kittykattropicanna - Tumblr blog

kittykattropicanna · 3 months

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girlfriend, i love how we jumped straight to marriage with mechanic!Simon but I'd love to know a bit more about the phase before he managed to lock down his girl for good.

What if, her ex comes looking for her? Some prim and proper, sleek wolf of wallstreet business typa guy appears at Price's Body Shop, recognizing her car and asking about her. No idea how he found her because he usually doesn't go into these parts of town, maybe someone saw her car, maybe she forgot to turn off / delete her location app.

Sees her at the shop and tells her to come home, this part of town is no place for her, he's sorry, the other woman didn't mean anything, he wasn't serious about kicking her out, whatever, you know the drill.

She's not impressed, unfazed, cool as a cucumber because her mind is filled with her new boy toy mechanic!Simon and she keeps drifting off to last night's memory 🤭

Listen, I love a woman who stands up for herself but you really can't expect your possessive new self proclaimed boyfriend and his crew to watch silently while your ex is trying sweet talk and win you back right in front of them, right?

Also, why is Simon being so weird after? There is nothing to worry about, she thinks he's perfect and exactly what she never knew she wanted. I guess she needs to prove it to him by taking matters into her own mouth hands 🤭🤭 pamper him like no one before

Foaming at the mouth at this ask, I wrote the marriage ask before I got to this one because I really wanted to drive home how fast he preposes, but I would love to elaborate about your relationship before he preposes, you’re in a very valuable position and absolutely cling to him for support :((((( it did change a couple of small things to help the story flow better, I hope you don’t mind ;)

Si knows from the start that you're the one :((( you guys act like you've been together since high school even though you've only know each other for a couple weeks :33333 But when your friends start calling, begging you to come back home? telling you that Si is manipulative and a bad guy that's taken advantage of your venerable state >:( of course he gets insecure :((( then your ex shows up?? a man that's the complete opposite of Si, he really starts to doubt himself :((((( lucky you can show him just how much you appreciate him with that mouth of yours ;))))

tw: loosing friends, controlling ex, possessive!Simon, insecure!Simon, sub!Simon (kinda?), insinuated violence, a lot of lore in this one??? so like porn with a plot??, smut, blowjob, face fucking, deep throating, L bomb (like twice??), talk of reader submitting to Si, there's just a lot going on tbh but baby...you're a giver and THATS for sure, basically you're just looking after your mannnnn and he loves you for it

Mechanic!Simon masterlist

Regular masterlist

Obviously your friends call after they hear you broke up with your ex, they can’t find you anywhere and start freaking the fuck out! they love you so much and they’re scared shitless!!!

They only found out you were even missing because you didn’t turn up to brunch on Thursday :((

They called you, and of course you didn’t answer….you were busy ;)))

That obviously raised some alarm bells for everyone straight away, so their next point of contact was obviously your ex!!

Then the reality hit…. You had been missing since Monday night, he kicked you out after a bad fight and nobody had been able to get in contact with you……

Everyone obviously thinks worst case scenario. Car crash, kidnapping,…. maybe you ran away, or god forbid, something worse, maybe you weren’t even alive anymore, I mean, its been fucking days!!!

If someone were to have taken you, you could be out of the country by now, your body could already be decomposing somewhere never to be seen again, maybe they could have saved you if they new sooner :(((( got you the medical attention you needed before you succumb to your injuries…

Obviously everyone is going wild back home, freaking out and doing everything in their power to get in some kind of contact with you.

But no ;))))

As your phone buzzed and pinged with messages, vibrating on Si’s bedside table as he held your naked frame against his broad chest :3333

You were fine, more then fine actually :))))

“Don’t worry about tha’ baby, answer it later they’ll be fine” Si’s morning voice muffled into your hair, strong arms tightening his grip around your waist and his hard cock pressed up against your bare arse ;))

A couple days after Si saved you and towed your car, everything that happened hit you like a ton of bricks. You were kinda disoriented and fuzzy, still a little shaken by the experience and hadn’t really processed that you were in fact living with Simon now….

The warm feeling of toned arms wrapped around you and a hard chest against your back didn’t register it first….. but you never protested :333

Droopy eyelids snapping open ungodly wide when it all hit you :( like, holy shit, there was no way you’re actually doing this, there is no way you fucked a random mechanic, let him take you home, fell asleep in his bed and then just never left????…. that’s batshit crazy behaviour!

What made it even more jarring was from day one, when Si stirred awake he’d simply pulling you closer and kiss your temple like he’d been married to you for 30 years :3

There was no awkward small talk, no “you’ve overstayed your welcome now, i’ll drive you to a motel” or “what time do you think you’ll call a cab”, a simple kiss and a “how’d ya’ sleep princess” deep and groggy, a smirk on his lips as he kissed the back of your neck :)))

Your body relaxed instantly, for a man so big, there was a certain gentleness about him, a protective and calming aura he carried so effortlessly, you truly felt comfortable here…. It was such a strange experience but the idea of leaving his bed made you wince :(((

Even the morning routine you quickly created was natural!!

The tea and coffee lived on the top shelf of the cupboard, sitting at his two seater dining table Si happily watched your cute little arse poke out the bottom of his shirt :))) you had to hop a little bit to bring the tins forward, but all he could focus on was your bum and thighs jiggling >:((

He absolutely didn’t strategically place everything a shelf higher so he could see you do this exact thing the every morning….:333333

He was running unbelievably late for work but he couldn’t care less, the whole morning was filled with quick pecks and giddy smiles. From an outsiders prospective, nobody could guess you met a couple days ago :))))

Holding your waist as you make his lunch for him :)))) following every instruction perfectly :))))

Whispering “good girl” into your ear and kissing your neck gently as you pack his meal into his work bag, fat cock flush against your arse still concealed in his thick work pants, grinding slowly only relieving him slightly >:(

He wanted nothing more then to take you then and there, but the idea of you having to wait around for the rest of the day :((( thighs rubbing together and needy for him was wayyyy more appealing to come home to :( his such a meany

Leaving £100 on the kitchen counter for you, kissing you before he leaves, whispering into your lips to treat yourself :((

“You’ve had a long couple days sweethear’, get ya’ nails done for me, yeah? Get em’ pink or somthin’, okay?”

Obviously you’re memorised by this man at this point… how could you not be?

Agreeing with a slow nod and stars in your eyes as he kisses your nose

Nobody had ever looked at him like that before….

“That’s ma’ girl, i’ll be home by six”

When he finally rocked up at work, Price was pissed beyond belief, Gaz was working on multiple cars at a time due to his absence and Johnny looked like he could kill him as he sat in Si’s office, a line of annoyed customers leading outside the shop.

Soap new absolutely nothing about quotes and insurance claims and all this other bullshit that Simon dealt with as the manager.

Gaz had a hundred questions for him about what he suggested for certain repairs, it was pure chaos!!

But Si couldn’t find it in himself to be stressed, walking into the shop with a shit eating grin, completely bricked up and care free :))))

He’d never been happier then in that moment.

But I want to fast forward to when your friends finally got a hold of you a week after you went missing….

It was the strangest surprise as well as their biggest relief when you answer.

You were completely fine, they could basically hear you smile through the phone……

You started banging on about how you met this amazing guy named Simon, how his a super gifted mechanic, a complete gentleman and how you’re both deeply in love and never been happier!!

Reassuring them that you’re absolutely fine, better then fine actually, you’re safe and loved and don’t plan on ever going back home

And all your girls are like

“Babe….you can’t be serious right now? You’re not in love, you’ve been gone a week! And did you say you moved in with him!? A fucking mechanic!? Have you lost your fucking mind??? What about your job??? What about the entire fucking life you built here?!!!”

And

“That’s it, give me the address right now, we are coming to get you immediately. You’re coming home and never talking to this weird fucking Simon guy ever again. Got it?”

Of course they don’t understand:((((( why would they!?

You’ve finally found your person, it doesn’t matter if you have known Si for a week or a thousand weeks. You’re not fucking leaving!

This courses massiveeeee tension in you’re now ex friendship group.

Half your girls think they should cut you off immediately, staying friends with you only means supporting the relationship and that’s something they’re absolutely not going to do >:(((

The other half think its important to keep in contact with you, they want to be there when you finally “come to your senses” and “need an out”, whatever that means :/….they even insisted on meeting Simon, just to sus out the situation and see what’s really going on, but of course you deny.

Some even try to convince you that your ex was way better for you then Si:((((( how everyone thought you would end up getting married eventually, how there’s still time to realise you’ve made a mistake, that your ex was more then willing to take you back and everything would go back to normal!!!

“Babe, this Simon guy is manipulative, okay? You’re emotional and vulnerable right now and his latched onto that knowing you’re going to cling to him for support. His taking advantage of you babe! I know you think you’re in love and that he says all the right things but its an act! Hello? Are you there? Can you fucking hear me!!??’

They’re just trying to ruin everything though >>:((((((

Your friends never saw how your ex treated you behind closed doors and they could never understand the connection you and Simon had :(

When Si came home from work to you wrapped up in a blanket and crying on the sofa, he was ready to kill whoever caused you so much pain….when he found out it was actually your friends, his heart ached for his poor girl :(((

“Listen to me petal, look me in the eyes, you don’ owe them anythin’, they jus’ don’t understand, alrigh’ don’t cry baby, come on”

Wrapping his big musealy arms, covering you in his post work sweat and musk as you cling to his oily work shirt :((((

Of course you end up cutting off your friends. They could never understand what you and Simon had, if they really cared about you, they’d at least act like they were happy for you, not rip into you and try and push the narrative that you’ve been “manipulated” and “taken advantage of” while in a “venerable state” ://

Si absolutely agreed as well :( you didn’t need to worry about them anymore, they’re in the past and you’re moving forward with your life, its not your fault they haven’t grown up yet ://

Plus!!!! He would love to introduce you to Prices wife and the other girls at the bar he regulars…. Sure they may be a little older and all have children but you’re such a mature girl :((( you’ll get along with them just fine :3

Its definitely not because he wants to bring you around his friends chubby babies, planting the seed in your mind subconsciously, or consciously about having your own little family ;)))

Start taking the steps to really integrate you in his life and friendship circles ;))))))

He knows what his doing :3

You get along with everyone so well too, girls wine nights, being invited over to friends houses for dinner <3

Simon tucking his hard cock into the waist band of his boxes as you bounce one of your friends babies on your hip and coo to them :((((

You would be such a good mama to his babies :( your genetics mixed with his would make the cutest little humans and the image of you pregnant that won’t leave his mind is starting to drive him absolutely fucking feral :(((

Life is so good for you and Si at the moment :((((( of course your stupid fucking ex would come around and try to ruin it for you…..all for him…..

Your ex couldn’t of been more different from Si :(

Clad in a business suit and ridiculously expensive watch, a clean haircut, pure leather business shoes and smelling of expensive cologne, he absolutely stuck out when his Tesla pulled into the shop carpark….

An obviously disgusted look on his face as he entered the front office, not trying to hide his disapproval as he looked at the chipped paint that peeled off the walls and the overwhelming smell of fuel that had seeped into everything within a 50 meter radius, buttoning his suit jacket and dramatically watching his step as he walked on the stained concrete that covered the front office floor :////

Your ex was such a pretentious prick >:( if it wasn’t high luxury, he’d look down on it like it was dirt :/

The thing is, he didn’t actually care where you were after he kicked you out, he just assumed you would end up on a friends couch or something. The idea that you would run off with a random “dirty” man and enter a relationship literally hours after he broke things off enraged him.

But everything changed when he got the news you were living with “Si” a couple hours away and you were “deeply in love” with him.

He played the “distressed”, “regretful” boyfriend to your friends, trying to get as much information out of them as possible under the pretence of “keeping you safe”

Yeah…..right :///

His ego couldn't handle it! How dare you just move on like he was nothing!!! sleep in another mans bed without regret and start a new life with him not even being an afterthought!!!!>:(

You were meant to be heartbroken!!! Turn up on his doorstep and beg for his forgiveness as he laughed in your face :((

But you just moved on?????

He wasn't having that.

You were supposed to worship him, not replace him with some piece of shit mechanic >:(

Your friends fed him a lot of useless information, But there was one sentence that tied it all together.

In the middle of your rant about how much you loved Simon, you mentioned he worked at “Price’s Motor Repairs”

Nobody had heard of any repair shop with that name from around the area, but it was enough information for your ex to track you down…

Alarm bells went off in Simons head when he saw him walk in. He wasn’t from around these parts, that much was certain, and the way his eyes snaked over his name tag and an almost cocky grin spread across his face, he new something was up and it wasn’t good.

Your ex definitely turned up at like 5:59, a minute before Si was meant to close just to make it as inconvenient as possible for him >:/

Si never asked about your ex, he didn’t want to know. He didn’t care what his name was or what he did for a living, all he new was that he was a dickhead and that was enough to put him off. You were his now, your ex wasn’t relevant :((((

It didn’t even cross Si’s mind that this guy could possibly be your ex. It was probably just some wanker that broke down while he was passing through. So he gritted his teeth and walked outside to check out this “broken” car

It felt like a wild goose chase. He claimed there was something wrong with the motor, he checked it out, there was nothing wrong. He then claimed his AC wasn’t working, he checked it out, there was also nothing wrong.

This went on for about 20 minutes before Simon snapped >:(

“There aint nothin’ wrong with ya’ car mate, get that fuck out of er’ before ya’ start wishin’ ya’ did”

Snarky and satisfied, your ex left without a fight, pulling out of the shop and parking far enough down the street that he could see Si pulling out of the shop and heading home…. Leading him to directly to you without a fight….

He followed behind at a safe distance. Far enough away that Si didn’t notice he was being followed, Poor Si was beyond tired, paired with the dim lighting of the sun going down, he didn’t even notice someone was tailing him:(( he was on autopilot :(

All he wanted to do was get home to you, eat his hot meal that you prepared for him and slug on the couch with a beer, you cuddled up against him and block the outside world out for the evening :((

But after arriving home, the second he sat down for dinner, three obnoxiously loud knocks echoed off the front door.

When you saw he didn’t move, you stood up to answer it for him

“Jus’ leave it lovie, can’t be anythin’ important this time of night”

You explained there was an older lady that lived a couple apartments down, she started developing dementia and was in the early stages, she could still look after herself but often forgot small things like buying eggs from the grocery store or how to turn the TV on, she asked you for help all the time!!! and you were sure it was just her!! Of course it was! Who else could it be!

Simon wasn’t convinced. There was no way an old lady could knock with that much force.

He followed behind you hesitantly watching you swing the door open with a smile, only to reveal the piece of shit that was at the shop an hour earlier…

Si was honestly confused as fuck for a second, only for it to all fall into place when this guy started calling you “baby” and demanding for you to come home…..

His first instinct was to pull you behind him, he was beyond shocked when your ex grabbed your wrist with force, making sure Si couldn’t move you out of his line of sight without hurting you…

“Baby, you are coming home now, look at the state of this.. this.. drug addicts flat! you’re coming home with me immediately, stop fucking resisting!” Your ex spat getting more and more enraged by the second

You couldn’t go home, you were home, Si was your home :( But before you could get a word out, Si had your ex by the bicep, the pure force of the grip sending him into cold blooded shock, muscles tensing he lets go of your wrist out of pure shock :((

“Get inside n’ lock the door” he mumbled lowly before slamming it so hard the framework shook violently, you swore the hinges could of given way :((((

Once Si finally returned, you could tell there was something wrong :( something about the way he wasn’t all over you like normal, there was a purposeful distance he put between the two of you, almost like he didn’t want you there :((

After poking and prodding him, it all finally came out

“Ya’ know I could never give ya’ the life that he could doll…. All that fancy shit” a coldness behind his eyes, almost defeat taking over his expression :(

“I know I aint ya type baby, you’re one of them high class type, ya’ don’t belong down ‘ere with me….I’ll drive ya’ back in the mornin, okay? I’m not taken no for an answer, go start packin’’” :((((

He was so defeated, if you could see his heart you could of sworn it was ripped into separate pieces :((

He went on for a good 10 minutes like this, you know he was doing what he thought was in your best interest, but Jesus Christ did it sting :(((

Little did he know your ex was almost £50,000 in credit card debt, you payed for almost everything during the duration of your relationship :((( he never treated you to any sort of luxury like Si did :( never got you flowers or paid for your nails….

He truly thought that your ex had a one up on him…. That you would consider going back to him because of his “wealth”???

Getting off the couch and slowly sinking to your knees in front of him, you reach for the belt of his pants, slowly undoing his buckle :((

His mind is racing so much, so paranoid and distracted that he didn’t notice the sound of the metal being undone :((((

He always focused on your pleasure, making you feel wanted :(( it was your turn to appreciate him, with actions this time :333

Si completely stops mid sentence when your warm, delicate hand palms his soft cock :(((9

He looks down at you slowly, all worry leaving his body as he sees you down on your knees, submissive eyes looking up at him threw your eyelashes and pout on your face waiting for his reaction :(((

You could never leave Si :((( you needed a real man :(( you needed the man in front of you with his thighs spread wide and cock hardening right before your eyes :(((

Palming him agonisingly slow, he grinds against your touch desperate for more friction :((( you tell him how you’d never leave him :(((( how his the only one for you and you couldn’t survive in a world like this without him by your side looking after you the way he does :((

Soft grunts leaving his lips as he pleads with you to take out his length and stroke his now hard, aching cock >:(

“I know baby, I was stupid to think tha’, I know, jus’… jus’ pump it for me yeah?’” Growing increasingly desperate as you don’t follow his command >:( telling him you’re looking after him tonight and that he doesn't need to worry :(( how its his reward for being so big and strong, defending you from your ex and being a man :(( that all he needs to do is relax :((

He audibly whines, a sound you had never heard from him before, when you finally slip his girthy cock out of his boxes.. .

You smile up a him as you kiss his tip and squeeze your thighs together at just the thought of pleasing him and not receiving any physical pleasure yourself :)))))

Letting out a soft feminine giggle as pre cum covers your lips, Si having no choice but to sit helpless and watch the show you’re putting on for him :(((

He could absolutely take the lead if he wanted to, but something about you treating him, sucking his dick solely because you wanted to and not expecting anything in return was an offer you couldn’t turn down ;)

Teasing Si was fun but he deserved more tonight :((((( if it was up to you, lapping at his swollen tip for hours until he finally releases a desperate hot load onto your face would be a dream, but not tonight, Si gets everything tonight ;)

Slowly circling his leaky tip with your thumb, a soft groan falls from his lips as he sinks further into the couch :(((

Pumping him lightly, you place soft kisses from the top of his cock to his base :(((( Si bucking his hips and pleading with you threw his eyes just to suck it :((((( he tries so hard to hide his whines through deep groans but fails horribly :((( he was so tired tonight, emotionally and physically, any self control he would normally have was out the window :((

Taking your tongue, you lick from the base to the tip, salty sweat and pre cum filling your taste buds as your tongue glides up his vainy shaft :(

Si jerks forward a little at the sudden warm contact, throwing his head back as he eases into the warm sensation :3333

Without hesitation, you deep throat his 8 inch length, his tip hitting the back of your throat and your eyes watering instantly :((

Si’s callused hand instinctively grips your hair, rough grunts bounce off your apartment walls as he helped you set a ruthless pace, your mouth being abused and jaw aching from his sheer girth :(((

“That’s it Darlin’, fuck ya’ such a good girl for me, look at ya’ look at tha’ beautiful fuckin’ mouth taken’ me”

Holding your head still as he throat fucks you, your saliva dripping down your chin and onto the dirty cream carpet that covers the living room floor:(((

Seeing the small bump of his cock appear at the front of your neck with each brutal rut :(( your flushed cheeks and teary eyes make a small cocky smile spread across his face >:(

You were his! All his! Claiming your throat and having full control over how he fucks it makes his achy balls tighten as they slap against your chin :((

“That prick could never fuck you like I could, he’ll never feel ya’ fuckin throat again” he was so close to his release :((( Si was normally really good at holding off but the possessiveness of claiming your mouth with thick cum was pushing him over the edge in a matter of minutes :((((

Grabbing your hair tighter, he forcefully makes you deep throat his dick, your nose touching his pelvic bone and buried in his musky pubes <3 moans from your full mouth muffled by his cock shoved deep into your throat >:((

He cums hard…slow, deep thrusts as ropes of his salty seed run down your throat, you have no choice but to swallow his semen that his so politely given you :((

With each thrust, he lets out a quiet and strained “mine”. Its more to himself then you, reassuring himself that you were in fact his and his to keep :((

You remove your abused mouth from his cock, slowly pumping his now semi-hard dick with a dopey smile on your face, cum leaking out the corner of your mouth as you innocently look up at him and place a kiss on his swollen tip :))

You look so beautiful, covered in his cum and claimed :)

He leans down to kiss you, a thank you for what you did for him, but before he could even open his mouth you whisper a quite “I love you” into his lips…

the first “I love you” you and Simon had ever shared :((

Its safe to say he said it back :333

And he says it again with his face inbetween your legs a minute later ;)))

okay, okay, okay, I know I promised to upload this after work like....days ago BUT I totally forgot I had a concert on and didn't have time to finish writing it AND THEN this guy im talking to came over to meet my dad and everything just pilled up im so so so sorry...BUT in my defence, this is over 4k which is my longest fic ive written so far, I love y'all I promise

Request are open for Mechanic!Simon, I would love to hear your thoughts so feel free send them through and add to the AU.

!Disclaimer! - Above is NSFW content - MDNI - If you follow my blog without your age in your bio, you will be blocked - If you are under the age of 18, you are not welcome here, otherwise, enjoy :)

Cat divider sourced by @positively-mine from Pinterest - Pink line divider by @eloquentreverie - MDNI divider by @cafekitsune

Basic blog housekeeping - fic requests guidelines, boundaries and my rules for minors

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kittykattropicanna · 3 months

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Y'all don't kill me......mechanic!Simon is coming tonight I PROMISE HDSHDLSDSLDSDF I WAS JUST SWAMPED BY WORK AND FRIEND COMMITMENTS please forgive me omfg vjivhdsod

#mechanic!simon #Kitty!updates 🎀🏹⋆｡˚ ☁︎ ˚｡⋆｡˚☽˚｡⋆

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kittykattropicanna · 3 months

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new mechanic!Simon after I get home from work today <3

#mechanic!simon #Kitty!updates 🎀🏹⋆｡˚ ☁︎ ˚｡⋆｡˚☽˚｡⋆

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kittykattropicanna · 4 months

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my toxic trait is that I half arse edit my fics, publish them, then go back 24 hours later in complete disgust and disappointment because I mixed up there and they're 30 times, completely misspelled words, used the wrong pronunciation and forgot basically every literacy rule in the book

#Kitty!speaks 🎀🏹⋆｡˚ ☁︎ ˚｡⋆｡˚☽˚｡⋆#fanfic #faniction

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kittykattropicanna · 4 months

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Okay but I'm kinda obsessed with one of the 141 boys baby trapping you......like the idea that they're so desperate for you to stay, so willing to do anything to keep you makes me feel some kinda way......

my only dilemma is idk which one of them is the most coded for the baby tarpper trope??

like I can see all four of them doing it but idk who to write for

Basically im just asking for who you want to see a baby trapper ask series about

Cat divider sourced by @positively-mine from Pinterest - Pink line divider by @eloquentreverie

Regular masterlist

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kittykattropicanna · 4 months

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it's 2 am and i should sleep but i just read your prison penpal!ghost now it's rotting my brain!!!! ><

reader would so try to send him gifts if they're allowed. special holidays aren't miserable for him anymore as he would be accompanied by reader's sweet little presents!!!

Sleeps for the weak baby, sleep when you’re dead ;)

Of course you're going to look after your man, he does so much for you, the least you can do is send him some money to treat himself!!! maybe a gift or two you dirty girl :3

I know I promised to upload this last night after work but I was sleepy. IM SORRY PLEASE FORGIVE ME

TW: edging, Si fucks himself with your dirty panties, smut, masterbation (Reader and Simon) its just fucking disgusting and dirty, but also kinda sweet <3

PrisonPenPal!Simon masterlist

Regular masterlist

Absolutely, holy shit. After your first phone call, you’re his, he makes that so unbelievably clear through his next letters. :)))

Telling you how much he craves you, how you’re the only thing on his mind, describing in intimate detail how his gonna touch you, kiss you, fuck you :((((

His so fucking desperate for you, to the point he actually gets enraged knowing he can’t touch you. Just the thought of you being on the other side of the wall makes his skin crawl, you’re right there, only thick cement dividing him from you :((

Its even worse knowing that he can’t do anything about it >:(

Si’s a problem solver, he prides himself on being able to weasel his way out of practically any situation without a problem, if that’s reducing his sentence down to basically nothing or getting away with his little late night phone calls with you. He always finds a way to make it work, but for the first time ever, he can’t fix this, his stuck here. No exceptions, no sweet talking to get what he wants, no amount of calculated manipulation could get him out of this situation, and it makes him go absolutely mad.

At this point he has a year left of his sentence, his so fucking close to being let back into society, so close to finally being with you :(((

Letting his emotions (and dick) cloud his judgment, driving him to think about making stupid decisions such as an attempted jail break would be absolutely the worst idea of his entire life.

Ohhhhh, but its so tempting :(

But it would just put more time between you and him, as much as he wanted you now, he knew it was only going to rip him away from you again in the long run :/

And that’s if his even successful, one night with you would mean the world to him, but it wasn't worth being thrown back in jail, only separating the two of you for longer :(

He just needed to sit tight, let the days roll on and try not to think about your soft moans through the shitty speaker of the prison phone. :(((

He absolutely asked you to be official after speaking to you for the first time. It drives him crazy knowing when guys try and hit on you at the bar, you smile brightly and tell them that you're his, his to keep.

One of the guards asked him what’s the first thing his going to do when he gets out, with a dopey smile he chuckles a little

“See ma’ missus mate” his so fucking cute, his actually so obsessed with you, so proud that you’re his ;))))

Of course the other inmates wouldn’t know, and technically he most definitely shouldn’t of told a guard, news spreads, but he couldn’t help it, it slipped out, and you know what, he was fucking proud of it :)))

You 100% would send him money and gifts, Si makes a little money, about £35 a week either cleaning, laundry duties, basic maintenance, basically anything the job program can offer him.

The only issue being when he first signed up, he made sure that all his money was payed into Price’s bank account. He didn’t want to risk using it, the whole reason he started the work program was because he wanted to try and set himself up once he got out, at least have some type of savings waiting for him on the other side. Every now and then he regrets it, but he knows its for the best :/

Learning that Si was so strict with his money that he didn’t treat himself to anything didn’t sit well with you….and its not like you’re struggling financially, you work a good job and your daddy is always willing to send money if you ever needed it!!!!

A hundred odd pounds a month isn’t going to leave any sort of dint in your bank account, so of course your going to send Si some money to treat himself!!! You’re such a sweet, sweet girl :(((, his sweet, sweet girl.

You start sending the maximum amount each month which comes out to about £150, its the least you can do!! His your boyfriend! he might be a felon, a little perverted and rough around the edges, but to you, his perfect :)))

His so grateful as well :(( treating himself to snacks :((( chocolate bars, skittles and gummy’s, buying himself a book or two, replacing his flat, stained pillow and ratted blankets, getting himself some actually nice soap and a new toothbrush, buying clothes that actually fit him!!

His muscles have grown so much since being locked up :3 there’s nothing else to do besides lift weights, work and sit around :((((

“Sweetheart, I want ya’ to know, the second I get out of here, imma treat you real nice, give ya’ everything I can, look after ya’, protect ya’”

and

“The minute I get ya’ home, its all about you, yeah? Imma lay ya’ down and eat ya’ like a starved man, overstimulate that little cunt till ya’ beggin’ me to stop, fuck ya’ so deep and hard that you’ll forget ya’ fuckin’ name, whatever ya’ want darlin’ its all yours, been lookin’ after me so well….. imma show ya’ how much I appreciate it, as ya’ can probably tell, i’m more a man of action, poetry an’t ma style baby ;)”

Definitely learns origami from other inmates, makes little paper swans and hearts for you, the paper always being a little stained from his dirty fingers, obvious crease marks showing his folded it the wrong way and had to reattempt :))))

God he knows how to treat a women :33333

But what I really want to get into are the gifts you send him…..;)

As I established in my last fics about you sending things to Si, you absolutely send him innocent gifts.

Photos, one of your favourite gold necklaces, an oversized tee that smells like your perfume…. Cute little personal things so he can have a piece of you, nothing crazy :3

I feel like you were reading a spicy romance book. It mentioned the main character stealing his lovers used panties out of her dirty laundry basket, very quickly and idea clicked in your brain :((((

You wanted it to be a surprise for him :(((( you didn’t mention it to him in your letters, only telling him your working on a little something that’s crafted just for him ;))

Waking up in the morning you make sure to fuck yourself with your fingers :((

Covering your panties with your juices, making sure their absolutely soaked in your cum :((

Rubbing your thighs together while you’re at work, soaking through your panties with your arousal :((( thinking about Si eating your pussy just like he promised while in important meetings, loosing focus…. your boss pulling you aside and asking if you’re okay :((

Scrambling to find an answer to explain your distracted behaviour and flushed cheeks >:(

He ends up sending you home because you’re distracting everyone with your aloofness :(( putting the rest of your team behind because you're a selfish girl with a dirty mind >:( can’t even focus in your workplace because Si’s dirty words have taken over every aspect of your thoughts >:(

At the end of the day your panties are ruined with your slick, soaked all the way through and smelling of your orgasm just like you planned ;))

And when Si received your thong obviously used??? :000000 he let out a low grunt....

Just the idea that you did this for him, fully confirming in his mind that you wanted him, craved him just as much as he craved you made something animalistic set off in his mind….

Because he received your package in the middle of the day, he couldn’t hide and tend to himself like normal >:((((((

He needed you now, he needed to fuck his cock NOW, not wait till his cell mates were asleep, his heavy balls ached and he knew if he didn’t relieve himself soon, his blue balls would become unbearable >:(((( aching and hurting with each step, uncomfortable and frustrated :(

Purposely being a dick and coursing havoc with his inmates so he can be locked up for his disruptive and disrespectful behaviour ;)))))

A shit eating grin when his in handcuffs being walked to his cell, knowing your panties are tucked into his boxers ;))))) his won yet again ;)

Like I’ve said before, and I’ll say it again, he ALWAYS gets what he wants :)))

The second his cell locks his ripping his hard, leaky cock out and wrapping your used panties around himself :((((

Pumping his fat dick, the friction of the fabric making it that much more satisfying :((((

Closing his eyes and imagining you walking around all day, turned on and flustered for him >:((((( the idea of you restricting yourself from fucking other men because you're his, knowing all you want is to be filled with dick, have the feeling of a real cock fucking you, not your cold, rubber dildo >:(

His precum mixing with your juices only turns him on more, knowing that this is the closest he’ll get to fucking your cunt for now :((

As his big hands slowly pump his dick, wanting to savour the moment, he lets out animalistic grunts, slowly speeding up and then slowing his pace, he edges himself almost whimpering when he refrains from his release yet again :(((

Something about holding back satisfies him, his training himself for you, getting ready for when he fucks you for the first time, wanting to hold out long enough that he can rip orgasm after orgasm out of you, forming a white rim of your cum around the base of his cock :(((

Grunted whispers of your name falling from his lips as he tries to hold back yet again, legs twitching and face getting hot as uncontrollable ropes of cum finally release from his vainy cock :(((

His never cum that much in his life, your panties damp with his semen, dick so sensitive that even the feeling of the fabric from his boxes makes him flinch >:(((

You’re such a good girl, always knowing how to please him, feels like you know him inside and out already ;)

You just wait until he gets his hands on you sweet girl ;)))

Y'all are so fucking obsessed with each other I CAN'T

PrisonPenPal!Simon is open for requests so feel free to send them throughhhhh, add to the AU, ask me expand on certain topics, whatever floats your boat >:)

!Disclaimer! - Above is NSFW content - MDNI - If you follow my blog without your age in your bio, you will be blocked - If you are under the age of 18, you are not welcome here, otherwise, enjoy :)

Cat divider sourced by @positively-mine from Pinterest - Pink line divider by @eloquentreverie - MDNI divider by @cafekitsune

Basic blog housekeeping - fic requests guidelines, boundaries and my rules for minors

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kittykattropicanna · 4 months

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My beautiful PrisonPenPal!Simon readers! hello my lovelies. im working on your asks rn, a lot of you are asking for readers first visit while Si's locked up/Si getting out, I'm 100% working on those fics, im just trying to establish reader and Si's lore a bit, I haven't forgot about you, promise :3 they're definitely coming very soon :)))

i'm uploading a PrisonPenPal!Simon ask tonight after I get home from work <3 I think you're gonna like this one ;)

Continue sending through your ideas in the mean time, I promise I'll get around to all of them, works just been crazy <3

#PrisonPenPal!Simon #Kitty!updates 🎀🏹⋆｡˚ ☁︎ ˚｡⋆｡˚☽˚｡⋆

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kittykattropicanna · 4 months

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just updated the masterlist themes for PrisonPenPal!Simon and Mechanic!Simon if you want to check it out <3

#Kitty!updates 🎀🏹⋆｡˚ ☁︎ ˚｡⋆｡˚☽˚｡⋆

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kittykattropicanna · 4 months

Note

imagine mechanic!simon fixin’ your car with parts that worth thousands but he doesn’t want your money, he wants something else HEHEHEHEHEHE

HEHEHEHHEHEHEHEHEHEHHEHE right??????? Genius honestly.

mechanic!Simon would do anything for you :( but only when you obey him, be an obedient and listen..... he was doing you a favour by fucking you on top of your broken down shit box while the lads were on their lunch break, he saw how worked up and stressed you were, and you had the audacity to disobey him??? You want to get your car fixed free of charge? well, now you get nothing and he gets to take you however he wants, your job is to stand there and shut up like the good girl his training you to be ;)

TW: low-key public sex, thigh-fucking, orgasms denial, Si degrades you for being a needy, disobedient girl :( kinda humiliation, mean!Simon, age gap insinuated, Si shoves a dirty rage covered in grease in your mouth bc you won't stfu :(

Mechanic!Simon masterlist

Regular masterlist

You really aren’t well off, the savings you did have are definitely not accessible at the moment.

Your shitty ex had logged into your bank account the second he threw you out :( making sure you had nothing

He would always make you transfer him money for his crypto trading, he did it behind your back regularly meaning he new all of your information including your security passwords >:(

He had drained everything except £2.50 because “that’s all your worth” :((((((((

he was such a dick AHURGG >:(

Like Si promised, he checked out your car the next morning, taking you into the shop even though it was his day off.

Of course Johnny jumped at the opportunity to introduce himself, taking your hand and kissing it softly, wicked smile flashing across his face when he didn’t see a boyfriend accompanying you to the shop. :(((

An easy target in his eyes, you being with Si didn’t even cross his mind, a pretty, delicate thing like you wouldn’t be running around with a beast like Simon….it just didn’t make sense :(

Si stepping in almost immediately when he saw the way Gaz winked at you and licked his teeth, eyeing you up and down like a piece of meat :(

You were HIS….HE found you, nobody else, and that’s how its gonna stay >:(

Maybe a bit of insecurity flared up as well….they were younger then him, more your age….

Johnny was a ball of energy, looked like he could be plastered on the front of some health and fitness magazine and Gaz had a certain charm to him, the type that could make even the most independent women fall to their knees.

They couldn’t be more different to Si’s rough and grumpy demeanour :((((

But the second you clung to his side, quickly turning your face away from them, flushed red and overwhelmed, it all went away :3

His, he didn’t even have to tell you, you clung to him instinctively, ran to him for protection, looked for him when you needed safety ;)))

He wanted nothing more then to take you right there, show them both how he could make you cum in ways they couldn’t, even if they had the best vibrater in the world on their side, they couldn’t give you the satisfaction he could :3

Watch the jealousy and envy in their faces as he praised you for being such a good girl, his good girl :)))

He didn’t have to look at your car to know that it was absolutely rooted, a first week apprentice could see that it would cost thousands of pounds to fix, even then, you wouldn’t be getting the best parts on the market meaning it was only a matter of time before it broke down again and became undriveable :(

Quickly slamming the hood he turns to you with a sympathetic look :(

“Listen lovie, its gonna be at least £2000, and that’s jus’ for ya’ engine alone, I don’ even wanna get inta the rest of it cuz fixin’ it is gonna cost more then the car itself”

With teary eyes you tell him you can’t afford to fix it, let alone buy a new car, its the only real possession you have to your name other then your phone and clothes :((((

You needed a car, you needed a way to get to work and its not like you can afford to take the bus!!!

But don’t worry sweet girl, Si’s gonna make it all better :((

Slowly he lifts you onto the hood and slides his hands up your thighs with a rough groan, that tiny little skirt that he picked out for you this morning was a really good idea ;)

Moving your panties to the side, he drags his thick finger through your folds, a low chuckle leaving his lips as he collects your juices :3

Your cheeks go red at how wet you are :((((( you’re so easy to get going, such a dirty, dirty girl >:(

“Don’ play dumb sweethear’, saw ya’ watchin’ me like a piece of meat, rubbin’ those thighs together like a whore, I know when ma’ girl needs some lovin’”

Pushing his thick fingers into your heat, a small whimper leaving your mouth from the stretch :(

“Quite love, don’t want em’ to hear us do ya’?” A chuckle falling from his lips as he opens you up more, spreading you open and preparing you for another one of his big rough fingers :(((((

Pumping in and out of your wet cunt at an agonisingly slow pace, holding your hips down so you can’t buck or move closer to him :(( try to take more then what his giving you :(

His the one in control, so don’t even THINK about it >:(

You let out a loud squeak when he forcefully pushes a second finger into your tight pussy :((( wet squelching sounds fill the room :(((

The same men staring at you like a piece of meat only moments ago, eating their lunch in the break room at the other end of the shop, completely unaware that Si was having his way with you :(((

Stimulating your clit with his left hand, he looks up at you with a wicked smile

“Don’t ya’ make a noise love, old Johnny boy won’t have a problem watchin’ and im sure ya’ don’t want tha’” >:(

His such a tease :(((((

Begging him for his dick, moans and whimpers getting louder as you squirm with teary eyes :(((

But that’s your biggest mistake…..

You went against his orders, he told you not to make any noises, to keep it down, but because you’re a little brat, disrespectful after all his given you, food, a roof over your head, a warm bed, a man to protect you….you’re getting nothing >:(

“My cock Darlin’? Oh no, no, no, no. Ya’ see lovie, good girls get what they want, obedient girls get treated right, not selfish little sluts that can't do what they’re fuckin’ told”

Removing his fingers from you, he undoes his belt and takes out his stiff cock :(((((

Its so leaky, pre cum dripping down his shaft, Si pumps himself a couple times, a low groan falling from his lips as he forcefully turns you around slamming your body against the car

“Imma tell ya’ what ya’ gettin, I’m gonna fuck your thighs for my pleasure, not yours, and ya’ gonna shut up and take it, no squirmin’ or moanin’, ya’ just gonna stand here and take it”

Taking a dirty rag out of his back pocket that he uses to wipe his greasy hands, he slaps your cheek signalling to open your mouth, shoving the dirty fabric inbetween your lips with a sadistic chuckle

“There ya’ go petal, much better isn’t it? Finally listenin’”

His thrust between your thighs, the feeling of pre cum coating your pussy is satisfying, but it didn’t scratch the itch of what being filled by his girthy cock did :((((

Your moans fall silent against the dirty rag he shoved in your mouth, the only sound filling the shop being his low grunts and skin slapping against skin :((

His hard cock rubbing against your clit giving you little satisfaction, Si was so mean sometimes, but he was right, his always right :((((

He did so much for you and the very least you could do was follow his orders, you got to comfortable :((( trying to take charge and disobey him when he knows best, he always knows best >:(

You can tell his getting closer, his thrusts get sloppier and his quite grunts tern more strained :3

After a few more deep thrust between your wet and sloppy thighs the feeling of his hot ropes cover your pussy and drip down your inner thighs :(((

He didn’t even try and make you cum :( greedy girls don’t get pleasure, they’re used as fuck toys, walking fleashlights that don’t deserve orgasms :((

And you know his just doing what’s best for you, teaching you the hard way, the only way you would properly learn :((

He makes you walk past the break room and out of the shop with his sperm running down your legs, wet thighs sticking together making you uncomfortable as you take each step, hot, flushed and unsatisfied :(

Once you get back into his car he makes a call to a friend that owns a car dealership. Si has done so much for his mate, the least he can do is hand over a car, and that’s exactly what he does :3

Whatever his angel wants, his angel gets, unless she misbehaves :((((

Your orgasm is just going to have to wait till another time…..and don’t you even think about touching yourself……remember, obedient girls get to cum, not dirty, dirty sluts that don’t follow the rules <3

The thing about mechanic!Simon is that his not taking your shit, he has no time for your attitude and will put you in your place immediately :( his training you to be his pretty little house wife after all :3

Request are open for Mechanic!Simon, I would love to hear your thoughts so feel free send them through and add to the AU.

!Disclaimer! - Above is NSFW content - MDNI - If you follow my blog without your age in your bio, you will be blocked - If you are under the age of 18, you are not welcome here, otherwise, enjoy :)

Cat divider sourced by @positively-mine from Pinterest - Pink line divider by @eloquentreverie - MDNI divider by @cafekitsune

Basic blog housekeeping - fic requests guidelines, boundaries and my rules for minors

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kittykattropicanna · 4 months

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sorry for going MIA everyone, was away on a girls weekend, doing requests now <3

#Kitty!updates 🎀🏹⋆｡˚ ☁︎ ˚｡⋆｡˚☽˚｡⋆

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kittykattropicanna · 4 months

Note

my brain is absolute mush i am in love with him!!!! he tries to get you to send him more photos — and you more than happily oblige — and he guards them like his life depends on it. slowly starts to ask more personal questions, mostly trying to figure out if you have a partner and when he finds out you don’t? the game is on. starts using pet names in his letters here and there, drawing you in deeper and you’re so helpless against him. and then the calls start and he hears your voice and then it’s all he can think about. tries to get you to say certain things — especially his name — for him to tuck away for later when he’s alone with your photo and his hand on his cock and wishing more than anything to have you instead of his fist ):

he thinks himself a good person, all things considered. but knowing you, and knowing you’re out there? no protection, such a sweet and soft thing — it worries him. maybe he asks johnny to try and find you. doesn’t necessarily disclose his true intentions, mostly out of curiosity. but then he starts thinking of when he gets out, how he can meet you, bring you back to his place, knowing he’s the best one to keep you safe and so he uses his time to get a head start so when he’s out he can finally keep you ):

hyperventilating, screaming, projectile vomiting, this, this, this, THISSSSS,

The reason im soooo obsessed with your ask is because 1, you’re a fucking incredible writer and 2, you dived so deep into PrisonPenPal!Simon’s psyche, his such a smart dude and unbelievably manipulative when he needs to be…..

Sorry everyones!! asks are taking so long to get out!! I just want to go into the most detail possible and give everyones ideas justice!! if you're waiting, I promise you its in the works rn <3

TW: mentions of murder, jail, corruption kink, masterbation (Reader & Simon), public masterbation (kinda), phone sex, smut, manipulative!Simon and kinda stalker vibes I guess (not yandere)

PrisonPenPal!Simon masterlist

Regular masterlist

If you think about his sentencing, he purposely played his cards in away that made him the victim without him actually having to act like the victim if that kinda makes sense?

The second he punched that kid he knew he fucked up bad, and then when he saw the blood seeping out of the kids skull and covering the floor, he knew he fucked up really bad.

A normal person would either run, go into hiding, try and resist the arrest, break down and have a panic attack. But he knew this wasn’t time for an emotional response, he needed to start planning what his next step was going to be and how he was going to execute it in a way that favoured him.

His not a psychopath, his 100% capable of feeling and experiencing human emotion and is very emotionally intelligent, but when he needs to be, his actions can be extremely calculated to the point its almost scary.

When he sees your picture though, something definitely clicks in his brain, he just wants more.

If that means more pictures or letters or even a phone call, he just needs it.

I think maybe its something primal as well… his a man at the end of the day, and being locked up for years in an all male prison with all male guards means he hasn’t even seen a women that isn’t a playboy model for fucking agessss

His not dumb either, he knows you put effort into taking that photo for him, he knows you put on a red bra because he told you his favourite colour was red. So the idea that maybe, just maybe you feel the same way, or are at least starting to, really erupts something in him.

But you’re completely right. He wouldn’t show a soul the photo you sent him. He’d go to drastic measures to hide everything :( you sent them to him, you’re writing to him, not anybody else,and he knows that if any of the other inmates found out about you, or god forbid, saw a photo of you, they would have an absolute field day.

He sees how the men his jailed with act when wives, sisters or girlfriends come to visit their loved ones.

He hears their disgusting comments about the women’s bodies, the detailed answers of what they would do if they ever got their hands on them. It always made his throat fill with bile and stomach twist.

Si may not be a perfect man, but talking like that about another mans women? His above that.

Thinking about how they would say the same things about you, how’d they’d all pass the photo around with a dirty smirk on their face and snicker? He wasn’t having that, over his dead fucking body.

He writes back to you keeping it relatively normal, lighthearted and friendly, but he sneaks in a little

“Ya’ boyfriend probably isn’t over the moon ya’ writtin’ someone like me, aye? I mean, if my missus was writin’ to a felon I’d blow my fuckin’ top love, theres gotta’ be somthin’ out there better for ya’ to been doin’, readin’ a book or somthin’ like that. It was lovely puttin’ a face to a name, just seein’ someone so happy makes me smile”

Receiving his letter makes your heart sore, you made him smile.

Obviously you had to send him more photos right? You just wanted to make him smile…. right? :(

You definitely didn’t want to send more because your pussy clenched when he called you “love”

Its definitely not because he was so protective over you, knowing he was so worried about your well-being, always asking if you're doing okay, asking if you’re safe…

“I worry bout’ you out there lovie, ya' gotta keep safe, look after ya’ self”

Getting your friends to help you take more photos for him!!!

Maybe you force them to go on a hike with you… you wear those leggings that make your arse look fantastic, posing in front of a nice view and purposely sticking out your cute little bum, subtly showing it off to the camera…. Showing it off to him :((((

But its just to show him the view!!!!! He hasn’t seen a nice landscape in years!! He deserves it!!

You’re not a dirty girl :( you’re a good girl!! You would never do something so disgusting for a man who’s locked in jail, your daddy would be so disappointed if he knew you were sticking out your arse for a man like Si >:(

Calling over your ex-situationships so they can fuck you, your dildo wasn’t enough anymore, you needed the real thing….you needed Si, but obviously you can’t have him, right? There’s no possible way you could ever experience your biggest fantasy….right?

So other men will just have to do :(((

Having them hold you down and fuck your pussy mediocrely, closing your eyes trying to imagine Si :( maybe even moaning his name accidentally…..

Its never really that enjoyable though, all you can think about is how Si would fill you so much better…technically, you have no evidence to prove that, but his such a gentlemen!! He knows how to speak to a women…he must know how to fuck one as well!!!

It only makes sense….

It makes you so sad… he’d never think about you the same way you think about him >:(

He’d never fantasies about your sloppy cunt the way you fantasies about licking up his fat cock, teasing his tip and ruining your throat as he shoves his meaty dick down it :(((

Rubbing your swollen clit on your pillow as you moan for him, maybe even looking at the grainy photo of his face while you pleasure yourself :(( you’re so disgusting for him, so needy, he would never want a girl as yucky as you….

When Si receives your next letter informing him that you don’t have a boyfriend as well as a photo of you posing for him, that’s when the obsession really begins :3

His not obsessed on a yandere level but his definitely deep into it :)

He never really thought about what he would do after he got out, he always kinda just guessed that he would go back to his old ways, but now he has you very obviously showing some type of interest in him, his mind is fucking racing!!!

Maybe he can get your number and use his monthly call to talk to you, maybe you can come visit him while his still locked up, maybe you’ll be willing to have him when his out, maybe you can move in together, maybe he’ll marry you, maybe he’ll finally get to fuck that sweet little pussy that his been fantasising about, maybe…maybe…..maybe..Ahhhhh!!!

Stealing sponges and a rubber glove when his on cleaning duty :((((

Bargaining with his prison mates for hair ties and an empty Pringles can so he can make his own makeshift fleshlight :(((

Fucking his fat dick with it while his eyes focus on your arse, imagining his got you in doggy and fucking you stupid:((( Maybe even putting his pillow in front of him and pretending its your arse, squeezing and spanking it >:(((

His corruption kink is feral…he knows his a lowlife with nothing good ahead of him, his more then aware that for the rest of his life his going to be labeled as a murderer, but the idea of him taking a pretty little thing like you and pulling you down with him makes him cum so hard his thick juicy thighs shake, fleshlight filling up with his cum and quite moans falling from his mouth >: (((

He doesn’t know were it came from, he just wants you to be with him and he knows he’ll never be able to live the white collar lifestyle you so obviously enjoy.

The idea of taking you out of that world and reeling you into his consumes him. Shitty one bedroom apartment, cardboard boxes as bed side tables, stained carpet and a flickering kitchen lightbulb. Its almost feeds his cocky superiority complex. Being able to pull a beautiful doll like you, get you so obsessed and needy for him that you’d follow him to the shit hole he calls home.

Being so obedient, so willing, that you give up everything you’ve worked for just to submit to him…..

Receiving that sweet little letter excites the fuck out of him, don’t get me wrong, but it also scares him a little, his protective instincts kick in a bit.

If you’re one thing, its a little naive.

You’re so willing to give up sensitive information about yourself without a second thought, you’re very obviously extremely vulnerable and trusting….

As much as he wants to protect you, he also sees these personality traits to be extremely beneficial to him.

You’re very easy to reel in after the line is crossed from polite and friendly to more flirtatious and maybe even a little bit sexual.

He addresses you differently in his letters now, no longer just using your name and actively being more outwardly affectionate towards you

“Hello my sweet girl :)”

and

“been on my mind lot’ lately, been thinkin’ about you, thinkin’ all sorts of things I know I shouldn’t ;)”

Once that barriers broken and your letters are just as enthusiastic, he knows his got you.

His got you to a point that he knows asking for a phone call isn’t a risky move anymore :3

He plans it though, he knows exactly what his going to do on that phone call and he knows nobody can be around while his doing it.

Like I mentioned in the first fic, his sentence was reduced because of his good behaviour, this obviously means his on good terms with the guards and most of the other inmates. They all owe him a favour in one way or another. He hadn’t asked for his good deeds to be returned, not needing them to be……until now.

He writes to you deciding on a date and time, Thursday at 3am.

He wanted to be alone when he talked to you, have some privacy and not be bothered.

His on really good terms with the night guard who works Thursdays, with just a little bit of bribing, he could be let out and have his phone call with you alone.

“Listen mate, ya’ want to know who’s movin’ drugs in and out of this joint? I can tell ya’ with no worries, but I need ya’ to do me a solid favour”

The guard his reluctant of course, but like I mentioned, Simon can be calculated when he wants to be

“Magin’ the raise you’d get if ya’ could give ya’ bosses that information? I saw ya had a photo of a little girl on ya car keys, think bout all the toys n’ shit you could buy er’ with some extra cash”

And obviously, he got what he wanted, it was light work really ;)

As 3am slowly got closer, you were shitting yourself, lets be real. It was hard to wrap your head around Si being an actual person, you know? Like of course his real, but it was all becoming a reality now….

You were three large glasses of wine in when it was time to call.

When your phone started to ring from an unknown number, you swore your heart dropped :((

The call almost rang out before you got the courage to answer it :(

When you did a very deep, rough voice with a heavy Manchester accent answered, you could hear the smirk through the phone, a confident “hello sweetheart” to match :(

His voice had your breath catch for a minute….of course you’d come up with your own idea of what he would sound like, but never in a million years did you think he would sound so charming, so confident, filled with anticipation, like he had been waiting for this moment for weeks…like he had thought of you the same way you thought about him :(((

It made your tummy swirl, that all too familiar hot ache feeling buzz in your clit :3333

On the other end of the line Si gently stroked his throbbing cock as you said your hellos :((

Your voice was even more memorising then he imagined, sweet little nervous giggles as you spoke to him, quietly letting him know that you weren’t quite sure what to say, that you were a little on edge, maybe a little excited.

You could hear his laboured breath through the phone, a distant wet sound that you couldn’t describe, so quite that you didn’t know if it was real or just your preverted mind playing tricks on you, making you hear things that aren’t really there :(

Just the sound of your voice was driving Si crazy :( you’re just as sweet as he imagined you, maybe even sweeter

He knew it was wrong of him :(

He knew that asking you to join his little game was evil. He had you right were he wanted you, and asking you to play with your pussy for him on the other end of the phone while directing you on how to finger yourself as he fucks his girthy cock with his hand wasn’t what you deserved…..

But he couldn’t help himself, not when you were talking to him like that, so innocent and sweet :(((

“Sweetheart, I need ya’ to do me a favour darlin’, okay? His cock was so hard it hurt, voice out of breath and sweat dripping down his brow. You were within arms reach, so close but yet so far away.

“Slide ya’ hand into your panties baby, start playin’ with yourself, come on, tell me what you're doin, describe it to me”

You so easily obliged, so willing to please him :( agreeing nervously with a stutter and shaky breath as you tell him what your doing

Describing to him what you’re wearing, an oversized t-shirt with nothing underneath :( telling him you didn’t put panties on just for him :(

You let out a quite moan as you play with your tits, telling him how hard your nipples are, squeezing the pebbles and whining as he eggs you on

“That’s it baby, play with those tits for me, yeah?, that’s my girl, squeeze em’ for me, there ya’ go” Si had to lean himself against the phone box as his tip leaked with pre cum :((((

Using it to lubricate his vainy cock making the wet sounds louder through the phone, you whine louder at the thought of his cock, closing your eyes you trail your hand down to your panties and slowly slip underneath the fabric to play with your wet cunt, just like Si asked:(((

“Rub ya’ clit for me baby, tell me how good I make you feel, say ma’ name, say it” he wanted so badly to commit it to memory, lock it away for later >:(

You moan his name as you circle your clit, eyes shut as you imagine Si doing it for you instead. You chant his name while your back arches a little, pleasure building at the sound of his rough grunts and wet cock being pumped through the phone >:((((

“I know, I know sweetheart’ just hold on a little longer for me, yeah? That’s ma’ good girl, ya’ not cumin’ yet” his hand fisted his cock, squeezing himself as tight as possible and screwing his eyes shut trying to imagine he was fucking your wet pussy, not his callused hand rough and dirty from the weights he was lifting early that day :(

“Finger ya’ cunt baby, finger ya’ cunt and scream ma’ name”

You were dangerously close to the edge, the knot in your tummy tightening by the second, your once nervous moans now turned unashamed.

Taking your other hand and slipping it into your pussy, you let out a desperate whine, muling your hips as you pumped yourself, squelching noises matching Si’s as you abused your wet pussy :((((

“That’s ma’ perfect girl, that’s it. Come on, let go for me, let me hear those gorgeous moans”

Finally letting the coil snap your back arched like a cat, legs shaking as you moan his name, desperate whimpers as tears of pleasure roll down your cheeks

Si gritted his teeth as he pumped himself, ropes of his sperm painting the concrete wall in front of him as his heavy cock twitched in his hands, animalistic grunts falling from his lips as that feral pleasure he’d been chasing washed over him. :((

He’d never cum that hard in his life, vision blurry from the white hot pleasure with your heavy breaths in the background :3

Just as he was about to open his mouth, speak to you again, the phone cut out, he had used up all his time with you :(

Harsh beeps filling his ear as his cock slowly softened, tip bright red from the attention…

He needed you more then ever now, protective instinct going through the roof :(

Knowing you’re out there all alone with nobody to keep you safe made his blood boil…..

He needed to have a set of eyes on you, the constant letters weren’t enough anymore :((((

Maybe there was a bit of jealously as well, the thought that there may be someone else….

It drove him up the wall, made him feel rage he had only felt very few times in his life

If he couldn’t have his eyes on you, then he’d 100% send Johnny out to do the work for him.

Looking through your letters and highlighting when you mentioned the name of the cafe you went to every morning, the name of the bar you and your co-workers went to every Friday to celebrate the end of the week.

Of course he wouldn’t tell Johnny the truth, simply asking him to keep an eye on an “old friend that’s going through a rough time” while his locked up for the rest of his sentence :(

And Johnny obliged, happy that Simon was in contact with people that weren’t just 141.

Reporting back to him every week, always with a positive review :)

A soft thing like you cant be left to fend for yourself sweetheart, not in a world like this. But don’t worry, his got your back, even behind bars ;)

RAHHHHHHHH, him, my mind is filled with HIM

PrisonPenPal!Simon is open for requests so feel free to send them throughhhhh, add to the AU, ask me expand on certain topics, whatever floats your boat >:)

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