Pennywise Headcanon - Tumblr Posts

Spare Pennywise headcannons? Hmmm?

This is gonna be fun to write. I absolutely love this character with all my heart. Enjoy ✌️

•He’s super confused as to why you would spare him. He was being beaten to a pulp by your friends but all of the sudden you intervene and stop his pain. Why? That’s what he wants to know.

•Penny will now try to get the answer out of you. Which means he’s gonna follow you around like a lost puppy and bother you. He will walk around with you in human form and keep asking you about his pondering question.

•Once he gets his answer he still doesn’t understand. You felt bad for him? No one has ever felt that way towards a creature like him for millennia. Not even his own species did. So why do you? He doesn’t smell fear rittiling off of you, so he’s also confused about that.

•You becomes his favorite human to play around with. Penny will try to scare you all day long and sometimes to works, other times not so much. He refers to you as his “pet” or something close to that.

•Once you spared him, you aren’t getting rid of him. You now have to deal with him everyday. He will also become possessive of you. You are his little human after all and you saved him. He’s going to repay you in some way

•Having him around all the time now, you two form an actual bond with each other. Yes you do get into fights, which some are physical, but that’s because Pennywise doesn’t know how to deal with these emotions, hell any emotions. You two will walk together around town, Penny being disguised of course, and do anything really.

•He will send you little “gifts” from time to time to accommodate your kindness. After a meal he might think you’ll like the skull and wrap it up for you. Sometimes it’s actually normal things like bracelets, balloons, or candy, but mostly bones or slivers of flesh

pennywise sleeping with his s/o

•He loves to cuddle you when you come over and sleep in his nest with him. Penny just admired how he can wrap his arms around around and hold you against him and not leave

•Penny is a purring mess. He’ll get comfy and give off a small smile as you play with his hair and purr like a cat.

•Playing with his hair or puff balls helps you sleep, or listening to his heart beat. It’s like a little lullbably and you are unconscious in minutes.

•Of course this clown is going to litter you with little goodnight kisses and songs he’s heard over the millennia. It’s one of the sweetest things he does for you

•He will watch you sleep for a while before going asleep himself. He wants you to be safe and make sure no one is around to hurt you.

Pennywise is a short s/o?

•You’re so small compared to him and he doesn’t know what to do with you. You are one small human and he admires it.

•He has to bend down to give you a kiss or even go eye to eye with you. You’re like a regular house cat compared to a cougar. Penny doesn’t mind though

•He picks you up constantly. Whether it be to give you kisses or just hold you. He loves picking you up. You’re just so easy to carry.

•Penny is pretty protective of you. Not just because you’re his mate, but so small. No matter how much you try to convince him, he still believes you can break easily.

•He will deliberating put items on the tallest cupboard or shelf. Penny just loves fucking with you and see you struggle to grab what item you need. It always gets a kick out of him.

•He thinks it’s adorable how you will just sit in his lap and cuddle up to him. Your smaller frame just fits perfectly into his. Not to mention he can wrap his arms all the way around you and he loves it

Pennywise, Jason, and Chop Top reactions to their S/O pushing them into a chair and giving them a filthy lap dance? Cuz..... I thirst lol

I think everyone reading this is thirsty too 😂 you’re not alone

Pennywise

•Human? What are you doing? Why are pus-oh!

•It’s not the style of dancing he does, but he loves it. You keep doing what you’re doing and he’s a happy lil clown

•He’d be confused at first, not like he ever got a lap dance before, or even saw one for that matter. He does realize what you’re doing after a minute and just rolls with it.

•Penny is gonna ask you to do that more often. Maybe even teach him? He wants to give you a lap dance.

•Penny is a smiling mess the entire time. Drool falling out of his carnivorous mouth, eyes splitting apart at times, and not to mention lust.

Jason

•Jason is way too innocent for this. He doesn’t know what to do and he’s too scared to ask to know what you’re doing

•This poor boy just sits there the entire time just staring. Not sexually, just confused as to why you’re doing this

•He gets embarrassed when you have to explain to him what you’re doing, but once he knows, he doesn’t mind you doing it again.

•He finally understands what all those teens were doing and he understands why they do it. It’s fun.

ChopTop

•ChopTop is nothing but exited for this! Fuck yeah! A free dance! He’ll take that any day. Push him into a chair and dance for him all you want! He doesn’t care

•He gets super horny when you dance on him. His erection is practically ripping out his jeans! You just created a horny monster

•Fuck yeah he’s going to touch, grope, and slap any part of your body! It’s his lap dance and Chop is going to do what he wants. He’s mostly grabbing and slapping your ass though

•He’s going to give you a lap dance back. Shaking his ass and everything. It’s not the sexiest thing in the world, but he’s trying okay. He even bought a speedo for this

•He’s fucking you in that chair right after that. There will be no mercy to you or that chair. You put this upon yourself. Enjoy being sore for a few days