Creepypasta x Messenger!Reader

Laughing Jack

You held the map closer to your face, eyes deep in thought as you studied the paper in front of you.  Your boss, Slenderman, sent you to take a message from one of the people on your list, and the map usually led you to the right place...but this??

You looked up at the carnival in front of you. It seemed impossible that this was where a monster of all things was living. But none of the locals that lived in the small town near this circus seemed aware it was even here, and from what you saw as you stood in front of it for the past few minutes or so, no one was going in or out of it.

Maybe it was abandoned, you thought. That could make sense. You sighed and shook your head slightly, walking in. Might as well, right? Who knows, maybe you could find something cool in here, a stuffed animal, or something to sell. 

 You explored the carnival at ease, an empty space can't hurt you, after all. Walking through, you saw a dart game, stuffed animals still hung on the walls as prizes. Smiling to yourself, you walked over, wondering which one you'd like to have. A thought slipped past your mind to grab one, but you didn't have any room in your bag anyway, it would simply be unnecessary weight.

A sickly sweet voice sounded from behind you, "See one you like, dear?"

You turned around, shocked. You had completely forgotten about your mission at hand, letting your guard down. In front of you was a monochrome clown, much taller than you, a wide, sharp-toothed grin on his face.

You stuttered out a response, "Uh, n-no, sorry, I was j-just looking..." 

The clown smiled even wider, if that were somehow possible, clasping his hands together. "A messenger," was all he said. You nodded, shifting the bag off your shoulder.

"You said you wanted me to write down a note?" You asked, trying to find a blank sheet.

"Ah! Yes," He said, "but perhaps not here."

You continued sorting through papers, "Oh, well, maybe we can walk-" You stopped talking, the click of the clown snapping his fingers was heard and suddenly you were inside a large tent, the ceiling stretching so high up it made you dizzy to look at.

"Oh," You said simply. "Teleporting is good too."

He giggled at your response, sitting down in a chair you didn't notice before. "Shall we?" He asked, gesturing at the paper in your hands. You nodded, trying to wrap your head around the situation. Monsters had a nasty habit of being confusing.

A desk was behind you, so you put your paper down on that and had just found a pencil just as he began speaking.

"Dear, Jason -by the way that's Jason the Toymaker, sugarplum- Dear Jason, the stuffed bear you sent me uh, when was it?" The clown stopped talking to think, tilting his head to the side as you hurried to write his letter down.

"Ah! That was two weeks ago," He continued, getting up and pacing as he continued to speak. "The child I gave it to ripped it open. It was filled with spiders. I know that you did that on purpose, and I demand a free refund. Also, I don't care that the candy I gave to you was a little poisoned, I told you I added some extra flavoring." He turned to you, and raised his eyebrows. "Did you get all that down?" He asked.

You nodded, writing the last sentence. "Uhm, do you want me to write 'from Jack' at the bottom?" You asked the clown. He nodded.

You closed the note and stuffed it into an envelope, adding the new name to your list. "And how soon do you want this by?" You asked.

"Soon as possible. It's important, as you can clearly tell." He said. You tried to stop yourself from chuckling. The entire thing seemed so childish to you, yet you didn't find yourself annoyed at the clown. Poison was extra flavoring to him? It couldn't get any weirder than that.

You slipped the bag back over your shoulder. "So, on the discussion of payment..." You trailed off, looking at Jack. His eyes widened. 

"Oh, yes, yes! How could I forget?" He said, pulling out a wad of cash, again, seemingly out of nowhere. He handed it to you, and you shoved it into your bag. You'd count it later and see how "urgent" his letter really was. 

"Thanks," you said, "I'll get going now," and turned to head out the door. But within a short second you were outside the entrance to the carnival, trying to regain balance and failing, falling onto your hands and knees.

He chuckled at you. "Teleporting takes some getting used to, hm?"

You huffed, and said without thinking, "If you're so good at teleporting, how come you need me to deliver a message?" You stood up quickly, realizing your mistake.

To your surprise however, he started laughing. "Well, why not? It's more interesting this way. the last messenger he sent me had a bomb!" He giggled a bit more. "It wasn't delivered as well as he hoped, though. The messenger he sent had, well, quite an explosive end..."

You looked at him with wide eyes, trying to think whether or not he had been in contact with your bag. "Oh?" You said, nervously. He noticed your change in demeanor. 

"Oh, don't worry, sugar, I like you. I didn't do anything to you. Who knows, though, Jason might have different tastes..."

You felt your face going red. "Uhm, thanks? I'll try to, be...tasteful for him??" You cringed at your response, but he started laughing again, so maybe it wasn't too bad of an answer.

Eventually you said your goodbyes and left, thankful to be away from that clown and his carnival. You decided to deliver that letter last, and checked the map, watching the locations on it shift, morphing a new destination for you to follow. Seemed you were going back to pay the boss a visit. You sighed, hoping the Slenderman didn't have too much extra work for you.