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kittykattropicanna · 1 year ago

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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 >:)

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