like the Wright brothers” he joked, looking you up and down and giving you a subtle smirk.

“That’s fitting” you told him. “Nice to meet you…”

“Tim” he finished, catching your name as well. “We’re about to take off, be a dear and get me some water will you?” He requested.

Nodding obediently and scurrying off to find him some water, he watched you go. Knocking on the door to the pit to alert them of your arrival and handing him the drink.

“Thank you gorgeous” he said, your face turning red at the compliment and instead moving to greet the other pilot, Brian nodded to you and you left.

Your thoughts remained on the beautiful man and you mindlessly did your rounds before the plane took off. Strapping in and listening to the men over the intercom.

“And we are ready for departure, flight 113 from MIA to JFK”

Smiling at yourself at the thought of your one day vacation in New York City. You wanted to go shopping and maybe visit the Statue of Liberty.

It was two hours into the grueling flight, your ears had already popped from the altitude, you never did get used to that.

You sat at the back, passing around the cart once and letting your other fellow flight attendants do the rounds for trash and such. You were all alone, looking out the window, your head in the clouds, and being almost startled as you saw the handsome man approach.

“I thought you were driving this thing” you whisper-hissed.

“Brian’s doing it, I’ve been at the wheel for almost three hours” he said, stressed. Flexing his arms out and stretching, leaning against a wall.

You couldn’t help but stare at his hands, his thick fingers, how you wished he could fill you up and make you pant out his name and-

Shaking yourself out of your thoughts and getting up, “you can have my seat if you want” he was probably exhausted.

“Sit back down” he said, his tone low. You did as he said; a tingle in between your legs at how commanding he was.

“I just came here to get a- snack” he said slowly, smiling as if he wasn’t looking at up and down you when he said that.

“I can make you something if you like” you offered, his tense posture relaxed.

“You’re a godsend, yeah, I’ll take a black coffee” you nodded attentively and got up to make his drink. Focusing on making sure it didn’t spill and stirring it for him.

Turning to him and handing him the drink, he took a sip and set it down on the counter. “Thank you beautiful”

You shook your head, it was nothing, “yeah of course” you laughed nervously, “whatever you need” you told him in a passing tone.

His gaze pierced through you, “whatever I need?” He said, his voice teasing, dripping with desire.

Right then you knew you had made a grave mistake, gulping and looking away. He approached you, his lips so close to your ear, tucking hair behind your ear and letting his fingers brush upon your neck.

God damn turbulence betrayed you, swaying the plane and making you lose your footing and slide right into him. His hand at your waist to keep you upright.

“Now that you mention it” he whispered in your ear. “There was something else…and I’m still hungry” his gentle touches were making you weak at the knees.

You glanced behind him but nobody was watching, you were afraid of what would happen if you were caught, he seemed to notice.

“I’ll be careful” he promised, his head an inch away from being buried in the crook of your neck, and he smelled so good, like this expensive manly cologne.

“We’ll be quick” his words so soothing and convincing you. There was already a feverish throbbing at your clit that you severely needed to attend to. A wave of desperate heat at your lower abdomen that you craved for him to satisfy.

You couldn’t resist this man, he had a mesmerizing effect on you. So you focused on his lustful gaze as he walked you back into one of the bathrooms, locking the door behind him and wasting no time in leaning down to kiss you.

Tim sealed the small space separating the two of you, a knee already in between your legs because of how compact the space was. You let out a few pants at the way he rubbed you, unable to stop yourself even though there might have been people just outside that door.

His kisses passionate and needy, like he had been craving you ever since the moment he laid eyes on you. And everything he did was intoxicating, you were so receptive to him, slick already gathering in your panties as he met your lips in an open kiss and bit down on your lip, nibbling and teasing you,

There was barely any space in that bathroom, moving around and escaping him would be difficult, it almost didn’t give you a choice, but Tim felt so good, you couldnt help but whisper his name in need.

“Oh fuck” he cursed, “your kisses are so delicious” he reached a hand down to your stomach, trailing it down your torso to your most intimate area, replacing his knee and pressuring your cunt gently through your skirt, “I wanna know if the rest of you tastes just as good”

Your breath hitched when he hoisted you on the small counter, your pussy embarrassingly wet at every one of his touches. He spread your knees open and bent down to get to work.

“So this is what you meant by hungry” you said in the middle of the heated moment.

His eyes met yours and you gulped at the mischievous glint swirling his pupils. Feeling a throb at the view of the captain on his knees. “Exactly” He chuckled lowly and pressed his lips to your thighs impatiently, sinking his teeth into your soft skin and leaving marks nobody would know about but him.

You whined, having to bite your lip to stop yourself from letting any lewd noises escape. “Oh god” you whispered, when he finally got to your pussy. It was too much tension, his hot breath lingering where his teeth marks lay, and now- right on your clit.

He hooked his fingers to your panties and brought them down, amused at the wet spot on them. Now there was nothing else below that short skirt. Your body involuntarily bucked forward, and his big hands held you in place. “Impatient are we?”

But he was just as rushed as you, it was supposed to be a quickie in the bathroom not lovemaking. If you wanted to do that later he would gladly lay you down in a proper bed and do so, but for now all he was focused on was your pussy glistening with your juices that he so desired.

Bringing his lips to you and lapping a stripe up your slit before opening you up and tasting you in full. Groaning at the sensation of your sex clenching around his tongue while he fucked you with it.

His fingers digging into your skin to bring you closer to his face and encourage you to ride as wildly as you pleased. You weren’t one to resist, your knuckles white as you held onto a handle on the wall and the roof above you. Praying that the passengers on the plane thought the rough movement was from turbulence and nothing more.

Tim ate like a starved man, in a way you had never felt before. There was no stopping him either, he wouldn’t cease his tongue fuck until he was satisfied, and nothing would please him more than you gushing over him enough to let him know you were ready for something much larger.

Besides, he couldn’t get his eyes off you, he was particularly enjoying making you squirm at the brink of your first release. He liked teasing you this much, it showed him that he held all the power, and you were wrapped around his finger. Technically you were, when he slipped one in and curled it in your soft spot.

His lips sucked at your bundle of nerves hard enough to make you spasm and clench your legs around his head, everything was going according to his plan. “Yeah? Does that feel good?” He asked, taking a breath and dipping another digit inside your dripping pussy.

You struggled to keep your voice bellow a whisper, but he didn’t seem to care about a possible audience. All he was focused on was pulling more of those pretty cries from your swollen lips. “Yes-yes” you repeated.

Your brows furrowing at the pleasure he was providing you with, and Tim himself was getting off at just the taste of you. His cock twitching in his uniform pants, he was painfully hard so he had to take himself out and stroke when you creamed on his tongue.

“You taste so sweet honey” he praised, “I love it when you struggle to speak because I’m making you cum with just my tongue” he smirked. The flat of his tongue once again swirling your swollen clit enough to make you let out a mutter of incoherent nonsense.

Too drunk off the bliss you couldn’t argue back, you didn’t want to. It was like you were in heaven, preforming acts that were so sinful they would have led you to hell.

“T-Tim” you gasped, “I’m close” you warned him, “gonna cum”

Once again he started eating you like you were his las meal on earth, your eyes rolled back in delight. But he wasn’t going to let you get off that easily, you should have known. “Not until you ask for permission”

He pulled his touch away slightly, enough to keep you just at the edge of your orgasm for a bit longer.

“Please” you cried, tears in your eyes. “Can I please cum, captain?”

The man saw the look on your face but just cooed, “you haven’t said my name” he reminded you.

“Captain wright” you babbled “captain wright”, again and again because once you spoke the magic words he just kept going faster. Pumping his thick fingers in and out of your sopping hole hard enough to make you come undone. Crying out for him and gripping onto the edge of the counter to restrain yourself.

“That’s right, just like that” he coaxed, helping you ride down from your climax so perfectly, You were thankful that he was there to hold you steady. Lapping at your release before standing up again and pressing his bare cock to your entrance.

“Gonna need you to beg for this one too” he said, to fuel his ego and also for consent reasons. His lips to your neck now. You had barely managed to come down from such ecstasy before registering what he was asking.

But you were far too gone, your cunt still clenching for him. There was nothing you wanted to do more than to satisfy him like he did you. Nodding and letting a few “please’s” to let him know you craved it too.

“Mhm that’s what I thought”, you could hear the cockiness in his voice, looking down to see if he had the package to back it up but your jaw hug open once you felt it. Prodding at you and letting his precum mix in with your slick.

“‘S not gonna fit” you said in a hiccup, eyes wide and narrowed at his heavy cock that pressed against your slit as you dripped on him. “It’s too big” you squeaked.

“Oh it’ll fit” he panted, mimicking the motions of sex but just grinding himself raw on you. “I’ll make it fit” he hissed. Finally rolling his hips into you in one swift movement. “Fuck” he cursed under his breath, it was quite a tight fit, enough to make him pause because he didn’t want to cum instantly.

A stray groan fell from your mouth but he caught it with his own, meeting you in a heated embrace. His hands on either side of you, pressing prints onto the mirror behind you. He pulled out and thrusted back in, working a good pace. You slowly acclimated to his thick girth with every stroke in your pussy.

Even with the stretch it felt so delicious, your hands clutching his once ironed uniform into wrinkled bunches. There was barely any space in that god forsaken bathroom, but it just gave him the excuse to stay closer to you. That and he just had to give smaller, quicker thrusts.

His big cock splitting you open time and time again, his tip reaching your cervix, thudding against your g spot in a way that made you squeeze him like a vice.

A hand keeping your knee open while he fucked you, practically pounding you. Making you lose your breath and your head go fuzzy. “You’re so tight” he hissed, “practically milking me”

He was panting, pulling out momentarily to turn you around and fuck you doggystyle. Except now, you could see your reflection and his own. The whole image of the captain pounding your pussy till it turned red on full display for you. A grin making its way to his lips, he liked seeing you struggle to fit him fully.

But the look on your face and the way you gripped around him told him that you wanted it, that and those obscene noises you were making every time he hilted. “Thats a good, pretty baby” he rasped, “servicing all your captains’ needs”

You looked at his eyes in the mirror, a pout on your lips from how he was acting. A hand making it’s way to your chin to redirect your gaze to your own body. “Watch yourself” he whispered, his breath hot on your ear.

“Look at yourself while you take all of me” he panted, and you felt yourself melt at the obscenity of his words. “I want you to see how good I’m fucking you”

Doing as he said and feeling his balls clap against your ass, it was almost more unholy to watch your expression and the way he made your body bounce back and forth on his cock.

“Do you see it?” He asked, “that fucked out look on your face from how deep my cock is right now”, a gentle touch at your lower abdomen to press where he was bulging. “Here, all the way inside that slutty little hole of yours” he teased.

It was all too lewd, you felt yourself sizzling with desire, about to burst again if he kept whispering those sweet words in your ear.

“You look so hot when I’m inside of you” he praised. “Mhm with me stretching you out, you’re so hungry for it” he growled. “Isn’t that right?”

“Yes sir”, You were struggling to piece together your words, the ones you could were just ‘more- more more more”, so thats exactly what you said.

“Please” you cried “please sir, more”,

Your noises getting a bit too out of control, he had to discipline you. A hand moving to your lips to hold your mouth as he told you to be quiet, but that almost made it worse. Now the sound of the lewd squelch and clapping of balls was the only thing that could be heard along with your muffled groans and pants.

“Shh that’s right” he said, softly. “Just keep taking it, just let me take care of you” you nodded at the finger at your lips telling you to be silent. “stay and let me fuck that pretty pussy just a bit longer.”

You bit your tongue and did as he instructed, trying to hold on but the throbbing at your cunt was aching. “Please captain, let me cum” you whispered.

Meeting his eyes through the mirror and he seemed to relent, it’s not like he would hold on much longer either. You were squeezing him too tight, and he couldn’t pull out too much, there wasn’t any space in that damn little cabin.

His hand gripped the rails to steady himself, the other at your ass to take a handful of. “You’ve been good, go ahead, you can cum” he whispered in your ear.

It felt like such a relief, shivers going down your spine and directly to your pussy. “I’m cumming-“ you warned, fluttering around him as you found your release.

“That’s a good baby just let yourself go” he said in a raspy tone, his fingers digging so deep into your ass there would definitely be marks. “Let your captain take care of you”

Your legs were weak, trembling as he hilted and spilled deep inside of your hole, groaning into your shoulder as he filled you up.

His cock twitching as you squeezed him until his balls were empty. Eventually he pulled out, his release dripping out from your hole and down your legs.

His big hands helped you pull up your panties once again, it wasn’t much help concealing the act, your hair was all disheveled and your cheeks rosy.

His release still inside of you a lewd reminder of what had just transpired on the planes bathroom.

“You did so good for me” he praised, making sure you were good before sending you off.

He put your skirt in place, “welcome to the mile high club” he whispered with a chuckle, “have a safe flight now”

[halloweenbitch2764]

You Meet Again/Becoming Friends

Slenderman

Surely, any sane person would have never visited that park again. After seeing a creature straight out of nightmares, you had definitely considered it. But at the same time, something made you want to go back. Maybe you just hallucinated it?

You had a day off, so you decided to go back. You got in your car and drove over to the park you had been at and parked, walking briskly to the woods where you had entered before. You walked down the path and noticed the birds stopped singing. That was a sign of what had happened last time. But you didn't feel the buzzing that erupted into a headache.

You looked around and nearly missed it. It blended into the trees so easily, and you could feel something watching you despite the lack of eyes. You stared down the monster for a minute. None of the headache or nosebleed had started, so you approached it.

It almost felt like a serene feeling was washing over you. Sure, it could have been a lure to capture you, but your gut insisted that it wasn't. Soon, you stood only a bit away and looked up at the towering creature. No headache or nosebleed to speak of.

"Good afternoon." A deep voice suddenly rang in your head. You jumped. It was like the normal voice in your head but much deeper and smoother.

"Good....Good afternoon...?" It came out more like a question than you intended. Were you supposed to use the voice in your head to reply or your normal speaking voice? You weren't sure.

"You can talk to me like that. It's alright. I can communicate either way." You nodded in response. "Well...my name is Y/N. Nice to meet you...?" "Slenderman." You nodded again. "Nice to meet you, Slenderman." "And you as well."

Your visits to the park became more frequent as you hung out with the man. He explained that when he only seemed like a threat when you initially met, it was because he saw you as a threat. You hadn't had the headache and nosebleed that time because he didn't perceive you as a threat anymore. And so you kept up the visits and got to know him more.

BEN Drowned

Soon enough the events that had happened on your N64 transferred to your laptop. Cleverbot would open by itself and the AI would speak. It was eerily human and kept identifying itself as BEN. You'd close out of it and the tab would pop back up. "Turn your t.v on." The AI messaged. You didn't want to just give in and do it but another part of you wondered if anything would happen.

So you made your way over to the TV and turned it on. Legend of Zelda turned on and the title screen sat. You stared at the screen for about thirty seconds. "Knew it wasn't real." You mumbled and reached for the remote which you sat next to the TV.

Suddenly an arm reached out and grabbed yours. A scream bubbled in your stomach and got stuck in your throat as you watched a man pull himself out of the TV. You couldn't believe your eyes. The man brushed him clothes off and fixed his hair and his eyes met yours.

Well...what were supposed to be eyes. His eyes were black with red pupils and a couple of blood drops cascaded down his face. He looked like Link would if he were real. "Sup?" He asked casually and you passed out, unable to comprehend what had just happened.

After that incident he came around more but you didn't pass out again. You got to know each other more and you learned he was pretty chill. He was definitely a stoner but you didn't mind.

Eyeless Jack

He managed to get into your house again. You had triple checked every lock before you got ready for bed and somehow he still got in. You figured he was picking a lock. He only ever came at night and he didn't try to harm you again.

You learned his name was Jack and that he wasn't quite human despite his body's appearance. He was much taller than you had initially realized. And he only ate kidneys. It disgusted you at first. He wasn't much of a talker but you could get him to open up little by little and the two of you grew closer.

Hoodie

Brian had kept his promise, and you two met up in between classes. He had introduced you to his friends, which consisted of Alex, Tim, and Jay. They all seemed pretty friendly. Jay was definitely the most outgoing. Alex seemed more introverted, and Tim was just quiet. Their friend group was definitely nice.

The whole interaction made you look forward to going to school. Even though you didn't see Brian for a long time every day, you two stayed close. Sometimes, you two would talk or do homework together since you had the same class. It was just so much more relaxing to go somewhere where you knew at least one person (now more).

Masky

Tim had gone through and texted you a little later that day. You two ended up going out for coffee, chatting, and getting to know each other better. Normally, you would think twice about going out to coffee with someone you met at your psych doctors office, but it just felt right.

You two began texting more frequently. You learned about each other's jobs, likes, dislikes, etc. Strangely enough, there would be days at a time when he wouldn't text you. At first, you didn't think much of it. You two were still only acquaintances at that point, but when you got closer, you started to notice it.

Maybe he was just busy with his job?

Jeff The Killer

He came back the next night. You were asleep in bed when you awoke again. A soft yawn slipped your lips and you rubbed your eyes. You shifted onto your back and was about to go back go sleep when you noticed a familiar silhouette. "What the fuck?" You mumbled and sat up.

You stared at the silhouette and it stared back. You slowly reached for the knife under your pillow before a voice sounded. "Don't even." The voice was gruff. "Ohhhh...kay." You leaned over and flicked on your side lamp. A man sat at your desk. He had on a white, blood splattered hoodie, jeans, shaggy black hair, pale skin, and a smile cut into his lips.

"Who the fuck are you?" You mumbled. "You don't recognize me Y/N? We went to high school together." You raised your eyebrow and memories of the rumors came back. "No fucking way." He chuckled. "Jeff?" He smirked and nodded. "The fuck happened to you?" He rolled his eyes. "Nice to see you too, sunshine." He retorted. "You heard the rumors I'm sure. You know what happened."

You nodded slightly. "So why did you come here?" You questioned. "Before the whole incident I had wanted to get to know you better. Figure you won't tell anyone about me." "Wait, are you the one that's been stirring shit up in town?" He laughed. "No shit." You rolled your eyes at his smart-ass remark.

He started coming by every night and it didn't take long for you two to catch up and become closer. He was much different from what you remembered but it was to be expected after what had happened to him.

Laughing Jack

Lily had come back over to stay the night, which meant you'd hear about Jack again. To be honest, you had pretty much forgotten about the whole candy incident. The night started off fairly normal. You put on Lily's favorite show, gave her a coloring book and colors, and played on your phone. You glanced up and noticed her staring off again. "Whatcha doing Lil?"

She turned around and grinned at you. "Jack, remember?" You laughed a bit. "Oh yeah. How is he doing?" You asked. "He's good. He wants to meet you for real." She said. "Oh, is that so?" She nodded. "Well, I'm available whenever he is."

Now, like any normal person, you expected her to use her imagination to conjure up Jack. What you didn't expect was for a tall ass monochrome clown to walk out of the guest bedroom. You were stunned, to say the least.

Lily ran and hugged Jack, who hugged her back. "Y/N, this is Jack!" She announced. You shook your head, blinked a couple of times, and he was still there. "Alright, alright." You mumbled to yourself. "How did you get into my house?" Was the first words out of your mouth. "Simple, darling. I can appear and disappear at will." He said as if it was every day business. "Prove it." And so he did. In a puff of smoke, he vanished and then reappeared beside you.

"What the-!" You nearly cursed. He grinned, seemingly amused at the incident. "Did you enjoy the candy?" He questioned. "Oh! Um, yes." A light blush dusted your face. Suddenly, his eyes lit up. "So yes, I'm Jack. How silly of me to forget." He held a hand out, long claws at the ends of his fingers. "Y/N. Nice to meet you." He grinned and nodded.

Jack's visits became more frequent, and eventually, he started coming without Lily. You learned that he was technically an imaginary friend but had free will, and the two of you became closer.

[ask-a-ticci-toby-fictive]

This is the only way I’ll explain my source from now on