Simon Elroy X Reader - Blog Posts

The After Party

Sub!Simon Elroy x Gn!Reader

Warnings: Porn with the tiniest speck of plot, Obviously smut, Edging, Overstimulation, Dacryphilia.

Your hand was wrapped around the base of Simon's cock, moving with slow strokes that made his brain melt as desperate whines fell from his lips.

He was laid back on a bed that belonged to whoever's house you were in, while you sat on his thigh, having a perfect view of his face. You had dragged him to a random party, convincing him that it was gonna be fun. Dancing, karaoke, and a few drinks. That was all it was supposed to be.

But the way you bumped and grinded on him in front of everyone drove him crazy. The tightening in his pants becoming almost unbearable. His hands digging into your hips, dragging you off into a random room.

He couldn't help it, he needed you. The buzzing in his head from the few shots you convinced him to take made him not care where you were, the only thought occupying his mind was the way you made him feel with something as simple as your hand.

His tip had grown from a light brownish pink to a deep red, precum leaking from the angry head due to the amount of time you had brought him almost to his peak and denied him the pleasure of release.

"Baby" a deep whine left his lips. "Please" He reached out to grab your hand but you pushed him away, giving him a stern look as he let out a sob.

You lightly slapped his cock making him jump, another quiet sob racking his body.

"you wanna cum?" Fake sympathy laced your voice, a mocking pout forming on your lips. He nodded vigorously, body shaking slightly with the force of his movement. "Words." A rule you had made a while back, no words, no release.

"Yes! Yes, please" His words were jumbled, strewned together through ragged breaths and quiet cries. "Need it" The pout that decorated his face and his teary brown eyes are what made you give in.

Without a word you wrapped your hand around the base of his cock for the millionth time tonight and delivered hard fast strokes. Desperate cries left his lips, throwing his head back as he screwed his eyes shut.

Your free hand reached up, grabbing his jaw and angled it towards you. "No, look at me baby." Your voice was gentle. You saw his lip quiver, it took everything in him to force his eyes open. A far away fucked out look filling them.

You leaned in, giving a soft gentle kiss before pulling away, a huge smile on your face. "You're so fucking pretty when you cry." The praise is what pushed him over the edge. Thick, hot ropes of cum covering your hand as you worked him through his orgasm. His desperate cries, hopefully being covered by the music playing downstairs, filled the room.

After his body finally relaxed, limbs turning into jello beneath you, your hand unwrapped from around his cock, whipping it off on the strangers sheets.

You leaned your forehead against his, pecking his lips softly. "You did so good for me baby." You could still hear the music playing downstairs as Simon slowly drifted off to sleep.

School Spirits Masterlist

Wally Clark

Period Comfort

Valentine's Day

Freaky Ahhhh Headcanons

Random freaky thoughts 🤔

Read me losing my mind

Period Sex

Getting his ass ate

Sex, Drugs, Ect. - series

Simon Elroy

Oral

Headcanons

The After Party

Rhonda Rosen

Headcanons

Masterlist

This will grow and include more fandoms and characters in the future.

School Spirits

Separate Masterlist

Includes Wally Clark, Rhonda Rosen, and Simon Elroy.

Prom Pact

Ben Plunkett

For the freaks

Study Date

Scream

Charlie Walker

NSFW Headcanons

Avatar

Spider Socorro

Headcanons

Zombies

Zed Necrodopolis

Freaky ahh headcanons

Characters that aren't on the list but I'd write for if requested:

Dan Copper

Ethan Landry

Billy Loomis

Brahms Heelshire

Thomas Hewitt

Jennifer Check

(My requests are open. I write for every character on here for Smut, Fluff, and Angst. Please note that I'm still trying to get the hang of writing and am better with headcanons. I have also never written for a male reader but I would be open to it. I do NOT write for actors or real life people only characters they play.)

i NEED more simon content there’s literally none anywhere

Sorry this is short I just happend to already have it written up. For everyone else my requests are open. if you see a character I write for and want something specific feel free to ask. (And for the nony that requested freaky Wally time, you know who you are, if you're seeing this I am in fact working on it)

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Simons an obsessive lover. Not in a bad way, but in the sense that he memerises every little thing about you. Likes, dislikes, how you part your hair, the way you carry yourself, all the little things you do that are unique to you. 

Would tackle Mike Tison himself for you despite the fact that he doesn’t know how to fight. He has a protective nature that takes over and forces him to defend you. Has resulted in him getting his ass beat several times and you having to step in, dragging him away from the fight. 

Respects your privacy no matter how bad he wants to know what you got going on that you can’t tell him about. Will constantly remind you that you can talk to him about anything. 

Will binge watch a series with you that he has absolutely no interest in if it makes you happy. Same with books, music, hobbies, just anything you enjoy. 

Horror movie marathon dates where he constantly tries to spook you. Will feel bad if you actually get scared. 

Keeps your favorite snacks at his house at all times. Constantly tells you that his home is your home and you’re welcome there anytime, doesn’t matter if it's the middle of the night, he’ll open his door, bed, shower, and fridge to you without a second thought. 

All and all Simons a simp who doesn’t know hes a simp. He’ll absolutely fold for you without thinking about it.

Boyfriend Simon Elroy (NSFW)

prompt fill. (request)

Simon Elroy x fem!reader

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Simon is exactly the type of romantic who takes your favorite color or favorite movie or favorite holiday very fucking seriously. Everything you tell him, he commits to memory. Tattoos it on his brain so he'll never forget. You only eat the green M&Ms? He'll pick them out of every bag and hand them to you like treasures. You hate it when the sauce touches your spaghetti before you can mix it yourself? He'll replate everything over and over again until you smile.

Simon is exactly the type to be sarcastic, wields his dark sense of humor like a test—none shall pass—but knows when to brighten himself up if you need a boost. He'll defend your honor against anyone, disguising sharp remarks behind a smile as he cuts down the passive-aggressive idiots who try to make you rethink your values. He's soft words in harsh tones; observations collected over hours spent together; always studying you, always learning, always finding new ways to make you feel like the sun.

Simon is exactly the type to keep a hand in your back pocket and kiss your neck after he walks you to class. Yeah, he knows you're independent, but he doesn't give a shit, gimme your bag, babe, or suffer the consequences. He isn't into soft affection for the sake of it, but he'll find reasons to touch you. Funny enough, despite that quirk, he does like to roughhouse at the drop of a hat. Grab you around the waist and bodily move you where he wants you. Throw you over his shoulder when you suffer decision fatigue and have been standing in front of the squishmallows for twenty minutes.

Simon is exactly the type to make the little moments significant. Celebrates every achievement like it's the cure for cancer. He'll put together backyard picnics under the stars because he can't afford a restaurant. He'll set up a blanket fort around his bed to watch scary movies in the dark after you admit you've never seen The Ring. Even secretly calls your phone right as the end credits start to roll and cackles when you jump a foot in the air. Bundles you up and rocks you, kisses you until you say you forgive him.

But Simon is also the type to get obsessed. He isn't controlling, just wants to make sure his girl is okay, taken care of, happy at all times. Because if she isn't, there will be hell to pay and Simon will gleefully be the one to unleash it. He would go to the ends of the earth for you, no questions asked. You want sushi from that place in Milwaukee—an hour and a half away, and closed on Sundays—Simon WILL make that happen. He's the first one there and the last to leave, helps clean up the basement after everyone exits Game Night. Doesn't expect anything in return. You know that if you get hurt, he'll nurse you back to health, a bit of a helicopter mom, and that he'll also fucking murder whoever's responsible. (You've never seen the school patch a crack in the pavement so fast...)

Simon is also the type who doesn't get jealous. He isn't territorial. He doesn't worry about you if another guy decides to make his move; watches in amusement because he knows dickhead Dom Sawyer can't do what Simon does for you. He simply raises a brow at the guys who try to pretend Simon doesn't exist. It's only if and when you get uncomfortable that Simon intervenes, "You okay, beautiful?" and extricates you from the situation, a protective arm around your waist.

Simon is exactly the type who makes promises he doesn't break. If he swore to make you scream his name, that's exactly what you'll be doing, no matter how long it takes. "Come on, beautiful, I know you can be louder than that..." He's methodical, thorough, has done the research and gathered the evidence, your honor, this is what word to spell with his tongue to make you squirt. And Simon loves to make you come as many times as you can take, groaning as he tastes you, his lips and chin dribbling, his eyes rolled back in his head as he tries to get his tongue deeper. He listens to you, knows your limits, won't cross them even when his curiosity is begging him to. Giving you pleasure gives him pleasure, and sometimes he won't even have to fuck you to get off. He doesn't get embarrassed, is sure of himself, just gives you a wolfish smirk and starts all over again. Makes you taste yourself on his tongue before he decides to use his fingers this time. "You want to come again, love? Say it. Tell me what you want."

Simon is definitely the type to fuck slow when he does have you beneath him. He's traditional in some aspects. Prefers missionary to anything else because he needs to see your eyes, to gaze deeply into them as he rocks into you, angled perfectly to tease you. "You feel amazing, beautiful girl," he murmurs as he kisses your neck and pinches your nipple. "You're so perfect, fuck, I'm so lucky." And then, finally, he'll position himself just right to hit your g-spot, ram into it until you and he come together.

Simon isn't vanilla. He'll secret you away to a bathroom at the arcade or have you ride him behind the Peddie's barn when there's a tailgate. He just knows what he likes and that's all there is to it. But if there's something you want to try, he's more than willing, "Anything for you, love."

Simon is exactly the type who knows how to laugh during sex. He's silly and doesn't take himself too seriously. Honestly, he just loves the way you sound when you giggle, he doesn't care what's happening when you do. Simon doesn't get drowsy after, either. He gets hype; wants to play; loves to tickle you into submission and then snuggle the shit out of you as he talks to you about plans he's made for you and him to travel to New York Comic Con. He tucks your hair behind your ear, blushes at his own gesture—like he can't quite believe he's allowed to be that intimate—and then smothers you in kisses so you won't notice how red his cheeks are.

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also on AO3!

Simon Elroy x Afab! Reader

Warnings: Smut, Oral (receiving) Overstimulation, Dacrophilia.

(Fuck I did it again. It was just supposed to be headcanons I swear 🥲 whelp to late now. Enjoy the mini one-shot)

I'm the wise words of @whoopsyeahokay he's a ✨giver✨ (thx for the input by the way. I was struggling to find out how to write this)

I feel like he's the type to be nervous at first. Not wanting to make the wrong move in fear of scaring you off. He's also like this in non-sexual aspects of your relationship but that's for another time.

You have to take things slow with him, let him know that you're not going anywhere. Poor boy has slight abandonment issues.

Sweet little makeout sessions behind the bleachers or in the locker rooms while skipping gym that leave him going to his next class with an obvious tint in his pants that he knows his friends are gonna tease him about.

Cherry hot kisses in your car when you were just supposed to be giving him a ride home from school that somehow moved from your lips to your neck, red marks forming that will soon turn purple.

Innocent young romance that keeps teetering on the edge of what you both so desperately want but don't know how to start. Until you do.

It was late, you were dropping Simon off after a football game Clair had dragged you to when he asked if you wanted to come in and re-watch terrifier with him. Nothing out of the ordinary just you, your boyfriend, and a small late night movie date.

So how the hell did you get here? Simon between your thighs, tears rolling down your cheeks after cumming for the upteenth time. Blame Simon for having wandering hands.

It wasn't entirely his fault, you walked out in that incredibly low cut shirt that he couldn't take his eyes off the entire game. Sometimes he wondered if you did shit like that on purpose.

It drove him insane watching you flant around like nothing was wrong. Jumping up and down, cheering when The Split River Bandits scored, tits bouncing with every move. He needed you, he needed you more than anything. More so he needed to make you feel the same kind of mind melting grip you had on him.

And oh boy did he do that. With something as simple as his tongue. Delicate slow movements around your sensitive overstimulated clit, lapping over and over and over again. Not giving you a single second to think about anything other than him and the way he's making your eyes roll back.

Nothing but pure bliss. The sound of your broken half whimper half sobs drowning out the tv playing in the background. In that moment it was just the two of you in the world, your brain turning to mush, forgetting everything you've ever known outside of Simons living room.

You danced in the line of insanity, not knowing if you could handle another orgasm but the thought of pushing him away made you want to scream. It was all too much. You felt your mind blanking, that perfect place of ecstasy so close, taunting you.

You were broken. This sweet precious boy that was always so gentle, broke you and it was the most amazing thing you've ever felt.

Hips grinding up into his face, hands gripping the soft cushion around you, mind absolutely destroyed and in one foul movement you felt absolute heaven crash over you. A deadly mix of pleasure and pain that left you breathless.

You laid there, shaking, tears streaming down your face as you tried to regain your composer. After a few beats of silence you felt Simon pull away, body creeping up to lay next to yours as he propped himself up on his elbow.

You took a few deep breaths before looking at him, seeing the lower half of his face drenched and the biggest ear to ear smile. "How'd I do?"

(I fear I ate and so did Simon apparently... Im so not funny 😭)

I really wanna write Simon Elroy smut headcanons but I can't grasp at if this mans a freak or not. SEND HELP!!! 🙏🏻😭